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WO2009053587A2 - Composition containing a polycondensate, polycondensate and cosmetic treatment method - Google Patents

Composition containing a polycondensate, polycondensate and cosmetic treatment method Download PDF

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Publication number
WO2009053587A2
WO2009053587A2 PCT/FR2008/051788 FR2008051788W WO2009053587A2 WO 2009053587 A2 WO2009053587 A2 WO 2009053587A2 FR 2008051788 W FR2008051788 W FR 2008051788W WO 2009053587 A2 WO2009053587 A2 WO 2009053587A2
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Prior art keywords
acid
oxo
dicarboxylic
weight
methyl
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French (fr)
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WO2009053587A3 (en
Inventor
Gérard Malle
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LOreal SA
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LOreal SA
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/85Polyesters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/04Preparations containing skin colorants, e.g. pigments for lips
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/08Preparations containing skin colorants, e.g. pigments for cheeks, e.g. rouge
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/10Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q3/00Manicure or pedicure preparations
    • A61Q3/02Nail coatings

Definitions

  • Composition comprising a polycondensate, said polycondensate and a cosmetic treatment process
  • the present invention relates to novel polymers of the family of modified alkyd polycondensates, as well as to their use in cosmetic compositions, in particular in lipsticks, to cosmetic compositions containing them and to processes for the preparation of said polycondensates.
  • EP1457201 which describes a composition combining a polyester of triglycerides of hydroxylated carboxylic acids and a low molecular weight oil selected from polybutylenes, hydrogenated polyisobutylenes, hydrogenated or non-hydrogenated polydecenes, copolymers of vinylpyrrolidones, linear fatty acids, hydroxylated esters, esters of fatty alcohols or of C24-C28 branched fatty acids, silicone oils and / or oils of vegetable origin.
  • EP792637 there is disclosed a composition associating an aromatic ester and a polybutene or polyisobutene type polymer.
  • Patent Application EP1155687 describes a process consisting in incorporating, in an oily phase consisting of a cosmetically acceptable oil, an organopolysiloxane having at least 2 groups capable of establishing hydrogen bonds.
  • compositions and combinations even if they improve the gloss significantly, are still considered insufficient in a long-term perspective of this brightness, over time.
  • the object of the present invention is to provide novel polymers which can impart significant gloss to a particularly film-forming deposit, while maintaining good durability in the process. time of this brilliance; this may find a particularly advantageous application in the field of lipsticks lips. Furthermore, it is also desired polymers can further advantageously confer on the composition an excellent behavior over time on keratin materials, especially on the lips.
  • Alkyd resins constitute a particular class of polyesters by being the reaction product of polyols and polycarboxylic acids, generally modified with unsaturated fatty acids, such as oleic acid, or with unsaturated oils, soybean oil or castor for example, which can modulate their film-forming properties, including their drying speed, hardness, strength.
  • alkyd resins do not have adequate solubility in oily media usually used in cosmetics, such as vegetable oils, alkanes, fatty esters, fatty alcohols, silicone oils, and especially including isododecane, Parleam, isononyl isononanoate, octyldodecanol phenyl trimethicone, C12-C15 alkyl benzoate and / or D5 (decamethylcyclopentasiloxane).
  • cosmetics such as vegetable oils, alkanes, fatty esters, fatty alcohols, silicone oils, and especially including isododecane, Parleam, isononyl isononanoate, octyldodecanol phenyl trimethicone, C12-C15 alkyl benzoate and / or D5 (decamethylcyclopentasiloxane).
  • the present invention therefore relates to a cosmetic or pharmaceutical composition
  • a cosmetic or pharmaceutical composition comprising, in a cosmetically or pharmaceutically acceptable medium, at least one polycondensate obtainable by reaction:
  • Another subject of the invention is a polycondensate that can be obtained by reacting the monomers defined above.
  • the cosmetic compositions have good applicability and good coverage; good adhesion to the support, whether on the nail, hair, eyelashes, skin or lips; adequate flexibility and film strength, to avoid cracking, for example in the case of varnishes or lipsticks; as well as an excellent level of lasting shine.
  • the comfort and slip properties are also very satisfying.
  • These polycondensates are easily transportable in solvent or oily cosmetic media, especially oils, fatty alcohols and / or fatty esters, which facilitates their implementation in the cosmetics field, especially in lipsticks or foundations. .
  • the polycondensates according to the invention can be prepared easily, in a single synthesis step, and without generating waste, this at low cost. Moreover, it is easily possible to modify the structure and / or the properties of the polycondensates according to the invention, by varying the chemical nature of the various constituents and / or their proportions.
  • the polycondensates according to the invention are advantageously branched (branched); it can be thought that this makes it possible to generate a network by entanglement of the polymer chains, and thus to obtain the desired properties, in particular in terms of improved behavior, improved gloss, and in terms of solubility. It has indeed been found that the linear polycondensates did not make it possible to obtain a significant improvement in the strength of the composition, and that the dendrimer polycondensates, whose chains are regular, did not exhibit optimum solubility.
  • the polycondensates according to the invention are polycondensates of alkyd type, and are therefore likely to be obtained by esterification / polycondensation, according to methods known to those skilled in the art, constituents described below.
  • One of the constituents necessary for the preparation of the polycondensates according to the invention is a compound comprising 3 to 6 hydroxyl groups (polyol), in particular 3 to 4 hydroxyl groups. It is of course possible to use a mixture of such polyols.
  • Said polyol may especially be a hydrocarbon compound, in particular linear, branched and / or cyclic, saturated or unsaturated, comprising 3 to 18 carbon atoms, especially 3 to 12 or even 4 to 10 carbon atoms, and 3 to 6 groups. hydroxy (OH), and may further comprise one or more oxygen atoms intercalated in the chain (ether function).
  • Said polyol is preferably a saturated hydrocarbon compound, linear or branched, comprising 3 to 18 carbon atoms, especially 3 to 12 or even 4 to 10 carbon atoms, and 3 to 6 hydroxyl groups (OH).
  • triols such as 1, 2,4-butanetriol, 1, 2,6-hexanetriol, trimethylolethane, trimethylolpropane, glycerol;
  • tetraols such as pentaerythritol (tetramethylolmethane), erythritol, di-glycerol or dithmethylolpropane;
  • pentols such as xylitol
  • hexols such as sorbitol and mannitol; or dipentaerythritol or triglycerol.
  • the polyol is selected from glycerol, pentaerythritol, diglyceryl, sorbitol and mixtures thereof; and even better is pentaerythritol.
  • the polyol, or polyol mixture preferably represents 10 to 30% by weight, especially 12 to 25% by weight, and more preferably 14 to 22% by weight, of the total weight of the final polycondensate.
  • Another constituent necessary for the preparation of the polycondensates according to the invention is a saturated or unsaturated, linear, branched and / or cyclic non-aromatic monocarboxylic acid comprising 6 to 32 carbon atoms, in particular 8 to 28 carbon atoms, and even better 10 to 24 or even 12 to 20 carbon atoms.
  • a mixture of such nonaromatic monocarboxylic acids can be used.
  • non-aromatic monocarboxylic acid is meant a compound of formula RCOOH, in which R is a linear, branched and / or cyclic saturated or unsaturated hydrocarbon radical comprising 5 to 31 carbon atoms, especially 7 to 27 carbon atoms, and still more preferably 9 to 23 carbon atoms, or even 11 to 19 carbon atoms.
  • the radical R is saturated. Even better, said radical R is linear or branched, and preferably C5-C31, or even C11-C21.
  • the nonaromatic monocarboxylic acid has a melting point greater than or equal to 25 ° C, especially greater than or equal to 28 ° C, or even 30 ° C; it has indeed been found that when such an acid is used, in particular in large quantities, it is possible, on the one hand, to obtain a good gloss and the holding of said gloss, and on the other hand to obtain reduce the amount of waxes usually present in the composition envisaged.
  • nonaromatic monocarboxylic acids that may be used, mention may be made, alone or as a mixture, of: saturated monocarboxylic acids such as caproic acid, caprylic acid, isoheptanoic acid, acid ethylpentanoic acid, 2-ethylhexanoic acid, 4,5-dimethylhexanoic acid, 2-heptylheptanoic acid, 3,5,5-trimethylhexanoic acid, octanoic acid, isooctanoic acid, nonanoic, decanoic acid, isononanoic acid, lauric acid, tridecanoic acid, myristic acid, palmitic acid, stearic acid, isostearic acid, arachidic acid , behenic acid, cerotic acid (hexacosanoic acid); cyclopentanecarboxylic acid, cyclopentaneacetic acid, 3-cyclopentylpropionic acid,
  • nonaromatic monocarboxylic acids having a melting temperature greater than or equal to 25 ° C. mention may be made, alone or as a mixture: - Among the saturated monocarboxylic acids: decanoic acid (capric), lauric acid, tridecanoic acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, cerotic acid (hexacosanoic); - Of the unsaturated but nonaromatic monocarboxylic acids: petroselinic acid, vaccenic acid, elaidic acid, gondoic acid, gapeolar acid, erucic acid, nervonic acid.
  • 2-ethylhexanoic acid isooctanoic acid, lauric acid, myristic acid, isoheptanoic acid, isononanoic acid, nonanoic acid, palmitic acid, isostearic acid, stearic acid, behenic acid and mixtures thereof, and even better isostearic acid alone or stearic acid alone.
  • Said nonaromatic monocarboxylic acid, or the mixture of said acids is preferably 30 to 80% by weight, especially 40 to 75% by weight, or even 45 to 70% by weight, and more preferably 50 to 65% by weight, of the total weight. of the final polycondensate.
  • aromatic monocarboxylic acid comprising 7 to 11 carbon atoms, optionally further substituted with 1 to 3 alkyl radicals, saturated or unsaturated, linear, branched and / or cyclic, which comprise 1 to 32 carbon atoms, especially 2 to 12 or even 3 to 8 carbon atoms. It is of course possible to use a mixture of such aromatic monocarboxylic acids.
  • aromatic monocarboxylic acid is meant a compound of formula R'COOH, in which R 'is an aromatic hydrocarbon radical containing 6 to 10 carbon atoms, and in particular the benzoic and naphthoic radicals.
  • Said radical R ' may also be substituted with 1 to 3 saturated or unsaturated, linear, branched and / or cyclic alkyl radicals comprising 1 to 32 carbon atoms, especially 2 to 12 or even 3 to 8 carbon atoms. ; and especially chosen from methyl, ethyl, propyl, isopropyl, butyl, isobutyl, terbutyl, pentyl, isopentyl, neopentyl, cyclopentyl, hexyl, cyclohexyl, heptyl, isoheptyl, octyl or isooctyl.
  • aromatic monocarboxylic acids which may be used, mention may be made, alone or as a mixture, of benzoic acid, o-toluic acid, m-toluic acid, p-toluic acid, acid 1 naphthoic acid, 2-naphthoic acid, 1-tert-butyl-benzoic acid, 1-methyl-2-naphthoic acid, 2-isopropyl-1-naphthoic acid.
  • benzoic acid, 4-tert-butylbenzoic acid, o-toluic acid, m-toluic acid, 1-naphthoic acid may be used alone or in mixtures; and even better, benzoic acid alone.
  • Said aromatic monocarboxylic acid, or the mixture of said acids is preferably 0.1 to 10% by weight, especially 0.5 to 9.95% by weight, better still 1 to 9.5% by weight, or even 1.5 to 8% by weight, of the total weight of the final poly-condensate.
  • Another constituent necessary for the preparation of the polycondensates according to the invention is a polycarboxylic acid chosen from, alone or as a mixture:
  • linear or branched chain saturated or unsaturated polycarboxylic acids comprising at least one heteroatom selected from O, N and / or S, in particular 1 to 10 identical or different heteroatoms, and / or comprising at least one perfluorinated radical; -CF 2 - or -CF 3 and also having at least 2 carboxyl groups COOH, especially 2 to 4 COOH groups; and / or a cyclic anhydride of such a polycarboxylic acid and / or
  • heterocyclic polycarboxylic acids saturated or unsaturated, or even aromatic, comprising at least one heteroatom selected from O, N and / or S, in particular 1 to 10, or even 1 to 4 identical or different heteroatoms, and at least 2 groups; carboxylic acids COOH, especially 2 to 4 COOH groups; and / or a cyclic anhydride of such a polycarboxylic acid and / or -
  • polycarboxylic acids derived from sugar obtainable in particular by oxidation of an aldose, and comprising at least 2 carboxylic groups COOH, in particular 2 or 3 COOH groups; and / or a cyclic anhydride of such a polycarboxylic acid and / or -
  • itaconic anhydride and 1,4,5,8-naphthalenetracarboxylic acid 1,4-monoanhydride
  • polycarboxylic amino acids including heterocyclic acids
  • polycarboxylic acids with a saturated or unsaturated, linear, branched and / or cyclic chain, optionally comprising at least one heteroatom selected from O, N and or S, in particular 1 to 10 identical or different heteroatoms, and / or possibly comprising at least one perfluorinated radical -CF 2 - or -CF 3 ; and further comprising at least one primary, secondary or tertiary amine function (especially NR1 R2 with R1 and R2, independently of one another selected from H and C1-C12 alkyl), in particular 1 to 3 identical amino functions, or different, and also having at least 2 carboxylic groups COOH, especially 2 to 4 COOH groups; and / or a cyclic anhydride of such a polycarboxylic acid.
  • heterocyclic acids that is to say polycarboxylic acids with a saturated or unsaturated, linear, branched and / or cyclic chain, optionally comprising at least one hetero
  • Said polycarboxylic acid may in particular be chosen from linear, branched and / or cyclic, saturated or unsaturated or even aromatic polycarboxylic acids, comprising 4 to 50, in particular 5 to 40, carbon atoms, in particular 5 to 36, or even 5 at 18, and even more preferably 5 to 12 carbon atoms; said acid comprising at least two carboxylic groups COOH, preferably 2 to 4 COOH groups and 1 to 10 heteroatoms, preferably 1 to 6, identical or different, chosen from O, N, S, and / or 1 to 2 perfluorinated radicals CF2 and / or CF3.
  • Said cyclic anhydride of such a polycarboxylic acid may in particular correspond to one of the following formulas:
  • a and B taken together form a ring comprising in total 5 to 14, especially 6 to 10 carbon atoms, saturated or unsaturated, or even aromatic.
  • a and B together form an aromatic ring comprising a total of 10 carbon atoms.
  • polycarboxylic acids or their anhydrides, which may be used, mention may be made, alone or as a mixture, of the following dicarboxylic acids:
  • Pyrrolidinedicarboxylic acid N- (2-carboxyethyl) -N-phenyl- ⁇ -alanine, N- (carboxymethyl) -N-octyl-glycine, N- (1-carboxyethyl) -L-alanine, L-acid glutamic acid, L-aspartic acid, N- (2-carboxyethyl) -Aspartic acid; and their mixtures.
  • 2,2'-sulfinylbisacetic acid 2,2'-[methylenebis (sulphonyl)] bis-acetic acid, N, N '- (1,3-dioxo-1,3) are particularly preferred.
  • propanediyl) bisglycine 2,5-Furanedicarboxylic acid, D-Tartaric acid, DL-Tartaric acid, L-Tartaric acid, Galactaric acid, L-glutamic acid, L-aspartic acid, and mixtures thereof.
  • a lactone comprising at least one carboxylic group, in particular 1, 2 or 3 COOH groups.
  • the lactones comprise 5 to 14 carbon atoms, in particular 6 to 13 or even 6 to 12 carbon atoms.
  • lactones can be mentioned, alone or as a mixture:
  • tetrahydro-5-oxo-2,3-furandicarboxylic acid, 1,3-dihydro-3-oxo-4-lsobenzofurancarboxylic acid, 1,3-dihydro-1-oxo acid may be used.
  • polycarboxylic acids their anhydrides and / or lactones can be used alone, or in mixture with one another, or in admixture with one or more additional polycarboxylic acids.
  • the particular polycarboxylic acids as defined above can therefore represent 0.5 to 100% by weight, especially 1 to 95% by weight, or even 2 to 70% by weight of the total amount of polycarboxylic acids.
  • the additional polycarboxylic acids can therefore represent 0.1 to 99.5% by weight, especially 5 to 99% by weight, or even 30 to 98% by weight of the total amount of polycarboxylic acids.
  • the additional polycarboxylic acids may in particular be polycarboxylic acids, saturated or unsaturated, or even aromatic, linear, branched and / or cyclic, comprising at least 2 carboxylic groups COOH, especially 2 to 4 COOH groups; and / or a cyclic anhydride of such a polycarboxylic acid. It is of course possible to use a mixture of such polycarboxylic acids and / or anhydrides.
  • Said additional polycarboxylic acid may in particular be chosen from linear, branched and / or cyclic, saturated or unsaturated or even aromatic polycarboxylic acids, comprising 2 to 50, especially 2 to 40, carbon atoms, in particular 3 to 36, or even 3 to 18, and more preferably 4 to 12 carbon atoms, or even 4 to 10 carbon atoms; said acid comprises at least two carboxylic groups COOH, preferably from 2 to 4 COOH groups.
  • said additional polycarboxylic acid is saturated, linear aliphatic and comprises 2 to 36 carbon atoms, especially 3 to 18 carbon atoms, or even 4 to 12 carbon atoms; or is aromatic and comprises 8 to 12 carbon atoms. It preferably comprises 2 to 4 COOH groups.
  • Said cyclic anhydride of such an additional polycarboxylic acid may in particular correspond to one of the following formulas:
  • a and B represent a hydrogen atom or together form an aromatic ring comprising a total of 6 carbon atoms.
  • dicarboxylic acids such as decanedioic acid, dodecanedioic acid, cyclopropanedicarboxylic acid, cyclohexanedicarboxylic acid, cyclobutanedicarboxylic acid, naphthalene-1,4-dicarboxylic acid and naphthalene-2 acid; , 3-dicarboxylic acid, naphthalene-2,6-dicarboxylic acid, suberic acid, oxalic acid, malonic acid, succinic acid, phthalic acid, terephthalic acid, isophthalic acid, tetrahydrophthalic acid, hexahydrophthalic acid, pimelic acid, sebacic acid, azelaic acid, glutamic acid, adipic acid, fumaric acid, acid maleic acid, itaconic acid, dimers of fatty acids (in particular C36) such as the products sold under the names Pripol 1006, 1009, 1013 and
  • tricarboxylic acids such as cyclohexanetricarboxylic acid, trimellitic acid, 1,2,3-benzenetricarboxylic acid, 1,3,5-benzenetricarboxylic acid;
  • tetracarboxylic acids such as butanetetracarboxylic acid and pyromellitic acid
  • cyclic anhydrides of these acids and especially phthalic anhydride, trimellitic anhydride, maleic anhydride and succinic anhydride.
  • phthalic anhydride trimellitic anhydride
  • maleic anhydride succinic anhydride
  • succinic anhydride it is possible to use adipic acid, phthalic anhydride and / or isophthalic acid, and even better isophthalic acid alone.
  • the total amount of polycarboxylic acids (particular and additional), their cyclic anhydrides and lactones is preferably 1 to 40, for example 5 to 40% by weight, especially 10 to 30% by weight, and more preferably 14 to 25% by weight, of the total weight of the final polycondensate.
  • the polycondensate according to the invention may further comprise a hydroxyl functional silicone (OH) and / or carboxylic acid (COOH). It can comprise 1 to 3 hydroxyl and / or carboxylic functions, and preferably comprises two hydroxyl functions or two carboxylic functions. These functions can be located at the end of the chain or in the chain, but advantageously at the end of the chain. Silicones having an average molecular weight are preferably employed by weight (Mw) of between 300 and 20000, in particular 400 and 10,000, or even 800 and 4000.
  • This silicone can be of formula:
  • W W
  • R and R ' are, independently of one another, equal to 0 or 1
  • R1 to R6 are, independently of one another, a linear, branched and / or cyclic, saturated or unsaturated or even aromatic carbon radical; comprising 1 to 20 carbon atoms, especially 2 to 12 carbon atoms; preferably, R1 to R6 are saturated or aromatic, and may especially be chosen from alkyl radicals, in particular the methyl, ethyl, propyl, isopropyl, butyl, pentyl, hexyl, octyl, decyl, dodecyl and octadecyl radicals, cycloalkyl radicals, in particular the cyclohexyl radical, aryl radicals, especially phenyl and naphthyl radicals, arylalkyl radicals, in particular benzyl and phenylethyl radicals, as well as tolyl and xylyl radicals.
  • alkyl radicals in particular the methyl, ethyl, propyl,
  • m and n are, independently of each other, integers between 1 and 140, and are such that the weight average molecular weight (Mw) of the silicone is between 300 and 20,000, in particular between 400 and and 10,000 or even between 800 and 4000.
  • said silicone may preferably represent 0.1 to 15% by weight, especially 1 to 10% by weight, or even 2 to 8% by weight, of the weight of the poly-condensate.
  • the aromatic monocarboxylic acid is present in a molar amount less than or equal to that of the nonaromatic monocarboxylic acid; in particular the ratio between the number of moles of aromatic monocarboxylic acid and the number of moles of nonaromatic monocarboxylic acid is preferably between 0.08 and 0.70, in particular between 0.10 and 0.60, in particular between 0.12 and 0.40.
  • the polycondensate according to the invention has:
  • an acid number expressed as mg of potassium hydroxide per g of polycondensate, greater than or equal to 1; in particular between 2 and 30, and even better between 2.5 and 15; and or
  • a hydroxyl number expressed in mg of potassium hydroxide per g of poly-condensate greater than or equal to 40; in particular between 40 and 120, and even better between 45 and 80.
  • the polycondensate according to the invention has a weight average molecular weight (Mw) of between 1500 and 300 000, even between 2000 and 200 000, and especially between 3000 and 100 000.
  • Mw weight average molecular weight
  • the average molecular weight can be determined by gel permeation chromatography or by light scattering, depending on the solubility of the polymer under consideration.
  • the polycondensate according to the invention has a viscosity, measured at 110 ° C., of between 20 and 4000 mPa.s, in particular between 30 and 3500 mPa.s, even between 40 and 3000 mPa.s and even better between 50 and 4000 mPa.s. and 2500 mPa.s. This viscosity is measured as described before the examples.
  • the polycondensate is advantageously soluble in the oily cosmetic media usually employed, and in particular in vegetable oils, alkanes, fatty esters, fatty alcohols, silicone oils, and more particularly in media comprising isododecane, Parleam, isononyl isononanoate, octyldodecanol, phenyl trimethicone, alkyl benzoate C12-C15 and / or D5 (decamethylcyclopentasiloxane).
  • Soluble means that the polymer forms a clear solution in at least one solvent chosen from isododecane, Parleam, isononyl isononanoate, octyldodecanol and C12-C15 alkyl benzoate, at least 50% by weight at 70 ° C. Some compounds even have a particularly advantageous solubility in certain fields of application, namely a solubility in at least one of the solvents mentioned above, from minus 50% by weight, at 25 ° C.
  • the polycondensate according to the invention can be prepared by the esterification / polycondensation processes usually employed by those skilled in the art.
  • a general method of preparation consists of:
  • esterification catalysts for example of the sulfonic acid type (especially at a concentration by weight of between 1 and 10%) or titanate type (in particular at a concentration by weight of between 5 and 100 ppm).
  • Said method of preparation may further comprise a step of adding at least one antioxidant agent to the reaction medium, in particular to a concentration of weight percentage between 0.01 and 1%, relative to the total weight of monomers, so as to limit any damage related to prolonged heating.
  • the antioxidant may be of primary or secondary type, and may be selected from hindered phenols, aromatic secondary amines, organophosphorus compounds, sulfur compounds, lactones, acrylated bisphenols; and their mixtures.
  • antioxidants there may be mentioned BHT, BHA, TBHQ, 1,3,5-trimethyl-2,4,6, tris (3,5-di-tertbutyl-4-hydroxybenzyl) benzene , octadecyl-3,5, di-tert-butyl-4-hydroxycinnamate, tetrakis-methylene-3- (3,5-di-tert-butyl-4-hydroxy-phenyl) propionate methane, octadecyl-3- (3) 4,5-di-tert-butyl-4-hydroxyphenyl) propionate 2,5-di-tert-butyl hydroquinone, 2,2-methyl-bis- (4-methyl-6-tert-butylphenol), 2,2-methylene-bis- (4-ethyl-6-tert-butyl phenol), 4,4-butylidene-bis (6-tertbutyl-m-cresol), N, N-hexamethylene bis (3,5-di-ter
  • the polycondensates according to the invention can be used very advantageously in a composition, in particular a cosmetic or pharmaceutical composition, which moreover comprises a physiologically, in particular cosmetically or pharmaceutically acceptable medium, that is to say a medium which is compatible with cutaneous tissues. like the skin of the face or body, and keratin materials such as hair, eyelashes, eyebrows and nails.
  • a physiologically, in particular cosmetically or pharmaceutically acceptable medium that is to say a medium which is compatible with cutaneous tissues. like the skin of the face or body, and keratin materials such as hair, eyelashes, eyebrows and nails.
  • the amount of polycondensate present in the compositions depends, of course, on the type of composition and the desired properties and can vary within a very wide range, generally between 0.1 and 70% by weight, preferably between 1 and 50% by weight, especially between 10 and 45% by weight, or even between 20 and 40% by weight, and better still between 25 and 35% by weight, relative to the weight of the final cosmetic or pharmaceutical composition.
  • composition may then comprise, according to the intended application, the usual constituents for this type of composition.
  • composition according to the invention may advantageously comprise a liquid fatty phase, which may constitute a solvent medium for the polymers according to the invention, and which may comprise at least one compound chosen from oils and / or solvents of mineral, animal, vegetable or synthetic, carbonaceous, hydrocarbon-based, fluorinated and / or silicone, volatile or non-volatile, alone or in mixture in that they form a homogeneous and stable mixture and are compatible with the intended use.
  • a liquid fatty phase which may constitute a solvent medium for the polymers according to the invention, and which may comprise at least one compound chosen from oils and / or solvents of mineral, animal, vegetable or synthetic, carbonaceous, hydrocarbon-based, fluorinated and / or silicone, volatile or non-volatile, alone or in mixture in that they form a homogeneous and stable mixture and are compatible with the intended use.
  • volatile is intended to mean any compound capable of evaporating on contact with keratin materials, or the lips, in less than one hour at ambient temperature (25 ° C.) and atmospheric pressure ( 1 atm).
  • this volatile compound has a non-zero vapor pressure, at ambient temperature and atmospheric pressure, in particular ranging from 0.13 Pa to 40 000 Pa (10 -3 to 300 mmHg), in particular ranging from 1.3 Pa.
  • the physiologically acceptable medium of the composition according to the invention may comprise, in a liquid fatty phase, at least one oil and / or a solvent which may be chosen from, alone or as a mixture:
  • ester is a C12-C15 alkyl benzoate or has the following formula: R'rCOO-R'2 where:
  • R'1 represents a linear or branched alkyl radical of 1 to 40 carbon atoms, preferably 7 to 19 carbon atoms, optionally comprising one or more ethylenic double bonds, optionally substituted and whose hydrocarbon chain may be interrupted by one or more a plurality of heteroatoms selected from N and O and / or one or more carbonyl functions, and
  • R'2 represents a linear or branched alkyl radical of 1 to 40 carbon atoms, preferably from 3 to 30 carbon atoms and better still from 3 to 20 carbon atoms, optionally comprising one or more ethylenic double bonds, optionally substituted and the hydrocarbon chain may be interrupted by one or more heteroatoms chosen from N and O and / or or one or more carbonyl functions.
  • R'i and / or R ' 2 may carry one or more substituents selected, for example, from groups comprising one or more heteroatoms selected from O and / or N, such as amino, amino , alkoxy, hydroxyl.
  • substituents selected, for example, from groups comprising one or more heteroatoms selected from O and / or N, such as amino, amino , alkoxy, hydroxyl.
  • R'i groups are those derived from preferably higher fatty acids selected from the group consisting of acetic, propionic, butyric, caproic, caprylic, pelargonic, capric, undecanoic, lauric, myristic, palmitic, stearic and isostearic acids.
  • R'i is an unsubstituted branched alkyl group of 4 to 14 carbon atoms, preferably 8 to 10 carbon atoms and R 2 is an unsubstituted branched alkyl group of 5 to 15 carbon atoms, preferably from 9 to 11 carbon atoms.
  • C 4 -C 4 S esters optionally incorporating in their hydrocarbon chain one or more heteroatoms from N and O and / or one or more carbonyl functions; and more particularly purcellin oil (cetostearyl octanoate), isononyl isononanoate, isopropyl myristate, isopropyl palmitate, 2-ethylhexyl palmitate, octyl-2 stearate -dodecyl, octyl-2-dodecyl erucate, isostearyl isostearate, C 2 -C 15 alcohol benzoate, hexyl laurate, diisopropyl adipate; and the heptanoates, octanoates, decanoates or ricinoleates of alcohols or polyalcohols, for example of fatty alcohols such as propylene glycol dioctanoate
  • oils with a high triglyceride content consisting of esters of fatty acids and of glycerol, the fatty acids of which may have various chain lengths of C 4 to C 24 , the latter may be linear or branched, saturated or unsaturated; these oils include wheat germ, maize, sunflower, shea, castor oil, sweet almond, macadamia, apricot, soya, rapeseed, cotton, alfalfa, poppy, pumpkin, sesame, squash, avocado, hazelnut, grape seed or black currant, evening primrose, millet, barley, quinoa, olive, rye, safflower, ofnadooulier, passionflower, muscat rose, jojoba, palm, calophyllum; or the triglycerides of caprylic / capric acids such as those sold by the company Stearinerie Dubois or those sold under the names "Miglyol 810 ®", "812 ®"
  • C6-C32 monoalcohols in particular C12-C26, such as oleic alcohol, linoleic alcohol, linolenic alcohol, isostearyl alcohol, 2-hexyldecanol, 2 -butyloctanol, 2-undecylpentadecanol and octyldodecanol;
  • hydrocarbon oils volatile or not, of synthetic or mineral origin, which may be chosen from hydrocarbon-based oils having from 5 to 100 carbon atoms, and especially petroleum jelly, polydecenes, polyisobutenes; hydrogenated such as Parleam, squalane, perhydrosquene and mixtures thereof.
  • linear, branched and / or cyclic C5-C48 alkanes and preferably branched C8-C16 alkanes such as C8-C16 isoalkanes of petroleum origin (also called isoparaffins); especially decane, heptane, dodecane, cyclohexane; as well as isododecane, isodecane, isohexadecane.
  • C8-C16 alkanes of petroleum origin also called isoparaffins
  • Volatile silicone oils that may be mentioned include volatile linear or cyclic silicone oils, in particular those having a viscosity of less than 8 centistokes, and especially having from 2 to 10 silicon atoms, these silicones possibly comprising alkyl or alkoxy groups.
  • octamethylcyclotetrasiloxane having from 1 to 22 carbon atoms; and in particular octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethylhexyltrisiloxane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, octamethyltrisiloxane, demethyltetrasiloxane, dodecamethylpentasiloxane, methylhexyldimethylsiloxane and mixtures thereof.
  • the nonvolatile silicone oils that may be used according to the invention may be polydimethylsiloxanes (PDMSs), polydimethylsiloxanes comprising alkyl or alkoxy groups, during and / or at the end of the silicone chain, groups each having from 2 to 24 carbon atoms.
  • PDMSs polydimethylsiloxanes
  • phenyl silicones such as phenyltrimethicones, phenyldimethicones, phenyltrimethylsiloxydiphenylsiloxanes, diphenyldimethicones, diphenylmethyldiphenyltrisiloxanes and 2-phenylethyl trimethylsiloxysilicates.
  • the physiologically acceptable medium of the composition according to the invention comprises, in a liquid fatty phase, at least one oil and / or a solvent chosen from, alone or as a mixture, isododecane, Parleam, the isononanoate of isononyl, octyldodecanol, phenyl trimethicone, C12-C15 alkyl benzoates and / or D5 (decamethylcyclopentasiloxane).
  • the liquid fatty phase may further comprise additional oils and / or solvents, which may be chosen from, alone or as a mixture:
  • fluorinated oils such as perfluoropolyethers, perfluoroalkanes such as perfluorodecalin, perfluorodamantanes, monoesters, diesters and triesters of perfluoroalkylphosphates and fluorinated ester oils;
  • - Ce-C40 ethers especially C10-C40
  • propylene glycol ethers which are liquid at room temperature such as propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate or dipropylene glycol mono-butyl ether;
  • - C8-C32 fatty acids such as oleic acid, linoleic acid, linolenic acid and mixtures thereof.
  • Bifunctional oils comprising two functions selected from ester and / or amide and comprising from 6 to 30 carbon atoms, in particular 8 to 28 carbon atoms, more preferably 10 to 24 carbons, and 4 heteroatoms selected from O and N; preferably the amide and ester functions being in the chain;
  • ketones which are liquid at ambient temperature (25 ° C.), such as methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, isophorone, cyclohexanone and acetone; aldehydes which are liquid at room temperature, such as benzaldehyde or acetaldehyde;
  • the liquid fatty phase may represent 1 to 90% by weight of the composition, in particular from 5 to 75% by weight, in particular from 10 to 60% by weight, or even 25 to 55% by weight, of the total weight of the composition. .
  • silicas in particular hydrophobic silicas, such as those described in document EP-A-898960, and for example sold under the references "AEROSIL"
  • clays such as montmorillonite, modified clays, such as benzones, stearalkonium hectorite, stearalkonium bentonite,
  • polysaccharide alkyl ethers in particular in which the alkyl group contains from 1 to 24 carbon atoms, preferably from 1 to 10, better still from 1 to 6, and more particularly from 1 to 3, such as those described in EP-A); A-898958.
  • the amount of thickening agent in the composition according to the invention may range from 0.05 to 40% by weight, relative to the total weight of the composition, preferably from 0.5 to 20% and better still from 1 to 15%. in weight.
  • composition according to the invention may also comprise at least one wax of plant, animal, mineral or synthetic origin, or even silicone.
  • hydrocarbon waxes such as beeswax can be mentioned alone or as a mixture; Carnauba wax, Candellila wax, Ouricoury wax, Japan wax, cork fiber wax or sugar cane wax; paraffin waxes of lignite; microcrystalline waxes; lanolin wax; the wax of Montan; ozokerites; polyethylene waxes; waxes obtained by Fischer-Tropsch synthesis; hydrogenated oils, fatty esters and concrete glycerides at 25 ° C.
  • silicone waxes among which mention may be made of alkyls, alkoxys and / or polymethylsiloxane esters.
  • the amount of wax in the composition according to the invention may range from 0.1 to 70% by weight, relative to the total weight of the composition, preferably from 1 to 40% by weight, and better still from 5 to 30% by weight. weight.
  • composition according to the invention may also comprise one or more dyestuffs chosen from pulverulent compounds such as pigments, fillers, pearlescent agents and flakes, and / or fat-soluble or water-soluble dyes.
  • dyestuffs chosen from pulverulent compounds such as pigments, fillers, pearlescent agents and flakes, and / or fat-soluble or water-soluble dyes.
  • the dyestuffs in particular pulverulent, may be present in the composition in a content of from 0.01 to 50% by weight, relative to the weight of the composition, preferably from 0.1 to 40% by weight, or even from 1 to 30% by weight.
  • pigments it is necessary to include particles of any shape, white or colored, mineral or organic, insoluble in the physiological medium, intended to color the composition.
  • nacres it is necessary to understand particles of any iridescent form, in particular produced by certain molluscs in their shell or else synthesized.
  • the pigments may be white or colored, inorganic and / or organic, interferential or not.
  • inorganic pigments mention may be made of titanium dioxide, optionally surface-treated, zirconium or cerium oxides, as well as iron or chromium oxides, manganese violet, ultramarine blue, hydrogen chromium drate and ferric blue.
  • organic pigments mention may be made of carbon black, D & C type pigments, and lacquers based on cochineal carmine, barium, strontium, calcium, aluminum.
  • the pearlescent pigments may be chosen from white pearlescent pigments such as mica coated with titanium, or bismuth oxychloride, colored pearlescent pigments such as titanium mica with iron oxides, titanium mica with in particular ferric blue or chromium oxide, titanium mica with an organic pigment of the aforementioned type as well as pearlescent pigments based on bismuth oxychloride.
  • the fillers can be mineral or organic, lamellar or spherical.
  • organic carboxylic acids having 8 to 22 carbon atoms, preferably 12 to 18 carbon atoms, for example zinc ste
  • Liposoluble dyes are for example Sudan Red, DC Red 17, DC Green 6, ⁇ -carotene, soybean oil, Sudan Brown, DC Yellow, 11, DC Violet 2, Orange DC 5 , yellow quinoline. They may represent 0.01 to 20% of the weight of the composition and better still 0.1 to 6%.
  • the water-soluble dyes are for example beet juice, methylene blue and may represent 0.01 to 6% of the total weight of the composition.
  • the composition may further include other ingredients commonly used in cosmetic compositions.
  • Such ingredients may be chosen from antioxidants, perfumes, essential oils, preservatives, cosmetic active agents, moisturizers, vitamins, ceramides, sunscreens, surfactants, spreading agents, wetting agents, dispersing agents, antifoams, neutralizers, stabilizers, polymers and especially fat-soluble film-forming polymers, and mixtures thereof.
  • antioxidants perfumes, essential oils, preservatives, cosmetic active agents, moisturizers, vitamins, ceramides, sunscreens, surfactants, spreading agents, wetting agents, dispersing agents, antifoams, neutralizers, stabilizers, polymers and especially fat-soluble film-forming polymers, and mixtures thereof.
  • perfumes perfumes, essential oils, preservatives, cosmetic active agents, moisturizers, vitamins, ceramides, sunscreens, surfactants, spreading agents, wetting agents, dispersing agents, antifoams, neutralizers, stabilizers, polymers and especially fat-soluble film
  • compositions according to the invention may be in any form acceptable and customary for a cosmetic or pharmaceutical composition. They can therefore be in the form of a suspension, a dispersion including oil in water with vesicles; an organic or oily solution optionally thickened or even gelled; an oil-in-water, water-in-oil or multiple emulsion; a gel or a mousse; an oily or emulsified gel; a dispersion of vesicles, in particular lipids; a two-phase or multiphase lotion; a spray; a lotion, a cream, an ointment, a soft paste, an ointment, a solid cast or molded and especially stick or cup, or compacted solid.
  • compositions according to the invention having a gloss and a holding of said gloss improved compared to the state of the art, they can be used for the care or makeup of keratin materials such as hair, skin, eyelashes, eyebrows, nails, lips, scalp and more particularly for the makeup of the lips, eyelashes and / or face. They can therefore be in the form of a care product and / or makeup of the skin of the body or face, lips, eyelashes, eyebrows, hair, leather hair or nails; a suntan or self-tanning product; a hair product including coloring, conditioning and / or hair care; they are advantageously in the form of mascara, lipstick, lip gloss (gloss), blush or eyelid, foundation.
  • the invention further relates to a process for the cosmetic treatment of keratinous substances, in particular the skin of the body or of the face, the lips, the nails, the hair and / or the eyelashes, comprising the application on the said materials of a cosmetic composition as defined above.
  • This method according to the invention allows in particular the care or makeup of the lips, by applying a composition of lipstick or lip gloss (gloss) according to the invention.

