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US20080191164A1 - Method For the Treatment of a Material Other Than the Human Body - Google Patents

Method For the Treatment of a Material Other Than the Human Body Download PDF

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Publication number
US20080191164A1
US20080191164A1 US11/914,236 US91423606A US2008191164A1 US 20080191164 A1 US20080191164 A1 US 20080191164A1 US 91423606 A US91423606 A US 91423606A US 2008191164 A1 US2008191164 A1 US 2008191164A1
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compositions
compound
composition
esters
compounds
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Inventor
Leon Mentink
Joel Bernaerts
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Roquette Freres SA
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Roquette Freres SA
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Assigned to ROQUETTE FRERES reassignment ROQUETTE FRERES ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: MENTINK, LEON, BERNAERTS, JOEL
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/02Emulsion paints including aerosols
    • C09D5/024Emulsion paints including aerosols characterised by the additives
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00Inks
    • C09D11/02Printing inks
    • C09D11/03Printing inks characterised by features other than the chemical nature of the binder
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/54Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids

Definitions

  • the subject matter of the present invention is a process for the treatment of a material other than the human body using a composition comprising at least one dianhydrohexitol ether, preferably chosen from dimethyl isosorbide (“DMI”) and dimethyl isoidide (“DMIi”), and at least one compound chosen from alkaline agents, acidic agents and a list of solubilizing agents.
  • a composition comprising at least one dianhydrohexitol ether, preferably chosen from dimethyl isosorbide (“DMI”) and dimethyl isoidide (“DMIi”), and at least one compound chosen from alkaline agents, acidic agents and a list of solubilizing agents.
  • DMI dianhydrohexitol ethers
  • This compound is very particularly recommended in the treatment of the human body as vectorizing agent for active principles which allows the latter to more effectively reach their target inside the human body. It is used in particular as “skin penetrant” for the purpose of improving the penetration of active principles into the surface layers of the epidermis of protein nature (keratin). Its use as vector of keratolytic agent for the purpose of improving the percutaneous absorption of said agent is, for example, described in patent application WO 2004/105722.
  • DMI is made use of industrially and commercially only in relatively restricted amounts, this being the case in applicative “niches”, such as self-tanning creams or anti-acne creams.
  • DMI-comprising compositions which dissolve nail varnishes have never a priori been marketed and it must be considered, in view of the above, that if they were to be marketed one day, they would comprise only a low or very low proportion of DMI.
  • dianhydrohexitol ethers can be made use of in numerous other fields.
  • the use of dianhydrohexitol ethers in compositions specifically intended for the treatment of materials other than the human body makes it possible to remarkably enhance the possibilities of industrial and commercial exploitation not only of said ethers but also of other selected compounds, of diverse natures and functionalities, which can advantageously be used in combination with said ethers.
  • the subject matter of the present invention is a process for the treatment of a material other than the human body which comprises mixing said material to be treated with, or bringing it into contact with, a composition comprising:
  • At least one compound B chosen from alkaline agents, acidic agents and solubilizing agents chosen from fatty alcohols which are liquid at 25° C. other than isostearyl alcohol, nonfatty alcohols, terpene compounds, aldehydes, ketones, fluorinated compounds, sulfur-comprising compounds, ethers, esters and supercritical fluids.
  • treatment of a material other than the human body is intended to mean any operation applied to any material, of organic and/or inorganic nature, with the exception of the operations alone applied, directly and “in vivo”, to human beings, including their skin and their nails, for the purpose of a therapeutic or cosmetic effect.
  • treatment of a material other than the human body is intended to mean, in particular, any operation applied to an inanimate material.
  • the material treated in accordance with the invention can exhibit extremely variable origins, natures, properties and destinations. It can be or can predominantly comprise at least:
  • the term “material other than the human body” is understood in particular as meaning a material chosen from metal materials, glass materials, inorganic materials, ligneous materials, plant materials, materials extracted from the animal body, textile materials, paper materials, polymeric materials of natural or synthetic origin, fatty materials, fuels, water, aqueous fluids, air, gases and the mixtures of these materials.
  • said material does not exist in the gel form.
