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EP3074092A1 - Utilisation de glucamides pour améliorer le dépôt de silicone - Google Patents

Utilisation de glucamides pour améliorer le dépôt de silicone

Info

Publication number
EP3074092A1
EP3074092A1 EP14808838.8A EP14808838A EP3074092A1 EP 3074092 A1 EP3074092 A1 EP 3074092A1 EP 14808838 A EP14808838 A EP 14808838A EP 3074092 A1 EP3074092 A1 EP 3074092A1
Authority
EP
European Patent Office
Prior art keywords
alkyl
composition
component
composition according
acylglucamine
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP14808838.8A
Other languages
German (de)
English (en)
Inventor
Peter Klug
Carina Mildner
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Clariant International Ltd
Original Assignee
Clariant International Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Clariant International Ltd filed Critical Clariant International Ltd
Publication of EP3074092A1 publication Critical patent/EP3074092A1/fr
Pending legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42—Amides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/737—Galactomannans, e.g. guar; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/892—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a hydroxy group, e.g. dimethiconol
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/12—Preparations containing hair conditioners
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/54—Polymers characterized by specific structures/properties
    • A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
    • A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59—Mixtures
    • A61K2800/594—Mixtures of polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59—Mixtures
    • A61K2800/596—Mixtures of surface active compounds

Definitions

  • the invention relates to compositions comprising N-alkyl-N-acylglucamine, dimethiconol and anionic surfactants, their use in a method for hair care and the use of the composition for improving the silicone position. Furthermore, the invention relates to a process for the preparation of a composition according to the invention.
  • Cosmetic compositions comprising fatty acid N-alkylpolyhydroxyalkylamides and fatty alcohols for the care of the skin and hair are known.
  • WO 97/47284 proposes cosmetic preparations for use in the field of hair and skin care, comprising (a) esterquats and (b1) sorbitan esters, (b2) polyol poly-12-hydroxystearates and / or (b3) glycerides and optionally ( c1) alkyl and / or alkenyl oligoglycosides and / or (c2) fatty acid N-alkylpolyhydroxyalkylamides.
  • the funds are characterized by an improved soft feel of the hair and a particularly pleasant skin feeling.
  • fatty acid N-alkylpolyhydroxyalkylamides derived from coconut fatty acid.
  • WO 94/21226 discloses containing detergent mixtures
  • Hair treatment agents Specifically disclosed are examples of C12 / 14 fatty acid N-alkylpolyhydroxyalkylamides.
  • Fine-particle, storage-stable emulsions containing, inter alia, fatty acid N-alkylpolyhydroxyalkylamides and fatty alcohols are known, for example, from US Pat
  • WO 97/06870 known. Preference is given here to fatty acid N-alkylpolyhydroxyalkylamides based on lauric acid or C12 / 14
  • CONFIRMATION COPY in WO 96/27366 are cosmetic and pharmaceutical
  • compositions containing as O / W emulsifiers fatty acid N-alkylglucamides in combination with fatty alcohols as Coemulgatoren An indication of conditioning effect in hair care is not found.
  • Task was, for example, to develop compositions that are well formulated and allow increased silicone position, especially when used as a shampoo.
  • compositions containing at least one N-alkyl-N-acylglucamine, dimethiconol and at least one anionic surfactant are containing at least one N-alkyl-N-acylglucamine, dimethiconol and at least one anionic surfactant.
  • the invention therefore relates to a composition
  • a composition comprising:
  • At least one N-alkyl-N-acylglucamine as component A at least one N-alkyl-N-acylglucamine as component A,
  • compositions according to the invention when used as hair shaving compositions, lead to outstanding hair conditioning and to a markedly increased silicone position, even when the amount used is low Silicone. As a result, the amount of silicones used can be significantly reduced.
  • compositions according to the invention are free of amphoteric surfactants and in particular free of betaines.
  • a composition of the invention does not contain cocoamidopropylbetaine.
  • compositions according to the invention have improved sensory properties and a very good one
  • N-alkyl-N-acylglucamines used according to the invention in which giucamine preferably denotes an N-1-deoxysorbityl group, are particularly preferably N-alkyl-N-acylglucamines of the formula (I)
  • R a CO is a linear or branched, saturated or unsaturated C6-C22 acyl radical and R b is a Ci-C 4 alkyl radical.