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Abstract

The invention relates to a cosmetic or pharmaceutical composition, in particular a make-up composition, containing a polycondensate that can be obtained by reacting: polyol having 3 to 6 hydroxyl groups; saturated or unsaturated, non-aromatic monocarboxylic acid; aromatic monocarboxylic acid having 7 to 11 carbon atoms; and polycarboxylic acid selected from among polycarboxylic acids containing at least one heteroatom selected from O, N and/or S, sugar-derived polycarboxylic acids, itaconic anhydride, 1,4-monoanhydride of 1,4,5,8-naphthalenetetracarboxylic acid and polycarboxylic amino acids, and/or the anhydrides thereof, and/or a lactone containing at least one COOH group. The invention also relates to a cosmetic treatment method using said composition and to the polycondensate defined above.

Description

Composition comprenant un polycondensat, ledit polycondensat et procédé de traitement cosmétique Composition comprising a polycondensate, said polycondensate and a cosmetic treatment process

La présente invention a trait à de nouveaux polymères de la famille des polycondensats de type alkyde modifié, ainsi qu'à leur utilisation dans les compositions cosmétiques, notamment dans les rouges à lèvres, aux compositions cosmétiques les contenant et aux procédés de préparation desdits polycondensats.The present invention relates to novel polymers of the family of modified alkyd polycondensates, as well as to their use in cosmetic compositions, in particular in lipsticks, to cosmetic compositions containing them and to processes for the preparation of said polycondensates.

Il existe de nombreuses compositions cosmétiques pour lesquelles des propriétés de bril- lance du film déposé, après application sur les matières kératiniques (peau, lèvres, pha- nères), sont souhaitées. On peut citer par exemple les rouges à lèvres, les vernis à ongles ou encore certains produits capillaires. Afin d'obtenir un tel résultat, il est possible d'associer des matières premières particulières, notamment des lanolines, avec des huiles dites brillantes, telles que les polybutènes qui présentent toutefois une viscosité élevée; ou des esters d'acide ou d'alcool gras dont le nombre de carbone est élevé; ou bien certaines huiles végétales; ou encore des esters résultants de l'estérification partielle ou totale d'un composé aliphatique hydroxylé avec un acide aromatique, comme décrit dans la demande de brevet EP1097699. Il est également connu d'associer des lanolines avec des polyesters obtenus par réaction séquencée de l'huile de ricin avec l'acide isostéarique puis avec l'acide succinique, tel que décrit dans le brevet US6342527. Pour améliorer la brillance du film déposé, ainsi que sa tenue, il a également été proposé d'utiliser des esters résultant de la condensation d'un polyol avec un acide carboxylique de type "néo", notamment dans FR2838049. On peut également citer EP1457201, qui décrit une composition associant un polyester de triglycérides d'acides carboxyliques hydroxylés et une huilé de faible masse moléculaire choisie parmi les polybutylènes, les polyisobutylènes hydrogénés, les polydécènes hydrogénés ou non, les copolymères de vinylpyrrolidones, les esters d'acides gras linéaires, les esters hydroxylés, les esters d'alcools gras ou d'acides gras ramifiés en C24-C28, les huiles siliconées et/ou les huiles d'origine végétale. Dans la demande de brevet ËP0792637, il est décrit une composition associant un ester aromatique et un polymère de type polybutène ou polyisobutène.There are many cosmetic compositions for which gloss properties of the deposited film, after application to keratin materials (skin, lips, phage), are desired. Examples include lipsticks, nail polish or some hair products. In order to obtain such a result, it is possible to associate particular raw materials, especially lanolins, with so-called brilliant oils, such as polybutenes which however have a high viscosity; or esters of fatty acid or alcohol whose carbon number is high; or some vegetable oils; or esters resulting from the partial or total esterification of an aliphatic compound hydroxylated with an aromatic acid, as described in the patent application EP1097699. It is also known to associate lanolines with polyesters obtained by block reaction of castor oil with isostearic acid and then with succinic acid, as described in patent US6342527. To improve the gloss of the deposited film, as well as its resistance, it has also been proposed to use esters resulting from the condensation of a polyol with a "neo" type carboxylic acid, especially in FR2838049. EP1457201, which describes a composition combining a polyester of triglycerides of hydroxylated carboxylic acids and a low molecular weight oil selected from polybutylenes, hydrogenated polyisobutylenes, hydrogenated or non-hydrogenated polydecenes, copolymers of vinylpyrrolidones, linear fatty acids, hydroxylated esters, esters of fatty alcohols or of C24-C28 branched fatty acids, silicone oils and / or oils of vegetable origin. In the patent application EP792637 there is disclosed a composition associating an aromatic ester and a polybutene or polyisobutene type polymer.

Dans la demande de brevet EP1155687, on décrit un procédé consistant à incorporer, dans une phase huileuse constituée d'une huile cosmétiquement acceptable, un organo- polysiloxane possédant au moins 2 groupes susceptibles d'établir des liaisons hydrogè- nés.Patent Application EP1155687 describes a process consisting in incorporating, in an oily phase consisting of a cosmetically acceptable oil, an organopolysiloxane having at least 2 groups capable of establishing hydrogen bonds.

Toutefois, ces compositions et associations, même si elles améliorent la brillance de manière significative, sont encore jugées insuffisantes dans une optique de longue tenue de cette brillance, dans le temps.However, these compositions and combinations, even if they improve the gloss significantly, are still considered insufficient in a long-term perspective of this brightness, over time.

Le but de la présente invention est de proposer de nouveaux polymères qui peuvent conférer une brillance significative à un dépôt notamment filmogène, tout en maintenant une bonne durabilité dans le. temps de cette brillance; ceci peut trouver une application particulièrement avantageuse dans le domaine des rouges à lè- vres. Par ailleurs, on recherche également des polymères peuvent en outre avantageusement conférer à la composition une excellente tenue dans le temps sur les matières kératiniques, notamment sur les lèvres.The object of the present invention is to provide novel polymers which can impart significant gloss to a particularly film-forming deposit, while maintaining good durability in the process. time of this brilliance; this may find a particularly advantageous application in the field of lipsticks lips. Furthermore, it is also desired polymers can further advantageously confer on the composition an excellent behavior over time on keratin materials, especially on the lips.

A cette fin, la demanderesse a recherché de nouveaux polycondensats de type alkyde, ayant les propriétés recherchées.To this end, the Applicant has researched new polycondensates of alkyd type, having the desired properties.

Les résines alkydes constituent une classe particulière de polyesters en étant le produit de réaction de polyols et d'acides polycarboxyliques, généralement modifié par des acides gras insaturés, tels que l'acide oléique, ou par des huiles insatu- rées, huile de soja ou de ricin par exemple, qui permettent de moduler leurs propriétés filmogènes, notamment leur vitesse de séchage, leur dureté, leur résistance.Alkyd resins constitute a particular class of polyesters by being the reaction product of polyols and polycarboxylic acids, generally modified with unsaturated fatty acids, such as oleic acid, or with unsaturated oils, soybean oil or castor for example, which can modulate their film-forming properties, including their drying speed, hardness, strength.

Ainsi, il a été proposé dans le document US2915488 des résines alkydes modifiées dans lesquelles une partie des acides gras provenant de l'huile de soja a été remplacée par de l'acide benzoïque. Ces nouvelles résines présentent des propriétés améliorées en terme de résistance aux alcalis et aux détergents; les films les contenant sèchent plus rapidement et sont plus durs. Toutefois, aucune application, notamment cosmétique ou topique, n'a été envisagée pour ces résines. Par ailleurs, les acides gras présents dans l'huile de soja sont majoritairement constitués de deux acides gras insaturés: environ 55% d'acide linoléique (C18:2) et 28% d'acide oléique (C18:1 ), selon "Surface Coatings Science and Technology", 2ème édition, JOHN WILEY & Sons, pages 104 et 105. Or, on sait que certains acides gras insaturés peuvent subir, au cours du temps, une autooxydation qui peut être à l'origine de phénomènes de rancissement, qui peuvent déboucher sur des problèmes de conservation des compositions comprenant ces matières premières. De plus, les résines alkydes décrites dans US2915488, qui comprennent une proportion élevée d'acides gras linoléique et oléique, ne sont pas optimales, notamment en terme de stabilité, pour une utilisation en cosmétique.Thus, it has been proposed in US2915488 modified alkyd resins in which a portion of the fatty acids from the soybean oil has been replaced by benzoic acid. These new resins have improved properties in terms of resistance to alkalis and detergents; the films containing them dry faster and are harder. However, no application, in particular cosmetic or topical, has been envisaged for these resins. In addition, the fatty acids present in soybean oil mainly consist of two unsaturated fatty acids: approximately 55% of linoleic acid (C18: 2) and 28% of oleic acid (C18: 1), according to "Surface Coatings Science and Technology ", 2nd edition, JOHN WILEY & Sons, pages 104 and 105. However, it is known that certain unsaturated fatty acids can undergo, over time, an autooxidation which can be at the origin of rancidity phenomena. which can lead to problems of preservation of the compositions comprising these raw materials. In addition, the alkyd resins described in US2915488, which comprise a high proportion of linoleic and oleic fatty acids, are not optimal, particularly in terms of stability, for use in cosmetics.

La réticulation des résines alkydes par oxydation à l'air avec formation d'hydroperoxydes joue un rôle clé dans la vitesse de séchage du film, et, par suite, dans ses propriétés finales de dureté et de résistance aux agressions extérieures. Dans le domaines habituel d'application de ces résines alkydes, à savoir les peintures, la vitesse de réticulation, et donc de séchage, est généralement accélérée par addition de sels de métaux particuliers, dénommés "driers", tels que les naph- ténates et octanoates de cobalt qui accélèrent la décomposition des hydroperoxydes; ceci est notamment décrit dans Principles of Polymerization, 4eme édition, JOHN WILEY & SONS, pages 737-738 et également dans Surface Coatings Science and Technology, 2ème édition, JOHN WILEY & SONS, tables 2.3 et 2.4 pages 526-530. Toutefois, l'utilisation de tels sels métalliques n'est bien évidemment pas souhaitable en cosmétique pour des raisons évidentes de toxicité.The crosslinking of alkyd resins by air oxidation with the formation of hydroperoxides plays a key role in the drying rate of the film, and hence in its ultimate properties of hardness and resistance to external attack. In the usual fields of application of these alkyd resins, namely paints, the rate of crosslinking, and hence of drying, is generally accelerated by addition of particular metal salts, referred to as "driers", such as naphthenates and cobalt octanoates which accelerate the decomposition of hydroperoxides; This is particularly described in Principles of Polymerization, 4th edition, JOHN WILEY & SONS, 737-738 pages and also in Surface Coatings Science and Technology, 2nd edition, JOHN WILEY & SONS, tables 2.3 and 2.4 pages 526-530. However, the use of such metal salts is obviously not desirable in cosmetics for obvious reasons of toxicity.

Par ailleurs, la plupart des résines alkydes n'a pas une solubilité convenable dans les milieux huileux habituellement utilisés en cosmétique, tels que les huiles végétales, les alcanes, les esters gras, les alcools gras, les huiles de silicone, et notamment comprenant l'isododécane, le Parléam, l'isononanoate d'isononyle, l'octyldodécanol, la phényl triméthicone, le benzoate d'alkyle en C12-C15 et/ou la D5 (décaméthylcyclopentasiloxane).On the other hand, most alkyd resins do not have adequate solubility in oily media usually used in cosmetics, such as vegetable oils, alkanes, fatty esters, fatty alcohols, silicone oils, and especially including isododecane, Parleam, isononyl isononanoate, octyldodecanol phenyl trimethicone, C12-C15 alkyl benzoate and / or D5 (decamethylcyclopentasiloxane).

Après d'importantes recherches, la demanderesse a découvert de façon surprenante et inattendue que certains polycondensats à haute teneur en acides car- boxyliques particuliers, pouvaient conduire à des performances améliorées en terme de brillance, de maintien de ladite brillance, et en outre de longue tenue du film obtenu, tout en étant véhiculables dans les milieux cosmétiques usuels, notamment les milieux huileux cosmétiques usuels.After extensive research, the Applicant surprisingly and unexpectedly discovered that certain polycondensates with a high content of particular carboxylic acids could lead to improved performances in terms of gloss, maintenance of said gloss, and, in addition keeping the film obtained, while being conveyable in the usual cosmetic media, including the usual cosmetic oily media.

La présente invention a donc pour objet une composition cosmétique ou pharma- ceutique comprenant, dans un milieu cosmétiquement ou pharmaceutiquement acceptable, au moins un polycondensat susceptible d'être obtenu par réaction :The present invention therefore relates to a cosmetic or pharmaceutical composition comprising, in a cosmetically or pharmaceutically acceptable medium, at least one polycondensate obtainable by reaction:

- de 10 à 30% en poids, par rapport au poids total du polycondensat, d'au moins un polyol comprenant 3 à 6 groupes hydroxyles;from 10 to 30% by weight, relative to the total weight of the polycondensate, of at least one polyol comprising 3 to 6 hydroxyl groups;

- de 30 à 80% en poids, par rapport au poids total du polycondensat, d'au moins un acide monocarboxylique non aromatique, saturé ou insaturé, linéaire, ramifié et/ou cyclique, comprenant 6 à 32 atomes de carbone;from 30 to 80% by weight, relative to the total weight of the polycondensate, of at least one linear, branched and / or cyclic, saturated or unsaturated non-aromatic monocarboxylic acid comprising 6 to 32 carbon atoms;

- de 0,1 à 10 % en poids, par rapport au poids total du polycondensat, d'au moins un acide monocarboxylique aromatique comprenant 7 à 11 atomes de carbone, éventuellement en outre substitué par 1 à 3 radicaux alkyles, saturés ou insaturés, linéaires, ramifiés et/ou cycliques, qui comprennent 1 à 32 atomes de carbone;from 0.1 to 10% by weight, relative to the total weight of the polycondensate, of at least one aromatic monocarboxylic acid comprising 7 to 11 carbon atoms, optionally further substituted with 1 to 3 alkyl radicals, saturated or unsaturated, linear, branched and / or cyclic, which contain 1 to 32 carbon atoms;

- de 1 à 40% en poids, par rapport au poids total du polycondensat, d'au moins un acide polycarboxylique choisi dans un groupe donné; et/ou un anhydride cyclique d'un tel acide polycarboxylique, et/ou une lactone comprenant au moins un groupement COOH.from 1 to 40% by weight, relative to the total weight of the polycondensate, of at least one polycarboxylic acid chosen from a given group; and / or a cyclic anhydride of such a polycarboxylic acid, and / or a lactone comprising at least one COOH group.

Un autre objet de l'invention est un polycondensat susceptible d'être obtenu par réaction des monomères définis ci-dessus.Another subject of the invention is a polycondensate that can be obtained by reacting the monomers defined above.

Notamment, les compositions cosmétiques présentent une bonne applicabilité et une bonne couvrance; une bonne adhérence sur le support, que cela soit sur l'ongle, les cheveux, les cils, la peau ou les lèvres; une flexibilité et une résistance du film adéquates, afin d'éviter les craquelures, par exemple dans le cas des vernis ou des rouges à lèvres; ainsi qu'un excellent niveau de brillance durable. Les propriétés de confort et de glissant sont également très satisfaisantes. Ces polycondensats sont aisément véhiculables dans les milieux solvants ou huileux cosmétiques, notamment les huiles, les alcools gras et/ou les esters gras, ce qui facilite leur mise en œuvre dans le domaine cosmétique, notamment dans les rouges à lèvres ou les fonds de teint. Les polycondensats selon l'invention peuvent être préparés aisément, en une seule étape de synthèse, et sans produire de déchets, ceci à faible coût. Par ailleurs, il est aisément possible de modifier la structure et/ou les propriétés des polycondensats selon l'invention, en faisant varier la nature chimique des dif- férents constituants et/ou leurs proportions.In particular, the cosmetic compositions have good applicability and good coverage; good adhesion to the support, whether on the nail, hair, eyelashes, skin or lips; adequate flexibility and film strength, to avoid cracking, for example in the case of varnishes or lipsticks; as well as an excellent level of lasting shine. The comfort and slip properties are also very satisfying. These polycondensates are easily transportable in solvent or oily cosmetic media, especially oils, fatty alcohols and / or fatty esters, which facilitates their implementation in the cosmetics field, especially in lipsticks or foundations. . The polycondensates according to the invention can be prepared easily, in a single synthesis step, and without generating waste, this at low cost. Moreover, it is easily possible to modify the structure and / or the properties of the polycondensates according to the invention, by varying the chemical nature of the various constituents and / or their proportions.

Les polycondensats selon l'invention sont avantageusement branchés (ramifiés); on peut penser que ceci permet de générer un réseau par enchevêtrement des chaînes polymériques, et donc d'obtenir les propriétés recherchées, notamment en terme de tenue améliorée, de brillance améliorée, et en terme de solubilité. On a en effet constaté que les polycondensats linéaires ne permettaient pas d'obtenir une amélioration notable de la tenue de la composition, et que les polycondensats de type dendrimères, dont les chaînes sont régulières, ne présentaient pas une solubilité optimale.The polycondensates according to the invention are advantageously branched (branched); it can be thought that this makes it possible to generate a network by entanglement of the polymer chains, and thus to obtain the desired properties, in particular in terms of improved behavior, improved gloss, and in terms of solubility. It has indeed been found that the linear polycondensates did not make it possible to obtain a significant improvement in the strength of the composition, and that the dendrimer polycondensates, whose chains are regular, did not exhibit optimum solubility.

Les polycondensats selon l'invention sont des polycondensats de type alkyde, et sont donc susceptibles d'être obtenus par estérification/polycondensation, selon les méthodes connues de l'homme du métier, des constituants décrits ci-après.The polycondensates according to the invention are polycondensates of alkyd type, and are therefore likely to be obtained by esterification / polycondensation, according to methods known to those skilled in the art, constituents described below.

L'un des constituants nécessaires pour la préparation des polycondensats selon l'invention est un composé comprenant 3 à 6 groupes hydroxyles (polyol), notamment 3 à 4 groupes hydroxyles. On peut bien évidemment utiliser un mélange de tels polyols. Ledit polyol peut notamment être un composé carboné, notamment hydrocarboné, linéaire, ramifié et/ou cyclique, saturé ou insaturé, comprenant 3 à 18 atomes de carbone, notamment 3 à 12, voire 4 à 10 atomes de carbone, et 3 à 6 groupes hydroxy (OH), et pouvant comprendre en outre un ou plusieurs atomes d'oxygène intercalés dans la chaîne (fonction éther). Ledit polyol est de préférence un composé hydrocarboné saturé, linéaire ou ramifié, comprenant 3 à 18 atomes de carbone, notamment 3 à 12, voire 4 à 10 atomes de carbone, et 3 à 6 groupes hydroxy (OH).One of the constituents necessary for the preparation of the polycondensates according to the invention is a compound comprising 3 to 6 hydroxyl groups (polyol), in particular 3 to 4 hydroxyl groups. It is of course possible to use a mixture of such polyols. Said polyol may especially be a hydrocarbon compound, in particular linear, branched and / or cyclic, saturated or unsaturated, comprising 3 to 18 carbon atoms, especially 3 to 12 or even 4 to 10 carbon atoms, and 3 to 6 groups. hydroxy (OH), and may further comprise one or more oxygen atoms intercalated in the chain (ether function). Said polyol is preferably a saturated hydrocarbon compound, linear or branched, comprising 3 to 18 carbon atoms, especially 3 to 12 or even 4 to 10 carbon atoms, and 3 to 6 hydroxyl groups (OH).

Il peut être choisi parmi, seul ou en mélange :It can be chosen from, alone or in mixture:

- les triols, tels que le 1 ,2,4-butanetriol, le 1 ,2,6-hexanetriol, le triméthyloléthane, le triméthylolpropane, le glycérol;triols, such as 1, 2,4-butanetriol, 1, 2,6-hexanetriol, trimethylolethane, trimethylolpropane, glycerol;

- les tétraols, tels que le pentaérythritol (tétraméthylolméthane), l'érythritol, le di- glycérol ou le dithméthylolpropane;tetraols, such as pentaerythritol (tetramethylolmethane), erythritol, di-glycerol or dithmethylolpropane;

- les pentols tels que le xylitol,pentols such as xylitol,

- les hexols tels que le sorbitol et le mannitol; ou encore le dipentaérythritol ou le triglycérol.hexols such as sorbitol and mannitol; or dipentaerythritol or triglycerol.

De préférence, le polyol est choisi parmi le glycérol, le pentaérythritol, le diglycé- roi, le sorbitol et leurs mélanges; et encore mieux est du pentaérythritol.Preferably, the polyol is selected from glycerol, pentaerythritol, diglyceryl, sorbitol and mixtures thereof; and even better is pentaerythritol.

Le polyol, ou le mélange de polyol, représente de préférence 10 à 30% en poids, notamment 12 à 25% en poids, et mieux 14 à 22% en poids, du poids total du po- lycondensat final. Un autre constituant nécessaire pour la préparation des polycondensats selon l'invention est un acide monocarboxylique non aromatique, saturé ou insaturé, linéaire, ramifié et/ou cyclique, comprenant 6 à 32 atomes de carbone, notamment 8 à 28 atomes de carbone et encore mieux 10 à 24, voire 12 à 20, atomes de carbone. On peut bien évidemment utiliser un mélange de tels acides monocarboxyli- ques non aromatiques.The polyol, or polyol mixture, preferably represents 10 to 30% by weight, especially 12 to 25% by weight, and more preferably 14 to 22% by weight, of the total weight of the final polycondensate. Another constituent necessary for the preparation of the polycondensates according to the invention is a saturated or unsaturated, linear, branched and / or cyclic non-aromatic monocarboxylic acid comprising 6 to 32 carbon atoms, in particular 8 to 28 carbon atoms, and even better 10 to 24 or even 12 to 20 carbon atoms. Of course, a mixture of such nonaromatic monocarboxylic acids can be used.

Par acide monocarboxylique non aromatique, on entend un composé de formule RCOOH, dans laquelle R est un radical hydrocarboné saturé ou insaturé, linéaire, ramifié et/ou cyclique, comprenant 5 à 31 atomes de carbone, notamment 7 à 27 atomes de carbone, et encore mieux 9 à 23 atomes de carbone, voire 11 à 19 atomes de carbone.By non-aromatic monocarboxylic acid is meant a compound of formula RCOOH, in which R is a linear, branched and / or cyclic saturated or unsaturated hydrocarbon radical comprising 5 to 31 carbon atoms, especially 7 to 27 carbon atoms, and still more preferably 9 to 23 carbon atoms, or even 11 to 19 carbon atoms.

De préférence, le radical R est saturé. Encore mieux, ledit radical R est linéaire ou ramifié, et préférentiellement en C5-C31 , voire en C11-C21. Dans un mode de réalisation particulier de l'invention, l'acide monocarboxylique non aromatique présente une température de fusion supérieure ou égale à 25°C, notamment supérieure ou égale à 28°C, voire à 300C; on a en effet constaté que lorsque l'on emploie un tel acide, en particulier en quantité importante, il est possible, d'une part d'obtenir une bonne brillance et la tenue de ladite brillance, et d'au- tre part de réduire la quantité de cires usuellement présente dans la composition envisagée.Preferably, the radical R is saturated. Even better, said radical R is linear or branched, and preferably C5-C31, or even C11-C21. In a particular embodiment of the invention, the nonaromatic monocarboxylic acid has a melting point greater than or equal to 25 ° C, especially greater than or equal to 28 ° C, or even 30 ° C; it has indeed been found that when such an acid is used, in particular in large quantities, it is possible, on the one hand, to obtain a good gloss and the holding of said gloss, and on the other hand to obtain reduce the amount of waxes usually present in the composition envisaged.

Parmi les acides monocarboxyliques non aromatiques susceptibles d'être employés, on peut citer, seul ou en mélange, : - les acides monocarboxyliques saturés tels que l'acide caproïque, l'acide capryli- que, l'acide isoheptanoïque, l'acide 4-éthylpentanoïque, l'acide 2-éthylhexanoïque, l'acide 4,5-diméthylhexanoïque, l'acide 2-heptylheptanoïque, l'acide 3,5,5- triméthylhexanoïque, l'acide octanoïque, l'acide isooctanoïque, l'acide nonanoï- que, l'acide décanoïque, l'acide isononanoïque, l'acide laurique, l'acide tridécanoï- que, l'acide myristique, l'acide palmitique, l'acide stéarique, l'acide isostéarique, l'acide arachidique, l'acide béhénique, l'acide cérotique (hexacosanoïque); l'acide cyclopentanecarboxylique, l'acide cyclopentaneacétique, l'acide 3-cyclopentyl- propionique, l'acide cyclohexanecarboxylique, l'acide cyclohexylacétique, l'acide 4-cyclohexylbutyrique; - les acides monocarboxyliques insaturés mais non aromatiques, tels que l'acide caproléique, l'acide obtusilique, l'acide undécylénique, l'acide dodécylénique, l'acide lindérique, l'acide myristoléique, l'acide physétérique, l'acide tsuzuique, l'acide palmitoléique, l'acide oléique, l'acide pétrosélinique, l'acide vaccénique, l'acide élaidique, l'acide gondoïque, l'acide gadoléique, l'acide érucique, l'acide cétoléique, l'acide nervonique, l'acide linoléique, l'acide linolénique, l'acide arachi- donique.Among the nonaromatic monocarboxylic acids that may be used, mention may be made, alone or as a mixture, of: saturated monocarboxylic acids such as caproic acid, caprylic acid, isoheptanoic acid, acid ethylpentanoic acid, 2-ethylhexanoic acid, 4,5-dimethylhexanoic acid, 2-heptylheptanoic acid, 3,5,5-trimethylhexanoic acid, octanoic acid, isooctanoic acid, nonanoic, decanoic acid, isononanoic acid, lauric acid, tridecanoic acid, myristic acid, palmitic acid, stearic acid, isostearic acid, arachidic acid , behenic acid, cerotic acid (hexacosanoic acid); cyclopentanecarboxylic acid, cyclopentaneacetic acid, 3-cyclopentylpropionic acid, cyclohexanecarboxylic acid, cyclohexylacetic acid, 4-cyclohexylbutyric acid; unsaturated but nonaromatic monocarboxylic acids, such as caproleic acid, obtusilic acid, undecylenic acid, dodecylenic acid, linderic acid, myristoleic acid, physétérique acid, tsuzuique acid , palmitoleic acid, oleic acid, petroselinic acid, vaccenic acid, elaidic acid, gondoic acid, gadoleic acid, erucic acid, cetoleic acid, nervonic acid , linoleic acid, linolenic acid, arachidonic acid.

Parmi les acides monocarboxyliques non aromatiques ayant une température de fusion supérieure ou égale à 25°C, on peut citer, seul ou en mélange : - parmi les acides monocarboxyliques saturés : l'acide décanoïque (caprique), l'acide laurique, l'acide tridécanoïque, l'acide myristique, l'acide palmitique, l'acide stéarique, l'acide arachidique, l'acide béhénique, l'acide cérotique (hexacosanoï- que); - parmi les acides monocarboxyliques insaturés mais non aromatiques : l'acide pétrosélinique, l'acide vaccénique, l'acide élaidique, l'acide gondoïque, l'acide ga- doléique, l'acide érucique, l'acide nervonique.Among the nonaromatic monocarboxylic acids having a melting temperature greater than or equal to 25 ° C., mention may be made, alone or as a mixture: - Among the saturated monocarboxylic acids: decanoic acid (capric), lauric acid, tridecanoic acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, cerotic acid (hexacosanoic); - Of the unsaturated but nonaromatic monocarboxylic acids: petroselinic acid, vaccenic acid, elaidic acid, gondoic acid, gapeolar acid, erucic acid, nervonic acid.

De préférence, on peut utiliser l'acide 2-éthylhexanoïque, l'acide isooctanoïque, l'acide laurique, l'acide myristique, l'acide isoheptanoïque, l'acide isononanoïque, l'acide nonanoïque, l'acide palmitique, l'acide isostéarique, l'acide stéarique, l'acide béhénique et leurs mélanges, et encore mieux l'acide isostéarique seul ou l'acide stéarique seul.Preferably, it is possible to use 2-ethylhexanoic acid, isooctanoic acid, lauric acid, myristic acid, isoheptanoic acid, isononanoic acid, nonanoic acid, palmitic acid, isostearic acid, stearic acid, behenic acid and mixtures thereof, and even better isostearic acid alone or stearic acid alone.

Ledit acide monocarboxylique non aromatique, ou le mélange desdits acides, représente de préférence 30 à 80% en poids, notamment 40 à 75% en poids, voire 45 à 70% en poids, et mieux 50 à 65% en poids, du poids total du polycondensat final.Said nonaromatic monocarboxylic acid, or the mixture of said acids, is preferably 30 to 80% by weight, especially 40 to 75% by weight, or even 45 to 70% by weight, and more preferably 50 to 65% by weight, of the total weight. of the final polycondensate.

Un autre constituant nécessaire pour la préparation des polycondensats selon l'invention est un acide monocarboxylique aromatique comprenant 7 à 11 atomes de carbone, éventuellement en outre substitué par 1 à 3 radicaux alkyles, saturés ou insaturés, linéaires, ramifiés et/ou cycliques, qui comprennent 1 à 32 atomes de carbone, notamment 2 à 12, voire 3 à 8 atomes de carbone. On peut bien évidemment utiliser un mélange de tels acides monocarboxyliques aromatiques. Par acide monocarboxylique aromatique, on entend un composé de formule R'COOH, dans laquelle R' est un radical hydrocarboné aromatique, comprenant 6 à 10 atomes de carbone, et en particulier les radicaux benzoïque et naphtoïque. Ledit radical R' peut en outre être substitué par 1 à 3 radicaux alkyles, saturés ou insaturés, linéaires, ramifiés et/ou cycliques, comprenant 1 à 32 atomes de car- bone, notamment 2 à 12, voire 3 à 8 atomes de carbone; et notamment choisis parmi méthyle, éthyle, propyle, isopropyle, butyle, isobutyle, terbutyle, pentyle, isopentyle, néopentyle, cyclopentyle, hexyle, cyclohexyle, heptyle, isoheptyle, oc- tyle ou isooctyle. Parmi les acides monocarboxyliques aromatiques susceptibles d'être employés, on peut citer, seul ou en mélange, l'acide benzoïque, l'acide o-toluique, l'acide m- toluique, l'acide p-toluique, l'acide 1 -naphtoïque, l'acide 2-naphtoïque, l'acide A- tert-butyl-benzoïque, l'acide 1-méthyl-2-naphtoïque, l'acide 2-isopropyl-1- naphtoïque. De préférence, on peut utiliser l'acide benzoïque, l'acide 4-tert-butyl-benzoïque, l'acide o-toluique, l'acide m-toluique, l'acide 1 -naphtoïque, seuls ou en mélanges; et encore mieux l'acide benzoïque seul.Another constituent necessary for the preparation of the polycondensates according to the invention is an aromatic monocarboxylic acid comprising 7 to 11 carbon atoms, optionally further substituted with 1 to 3 alkyl radicals, saturated or unsaturated, linear, branched and / or cyclic, which comprise 1 to 32 carbon atoms, especially 2 to 12 or even 3 to 8 carbon atoms. It is of course possible to use a mixture of such aromatic monocarboxylic acids. By aromatic monocarboxylic acid is meant a compound of formula R'COOH, in which R 'is an aromatic hydrocarbon radical containing 6 to 10 carbon atoms, and in particular the benzoic and naphthoic radicals. Said radical R 'may also be substituted with 1 to 3 saturated or unsaturated, linear, branched and / or cyclic alkyl radicals comprising 1 to 32 carbon atoms, especially 2 to 12 or even 3 to 8 carbon atoms. ; and especially chosen from methyl, ethyl, propyl, isopropyl, butyl, isobutyl, terbutyl, pentyl, isopentyl, neopentyl, cyclopentyl, hexyl, cyclohexyl, heptyl, isoheptyl, octyl or isooctyl. Of the aromatic monocarboxylic acids which may be used, mention may be made, alone or as a mixture, of benzoic acid, o-toluic acid, m-toluic acid, p-toluic acid, acid 1 naphthoic acid, 2-naphthoic acid, 1-tert-butyl-benzoic acid, 1-methyl-2-naphthoic acid, 2-isopropyl-1-naphthoic acid. Preferably, benzoic acid, 4-tert-butylbenzoic acid, o-toluic acid, m-toluic acid, 1-naphthoic acid may be used alone or in mixtures; and even better, benzoic acid alone.

Ledit acide monocarboxylique aromatique, ou le mélange desdits acides, représente de préférence 0,1 à 10% en poids, notamment 0,5 à 9,95% en poids, mieux encore de 1 à 9,5% en poids, voire 1 ,5 à 8% en poids, du poids total du poly- condensat final.Said aromatic monocarboxylic acid, or the mixture of said acids, is preferably 0.1 to 10% by weight, especially 0.5 to 9.95% by weight, better still 1 to 9.5% by weight, or even 1.5 to 8% by weight, of the total weight of the final poly-condensate.