  • the treatment to which said material is subjected in accordance with the invention can consist of a treatment of the whole or only of a portion of the constituent surface or body of the material.
  • This treatment can have the aim or effect of cleaning and/or of upgrading all or part of this material and in particular can consist of operations:
  • compositions which are or are not completely formulated and which can or cannot be used directly in this form, of fragrances and air fresheners, of paints, of latexes, of coating colours, of inks, of lacquers, of wood stains and varnishes, of glues and adhesives, of binders for founding, of cutting oils, of machining fluids, of growing fluids, of photographic baths, of fuels, of strippers, of window washes, of liquid, powder or tablet detergents, in particular for washing dishes, linen or clothes, of exact cleaning compositions for photolithography, of deicing compositions, of wetting compositions for printing (fountain solutions), of coating compositions for metal cans or coils (can coating compositions or coil coating compositions), of impregnated wipes or plant protection products, including with a fungicidal or herbicidal activity.
  • a) is truly effective, for example, as cleaning, wetting, dispersing, lubricating, compatibilizing and/or coalescence agent
  • compositions intended to be applied (i) both under cold conditions and under hot conditions and/or (ii) both at neutral pH and at acidic or basic pH,
  • c) does not damage, if possible improves, the physical, organoleptic and more generally applicative characteristics, for example, the film-forming power, the wetting power, viscosity, the volatility, the immiscibility with water, the chemical stability, the color, the transparency and/or the odor, of said compositions and also the characteristics, including organoleptic characteristics, of any material, for example, of any surface made of glass, of metal, of wood, of paper or of plastic, treated with said compositions,
  • d) is ecologically more acceptable than the adjuvants with the same functionality(ies) conventionally used, for example, glycol ethers, hydrocarbons of fossil origin or chlorinated solvents in general, and in particular:
  • esters of lactic acid has, for example, been described:
  • compositions comprising lactic acid esters exhibit a number of disadvantages and in particular: a lack of solvating power for very hydrophobic materials, a relatively pronounced odor, a relatively low flashpoint (46° C. for ethyl lactate) and high flammability, a high vapor pressure, high instability in an alkaline medium, relatively low resistance to hydrolysis and an irritant nature (presence of free lactic acid).
  • This means thus consists of the use of a dianhydrohexitol ether (here denoted “compound A”) as component of said compositions in combination with a compound (here denoted “compound B”) selected from certain solubilizing agents, alkaline agents and acidic agents.
  • compound A a dianhydrohexitol ether
  • compound B a compound selected from certain solubilizing agents, alkaline agents and acidic agents.
  • the subject matter of the present invention is a process for the treatment of a material other than the human body which comprises mixing said material with, or bringing it into contact with, a composition comprising:
  • At least one compound B chosen from alkaline agents, acidic agents and solubilizing agents chosen from fatty alcohols which are liquid at 25° C. other than isostearyl alcohol, nonfatty alcohols, terpene compounds, aldehydes, ketones, fluorinated compounds, sulfur-comprising compounds, ethers, esters and supercritical fluids.
  • dianhydrohexitol is understood to mean very particularly isosorbide, isomannide, isoidide, isogalactide and any mixture of at least two of these products.
  • dianhydrohexitol ether is understood to mean in particular any compound A chosen from dianhydrohexitol monoethers, dianhydrohexitol diethers and the mixtures of these ethers.
  • dianhydrohexitol alkyl ethers in particular isosorbide, isomannide and isoidide methyl, ethyl, hexyl or 2-ethylhexyl ethers.
  • Said compound A can, in particular, be composed, in all or predominantly (i.e. for at least 50% of its dry matter), of dimethyl isosorbide (“DMI”), of diethyl isosorbide (“DEI”), of di(2)ethylhexyl isosorbide (“DEHI”) and/or of dimethyl isoidide (“DMIi”).