  • R b in formula (I) is a methyl radical (-CH 3 ) and R a CO has the above significance.
  • Preferred as component A are saturated N-alkyl-N-acylglucamines of the formula (I), where the acyl radical R a CO is derived from myristic acid, lauric acid,
  • Palmitic acid, stearic acid, oleic acid, linoleic acid or linolenic acid Palmitic acid, stearic acid, oleic acid, linoleic acid or linolenic acid.
  • N-alkyl-N-acylglucamines of the formula (I) in which R a CO is derived from coconut oil or palm kernel oil, particularly preferably from coconut oil.
  • coconut oil typically contains triglycerides containing saturated fatty acid residues derived from caprylic, lauric, capric, oleic, palmitic, stearic and myristic acids.
  • coconut oil preferably comprises
  • the sum of the fatty acids bound to the triglyceride being 100% by weight.
  • coconut oil Especially preferred is coconut oil
  • the sum of the fatty acids bound to the triglyceride being 100% by weight.
  • N-alkyl-N-acylglucamines are compounds of the formula (I) in which R a CO is a C 12 -C 4 -acyl radical.
  • R a CO is a C 12 -C 4 -acyl radical.
  • a C 2 acyl or C 1 -acyl radical or a mixture of both can be under the term C 2 -C 4 acyl are understood.
  • the compositions may small amounts of short chain and / or long chain fatty acids derived N-alkyl-N- Acylglucamine have, in particular those which contain C 1 -C 4 acyl, C 6 -, Ce-, C10-, Ci 6 -, Ci8- and / or C2o-acyl.
  • N-alkyl-N-acylglucamine is a
  • Composition of the invention comprises a mixture of at least one N-alkyl-N-acylglucamine of the formula (I), wherein R a CO is a Ci 2 acyl radical and at least one N-alkyl-N-acylglucamine of the formula (I), wherein R a CO a C-acyl radical.
  • the weight ratio of N-alkyl-N-Acylglucamin of formula (I), wherein R a CO a Ci 2 alkyl group means N-alkyl-N-Acylglucamin of formula (I), wherein R a CO a d 4 -Alkyl, 50:50 to 90:10, especially 60:40 to 80:20.
  • the content of N-alkyl-N-acylglucamines of the formula (I) in which R a CO is a C 12 -C 4 acyl radical is preferably 70% by weight, preferably 90% by weight, based on the content of
  • the proportion of component A in a composition according to the invention is preferably 0.1-5.0% by weight, based on the composition and particularly preferably 1.0-3.0% by weight, based on the composition.
  • N-alkyl-N-acylglucamines used here can, as described in EP 0 550 637 A1, by reacting the corresponding fatty acid esters or
  • Fatty acid ester mixtures are prepared with N-alkylglucamine in the presence of a hydroxyl or aoxylic solvent.
  • Suitable solvents are, for example, C 1 -C 4 -monoalcohols, ethylene glycol,
  • N-alkylglucamine can, as also in EP 0 550 637 A1 be obtained by reductive amination of glucose with alkylamine.
  • Suitable fatty acid esters which are reacted with the N-alkylglucamines to N-alkyl-N-acylglucamines are generally the alkyl esters, especially the methyl or ethyl esters obtained by transesterification from natural fats and oils, for example the triglycerides, or triglycerides , such as coconut oil.
  • Suitable raw materials for the preparation of the fatty acid alkyl esters are
  • coconut oil or palm oil coconut oil is particularly preferred.
  • compositions of the invention contain dimethiconol as
  • Component B (Formula II).
  • n is preferably 10 - 10000, more preferably 100 - 5000.
  • high molecular dimethiconols are very high-viscosity substances, they are generally offered as solutions in low molecular weight silicones such as cyclomethicone or Diemthicon or as a dispersion in water.
  • the content of component B may generally be from 0.1 to 5.0% by weight.
  • the content of component B based on the total composition of from 0.3 to 2.0 wt .-%.
  • the weight ratio of N-alkyl-N-acylglucamine dimethiconol is from 10: 1 to 1: 1, with the ratio between N-alkyl-N-acylglucamine: dimethiconol being more preferably from 5: 1 to 1.5: 1.