Un autre constituant nécessaire pour la préparation des polycondensats selon l'in- vention est un acide polycarboxylique choisi parmi, seul ou en mélange :Another constituent necessary for the preparation of the polycondensates according to the invention is a polycarboxylic acid chosen from, alone or as a mixture:

-(i) les acides polycarboxyliques à chaîne saturée ou insaturée, linéaire ou ramifiée, comprenant au moins un hétéroatome choisi parmi O, N et/ou S, notamment 1 à 10 hétéroatomes identiques ou différents, et/ou comprenant au moins un radical perfluoré -CF2- ou -CF3 et possédant par ailleurs au moins 2 groupes carboxy- liques COOH, notamment 2 à 4 groupes COOH; et/ou un anhydride cyclique d'un tel acide polycarboxylique et/ou(i) linear or branched chain saturated or unsaturated polycarboxylic acids comprising at least one heteroatom selected from O, N and / or S, in particular 1 to 10 identical or different heteroatoms, and / or comprising at least one perfluorinated radical; -CF 2 - or -CF 3 and also having at least 2 carboxyl groups COOH, especially 2 to 4 COOH groups; and / or a cyclic anhydride of such a polycarboxylic acid and / or

-(ii) les acides polycarboxyliques hétérocycliques, saturé ou insaturé, voire aromatique, comprenant au moins un hétéroatome choisi parmi O, N et/ou S, notamment 1 à 10, voire 1 à 4 hétéroatomes identiques ou différents, et au moins 2 groupes carboxyliques COOH, notamment 2 à 4 groupes COOH; et/ou un anhydride cyclique d'un tel acide polycarboxylique et/ou -(iii) les acides polycarboxyliques dérivés de sucre, susceptibles d'être obtenus notamment par oxydation d'un aldose, et comprenant au moins 2 groupes carboxyliques COOH, notamment 2 ou 3 groupes COOH; et/ou un anhydride cyclique d'un tel acide polycarboxylique et/ou -(iv) l'anhydride itaconique et le 1 ,4-monoanhydride de l'acide 1 ,4,5,8- naphthalenetetracarboxylique. et/ou(ii) heterocyclic polycarboxylic acids, saturated or unsaturated, or even aromatic, comprising at least one heteroatom selected from O, N and / or S, in particular 1 to 10, or even 1 to 4 identical or different heteroatoms, and at least 2 groups; carboxylic acids COOH, especially 2 to 4 COOH groups; and / or a cyclic anhydride of such a polycarboxylic acid and / or - (iii) polycarboxylic acids derived from sugar, obtainable in particular by oxidation of an aldose, and comprising at least 2 carboxylic groups COOH, in particular 2 or 3 COOH groups; and / or a cyclic anhydride of such a polycarboxylic acid and / or - (iv) itaconic anhydride and 1,4,5,8-naphthalenetracarboxylic acid 1,4-monoanhydride. and or

-(v) les aminoacides polycarboxyliques (y compris hétérocycliques), c'est-à-dire les acides polycarboxyliques à chaîne saturée ou insaturée, linéaire, ramifiée, et/ou cyclique, comprenant éventuellement au moins un hétéroatome choisi parmi O, N et/ou S, notamment 1 à 10 hétéroatomes identiques ou différents, et/ou comprenant éventuellement au moins un radical perfluoré -CF2- ou -CF3; et comprenant en outre au moins une fonction aminé primaire, secondaire ou tertiaire (notamment NR1 R2 avec R1 et R2, indépendamment l'un de l'autre choisis parmi H et alkyl en C1-C12), notamment 1 à 3 fonctions aminés, identiques ou différentes, et possédant par ailleurs au moins 2 groupes carboxyliques COOH, notamment 2 à 4 groupes COOH; et/ou un anhydride cyclique d'un tel acide polycarboxylique.(v) polycarboxylic amino acids (including heterocyclic acids), that is to say polycarboxylic acids with a saturated or unsaturated, linear, branched and / or cyclic chain, optionally comprising at least one heteroatom selected from O, N and or S, in particular 1 to 10 identical or different heteroatoms, and / or possibly comprising at least one perfluorinated radical -CF 2 - or -CF 3 ; and further comprising at least one primary, secondary or tertiary amine function (especially NR1 R2 with R1 and R2, independently of one another selected from H and C1-C12 alkyl), in particular 1 to 3 identical amino functions, or different, and also having at least 2 carboxylic groups COOH, especially 2 to 4 COOH groups; and / or a cyclic anhydride of such a polycarboxylic acid.

Ledit acide polycarboxylique peut notamment être choisi parmi les acides polycarboxyliques linéaires, ramifiés et/ou cycliques, saturés ou insaturés, voire aromati- ques, comprenant 4 à 50, notamment 5 à 40, atomes de carbone, en particulier 5 à 36, voire 5 à 18, et encore mieux 5 à 12 atomes de carbone; ledit acide comprenant au moins deux groupes carboxyliques COOH, de préférence de 2 à 4 groupes COOH et 1 à 10 hétéroatomes, de préférence 1 à 6, identiques ou différents, choisi parmi O, N, S, et/ou 1 à 2 radicaux perfluorés CF2 et/ou CF3.Said polycarboxylic acid may in particular be chosen from linear, branched and / or cyclic, saturated or unsaturated or even aromatic polycarboxylic acids, comprising 4 to 50, in particular 5 to 40, carbon atoms, in particular 5 to 36, or even 5 at 18, and even more preferably 5 to 12 carbon atoms; said acid comprising at least two carboxylic groups COOH, preferably 2 to 4 COOH groups and 1 to 10 heteroatoms, preferably 1 to 6, identical or different, chosen from O, N, S, and / or 1 to 2 perfluorinated radicals CF2 and / or CF3.

Ledit anhydride cyclique d'un tel acide polycarboxylique peut notamment répondre à l'une des formules suivantes :Said cyclic anhydride of such a polycarboxylic acid may in particular correspond to one of the following formulas:

Figure imgf000009_0001
dans lesquelles A et B pris ensemble forment un cycle comprenant au total 5 à14, notamment 6 à 10 atomes de carbone, saturé ou insaturé, voire aromatique. De préférence, A et B forment ensemble un cycle aromatique comprenant au total 10 atomes de carbone.
Figure imgf000009_0001
in which A and B taken together form a ring comprising in total 5 to 14, especially 6 to 10 carbon atoms, saturated or unsaturated, or even aromatic. Preferably, A and B together form an aromatic ring comprising a total of 10 carbon atoms.

Parmi les acides polycarboxyliques, ou leurs anhydrides, susceptibles d'être employés, on peut citer, seul ou en mélange, les acides dicarboxyliques suivants :Among the polycarboxylic acids, or their anhydrides, which may be used, mention may be made, alone or as a mixture, of the following dicarboxylic acids:

(i) - l'acide 2,2'-[1 ,5-pentanediylbis(thio)]bis-acétique(i) - 2,2 '- [1,5-pentanediylbis (thio)] bis-acetic acid

- l'acide 6,6'-[(1 ,2-dioxo-1 ,2-ethanediyl)diimino]bis-hexanoïque6,6 '- [(1,2-dioxo-1,2-ethanediyl) diimino] bis-hexanoic acid

- l'acide 2,2'-sulfinylbis-acétique2,2'-sulfinylbisacetic acid

- l'acide 4,13-dioxo- 3,5,12,14-Tetraazahexadecanedioïque4,13-dioxo-3,5,12,14-Tetraazahexadecanedioic acid

- Le poly(ethylene glycol) disuccinate, notamment de masse 250-600 - Le poly(ethylene glycol)bis(carboxymethyl)éther, notamment de masse 250-600Poly (ethylene glycol) disuccinate, in particular of mass 250-600 - poly (ethylene glycol) bis (carboxymethyl) ether, in particular of mass 250-600

- Le poly[oxy(1 ,2-dicarboxy-1 ,2-ethanediyl)], notamment de DP < 10Poly (oxy (1, 2-dicarboxy-1,2-ethanediyl)], in particular DP <10

- L'acide 8-[(carboxymethyl)amino]-8-oxo-octanoïque- 8 - [(carboxymethyl) amino] -8-oxooctanoic acid

- L'acide 2,2'-[methylenebis(sulfonyl)]bis-acétique2,2 '- [methylenebis (sulfonyl)] bis-acetic acid

- L'acide 4,4'-(1 ,6-hexanediyldiimino)bis[4-oxo-butanoïque] - L'acide 4,9-dioxo- 3,5,8, 10-tétraazadodecanedioïque4,4 '- (1,6-hexanediyldiimino) bis [4-oxo-butanoic acid] - 4,9-dioxo-3,5,8,10-tetraazadodecanedioic acid

- L'acide 4-[(1-carboxyethyl)amino]-4-oxo-butanoïque- 4 - [(1-carboxyethyl) amino] -4-oxo-butanoic acid

- L'acide 6-[(3-carboxy-1-oxopropyl)amino]-hexanoïque- 6 - [(3-Carboxy-1-oxopropyl) amino] hexanoic acid

- La N,N'-(1 ,6-dioxo-1 ,6-hexanediyl)bis-glycineN, N '- (1,6-dioxo-1,6-hexanediyl) bis-glycine

- La N,N'-(1 ,6-dioxo-1 ,6-hexanediyl)bis-phenylalanine - La N,N'-(1 ,3-dioxo-1 ,3-propanediyl)bis-glycineN, N '- (1,6-dioxo-1,6-hexanediyl) bis-phenylalanine - N, N' - (1,3-dioxo-1,3-propanediyl) bis-glycine

- L'acide 4,4'-[(1 ,4-dioxo-1 ,4-butanediyl)diimino]bis-butanoïque4,4 '- [(1,4-dioxo-1,4-butanediyl) diimino] bis-butanoic acid

- L'acide 4,4'-[(1 ,6-dioxo-1 ,6-hexanediyl)diimino]bis-butanoïque4,4 '- [(1,6-dioxo-1,6-hexanediyl) diimino] bis-butanoic acid

- L'acide 6,6'-[1 ,6-hexanediylbis(iminocarbonylimino)]bis-hexanoïque- 6,6 '- [1,6-hexanediylbis (iminocarbonylimino)] bis-hexanoic acid

- La N-benzoyl-S-(carboxymethyl)- Cysteine - La N,N'-(2,2,3,3-tetrafluoro-1 ,4-dioxo-1 ,4-butanediyl)bis- Glycine- N-benzoyl-S- (carboxymethyl) -cysteine - N, N '- (2,2,3,3-tetrafluoro-1,4-dioxo-1,4-butanediyl) bis-glycine

- La N,N'-(2,2,3,3-tetrafluoro-1 ,4-dioxo-1 ,4-butanediyl)bis-AlanineN, N '- (2,2,3,3-tetrafluoro-1,4-dioxo-1,4-butanediyl) bis-alanine

- L'acide 4,4'-[(2,2,3,3-tetrafluoro-1 ,4-dioxo-1 ,4- butanoïque4,4 '- [(2,2,3,3-tetrafluoro-1,4-dioxo-1,4-butanoic acid)

- La N,N'-(1 ,5-dioxo-1 ,5-pentanediyl)bis- GlycineN, N '- (1,5-dioxo-1,5-pentanediyl) bis-glycine

- La N,N'-(1 ,9-dioxo-1 ,9-nonanediyl)bis- Glycine - La N,N'-(1 ,10-dioxo-1 ,10-decanediyl)bis[N-methyl- Glycine - Le bis(3-carboxypropyl) ester de l'acide propanedioïqueN, N '- (1, 9-dioxo-1, 9-nonanediyl) bis-Glycine - N, N' - (1,10-dioxo-1,10-decanediyl) bis [N-methylglycine] - The bis (3-carboxypropyl) ester of propanedioic acid

- L'acide 7,16-dioxo- 6,8,15,17-Tetraazadocosanedioïque- 7,16-dioxo-6,8,15,17-Tetraazadocosanedioic acid

- La N-benzoyl-N-(2-carboxyethyl)-Glycine- N-benzoyl-N- (2-carboxyethyl) -Glycine

- L'acide [2-[(2-carboxymethyl)amino]-2-oxoethyl]- Benzenepropanoïque - L'acide [2-[(2-carboxyethyl)amino]-2-oxoethyl]- Benzenepropanoïque- [2 - [(2-carboxymethyl) amino] -2-oxoethyl] - benzenepropanoic acid - [2 - [(2-carboxyethyl) amino] -2-oxoethyl] - benzenepropanoic acid

(ϋ)(Ϋ)

- L'acide 4,7,9,12-Tetraoxapentadecanedioïque- 4,7,9,12-Tetraoxapentadecanedioic acid

- L'acide 2,3-Pyridinedicarboxylique - L'acide 4-Pyranone-2,6-dicarboxylique- 2,3-Pyridinedicarboxylic acid - 4-Pyranone-2,6-dicarboxylic acid

- L'acide 2,5-Pyrazinedicarboxylique- 2,5-Pyrazinedicarboxylic acid

- L'acide 2,5-Pyridinedicarboxylique- 2,5-Pyridinedicarboxylic acid

- L'acide 2,3-Benzofurandicarboxylique- 2,3-Benzofurandicarboxylic acid

- L'acide 7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylique - L'acide 3, 4-Pyridinedicarboxylique- 7-oxabicyclo [2.2.1] heptane-2,3-dicarboxylic acid - 3,4-Pyridinedicarboxylic acid

- L'acide 2,4-Pyridinedicarboxylique- 2,4-Pyridinedicarboxylic acid

- L'acide 3,5-Pyridinedicarboxylique- 3,5-Pyridinedicarboxylic acid

- L'acide 2,6-Pyridinedicarboxylique- 2,6-Pyridinedicarboxylic acid

- L'acide 1 H-lmidazole-4,5-dicarboxylique - L'acide 2,3-Quinolinedicarboxylique- 1H-1midazole-4,5-dicarboxylic acid - 2,3-Quinolinedicarboxylic acid

- L'acide 6,6,7,7-tetrafluoro-3-Oxabicyclo[3.2.0]heptane-2,4-dicarboxylique- 6,6,7,7-tetrafluoro-3-Oxabicyclo [3.2.0] heptane-2,4-dicarboxylic acid

- L'acide 2,6-Pyrazinedicarboxylique2,6-Pyrazinedicarboxylic acid

- L'acide 2,6-Dimethyl-3,5-pyridinedicarboxylique2,6-Dimethyl-3,5-pyridinedicarboxylic acid

- L'acide 1-phenyl-1 H-Pyrazole-3,4-dicarboxylique - L'acide 2,5-Furanedicarboxylique- 1-phenyl-1H-Pyrazole-3,4-dicarboxylic acid - 2,5-Furanedicarboxylic acid

- L'acide 3,4-Furanedicarboxylique- 3,4-Furanedicarboxylic acid

- L'acide 1 ,2,5-Thiadiazole-3,4-dicarboxylique- 1, 2,5-Thiadiazole-3,4-dicarboxylic acid

- L'acide 1 ,4-Dihydro-1 ,2,4,5-tetrazine-3,6-dicarboxylique- 1,4-Dihydro-1,2,4,5-tetrazine-3,6-dicarboxylic acid

- L'acide 2,3-Furanedicarboxylique - L'acide 3,4-Thiophenedicarboxylique- 2,3-Furanedicarboxylic acid - 3,4-Thiophenedicarboxylic acid

- L'acide 1 H-1 ,2,3-Triazole-4,5-dicarboxylique- 1H-1, 2,3-Triazole-4,5-dicarboxylic acid

- L'acide 2-Methylimidazole-4,5-dicarboxylique- 2-Methylimidazole-4,5-dicarboxylic acid

- L'acide 2,4-Quinolinedicarboxylique- 2,4-Quinolinedicarboxylic acid

- L'acide Naphtho[2,1-b]furane-1 ,2-dicarboxylique - L'acide 3,4-Quinolinedicarboxylique- Naphtho [2,1-b] furan-1,2-dicarboxylic acid - 3,4-Quinolinedicarboxylic acid

- L'acide 7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylique- 7-Oxabicyclo [2.2.1] hept-5-ene-2,3-dicarboxylic acid

- L'acide 2,3-Quinoxalinedicarboxylique- 2,3-Quinoxalinedicarboxylic acid

- L'acide 1 ,4-Piperazinedicarboxylique- 1,4-Piperazinedicarboxylic acid

- L'acide 2,5-dimethyl- 3,4-Furandicarboxylique - L'acide tetrahydro-2,5-Thiophenedicarboxylique2,5-dimethyl-3,4-furandicarboxylic acid - tetrahydro-2,5-thiophenedicarboxylic acid

- L'acide 4-phenyl- 3,5-Pyridinedicarboxylique- 4-phenyl-3,5-pyridinedicarboxylic acid

- L'acide Thieno[3,2-b]thiophene-2,5-dicarboxylique- Thieno [3,2-b] thiophene-2,5-dicarboxylic acid

- L'acide 3-methyl- 2,4-Thiophenedicarboxylique - L'acide Naphthostyril-5,6-dicarboxylique- 3-methyl-2,4-Thiophenedicarboxylic acid - Naphthostyril-5,6-dicarboxylic acid

- L'acide 3-phenyl- 2,4-Quinolinedicarboxylique- 3-phenyl-2,4-quinolinedicarboxylic acid

- Le 3,4-Dimethyl-2,5-dicarboxythiophene3,4-Dimethyl-2,5-dicarboxythiophene

- L'acide 3,4-Diphenyl-2,5-thiophenedicarboxylique - L'acide 2,5-diphenyl- 3,4-Furanedicarboxylique3,4-Diphenyl-2,5-thiophenedicarboxylic acid - 2,5-diphenyl-3,4-furanedicarboxylic acid

- L'acide 7-oxo-7H-Benzimidazo[2, 1 -a]benz[de]isoquinoline-3,4-dicarboxylique7-oxo-7H-benzimidazo [2,1-a] benz [de] isoquinoline-3,4-dicarboxylic acid

- L'acide 2,3-dihydro-1 ,3-dioxo-1 H-Benz[de]isoquinoline-6,7-dicarboxylique- 2,3-Dihydro-1,3-dioxo-1H-Benz [de] isoquinoline-6,7-dicarboxylic acid

- L'acide 3,4-bis(phenylmethoxy)-2,5-Furandicarboxylique3,4-bis (phenylmethoxy) -2,5-furandicarboxylic acid

- L'acide 4,4'-Bibenzoïque-2,2'-sulfone - L'acide 2,7-Diphenyl-m-anthrazoline-4,5-dicarboxylique- 4,4'-Bibenzoic acid-2,2'-sulfone - 2,7-Diphenyl-m-anthrazoline-4,5-dicarboxylic acid

- L'acide 2,4-Pyrimidinedicarboxylique- 2,4-Pyrimidinedicarboxylic acid

- L'acide 2-phenyl- 4,5-Thiazoledicarboxylique- 2-Phenyl-4,5-thiazoledicarboxylic acid

- L'acide 6-phenyl- 2,3-Pyridinedicarboxylique- 6-phenyl-2,3-pyridinedicarboxylic acid

- L'acide 5,6-Dimethyl-2,3-pyrazinedicarboxylique - L'acide 3,7-Dibenzothiophenedicarboxylique- 5,6-Dimethyl-2,3-pyrazinedicarboxylic acid - 3,7-Dibenzothiophenedicarboxylic acid

- L'acide 9-oxo-9H-Xanthene-1 ,7-dicarboxylique9-oxo-9H-Xanthene-1,7-dicarboxylic acid

- L'acide 2-(1 ,1-dimethylethyl)-H-lmidazole-4,5-dicarboxylique2- (1,1-dimethylethyl) -H-imidazole-4,5-dicarboxylic acid

- L'acide 6,7-Quinolinedicarboxylique- 6,7-Quinolinedicarboxylic acid

- L'acide 6-Methyl-2,3-pyridinedicarboxylique - L'acide 4,5-Pyrimidinedicarboxylique- 6-Methyl-2,3-pyridinedicarboxylic acid - 4,5-Pyrimidinedicarboxylic acid

- L'acide 2-methyl-3,4-Furanedicarboxylique- 2-methyl-3,4-furanedicarboxylic acid

- L'acide 1 ,2-lndolizinedicarboxylique- 1, 2-Indolizinedicarboxylic acid

- L'acide 2,8-Dibenzothiophenedicarboxylique- 2,8-Dibenzothiophenedicarboxylic acid

- L'acide 3,6-Pyridazinedicarboxylique - L'acide 1 ,10-Phenanthroline-2,9-dicarboxylique- 3,6-Pyridazinedicarboxylic acid - 1,10-Phenanthroline-2,9-dicarboxylic acid

- L'acide 1 ,4,5,6-tetrahydro-5,6-dioxo-2,3-Pyrazinedicarboxylique- 1, 4,5,6-tetrahydro-5,6-dioxo-2,3-pyrazinedicarboxylic acid

- L'acide 3,4-Dimethoxy-2,5-furandicarboxylique3,4-Dimethoxy-2,5-furandicarboxylic acid

- L'acide 2-Ethyl-4,5-imidazoledicarboxylique- 2-Ethyl-4,5-imidazoledicarboxylic acid

- L'acide 2-Propyl-1 H-imidazole-4,5-dicarboxylique - L'acide 4-phenyl- 2,5-Pyridinedicarboxylique- 2-Propyl-1H-imidazole-4,5-dicarboxylic acid - 4-phenyl-2,5-pyridinedicarboxylic acid

- L'acide 4,5-Pyridazinedicarboxylique- 4,5-Pyridazinedicarboxylic acid

- L'acide 1 ,4,5,8-tetrahydro-1 ,4:5,8-Diepoxynaphthalene-4a,8a-dicarboxylique- 1, 4,5,8-Tetrahydro-1,4,5,8-Diepoxynaphthalene-4a, 8a-dicarboxylic acid

- L'acide 5,5-dioxide-2,8-Dibenzothiophenedicarboxylique- 5,5-dioxide-2,8-Dibenzothiophenedicarboxylic acid

- L'acide Pyrazolo[1 ,5-a]pyridine-2,3-dicarboxylique - L'acide 2,3-dihydro-1 H-Pyrrolizine-1 ,7-dicarboxylique- Pyrazolo [1,5-a] pyridine-2,3-dicarboxylic acid - 2,3-Dihydro-1H-Pyrrolizine-1,7-dicarboxylic acid

- L'acide 6-methyl-2,4,5-Pyridinetricarboxylique- 6-methyl-2,4,5-pyridinetricarboxylic acid

- L'acide Pyrrolo[2,1 ,5-cd]indolizine-5,6-dicarboxylique- Pyrrolo [2,1,5-cd] indolizine-5,6-dicarboxylic acid

- L'acide 3,4-bis(2,2,3,3,4,4,4-heptafluorobutyl)-1 H-Pyrrole-2,5-dicarboxylique -L'acide 6,7,9,10, 17,18,20,21 -octahydrodibenzo[b,k][1 , 4, 7,10, 13,16]hexaoxacyclo- octadecin-2,14-dicarboxylique3,4-bis (2,2,3,3,4,4,4-heptafluorobutyl) -1H-pyrrole-2,5-dicarboxylic acid - Acid 6,7,9,10,17 , 18,20,21-octahydrodibenzo [b, k] [1,4,7,10,13,16] hexaoxacyclo-octadecine-2,14-dicarboxylic acid

-L'acide 6,7,9,10, 17,18,20,21 -octahydro-dibenzo[b,k][1 , 4, 7,10, 13,16]hexaoxacyclo octadecin-2, 13-dicarboxylique6,7,9,10,17,18,20,21-octahydro-dibenzo [b, k] [1, 4, 7, 10, 13, 16] hexaoxacyclo octadecin-2, 13-dicarboxylic acid

- L'acide 2-methyl- 3,4-Quinolinedicarboxylique - L'acide 4,7-Quinolinedicarboxylique- 2-methyl-3,4-Quinolinedicarboxylic acid - 4,7-Quinolinedicarboxylic acid

- L'acide 3,5-lsoxazoledicarboxylique- 3,5-lsoxazoledicarboxylic acid

- L'acide 2-(trifluoromethyl)- 3,4-Furanedicarboxylique2- (trifluoromethyl) 3,4-furanedicarboxylic acid

- L'acide 5-(trifluoromethyl)- 2,4-Furanedicarboxylique - L'acide 6-methyl-2,4-quinolinedicarboxylique- 5- (Trifluoromethyl) -2,4-Furanedicarboxylic acid - 6-methyl-2,4-quinolinedicarboxylic acid

- L'acide 5-oxo- 1 ,2-Pyrrolidinedicarboxylique- 5-oxo-1,2-pyrrolidinedicarboxylic acid

- L'acide 5-Ethyl-2,3-pyridinedicarboxylique- 5-Ethyl-2,3-pyridinedicarboxylic acid

- L'acide 1 ,2-dihydro-2-oxo- 3,4-quinolinedicarboxylique- 1, 2-Dihydro-2-oxo-3,4-quinolinedicarboxylic acid

- L'acide 4,6-Phenoxathiindicarboxylique - L'acide 10,10-dioxide 1 ,9-phenoxathiindicarboxylique- 4,6-Phenoxathiindicarboxylic acid - 10,10-dioxide 9,9-phenoxathiindicarboxylic acid

- L'acide 3,4-dihydro-2H-1 ,4-Thiazine-3,5-dicarboxylique3,4-Dihydro-2H-1,4-thiazine-3,5-dicarboxylic acid

- L'acide 2,7-Di(tert-butyl)-9,9-dimethyl-4,5-xanthenedicarboxylique2,7-Di (tert-butyl) -9,9-dimethyl-4,5-xanthenedicarboxylic acid

- L'acide 6-methyl-2,3-Quinoxalinedicarboxylique- 6-methyl-2,3-quinoxalinedicarboxylic acid

- L'acide 3,7-Quinolinedicarboxylique - L'acide 2,5-Quinolinedicarboxylique- 3,7-Quinolinedicarboxylic acid - 2,5-Quinolinedicarboxylic acid

- L'acide 2-Methyl-6-phenyl-3,4-pyridinedicarboxylique- 2-Methyl-6-phenyl-3,4-pyridinedicarboxylic acid

- L'acide 3,4-dimethyl- thieno[2,3-b]thiophene-2,5-dicarboxylique3,4-dimethylthieno [2,3-b] thiophene-2,5-dicarboxylic acid

- L'acide 3,4-Dimethoxythiophene-2,5-dicarboxylique3,4-Dimethoxythiophene-2,5-dicarboxylic acid

- L'acide 5-methyl-3,4-lsoxazoledicarboxylique - L'acide 2,6-bis(aminocarbonyl)-3,5-Pyridinedicarboxylique- 5-methyl-3,4-lsoxazoledicarboxylic acid - 2,6-bis (aminocarbonyl) -3,5-pyridinedicarboxylic acid

- L'acide 3,5-bis(aminocarbonyl)-2,6-Pyrazinedicarboxylique- 3,5-bis (aminocarbonyl) -2,6-pyrazinedicarboxylic acid

- L'acide 2,3-Pyridinedicarboxylique- 2,3-Pyridinedicarboxylic acid

- L'acide 6-(1 , 1 -dimethylethyl)-2-ethyl-3,4-Pyridinedicarboxylique6- (1,1-Dimethylethyl) -2-ethyl-3,4-pyridinedicarboxylic acid

- L'acide 3-methyl-5-phenyl-2,4-Thiophenedicarboxylique - L'acide 1 ,2-dihydro-2-oxo-6-phenyl-3,5-Pyridinedicarboxylique- 3-methyl-5-phenyl-2,4-thiophenedicarboxylic acid - 1, 2-dihydro-2-oxo-6-phenyl-3,5-pyridinedicarboxylic acid

- L'acide 8-methyl-2,4-Quinolinedicarboxylique- 8-methyl-2,4-quinolinedicarboxylic acid

- L'acide 4-ethyl-2,6-dimethyl-3,5-Pyridinedicarboxylique- 4-ethyl-2,6-dimethyl-3,5-pyridinedicarboxylic acid

- L'acide 5-(phenoxymethyl)-2,4-Furanedicarboxylique- 5- (phenoxymethyl) -2,4-Furanedicarboxylic acid

- L'acide 5-(acetylamino)-3-methyl-2,4-Thiophenedicarboxylique - L'acide 2-(4-heptylphenyl)- 4,8-Quinolinedicarboxylique5- (acetylamino) -3-methyl-2,4-thiophenedicarboxylic acid - 2- (4-heptylphenyl) -4,8-quinolinedicarboxylic acid

- L'acide 2,8-bis(4-heptylphenyl)-pyrido[3,2-g]quinoline-4,6-dicarboxylique- 2,8-bis (4-heptylphenyl) -pyrido [3,2-g] quinoline-4,6-dicarboxylic acid

- L'acide 1 ,2,3,4,6,7,8,9-octahydro-2,8-dioxo-pyrido[3,2]quinoline-3,7- dicarboxylique1, 2,3,4,6,7,8,9-octahydro-2,8-dioxo-pyrido [3,2] quinoline-3,7-dicarboxylic acid

- L'acide 2,8-dimethyl- Pyrido[3,2-g]quinoline-3,7-dicarboxylique - L'acide 5,6-Quinolinedicarboxylique- 2,8-Dimethyl-Pyrido [3,2-g] quinoline-3,7-dicarboxylic acid - 5,6-Quinolinedicarboxylic acid

- L'acide 6-ethyl-2-methyl- Cinchomeronique- 6-ethyl-2-methyl-cinchomeronic acid

- L'acide 2-methyl-6-propyl-Cinchomeronique- 2-methyl-6-propyl-cinchomeronic acid

- L'acide 6-isopropyl-2-methyl- Cinchomeronique- 6-isopropyl-2-methyl-cinchomeronic acid

- L'acide 6-tert-butyl-2-methyl- Cinchomeronique - L'acide 1 ,4-dimethyl-7-Oxabicyclo[2.2.1]heptane-2,3-dicarboxylique- 6-tert-butyl-2-methyl-cinchomonic acid - 1,4-dimethyl-7-oxabicyclo [2.2.1] heptane-2,3-dicarboxylic acid

- L'acide 1 ,2-dihydro-2-oxo- 3,8-Quinolinedicarboxylique- 1,2-Dihydro-2-oxo-3,8-quinoline dicarboxylic acid

- L'acide 1 ,2-dihydro-2-oxo-3,6-Quinolinedicarboxylique- 1, 2-Dihydro-2-oxo-3,6-quinoline dicarboxylic acid

- L'acide 1 ,2-dihydro-2-oxo-3,7-Quinolinedicarboxylique - L'acide 3,7-dimethyl-2,8-diphenyl-Pyrido[3,2-g]quinoline-4,6-dicarboxylique- 1, 2-Dihydro-2-oxo-3,7-quinoline dicarboxylic acid - 3,7-dimethyl-2,8-diphenyl-pyrido [3,2-g] quinoline-4,6-dicarboxylic acid

- L'acide 8-methyl-2,3-Quinolinedicarboxylique- 8-methyl-2,3-Quinolinedicarboxylic acid

- L'acide 3-[[(1 , 1 -dimethylethyl)amino]sulfonyl]-2,5-Thiophene-dicarboxylique3 - [[(1,1-Dimethylethyl) amino] sulfonyl] -2,5-thiophene dicarboxylic acid

- L'acide 4-(acetylamino)-2,3-Thiophenedicarboxylique - L'acide 2,5-Pyridinedicarboxylique4- (Acetylamino) -2,3-thiophenedicarboxylic acid - 2,5-Pyridinedicarboxylic acid

- L'acide 2,6-Pyridinedicarboxylique- 2,6-Pyridinedicarboxylic acid

- L'acide 2,4-Thiophenedicarboxylique- 2,4-Thiophenedicarboxylic acid

- L'acide 2,5-Thiophenedicarboxylique- 2,5-Thiophenedicarboxylic acid

- L'acide 1 ,4-pyrane-2,6-dicarboxylique- 1,4-pyran-2,6-dicarboxylic acid

(iii)(Iii)

- L'acide Ribarique- Ribarique acid

- L'acide Glucarique- Glucaric acid

- L'acide Xylarique - L'acide Arabinarique- Xylaric acid - Arabinaric acid

- L'acide Mannarique- Mannaric acid

- L'acide Idarique- Idaric acid

- L'acide Altrarique- Altraric acid

- L'acide L-Glucarique - L'acide L-Arabinarique- L-Glucaric acid - L-Arabinaric acid

- L'acide Allarique- Allaric acid

- L'acide Galactarique- Galactaric acid

- L'acide meso-Tartarique- meso-Tartaric acid

- L'acide D-Glucarique - L'acide L-ldarique- D-Glucaric acid - L-ldaric acid

- L'acide Hexarique- Hexaric acid

- L'acide 2,3-dihydroxy- butanedioique- 2,3-Dihydroxybutanedioic acid

- L'acide D-Tartarique- D-Tartaric Acid

- L'acide DL-Tartarique - L'acide D-Glucarique- DL-Tartaric Acid - D-Glucaric Acid

- l'acide tartarique- tartaric acid

- L'acide Tetrahydroxysuccinique- Tetrahydroxysuccinic acid

- L'acide 2-carboxy-2,3-dideoxy D-manno-2-Octulopyranosonique2-carboxy-2,3-dideoxy D-manno-2-octulopyranosonic acid

- L'acide methyl 3-deoxy-D-arabino-2-Heptulopyranosarique - L'acide D-lyxo-2-Heptulopyranosarique- Methyl 3-deoxy-D-arabino-2-heptulopyranosaric acid - D-lyxo-2-heptulopyranosaric acid

- L'acide 2,6-anhydro-L-glycero-L-galacto-Heptarique2,6-Anhydro-L-glycero-L-galacto-heptaric acid

(iv)(Iv)

- le 1 ,4-monoanhydride de l'acide 1 ,4,5,8-Naphthalenetetracarboxylique - l'anhydride itaconique1, 4,5,8-Naphthalenetetracarboxylic acid 1,4-monoanhydride - itaconic anhydride

(V)(V)

- l'acide 1 ,4-dihydro-4-oxo-2,6-Pyridinedicarboxylique - l'acide 2,6-Piperidinedicarboxylique1,4-dihydro-4-oxo-2,6-pyridinedicarboxylic acid 2,6-Piperidinedicarboxylic acid

- l'acide 1 H-Pyrrole-3,4-dicarboxylique1 H-Pyrrole-3,4-dicarboxylic acid

- l'acide 4-amino-2,6-dicarboxylique- 4-amino-2,6-dicarboxylic acid

- l'acide 1-methyl-1 H-Pyrazole-3,4-dicarboxylique - l'acide 2,3-Piperidinedicarboxylique- 1-methyl-1H-Pyrazole-3,4-dicarboxylic acid - 2,3-Piperidinedicarboxylic acid

- l'acide 1-methyl-1 H-lmidazole-4,5-dicarboxylique1-methyl-1H-1-imidazole-4,5-dicarboxylic acid

- l'acide 2,4-Thiazolidinedicarboxylique2,4-Thiazolidinedicarboxylic acid

- l'acide 1-(phenylmethyl)-1 H-lmidazole-4,5-dicarboxylique1- (phenylmethyl) -1H-1-imidazole-4,5-dicarboxylic acid

- l'acide 5-amino-6-oxo-2,3-Piperidinedicarboxylique - l'acide 5-amino-6-oxo-2,4-Piperidinedicarboxylique5-amino-6-oxo-2,3-piperidinedicarboxylic acid - 5-amino-6-oxo-2,4-piperidinedicarboxylic acid

- l'acide 5-amino-6-oxo-2,3-Piperidinedicarboxylique5-amino-6-oxo-2,3-piperidinedicarboxylic acid

- l'acide 5-amino-6-oxc-, [2S-(2α,4β,5α)]- 2,4-Piperidinedicarboxylique5-amino-6-oxc-, [2S- (2α, 4β, 5α)] -2,4-piperidinedicarboxylic acid

- l'acide (2S,4R)-2,4-Pyrrolidinedicarboxylique- (2S, 4R) -2,4-Pyrrolidinedicarboxylic acid

- l'acide-(2S-cis)-2,4-Pyrrolidinedicarboxylique - l'acide 2-amino-1 H-lmidazole-4,5-dicarboxylique- (2S-cis) -2,4-Pyrrolidinedicarboxylic acid - 2-amino-1H-1-imidazole-4,5-dicarboxylic acid

- l'acide 2,5-Pyrrolidinedicarboxylique- 2,5-Pyrrolidinedicarboxylic acid

- l'acide 4-amino-3,5-lsothiazoledicarboxylique4-amino-3,5-lsothiazoledicarboxylic acid

- l'acide 1-methyl- 1 H-Pyrazole-3,5-dicarboxylique1-methyl-1H-Pyrazole-3,5-dicarboxylic acid

- l'acide 7-(diethylamino)-2-oxo-2H-1 -Benzopyran-3,4-dicarboxylique - l'acide 3,4-diethyl-1 H-Pyrrole-2,5-dicarboxylique7- (diethylamino) -2-oxo-2H-1-benzopyran-3,4-dicarboxylic acid - 3,4-diethyl-1H-pyrrole-2,5-dicarboxylic acid

- l'acide 1-phenyl-1 H-Pyrrole-3,4-dicarboxylique1-phenyl-1H-pyrrole-3,4-dicarboxylic acid