  • DI dimethyl isosorbide
  • DEI diethyl isosorbide
  • DEHI di(2)ethylhexyl isosorbide
  • DIi dimethyl isoidide
  • Said compound A can be present in all proportions within the composition used in the process of the invention. It can thus, according to the nature and the destination of said composition:
  • composition be the predominant component of said composition and represent from 51 to 99.8%, in particular from 55 to 99.5%, of the weight of said composition, or, conversely,
  • the dianhydrohexitol ether (compound A) preferably represents more than 5%, preferably more than 10% and more preferably still more than 15% of the weight of said composition.
  • compound A and compound B are present within the composition used in the process of the invention according to a compound A/compound B ratio by weight, expressed as dry weight for dry weight, of between 2/98 and 98/2, preferably of between 5/95 and 95/5.
  • solubilizing agent is chosen from:
  • the solubilizing agent used in combination with the dianhydrohexitol ether in the composition used according to the invention exhibits:
  • biodegradability such that, after 28 days, at least 20%, preferably at least 70%, of said solubilizing agent has decomposed.
  • OECD 302 B The biodegradability is here measured according to the process, hereinafter denoted “OECD 302 B”, recommended by the OECD under the following number and following title: No. 302 B—Inherent Biodegradability: Zahn—Wellens EMPA Test.
  • said solubilizing agent is chosen from the group consisting of nonfatty alcohols, esters of glycerol and dianhydrohexitols, esters of nonfatty monoacids, preferably lactates and acetates, esters of nonfatty polyacids, esters of fatty acids, terpene compounds, glycerol ethers, ethers of propylene glycols, fluorinated compounds, sulfur-comprising compounds, supercritical fluids and the mixtures of these products.
  • Said solubilizing agent can then advantageously be chosen from the group consisting of a) nonfatty alcohols, in particular isosorbide, glycerol, ethanol, propanol, isopropanol and 2-butoxyethanol, b) esters of glycerol and dianhydrohexitols, in particular triacetin, tributyrin and isosorbide and isoidide acetates, n- and isobutyrates, n-hexylates, ethylhexylates and octanoates, c) esters, in particular methyl, ethyl, n-butyl and isobutyl, n-propyl and isopropyl, hexyl and ethylhexyl esters, of lactic acid, acetic acid, adipic acid, succinic acid, glutaric acid and fatty acids comprising from 3 to 24 carbon atoms, d
  • solubilizing agent which is liquid at 25° C.
  • dianhydrohexitol ethers exhibit many other advantages than those hitherto actually described and made use of for more than 50 years, this being the case more particularly for DMI and in the field of the treatment of the human body (absence of irritant nature and of toxicity to man, weak odor, miscibility with water in all proportions, high flashpoint).
  • a compound A such as DMI
  • a compound B of solubilizing agent type such as selected, makes it possible, even when it is present to a minor extent with respect to a compound B of solubilizing agent type such as selected, to provide a certain number of advantageous effects, it being possible for said effects to furthermore vary according to the nature of the solubilizing agent selected.
  • the dianhydrohexitol ether (compound A) is a minor constituent with respect to a solubilizing agent within the composition used according to the invention, which is thus then characterized in that:
  • This ratio can in particular be between 5/95 and 25/75.
  • the compound B can also be chosen from alkaline agents.
  • alkaline agents is understood to mean in particular the compounds chosen from the group consisting of ammonia, urea, hydroxides, silicates, metasilicates, aluminosilicates, borates, carbonates, bicarbonates, percarbonates, sulfates, phosphates, phosphonates and hypochlorites of alkali metals or alkaline earth metals, in particular of sodium, alkali metal salts or alkaline earth metal salts of fatty or nonfatty organic acids, in particular citric acid, lactic acid, gluconic acid, formic acid, tartaric acid, acetic acid, lauric acid, stearic acid or oleic acid, primary, secondary or tertiary amines, aminated derivatives of alcohols, of acids or of polymer of acids, in particular 2-amino-2-methyl-1-propanol (“AMP”), aminated derivatives of di-, tri-, tetra- and pentaacetic, mono- and
  • the composition used according to the invention exhibits a pH greater than 8, preferably of greater than 8.5 and more preferably still of between 9 and 13.
  • a compound A such as DMI
  • an alkaline agent such as disodium metasilicate or ammonia
  • a detergent or cleaning composition in particular with a pH of more than 8
  • a pH of more than 8 has the effect of improving the degreasing power and saponifying power of said composition.