  • the composition of the invention further contains at least one anionic surfactant as component C, preferably from the group of alkyl sulfates and alkyl ether sulfates.
  • Preferred alkyl sulfates are the C8-C2o alkyl sulfates, especially the linear C 8 -C2o-alkyl sulfates, preferably in the form of their sodium, potassium or
  • alkyl sulfates are lauryl sulfate, coconut alkyl sulfate and tallow alkyl sulfate. Particularly preferred is lauryl sulfate.
  • alkyl ether sulfates are the C 8 -C 2 o-alkyl ether sulfates, more preferably the linear C 8 -C2o-alkyl ether sulfates, in particular the alkylglycol ether-sulfates derived from ethoxylated fatty alcohols, in the form of their sodium, potassium or ammonium salts.
  • alkyl ether sulfates are lauryl ether sulfate, myristel ether sulfate, Cocosalkylethersulfat and
  • Talgalkylethersulfat Particularly preferred is lauryl ether sulfate.
  • lauryl ether sulfate examples of glycol ether sulfates are lauryl triethylene glycol ether sulfate,
  • Particularly preferred is lauryl glycol ether sulfate, for example, lauryl diethylene glycol ether sulfate or lauryl triethylene glycol ether sulfate, especially in the form of the sodium salts.
  • a particularly preferred anionic surfactant is sodium lauryl ether sulfate.
  • compositions one or more N-Acylaminoklaretenside as anionic surfactants.
  • the amino acid residue of such N-acyl-amino acid surfactants is selected from the group consisting of proteinogenic amino acids, their N-alkylated derivatives or mixtures thereof.
  • N-acyl-amino acid surfactants are acylglycinates
  • N-acyl-amino acid surfactants are selected from the group consisting of acylglycinate, acyl aspartate, acylglutamate,
  • N-acyl-amino acid surfactants are made
  • At least one Cs-C ⁇ -acylated amino acid in particular their N-alkylated derivatives.
  • composition 5.0 wt.% To 20.0 wt.% Based on the
  • compositions of the invention contain a betaine surfactant D in addition to the at least one anionic surfactant.
  • Betaine surfactants D contain a cationic group in the same molecule
  • betaines are alkyl betaines such as cocobetaine or Fettklarealkylamidopropylbetaine, for example Cocosacylamidopropyldimethylbetain, Ci2-Ci 8 - Dimethylaminohexanoate or C 0 -C 8 -Acylamidopropandimethylbetaine.
  • compositions one or more Amidopropylbetaine the general
  • R a is a linear or branched saturated C7-C21 alkyl group or a linear or branched mono- or polyunsaturated C 7 -C 2 alkenyl group.
  • compositions one or more betaines of the formula (IV),
  • R b is a linear or branched saturated C 8 -C 2 2 alkyl group or a linear or branched mono- or polyunsaturated Cs-C 2 2 alkenyl group.
  • compositions one or more sulfobetaines of the formula (V),
  • R c is a linear or branched saturated C 8 -C 22 alkyl group or a linear or branched mono- or polyunsaturated C 8 -C 2 2 alkenyl group.
  • compositions preferably comprise one or more betaine surfactants selected from the group consisting of the compounds
  • compositions contain one or more betaine surfactants selected from the amidopropylbetaines of the formula (III).
  • compositions comprise one or more betaine surfactants selected from the betaines of the formula (IV). In a further particularly preferred embodiment of the invention, the compositions comprise one or more betaine surfactants selected from the sulfobetaines of the formula (V).
  • the radical R a is in the one or more
  • Amidopropylbetaines of the formula (III) a linear or branched saturated
  • amidopropylbetaines of the formula (III) are particularly preferably cocamidopropylbetaines.
  • Preferred betaine surfactants are thus
  • Cocoamidopropyl betaine and alkyl betaines such as coco-betaine.
  • the radical R b in the one or more betaines of the formula (III) is a linear or branched saturated C 8 -C 8 alkyl group and particularly preferably a linear or branched saturated C 2 -C 8 alkyl group.
  • the linear saturated alkyl groups R b are preferred.