- l'acide cis-2,3-Piperazinedicarboxyliquecis-2,3-Piperazinedicarboxylic acid

- l'acide 2,3-Piperazinedicarboxylique2,3-Piperazinedicarboxylic acid

- l'acide 2,5-Piperazinedicarboxylique - l'acide 2,6-Piperazinedicarboxylique- 2,5-Piperazinedicarboxylic acid - 2,6-Piperazinedicarboxylic acid

- l'acide 2-amino-3,5-Pyridinedicarboxylique2-amino-3,5-pyridinedicarboxylic acid

- l'acide 2-methyl-Pyrrole-3,4-dicarboxylique2-methyl-pyrrole-3,4-dicarboxylic acid

- l'acide 4-(methylamino)-2,6-Pyridinedicarboxylique4- (methylamino) -2,6-pyridinedicarboxylic acid

- l'acide 2-amino-6-methyl-3,4-Pyridinedicarboxylique - l'acide 5-amino-2-methyl-3,4-Pyridinedicarboxylique2-amino-6-methyl-3,4-pyridinedicarboxylic acid - 5-amino-2-methyl-3,4-pyridinedicarboxylic acid

- l'acide 2-amino-6-methyl- 3,5-Pyridinedicarboxylique2-amino-6-methyl-3,5-pyridinedicarboxylic acid

- l'acide 2,5-dimethyl-Pyrrole-3,4-dicarboxylique2,5-dimethyl-pyrrole-3,4-dicarboxylic acid

- l'acide 2,5-dimethyl-Pyrrole-3,4-dicarboxylique2,5-dimethyl-pyrrole-3,4-dicarboxylic acid

- l'acide 2-amino-6-hydroxy- 3,5-Pyridinedicarboxylique - l'acide 2,4-Pyrrolidinedicarboxylique- 2-amino-6-hydroxy-3,5-pyridinedicarboxylic acid - 2,4-pyrrolidinedicarboxylic acid

- l'acide 1 H-lndole-2,4-dicarboxylique1H -indole-2,4-dicarboxylic acid

- l'acide 1 H-lndole-2,6-dicarboxylique1 H-indole-2,6-dicarboxylic acid

- l'acide 1 H-lndole-2,5-dicarboxylique1H-lndole-2,5-dicarboxylic acid

- l'acide 5-phenyl-2,4-Pyrrolidinedicarboxylique - l'acide 5-methyl-2,4-Pyrrolidinedicarboxylique- 5-phenyl-2,4-pyrrolidinedicarboxylic acid - 5-methyl-2,4-pyrrolidinedicarboxylic acid

- l'acide trans-2,4-Azetidinedicarboxyliquetrans-2,4-azetidinedicarboxylic acid

- l'acide cis-2,4-Azetidinedicarboxyliquecis-2,4-azetidinedicarboxylic acid

- l'acide 3,5-Piperidinedicarboxylique - l'acide 2,3-Pyrrolidinedicarboxylique- 3,5-Piperidinedicarboxylic acid 2,3-Pyrrolidinedicarboxylic acid

- l'acide 2,3-Azetidinedicarboxylique- 2,3-Azetidinedicarboxylic acid

- l'acide 3,4-Pyrrolidinedicarboxylique3,4-Pyrrolidinedicarboxylic acid

- l'acide 2,3-dihydro-6H-1 ,4-Dioxino[2,3-c]pyrrole-5,7-dicarboxylique - l'acide 1 H-lmidazole-2,4-dicarboxylique2,3-dihydro-6H-1,4-dioxino [2,3-c] pyrrole-5,7-dicarboxylic acid - 1H-1-imidazole-2,4-dicarboxylic acid

- l'acide 1-butyl-1 H-Pyrrole-2,3-dicarboxylique1-butyl-1H-pyrrole-2,3-dicarboxylic acid

- l'acide 3-amino-1-oxide-2,4-Pyridinedicarboxylique- 3-amino-1-oxide-2,4-pyridinedicarboxylic acid

- l'acide 2,3-dihydro-5-phenyl-1 H-Pyrrolizine-6,7-dicarboxylique2,3-dihydro-5-phenyl-1H-pyrrolizine-6,7-dicarboxylic acid

- l'acide 3a,4,5,9b-tetrahydro-3H-Cyclopenta[c]quinoline-4,6-dicarboxylique - l'acide 3a,4,5,9b-tetrahydro-3H-Cyclopenta[c]quinoline-4,8-dicarboxylique3a, 4,5,9b-tetrahydro-3H-cyclopenta [c] quinoline-4,6-dicarboxylic acid; 3a, 4,5,9b-tetrahydro-3H-cyclopenta [c] quinoline-4 acid; , 8-dicarboxylic

- l'acide 2,3-dihydro-1 H-lmidazole-4,5-dicarboxylique2,3-Dihydro-1H-1-imidazole-4,5-dicarboxylic acid

- l'acide 5-amino-6-methyl-Lutidinique- 5-amino-6-methyl-Lutidinic acid

- l'acide 1 H-lndole-3,7-dicarboxylique1H-lndole-3,7-dicarboxylic acid

- l'acide 3,3-dimethyl-2,6-Piperidinedicarboxylique - l'acide 1-butyl-2,5-Pyrrolidinedicarboxylique3,3-dimethyl-2,6-piperidinedicarboxylic acid - 1-butyl-2,5-pyrrolidinedicarboxylic acid

- l'acide 1 H-lndole-4,6-dicarboxylique1H-lndole-4,6-dicarboxylic acid

- l'acide 1-(phenylmethyl)-3,4-Pyrrolidinedicarboxylique1- (phenylmethyl) -3,4-pyrrolidinedicarboxylic acid

- l'acide 3-(carboxymethyl)-1 H-lndole-2,6-dicarboxylique3- (carboxymethyl) -1H-indole-2,6-dicarboxylic acid

- l'acide 3,4-bis(2,2,2-trifluoroethyl)-1 H-Pyrrole-2,5-dicarboxylique - l'acide 9-hexyl-9H-Carbazole-3,6-dicarboxylique3,4-bis (2,2,2-trifluoroethyl) -1H-pyrrole-2,5-dicarboxylic acid; 9-hexyl-9H-carbazole-3,6-dicarboxylic acid;

- l'acide 3-methyl-5-(1 -piperazinylsulfonyl)-2,4-Thiophenedicarboxylique3-methyl-5- (1-piperazinylsulfonyl) -2,4-thiophenedicarboxylic acid

- l'acide 2,3,4,9-tetrahydro-1 H-Carbazole-5,7-dicarboxylique2,3,4,9-tetrahydro-1H-carbazole-5,7-dicarboxylic acid

- l'acide 2,3-dimethyl-1 H-lndole-4,6-dicarboxylique2,3-dimethyl-1H-indole-4,6-dicarboxylic acid

- l'acide 7-amino-1 ,4-dihydro-4-oxo-3,6-Quinolinedicarboxylique - l'acide 5-amino-3-methyl-2,4-Thiophenedicarboxylique7-amino-1,4-dihydro-4-oxo-3,6-quinolinedicarboxylic acid - 5-amino-3-methyl-2,4-thiophenedicarboxylic acid

- l'acide (m-tolylimino)di-Acetique- (m-tolylimino) di-Acetic acid

- l'acide (o-tolylimino)di-Acetique- (o-tolylimino) di-Acetic acid

- la D-Cystathionine- D-Cystathionine

- l'acide Phenethyliminodiacetique - l'acide 2-Benzyl-2,2'-iminodiacetique- Phenethyliminodiacetic acid - 2-Benzyl-2,2'-iminodiacetic acid

- la L-α-glutamyl-L-alanyl-L-AlanineL-α-glutamyl-L-alanyl-L-Alanine

- l'acide N,N'-DibenzylethylenediaminediacetiqueN, N'-Dibenzylethylenediaminediacetic acid

- la N-L-γ-glutamyl-D-AlanineN-L-gamma-glutamyl-D-Alanine

- la Glycyl-L-glutamyl glycine - la N-(carboxymethyl)-N-(tetrahydro-1 ,1-dioxido-3-thienyl)-Glycineglycyl-L-glutamyl glycine - N- (carboxymethyl) -N- (tetrahydro-1,1-dioxido-3-thienyl) -Glycine

- la N-(2-carboxyethyl)-N-phenyl-beta-AlanineN- (2-carboxyethyl) -N-phenyl-beta-Alanine

- la N-(carboxymethyl)-N-octyl-glycineN- (carboxymethyl) -N-octyl-glycine

- l'acide N-(tert-Butoxycarbonyl)iminodiacetiqueN- (tert-Butoxycarbonyl) iminodiacetic acid

- la N-(carboxymethyl)-L-Alanine - la N-(6-aminohexyl)-N-(carboxymethyl)-GlycineN- (carboxymethyl) -L-Alanine - N- (6-aminohexyl) -N- (carboxymethyl) -Glycine

- la N-(carboxymethyl)-N-tetradecyl-GlycineN- (carboxymethyl) -N-tetradecyl-glycine

- la N-(1-carboxyethyl)-D-AlanineN- (1-carboxyethyl) -D-Alanine

- la N-(carboxymethyl)-D-Alanine - l'acide decyliminodiacetiqueN- (carboxymethyl) -D-Alanine decyliminodiacetic acid

- l'acide 3,3'-(dimethylhydrazono)bis-propanoique3,3 '- (dimethylhydrazono) bis-propanoic acid

- la N-(carboxymethyl)-N-[2-(2,6-dioxo-4-morpholinyl)ethyl]-glycineN- (carboxymethyl) -N- [2- (2,6-dioxo-4-morpholinyl) ethyl] -glycine

- la N-alpha-aspartyl-glycine - la N-beta-aspartyl-glycine- N-alpha-aspartyl-glycine - N-beta-aspartyl-glycine

- la N-L-alpha-aspartyl-beta-Alanine- N-L-alpha-aspartyl-beta-Alanine

- l'acide 3,4-Xylylamino-N,N-diacetique3,4-Xylylamino-N, N-diacetic acid

- la N-(1-carboxyethyl)-AlanineN- (1-carboxyethyl) -Alanine

- la N-(carboxymethyl)-Alanine - la N,N'-methylenebis-glycineN- (carboxymethyl) -Alanine - N, N'-methylenebis-glycine

- la N-(aminomethyl)-N-(carboxymethyl)-glycineN- (aminomethyl) -N- (carboxymethyl) -glycine

- la N-(aminomethyl)-N-(carboxymethyl)-glycineN- (aminomethyl) -N- (carboxymethyl) -glycine

- l'acide 2,2'-(methylhydrazono)bis-acetique- 2,2 '- (methylhydrazono) bis-acetic acid

- la N-(2-carboxyethyl)-N-(4-methylphenyl)-beta-Alanine - la N-(2-carboxyethyl)-N-(3-methylphenyl)-beta-AlanineN- (2-carboxyethyl) -N- (4-methylphenyl) -beta-alanine - N- (2-carboxyethyl) -N- (3-methylphenyl) -beta-alanine

- la 3-[(carboxymethyl)amino]-Alanine3 - [(carboxymethyl) amino] -Alanine

- la D-alpha-aspartyl-D-Alanine- D-alpha-aspartyl-D-Alanine

- la N-(2-carboxyethyl)-N-(1-oxohexadecyl)-beta-AlanineN- (2-carboxyethyl) -N- (1-oxohexadecyl) -beta-alanine

- la N-(2-carboxyethyl)-N-(1-oxodecyl)-beta-Alanine - la N-(2-carboxyethyl)-N-(1-oxotetradecyl)-beta-AlanineN- (2-carboxyethyl) -N- (1-oxodecyl) -beta-alanine - N- (2-carboxyethyl) -N- (1-oxotetradecyl) -beta-alanine

- l'acide amino[(carboxymethyl)thio]- Acétiqueamino acid [(carboxymethyl) thio] - acetic acid

- la N,N'-1 ,6-hexanediylbis-beta-AlanineN, N'-1,6-hexanediylbis-beta-Alanine

- la N-(carboxymethyl)-N-phenyl-beta-AlanineN- (carboxymethyl) -N-phenyl-beta-Alanine

- la N-(i-carboxyethyl)- L-Alanine - l'acide L-glutamiqueN- (i-carboxyethyl) -L-Alanine - L-glutamic acid

- l'acide L-aspartique.- L-aspartic acid.

On peut également citer, seul ou en mélange, les acides tricarboxyliques et tétra- carboxyliques suivants, ainsi que leurs anhydrides: - L'acide 3,3',3"-[1 ,2,3-propanetriyltris(oxy)]tris-propanoïqueThe following tricarboxylic and tetracarboxylic acids and their anhydrides may also be mentioned alone or as a mixture: - 3,3 ', 3 "- [1,2,3-propanetriyltris (oxy)] acid propanoic

- L'acide Pyrazinetricarboxylique- Pyrazinetricarboxylic acid

- L'acide 4-(3-carboxyphenyl)-2,5-Pyridinedicarboxylique4- (3-carboxyphenyl) -2,5-pyridinedicarboxylic acid

- L'acide 3-(carboxymethyl)-2,4-Quinolinedicarboxylique- 3- (carboxymethyl) -2,4-quinolinedicarboxylic acid

- L'acide 3-(carboxymethyl)-1 H-lndole-2,5-dicarboxylique - L'acide 3-C-carboxy-2-deoxy-D-threo-Pentarique3- (carboxymethyl) -1H-indole-2,5-dicarboxylic acid - 3-C-carboxy-2-deoxy-D-threo-pentaric acid

- L'acide Hydroxycitrique- Hydroxycitric acid

- L'acide D-glucopyranuronosyl-D-arabino-2-HexulofuranosidariqueD-glucopyranuronosyl-D-arabino-2-hexulofuranosidaric acid

- L'acide 2,3,5,6-Pyridinetetracarboxylique- 2,3,5,6-Pyridinetetracarboxylic acid

- la N,N'-1 ,2-ethanediylbis[N-(carboxymethyl)- β-Alanine - l'acide L-α-aspartyl-L-AspartiqueN, N'-1, 2-ethanediylbis [N- (carboxymethyl) -β-alanine - L-α-aspartyl-L-Aspartic acid

- l'acide 4-[bis(carboxymethyl)amino]-Benzoique4- [bis (carboxymethyl) amino] benzoic acid

- l'acide 7-[bis(carboxymethyl)amino]-Heptanoique7- [bis (carboxymethyl) amino] -Heptanoic acid

- l'acide N-(2-carboxyethyl)-Aspartique - l'acide 3-[bis(2-carboxyethyl)amino]-Benzoique- N- (2-carboxyethyl) -Aspartic acid 3- [bis (2-carboxyethyl) amino] benzoic acid

- l'acide 4-[bis(2-carboxyethyl)amino]-Benzoique.4- [bis (2-carboxyethyl) amino] benzoic acid.

De préférence, on peut utiliser l'acide 6,6'-[(1 ,2-dioxo-1 ,2-ethanediyl)diimino]bis- hexanoïque, l'acide 2,2'-sulfinylbis-acétique, l'acide 4,13-dioxo-3,5,12,14- tetraazahexadecanedioïque, le poly(ethylene glycol)disuccinate, le poly(ethylene glycol)bis(carboxymethyl)éther, l'acide 8-[(carboxymethyl)amino]-8-oxo- octanoïque, l'acide 2,2'-[methylenebis(sulfonyl)]bis-acétique, l'acide 4,4'-(1 ,6- hexanediyldiimino)bis[4-oxo-butanoïque], l'acide 4,9-dioxo-3,5,8, 10- tétraazadodecanedioïque, l'acide 4-[(1-carboxyethyl)amino]-4-oxo-butanoïque, l'acide 6-[(3-carboxy-1-oxopropyl)amino]-hexanoïque, la N,N'-(1 ,6-dioxo-1 ,6- hexanediyl)bis-glycine, la N,N'-(1 ,3-dioxo-1 ,3-propanediyl)bis-glycine, l'acide 4,7,9, 12-tétraoxapentadecanedioïque, l'acide 4-Pyranone-2,6-dicarboxylique, l'acide 2,5-Pyrazinedicarboxylique, l'acide 1 H-lmidazole-4,5-dicarboxylique, l'acide 2,6-Pyrazinedicarboxylique, l'acide 2,5-Furanedicarboxylique, l'acide 3,4- Furanedicarboxylique, l'acide 2,3-Furanedicarboxylique, l'acide 2,5-diphenyl-3,4- Furanedicarboxylique, l'acide 2-methyl-3,4-Furanedicarboxylique, l'acide D- Tartarique, l'acide DL-Tartarique, l'acide L-Tartarique, l'acide Galactarique, l'acide D-Glucarique; L'acide 2,5-Pyridinedicarboxylique, l'acide 2,5- Pyrrolidinedicarboxylique, l'acide 1-phenyl-1 H-Pyrrole-3,4-dicarboxylique, l'acide 2,4-Pyrrolidinedicarboxylique, l'acide 5-phenyl-2,4-Pyrrolidinedicarboxylique, l'acide 3,5-Piperidinedicarboxylique, l'acide 3,4-Pyrrolidinedicarboxylique, l'acide 1 -butyl-2,5-Pyrrolidinedicarboxylique, l'acide 1 -(phenylmethyl)-3,4-Preferably, 6,6 '- [(1,2-dioxo-1,2-ethanediyl) diimino] bishexanoic acid, 2,2'-sulphinylbisacetic acid, , 13-dioxo-3,5,12,14-tetraazahexadecanedioic acid, poly (ethylene glycol) disuccinate, poly (ethylene glycol) bis (carboxymethyl) ether, 8 - [(carboxymethyl) amino] -8-oxo octanoic acid, 2,2 '- [methylenebis (sulphonyl)] bis-acetic acid, 4,4' - (1,6-hexanediyldiimino) bis [4-oxo-butanoic acid], 4-acid, 9-dioxo-3,5,8,10-tetraazadodecanedioic acid, 4 - [(1-carboxyethyl) amino] -4-oxo-butanoic acid, 6 - [(3-carboxy-1-oxopropyl) amino acid ] -hexanoic acid, N, N '- (1,6-dioxo-1,6-hexanediyl) bis-glycine, N, N' - (1,3-dioxo-1,3-propanediyl) bis-glycine, 4,7,9,12-tetraoxapentadecanedioic acid, 4-pyranone-2,6-dicarboxylic acid, 2,5-pyrazinedicarboxylic acid, 1H-1-imidazole-4,5-dicarboxylic acid, 2,6-Pyrazinedicarboxylic acid, 2,5-Furanedicarboxylic acid, 3,4-Furanedicarboxylic acid, 2,3-Furan acid edicarboxylic acid, 2,5-diphenyl-3,4-furanedicarboxylic acid, 2-methyl-3,4-furanedicarboxylic acid, D-tartaric acid, DL-Tartaric acid, L-Tartaric acid , Galactaric acid, D-Glucaric acid; 2,5-Pyridinedicarboxylic acid, 2,5-pyrrolidinedicarboxylic acid, 1-phenyl-1H-pyrrole-3,4-dicarboxylic acid, 2,4-pyrrolidinedicarboxylic acid, 5- phenyl-2,4-pyrrolidinedicarboxylic acid, 3,5-piperidinedicarboxylic acid, 3,4-pyrrolidinedicarboxylic acid, 1-butyl-2,5-pyrrolidinedicarboxylic acid, 1 - (phenylmethyl) -3 acid, 4-

Pyrrolidinedicarboxylique, la N-(2-carboxyethyl)-N-phenyl-β-Alanine, la N- (carboxymethyl)-N-octyl-glycine, la N-(1-carboxyethyl)-L-Alanine, l'acide L- glutamique, l'acide L-aspartique, l'acide N-(2-carboxyethyl)-Aspartique; et leurs mélanges.Pyrrolidinedicarboxylic acid, N- (2-carboxyethyl) -N-phenyl-β-alanine, N- (carboxymethyl) -N-octyl-glycine, N- (1-carboxyethyl) -L-alanine, L-acid glutamic acid, L-aspartic acid, N- (2-carboxyethyl) -Aspartic acid; and their mixtures.

On préférera tout particulièrement l'acide 2,2'-sulfinylbis-acétique, l'acide 2,2'- [methylenebis(sulfonyl)]bis-acétique, la N,N'-(1 ,3-dioxo-1 ,3-propanediyl)bis- glycine, l'acide 2,5-Furanedicarboxylique, l'acide D-Tartarique, l'acide DL- Tartarique, l'acide L-Tartarique, l'acide Galactarique, l'acide L-glutamique, l'acide L-aspartique, et leurs mélanges.2,2'-sulfinylbisacetic acid, 2,2'-[methylenebis (sulphonyl)] bis-acetic acid, N, N '- (1,3-dioxo-1,3) are particularly preferred. propanediyl) bisglycine, 2,5-Furanedicarboxylic acid, D-Tartaric acid, DL-Tartaric acid, L-Tartaric acid, Galactaric acid, L-glutamic acid, L-aspartic acid, and mixtures thereof.

On peut également utiliser une lactone comprenant au moins un groupement car- boxylique, notamment 1 , 2 ou 3 groupements COOH. De préférence, les lactones comprennent 5 à 14 atomes de carbone, notamment 6 à 13, voire 6 à 12 atomes de carbone.It is also possible to use a lactone comprising at least one carboxylic group, in particular 1, 2 or 3 COOH groups. Preferably, the lactones comprise 5 to 14 carbon atoms, in particular 6 to 13 or even 6 to 12 carbon atoms.

On peut tout particulièrement citer, seul ou en mélange, les lactones suivantes :The following lactones can be mentioned, alone or as a mixture:

- L'acide tetrahydro-2,2-dimethyl-5-oxo-3-Furancarboxylique- tetrahydro-2,2-dimethyl-5-oxo-3-furancarboxylic acid

- L'acide 4,7,7-trimethyl-3-oxo-2-Oxabicyclo[2.2.1]heptane-1-carboxylique- 4,7,7-trimethyl-3-oxo-2-oxabicyclo [2.2.1] heptane-1-carboxylic acid

- L'acide 4,6-dimethyl-2-oxo-2H-Pyran-5-carboxylique - L'acide 2-oxo-2H-Pyran-5-carboxylique-2-Pentenedioique- 4,6-dimethyl-2-oxo-2H-pyran-5-carboxylic acid - 2-Oxo-2H-Pyran-5-carboxylic acid-2-Pentenedioic acid

- L'acide 2-oxo-2H-1-Benzopyran-3-carboxylique- 2-oxo-2H-1-Benzopyran-3-carboxylic acid

- l'acide 2-oxo-2H-Pyran-6-carboxylique2-oxo-2H-pyran-6-carboxylic acid

- L'acide 1 ,3-dihydro-3-oxo-1-lsobenzofurancarboxylique - L'acide 4-methyl-2-oxo-2H-1-Benzopyran-3-carboxylique- 1, 3-Dihydro-3-oxo-1-lsobenzofurancarboxylic acid - 4-methyl-2-oxo-2H-1-Benzopyran-3-carboxylic acid

- L'acide 1-oxo-1 H-2-Benzopyran-3-carboxylique- 1-Oxo-1H-2-Benzopyran-3-carboxylic acid

- L'acide 8-methoxy-2-oxo-2H-1-Benzopyran-3-carboxylique- 8-methoxy-2-oxo-2H-1-Benzopyran-3-carboxylic acid

- L'acide 2-oxo-1-Oxaspiro[4.5]decane-4-carboxylique- 2-Oxo-1-Oxaspiro [4.5] decane-4-carboxylic acid

- L'acide 2-oxo-2H-Pyran-3-carboxylicique - L'acide 4-methyl-2-oxo-2H-Pyran-6-carboxylique2-oxo-2H-pyran-3-carboxylic acid - 4-methyl-2-oxo-2H-pyran-6-carboxylic acid

- L'acide 3-oxo-3H-Naphtho[2,1-b]pyran-2-carboxylique- 3-oxo-3H-Naphtho [2,1-b] pyran-2-carboxylic acid

- L'acide tetrahydro-5-oxo-2,3-furandicarboxylique- tetrahydro-5-oxo-2,3-furandicarboxylic acid

- L'acide 1 ,3-dihydro-3-oxo-4-lsobenzofurancarboxylique- 1,3-Dihydro-3-oxo-4-lsobenzofurancarboxylic acid

- L'acide 1 ,3-dihydro-1-oxo- 5-lsobenzofurancarboxylique - L'acide hexahydro-2-oxo-3,5-Methano-2H-cyclopenta[b]furan-7-carboxylique- 1,3-Dihydro-1-oxo-5-lsobenzofurancarboxylic acid - hexahydro-2-oxo-3,5-methano-2H-cyclopenta [b] furan-7-carboxylic acid

- L'acide 6-methyl-2,4-dioxo-2H-Pyran-5-carboxylique- 6-methyl-2,4-dioxo-2H-pyran-5-carboxylic acid

- L'acide 1-oxo-3-lsochromancarboxylique- 1-oxo-3-lsochromancarboxylic acid

- L'acide 2-oxo-2H-1-Benzopyran-6-carboxylique- 2-oxo-2H-1-Benzopyran-6-carboxylic acid

- L'acide 6-methyl-2-oxo-2H-1-Benzopyran-3-carboxylique - L'acide 2,5-dihydro-4,5,5-trimethyl-2-oxo-3-Furancarboxylique- 6-methyl-2-oxo-2H-1-benzopyran-3-carboxylic acid - 2,5-dihydro-4,5,5-trimethyl-2-oxo-3-furancarboxylic acid

- L'acide tetrahydrc-5-oxo-2-phenyl- 3-Furancarboxylique- tetrahydroc-5-oxo-2-phenyl-3-furancarboxylic acid

- L'acide tetrahydro-5-oxo-4-propyl-2-Furoïque- tetrahydro-5-oxo-4-propyl-2-furoic acid

- L'acide 2-butyl-2,3-dideoxy-pentarique- 2-Butyl-2,3-dideoxy-pentaric acid

- L'acide 2-oxo 2H-1-Benzopyran-7-carboxylique - L'acide 2-oxo-1-Oxaspiro[4.4]nonane-4-carboxylique- 2-oxo-2H-1-benzopyran-7-carboxylic acid - 2-oxo-1-Oxaspiro [4.4] nonane-4-carboxylic acid

- L'acide 4-ethyltetrahydro-5-oxo-2-furoïque- 4-ethyltetrahydro-5-oxo-2-furoic acid

- L'acide 5-ethyltetrahydro-2,3-dimethyl-6-oxo-2H-Pyran-2-carboxylique5-ethyltetrahydro-2,3-dimethyl-6-oxo-2H-pyran-2-carboxylic acid

- L'acide 7-methoxy-2-oxo-2H-1-benzopyran-3-carboxylique7-methoxy-2-oxo-2H-1-benzopyran-3-carboxylic acid

- L'acide 2-oxo-2H-1-Benzopyran-4-carboxylique - L'acide 2-oxo-6-pentyl-2H-Pyran-3-carboxylique- 2-Oxo-2H-1-Benzopyran-4-carboxylic acid - 2-oxo-6-pentyl-2H-pyran-3-carboxylic acid

- L'acide 7-oxo-4-Oxepanecarboxylique- 7-Oxo-4-Oxepanecarboxylic acid

- L'acide 3-(carboxymethyl)-2,3-dideoxy-pentarique3- (carboxymethyl) -2,3-dideoxy-pentaric acid

- L'acide 2,3-dihydro-2-oxo- 7-benzofurancarboxylique2,3-Dihydro-2-oxo-7-benzofurancarboxylic acid

- L'acide 1 ,3,4,5-tetrahydro-1-oxo-2-benzoxepin-7-carboxylique - L'acide 3,4-dihydro-3-oxo-1 H-2-benzopyran-6-carboxylique- 1, 3,4,5-tetrahydro-1-oxo-2-benzoxepin-7-carboxylic acid - 3,4-dihydro-3-oxo-1H-2-benzopyran-6-carboxylic acid

- L'acide 2,3,4,5-tetrahydro-2-oxo-1-Benzoxepin-7-carboxylique2,3,4,5-tetrahydro-2-oxo-1-benzoxepin-7-carboxylic acid

- L'acide 3,4-dihydro-1-oxo-1 H-2-benzopyran-8-carboxylique3,4-Dihydro-1-oxo-1H-2-benzopyran-8-carboxylic acid

- L'acide 1 ,3,4,5-tetrahydro-3-oxo-2-benzoxepin-9-carboxylique1, 3,4,5-tetrahydro-3-oxo-2-benzoxepin-9-carboxylic acid

- L'acide 1 ,3,4,5-tetrahydro-3-oxo-2-Benzoxepin-7-carboxylique - L'acide 3,4-dihydro-2-oxo- 2H-1-benzopyran-8-carboxylique- 1, 3,4,5-tetrahydro-3-oxo-2-benzoxepin-7-carboxylic acid - 3,4-dihydro-2-oxo-2H-1-benzopyran-8-carboxylic acid

- L'acide 1 ,3,4,5-tetrahydro-1-oxo-2-benzoxepin-9-carboxylicique1, 3,4,5-tetrahydro-1-oxo-2-benzoxepin-9-carboxylic acid

- L'acide 3,4-dihydro-1-oxo-1 H-2-benzopyran-6-carboxylique3,4-Dihydro-1-oxo-1H-2-benzopyran-6-carboxylic acid

- L'acide 3,4-dihydro-3-oxo-1 H-2-benzopyran-8-carboxylique - L'acide 2,3,4,5-tetrahydro-2-oxo-1-benzoxepin-9-carboxylique3,4-Dihydro-3-oxo-1H-2-benzopyran-8-carboxylic acid 2,3,4,5-tetrahydro-2-oxo-1-benzoxepin-9-carboxylic acid

- La lactone de l'acide isocitrique- The lactone of isocitric acid

- L'acide 5-oxo-2-tetrahydrofuranecarboxylique.5-oxo-2-tetrahydrofuranecarboxylic acid.

De préférence, on peut utiliser l'acide tetrahydro-5-oxo-2,3-furandicarboxylique, l'acide 1 ,3-dihydro-3-oxo-4-lsobenzofurancarboxylique, l'acide 1 ,3-dihydro-1- OXO- 5-lsobenzofurancarboxylique, l'acide tetrahydro-5-oxo-2-phenyl-3- furanecarboxylique, la lactone de l'acide isocitrique, l'acide 5-oxo-2- tetrahydrofuranecarboxylique et leurs mélanges.Preferably, tetrahydro-5-oxo-2,3-furandicarboxylic acid, 1,3-dihydro-3-oxo-4-lsobenzofurancarboxylic acid, 1,3-dihydro-1-oxo acid may be used. 5-Isobenzofurancarboxylic acid, tetrahydro-5-oxo-2-phenyl-3-furancarboxylic acid, lactone of isocitric acid, 5-oxo-2-tetrahydrofurancarboxylic acid and mixtures thereof.

Ces acides polycarboxyliques particuliers, leurs anhydrides et/ou les lactones, peuvent être employés seuls, ou en mélange entre eux, ou encore en mélange avec un ou plusieurs acides polycarboxyliques additionnels. Les acides polycarboxyliques particuliers tels que définis ci-dessus peuvent donc représenter 0,5 à 100% en poids, notamment 1 à 95% en poids, voire 2 à 70% en poids de la quantité totale d'acides polycarboxyliques. Les acides polycarboxyliques additionnels peuvent donc représenter 0,1 à 99,5% en poids, notamment 5 à 99% en poids, voire 30 à 98% en poids de la quantité totale d'acides polycarboxy- liques.These particular polycarboxylic acids, their anhydrides and / or lactones can be used alone, or in mixture with one another, or in admixture with one or more additional polycarboxylic acids. The particular polycarboxylic acids as defined above can therefore represent 0.5 to 100% by weight, especially 1 to 95% by weight, or even 2 to 70% by weight of the total amount of polycarboxylic acids. The additional polycarboxylic acids can therefore represent 0.1 to 99.5% by weight, especially 5 to 99% by weight, or even 30 to 98% by weight of the total amount of polycarboxylic acids.

Les acides polycarboxyliques additionnels peuvent notamment être des acides polycarboxyliques, saturés ou insaturés, voire aromatiques, linéaires, ramifiés et/ou cycliques, comprenant au moins 2 groupes carboxyliques COOH, notamment 2 à 4 groupes COOH; et/ou un anhydride cyclique d'un tel acide polycarboxylique. On peut bien évidemment utiliser un mélange de tels acides polycarboxyliques et/ou d'anhydrides. Ledit acide polycarboxylique additionnel peut notamment être choisi parmi les acides polycarboxyliques linéaires, ramifiés et/ou cycliques, saturés ou insaturés, voire aromatiques, comprenant 2 à 50, notamment 2 à 40, atomes de carbone, en particulier 3 à 36, voire 3 à 18, et encore mieux 4 à 12 atomes de carbone, voire 4 à 10 atomes de carbone; ledit acide comprend au moins deux groupes carboxyliques COOH, de préférence de 2 à 4 groupes COOH. De préférence, ledit acide polycarboxylique additionnel est aliphatique saturé, linéaire et comprend 2 à 36 atomes de carbone, notamment 3 à 18 atomes de car- bone, voire 4 à 12 atomes de carbone; ou bien est aromatique et comprend 8 à 12 atomes de carbone. Il comprend de préférence 2 à 4 groupes COOH. Ledit anhydride cyclique d'un tel acide polycarboxylique additionnel peut notamment répondre à l'une des formules suivantes :The additional polycarboxylic acids may in particular be polycarboxylic acids, saturated or unsaturated, or even aromatic, linear, branched and / or cyclic, comprising at least 2 carboxylic groups COOH, especially 2 to 4 COOH groups; and / or a cyclic anhydride of such a polycarboxylic acid. It is of course possible to use a mixture of such polycarboxylic acids and / or anhydrides. Said additional polycarboxylic acid may in particular be chosen from linear, branched and / or cyclic, saturated or unsaturated or even aromatic polycarboxylic acids, comprising 2 to 50, especially 2 to 40, carbon atoms, in particular 3 to 36, or even 3 to 18, and more preferably 4 to 12 carbon atoms, or even 4 to 10 carbon atoms; said acid comprises at least two carboxylic groups COOH, preferably from 2 to 4 COOH groups. Preferably, said additional polycarboxylic acid is saturated, linear aliphatic and comprises 2 to 36 carbon atoms, especially 3 to 18 carbon atoms, or even 4 to 12 carbon atoms; or is aromatic and comprises 8 to 12 carbon atoms. It preferably comprises 2 to 4 COOH groups. Said cyclic anhydride of such an additional polycarboxylic acid may in particular correspond to one of the following formulas:

Figure imgf000019_0001
dans lesquelles les groupements A et B sont, indépendamment l'un de l'autre, :
Figure imgf000019_0001
in which the groups A and B are independently of each other:

- un atome d'hydrogène,a hydrogen atom,

- un radical carboné, aliphatique, saturé ou insaturé, linéaire, ramifié et/ou cyclique, ou bien aromatique; comprenant 1 à 16 atomes de carbone, notamment 2 à 10 atomes de carbone, voire 4 à 8 atomes de carbone, notamment méthyle ou éthyle;a saturated or unsaturated, linear, branched and / or cyclic, or aromatic, carbon, aliphatic radical; comprising 1 to 16 carbon atoms, especially 2 to 10 carbon atoms, or even 4 to 8 carbon atoms, especially methyl or ethyl;

- ou bien A et B pris ensemble forment un cycle comprenant au total 5 à 7, notamment 6 atomes de carbone, saturé ou insaturé, voire aromatique.or A and B taken together form a ring comprising in total 5 to 7, in particular 6 carbon atoms, saturated or unsaturated, or even aromatic.

De préférence, A et B représentent un atome d'hydrogène ou forment ensemble un cycle aromatique comprenant au total 6 atomes de carbone.Preferably, A and B represent a hydrogen atom or together form an aromatic ring comprising a total of 6 carbon atoms.