  • compound B in combination with the dianhydrohexitol ether (compound A) in accordance with the invention, can also be chosen from acidic agents.
  • acidic agents is understood to mean any organic or inorganic acid, in particular those chosen from the group consisting of hydrochloric acid, sulfuric acid, phosphoric acid, sulfamic acid, citric acid, lactic acid, gluconic acid, formic acid, tartaric acid, acetic acid, octanoic acid, oleic acid and benzoic acid, and the mixtures of these acids.
  • an acidic agent of organic origin is used.
  • the composition used in accordance with the invention exhibits a pH of less than 5, preferably of less than 4.5, and more preferably still of between 1.5 and 4.
  • the Applicant Company has in particular observed that a compound A such as DMI, used in combination with an acid, such as lactic acid or sulfamic acid, for example in a stripping or descaling composition having a pH of less than 4.5, has the effect of increasing the solubilizing power of these.
  • a compound A such as DMI
  • an acid such as lactic acid or sulfamic acid
  • compositions used according to the invention can additionally comprise one or more other constituents, the latter being chosen in particular from the group consisting of water, dyes, pigments, thickeners, gelling agents, active principles and surface active agents.
  • active principles is understood in particular to mean biocides, nematicides, molluscicides, insecticides, rodenticides, fungicides, herbicides and animal repellents.
  • surface active agents is understood to mean any surfactant, whether anionic, cationic, amphoteric or nonionic.
  • the anionic surface active agents can be chosen in particular from alkylbenzenesulfonates, paraffinsulfonates, olefinsulfonates, methyl ester sulfonates, alkyl ether sulfates, fatty alcohol sulfates, fatty acid soaps, fatty acid sulfoalkylamides, sulfosuccinates, sulfates of diglycolamides, N-acylated amino acids or polyoxyethylene carboxylates.
  • the cationic surface active agents can in particular be imidazolines, quaternary mono- or dialkylammoniums or quaternary ammonium esters.
  • amphoteric surface active agents can in particular be amphoteric betaine derivatives, such as sulfonates and alkyl amidopropyl sulfobetaines or ethoxylated betaine.
  • the nonionic surface active agents which are the preferred surface active agents in the context of the present invention can in particular consist of ethoxylated fatty alcohols, alkylene oxide copolymers, in particular copolymers of ethylene or propylene oxide, amine oxides, amide alcohols, polyglycerol ethers, alkyl polyglucosides, alkyl polyglucosamides, esters of mono- or dianhydrohexitols, in particular sorbitan esters, which are or are not ethoxylated, or pentaerythritol esters.
  • the surface active agent in particular nonionic surface active agent, exhibits a biodegradability at 28 days of at least 206, preferably of at least 70%, according to the “OECD 302 B” process mentioned above.
  • a dianhydrohexitol ether such as DMI in a stripping composition additionally comprising a nonionic surface active agent such as an oxyethylenated alkylphenol, has the effect of improving the contact of the composition with the surface of a wood-based material, indeed even of improving the stripping of said material.
  • compositions can consist in particular:
  • compositions intended for the treatment, in particular for the surface treatment, of a ligneous (wood), textile or paper material said compositions being chosen in particular from the group of paints, dyes, latexes, varnishes, lacquers, stains, stripping compositions, dedusting compositions, inks, adhesives and coating slips.
  • compositions intended for the treatment, in particular for the surface treatment, of a metal material consisting in particular of washing, cleaning, wetting, rinsing, degreasing, dedusting, machining, cutting, stripping, abrasion, smooth-finishing, varnishing, rust prevention, corrosion prevention, lubricating, painting, gilding, brightening, coating (including can coating compositions and coil coating compositions) or film-forming, including thin-film-forming, compositions,
  • compositions intended for the treatment, in particular for the surface treatment, of a glass material said compositions being chosen in particular from a group of washing compositions, such as detergents, and cleaning, such as window washes, degreasing, dedusting, deicing and disinfecting compositions,
  • compositions existing in the form of wipes intended for the treatment in particular for the cleaning, degreasing, dedusting or scenting and/or for the disinfection, of any material other than the human body, in particular of a ligneous, polymeric, glass or metal material, and
  • compositions intended for the treatment of plants in particular plant protection compositions, nutrient compositions for plants or fertilizers.