  • R c is one or more sulfobetaines of formula (V) is a linear or branched saturated C 8 -C 8 alkyl group and particularly preferably a linear or branched saturated C 2 -C 8 alkyl group.
  • the linear saturated alkyl groups are preferred.
  • further surfactants cationic, nonionic and / or amphoteric surfactants can be used.
  • Suitable cationic surfactants are substituted or unsubstituted straight-chain or branched quaternary ammonium salts of the type R 1 N (CH 3 ) 3 X, R 1 R 2 N (CH 3 ) 2 X, R 1 R 2 R 3 N (CH 3 ) X or RR 2 R 3 R 4 NX.
  • the radicals R 1 , R 2 , R 3 and R 4 can be
  • Chain length between 8 and 24 C atoms, in particular between 10 and
  • Alkyl trimethyl ammonium chloride or bromide most preferably chloride or cetyltrimethylammonium bromide, di (C8-C 22) -Alkyldimethylammoniumchlorid or bromide, (C8-C 22) -Alkyldimethylbenzylammoniumchlorid or bromide, (C 8 -C 2 2) - Alkyl dimethylhydroxyethylammonium chloride, phosphate, sulfate, lactate, most preferably distearyldimethylammonium chloride, di (C8-C 2 2) -alkylamidopropyltrimethylammonium chloride and methosulfate.
  • compositions may be up to 5% by weight, based on the total weight of the finished compositions.
  • Suitable nonionic surfactants are, for example, the following compounds:
  • Polyethylene, polypropylene and polybutylene oxide condensates of alkylphenols include the condensation products of alkylphenols having a CQ to C 2 o-alkyl group, which may be either linear or branched, with alkene oxides.
  • These surfactants are as alkylphenol alkoxylates, eg
  • Alkylphenol ethoxylates called. Condensation products of aliphatic alcohols with 1 to 25 moles of ethylene oxide.
  • the alkyl or alkenyl chain of the aliphatic alcohols may be linear or branched, primary or secondary, and generally contains from 8 to 22 carbon atoms. Particularly preferred are the condensation products of Ci 0 - to C 2 o alcohols with 2 to 18 moles of ethylene oxide per mole of alcohol.
  • the alcohol ethoxylates may have a narrow range (“narrow range ethoxylates") or a broad homolog distribution of the ethylene oxide ("Broad Range Ethoxylates"). Examples of commercially available nonionic surfactants of this type are Tergitol ® 15-S-9
  • This product class also includes the Genapol ® brands from Clariant.
  • the hydrophobic part of these compounds preferably has a molecular weight between 1500 and 1800.
  • the addition of ethylene oxide to this hydrophobic part leads to an improvement in water solubility.
  • the product is liquid up to a polyoxyethylene content of about 50% of the total weight of the product
  • Propylene oxide and ethylenediamine The hydrophobic moiety of these compounds consists of the reaction product of ethylenediamine with excess
  • Propylene oxide and generally has a molecular weight of 2500 to 3000. Ethylene oxide is added to this hydrophobic unit to a content of 40 to 80 wt .-% polyoxyethylene and a molecular weight of 5000 to 11000.
  • Commercially available examples of this class of compounds are the Tetronic ® brands of BASF and Genapol ® PN brands of Clariant.
  • Preferred nonionic surfactants are fatty alcohol ethoxylates (alkylpolyethylene glycols); Alkylphenolpolyethylenglykole; ethoxylates
  • Alkylaminopolyethylenglykole Fatty acid ethoxylates (acyl polyethylene glycols); Polypropylenglykolethoxylate (Pluronics ®); fatty acid,
  • Sorbitan esters and their polyglycol ethers, and C 8 -C 2 2-Alkylpolyglucoside are examples of Sorbitan esters and their polyglycol ethers, and C 8 -C 2 2-Alkylpolyglucoside.
  • Compositions are preferably in the range from 0.1 to 10.0% by weight, more preferably from 0.5 to 5.0% by weight and most preferably from 1.0 to 3.0% by weight.
  • compositions according to the invention may contain amphoteric surfactants which do not belong to the group of betaines of component (D).