Parmi les acides polycarboxyliques additionnels ou leurs anhydrides, susceptibles d'être employés, on peut citer, seul ou en mélange :Among the additional polycarboxylic acids or their anhydrides that may be used, mention may be made, alone or as a mixture:

- les acides dicarboxyliques tels que l'acide décanedioïque, l'acide dodécanedioï- que, l'acide cyclopropanedicarboxylique, l'acide cyclohexanedicarboxylique, l'acide cyclobutanedicarboxylique, l'acide naphtalène-1 ,4-dicarboxylique, l'acide naphtalène-2,3-dicarboxylique, l'acide naphtalène-2,6-dicarboxylique, l'acide subé- rique, l'acide oxalique, l'acide malonique, l'acide succinique, l'acide phtalique, l'acide téréphtalique, l'acide isophtalique, l'acide tétrahydrophtalique, l'acide hexa- hydrophtalique, l'acide pimélique, l'acide sébacique, l'acide azélaïque, l'acide glu- tarique, l'acide adipique, l'acide fumarique, l'acide maléïque, l'acide itaconique, les dimères d'acides gras (notamment en C36) tels que les produits commercialisés sous les dénominations Pripol 1006, 1009, 1013 et 1017, par Uniqema;dicarboxylic acids such as decanedioic acid, dodecanedioic acid, cyclopropanedicarboxylic acid, cyclohexanedicarboxylic acid, cyclobutanedicarboxylic acid, naphthalene-1,4-dicarboxylic acid and naphthalene-2 acid; , 3-dicarboxylic acid, naphthalene-2,6-dicarboxylic acid, suberic acid, oxalic acid, malonic acid, succinic acid, phthalic acid, terephthalic acid, isophthalic acid, tetrahydrophthalic acid, hexahydrophthalic acid, pimelic acid, sebacic acid, azelaic acid, glutamic acid, adipic acid, fumaric acid, acid maleic acid, itaconic acid, dimers of fatty acids (in particular C36) such as the products sold under the names Pripol 1006, 1009, 1013 and 1017, by Uniqema;

- les acides tricarboxyliques tels que l'acide cyclohexanetricarboxylique, l'acide tri- mellitique, l'acide 1 ,2,3-benzènetricarboxylique, l'acide 1 ,3,5-benzènetricarboxy- lique;tricarboxylic acids such as cyclohexanetricarboxylic acid, trimellitic acid, 1,2,3-benzenetricarboxylic acid, 1,3,5-benzenetricarboxylic acid;

- les acides tétracarboxyliques tels que l'acide butanetétracarboxylique et l'acide pyroméllitique,tetracarboxylic acids such as butanetetracarboxylic acid and pyromellitic acid,

- les anhydrides cycliques de ces acides et notamment l'anhydride phtalique, l'anhydride trimellitique, l'anhydride maléïque et l'anhydride succinique. De préférence, on peut utiliser l'acide adipique, l'anhydride phtalique et/ou l'acide isophtalique, et encore mieux l'acide isophtalique seul.cyclic anhydrides of these acids and especially phthalic anhydride, trimellitic anhydride, maleic anhydride and succinic anhydride. Preferably, it is possible to use adipic acid, phthalic anhydride and / or isophthalic acid, and even better isophthalic acid alone.

La quantité totale d'acides polycarboxyliques (particuliers et additionnels), de leurs anhydrides cycliques et de lactones, représente de préférence 1 à 40, par exem- pie de 5 à 40% en poids, notamment 10 à 30% en poids, et mieux 14 à 25% en poids, du poids total du polycondensat final.The total amount of polycarboxylic acids (particular and additional), their cyclic anhydrides and lactones is preferably 1 to 40, for example 5 to 40% by weight, especially 10 to 30% by weight, and more preferably 14 to 25% by weight, of the total weight of the final polycondensate.

Le polycondensat selon l'invention peut en outre comprendre une silicone à fonction hydroxyle (OH) et/ou carboxylique (COOH). Elle peut comprendre 1 à 3 fonc- tions hydroxyle et/ou carboxylique, et comprend de préférence deux fonctions hydroxyle ou bien deux fonctions carboxyliques. Ces fonctions peuvent être situées en bout de chaîne ou dans la chaîne, mais avantageusement en bout de chaîne. On emploie de préférence des silicones ayant une masse moléculaire moyenne en poids (Mw) comprise entre 300 et 20000, notamment 400 et 10 000, voire 800 et 4000.The polycondensate according to the invention may further comprise a hydroxyl functional silicone (OH) and / or carboxylic acid (COOH). It can comprise 1 to 3 hydroxyl and / or carboxylic functions, and preferably comprises two hydroxyl functions or two carboxylic functions. These functions can be located at the end of the chain or in the chain, but advantageously at the end of the chain. Silicones having an average molecular weight are preferably employed by weight (Mw) of between 300 and 20000, in particular 400 and 10,000, or even 800 and 4000.

Cette silicone peut être de formule :This silicone can be of formula:

Figure imgf000021_0001
dans laquelle :
Figure imgf000021_0001
in which :

- W et W sont, indépendamment l'un de l'autre, OH ou COOH; de préférence W=W;- W and W are, independently of one another, OH or COOH; preferably W = W;

- p et q sont, indépendamment l'un de l'autre, égaux à 0 ou 1 , - R et R' sont, indépendamment l'un de l'autre, un radical divalent carboné, notamment hydrocarboné, saturé ou insaturé, voire aromatique, linéaire, ramifié et/ou cyclique; comprenant 1 à 12 atomes de carbone, notamment 2 à 8 atomes de carbone, et comprenant éventuellement en outre 1 ou plusieurs hétéroatomes choisis parmi O, S et N, notamment O (éther); notamment R et/ou R' peuvent être de formule -(CH2)a- avec a=1-12, et notamment méthylène, éthylène, propylène, phénylène; ou bien de formule -[(CH2)X O]z- avec x = 1 , 2 ou 3 et z = 1-10; en particulier x=2 ou 3 et z=1 -4; et mieux x=3 et z=1.p and q are, independently of one another, equal to 0 or 1, R and R 'are, independently of one another, a divalent carbon radical, in particular hydrocarbon radical, saturated or unsaturated, or aromatic, linear, branched and / or cyclic; comprising 1 to 12 carbon atoms, especially 2 to 8 carbon atoms, and optionally further comprising 1 or more heteroatoms selected from O, S and N, especially O (ether); in particular R and / or R 'may be of formula - (CH 2 ) a - with a = 1-12, and especially methylene, ethylene, propylene, phenylene; or of formula - [(CH 2 ) X O] z - with x = 1, 2 or 3 and z = 1-10; in particular x = 2 or 3 and z = 1-4; and better x = 3 and z = 1.

- R1 à R6 sont, indépendamment l'un de l'autre, un radical carboné linéaire, rami- fié et/ou cyclique, saturé ou insaturé voire aromatique; comprenant 1 à 20 atomes de carbone, notamment 2 à 12 atomes de carbone; de préférence, R1 à R6 sont saturés ou bien aromatiques, et peuvent notamment être choisis parmi les radicaux alkyles, en particulier les radicaux méthyle, éthyle, propyle, isopropyle, bu- tyle, pentyle, hexyle, octyle, décyle, dodécyle et octadécyle, les radicaux cycloal- kyles, en particulier le radical cyclohexyle, les radicaux aryles, notamment phényle et naphtyle, les radicaux arylalkyles, notamment benzyle et phényléthyle, ainsi que les radicaux tolyle et xylyle.R1 to R6 are, independently of one another, a linear, branched and / or cyclic, saturated or unsaturated or even aromatic carbon radical; comprising 1 to 20 carbon atoms, especially 2 to 12 carbon atoms; preferably, R1 to R6 are saturated or aromatic, and may especially be chosen from alkyl radicals, in particular the methyl, ethyl, propyl, isopropyl, butyl, pentyl, hexyl, octyl, decyl, dodecyl and octadecyl radicals, cycloalkyl radicals, in particular the cyclohexyl radical, aryl radicals, especially phenyl and naphthyl radicals, arylalkyl radicals, in particular benzyl and phenylethyl radicals, as well as tolyl and xylyl radicals.

- m et n sont, indépendamment l'un de l'autre, des entiers compris entre 1 et 140, et sont tels que la masse moléculaire moyenne en poids (Mw) de la silicone est comprise entre 300 et 20 000, notamment entre 400 et 10 000, voire entre 800 et 4000.m and n are, independently of each other, integers between 1 and 140, and are such that the weight average molecular weight (Mw) of the silicone is between 300 and 20,000, in particular between 400 and and 10,000 or even between 800 and 4000.

On peut notamment citer les polyalkylsiloxanes α,ω-diol ou α,ω-dicarboxylique, et notamment les polydiméthysiloxanes α,ω-diol et les polydiméthylsiloxanes α,ω- dicarboxylique; les polyarylsiloxanes α,ω-diol ou α,ω-dicarboxylique et notamment les polyphénylsiloxanes α,ω-diol ou α,ω-dicarboxylique; les polyarylsiloxanes à fonctions silanol tels que le polyphénylsiloxane; les polyalkylsiloxanes à fonctions silanol tels que le polydiméthylsiloxane; les polyaryl/alkylsiloxanes à fonctions silanol tels que le polyphényl/méthylsiloxane ou encore le polyphé- nyl/propylsiloxane. Tout particulièrement, on utilisera les polydiméthysiloxanes α,ω-diol de masse mo- léculaire moyenne en poids (Mw) comprise entre 400 et 10 000, voire entre 500 et 5000, et notamment entre 800 et 4000.Mention may in particular be made of α, ω-diol or α, ω-dicarboxylic polyalkylsiloxanes, and in particular α, ω-diol polydimethylsiloxanes and α, ω-dicarboxylic polydimethylsiloxanes; the α, ω-diol or α, ω-dicarboxylic polyarylsiloxanes, and in particular the α, ω-diol or α, ω-dicarboxylic polyphenylsiloxanes; silanol-functional polyarylsiloxanes such as polyphenylsiloxane; silanol-functional polyalkylsiloxanes such as polydimethylsiloxane; silanol functional polyaryl / alkylsiloxanes such as polyphenyl / methylsiloxane or polyphenyl / propylsiloxane. In particular, the α, ω-diol polydimethylsiloxanes of the average molecular weight (Mw) between 400 and 10,000, or between 500 and 5000, and especially between 800 and 4000.

Lorsqu'elle est présente, ladite silicone peut de préférence représenter 0,1 à 15% en poids, notamment 1 à 10% en poids, voire 2 à 8% en poids, du poids du poly- condensât.When present, said silicone may preferably represent 0.1 to 15% by weight, especially 1 to 10% by weight, or even 2 to 8% by weight, of the weight of the poly-condensate.

Dans un mode de réalisation préféré de l'invention, l'acide monocarboxylique aromatique est présent en quantité molaire inférieure ou égale à celle de l'acide monocarboxylique non aromatique; notamment le rapport entre le nombre de mole d'acide monocarboxylique aromatique et le nombre de mole d'acide monocarboxylique non aromatique est de préférence compris entre 0,08 et 0,70, notamment entre 0,10 et 0,60, en particulier entre 0,12 et 0,40.In a preferred embodiment of the invention, the aromatic monocarboxylic acid is present in a molar amount less than or equal to that of the nonaromatic monocarboxylic acid; in particular the ratio between the number of moles of aromatic monocarboxylic acid and the number of moles of nonaromatic monocarboxylic acid is preferably between 0.08 and 0.70, in particular between 0.10 and 0.60, in particular between 0.12 and 0.40.

On a constaté que cela permet notamment d'obtenir un polymère avantageusement soluble dans les milieux huileux généralement employés pour formuler des compositions cosmétiques de type rouges à lèvres ou fonds de teint; par ailleurs, le film obtenu présente une rigidité et une souplesse adéquates pour son utilisation dans ce type de formulation, tout en ayant une brillance et une tenue de la brillance telles que recherchées.It has been found that this makes it possible in particular to obtain a polymer that is advantageously soluble in the oily media generally used to formulate cosmetic compositions such as lipsticks or foundations; Moreover, the film obtained has adequate rigidity and flexibility for its use in this type of formulation, while having a brilliance and brightness hold as desired.

De préférence, le polycondensat selon l'invention présente :Preferably, the polycondensate according to the invention has:

- un indice d'acide, exprimé en mg d'hydroxyde de potassium par g de polycondensat, supérieur ou égal à 1 ; notamment compris entre 2 et 30, et encore mieux compris entre 2,5 et 15; et/ouan acid number, expressed as mg of potassium hydroxide per g of polycondensate, greater than or equal to 1; in particular between 2 and 30, and even better between 2.5 and 15; and or

- un indice d'hydroxyle exprimé en mg d'hydroxyde de potassium par g de poly- condensât, supérieur ou égal à 40; notamment compris entre 40 et 120, et encore mieux compris entre 45 et 80.a hydroxyl number expressed in mg of potassium hydroxide per g of poly-condensate, greater than or equal to 40; in particular between 40 and 120, and even better between 45 and 80.

Ces indices d'acide et d'hydroxyle peuvent être aisément déterminés par l'homme du métier par les méthodes analytiques habituelles.These acid and hydroxyl numbers can be easily determined by those skilled in the art by the usual analytical methods.

De préférence, le polycondensat selon l'invention présente une masse moléculaire moyenne en poids (Mw) comprise entre 1500 et 300 000, voire entre 2000 et 200 000, et notamment entre 3000 et 100 000.Preferably, the polycondensate according to the invention has a weight average molecular weight (Mw) of between 1500 and 300 000, even between 2000 and 200 000, and especially between 3000 and 100 000.

Le poids moléculaire moyen peut être déterminé par chromatographie par per- méation sur gel ou par diffusion de la lumière, selon la solubilité du polymère considéré.The average molecular weight can be determined by gel permeation chromatography or by light scattering, depending on the solubility of the polymer under consideration.

De préférence, le polycondensat selon l'invention présente une viscosité, mesurée à 1100C, comprise entre 20 et 4000 mPa.s, notamment entre 30 et 3500 mPa.s, voire entre 40 et 3000 mPa.s et encore mieux entre 50 et 2500 mPa.s. Cette vis- cosité est mesurée de la manière décrite avant les exemples.Preferably, the polycondensate according to the invention has a viscosity, measured at 110 ° C., of between 20 and 4000 mPa.s, in particular between 30 and 3500 mPa.s, even between 40 and 3000 mPa.s and even better between 50 and 4000 mPa.s. and 2500 mPa.s. This viscosity is measured as described before the examples.

Par ailleurs, le polycondensat est avantageusement soluble dans les milieux huileux cosmétiques usuellement employés, et notamment dans les huiles végétales, les alcanes, les esters gras, les alcools gras, les huiles de silicone, et plus particulièrement dans les milieux comprenant l'isododécane, le Parléam, l'isononanoate d'isononyle, l'octyldodécanol, la phényl triméthicone, le benzoate d'alkyle en C12- C15 et/ou la D5 (décaméthylcyclopentasiloxane).Moreover, the polycondensate is advantageously soluble in the oily cosmetic media usually employed, and in particular in vegetable oils, alkanes, fatty esters, fatty alcohols, silicone oils, and more particularly in media comprising isododecane, Parleam, isononyl isononanoate, octyldodecanol, phenyl trimethicone, alkyl benzoate C12-C15 and / or D5 (decamethylcyclopentasiloxane).

Par soluble, on entend que le polymère forme une solution limpide dans au moins un solvant choisi parmi l'isododécane, le Parléam, l'isononanoate d'isononyle, l'octyldodécanol et le benzoate d'alkyle en C12-C15, à raison d'au moins 50% en poids, à 700C. Certains composés présentent même une solubilité particulière- ment avantageuse dans certains domaines d'applications, à savoir une solubilité dans au moins un des solvants cités ci-dessus, à raison d'au moins 50% en poids, à 25°C."Soluble" means that the polymer forms a clear solution in at least one solvent chosen from isododecane, Parleam, isononyl isononanoate, octyldodecanol and C12-C15 alkyl benzoate, at least 50% by weight at 70 ° C. Some compounds even have a particularly advantageous solubility in certain fields of application, namely a solubility in at least one of the solvents mentioned above, from minus 50% by weight, at 25 ° C.

Le polycondensat selon l'invention peut être préparé par les procédés d'estérifica- tion/polycondensation usuellement employés par l'homme du métier. A titre d'illustration, un procédé général de préparation consiste :The polycondensate according to the invention can be prepared by the esterification / polycondensation processes usually employed by those skilled in the art. As an illustration, a general method of preparation consists of:

- à mélanger le polyol et les acides monocarboxyliques aromatiques et non aromatiques,- mixing the polyol and the aromatic and nonaromatic monocarboxylic acids,

- à chauffer le mélange sous atmosphère inerte, d'abord jusqu'à la température de fusion (généralement 100-1300C) et ensuite à une température comprise entreto heat the mixture under an inert atmosphere, first up to the melting temperature (generally 100-130 ° C.) and then at a temperature between

150 et 2200C jusqu'à consommation complète des acides monocarboxyliques (atteint lorsque l'indice d'acide est inférieur ou égal à 1 ), de préférence en distillant au fur et à mesure l'eau formée, puis150 and 220 0 C until complete consumption of the monocarboxylic acids (reached when the acid number is less than or equal to 1), preferably by distilling as the water formed, and then

- à éventuellement refroidir le mélange à une température comprise entre 90 et 150°C,to optionally cool the mixture to a temperature of between 90 and 150 ° C.,

- à ajouter l'acide polycarboxylique et/ou l'anhydride cyclique et/ou la lactone, et optionnellement la silicone à fonctions hydroxyles ou carboxyliques, en une seule fois ou de façon séquencée, puisto add the polycarboxylic acid and / or the cyclic anhydride and / or the lactone, and optionally the hydroxyl or carboxylic functional silicone, in one go or in a sequenced manner, then

- à chauffer à nouveau à une température inférieure ou égale à 2200C, notamment comprise entre 170 et 2200C, de préférence en continuant à éliminer l'eau formée, jusqu'à l'obtention des caractéristiques requises en terme d'indice d'acide, de viscosité, d'indice d'hydroxyle et de solubilité.- To heat again at a temperature of less than or equal to 220 0 C, in particular between 170 and 220 0 C, preferably continuing to remove the water formed, until the characteristics required in terms of index are obtained. acid, viscosity, hydroxyl number and solubility.

Il est possible d'ajouter des catalyseurs d'estérification conventionnels, par exemple de type acide sulfonique (notamment à une concentration pondérale comprise entre 1 et 10%) ou type titanate (notamment à une concentration pondérale comprise entre 5 et 100 ppm).It is possible to add conventional esterification catalysts, for example of the sulfonic acid type (especially at a concentration by weight of between 1 and 10%) or titanate type (in particular at a concentration by weight of between 5 and 100 ppm).

Il est également possible de réaliser la réaction, en tout ou en partie, dans un solvant inerte tel que le xylène et/ou sous une pression réduite, pour faciliter l'élimination de l'eau. Avantageusement, on n'utilise ni catalyseur ni solvant.It is also possible to carry out the reaction, in whole or in part, in an inert solvent such as xylene and / or under reduced pressure, to facilitate the removal of water. Advantageously, no catalyst or solvent is used.

Ledit procédé de préparation peut comprendre en outre une étape d'addition d'au moins un agent antioxydant dans le milieu réactionnel, notamment à une concen- tration pondérale comprise entre 0,01 et 1 %, par rapport au poids total de monomères, de façon à limiter les éventuelles dégradations liées à un chauffage prolongé.Said method of preparation may further comprise a step of adding at least one antioxidant agent to the reaction medium, in particular to a concentration of weight percentage between 0.01 and 1%, relative to the total weight of monomers, so as to limit any damage related to prolonged heating.

L'agent antioxydant peut être de type primaire ou de type secondaire, et peut être choisi parmi les phénols encombrés, les aminés secondaires aromatiques, les composés organophosphorés, les composés soufrés, les lactones, les bisphénols acrylés; et leurs mélanges.The antioxidant may be of primary or secondary type, and may be selected from hindered phenols, aromatic secondary amines, organophosphorus compounds, sulfur compounds, lactones, acrylated bisphenols; and their mixtures.

Parmi les antioxydants particulièrement préférés, on peut notamment citer le BHT, le BHA , le TBHQ, le 1 ,3,5-trimethyl-2,4,6,tris(3,5-di-tertbutyl-4-hydroxybenzyl)- benzène, l'octadecyl-3,5,di-tertbutyl-4-hydroxycinnamate, le tetrakis-methylene-3- (3,5-di-tertbutyl-4-hydroxy-phenyl)propionate méthane, l'octadecyl-3-(3,5-di- tertbutyl-4-hydroxyphenyl)propionate 2,5-di-tertbutyl hydroquinone, le 2,2-methyl- bis-(4-methyl-6-tertbutyl phénol), le 2,2-methylene-bis-(4-ethyl-6-tertbutyl phénol), le 4,4-butylidene-bis(6-tertbutyl-m-cresol), le N,N-hexamethylene bis(3,5-di- tertbutyl-4-hydroxyhydrocinnamamide), le pentaerythritol tetrakis (3-(3,5-di- tertbutyl-4-hydroxyphenyl)propionate) notamment celui commercialisé par CIBA sous le nom IRGANOX 1010; l'octadecyl 3-(3,5-di-tertbutyl-4-hydroxphenyl) pro- pionate notamment celui commercialisé par CIBA sous le nom IRGANOX 1076; la 1 ,3,5-tris(3,5-di-tertbutyl-4-hydroxybenzyl)-1 ,3,5-triazine-2,4,6(1 H,3H,5H)trione no- tamment celui commercialisée par Mayzo of Norcross, Ga sous le nom BNX 3114; le di(stearyl)pentaerythritol diphosphite, le tris(2,4-ditertbutyl phenyl)phosphite notamment celui commercialisé par CIBA sous le nom IRGAFOS 168; le dilauryl thiodipropionate notamment celui commercialisé par CIBA sous le nom IRGANOX PS800; le bis(2,4-di-tertbutyl)pentaerythritol diphosphite notamment celui com- mercialisé par CIBA sous le nom IRGAFOS 126; le bis(2,4-bis)[2-phénylpropan-2- yl]phényl)pentaérythritol diphosphite, le triphénylphosphite, le (2,4-di- tertbutylphenyl)pentaerythritol diphosphite notamment celui commercialisé par GE Specialty Chemicals sous le nom ULTRANOX 626; le tris(nonylphenyl)phosphite notamment celui commercialisé par CIBA sous le nom IRGAFOS TNPP; le mé- lange 1 :1 de N,N-hexamethylenebis(3,5-di-tertbutyl-4-hydroxy-hydrocinnamamide) et de tris(2,4-di-tertbutylphenyl)phosphate notamment celui commercialisé par CIBA sous le nom Irganox B 1171 ; le tetrakis (2,4-di-tert-butylphényl)phosphite notamment celui commercialisé par CIBA sous le nom IRGAFOS P-EPQ; le dis- téarylthiodipropionate notamment celui commercialisé par CIBA sous le nom IRGANOX PS802; le 2,4-bis(octylthiométhyl)o-crésol notamment celui commercialisé par CIBA sous le nom IRGANOX 1520; le 4,6-bis(dodécylthiométhyl)o-crésol notamment celui commercialisé par CIBA sous le nom IRGANOX 1726.Among the particularly preferred antioxidants, there may be mentioned BHT, BHA, TBHQ, 1,3,5-trimethyl-2,4,6, tris (3,5-di-tertbutyl-4-hydroxybenzyl) benzene , octadecyl-3,5, di-tert-butyl-4-hydroxycinnamate, tetrakis-methylene-3- (3,5-di-tert-butyl-4-hydroxy-phenyl) propionate methane, octadecyl-3- (3) 4,5-di-tert-butyl-4-hydroxyphenyl) propionate 2,5-di-tert-butyl hydroquinone, 2,2-methyl-bis- (4-methyl-6-tert-butylphenol), 2,2-methylene-bis- (4-ethyl-6-tert-butyl phenol), 4,4-butylidene-bis (6-tertbutyl-m-cresol), N, N-hexamethylene bis (3,5-di-tert-butyl-4-hydroxyhydrocinnamamide), pentaerythritol tetrakis (3- (3,5-di-tertbutyl-4-hydroxyphenyl) propionate), especially that marketed by CIBA under the name IRGANOX 1010; octadecyl 3- (3,5-di-tert-butyl-4-hydroxphenyl) propionate, especially that marketed by CIBA under the name IRGANOX 1076; 1,3,5-tris (3,5-di-tert-butyl-4-hydroxybenzyl) -1,3,5-triazine-2,4,6 (1H, 3H, 5H) trione, especially that marketed by Mayzo of Norcross, Ga under the name BNX 3114; di (stearyl) pentaerythritol diphosphite, tris (2,4-ditertbutylphenyl) phosphite, especially that marketed by CIBA under the name IRGAFOS 168; dilauryl thiodipropionate, in particular that marketed by CIBA under the name IRGANOX PS800; bis (2,4-di-tertbutyl) pentaerythritol diphosphite, especially that marketed by CIBA under the name IRGAFOS 126; bis (2,4-bis) [2-phenylpropan-2-yl] phenyl) pentaerythritol diphosphite, triphenylphosphite, (2,4-di-tertbutylphenyl) pentaerythritol diphosphite, especially that marketed by GE Specialty Chemicals under the name ULTRANOX 626 ; tris (nonylphenyl) phosphite, in particular that marketed by CIBA under the name IRGAFOS TNPP; the 1: 1 mixture of N, N-hexamethylenebis (3,5-di-tert-butyl-4-hydroxy-hydrocinnamamide) and tris (2,4-di-tert-butylphenyl) phosphate, in particular that marketed by CIBA under the name Irganox B 1171; tetrakis (2,4-di-tert-butylphenyl) phosphite, in particular that marketed by CIBA under the name IRGAFOS P-EPQ; distearylthiodipropionate, especially that marketed by CIBA under the name IRGANOX PS802; 2,4-bis (octylthiomethyl) o-cresol, especially that marketed by CIBA under the name IRGANOX 1520; 4,6-bis (dodecylthiomethyl) o-cresol including that marketed by CIBA under the name IRGANOX 1726.

Les polycondensats selon l'invention peuvent être utilisés très avantageusement dans une composition notamment cosmétique ou pharmaceutique, qui comprend par ailleurs un milieu physiologiquement, notamment cosmétiquement ou pharma- ceutiquement, acceptable, c'est-à-dire un milieu compatible avec les tissus cutanés comme la peau du visage ou du corps, et les matières kératiniques telles que les cheveux, les cils, les sourcils et les ongles.The polycondensates according to the invention can be used very advantageously in a composition, in particular a cosmetic or pharmaceutical composition, which moreover comprises a physiologically, in particular cosmetically or pharmaceutically acceptable medium, that is to say a medium which is compatible with cutaneous tissues. like the skin of the face or body, and keratin materials such as hair, eyelashes, eyebrows and nails.

La quantité de polycondensat présente dans les compositions dépend bien entendu du type de composition et des propriétés recherchées et peut varier à l'intérieur d'une gamme très large, comprise généralement entre 0,1 et 70% en poids, de préférence entre 1 et 50% en poids, notamment entre 10 et 45% en poids, voire entre 20 et 40% en poids, et mieux entre 25 et 35% en poids, par rapport au poids de la composition cosmétique ou pharmaceutique finale.The amount of polycondensate present in the compositions depends, of course, on the type of composition and the desired properties and can vary within a very wide range, generally between 0.1 and 70% by weight, preferably between 1 and 50% by weight, especially between 10 and 45% by weight, or even between 20 and 40% by weight, and better still between 25 and 35% by weight, relative to the weight of the final cosmetic or pharmaceutical composition.

La composition peut alors comprendre, selon l'application envisagée, les consti- tuants habituels à ce type de composition.The composition may then comprise, according to the intended application, the usual constituents for this type of composition.

La composition selon l'invention peut avantageusement comprendre une phase grasse liquide, qui peut constituer un milieu solvant des polymères selon l'invention, et qui peut comprendre au moins un composé choisi parmi les huiles et/ou solvants d'origine minérale, animale, végétale ou synthétique, carbonés, hydro- carbonés, fluorés et/ou siliconés, volatils ou non volatils, seuls ou en mélange dans la mesure où ils forment un mélange homogène et stable et sont compatibles avec l'utilisation envisagée.The composition according to the invention may advantageously comprise a liquid fatty phase, which may constitute a solvent medium for the polymers according to the invention, and which may comprise at least one compound chosen from oils and / or solvents of mineral, animal, vegetable or synthetic, carbonaceous, hydrocarbon-based, fluorinated and / or silicone, volatile or non-volatile, alone or in mixture in that they form a homogeneous and stable mixture and are compatible with the intended use.

Par 'volatil', on entend au sens de l'invention, tout composé susceptible de s'évaporer au contact des matières kératiniques, ou des lèvres, en moins d'une heure, à température ambiante (25°C) et pression atmosphérique (1 atm). Notamment, ce composé volatil a une pression de vapeur non nulle, à température ambiante et pression atmosphérique, notamment allant de 0,13 Pa à 40 000 Pa (10"3 à 300 mm de Hg), en particulier allant de 1 ,3 Pa à 13 000 Pa (0,01 à 100 mm de Hg), et plus particulièrement allant de 1 ,3 Pa à 1300 Pa (0,01 à 10 mm de Hg). Par opposition, on entend par 'non volatil', un composé restant sur les matières kératiniques ou les lèvres à température ambiante et pression atmosphérique, au moins une heure et ayant notamment une pression de vapeur inférieure à 10~3 mm de Hg (0,13Pa).For the purposes of the invention, the term "volatile" is intended to mean any compound capable of evaporating on contact with keratin materials, or the lips, in less than one hour at ambient temperature (25 ° C.) and atmospheric pressure ( 1 atm). In particular, this volatile compound has a non-zero vapor pressure, at ambient temperature and atmospheric pressure, in particular ranging from 0.13 Pa to 40 000 Pa (10 -3 to 300 mmHg), in particular ranging from 1.3 Pa. at 13 000 Pa (0.01 to 100 mmHg), and more particularly ranging from 1.3 Pa to 1300 Pa (0.01 to 10 mmHg), whereas by 'non-volatile' a compound remaining on the keratin materials or the lips at room temperature and atmospheric pressure, at least one hour and having in particular a vapor pressure of less than 10 ~ 3 mm Hg (0.13 Pa).

De préférence, le milieu physiologiquement acceptable de la composition selon l'invention peut comprendre, dans une phase grasse liquide, au moins une huile et/ou un solvant qui peut être choisi parmi, seul ou en mélange :Preferably, the physiologically acceptable medium of the composition according to the invention may comprise, in a liquid fatty phase, at least one oil and / or a solvent which may be chosen from, alone or as a mixture:

1/ les esters des acides monocarboxyliques avec les monoalcools et polyalcools; avantageusement, ledit ester est un benzoate d'alkyle en C12-C15 ou répond à la formule suivante : R'rCOO-R'2 où :1 / esters of monocarboxylic acids with monoalcohols and polyalcohols; advantageously, said ester is a C12-C15 alkyl benzoate or has the following formula: R'rCOO-R'2 where:

R'1 représente un radical alkyle linéaire ou ramifié de 1 à 40 atomes de carbone, de préférence de 7 à 19 atomes de carbone, comprenant éventuellement une ou plusieurs double liaisons éthyléniques, éventuellement substitué et dont la chaîne hydrocarbonée peut être interrompue par un ou plusieurs hétéroatomes choisis parmi N et O et/ou une ou plusieurs fonctions carbonyles, etR'1 represents a linear or branched alkyl radical of 1 to 40 carbon atoms, preferably 7 to 19 carbon atoms, optionally comprising one or more ethylenic double bonds, optionally substituted and whose hydrocarbon chain may be interrupted by one or more a plurality of heteroatoms selected from N and O and / or one or more carbonyl functions, and

R'2 représente un radical alkyle linéaire ou ramifié de 1 à 40 atomes de carbone, de préférence de 3 à 30 atomes de carbone et mieux de 3 à 20 atomes de carbone, comprenant éventuellement une ou plusieurs double liaisons éthyléniques, éventuellement substitué et dont la chaîne hydrocarbonée peut être interrompue par un ou plusieurs hétéroatomes choisis parmi N et O et/ou une ou plusieurs fonctions carbonyles.R'2 represents a linear or branched alkyl radical of 1 to 40 carbon atoms, preferably from 3 to 30 carbon atoms and better still from 3 to 20 carbon atoms, optionally comprising one or more ethylenic double bonds, optionally substituted and the hydrocarbon chain may be interrupted by one or more heteroatoms chosen from N and O and / or or one or more carbonyl functions.

Par "éventuellement substitué", on entend que R'i et/ou R'2 peuvent porter un ou plusieurs substituants choisis, par exemple, parmi les groupements comprenant un ou plusieurs hétéroatomes choisi parmi O et/ou N, tels que amino, aminé, al- coxy, hydroxyle. Des exemples des groupes R'i sont ceux dérivés des acides gras de préférence supérieur choisis dans le groupe constitué des acides acétique, propionique, butyrique, caproïque, caprylique, pélargonique, caprique, undécanoïque, laurique, my- ristique, palmitique, stéarique, isostéarique, arachidique, béhénique, oléique, lino- lénique, linoléïque, oléostéarique, arachidonique, érucique, et de leurs mélanges. De préférence, R'i est un groupe alkyle ramifié non substitué de 4 à 14 atomes de carbone, de préférence de 8 à 10 atomes de carbone et R2 est un groupe alkyle ramifié non substitué de 5 à 15 atomes de carbone, de préférence de 9 à 11 atomes de carbone.By "optionally substituted" is meant that R'i and / or R ' 2 may carry one or more substituents selected, for example, from groups comprising one or more heteroatoms selected from O and / or N, such as amino, amino , alkoxy, hydroxyl. Examples of the R'i groups are those derived from preferably higher fatty acids selected from the group consisting of acetic, propionic, butyric, caproic, caprylic, pelargonic, capric, undecanoic, lauric, myristic, palmitic, stearic and isostearic acids. , arachidic, behenic, oleic, linolenic, linoleic, oleostearic, arachidonic, erucic, and mixtures thereof. Preferably, R'i is an unsubstituted branched alkyl group of 4 to 14 carbon atoms, preferably 8 to 10 carbon atoms and R 2 is an unsubstituted branched alkyl group of 5 to 15 carbon atoms, preferably from 9 to 11 carbon atoms.

On peut en particulier citer, de préférence, les esters en Cs-C4S, éventuellement incorporant dans leur chaîne hydrocarbonée un ou plusieurs hétéroatomes parmi N et O et/ou une ou plusieurs fonctions carbonyle; et plus particulièrement l'huile de purcellin (octanoate de cétostéaryle), l'isononanoate d'isononyle, le myristate d'isopropyle, le palmitate d'isopropyle, le palmitate d'éthyl-2-hexyle, le stéarate d'octyl-2-dodécyle, l'érucate d'octyl-2-dodécyle, l'isostéarate d'isostéaryle, le ben- zoate d'alcool en Ci2 à C15, le laurate d'hexyle, l'adipate de diisopropyle; et les heptanoates, octanoates, décanoates ou ricinoléates d'alcools ou de polyalcools, par exemple d'alcools gras comme le dioctanoate de propylène glycol, ainsi que le N-lauroyl sarcosinate d'isopropyle (notamment Eldew-205SL d'Ajinomoto); les es- ters hydroxylés comme le lactate d'isostéaryle, le malate de di-isostéaryle; et les esters du pentaérythritol; les esters ramifiés en C8-C16, notamment le néopenta- noate d'isohexyle.In particular, mention may be made, preferably, of C 4 -C 4 S esters, optionally incorporating in their hydrocarbon chain one or more heteroatoms from N and O and / or one or more carbonyl functions; and more particularly purcellin oil (cetostearyl octanoate), isononyl isononanoate, isopropyl myristate, isopropyl palmitate, 2-ethylhexyl palmitate, octyl-2 stearate -dodecyl, octyl-2-dodecyl erucate, isostearyl isostearate, C 2 -C 15 alcohol benzoate, hexyl laurate, diisopropyl adipate; and the heptanoates, octanoates, decanoates or ricinoleates of alcohols or polyalcohols, for example of fatty alcohols such as propylene glycol dioctanoate, as well as isopropyl N-lauroyl sarcosinate (in particular Eldew-205SL from Ajinomoto); hydroxylated esters such as isostearyl lactate, diisostearyl malate; and pentaerythritol esters; branched C8-C16 esters, especially isohexyl neopentanoate.