  • the material to be treated is a metal material, ligneous material, textile material or paper material and the process comprises bringing said composition into contact with the material to be treated.
  • Another subject matter of the present invention is the use, in the preparation of a composition for the treatment of a material other than the human body:
  • At least one compound B chosen from alkaline agents, acidic agents and solubilizing agents chosen from fatty alcohols which are liquid at 25° C. other than isostearyl alcohol, nonfatty alcohols, terpene compounds, aldehydes, ketones, fluorinated compounds, sulfur-comprising compounds, ethers, esters and super-critical fluids.
  • the subject matter of the invention is a composition for the treatment of a material other than the human body, characterized in that it comprises at least one dianhydrohexitol ether, preferably dimethyl isosorbide (“DMI”), and at least one compound B chosen from alkaline agents, acidic agents and solubilizing agents chosen from fatty alcohols which are liquid at 25° C. other than isostearyl alcohol, nonfatty alcohols, terpene compounds, aldehydes, ketones, fluorinated compounds, sulfur-comprising compounds, ethers, esters and supercritical fluids.
  • DMI dimethyl isosorbide
  • compositions of the present invention are preferably chosen from paints, dyes, latexes, varnishes, lacquers, adhesives, stains, inks, coating slips, detergents, window washes, cleaning, washing, wetting, rinsing, degreasing, dedusting, machining, cutting, stripping, abrasion, smooth-finishing, varnishing, rust prevention, corrosion prevention, lubricating, gilding, brightening, thin-film-forming, covering, disinfecting or deicing compositions, wipes, plant-protection compositions, nutrient compositions for plants and fertilizers.
  • An additional subject matter of the present invention is the use of a dianhydrohexitol ether, in particular DMI, as coalescence agent for a latex-based composition, chosen in particular from varnishes, lacquers, adhesives, stains, inks, coating colours and water-based paints.
  • compositions exhibit as such the general properties given in the table below, said properties being denoted and recorded in the following way:
  • Compositions 1 and 2 based on chlorinated solvents, although flammable, are not biodegradable and are not of renewable origin, in contrast to the other compositions indicated. Furthermore, they are recognized as having a certain toxicity for man (compulsory labelings T, Xn, R40, R45 and/or R65) and for the environment (compulsory labelings R51/R53).
  • Compositions 3 and 4 although they are of renewable origin while being biodegradable, exhibit excessively low flashpoints, so that an R10 labeling is necessary (flashpoints of between 21 and 51° C.).
  • Composition 5 exhibits as such highly advantageous properties (sufficiently high flashpoint, excellent rinsability with water, renewable origin and intrinsically biodegradable). It is possible with this composition to obtain a dry surface by simple rinsing with water but it is necessary to introduce energy.
  • compositions 6 and 7 in accordance with the invention, exhibit, with respect to Compositions 3 and 4, the advantage of being markedly safer with regard to a risk of explosion and of not requiring that R10 labeling be affixed. With respect to Composition 5, Compositions 6 and 7 have the same advantageous properties while exhibiting a much better aptitude for drying.
  • FS9 nonchlorinated special lubricant.
  • a cotton pad is impregnated with the test composition and then this cotton pad is brought into contact with a thin and uniform film of fatty substances deposited on the surface of a steel sheet. This operation is repeated twice.
  • the steel sheet is subsequently rinsed with cold water, so as to remove the solvent.
  • the degreasing effect is subsequently graded as follows:
  • Grade 3: visible absence of fatty substance (degreased sheet).
  • an “overall grade” is assigned to the function of the number of fatty substances for which the composition in question has not made it possible to achieve the grade of 3.
  • This overall grade, with a maximum value of 10, is assigned in the following way:
  • composition has obtained a grade of 3 for 6 fatty substances
  • composition has obtained a grade of 3 for 5 fatty substances.