  • amphoteric surfactants which do not belong to the group of betaines of component (D). These can be described as derivatives of long-chain secondary or tertiary amines having an alkyl group of 8 to 18 carbon atoms and in which another group is substituted with an anionic group that mediates water solubility, such as with a carboxyl, sulfate - or sulfonate group.
  • Preferred amphoteric surfactants are N- (2 Ci -Ci8) alkyl-beta-aminopropionates, and N- (C 2 -C 8) alkyl-beta-iminodipropionates as alkali metal and mono-, di- and
  • Trialkylammonium salts are also amine oxides. These are oxides of tertiary amines with a long-chain group of 8 to
  • the amount of amphoteric surfactants is preferably from 0.5 to 20.0 wt .-% and particularly preferably from 1, 0 to 10.0 wt .-% based on the
  • compositions additionally as foam-enhancing agent cosurfactants from the group of fatty acid alkanolamides.
  • the compositions of the invention contain water as
  • Component F Preferably, the content of water is 60 to 90 wt.%, Based on the composition, in particular 70 to 85 wt.%, Based on the
  • compositions of the invention may contain, as one or more additives G, preservatives, perfumes, dyes, cationic polymers, thickening and gelling agents, pigments, antimicrobial and biogenic agents, moisturizing agents, stabilizers, acids and / or bases.
  • Suitable preservatives are the preservatives listed in the respective Annex of the European Cosmetics Act, for example
  • fragrance or perfume oils can be used as fragrances.
  • fragrance or perfume oils can individual fragrance compounds, such as the synthetic
  • Hydrocarbons are used. Fragrance compounds of the ester type are known e.g. Benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinyl acetate,
  • the ethers include, for example, benzyl ethyl ether, to the aldehydes e.g. the linear ones
  • the hydrocarbons mainly include the terpenes and balsams.
  • mixtures of different fragrances are used, which together produce an attractive fragrance.
  • Perfume oils may also contain natural fragrance mixtures such as are available from plant or animal sources, e.g. Pine, citrus, jasmine, lily, rose, or ylang-ylang oil. Also, lower volatility volatile oils, which are most commonly used as aroma components, are useful as perfume oils, e.g. Sage oil, camomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil,
  • the dyes and pigments contained in the compositions according to the invention can be selected from the corresponding positive list of the Cosmetics Regulation or EC List
  • Pearlescent pigments e.g. Fish silver (guanine / hypoxanthine mixed crystals from fish scales) and mother-of-pearl (ground mussel shells), monocrystalline pearlescent pigments, e.g. Bismuth oxychloride (BiOCl), layer substrate
  • Pigments eg mica / metal oxide, silver-white pearlescent pigments of TiO 2 , interference pigments (TiO 2 , different layer thickness), color luster pigments (Fe 2 O 3 ) and combination pigments (TiO 2 / Fe 2 O 3 , TiO 2 / Cr 2 O 3 , TiO 2 / Berlin Blue, TiO 2 / Carmine).
  • Compositions are generally from 0.01 to 1.0% by weight, based on the total weight of the finished compositions.
  • cationic polymers are those under the INCI name
  • Polyquaternium especially Polyquaternium-31, Polyquaternium-16, Polyquaternium-24, Polyquaternium-7, Polyquaternium-22, Polyquaternium-39, Polyquaternium-28, Polyquaternium-2, Polyquaternium-10, Polyquaternium-11, as well as Polyquaternium 37 & mineral oil & PPG trideceth (Salcare SC95),
  • PVP-dimethylaminoethyl methacrylate copolymer Guar hydroxypropyl triammonium chlorides, as well as calcium alginate and
  • Ammonium alginate Furthermore, cationic can be used
  • Cellulose derivatives cationic starch; Copolymers of diallyl ammonium salts and acrylamides; quaternized vinylpyrrolidone / vinylimidazole polymers;
  • cationic silicone polymers e.g. amidomethicones; Copolymers of
  • Adipic acid and dimethylaminohydroxypropyldiethylenetriamine Polyaminopolyamide and cationic chitin derivatives such as chitosan.
  • a cationic polymer composition according to the invention comprises a galactomannan compound.
  • Preferred here is glactomannan-2-hydroxypropyltrimethylammonium chloride ether.