2/ les huiles végétales hydrocarbonées à forte teneur en triglycérides constitués d'esters d'acides gras et de glycérol dont les acides gras peuvent avoir des longueurs de chaînes variées de C4 à C24, ces dernières pouvant être linéaires ou ramifiées, saturées ou insaturées; ces huiles sont notamment les huiles de germe de blé, de maïs, de tournesol, de karité, de ricin, d'amandes douces, de macada- mia, d'abricot, de soja, de colza, de coton, de luzerne, de pavot, de potimarron, de sésame, de courge, d'avocat, de noisette, de pépins de raisin ou de cassis, d'onagre, de millet, d'orge, de quinoa, d'olive, de seigle, de carthame, de bancoulier, de passiflore, de rosier muscat, de jojoba, de palme, de calophyllum; ou encore les triglycérides des acides caprylique/caprique comme ceux vendus par la société Stearinerie Dubois ou ceux vendus sous les dénominations "Miglyol 810®" , "812® " et "818® " par la société Dynamit Nobel.2 / hydrocarbon vegetable oils with a high triglyceride content consisting of esters of fatty acids and of glycerol, the fatty acids of which may have various chain lengths of C 4 to C 24 , the latter may be linear or branched, saturated or unsaturated; these oils include wheat germ, maize, sunflower, shea, castor oil, sweet almond, macadamia, apricot, soya, rapeseed, cotton, alfalfa, poppy, pumpkin, sesame, squash, avocado, hazelnut, grape seed or black currant, evening primrose, millet, barley, quinoa, olive, rye, safflower, of bancoulier, passionflower, muscat rose, jojoba, palm, calophyllum; or the triglycerides of caprylic / capric acids such as those sold by the company Stearinerie Dubois or those sold under the names "Miglyol 810 ®", "812 ®" and "818 ®" by the company Dynamit Nobel.

3/ les alcools, et notamment les monoalcools, en C6-C32, notamment C12-C26, comme l'alcool oléïque, l'alcool linoléique, l'alcool linolénique, l'alcool isostéaryli- que, le 2-hexyldécanol, le 2-butyloctanol, le 2-undécylpentadécanol et l'octyldodé- canol;3 / alcohols, and especially C6-C32 monoalcohols, in particular C12-C26, such as oleic alcohol, linoleic alcohol, linolenic alcohol, isostearyl alcohol, 2-hexyldecanol, 2 -butyloctanol, 2-undecylpentadecanol and octyldodecanol;

4/ les huiles hydrocarbonées, linéaires ou ramifiés, volatiles ou non, d'origine syn- thétique ou minérale, qui peuvent être choisies parmi les huiles hydrocarbonées ayant de 5 à 100 atomes de carbones, et notamment la vaseline, les polydécènes, les polyisobutènes hydrogénés tel que le Parléam, le squalane, le perhydrosqua- lène et leurs mélanges.4 / linear or branched hydrocarbon oils, volatile or not, of synthetic or mineral origin, which may be chosen from hydrocarbon-based oils having from 5 to 100 carbon atoms, and especially petroleum jelly, polydecenes, polyisobutenes; hydrogenated such as Parleam, squalane, perhydrosquene and mixtures thereof.

On peut plus particulièrement citer les alcanes linéaires, ramifiés et/ou cycliques en C5-C48, et préférentiellement les alcanes ramifiés en C8-C16 comme les isoalcanes en C8-C16 d'origine pétrolière (appelées aussi isoparaffines); notamment le décane, l'heptane, le dodécane, le cyclohexane; ainsi que l'isododécane, l'isodécane, l'isohexadécane.It is more particularly possible to mention linear, branched and / or cyclic C5-C48 alkanes, and preferably branched C8-C16 alkanes such as C8-C16 isoalkanes of petroleum origin (also called isoparaffins); especially decane, heptane, dodecane, cyclohexane; as well as isododecane, isodecane, isohexadecane.

5/ les huiles de silicone, volatiles ou non volatiles;5 / silicone oils, volatile or non-volatile;

Comme huiles de silicone volatiles, on peut citer les huiles de silicones linéaires ou cycliques volatiles, notamment celles ayant une viscosité inférieure à 8 centis- tokes, et ayant notamment de 2 à 10 atomes de silicium, ces silicones comportant éventuellement des groupes alkyles ou alkoxy ayant de 1 à 22 atomes de car- bone; et en particulier l'octaméthylcyclotétrasiloxane, le décaméthylcyclopentasi- loxane, le dodécaméthylcyclohexasiloxane, l'heptaméthylhexyltrisiloxane, l'heptaméthyloctyltrisiloxane, l'hexaméthyldisiloxane, l'octaméthyltrisiloxane, le dé- caméthyltétrasiloxane, le dodécaméthylpentasiloxane, le méthylhexyldiméthylsi- loxane et leurs mélanges. Les huiles de silicone non volatiles utilisables selon l'invention peuvent être les po- lydiméthylsiloxanes (PDMS), les polydiméthylsiloxanes comportant des groupements alkyle ou alcoxy, pendant et/ou en bout de chaîne siliconée, groupements ayant chacun de 2 à 24 atomes de carbone, les silicones phénylées comme les phényltriméthicones, les phényldiméthicones, les phényltriméthylsiloxydiphénylsi- loxanes, les diphényldiméthicones, les diphénylméthyldiphényltrisiloxanes, les 2- phényléthyl triméthylsiloxysilicates.Volatile silicone oils that may be mentioned include volatile linear or cyclic silicone oils, in particular those having a viscosity of less than 8 centistokes, and especially having from 2 to 10 silicon atoms, these silicones possibly comprising alkyl or alkoxy groups. having from 1 to 22 carbon atoms; and in particular octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethylhexyltrisiloxane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, octamethyltrisiloxane, demethyltetrasiloxane, dodecamethylpentasiloxane, methylhexyldimethylsiloxane and mixtures thereof. The nonvolatile silicone oils that may be used according to the invention may be polydimethylsiloxanes (PDMSs), polydimethylsiloxanes comprising alkyl or alkoxy groups, during and / or at the end of the silicone chain, groups each having from 2 to 24 carbon atoms. phenyl silicones such as phenyltrimethicones, phenyldimethicones, phenyltrimethylsiloxydiphenylsiloxanes, diphenyldimethicones, diphenylmethyldiphenyltrisiloxanes and 2-phenylethyl trimethylsiloxysilicates.

Préférentiellement, le milieu physiologiquement acceptable de la composition selon l'invention comprend, dans une phase grasse liquide, au moins une huile et/ou un solvant choisi parmi, seul ou en mélange, l'isododécane, le Parléam, l'isononanoate d'isononyle, l'octyldodécanol, la phényl triméthicone, les benzoates d'alkyle en C12-C15 et/ou la D5 (décaméthylcyclopentasiloxane). La phase grasse liquide peut en outre comprendre des huiles et/ou solvants additionnels, qui peuvent être choisis parmi, seul ou en mélange :Preferably, the physiologically acceptable medium of the composition according to the invention comprises, in a liquid fatty phase, at least one oil and / or a solvent chosen from, alone or as a mixture, isododecane, Parleam, the isononanoate of isononyl, octyldodecanol, phenyl trimethicone, C12-C15 alkyl benzoates and / or D5 (decamethylcyclopentasiloxane). The liquid fatty phase may further comprise additional oils and / or solvents, which may be chosen from, alone or as a mixture:

- les huiles fluorées telles que les perfluoropolyéthers, les perfluoroalcanes comme la perfluorodécaline, les perfluorodamantanes, les monoesters, diesters et triesters de perfluoroalkylphosphates et les huiles esters fluorés;fluorinated oils such as perfluoropolyethers, perfluoroalkanes such as perfluorodecalin, perfluorodamantanes, monoesters, diesters and triesters of perfluoroalkylphosphates and fluorinated ester oils;

- les huiles d'origine animale;- oils of animal origin;

- les éthers en Ce à C40, notamment en C10-C40; les éthers de propylène glycol liquides à température ambiante tels que le monométhyléther de propylène glycol, l'acétate de monométhyléther de propylène glycol, le mono n-butyl éther de dipro- pylène glycol ;- Ce-C40 ethers, especially C10-C40; propylene glycol ethers which are liquid at room temperature, such as propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate or dipropylene glycol mono-butyl ether;

- les acides gras en C8-C32, comme l'acide oléique, l'acide linoléique, l'acide lino- lénique et leurs mélanges.- C8-C32 fatty acids, such as oleic acid, linoleic acid, linolenic acid and mixtures thereof.

- les huiles bifonctionnelles, comprenant deux fonctions choisies parmi ester et/ou amide et comprenant de 6 à 30 atomes de carbone, notamment 8 à 28 atomes de carbone, mieux de 10 à 24 carbones, et 4 hétéroatomes choisis parmi O et N; de préférence les fonctions amide et ester étant dans la chaîne;- Bifunctional oils, comprising two functions selected from ester and / or amide and comprising from 6 to 30 carbon atoms, in particular 8 to 28 carbon atoms, more preferably 10 to 24 carbons, and 4 heteroatoms selected from O and N; preferably the amide and ester functions being in the chain;

- les cétones liquides à température ambiante (25°C) tels que la méthyléthylcé- tone, la méthylisobutylcétone, la diisobutylcétone, l'isophorone, la cyclohexanone, l'acétone ; - les aldéhydes liquides à température ambiante tels que le benzaldéhyde, l'acé- taldéhyde;ketones which are liquid at ambient temperature (25 ° C.), such as methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, isophorone, cyclohexanone and acetone; aldehydes which are liquid at room temperature, such as benzaldehyde or acetaldehyde;

La phase grasse liquide peut représenter 1 à 90% en poids de la composition, notamment de 5 à 75% en poids, en particulier de 10 à 60% en poids, voire de 25 à 55% en poids, du poids total de la composition.The liquid fatty phase may represent 1 to 90% by weight of the composition, in particular from 5 to 75% by weight, in particular from 10 to 60% by weight, or even 25 to 55% by weight, of the total weight of the composition. .

La composition selon l'invention peut comprendre avantageusement un agent épaississant qui peut en particulier être choisi parmi :The composition according to the invention may advantageously comprise a thickening agent which may in particular be chosen from:

- les silices notamment hydrophobes, telles que celles décrites dans le document EP-A-898960, et par exemple commercialisées sous les références "AEROSILsilicas, in particular hydrophobic silicas, such as those described in document EP-A-898960, and for example sold under the references "AEROSIL"

R812®" par la société Degussa, "CAB-O-SIL TS-530®", "CAB-O-SIL TS-610®", "CAB-O-SIL TS-720®"par la société Cabot, "AEROSIL R972®", "AEROSIL R974®" par la société Degussa ;R812 ® "by Degussa," CAB-O-SIL TS-530 ® "," CAB-O-SIL TS-610 ® "," CAB-O-SIL TS-720 ® "by the company Cabot," AEROSIL R972 ® "," AEROSIL R974 ® "by the company Degussa;

- les argiles telles que la montmorillonite, les argiles modifiées telles que les ben- tones par exemple, l'hectorite stéaralkonium, la bentonite stéaralkonium,clays, such as montmorillonite, modified clays, such as benzones, stearalkonium hectorite, stearalkonium bentonite,

- les alkyléther de polysaccharides (notamment dont le groupe alkyle comporte de 1 à 24 atomes de carbones, de préférence de 1 à 10, mieux de 1 à 6, et plus spécialement de 1 à 3) tels que ceux décrits dans le document EP-A-898958.polysaccharide alkyl ethers (in particular in which the alkyl group contains from 1 to 24 carbon atoms, preferably from 1 to 10, better still from 1 to 6, and more particularly from 1 to 3, such as those described in EP-A); A-898958.

La quantité d'agent épaississant dans la composition selon l'invention peut aller de 0,05 à 40% en poids, par rapport au poids total de la composition, de préférence de 0,5 à 20% et mieux de 1 à 15% en poids.The amount of thickening agent in the composition according to the invention may range from 0.05 to 40% by weight, relative to the total weight of the composition, preferably from 0.5 to 20% and better still from 1 to 15%. in weight.

La composition selon l'invention peut également comprendre au moins une cire d'origine végétale, animale, minérale ou de synthèse, voire siliconée. On peut en particulier citer, seules ou en mélange, les cires hydrocarbonées telles que la cire d'abeilles; la cire de Carnauba, de Candellila, d'Ouricoury, du Japon, les cires de fibres de lièges ou de canne à sucre; les cires de paraffine, de lignite; les cires microcristallines; la cire de lanoline; la cire de Montan; les ozokérites; les cires de polyéthylène; les cires obtenues par synthèse de Fischer-Tropsch; les huiles hydrogénées, les esters gras et les glycérides concrets à 25°C. On peut également utiliser des cires de silicone, parmi lesquelles on peut citer les alkyls, alcoxys et/ou esters de polyméthylsiloxane. La quantité de cire dans la composition selon l'invention peut aller de 0,1 à 70% en poids, par rapport au poids total de la composition, de préférence de 1 à 40% en poids, et mieux de 5 à 30% en poids.The composition according to the invention may also comprise at least one wax of plant, animal, mineral or synthetic origin, or even silicone. In particular, hydrocarbon waxes such as beeswax can be mentioned alone or as a mixture; Carnauba wax, Candellila wax, Ouricoury wax, Japan wax, cork fiber wax or sugar cane wax; paraffin waxes of lignite; microcrystalline waxes; lanolin wax; the wax of Montan; ozokerites; polyethylene waxes; waxes obtained by Fischer-Tropsch synthesis; hydrogenated oils, fatty esters and concrete glycerides at 25 ° C. It is also possible to use silicone waxes, among which mention may be made of alkyls, alkoxys and / or polymethylsiloxane esters. The amount of wax in the composition according to the invention may range from 0.1 to 70% by weight, relative to the total weight of the composition, preferably from 1 to 40% by weight, and better still from 5 to 30% by weight. weight.

La composition selon l'invention peut également comprendre une ou plusieurs ma- tières colorantes choisies parmi les composés pulvérulents comme les pigments, les charges, les nacres et les paillettes, et/ou les colorants liposolubles ou hydro- solubles.The composition according to the invention may also comprise one or more dyestuffs chosen from pulverulent compounds such as pigments, fillers, pearlescent agents and flakes, and / or fat-soluble or water-soluble dyes.

Les matières colorantes, notamment pulvérulentes, peuvent être présentes, dans la composition, en une teneur de 0,01 à 50% en poids, par rapport au poids de la composition, de préférence de 0,1 à 40% en poids, voire de 1 à 30% en poids.The dyestuffs, in particular pulverulent, may be present in the composition in a content of from 0.01 to 50% by weight, relative to the weight of the composition, preferably from 0.1 to 40% by weight, or even from 1 to 30% by weight.

Par pigments, il faut comprendre des particules de toute forme, blanches ou colorées, minérales ou organiques, insolubles dans le milieu physiologique, destinées à colorer la composition. Par nacres, il faut comprendre des particules de toute forme irisées, notamment produites par certains mollusques dans leur coquille ou bien synthétisées.By pigments, it is necessary to include particles of any shape, white or colored, mineral or organic, insoluble in the physiological medium, intended to color the composition. By nacres, it is necessary to understand particles of any iridescent form, in particular produced by certain molluscs in their shell or else synthesized.

Les pigments peuvent être blancs ou colorés, minéraux et/ou organiques, interfé- rentiels ou non. On peut citer, parmi les pigments minéraux, le dioxyde de titane, éventuellement traité en surface, les oxydes de zirconium ou de cérium, ainsi que les oxydes de fer ou de chrome, le violet de manganèse, le bleu outremer, l'hy- drate de chrome et le bleu ferrique. Parmi les pigments organiques, on peut citer le noir de carbone, les pigments de type D & C, et les laques à base de carmin de cochenille, de baryum, strontium, calcium, aluminium.The pigments may be white or colored, inorganic and / or organic, interferential or not. Among the inorganic pigments, mention may be made of titanium dioxide, optionally surface-treated, zirconium or cerium oxides, as well as iron or chromium oxides, manganese violet, ultramarine blue, hydrogen chromium drate and ferric blue. Among the organic pigments, mention may be made of carbon black, D & C type pigments, and lacquers based on cochineal carmine, barium, strontium, calcium, aluminum.

Les pigments nacrés peuvent être choisis parmi les pigments nacrés blancs tels que le mica recouvert de titane, ou d'oxychlorure de bismuth, les pigments nacrés colorés tels que le mica titane avec des oxydes de fer, le mica titane avec notamment du bleu ferrique ou de l'oxyde de chrome, le mica titane avec un pigment organique du type précité ainsi que les pigments nacrés à base d'oxychlorure de bismuth. Les charges peuvent être minérales ou organiques, lamellaires ou sphériques. On peut citer le talc, le mica, la silice, le kaolin, les poudres de Nylon et de polyéthylène, de poly-β-alanine et de polyéthylène, le Téflon, la lauroyl-lysine, l'amidon, le nitrure de bore, les poudres de polymères de tétrafluoroéthylène, les microsphères creuses telles que l'Expancel (Nobel Industrie), le polytrap (Dow Corning) et les microbilles de résine de silicone (Tospearls de Toshiba, par exemple), le carbonate de calcium précipité, le carbonate et l'hydro-carbonate de magnésium, l'hydroxyapatite, les microsphères de silice creuses (SILICA BEADS de MAPRECOS), les microcapsules de verre ou de céramique, les savons métalli- ques dérivés d'acides organiques carboxyliques ayant de 8 à 22 atomes de carbone, de préférence de 12 à 18 atomes de carbone, par exemple le stéarate de zinc, de magnésium ou de lithium, le laurate de zinc, le myristate de magnésium. Les colorants liposolubles sont par exemple le rouge Soudan, le DC Red 17, le DC Green 6, le β-carotène, l'huile de soja, le brun Soudan, le DC Yellow, 11 , le DC Violet 2, le DC orange 5, le jaune quinoléine. Ils peuvent représenter 0,01 à 20% du poids de la composition et mieux de 0,1 à 6 %.The pearlescent pigments may be chosen from white pearlescent pigments such as mica coated with titanium, or bismuth oxychloride, colored pearlescent pigments such as titanium mica with iron oxides, titanium mica with in particular ferric blue or chromium oxide, titanium mica with an organic pigment of the aforementioned type as well as pearlescent pigments based on bismuth oxychloride. The fillers can be mineral or organic, lamellar or spherical. Mention may be made of talc, mica, silica, kaolin, powders of nylon and polyethylene, poly-β-alanine and polyethylene, Teflon, lauroyl-lysine, starch, boron nitride, tetrafluoroethylene polymer powders, hollow microspheres such as Expancel (Nobel Industry), polytrap (Dow Corning) and silicone resin microspheres (Toshiba Tospearls, for example), precipitated calcium carbonate, magnesium carbonate and hydro-carbonate, hydroxyapatite, hollow silica microspheres (MAPRECOS SILICA BEADS), microcapsules of glass or ceramic, metal soaps derived from organic carboxylic acids having 8 to 22 carbon atoms, preferably 12 to 18 carbon atoms, for example zinc stearate, magnesium or lithium, laurate zinc, magnesium myristate. Liposoluble dyes are for example Sudan Red, DC Red 17, DC Green 6, β-carotene, soybean oil, Sudan Brown, DC Yellow, 11, DC Violet 2, Orange DC 5 , yellow quinoline. They may represent 0.01 to 20% of the weight of the composition and better still 0.1 to 6%.

Les colorants hydrosolubles sont par exemple le jus de betterave, le bleu de méthylène et peuvent représenter 0,01 à 6% du poids total de la composition.The water-soluble dyes are for example beet juice, methylene blue and may represent 0.01 to 6% of the total weight of the composition.

La composition peut comprendre, en outre, d'autres ingrédients utilisés couramment dans les compositions cosmétiques. De tels ingrédients peuvent être choisis parmi les antioxydants, les parfums, les huiles essentielles, les conservateurs, les actifs cosmétiques, les hydratants, les vitamines, les céramides, les filtres solaires, les tensioactifs, les agents d'étalement, les agents mouillants, les agents disper- sants, les anti-mousses, les neutralisants, les stabilisants, les polymères et notamment les polymères filmogènes liposolubles, et leurs mélanges. Bien entendu, l'homme du métier veillera à choisir ce ou ces éventuels composés complémentaires, et/ou leur quantité, de manière telle que les propriétés avantageuses de la composition pour l'utilisation selon l'invention ne soient pas, ou subs- tantiellement pas, altérées par l'adjonction envisagée.The composition may further include other ingredients commonly used in cosmetic compositions. Such ingredients may be chosen from antioxidants, perfumes, essential oils, preservatives, cosmetic active agents, moisturizers, vitamins, ceramides, sunscreens, surfactants, spreading agents, wetting agents, dispersing agents, antifoams, neutralizers, stabilizers, polymers and especially fat-soluble film-forming polymers, and mixtures thereof. Of course, those skilled in the art will take care to choose this or these optional additional compounds, and / or their quantity, in such a way that the advantageous properties of the composition for use according to the invention are not, or substantially not altered by the addition envisaged.

Les compositions selon l'invention peuvent se présenter sous toute forme acceptable et usuelle pour une composition cosmétique ou pharmaceutique. Elles peuvent donc se présenter sous la forme d'une suspension, une dispersion notamment d'huile dans de l'eau grâce à des vésicules; une solution organique ou huileuse éventuellement épaissie voire gélifiée; une émulsion huile-dans-eau, eau- dans-huile, ou multiple; un gel ou une mousse; un gel huileux ou émulsionné; une dispersion de vésicules notamment lipidiques; une lotion biphasé ou multiphase; un spray; d'une lotion, d'une crème, d'une pommade, d'une pâte souple, d'un on- guent, d'un solide coulé ou moulé et notamment en stick ou en coupelle, ou encore de solide compacté.The compositions according to the invention may be in any form acceptable and customary for a cosmetic or pharmaceutical composition. They can therefore be in the form of a suspension, a dispersion including oil in water with vesicles; an organic or oily solution optionally thickened or even gelled; an oil-in-water, water-in-oil or multiple emulsion; a gel or a mousse; an oily or emulsified gel; a dispersion of vesicles, in particular lipids; a two-phase or multiphase lotion; a spray; a lotion, a cream, an ointment, a soft paste, an ointment, a solid cast or molded and especially stick or cup, or compacted solid.

L'homme du métier pourra choisir la forme galénique appropriée, ainsi que sa méthode de préparation, sur la base de ses connaissances générales, en tenant compte d'une part de la nature des constituants utilisés, notamment de leur solubilité dans le support, et d'autre part de l'application envisagée pour la composition.Those skilled in the art may choose the appropriate dosage form, as well as its method of preparation, on the basis of its general knowledge, taking into account, on the one hand, the nature of the constituents used, in particular their solubility in the support, and on the other hand, of the application envisaged for the composition.

Les compositions conformes à l'invention présentant une brillance et une tenue de ladite brillance améliorées par rapport à l'état de l'art, elles peuvent être utilisées pour le soin ou le maquillage des matières kératiniques telles que les cheveux, la peau, les cils, les sourcils, les ongles, les lèvres, le cuir chevelu et plus particulièrement pour le maquillage des lèvres, des cils et/ou du visage. Elles peuvent donc se présenter sous la forme d'un produit de soin et/ou de maquillage de la peau du corps ou du visage, des lèvres, des cils, des sourcils, des cheveux, du cuir cheveu ou des ongles; d'un produit solaire ou autobronzant; d'un produit capillaire notamment de coloration, de conditionnement et/ou de soin des cheveux; elles se présentent avantageusement sous forme de mascara, de rouge à lèvres, de brillant à lèvres (gloss), de fard à joues ou à paupières, de fond de teint.The compositions according to the invention having a gloss and a holding of said gloss improved compared to the state of the art, they can be used for the care or makeup of keratin materials such as hair, skin, eyelashes, eyebrows, nails, lips, scalp and more particularly for the makeup of the lips, eyelashes and / or face. They can therefore be in the form of a care product and / or makeup of the skin of the body or face, lips, eyelashes, eyebrows, hair, leather hair or nails; a suntan or self-tanning product; a hair product including coloring, conditioning and / or hair care; they are advantageously in the form of mascara, lipstick, lip gloss (gloss), blush or eyelid, foundation.

L'invention a encore pour objet un procédé de traitement cosmétique des matières kératiniques, notamment de la peau du corps ou du visage, des lèvres, des on- gles, des cheveux et/ou des cils, comprenant l'application sur lesdites matières d'une composition cosmétique telle que définie précédemment. Ce procédé selon l'invention permet notamment le soin ou le maquillage des lèvres, par application d'une composition de rouge à lèvres ou de brillant à lèvres (gloss) selon l'invention. The invention further relates to a process for the cosmetic treatment of keratinous substances, in particular the skin of the body or of the face, the lips, the nails, the hair and / or the eyelashes, comprising the application on the said materials of a cosmetic composition as defined above. This method according to the invention allows in particular the care or makeup of the lips, by applying a composition of lipstick or lip gloss (gloss) according to the invention.