  • compositions 4 and 5 appear, in the present case, to be less effective than the other compositions tested. However, they exhibit an undeniable degreasing effect and it is noteworthy to observe that Composition 5, based solely on DMI, makes it possible to remove, without visible residual traces, fatty substances as different in nature as the fatty substances FS 1, FS 2, FS 4, FS 7 and FS 9.
  • Composition 7 exhibits, contrary to all expectation, better degreasing performances than those of Compositions 4 and 5, whereas it is based on a mixture of DMI and of EL.
  • compositions 6 which proves to be more effective than Composition 3 or than Composition 5.
  • Compositions 6 and 7 according to the invention constitute particularly advantageous products for use in degreasing due to their rinsability with water, their safety in use, their biodegradability, their renewable origin and their degreasing effectiveness with regard to highly varied types of greases and oils ordinarily used in the metal-processing industry. They can advantageously replace in this role the chlorinated solvents which are toxic and dangerous to health, which are TCE or DCM, or also the terpene compounds, such as DP and the lactates such as EL, the flashpoints of which are generally regarded as insufficiently high to avoid risks of explosion.
  • the latex used consists of a dispersion in water of styrene/acrylic ester copolymer, sold by Cray Valley under the name Craymul® 2423.
  • the viscosity of the latex at 1 day (“VISC 1”) and at 7 days (“VISC 7”) corresponds to a Brookfield viscosity (20° C., 20 rpm). It is expressed here in thousands of millipascals-seconds (10 3 mPa.s).
  • HOM.“ 1 ) the characteristics of homogeneity (“HOM.“ 1 ) are studied by microscopic observation, of haze (“HAZE”) by measurement on a “Haze-Gard Plus” device and of glass transition temperature (“TG” in ° C.) conventionally by DSC.
  • compositions A to E For each of Compositions A to E, the characteristics below were obtained for the latexes and films prepared in comparison with a latex/film (“Control”) to which has not been added 5.3% of any composition.
  • VISC 1 VISC 7 HOM HAZE TG Control 9.1 8.9 ⁇ 9.9 +18.2 Comp. A 24.4 24.1 + 3.7 ⁇ 5.4 Comp. B 24.4 25.5 + 3.6 ⁇ 7.2 Comp. C 4.8 4.8 + 8.9 +1.6 Comp. D 8.4 8.1 + 6.4 ⁇ 11.7 Comp. E 8.8 8.9 + 3.9 ⁇ 12.5
  • the latexes comprising Composition A or Composition B present a very high viscosity and a gelled structure, thus losing their property of being easy to pump and meter.
  • composition C has a contrary effect, the resulting latex then exhibiting a fluidity which is admittedly enhanced but acceptable and thus retaining in any case a good ability to be pumped and metered.
  • compositions D and E according to the invention do not significantly modify the viscosity of the latex or the change in its rheology over time.
  • the films obtained from Composition C are of a general quality which is improved with respect to the control films.
  • compositions D and E according to the invention are moreover of a general quality which is even better (homogeneous films not covered with cracks, relatively low “HAZE” values), it being possible for this quality to be linked, at least in part, to the “TG” values measured, which are lowered in outstanding fashion and could not be imagined from the viewpoint of the values obtained, inter alia, with DMI alone (Composition C) on the one hand, and with each of the products “Nexcoat® 755” (Composition A) or “DBE-IB®” (Composition B) on the other hand.
  • compositions according to the invention in particular those combining a dianhydrohexitol ether (for example, DMI) and a Compound B, such as a glycol ether derivative or a mixture of esters of nonfatty polyacids, can advantageously be used in the preparation of water-based paints, varnishes, lacquers, adhesives, stains, inks or coating colours or more generally of any latex-based compositions, in particular film-forming or coating compositions.
  • a dianhydrohexitol ether for example, DMI
  • Compound B such as a glycol ether derivative or a mixture of esters of nonfatty polyacids
  • compositions which can be used according to the invention make it possible to prepare water-based matt or satin-finish paints with the possibility of complete replacement of the coalescence agents commonly used such as glycol ethers.