  • compositions according to the invention may contain one or more of the abovementioned cationic polymers in amounts of from 0.1 to 5.0% by weight, preferably from 0.2 to 3.0% by weight and more preferably from 0.5 to 2, 0 wt .-%, based on the finished compositions.
  • the desired viscosity of the compositions can be adjusted by adding thickeners and gelling agents. Be considered
  • cellulose ethers and other cellulose derivatives e.g.
  • Starch derivatives Natriunrialginate, Fettklarepolyethylenglykolester, fatty acid amides; fatty acid; alcohol-soluble polyamides and polyacrylamides or mixtures thereof.
  • crosslinked and uncrosslinked polyacrylates such as carbomer, sodium polyacrylates or sulfonic acid-containing polymers such as
  • compositions according to the invention preferably contain from 0.01 to 10.0% by weight, particularly preferably from 0.1 to 5.0% by weight, in particular preferably from 0.2 to 3.0% by weight and very particularly preferably from 0.4 to 2.0% by weight of thickeners or gelling agents.
  • antimicrobial agents are used.
  • N-myristoylglycine potassium N-laurylsarcosine, trimethylammonium chloride,
  • zinc salts in particular zinc salts, pyrithiones and their heavy metal salts, in particular zinc pyrithione, zinc phenol sulfate, farnesol, ketoconazole, oxiconazole, bifonazoles, butoconazoles, cloconazoles, clotrimazoles, econazoles, enilconazoles,
  • Fenticonazole isoconazole, miconazole, sulconazole, tioconazole, fluconazole, itraconazole, terconazole, naftifine and terbinafine, selenium disulfide and octopirox, iodopropynyl butylcarbamate, methylchloroisothiazolinone, methylisothiazolinone, methyldibromo glutaronitrile, AgCl, chloroxylenol, Na salt of
  • Propylparaben, and their Na salts pentanediol, 1, 2-octanediol, 2-bromo-2-nitropropane-1, 3-diol, ethylhexylglycerol, benzyl alcohol, sorbic acid,
  • compositions of the invention contain the antimicrobial
  • compositions of the invention may further biogenic agents selected from plant extracts such as aloe vera, as well as local anesthetics, antibiotics, anti-inflammatories, anti-allergic agents, corticosteroids, sebostatics, bisabolol ®, allantoin ®, phytantriol ®, proteins, vitamins selected from niacin, biotin, vitamin B2 , Vitamin B3, Vitamin B6, Vitamin B3 derivatives (salts, acids, esters, amides, alcohols), Vitamin C and Vitamin C derivatives (salts, acids, esters, amides, alcohols), preferably as the sodium salt of the monophosphoric acid ester of ascorbic acid or as the magnesium salt of the phosphoric acid ester of ascorbic
  • compositions according to the invention may contain biogenic active substances preferably in amounts of 0.001 to 5.0% by weight, more preferably of
  • a moisturizing substance for example, isopropyl palmitate, glycerol glycerylglucoside and / or sorbitol are available.
  • compositions according to the invention are preferably adjusted to a pH in the range from 2 to 12, preferably in the range from 3 to 9.
  • acids or alkalis for pH adjustment are preferably
  • Mineral acids in particular HCl, inorganic bases, in particular NaOH or KOH, or organic acids, in particular citric acid used.
  • compositions according to the invention may contain oil bodies.
  • the oily bodies may be advantageously selected from the groups of triglycerides, natural and synthetic fats, preferably esters of fatty acids with lower C-number alcohols, e.g. with isopropanol,
  • Suitable triglycerides of linear or branched, saturated or unsaturated, optionally hydroxylated, C 8 -C 30 -fatty acids in particular vegetable oils, such as sunflower, maize, soybean, rice, jojoba, babussu, pumpkin, Grapeseed, sesame, walnut, apricot, orange, wheatgerm, peach, macadamia, avocado, sweet almond, meadowfoam,
  • Castor oil olive oil, peanut oil, rapeseed oil and coconut oil, and synthetic triglyceride oils such as the commercial product Myritol ® 318. Also hardened triglycerides are preferred in the invention. Also oils of animal origin, for example beef tallow, perhydrosqualene, lanolin can be used.