Claims

REVENDICATIONS 1. Composition cosmétique ou pharmaceutique comprenant, dans un milieu cos- métiquement ou pharmaceutiquement acceptable, au moins un polycondensat susceptible d'être obtenu par réaction :1. Cosmetic or pharmaceutical composition comprising, in a cosmetically or pharmaceutically acceptable medium, at least one polycondensate obtainable by reaction: - de 10 à 30% en poids, par rapport au poids total du polycondensat, d'au moins un polyol comprenant 3 à 6 groupes hydroxyles;from 10 to 30% by weight, relative to the total weight of the polycondensate, of at least one polyol comprising 3 to 6 hydroxyl groups; - de 30 à 80% en poids, par rapport au poids total du polycondensat, d'au moins un acide monocarboxylique non aromatique, saturé ou insaturé, linéaire, ramifié et/ou cyclique, comprenant 6 à 32 atomes de carbone;from 30 to 80% by weight, relative to the total weight of the polycondensate, of at least one linear, branched and / or cyclic, saturated or unsaturated non-aromatic monocarboxylic acid comprising 6 to 32 carbon atoms; - de 0,1 à 10 % en poids, par rapport au poids total du polycondensat, d'au moins un acide monocarboxylique aromatique comprenant 7 à 11 atomes de carbone, éventuellement en outre substitué par 1 à 3 radicaux alkyles, saturés ou insaturés, linéaires, ramifiés et/ou cycliques, qui comprennent 1 à 32 atomes de carbone;from 0.1 to 10% by weight, relative to the total weight of the polycondensate, of at least one aromatic monocarboxylic acid comprising 7 to 11 carbon atoms, optionally further substituted with 1 to 3 alkyl radicals, saturated or unsaturated, linear, branched and / or cyclic, which contain 1 to 32 carbon atoms; - de 1 à 40% en poids, par rapport au poids total du polycondensat, d'au moins un acide polycarboxylique, comprenant au moins 2 groupes carboxyliques COOH; et/ou un anhydride cyclique d'un tel acide polycarboxylique; et/ou une lactone comprenant au moins un groupement COOH; ledit acide polycarboxylique étant choisi parmi, seul ou en mélange :from 1 to 40% by weight, relative to the total weight of the polycondensate, of at least one polycarboxylic acid, comprising at least 2 carboxylic groups COOH; and / or a cyclic anhydride of such a polycarboxylic acid; and / or a lactone comprising at least one COOH group; said polycarboxylic acid being selected from, alone or in admixture: -(i) les acides polycarboxyliques à chaîne saturée ou insaturée, linéaire ou ramifiée, comprenant au moins un hétéroatome choisi parmi O, N et/ou S, notamment 1 à 10 hétéroatomes identiques ou différents, et/ou comprenant au moins un radical perfluoré -CF2- ou -CF3 et possédant par ailleurs au moins 2 groupes carboxy- liques COOH; et/ou un anhydride cyclique d'un tel acide polycarboxylique(i) linear or branched chain saturated or unsaturated polycarboxylic acids comprising at least one heteroatom selected from O, N and / or S, in particular 1 to 10 identical or different heteroatoms, and / or comprising at least one perfluorinated radical; -CF 2 - or -CF 3 and also having at least 2 COOH carboxyl groups; and / or a cyclic anhydride of such a polycarboxylic acid -(ii) les acides polycarboxyliques hétérocycliques, saturé ou insaturé, voire aromatique, comprenant au moins un hétéroatome choisi parmi O, N et/ou S, notamment 1 à 10 hétéroatomes identiques ou différents, et au moins 2 groupes carboxyliques COOH; et/ou un anhydride cyclique d'un tel acide polycarboxylique -(iii) les acides polycarboxyliques dérivés de sucre, susceptibles d'être obtenus notamment par oxydation d'un aldose, et comprenant au moins 2 groupes carboxyliques COOH; et/ou un anhydride cyclique d'un tel acide polycarboxylique -(iv) l'anhydride itaconique et le 1 ,4-monoanhydride de l'acide 1 ,4,5,8- naphthalenetetracarboxylique; -(v) les aminoacides polycarboxyliques (y compris hétérocycliques), c'est-à-dire les acides polycarboxyliques à chaîne saturée ou insaturée, linéaire, ramifiée, et/ou cyclique, comprenant éventuellement au moins un hétéroatome choisi parmi O, N et/ou S, notamment 1 à 10 hétéroatomes identiques ou différents, et/ou comprenant éventuellement au moins un radical perfluoré -CF2- ou -CF3; et compre- nant en outre au moins une fonction aminé primaire, secondaire ou tertiaire (notamment NR1 R2 avec R1 et R2, indépendamment l'un de l'autre choisis parmi H et alkyl en C1-C12), et possédant par ailleurs au moins 2 groupes carboxyliques COOH; et/ou un anhydride cyclique d'un tel acide polycarboxylique. (ii) heterocyclic polycarboxylic acids, saturated or unsaturated, or even aromatic, comprising at least one heteroatom selected from O, N and / or S, in particular 1 to 10 identical or different heteroatoms, and at least 2 carboxylic groups COOH; and / or a cyclic anhydride of such a polycarboxylic acid - (iii) polycarboxylic acids derived from sugar, obtainable in particular by oxidation of an aldose, and comprising at least 2 carboxylic groups COOH; and / or a cyclic anhydride of such a polycarboxylic acid - (iv) itaconic anhydride and 1,4,5,8-naphthalenetetracarboxylic acid 1,4-monoanhydride; (v) polycarboxylic amino acids (including heterocyclic acids), that is to say polycarboxylic acids with a saturated or unsaturated, linear, branched and / or cyclic chain, optionally comprising at least one heteroatom selected from O, N and or S, in particular 1 to 10 identical or different heteroatoms, and / or possibly comprising at least one perfluorinated radical -CF 2 - or -CF 3 ; and further comprising at least one primary, secondary or tertiary amine function (especially NR1 R2 with R1 and R2, independently of one another selected from H and C1-C12 alkyl), and further having at least 2 COOH carboxylic groups; and / or a cyclic anhydride of such a polycarboxylic acid. 2. Composition selon la revendication 1 , dans laquelle le polyol est choisi parmi, seul ou en mélange :2. Composition according to claim 1, in which the polyol is chosen from, alone or as a mixture: - les triols, tels que 1 ,2,4-butanetriol, le 1 ,2,6-hexanetriol, le triméthyloléthane, le triméthylolpropane, le glycérol;triols, such as 1,2,4-butanetriol, 1,2,6-hexanetriol, trimethylolethane, trimethylolpropane and glycerol; - les tétraols, tels que le pentaérythritol, l'érythritol, le diglycérol ou le ditriméthylol- propane;tetraols, such as pentaerythritol, erythritol, diglycerol or ditrimethylolpropane; - les pentols tels que le xylitol,pentols such as xylitol, - les hexols tels que le sorbitol et le mannitol; ou encore le dipentaérythritol ou le triglycérol.hexols such as sorbitol and mannitol; or dipentaerythritol or triglycerol. 3. Composition selon l'une des revendications précédentes, dans laquelle le polyol, ou le mélange de polyols, représente 12 à 25% en poids, et mieux 14 à 22% en poids, du poids total du polycondensat.3. Composition according to one of the preceding claims, wherein the polyol, or the polyol mixture, represents 12 to 25% by weight, and more preferably 14 to 22% by weight, of the total weight of the polycondensate. 4. Composition selon l'une des revendications précédentes, dans laquelle l'acide monocarboxylique non aromatique est choisi parmi, seul ou en mélange:4. Composition according to one of the preceding claims, wherein the non-aromatic monocarboxylic acid is chosen from, alone or as a mixture: - les acides monocarboxyliques saturés tels que l'acide caproïque, l'acide capryli- que, l'acide isoheptanoïque, l'acide 4-éthylpentanoïque, l'acide 2-éthylhexanoïque, l'acide 4,5-diméthylhexanoïque, l'acide 2-heptylheptanoïque, l'acide 3,5,5- triméthylhexanoïque, l'acide octanoïque, l'acide isooctanoïque, l'acide nonanoï- que, l'acide décanoïque, l'acide isononanoïque, l'acide laurique, l'acide tridécanoï- que, l'acide myristique, l'acide palmitique, l'acide stéarique, l'acide isostéarique, l'acide arachidique, l'acide béhénique, l'acide cérotique (hexacosanoïque); l'acide cyclopentanecarboxylique, l'acide cyclopentaneacétique, l'acide 3-cyclopentyl- propionique, l'acide cyclohexanecarboxylique, l'acide cyclohexylacétique, l'acide 4-cyclohexylbutyrique;saturated monocarboxylic acids such as caproic acid, caprylic acid, isoheptanoic acid, 4-ethylpentanoic acid, 2-ethylhexanoic acid, 4,5-dimethylhexanoic acid, 2-heptylheptanoic acid, 3,5,5-trimethylhexanoic acid, octanoic acid, isooctanoic acid, nonanoic acid, decanoic acid, isononanoic acid, lauric acid, acid tridecanoic acid, myristic acid, palmitic acid, stearic acid, isostearic acid, arachidic acid, behenic acid, cerotic acid (hexacosanoic acid); cyclopentanecarboxylic acid, cyclopentaneacetic acid, 3-cyclopentylpropionic acid, cyclohexanecarboxylic acid, cyclohexylacetic acid, 4-cyclohexylbutyric acid; - les acides monocarboxyliques insaturés mais non aromatiques, tels que l'acide caproléique, l'acide obtusilique, l'acide undécylénique, l'acide dodécylénique, l'acide lindérique, l'acide myristoléique, l'acide physétérique, l'acide tsuzuique, l'acide palmitoléique, l'acide oléique, l'acide pétrosélinique, l'acide vaccénique, l'acide élaidique, l'acide gondoïque, l'acide gadoléique, l'acide érucique, l'acide cétoléique, l'acide nervonique, l'acide linoléique, l'acide linolénique, l'acide arachi- donique.unsaturated but nonaromatic monocarboxylic acids, such as caproleic acid, obtusilic acid, undecylenic acid, dodecylenic acid, linderic acid, myristoleic acid, physétérique acid, tsuzuique acid , palmitoleic acid, oleic acid, petroselinic acid, vaccenic acid, elaidic acid, gondoic acid, gadoleic acid, erucic acid, cetoleic acid, nervonic acid , linoleic acid, linolenic acid, arachidonic acid. 5. Composition selon l'une des revendications précédentes, dans laquelle l'acide monocarboxylique non aromatique, ou le mélange desdits acides, représente 40 à 75% en poids, voire 45 à 70% en poids, et mieux 50 à 65% en poids, du poids total du polycondensat final.5. Composition according to one of the preceding claims, wherein the nonaromatic monocarboxylic acid, or the mixture of said acids, represents 40 to 75% by weight, or even 45 to 70% by weight, and more preferably 50 to 65% by weight. , the total weight of the final polycondensate. 6. Composition selon l'une des revendications précédentes, dans laquelle l'acide monocarboxylique aromatique est choisi parmi, seul ou en mélange, l'acide ben- zoïque, l'acide o-toluique, l'acide m-toluique, l'acide p-toluique, l'acide 1- naphtoïque, l'acide 2-naphtoïque, l'acide 4-tert-butyl-benzoïque, l'acide 1-méthyl- 2-naphtoïque, l'acide 2-isopropyl-1 -naphtoïque.6. Composition according to one of the preceding claims, in which the aromatic monocarboxylic acid is chosen from, alone or as a mixture, benzoic acid, o-toluic acid, m-toluic acid, p-toluic acid, 1- naphthoic acid, 2-naphthoic acid, 4-tert-butyl-benzoic acid, 1-methyl-2-naphthoic acid, 2-isopropyl-1-naphthoic acid. 7. Composition selon l'une des revendications précédentes, dans laquelle l'acide monocarboxylique aromatique, ou le mélange desdits acides, représente 0,5 à7. Composition according to one of the preceding claims, wherein the aromatic monocarboxylic acid, or the mixture of said acids, represents 0.5 to 9,95% en poids, mieux de 1 à 9,5% en poids, voire 1 ,5 à 8% en poids, du poids total du polycondensat final.9.95% by weight, more preferably 1 to 9.5% by weight, or even 1.5 to 8% by weight, of the total weight of the final polycondensate. 8. Composition selon l'une des revendications précédentes, dans laquelle l'acide polycarboxylique, et/ou son anhydride, et/ou la lactone, est choisi, seul ou en mélange, parmi les composés suivants :8. Composition according to one of the preceding claims, wherein the polycarboxylic acid, and / or its anhydride, and / or the lactone, is chosen, alone or as a mixture, from the following compounds: (i)(I) - l'acide 2,2'-[1 ,5-pentanediylbis(thio)]bis-acétique2,2 '- [1,5-pentanediylbis (thio)] bis-acetic acid - l'acide 6,6'-[(1 ,2-dioxo-1 ,2-ethanediyl)diimino]bis-hexanoïque - l'acide 2,2'-sulfinylbis-acétique6,6 '- [(1,2-dioxo-1,2-ethanediyl) diimino] bis-hexanoic acid - 2,2'-sulfinylbis-acetic acid - l'acide 4,13-dioxo- 3,5,12,14-Tetraazahexadecanedioïque4,13-dioxo-3,5,12,14-Tetraazahexadecanedioic acid - Le poly(ethylene glycol) disuccinate, notamment de masse 250-600Poly (ethylene glycol) disuccinate, in particular of 250-600 mass - Le poly(ethylene glycol)bis(carboxymethyl)éther, notamment de masse 250-600Poly (ethylene glycol) bis (carboxymethyl) ether, in particular of mass 250-600 - Le poly[oxy(1 ,2-dicarboxy-1 ,2-ethanediyl)], notamment de DP < 10 - L'acide 8-[(carboxymethyl)amino]-8-oxo-octanoïquePoly (oxy (1,2-dicarboxy-1,2-ethanediyl)], in particular DP <10 - 8 - [(carboxymethyl) amino] -8-oxooctanoic acid - L'acide 2,2'-[methylenebis(sulfonyl)]bis-acétique2,2 '- [methylenebis (sulfonyl)] bis-acetic acid - L'acide 4,4'-(1 ,6-hexanediyldiimino)bis[4-oxo-butanoïque]4,4 '- (1,6-hexanediyldiimino) bis [4-oxo-butanoic acid] - L'acide 4,9-dioxo- 3,5,8, 10-tétraazadodecanedioïque- 4,9-dioxo-3,5,8,10-tetraazadodecanedioic acid - L'acide 4-[(1-carboxyethyl)amino]-4-oxo-butanoïque - L'acide 6-[(3-carboxy-1-oxopropyl)amino]-hexanoïque- 4 - [(1-carboxyethyl) amino] -4-oxo-butanoic acid - 6 - [(3-carboxy-1-oxopropyl) amino] hexanoic acid - La N,N'-(1 ,6-dioxo-1 ,6-hexanediyl)bis-glycineN, N '- (1,6-dioxo-1,6-hexanediyl) bis-glycine - La N,N'-(1 ,6-dioxo-1 ,6-hexanediyl)bis-phenylalanineN, N '- (1,6-dioxo-1,6-hexanediyl) bis-phenylalanine - La N,N'-(1 ,3-dioxo-1 ,3-propanediyl)bis-glycineN, N '- (1,3-dioxo-1,3-propanediyl) bis-glycine - L'acide 4,4'-[(1 ,4-dioxo-1 ,4-butanediyl)diimino]bis-butanoïque - L'acide 4,4'-[(1 ,6-dioxo-1 ,6-hexanediyl)diimino]bis-butanoïque- 4,4 '- [(1,4-dioxo-1,4-butanediyl) diimino] bis-butanoic acid - 4,4' - [(1,6-dioxo-1,6-hexanediyl) acid ) diimino] bis-butanoic acid - L'acide 6,6'-[1 ,6-hexanediylbis(iminocarbonylimino)]bis-hexanoïque- 6,6 '- [1,6-hexanediylbis (iminocarbonylimino)] bis-hexanoic acid - La N-benzoyl-S-(carboxymethyl)- Cysteine- N-benzoyl-S- (carboxymethyl) - Cysteine - La N,N'-(2,2,3,3-tetrafluoro-1 ,4-dioxo-1 ,4-butanediyl)bis- GlycineN, N '- (2,2,3,3-tetrafluoro-1,4-dioxo-1,4-butanediyl) bis-glycine - La N,N'-(2,2,3,3-tetrafluoro-1 ,4-dioxo-1 ,4-butanediyl)bis-Alanine - L'acide 4,4'-[(2,2,3,3-tetrafluoro-1 ,4-dioxo-1 ,4- butanoïqueN, N '- (2,2,3,3-tetrafluoro-1,4-dioxo-1,4-butanediyl) bis-alanine - 4,4' - [(2,2,3, 3-tetrafluoro-1,4-dioxo-1,4-butanoic - La N,N'-(1 ,5-dioxo-1 ,5-pentanediyl)bis- GlycineN, N '- (1,5-dioxo-1,5-pentanediyl) bis-glycine - La N,N'-(1 ,9-dioxo-1 ,9-nonanediyl)bis- GlycineN, N '- (1,9-dioxo-1,9-nonanediyl) bis-glycine - La N,N'-(1 ,10-dioxo-1 ,10-decanediyl)bis[N-methyl- GlycineN, N '- (1,10-dioxo-1, 10-decanediyl) bis [N-methylglycine] - Le bis(3-carboxypropyl) ester de l'acide propanedioïque - L'acide 7,16-dioxo- 6,8,15,17-Tetraazadocosanedioïque- Propanedioic acid bis (3-carboxypropyl) ester - 7,16-dioxo-6,8,15,17-Tetraazadocosanedioic acid - La N-benzoyl-N-(2-carboxyethyl)-Glycine- N-benzoyl-N- (2-carboxyethyl) -Glycine - L'acide [2-[(2-carboxymethyl)amino]-2-oxoethyl]- Benzenepropanoïque- [2 - [(2-carboxymethyl) amino] -2-oxoethyl] - benzenepropanoic acid - L'acide [2-[(2-carboxyethyl)amino]-2-oxoethyl]- Benzenepropanoïque (ϋ)- [2 - [(2-Carboxyethyl) amino] -2-oxoethyl] - benzenepropanoic acid (Ϋ) - L'acide 4,7,9,12-Tetraoxapentadecanedioïque- 4,7,9,12-Tetraoxapentadecanedioic acid - L'acide 2,3-Pyridinedicarboxylique - L'acide 4-Pyranone-2,6-dicarboxylique- 2,3-Pyridinedicarboxylic acid - 4-Pyranone-2,6-dicarboxylic acid - L'acide 2,5-Pyrazinedicarboxylique- 2,5-Pyrazinedicarboxylic acid - L'acide 2,5-Pyridinedicarboxylique- 2,5-Pyridinedicarboxylic acid - L'acide 2,3-Benzofurandicarboxylique- 2,3-Benzofurandicarboxylic acid - L'acide 7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylique - L'acide 3, 4-Pyridinedicarboxylique- 7-oxabicyclo [2.2.1] heptane-2,3-dicarboxylic acid - 3,4-Pyridinedicarboxylic acid - L'acide 2,4-Pyridinedicarboxylique- 2,4-Pyridinedicarboxylic acid - L'acide 3,5-Pyridinedicarboxylique- 3,5-Pyridinedicarboxylic acid - L'acide 2,6-Pyridinedicarboxylique- 2,6-Pyridinedicarboxylic acid - L'acide 1 H-lmidazole-4,5-dicarboxylique - L'acide 2,3-Quinolinedicarboxylique- 1H-1midazole-4,5-dicarboxylic acid - 2,3-Quinolinedicarboxylic acid - L'acide 6,6,7,7-tetrafluoro-3-Oxabicyclo[3.2.0]heptane-2,4-dicarboxylique- 6,6,7,7-tetrafluoro-3-Oxabicyclo [3.2.0] heptane-2,4-dicarboxylic acid - L'acide 2,6-Pyrazinedicarboxylique2,6-Pyrazinedicarboxylic acid - L'acide 2,6-Dimethyl-3,5-pyridinedicarboxylique2,6-Dimethyl-3,5-pyridinedicarboxylic acid - L'acide 1-phenyl-1 H-Pyrazole-3,4-dicarboxylique - L'acide 2,5-Furanedicarboxylique- 1-phenyl-1H-Pyrazole-3,4-dicarboxylic acid - 2,5-Furanedicarboxylic acid - L'acide 3,4-Furanedicarboxylique- 3,4-Furanedicarboxylic acid - L'acide 1 ,2,5-Thiadiazole-3,4-dicarboxylique- 1, 2,5-Thiadiazole-3,4-dicarboxylic acid - L'acide 1 ,4-Dihydro-1 ,2,4,5-tetrazine-3,6-dicarboxylique- 1,4-Dihydro-1,2,4,5-tetrazine-3,6-dicarboxylic acid - L'acide 2,3-Furanedicarboxylique - L'acide 3,4-Thiophenedicarboxylique- 2,3-Furanedicarboxylic acid - 3,4-Thiophenedicarboxylic acid - L'acide 1 H-1 ,2,3-Triazole-4,5-dicarboxylique- 1H-1, 2,3-Triazole-4,5-dicarboxylic acid - L'acide 2-Methylimidazole-4,5-dicarboxylique- 2-Methylimidazole-4,5-dicarboxylic acid - L'acide 2,4-Quinolinedicarboxylique- 2,4-Quinolinedicarboxylic acid - L'acide Naphtho[2,1-b]furane-1 ,2-dicarboxylique - L'acide 3,4-Quinolinedicarboxylique- Naphtho [2,1-b] furan-1,2-dicarboxylic acid - 3,4-Quinolinedicarboxylic acid - L'acide 7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylique- 7-Oxabicyclo [2.2.1] hept-5-ene-2,3-dicarboxylic acid - L'acide 2,3-Quinoxalinedicarboxylique- 2,3-Quinoxalinedicarboxylic acid - L'acide 1 ,4-Piperazinedicarboxylique- 1,4-Piperazinedicarboxylic acid - L'acide 2,5-dimethyl- 3,4-Furandicarboxylique - L'acide tetrahydro-2,5-Thiophenedicarboxylique2,5-dimethyl-3,4-furandicarboxylic acid - tetrahydro-2,5-thiophenedicarboxylic acid - L'acide 4-phenyl- 3,5-Pyridinedicarboxylique- 4-phenyl-3,5-pyridinedicarboxylic acid - L'acide Thieno[3,2-b]thiophene-2,5-dicarboxylique- Thieno [3,2-b] thiophene-2,5-dicarboxylic acid - L'acide 3-methyl- 2,4-Thiophenedicarboxylique- 3-methyl-2,4-Thiophenedicarboxylic acid - L'acide Naphthostyril-5,6-dicarboxylique - L'acide 3-phenyl- 2,4-Quinolinedicarboxylique- Naphthostyril-5,6-dicarboxylic acid - 3-phenyl-2,4-quinolinedicarboxylic acid - Le 3,4-Dimethyl-2,5-dicarboxythiophene3,4-Dimethyl-2,5-dicarboxythiophene - L'acide 3,4-Diphenyl-2,5-thiophenedicarboxylique3,4-Diphenyl-2,5-thiophenedicarboxylic acid - L'acide 2,5-diphenyl- 3,4-Furanedicarboxylique - L'acide 7-oxc-7H-Benzimidazo[2, 1 -a]benz[de]isoquinoline-3,4-dicarboxylique2,5-diphenyl-3,4-furanedicarboxylic acid 7-Oxc-7H-benzimidazo [2,1-a] benz [de] isoquinoline-3,4-dicarboxylic acid - L'acide 2,3-dihydro-1 ,3-dioxo-1 H-Benz[de]isoquinoline-6,7-dicarboxylique- 2,3-Dihydro-1,3-dioxo-1H-Benz [de] isoquinoline-6,7-dicarboxylic acid - L'acide 3,4-bis(phenylmethoxy)-2,5-Furandicarboxylique3,4-bis (phenylmethoxy) -2,5-furandicarboxylic acid - L'acide 4,4'-Bibenzoïque-2,2'-sulfone - L'acide 2,7-Diphenyl-m-anthrazoline-4,5-dicarboxylique- 4,4'-Bibenzoic acid-2,2'-sulfone - 2,7-Diphenyl-m-anthrazoline-4,5-dicarboxylic acid - L'acide 2,4-Pyrimidinedicarboxylique- 2,4-Pyrimidinedicarboxylic acid - L'acide 2-phenyl- 4,5-Thiazoledicarboxylique- 2-Phenyl-4,5-thiazoledicarboxylic acid - L'acide 6-phenyl- 2,3-Pyridinedicarboxylique- 6-phenyl-2,3-pyridinedicarboxylic acid - L'acide 5,6-Dimethyl-2,3-pyrazinedicarboxylique - L'acide 3,7-Dibenzothiophenedicarboxylique- 5,6-Dimethyl-2,3-pyrazinedicarboxylic acid - 3,7-Dibenzothiophenedicarboxylic acid - L'acide 9-oxo-9H-Xanthene-1 ,7-dicarboxylique9-oxo-9H-Xanthene-1,7-dicarboxylic acid - L'acide 2-(1 ,1-dimethylethyl)-H-lmidazole-4,5-dicarboxylique2- (1,1-dimethylethyl) -H-imidazole-4,5-dicarboxylic acid - L'acide 6,7-Quinolinedicarboxylique- 6,7-Quinolinedicarboxylic acid - L'acide 6-Methyl-2,3-pyridinedicarboxylique - L'acide 4, 5-Pyrimidinedicarboxylique- 6-Methyl-2,3-pyridinedicarboxylic acid - 4,5-Pyrimidinedicarboxylic acid - L'acide 2-methyl-3,4-Furanedicarboxylique- 2-methyl-3,4-furanedicarboxylic acid - L'acide 1 ,2-lndolizinedicarboxylique- 1, 2-Indolizinedicarboxylic acid - L'acide 2,8-Dibenzothiophenedicarboxylique- 2,8-Dibenzothiophenedicarboxylic acid - L'acide 3,6-Pyridazinedicarboxylique - L'acide 1 ,10-Phenanthroline-2,9-dicarboxylique- 3,6-Pyridazinedicarboxylic acid - 1,10-Phenanthroline-2,9-dicarboxylic acid - L'acide 1 ,4,5,6-tetrahydro-5,6-dioxo-2,3-Pyrazinedicarboxylique- 1, 4,5,6-tetrahydro-5,6-dioxo-2,3-pyrazinedicarboxylic acid - L'acide 3,4-Dimethoxy-2,5-furandicarboxylique3,4-Dimethoxy-2,5-furandicarboxylic acid - L'acide 2-Ethyl-4,5-imidazoledicarboxylique- 2-Ethyl-4,5-imidazoledicarboxylic acid - L'acide 2-Propyl-1 H-imidazole-4,5-dicarboxylique - L'acide 4-phenyl- 2,5-Pyridinedicarboxylique- 2-Propyl-1H-imidazole-4,5-dicarboxylic acid - 4-phenyl-2,5-pyridinedicarboxylic acid - L'acide 4,5-Pyridazinedicarboxylique- 4,5-Pyridazinedicarboxylic acid - L'acide 1 ,4,5,8-tetrahydro-1 ,4:5,8-Diepoxynaphthalene-4a,8a-dicarboxylique- 1, 4,5,8-Tetrahydro-1,4,5,8-Diepoxynaphthalene-4a, 8a-dicarboxylic acid - L'acide 5,5-dioxide-2,8-Dibenzothiophenedicarboxylique- 5,5-dioxide-2,8-Dibenzothiophenedicarboxylic acid - L'acide Pyrazolo[1 ,5-a]pyridine-2,3-dicarboxylique - L'acide 2,3-dihydro-1 H-Pyrrolizine-1 ,7-dicarboxylique- Pyrazolo [1,5-a] pyridine-2,3-dicarboxylic acid - 2,3-Dihydro-1H-Pyrrolizine-1,7-dicarboxylic acid - L'acide 6-methyl-2,4,5-Pyridinetricarboxylique- 6-methyl-2,4,5-pyridinetricarboxylic acid - L'acide Pyrrolo[2,1 ,5-cd]indolizine-5,6-dicarboxylique- Pyrrolo [2,1,5-cd] indolizine-5,6-dicarboxylic acid - L'acide 3,4-bis(2,2,3,3,4,4,4-heptafluorobutyl)-1 H-Pyrrole-2,5-dicarboxylique -L'acide 6,7,9,10,17,18,20,21 -octahydrodibenzo[b,k][1 , 4, 7,10,13,16]hexaoxacyclo- octadecin-2,14-dicarboxylique3,4-Bis (2,2,3,3,4,4,4-heptafluorobutyl) -1H-pyrrole-2,5-dicarboxylic acid -The acid 6,7,9,10,17 , 18,20,21-octahydrodibenzo [b, k] [1,4,7,10,13,16] hexaoxacyclo-octadecine-2,14-dicarboxylic acid -L'acide 6,7,9,10, 17,18,20,21 -octahydro-dibenzo[b,k][1 , 4, 7,10, 13,16]hexaoxacyclo octadecin-2, 13-dicarboxylique6,7,9,10,17,18,20,21-octahydro-dibenzo [b, k] [1, 4, 7, 10, 13, 16] hexaoxacyclo octadecin-2, 13-dicarboxylic acid - L'acide 2-methyl- 3,4-Quinolinedicarboxylique- 2-methyl-3,4-Quinolinedicarboxylic acid - L'acide 4,7-Quinolinedicarboxylique - L'acide 3,5-lsoxazoledicarboxylique- 4,7-Quinolinedicarboxylic acid - 3,5-lsoxazoledicarboxylic acid - L'acide 2-(trifluoromethyl)- 3,4-Furanedicarboxylique2- (trifluoromethyl) 3,4-furanedicarboxylic acid - L'acide 5-(trifluoromethyl)- 2,4-Furanedicarboxylique5- (trifluoromethyl) -2,4-furanedicarboxylic acid - L'acide 6-methyl-2,4-quinolinedicarboxylique - L'acide 5-oxo- 1 ,2-Pyrrolidinedicarboxylique- 6-methyl-2,4-quinolinedicarboxylic acid - 5-oxo-1,2-pyrrolidinedicarboxylic acid - L'acide 5-Ethyl-2,3-pyridinedicarboxylique- 5-Ethyl-2,3-pyridinedicarboxylic acid - L'acide 1 ,2-dihydro-2-oxo- 3,4-quinolinedicarboxylique- 1, 2-Dihydro-2-oxo-3,4-quinolinedicarboxylic acid - L'acide 4,6-Phenoxathiindicarboxylique - L'acide 10,10-dioxide 1 ,9-phenoxathiindicarboxylique- 4,6-Phenoxathiindicarboxylic acid - 10,10-dioxide 9,9-phenoxathiindicarboxylic acid - L'acide 3,4-dihydro-2H-1 ,4-Thiazine-3,5-dicarboxylique3,4-Dihydro-2H-1,4-thiazine-3,5-dicarboxylic acid - L'acide 2,7-Di(tert-butyl)-9,9-dimethyl-4,5-xanthenedicarboxylique2,7-Di (tert-butyl) -9,9-dimethyl-4,5-xanthenedicarboxylic acid - L'acide 6-methyl-2,3-Quinoxalinedicarboxylique- 6-methyl-2,3-quinoxalinedicarboxylic acid - L'acide 3,7-Quinolinedicarboxylique - L'acide 2,5-Quinolinedicarboxylique- 3,7-Quinolinedicarboxylic acid - 2,5-Quinolinedicarboxylic acid - L'acide 2-Methyl-6-phenyl-3,4-pyridinedicarboxylique- 2-Methyl-6-phenyl-3,4-pyridinedicarboxylic acid - L'acide 3,4-dimethyl- thieno[2,3-b]thiophene-2,5-dicarboxylique3,4-dimethylthieno [2,3-b] thiophene-2,5-dicarboxylic acid - L'acide 3,4-Dimethoxythiophene-2,5-dicarboxylique3,4-Dimethoxythiophene-2,5-dicarboxylic acid - L'acide 5-methyl-3,4-lsoxazoledicarboxylique - L'acide 2,6-bis(aminocarbonyl)-3,5-Pyridinedicarboxylique- 5-methyl-3,4-lsoxazoledicarboxylic acid - 2,6-bis (aminocarbonyl) -3,5-pyridinedicarboxylic acid - L'acide 3,5-bis(aminocarbonyl)-2,6-Pyrazinedicarboxylique- 3,5-bis (aminocarbonyl) -2,6-pyrazinedicarboxylic acid - L'acide 2,3-Pyridinedicarboxylique- 2,3-Pyridinedicarboxylic acid - L'acide 6-(1 , 1 -dimethylethyl)-2-ethyl-3,4-Pyridinedicarboxylique6- (1,1-Dimethylethyl) -2-ethyl-3,4-pyridinedicarboxylic acid - L'acide 3-methyl-5-phenyl-2,4-Thiophenedicarboxylique - L'acide 1 ,2-dihydro-2-oxo-6-phenyl-3,5-Pyridinedicarboxylique- 3-methyl-5-phenyl-2,4-thiophenedicarboxylic acid - 1, 2-dihydro-2-oxo-6-phenyl-3,5-pyridinedicarboxylic acid - L'acide 8-methyl-2,4-Quinolinedicarboxylique- 8-methyl-2,4-quinolinedicarboxylic acid - L'acide 4-ethyl-2,6-dimethyl-3,5-Pyridinedicarboxylique- 4-ethyl-2,6-dimethyl-3,5-pyridinedicarboxylic acid - L'acide 5-(phenoxymethyl)-2,4-Furanedicarboxylique- 5- (phenoxymethyl) -2,4-Furanedicarboxylic acid - L'acide 5-(acetylamino)-3-methyl-2,4-Thiophenedicarboxylique - L'acide 2-(4-heptylphenyl)- 4,8-Quinolinedicarboxylique5- (acetylamino) -3-methyl-2,4-thiophenedicarboxylic acid - 2- (4-heptylphenyl) -4,8-quinolinedicarboxylic acid - L'acide 2,8-bis(4-heptylphenyl)-pyrido[3,2-g]quinoline-4,6-dicarboxylique- 2,8-bis (4-heptylphenyl) -pyrido [3,2-g] quinoline-4,6-dicarboxylic acid - L'acide 1 ,2,3,4,6,7,8,9-octahydro-2,8-dioxo-pyrido[3,2]quinoline-3,7- dicarboxylique1, 2,3,4,6,7,8,9-octahydro-2,8-dioxo-pyrido [3,2] quinoline-3,7-dicarboxylic acid - L'acide 2,8-dimethyl- Pyrido[3,2-g]quinoline-3,7-dicarboxylique - L'acide 5,6-Quinolinedicarboxylique- 2,8-Dimethyl-Pyrido [3,2-g] quinoline-3,7-dicarboxylic acid - 5,6-Quinolinedicarboxylic acid - L'acide 6-ethyl-2-methyl- Cinchomeronique- 6-ethyl-2-methyl-cinchomeronic acid - L'acide 2-methyl-6-propyl-Cinchomeronique- 2-methyl-6-propyl-cinchomeronic acid - L'acide 6-isopropyl-2-methyl- Cinchomeronique- 6-isopropyl-2-methyl-cinchomeronic acid - L'acide 6-tert-butyl-2-methyl- Cinchomeronique - L'acide 1 ,4-dimethyl-7-Oxabicyclo[2.2.1]heptane-2,3-dicarboxylique- 6-tert-butyl-2-methyl-cinchomonic acid - 1,4-dimethyl-7-oxabicyclo [2.2.1] heptane-2,3-dicarboxylic acid - L'acide 1 ,2-dihydro-2-oxo- 3,8-Quinolinedicarboxylique- 1,2-Dihydro-2-oxo-3,8-quinoline dicarboxylic acid - L'acide 1 ,2-dihydro-2-oxo-3,6-Quinolinedicarboxylique- 1, 2-Dihydro-2-oxo-3,6-quinoline dicarboxylic acid - L'acide 1 ,2-dihydro-2-oxo-3,7-Quinolinedicarboxylique- 1, 2-Dihydro-2-oxo-3,7-quinoline dicarboxylic acid - L'acide 3,7-dimethyl-2,8-diphenyl-Pyrido[3,2-g]quinoline-4,6-dicarboxylique - L'acide 8-methyl-2,3-Quinolinedicarboxylique- 3,7-Dimethyl-2,8-diphenyl-pyrido [3,2-g] quinoline-4,6-dicarboxylic acid - 8-methyl-2,3-Quinolinedicarboxylic acid - L'acide 3-[[(1 , 1 -dimethylethyl)amino]sulfonyl]-2,5-Thiophene-dicarboxylique3 - [[(1,1-Dimethylethyl) amino] sulfonyl] -2,5-thiophene dicarboxylic acid - L'acide 4-(acetylamino)-2,3-Thiophenedicarboxylique4- (Acetylamino) -2,3-thiophenedicarboxylic acid - L'acide 2,5-Pyridinedicarboxylique - L'acide 2,6-Pyridinedicarboxylique- 2,5-Pyridinedicarboxylic acid - 2,6-Pyridinedicarboxylic acid - L'acide 2,4-Thiophenedicarboxylique- 2,4-Thiophenedicarboxylic acid - L'acide 2,5-Thiophenedicarboxylique- 2,5-Thiophenedicarboxylic acid - L'acide 1 ,4-pyrane-2,6-dicarboxylique- 1,4-pyran-2,6-dicarboxylic acid (iii)(Iii) - L'acide Ribarique- Ribarique acid - L'acide Glucarique- Glucaric acid - L'acide Xylarique - L'acide Arabinarique- Xylaric acid - Arabinaric acid - L'acide Mannarique- Mannaric acid - L'acide Idarique- Idaric acid - L'acide Altrarique- Altraric acid - L'acide L-Glucarique - L'acide L-Arabinarique- L-Glucaric acid - L-Arabinaric acid - L'acide Allarique- Allaric acid - L'acide Galactarique- Galactaric acid - L'acide meso-Tartarique- meso-Tartaric acid - L'acide D-Glucarique - L'acide L-ldarique- D-Glucaric acid - L-ldaric acid - L'acide Hexarique- Hexaric acid - L'acide 2,3-dihydroxy- butanedioique- 2,3-Dihydroxybutanedioic acid - L'acide D-Tartarique- D-Tartaric Acid - L'acide DL-Tartarique - L'acide D-Glucarique- DL-Tartaric Acid - D-Glucaric Acid - l'acide tartarique- tartaric acid - L'acide Tetrahydroxysuccinique- Tetrahydroxysuccinic acid - L'acide 2-carboxy-2,3-dideoxy D-manno-2-Octulopyranosonique2-carboxy-2,3-dideoxy D-manno-2-octulopyranosonic acid - L'acide methyl 3-deoxy-D-arabino-2-Heptulopyranosarique - L'acide D-lyxo-2-Heptulopyranosarique- Methyl 3-deoxy-D-arabino-2-heptulopyranosaric acid - D-lyxo-2-heptulopyranosaric acid - L'acide 2,6-anhydro-L-glycero-L-galacto-Heptarique2,6-Anhydro-L-glycero-L-galacto-heptaric acid (iv)(Iv) - le 1 ,4-monoanhydride de l'acide 1 ,4,5,8-Naphthalenetetracarboxylique - l'anhydride itaconique1, 4,5,8-Naphthalenetetracarboxylic acid 1,4-monoanhydride - itaconic anhydride (V)(V) - l'acide 1 ,4-dihydro-4-oxo-2,6-Pyridinedicarboxylique1,4-dihydro-4-oxo-2,6-pyridinedicarboxylic acid - l'acide 2,6-Piperidinedicarboxylique - l'acide 1 H-Pyrrole-3,4-dicarboxylique2,6-Piperidinedicarboxylic acid - 1 H-Pyrrole-3,4-dicarboxylic acid - l'acide 4-amino-2,6-dicarboxylique- 4-amino-2,6-dicarboxylic acid - l'acide 1-methyl-1 H-Pyrazole-3,4-dicarboxylique1-methyl-1H-Pyrazole-3,4-dicarboxylic acid - l'acide 2,3-Piperidinedicarboxylique - l'acide 1-methyl-1 H-lmidazole-4,5-dicarboxylique2,3-Piperidinedicarboxylic acid 1-methyl-1H-1-imidazole-4,5-dicarboxylic acid - l'acide 2,4-Thiazolidinedicarboxylique2,4-Thiazolidinedicarboxylic acid - l'acide 1-(phenylmethyl)-1 H-lmidazole-4,5-dicarboxylique1- (phenylmethyl) -1H-1-imidazole-4,5-dicarboxylic acid - l'acide 5-amino-6-oxo-2,3-Piperidinedicarboxylique - l'acide 5-amino-6-oxo-2,4-Piperidinedicarboxylique5-amino-6-oxo-2,3-piperidinedicarboxylic acid - 5-amino-6-oxo-2,4-piperidinedicarboxylic acid - l'acide 5-amino-6-oxo-2,3-Piperidinedicarboxylique5-amino-6-oxo-2,3-piperidinedicarboxylic acid - l'acide 5-amino-6-oxc-, [2S-(2α,4β,5α)]- 2,4-Piperidinedicarboxylique5-amino-6-oxc-, [2S- (2α, 4β, 5α)] -2,4-piperidinedicarboxylic acid - l'acide (2S,4R)-2,4-Pyrrolidinedicarboxylique- (2S, 4R) -2,4-Pyrrolidinedicarboxylic acid - l'acide-(2S-cis)-2,4-Pyrrolidinedicarboxylique - l'acide 2-amino-1 H-lmidazole-4,5-dicarboxylique- (2S-cis) -2,4-Pyrrolidinedicarboxylic acid - 2-amino-1H-1-imidazole-4,5-dicarboxylic acid - l'acide 2,5-Pyrrolidinedicarboxylique- 2,5-Pyrrolidinedicarboxylic acid - l'acide 4-amino-3,5-lsothiazoledicarboxylique4-amino-3,5-lsothiazoledicarboxylic acid - l'acide 1-methyl- 1 H-Pyrazole-3,5-dicarboxylique1-methyl-1H-Pyrazole-3,5-dicarboxylic acid - l'acide 7-(diethylamino)-2-oxo-2H-1 -Benzopyran-3,4-dicarboxylique - l'acide 3,4-diethyl-1 H-Pyrrole-2,5-dicarboxylique7- (diethylamino) -2-oxo-2H-1-benzopyran-3,4-dicarboxylic acid - 3,4-diethyl-1H-pyrrole-2,5-dicarboxylic acid - l'acide 1-phenyl-1 H-Pyrrole-3,4-dicarboxylique1-phenyl-1H-pyrrole-3,4-dicarboxylic acid - l'acide cis-2,3-Piperazinedicarboxyliquecis-2,3-Piperazinedicarboxylic acid - l'acide 2,3-Piperazinedicarboxylique2,3-Piperazinedicarboxylic acid - l'acide 2,5-Piperazinedicarboxylique - l'acide 2,6-Piperazinedicarboxylique- 2,5-Piperazinedicarboxylic acid - 2,6-Piperazinedicarboxylic acid - l'acide 2-amino-3,5-Pyridinedicarboxylique2-amino-3,5-pyridinedicarboxylic acid - l'acide 2-methyl-Pyrrole-3,4-dicarboxylique2-methyl-pyrrole-3,4-dicarboxylic acid - l'acide 4-(methylamino)-2,6-Pyridinedicarboxylique4- (methylamino) -2,6-pyridinedicarboxylic acid - l'acide 2-amino-6-methyl-3,4-Pyridinedicarboxylique - l'acide 5-amino-2-methyl-3,4-Pyridinedicarboxylique2-amino-6-methyl-3,4-pyridinedicarboxylic acid - 5-amino-2-methyl-3,4-pyridinedicarboxylic acid - l'acide 2-amino-6-methyl- 3,5-Pyridinedicarboxylique2-amino-6-methyl-3,5-pyridinedicarboxylic acid - l'acide 2,5-dimethyl-Pyrrole-3,4-dicarboxylique2,5-dimethyl-pyrrole-3,4-dicarboxylic acid - l'acide 2,5-dimethyl-Pyrrole-3,4-dicarboxylique2,5-dimethyl-pyrrole-3,4-dicarboxylic acid - l'acide 2-amino-6-hydroxy- 3,5-Pyridinedicarboxylique - l'acide 2,4-Pyrrolidinedicarboxylique- 2-amino-6-hydroxy-3,5-pyridinedicarboxylic acid - 2,4-pyrrolidinedicarboxylic acid - l'acide 1 H-lndole-2,4-dicarboxylique1H -indole-2,4-dicarboxylic acid - l'acide 1 H-lndole-2,6-dicarboxylique1 H-indole-2,6-dicarboxylic acid - l'acide 1 H-lndole-2,5-dicarboxylique1H-lndole-2,5-dicarboxylic acid - l'acide 5-phenyl-2,4-Pyrrolidinedicarboxylique - l'acide 5-methyl-2,4-Pyrrolidinedicarboxylique- 5-phenyl-2,4-pyrrolidinedicarboxylic acid - 5-methyl-2,4-pyrrolidinedicarboxylic acid - l'acide trans-2,4-Azetidinedicarboxyliquetrans-2,4-azetidinedicarboxylic acid - l'acide cis-2,4-Azetidinedicarboxyliquecis-2,4-azetidinedicarboxylic acid - l'acide 3,5-Piperidinedicarboxylique- 3,5-Piperidinedicarboxylic acid - l'acide 2,3-Pyrrolidinedicarboxylique - l'acide 2,3-Azetidinedicarboxylique2,3-Pyrrolidinedicarboxylic acid - 2,3-Azetidinedicarboxylic acid - l'acide 3,4-Pyrrolidinedicarboxylique3,4-Pyrrolidinedicarboxylic acid - l'acide 2,3-dihydro-6H-1 ,4-Dioxino[2,3-c]pyrrole-5,7-dicarboxylique2,3-Dihydro-6H-1,4-dioxino [2,3-c] pyrrole-5,7-dicarboxylic acid - l'acide 1 H-lmidazole-2,4-dicarboxylique - l'acide 1-butyl-1 H-Pyrrole-2,3-dicarboxylique1-H-imidazole-2,4-dicarboxylic acid 1-butyl-1H-pyrrole-2,3-dicarboxylic acid - l'acide 3-amino-1-oxide-2,4-Pyridinedicarboxylique- 3-amino-1-oxide-2,4-pyridinedicarboxylic acid - l'acide 2,3-dihydro-5-phenyl-1 H-Pyrrolizine-6,7-dicarboxylique2,3-dihydro-5-phenyl-1H-pyrrolizine-6,7-dicarboxylic acid - l'acide 3a,4,5,9b-tetrahydro-3H-Cyclopenta[c]quinoline-4,6-dicarboxylique - l'acide 3a,4,5,9b-tetrahydro-3H-Cyclopenta[c]quinoline-4,8-dicarboxylique3a, 4,5,9b-tetrahydro-3H-cyclopenta [c] quinoline-4,6-dicarboxylic acid; 3a, 4,5,9b-tetrahydro-3H-cyclopenta [c] quinoline-4 acid; , 8-dicarboxylic - l'acide 2,3-dihydro-1 H-lmidazole-4,5-dicarboxylique2,3-Dihydro-1H-1-imidazole-4,5-dicarboxylic acid - l'acide 5-amino-6-methyl-Lutidinique- 5-amino-6-methyl-Lutidinic acid - l'acide 1 H-lndole-3,7-dicarboxylique1H-lndole-3,7-dicarboxylic acid - l'acide 3,3-dimethyl-2,6-Piperidinedicarboxylique - l'acide 1-butyl-2,5-Pyrrolidinedicarboxylique3,3-dimethyl-2,6-piperidinedicarboxylic acid - 1-butyl-2,5-pyrrolidinedicarboxylic acid - l'acide 1 H-lndole-4,6-dicarboxylique1H-lndole-4,6-dicarboxylic acid - l'acide 1-(phenylmethyl)-3,4-Pyrrolidinedicarboxylique1- (phenylmethyl) -3,4-pyrrolidinedicarboxylic acid - l'acide 3-(carboxymethyl)-1 H-lndole-2,6-dicarboxylique3- (carboxymethyl) -1H-indole-2,6-dicarboxylic acid - l'acide 3,4-bis(2,2,2-trifluoroethyl)-1 H-Pyrrole-2,5-dicarboxylique - l'acide 9-hexyl-9H-Carbazole-3,6-dicarboxylique3,4-bis (2,2,2-trifluoroethyl) -1H-pyrrole-2,5-dicarboxylic acid; 9-hexyl-9H-carbazole-3,6-dicarboxylic acid; - l'acide 3-methyl-5-(1 -piperazinylsulfonyl)-2,4-Thiophenedicarboxylique3-methyl-5- (1-piperazinylsulfonyl) -2,4-thiophenedicarboxylic acid - l'acide 2,3,4,9-tetrahydro-1 H-Carbazole-5,7-dicarboxylique2,3,4,9-tetrahydro-1H-carbazole-5,7-dicarboxylic acid - l'acide 2,3-dimethyl-1 H-lndole-4,6-dicarboxylique2,3-dimethyl-1H-indole-4,6-dicarboxylic acid - l'acide 7-amino-1 ,4-dihydro-4-oxo-3,6-Quinolinedicarboxylique - l'acide 5-amino-3-methyl-2,4-Thiophenedicarboxylique7-amino-1,4-dihydro-4-oxo-3,6-quinolinedicarboxylic acid - 5-amino-3-methyl-2,4-thiophenedicarboxylic acid - l'acide (m-tolylimino)di-Acetique- (m-tolylimino) di-Acetic acid - l'acide (o-tolylimino)di-Acetique- (o-tolylimino) di-Acetic acid - la D-Cystathionine- D-Cystathionine - l'acide Phenethyliminodiacetique - l'acide 2-Benzyl-2,2'-iminodiacetique- Phenethyliminodiacetic acid - 2-Benzyl-2,2'-iminodiacetic acid - la L-α-glutamyl-L-alanyl-L-AlanineL-α-glutamyl-L-alanyl-L-Alanine - l'acide N,N'-DibenzylethylenediaminediacetiqueN, N'-Dibenzylethylenediaminediacetic acid - la N-L-γ-glutamyl-D-AlanineN-L-gamma-glutamyl-D-Alanine - la Glycyl-L-glutamyl glycine - la N-(carboxymethyl)-N-(tetrahydro-1 ,1-dioxido-3-thienyl)-Glycineglycyl-L-glutamyl glycine - N- (carboxymethyl) -N- (tetrahydro-1,1-dioxido-3-thienyl) -Glycine - la N-(2-carboxyethyl)-N-phenyl-beta-AlanineN- (2-carboxyethyl) -N-phenyl-beta-Alanine - la N-(carboxymethyl)-N-octyl-glycineN- (carboxymethyl) -N-octyl-glycine - l'acide N-(tert-Butoxycarbonyl)iminodiacetiqueN- (tert-Butoxycarbonyl) iminodiacetic acid - la N-(carboxymethyl)-L-Alanine - la N-(6-aminohexyl)-N-(carboxymethyl)-GlycineN- (carboxymethyl) -L-Alanine - N- (6-aminohexyl) -N- (carboxymethyl) -Glycine - la N-(carboxymethyl)-N-tetradecyl-GlycineN- (carboxymethyl) -N-tetradecyl-glycine - la N-(1-carboxyethyl)-D-AlanineN- (1-carboxyethyl) -D-Alanine - la N-(carboxymethyl)-D-AlanineN- (carboxymethyl) -D-Alanine - l'acide decyliminodiacetique - l'acide 3,3'-(dimethylhydrazono)bis-propanoique- decyliminodiacetic acid - 3,3 '- (dimethylhydrazono) bis-propanoic acid - la N-(carboxymethyl)-N-[2-(2,6-dioxo-4-morpholinyl)ethyl]-glycineN- (carboxymethyl) -N- [2- (2,6-dioxo-4-morpholinyl) ethyl] -glycine - la N-alpha-aspartyl-glycine- N-alpha-aspartyl-glycine - la N-beta-aspartyl-glycine - la N-L-alpha-aspartyl-beta-Alanine- N-beta-aspartyl-glycine NL-alpha-aspartyl-beta-Alanine - l'acide 3,4-Xylylamino-N,N-diacetique3,4-Xylylamino-N, N-diacetic acid - la N-(1-carboxyethyl)-AlanineN- (1-carboxyethyl) -Alanine - la N-(carboxymethyl)-Alanine - la N,N'-methylenebis-glycineN- (carboxymethyl) -Alanine - N, N'-methylenebis-glycine - la N-(aminomethyl)-N-(carboxymethyl)-glycineN- (aminomethyl) -N- (carboxymethyl) -glycine - la N-(aminomethyl)-N-(carboxymethyl)-glycineN- (aminomethyl) -N- (carboxymethyl) -glycine - l'acide 2,2'-(methylhydrazono)bis-acetique- 2,2 '- (methylhydrazono) bis-acetic acid - la N-(2-carboxyethyl)-N-(4-methylphenyl)-beta-Alanine - la N-(2-carboxyethyl)-N-(3-methylphenyl)-beta-AlanineN- (2-carboxyethyl) -N- (4-methylphenyl) -beta-alanine - N- (2-carboxyethyl) -N- (3-methylphenyl) -beta-alanine - la 3-[(carboxymethyl)amino]-Alanine3 - [(carboxymethyl) amino] -Alanine - la D-alpha-aspartyl-D-Alanine- D-alpha-aspartyl-D-Alanine - la N-(2-carboxyethyl)-N-(1-oxohexadecyl)-beta-AlanineN- (2-carboxyethyl) -N- (1-oxohexadecyl) -beta-alanine - la N-(2-carboxyethyl)-N-(1-oxodecyl)-beta-Alanine - la N-(2-carboxyethyl)-N-(1-oxotetradecyl)-beta-AlanineN- (2-carboxyethyl) -N- (1-oxodecyl) -beta-alanine - N- (2-carboxyethyl) -N- (1-oxotetradecyl) -beta-alanine - l'acide amino[(carboxymethyl)thio]- Acétiqueamino acid [(carboxymethyl) thio] - acetic acid - la N,N'-1 ,6-hexanediylbis-beta-AlanineN, N'-1,6-hexanediylbis-beta-Alanine - la N-(carboxymethyl)-N-phenyl-beta-AlanineN- (carboxymethyl) -N-phenyl-beta-Alanine - la N-(i-carboxyethyl)- L-Alanine - l'acide L-glutamiqueN- (i-carboxyethyl) -L-Alanine - L-glutamic acid - l'acide L-aspartique.- L-aspartic acid. (vi)(Vi) - L'acide 3,3',3"-[1 ,2,3-propanetriyltris(oxy)]tris-propanoïque - L'acide Pyrazinetricarboxylique3,3 ', 3 "- [1,2,3-propanetriyltris (oxy)] trispropanoic acid - Pyrazinetricarboxylic acid - L'acide 4-(3-carboxyphenyl)-2,5-Pyridinedicarboxylique4- (3-carboxyphenyl) -2,5-pyridinedicarboxylic acid - L'acide 3-(carboxymethyl)-2,4-Quinolinedicarboxylique- 3- (carboxymethyl) -2,4-quinolinedicarboxylic acid - L'acide 3-(carboxymethyl)-1 H-lndole-2,5-dicarboxylique3- (carboxymethyl) -1H-indole-2,5-dicarboxylic acid - L'acide 3-C-carboxy-2-deoxy-D-threo-Pentarique - L'acide Hydroxycitrique- 3-C-carboxy-2-deoxy-D-threo-pentaric acid - Hydroxycitric acid - L'acide D-glucopyranuronosyl-D-arabino-2-HexulofuranosidariqueD-glucopyranuronosyl-D-arabino-2-hexulofuranosidaric acid - L'acide 2,3,5,6-Pyridinetetracarboxylique- 2,3,5,6-Pyridinetetracarboxylic acid - la N,N'-1 ,2-ethanediylbis[N-(carboxymethyl)- β-AlanineN, N'-1, 2-ethanediylbis [N- (carboxymethyl) -β-alanine - l'acide L-α-aspartyl-L-Aspartique - l'acide 4-[bis(carboxymethyl)amino]-BenzoiqueL-α-aspartyl-L-Aspartic acid - 4- [bis (carboxymethyl) amino] benzoic acid - l'acide 7-[bis(carboxymethyl)amino]-Heptanoique7- [bis (carboxymethyl) amino] -Heptanoic acid - l'acide N-(2-carboxyethyl)-Aspartique- N- (2-carboxyethyl) -Aspartic acid - l'acide 3-[bis(2-carboxyethyl)amino]-Benzoique3- [bis (2-carboxyethyl) amino] benzoic acid - l'acide 4-[bis(2-carboxyethyl)amino]-Benzoique.4- [bis (2-carboxyethyl) amino] benzoic acid. (vu)(Saw) - L'acide tetrahydro-2,2-dimethyl-5-oxo-3-Furancarboxylique- tetrahydro-2,2-dimethyl-5-oxo-3-furancarboxylic acid - L'acide 4,7,7-trimethyl-3-oxo-2-Oxabicyclo[2.2.1]heptane-1-carboxylique - L'acide 4,6-dimethyl-2-oxo-2H-Pyran-5-carboxylique- 4,7,7-trimethyl-3-oxo-2-oxabicyclo [2.2.1] heptane-1-carboxylic acid - 4,6-dimethyl-2-oxo-2H-pyran-5-carboxylic acid - L'acide 2-oxo-2H-Pyran-5-carboxylique-2-Pentenedioique- 2-Oxo-2H-Pyran-5-carboxylic acid-2-Pentenedioic acid - L'acide 2-oxo-2H-1-Benzopyran-3-carboxylique- 2-oxo-2H-1-Benzopyran-3-carboxylic acid - l'acide 2-oxo-2H-Pyran-6-carboxylique - L'acide 1 ,3-dihydro-3-oxo-1-lsobenzofurancarboxylique2-oxo-2H-pyran-6-carboxylic acid - 1, 3-dihydro-3-oxo-1-lsobenzofurancarboxylic acid - L'acide 4-methyl-2-oxo-2H-1-Benzopyran-3-carboxylique- 4-methyl-2-oxo-2H-1-Benzopyran-3-carboxylic acid - L'acide 1-oxo-1 H-2-Benzopyran-3-carboxylique- 1-Oxo-1H-2-Benzopyran-3-carboxylic acid - L'acide 8-methoxy-2-oxo-2H-1-Benzopyran-3-carboxylique- 8-methoxy-2-oxo-2H-1-Benzopyran-3-carboxylic acid - L'acide 2-oxo-1-Oxaspiro[4.5]decane-4-carboxylique - L'acide 2-oxo-2H-Pyran-3-carboxylicique- 2-Oxo-1-oxaspiro [4.5] decane-4-carboxylic acid - 2-oxo-2H-pyran-3-carboxylic acid - L'acide 4-methyl-2-oxo-2H-Pyran-6-carboxylique- 4-methyl-2-oxo-2H-pyran-6-carboxylic acid - L'acide 3-oxo-3H-Naphtho[2,1-b]pyran-2-carboxylique- 3-oxo-3H-Naphtho [2,1-b] pyran-2-carboxylic acid - L'acide tetrahydro-5-oxo-2,3-furandicarboxylique- tetrahydro-5-oxo-2,3-furandicarboxylic acid - L'acide 1 ,3-dihydro-3-oxo-4-lsobenzofurancarboxylique - L'acide 1 ,3-dihydro-1-oxo- 5-lsobenzofurancarboxylique- 1,3-Dihydro-3-oxo-4-lsobenzofurancarboxylic acid - 1,3-dihydro-1-oxo-5-lsobenzofurancarboxylic acid - L'acide hexahydro-2-oxo-3,5-Methano-2H-cyclopenta[b]furan-7-carboxylique- Hexahydro-2-oxo-3,5-methano-2H-cyclopenta [b] furan-7-carboxylic acid - L'acide 6-methyl-2,4-dioxo-2H-Pyran-5-carboxylique- 6-methyl-2,4-dioxo-2H-pyran-5-carboxylic acid - L'acide 1-oxo-3-lsochromancarboxylique- 1-oxo-3-lsochromancarboxylic acid - L'acide 2-oxo-2H-1-Benzopyran-6-carboxylique - L'acide 6-methyl-2-oxo-2H-1-Benzopyran-3-carboxylique- 2-oxo-2H-1-Benzopyran-6-carboxylic acid - 6-methyl-2-oxo-2H-1-Benzopyran-3-carboxylic acid - L'acide 2,5-dihydro-4,5,5-trimethyl-2-oxo-3-Furancarboxylique- 2,5-Dihydro-4,5,5-trimethyl-2-oxo-3-furancarboxylic acid - L'acide tetrahydro-5-oxo-2-phenyl- 3-Furancarboxylique- tetrahydro-5-oxo-2-phenyl-3-furancarboxylic acid - L'acide tetrahydro-5-oxo-4-propyl-2-Furoïque- tetrahydro-5-oxo-4-propyl-2-furoic acid - L'acide 2-butyl-2,3-dideoxy-pentarique - L'acide 2-oxo 2H-1-Benzopyran-7-carboxylique- 2-Butyl-2,3-dideoxy-pentaric acid - 2-oxo-2H-1-Benzopyran-7-carboxylic acid - L'acide 2-oxo-1-Oxaspiro[4.4]nonane-4-carboxylique- 2-oxo-1-oxaspiro [4.4] nonane-4-carboxylic acid - L'acide 4-ethyltetrahydro-5-oxo-2-furoïque- 4-ethyltetrahydro-5-oxo-2-furoic acid - L'acide 5-ethyltetrahydro-2,3-dimethyl-6-oxo-2H-Pyran-2-carboxylique5-ethyltetrahydro-2,3-dimethyl-6-oxo-2H-pyran-2-carboxylic acid - L'acide 7-methoxy-2-oxo-2H-1-benzopyran-3-carboxylique - L'acide 2-oxo-2H-1-Benzopyran-4-carboxylique- 7-methoxy-2-oxo-2H-1-benzopyran-3-carboxylic acid - 2-oxo-2H-1-Benzopyran-4-carboxylic acid - L'acide 2-oxo-6-pentyl-2H-Pyran-3-carboxylique- 2-oxo-6-pentyl-2H-pyran-3-carboxylic acid - L'acide 7-oxo-4-Oxepanecarboxylique- 7-Oxo-4-Oxepanecarboxylic acid - L'acide 3-(carboxymethyl)-2,3-dideoxy-pentarique3- (carboxymethyl) -2,3-dideoxy-pentaric acid - L'acide 2,3-dihydro-2-oxo- 7-benzofurancarboxylique - L'acide 1 ,3,4,5-tetrahydro-1-oxo-2-benzoxepin-7-carboxylique2,3-Dihydro-2-oxo-7-benzofurancarboxylic acid - 1, 3,4,5-tetrahydro-1-oxo-2-benzoxepin-7-carboxylic acid - L'acide 3,4-dihydro-3-oxo-1 H-2-benzopyran-6-carboxylique3,4-Dihydro-3-oxo-1H-2-benzopyran-6-carboxylic acid - L'acide 2,3,4,5-tetrahydro-2-oxo-1-Benzoxepin-7-carboxylique2,3,4,5-tetrahydro-2-oxo-1-benzoxepin-7-carboxylic acid - L'acide 3,4-dihydro-1-oxo-1 H-2-benzopyran-8-carboxylique3,4-Dihydro-1-oxo-1H-2-benzopyran-8-carboxylic acid - L'acide 1 ,3,4,5-tetrahydro-3-oxo-2-benzoxepin-9-carboxylique - L'acide 1 ,3,4,5-tetrahydro-3-oxo-2-Benzoxepin-7-carboxylique- 1, 3,4,5-tetrahydro-3-oxo-2-benzoxepin-9-carboxylic acid - 1, 3,4,5-tetrahydro-3-oxo-2-benzoxepin-7-carboxylic acid - L'acide 3,4-dihydro-2-oxo- 2H-1-benzopyran-8-carboxylique3,4-Dihydro-2-oxo-2H-1-benzopyran-8-carboxylic acid - L'acide 1 ,3,4,5-tetrahydro-1-oxo-2-benzoxepin-9-carboxylicique1, 3,4,5-tetrahydro-1-oxo-2-benzoxepin-9-carboxylic acid - L'acide 3,4-dihydro-1-oxo-1 H-2-benzopyran-6-carboxylique - L'acide 3,4-dihydro-3-oxo-1 H-2-benzopyran-8-carboxylique3,4-Dihydro-1-oxo-1H-2-benzopyran-6-carboxylic acid 3,4-Dihydro-3-oxo-1H-2-benzopyran-8-carboxylic acid - L'acide 2,3,4,5-tetrahydro-2-oxo-1-benzoxepin-9-carboxylique2,3,4,5-tetrahydro-2-oxo-1-benzoxepin-9-carboxylic acid - La lactone de l'acide isocitrique- The lactone of isocitric acid - L'acide 5-oxo-2-tetrahydrofuranecarboxylique.5-oxo-2-tetrahydrofuranecarboxylic acid. 9. Composition selon l'une des revendications précédentes, dans laquelle le poly- condensat comprend en outre au moins un acide polycarboxylique additionnel, ou son anhydride, choisi, seul ou en mélange, parmi les acides polycarboxyliques linéaires, ramifiés et/ou cycliques, saturés ou insaturés, voire aromatiques, com- prenant 2 à 50 atomes de carbone; ledit acide comprenant au moins deux groupes carboxyliques COOH.9. Composition according to one of the preceding claims, in which the polycondensate additionally comprises at least one additional polycarboxylic acid, or its anhydride, chosen, alone or as a mixture, from linear, branched and / or cyclic polycarboxylic acids. saturated or unsaturated, or even aromatic, having 2 to 50 carbon atoms; said acid comprising at least two carboxylic groups COOH. 10. Composition selon la revendication 9 dans laquelle ledit acide polycarboxylique additionnel, ou son anhydride est choisi parmi, seul ou en mélange : - les acides dicarboxyliques tels que l'acide décanedioïque, l'acide dodécanedioï- que, l'acide cyclopropanedicarboxylique, l'acide cyclohexanedicarboxylique, l'acide cyclobutanedicarboxylique, l'acide naphtalène-1 ,4-dicarboxylique, l'acide naphtalène-2,3-dicarboxylique, l'acide naphtalène-2,6-dicarboxylique, l'acide subé- rique, l'acide oxalique, l'acide malonique, l'acide succinique, l'acide phtalique, l'acide téréphtalique, l'acide isophtalique, l'acide tétrahydrophtalique, l'acide hexa- hydrophtalique, l'acide pimélique, l'acide sébacique, l'acide azélaïque, l'acide glu- tarique, l'acide adipique, l'acide fumarique, l'acide maléïque, l'acide itaconique, les dimères d'acides gras (notamment en C36);A composition according to claim 9 wherein said additional polycarboxylic acid, or its anhydride is selected from, alone or in admixture: - dicarboxylic acids such as decanedioic acid, dodecanedioic acid, cyclopropanedicarboxylic acid, cyclohexanedicarboxylic acid, cyclobutanedicarboxylic acid, naphthalene-1,4-dicarboxylic acid, naphthalene-2,3-dicarboxylic acid, naphthalene-2,6-dicarboxylic acid, suberic acid, and the like. oxalic acid, malonic acid, succinic acid, phthalic acid, terephthalic acid, isophthalic acid, tetrahydrophthalic acid, hexahydrophthalic acid, pimelic acid, sebacic acid , azelaic acid, glutamic acid, adipic acid, fumaric acid, maleic acid, itaconic acid, fatty acid dimers (especially C36); - les acides tricarboxyliques tels que l'acide cyclohexanetricarboxylique, l'acide tri- mellitique, l'acide 1 ,2,3-benzènetricarboxylique, l'acide 1 ,3,5-benzènetricarboxy- lique;tricarboxylic acids such as cyclohexanetricarboxylic acid, trimellitic acid, 1,2,3-benzenetricarboxylic acid, 1,3,5-benzenetricarboxylic acid; - les acides tétracarboxyliques tels que l'acide butanetétracarboxylique et l'acide pyroméllitique,tetracarboxylic acids such as butanetetracarboxylic acid and pyromellitic acid, - les anhydrides cycliques de ces acides et notamment l'anhydride phtalique, l'an- hydride trimellitique, l'anhydride maléïque et l'anhydride succinique.the cyclic anhydrides of these acids and especially phthalic anhydride, trimellitic anhydride, maleic anhydride and succinic anhydride. 11. Composition selon l'une des revendications 15 à 16, dans laquelle l'acide polycarboxylique additionnel ou son anhydride est choisi parmi l'acide adipique, l'anhydride phtalique et/ou l'acide isophtalique, et mieux l'acide isophtalique seul.11. Composition according to one of Claims 15 to 16, in which the additional polycarboxylic acid or its anhydride is chosen from adipic acid, phthalic anhydride and / or isophthalic acid, and better isophthalic acid alone. . 12. Composition selon l'une des revendications précédentes, dans laquelle l'ensemble des acides polycarboxyliques, de leurs anhydrides cycliques et/ou des lac- tones représente 10 à 30% en poids, et mieux 14 à 25% en poids, du poids total du polycondensat.12. Composition according to one of the preceding claims, wherein the set of polycarboxylic acids, their cyclic anhydrides and / or lactones represents 10 to 30% by weight, and more preferably 14 to 25% by weight, weight total polycondensate. 13. Composition selon l'une des revendications précédentes, dans laquelle le polycondensat comprend en outre au moins une silicone à fonction hydroxyle (OH) et/ou carboxylique (COOH). 13. Composition according to one of the preceding claims, wherein the polycondensate further comprises at least one silicone hydroxyl function (OH) and / or carboxylic (COOH). 14. Composition selon la revendication 13, dans laquelle la silicone est de formule:The composition of claim 13, wherein the silicone is of formula: R1 R3 R5R1 R3 R5 R2 R4 R6 dans laquelle : R2 R4 R6 in which: - W et W sont, indépendamment l'un de l'autre, OH ou COOH;- W and W are, independently of one another, OH or COOH; - p et q sont, indépendamment l'un de l'autre, égaux à O ou 1 ,p and q are, independently of one another, equal to 0 or 1, - R et R' sont, indépendamment l'un de l'autre, un radical divalent carboné, notamment hydrocarboné, saturé ou insaturé, voire aromatique, linéaire, ramifié et/ou cyclique; comprenant 1 à 12 atomes de carbone, et comprenant éventuellement en outre 1 ou plusieurs hétéroatomes choisis parmi O, S et N; ou bien de formule -[(CH2)X O]Z- avec x = 1 , 2 ou 3 et z = 1-10;- R and R 'are, independently of one another, a divalent carbon radical, in particular hydrocarbon, saturated or unsaturated, or even aromatic, linear, branched and / or cyclic; comprising 1 to 12 carbon atoms, and optionally further comprising 1 or more heteroatoms selected from O, S and N; or of formula - [(CH 2 ) X O] Z - with x = 1, 2 or 3 and z = 1-10; - R1 à R6 sont, indépendamment l'un de l'autre, un radical carboné linéaire, ramifié et/ou cyclique, saturé ou insaturé voire aromatique; comprenant 1 à 20 atomes de carbone;- R1 to R6 are, independently of one another, a linear carbon radical, branched and / or cyclic, saturated or unsaturated or aromatic; comprising 1 to 20 carbon atoms; - m et n sont, indépendamment l'un de l'autre, des entiers compris entre 1 et 140, et sont tels que la masse moléculaire moyenne en poids (Mw) de la silicone est comprise entre 300 et 20 000.m and n are, independently of each other, integers between 1 and 140, and are such that the weight average molecular weight (Mw) of the silicone is between 300 and 20,000. 15. Composition selon l'une des revendications 13 à 14, dans laquelle la silicone représente 0,1 à 15% en poids, notamment 1 à 10% en poids, voire 2 à 8% en poids, du poids total du polycondensat.15. Composition according to one of claims 13 to 14, wherein the silicone represents 0.1 to 15% by weight, especially 1 to 10% by weight, or even 2 to 8% by weight, of the total weight of the polycondensate. 16. Composition selon l'une des revendications précédentes, dans laquelle le po- lycondensat présente au moins l'une des caractéristiques suivantes :16. Composition according to one of the preceding claims, in which the polycondensate has at least one of the following characteristics: - un indice d'acide, exprimé en mg d'hydroxyde de potassium par g de polycondensat, supérieur ou égal à 1 ; notamment compris entre 2 et 30, et encore mieux compris entre 2,5 et 15; et/ouan acid number, expressed as mg of potassium hydroxide per g of polycondensate, greater than or equal to 1; in particular between 2 and 30, and even better between 2.5 and 15; and or - un indice d'hydroxyle exprimé en mg d'hydroxyde de potassium par g de poly- condensât, supérieur ou égal à 40; notamment compris entre 40 et 120, et encore mieux compris entre 45 et 80; et/oua hydroxyl number expressed in mg of potassium hydroxide per g of poly-condensate, greater than or equal to 40; in particular between 40 and 120, and even better between 45 and 80; and or - une masse moléculaire moyenne en poids (Mw) comprise entre 1500 et 300 000, voire entre 2000 et 200 000, et notamment entre 3000 et 100 000; et/oua weight-average molecular weight (Mw) of between 1500 and 300 000, even between 2000 and 200 000, and especially between 3000 and 100 000; and or - une viscosité, mesurée à 1100C, comprise entre 20 et 4000 mPa.s, notamment entre 30 et 3500 mPa.s, voire entre 40 et 3000 mPa.s et encore mieux entre 50 eta viscosity, measured at 110 ° C., of between 20 and 4000 mPa.s, in particular between 30 and 3500 mPa.s, even between 40 and 3000 mPa.s and even better between 50 and 2500 mPa.s; et/ou2500 mPa.s; and or - une solubilité dans au moins un solvant choisi parmi l'isododécane, le Parléam, l'isononanoate d'isononyle, l'octyldodécanol et le benzoate d'alkyle en C12-C15, à raison d'au moins 50% en poids, à 700C. a solubility in at least one solvent chosen from isododecane, Parleam, isononyl isononanoate, octyldodecanol and C12-C15 alkyl benzoate, at least 50% by weight, at 70 ° C. 17. Composition selon l'une des revendications précédentes, dans laquelle le po- lycondensat est présent en une quantité comprise entre 0,1 et 70% en poids, de préférence entre 1 et 50% en poids, notamment entre 10 et 45% en poids, voire entre 20 et 40% en poids, et mieux entre 25 et 35% en poids, par rapport au poids de la composition cosmétique ou pharmaceutique finale.17. Composition according to one of the preceding claims, in which the polycondensate is present in an amount of between 0.1 and 70% by weight, preferably between 1 and 50% by weight, in particular between 10 and 45% by weight. weight, or even between 20 and 40% by weight, and better still between 25 and 35% by weight, relative to the weight of the final cosmetic or pharmaceutical composition. 18. Composition selon l'une des revendications précédentes, dans laquelle le milieu cosmétiquement ou pharmaceutiquement acceptable comprend au moins une phase grasse liquide, qui peut comprendre au moins un composé choisi parmi les huiles et/ou solvants d'origine minérale, animale, végétale ou synthétique, carbonés, hydrocarbonés, fluorés et/ou siliconés, volatils ou non volatils, seuls ou en mélange.18. Composition according to one of the preceding claims, wherein the cosmetically or pharmaceutically acceptable medium comprises at least one liquid fatty phase, which may comprise at least one compound selected from oils and / or solvents of mineral, animal, vegetable origin. or synthetic, carbonaceous, hydrocarbon, fluorinated and / or silicone, volatile or non-volatile, alone or in mixture. 19. Composition selon l'une des revendications précédentes, dans laquelle le mi- lieu cosmétiquement ou pharmaceutiquement acceptable comprend au moins une huile et/ou un solvant choisi parmi, seul ou en mélange, l'isododécane, le Par- léam, l'isononanoate d'isononyle, l'octyldodécanol, la phényl triméthicone, les benzoates d'alkyle en C12-C15 et/ou la D5 (décaméthylcyclopentasiloxane).19. Composition according to one of the preceding claims, in which the cosmetically or pharmaceutically acceptable medium comprises at least one oil and / or a solvent chosen from, alone or as a mixture, isododecane, Parma, isononyl isononanoate, octyldodecanol, phenyl trimethicone, C12-C15 alkyl benzoates and / or D5 (decamethylcyclopentasiloxane). 20. Composition selon l'une des revendications précédentes, se présentant sous la forme d'un produit de soin et/ou de maquillage de la peau du corps ou du visage, des lèvres, des cils, des sourcils, des cheveux, du cuir cheveu ou des ongles; d'un produit solaire ou autobronzant; d'un produit capillaire notamment de coloration, de conditionnement et/ou de soin des cheveux.20. Composition according to one of the preceding claims, being in the form of a care product and / or makeup of the skin of the body or face, lips, eyelashes, eyebrows, hair, leather hair or nails; a suntan or self-tanning product; a hair product including coloring, conditioning and / or hair care. 21. Composition selon l'une des revendications précédentes, se présentant sous la forme de mascara, de rouge à lèvres, de brillant à lèvres (gloss), de fard à joues ou à paupières, de fond de teint.21. Composition according to one of the preceding claims, in the form of mascara, lipstick, lip gloss (gloss), blush or eyelid, foundation. 22. Procédé de traitement cosmétique des matières kératiniques, notamment de la peau du corps ou du visage, des lèvres, des ongles, des cheveux et/ou des cils, comprenant l'application sur lesdites matières d'une composition cosmétique telle que définie à l'une des revendications 1 à 21.22. Process for the cosmetic treatment of keratinous substances, in particular the skin of the body or face, lips, nails, hair and / or eyelashes, comprising the application to said materials of a cosmetic composition as defined in one of claims 1 to 21. 23. Polycondensat susceptible d'être obtenu par réaction :23. Polycondensate obtainable by reaction: - de 10 à 30% en poids, par rapport au poids total du polycondensat, d'au moins un polyol comprenant 3 à 6 groupes hydroxyles;from 10 to 30% by weight, relative to the total weight of the polycondensate, of at least one polyol comprising 3 to 6 hydroxyl groups; - de 30 à 80% en poids, par rapport au poids total du polycondensat, d'au moins un acide monocarboxylique non aromatique, saturé ou insaturé, linéaire, ramifié et/ou cyclique, comprenant 6 à 32 atomes de carbone;from 30 to 80% by weight, relative to the total weight of the polycondensate, of at least one linear, branched and / or cyclic, saturated or unsaturated non-aromatic monocarboxylic acid comprising 6 to 32 carbon atoms; - de 0,1 à 10 % en poids, par rapport au poids total du polycondensat, d'au moins un acide monocarboxylique aromatique comprenant 7 à 11 atomes de carbone, éventuellement en outre substitué par 1 à 3 radicaux alkyles, saturés ou insaturés, linéaires, ramifiés et/ou cycliques, qui comprennent 1 à 32 atomes de carbone; - de 1 à 40% en poids, par rapport au poids total du polycondensat, d'au moins un acide polycarboxylique, comprenant au moins 2 groupes carboxyliques COOH; et/ou un anhydride cyclique d'un tel acide polycarboxylique; et/ou une lactone comprenant au moins un groupement COOH; ledit acide polycarboxylique étant choisi parmi, seul ou en mélange :from 0.1 to 10% by weight, relative to the total weight of the polycondensate, of at least one aromatic monocarboxylic acid comprising 7 to 11 carbon atoms, optionally further substituted with 1 to 3 alkyl radicals, saturated or unsaturated, linear, branched and / or cyclic, which contain 1 to 32 carbon atoms; from 1 to 40% by weight, relative to the total weight of the polycondensate, of at least one polycarboxylic acid, comprising at least 2 carboxylic groups COOH; and / or a cyclic anhydride of such a polycarboxylic acid; and / or a lactone comprising at least one COOH group; said polycarboxylic acid being selected from, alone or in admixture: -(i) les acides polycarboxyliques à chaîne saturée ou insaturée, linéaire ou ramifiée, comprenant au moins un hétéroatome choisi parmi O, N et/ou S, notamment 1 à 10 hétéroatomes identiques ou différents, et/ou comprenant au moins un radi- cal perfluoré -CF2- ou -CF3 et possédant par ailleurs au moins 2 groupes carboxyliques COOH; et/ou un anhydride cyclique d'un tel acide polycarboxylique -(ii) les acides polycarboxyliques hétérocycliques, saturé ou insaturé, voire aromatique, comprenant au moins un hétéroatome choisi parmi O, N et/ou S, notamment 1 à 10 hétéroatomes identiques ou différents, et au moins 2 groupes carboxyli- ques COOH; et/ou un anhydride cyclique d'un tel acide polycarboxylique(i) linear or branched chain saturated or unsaturated polycarboxylic acids comprising at least one heteroatom selected from O, N and / or S, in particular 1 to 10 identical or different heteroatoms, and / or comprising at least one radical; perfluorinated calorie -CF 2 - or -CF 3 and also having at least 2 carboxylic groups COOH; and / or a cyclic anhydride of such a polycarboxylic acid - (ii) saturated or unsaturated or even aromatic heterocyclic polycarboxylic acids comprising at least one heteroatom selected from O, N and / or S, especially 1 to 10 identical heteroatoms or different, and at least 2 carboxyl groups COOH; and / or a cyclic anhydride of such a polycarboxylic acid -(iii) les acides polycarboxyliques dérivés de sucre, susceptibles d'être obtenus notamment par oxydation d'un aldose, et comprenant au moins 2 groupes carboxyliques COOH; et/ou un anhydride cyclique d'un tel acide polycarboxylique -(iv) l'anhydride itaconique et le 1 ,4-monoanhydride de l'acide 1 ,4,5,8- naphthalenetetracarboxylique;(iii) polycarboxylic acids derived from sugar, obtainable in particular by oxidation of an aldose, and comprising at least 2 carboxylic groups COOH; and / or a cyclic anhydride of such a polycarboxylic acid - (iv) itaconic anhydride and 1,4,5,8-naphthalenetetracarboxylic acid 1,4-monoanhydride; -(v) les aminoacides polycarboxyliques (y compris hétérocycliques), c'est-à-dire les acides polycarboxyliques à chaîne saturée ou insaturée, linéaire, ramifiée, et/ou cyclique, comprenant éventuellement au moins un hétéroatome choisi parmi O, N et/ou S, notamment 1 à 10 hétéroatomes identiques ou différents, et/ou com- prenant éventuellement au moins un radical perfluoré -CF2- ou -CF3; et comprenant en outre au moins une fonction aminé primaire, secondaire ou tertiaire (notamment NR1 R2 avec R1 et R2, indépendamment l'un de l'autre choisis parmi H et alkyl en C1-C12), et possédant par ailleurs au moins 2 groupes carboxyliques COOH; et/ou un anhydride cyclique d'un tel acide polycarboxylique. (v) polycarboxylic amino acids (including heterocyclic acids), that is to say polycarboxylic acids with a saturated or unsaturated, linear, branched and / or cyclic chain, optionally comprising at least one heteroatom selected from O, N and or S, in particular 1 to 10 identical or different heteroatoms, and / or optionally comprising at least one perfluorinated radical -CF 2 - or -CF 3 ; and further comprising at least one primary, secondary or tertiary amine function (especially NR1 R2 with R1 and R2, independently of one another selected from H and C1-C12 alkyl), and further having at least 2 groups carboxylic COOH; and / or a cyclic anhydride of such a polycarboxylic acid.
PCT/FR2008/051788 2007-10-04 2008-10-02 Composition containing a polycondensate, polycondensate and cosmetic treatment method Ceased WO2009053587A2 (en)