  • An emulsion is prepared from a composition essentially comprising, by weight: 25% of water, 30.8% of methylesters of rapeseed oil, sold by Novance under the brand Lubrisorb® 926 65 (Compound B), 16.3% of a dimethyl isosorbide (DMI) composition prepared by the Applicant Company and described in the preceding Examples (Compound A), 15.4% of ⁇ -cyclodextrin, such as sold by the Applicant Company under the brand KLEPTOSE®, 10% of corrosion inhibitors and 1.5% of sorbitan-derived surfactants.
  • DMI dimethyl isosorbide
  • Said emulsion is prepared by mixing, on a colloidal mill, an aqueous phase composed of the water, the ⁇ -cyclodextrin and a portion of the surfactants and an oily phase composed of the other ingredients mentioned above, including the methylesters of rapeseed oil and the DMI.
  • the emulsion thus obtained is slightly viscous, easily diluted with water, stable over time, safe, as it does not comprise products, such as diethylene glycol ethers, ordinarily used in this type of formulation to adjust the viscosity and the physical stability, and non-corrosive with regard to steel in particular. Moreover, it exhibits good lubricating properties and good surface-wetting properties introduced both by the methylesters of rapeseed oil and the DMI. Finally, it comprises essentially only highly biodegradable products of renewable origin, which allows it to be removed by simple and nonpolluting processes.
  • compositions that can be used in accordance with the invention in the treatment of a glass material and more particularly as solvating agents in the cleaning of sheets of glass contaminated by a bitumen composition.
  • Molten bitumen of “70/100” type supplied by Eurovia, is spread over a sheet of glass as a film with a thickness of approximately 0.5 to 1 mm.
  • compositions are evaluated according to two tests, namely:
  • compositions A and B which can be used in accordance with the invention can advantageously be employed as solvating agents, including as co-solvating agents, in the treatment of a glass material, for example, for the cleaning of a glass material contaminated by bitumen.
  • compositions are overall more effective than a composition based on diesel oil (C1) or than a composition combining diesel oil and DMI (C2).
  • C1 diesel oil
  • C2 diesel oil
  • DMI DMI

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  • Chemical & Material Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
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  • Dispersion Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Detergent Compositions (AREA)
  • Application Of Or Painting With Fluid Materials (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Chemical Treatment Of Metals (AREA)
  • Cleaning And De-Greasing Of Metallic Materials By Chemical Methods (AREA)
  • Chemical And Physical Treatments For Wood And The Like (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
US11/914,236 2005-05-12 2006-05-10 Method For the Treatment of a Material Other Than the Human Body Abandoned US20080191164A1 (en)

Applications Claiming Priority (3)

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FR0504780 2005-05-12
FR0504780A FR2885536B1 (fr) 2005-05-12 2005-05-12 Composition a base d'ethers de dianhydrohexitol pour le traitement d'une matiere autre que le corps humain
PCT/FR2006/001041 WO2006120342A2 (fr) 2005-05-12 2006-05-10 Procede pour le traitement d ' une matiere autre que le corps humain

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US11/914,235 Active US8080115B2 (en) 2005-05-12 2006-05-10 Method for the surface treatment of a metallic or fibrous material

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US (2) US20080191164A1 (fr)
EP (3) EP1879686A2 (fr)