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US98473607P 2007-11-02 2007-11-02
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WO2012005645A1 (en) 2010-07-07 2012-01-12 Perstorp Ab Alkyd resin

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FR2955494B1 (en) * 2010-01-22 2012-03-09 Oreal METHOD FOR HEATING COSMETIC TREATMENT USING A PARTICULAR POLYESTER

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JPS6055483B2 (en) * 1976-07-31 1985-12-05 カネボウ株式会社 Nail beauty products
JPS5411244A (en) * 1977-06-23 1979-01-27 Kanebo Ltd Nail varinsh
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FR2899100B1 (en) * 2006-04-04 2008-08-08 Oreal COSMETIC OR PHARMACEUTICAL COMPOSITION COMPRISING A POLYCONDENSATE, COSMETIC PROCESSING METHOD EMPLOYING THE SAME, PLYCONDENSATE AND PROCESS FOR PREPARING THE SAME
FR2902653B1 (en) * 2006-06-22 2008-09-12 Oreal COSMETIC OR PHARMACEUTICAL COMPOSITION COMPRISING A POLYCONDENSATE, COSMETIC PROCESSING METHOD EMPLOYING SAID COMPOSITION, POLYCONDENSATE AND PREPARATION METHOD

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WO2012005645A1 (en) 2010-07-07 2012-01-12 Perstorp Ab Alkyd resin
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CN102070517A (en) * 2011-01-30 2011-05-25 天津大学 6-methyl-2,3,5-pyridine tricarboxylic acid and synthetic method thereof

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