JP (2) JP5086245B2 (fr)
CN (2) CN101175556A (fr)
AT (1) ATE424921T1 (fr)
DE (1) DE602006005641D1 (fr)
FR (1) FR2885536B1 (fr)
WO (2) WO2006120342A2 (fr)

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US20090253578A1 (en) * 2008-04-03 2009-10-08 Heiman Daniel F Ethylene Biosynthesis Inhibitor Compositions Suitable for Thermal Fogging Applications
WO2011097443A1 (fr) * 2010-02-04 2011-08-11 Elementis Specialties,Inc Agent coalescent diester de dianhydrohexitol
US20200087851A1 (en) * 2018-09-17 2020-03-19 Furs Ltd. System and method for the production and treatment of fur, skin, and leather commodities

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JP2008307007A (ja) * 2007-06-15 2008-12-25 Bayer Schering Pharma Ag 出生後のヒト組織由来未分化幹細胞から誘導したヒト多能性幹細胞
EP2133102B1 (fr) * 2008-03-19 2014-12-03 Symrise AG Substances réduisant l'odeur
EP2143743A1 (fr) * 2008-07-08 2010-01-13 Akzo Nobel Coatings International B.V. Utilisation de dérivés de dianhydrohexitol dans la préparation de résines
US20130040109A1 (en) * 2010-03-11 2013-02-14 Arjowiggins Healthcare Biodegradable medical material
US9724733B2 (en) * 2012-12-21 2017-08-08 Floral Packaging Ip Holdings, Llc Method and system for removing ink from films
CN103074172B (zh) * 2013-02-01 2014-03-19 施维华 一种用于清洗棉质地毯的低泡清洗剂
CN103060110B (zh) * 2013-02-01 2014-03-19 施维华 一种用于清洗橡胶地毯的低泡清洗剂
CN103060108B (zh) * 2013-02-01 2014-03-19 施维华 一种用于清洗羊毛地毯的低泡清洗剂
CN103074170B (zh) * 2013-02-01 2014-03-26 施维华 一种用于清洗涤纶地毯的低泡清洗剂
CN103074171B (zh) * 2013-02-01 2014-03-19 施维华 一种用于清洗尼龙地毯的低泡清洗剂
CN103060109B (zh) * 2013-02-01 2014-03-26 施维华 一种用于清洗丙纶地毯的低泡清洗剂
CN103074176B (zh) * 2013-02-01 2014-03-26 施维华 一种低泡地毯清洗剂
ES2632619T3 (es) * 2013-03-07 2017-09-14 Oce-Technologies B.V. Composición de tinta
CN107687082A (zh) * 2017-05-19 2018-02-13 广州绿淋环保科技有限公司 一种改进型环保除尘装置

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US5258070A (en) * 1992-07-10 1993-11-02 Charles Monteleone Nail lacquer remover comprising propylene carbonate, propylene glycol and dimethyl isosorbide
US6228389B1 (en) * 1997-04-02 2001-05-08 Reckitt Benckiser Inc. Flexible hydrophilic articles having a residual antimicrobial effect
US5843194A (en) * 1997-07-28 1998-12-01 The Noville Corporation Clear gel formulation for use in transparent candles
US20020035070A1 (en) * 2000-07-26 2002-03-21 The Procter & Gamble Company Method of regulating hair growth using metal complexes of oxidized carbohydrates
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* Cited by examiner, † Cited by third party
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US20090253578A1 (en) * 2008-04-03 2009-10-08 Heiman Daniel F Ethylene Biosynthesis Inhibitor Compositions Suitable for Thermal Fogging Applications
WO2011097443A1 (fr) * 2010-02-04 2011-08-11 Elementis Specialties,Inc Agent coalescent diester de dianhydrohexitol
US20200087851A1 (en) * 2018-09-17 2020-03-19 Furs Ltd. System and method for the production and treatment of fur, skin, and leather commodities

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US20080191171A1 (en) 2008-08-14
FR2885536A1 (fr) 2006-11-17
EP1879687B1 (fr) 2009-03-11
EP1879686A2 (fr) 2008-01-23
CN101175555B (zh) 2013-03-13
FR2885536B1 (fr) 2007-07-27
WO2006120342A3 (fr) 2007-02-01
JP2008540097A (ja) 2008-11-20
EP2003163A1 (fr) 2008-12-17
DE602006005641D1 (de) 2009-04-23
JP2008540760A (ja) 2008-11-20
WO2006120343A3 (fr) 2007-02-08
CN101175555A (zh) 2008-05-07
WO2006120343A2 (fr) 2006-11-16
EP1879687B2 (fr) 2019-08-14
EP2003163B1 (fr) 2016-11-30
JP5373391B2 (ja) 2013-12-18
CN101175556A (zh) 2008-05-07
ATE424921T1 (de) 2009-03-15
US8080115B2 (en) 2011-12-20
WO2006120342A2 (fr) 2006-11-16
JP5086245B2 (ja) 2012-11-28
EP1879687A2 (fr) 2008-01-23

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