  • Another class of preferred oily substances are the benzoic acid esters of linear or branched C 22 -alkanols, for example the commercial products Finsolv ® SB (isostearyl benzoate), Finsolv ® TN (C 2 -C 15 alkyl benzoate) and Finsolv EB ®
  • dialkyl ethers having a total of 2 to 36 carbon atoms, in particular having 12 to 24 carbon atoms, such as di-n-octyl ether (Cetiol ® OE), di-n-nonyl ether,
  • branched saturated or unsaturated fatty alcohols having 6 to 30 carbon atoms e.g. Isostearyl alcohol, as well as Guerbet alcohols.
  • Another class of preferred oil bodies are
  • Hydroxycarboxylic acid alkyl esters Preferred hydroxycarboxylic acid alkyl esters are full esters of glycolic acid, lactic acid, malic acid, tartaric acid or citric acid.
  • Other basically suitable esters of hydroxycarboxylic acids are esters of ß-hydroxypropionic acid, tartronic acid, D-gluconic acid, sugar acid, mucic acid or glucuronic acid.
  • As the alcohol component of these esters are primary, linear or branched aliphatic alcohols having 8 to 22 carbon atoms.
  • the esters of Ci 2 -Ci 5 fatty alcohols are particularly preferred. Esters of this type are commercially available, eg under the trade name Cosmacol® ® EniChem, Augusta Industriale.
  • dicarboxylic acid esters of linear or branched C 2 -C 0 alkanols such as di-n-butyl adipate (Cetiol ® B), di- (2-ethylhexyl) adipate and di- (2-ethylhexyl) - succinate as well as diolester like
  • butanediol di-isostearate and Neopentylglycoldicaprylat and Diisotridecylacelaat are preferred oil bodies. Likewise preferred oil bodies are symmetrical, unsymmetrical or cyclic esters of carbonic acid with fatty alcohols, glycerol carbonate or
  • Dicaprylyl ether (Cetiol ® CC).
  • esters of dimers of unsaturated C 2 -C 2 2 -fatty acids with monovalent linear, branched or cyclic C 2 -C 8 -alkanols or with polyfunctional linear or branched C 2 -C 6 -alkanols ,
  • hydrocarbon oils for example those with linear or branched, saturated or unsaturated C 7 -C 40 -carbon chains, for example Vaseline, dodecane, isododecane,
  • polyisobutene in particular polyisobutene, hydrogenated polyisobutene, polydecane, and
  • a composition according to the invention may further comprise additional silicone oils different from dimethiconol as component B.
  • silicone oils or waxes included.
  • silicone oils or waxes are preferably available dimethylpolysiloxanes and cyclomethicones, polydialkylsiloxanes
  • R 3 SiO (R 2 SiO) xSiR 3 where R is methyl or ethyl, particularly preferably
  • Methyl, and x is a number from 2 to 500, for example the dimethicones available under the trade names VICASIL (General Electric Company), DOW CORNING 200, DOW CORNING 225, DOW CORNING 200 (Dow Corning Corporation), and those under SilCare ® Silicone 41 M65, SilCare ® Silicone 41 M70, SilCare ® Silicone 41 M80 Dimethicone (Clariant) available, Stearyldimethylpolysiloxan, C 2 ° C 2 4-alkyl-dimethylpolysiloxane, C 24 -C 28 -Ikyl- dimethylpolysiloxane, but also the under SilCare ® Silicone 41 M40, SilCare ® Silicone 41 M50 (Clariant) available Methicone, further Trimethylsiioxysilicate [(CH 2) 3 SiO) i / 2] x [SiO2] y, wherein x is a number from 1 to
  • Composition no further silicone oils and / or waxes other than dimethiconol.
  • compositions of the invention may contain film formers, which are selected depending on the application of salts of
  • Phenylbenzimidazole sulfonic acid for example, C 10-polycarbamylpolyglyceryl esters, polyvinyl alcohol,
  • Polyvinylpyrrolidone copolymers such as PVP / hexanecenes or PVP / eicosene copolymer, for example vinylpyrrolidone / vinyl acetate copolymer, water-soluble acrylic acid polymers / copolymers or their esters or salts, for example Partial ester copolymers of acrylic / methacrylic acid and polyethylene glycol ethers of fatty alcohols, such as acrylate / steareth-20-methacrylate copolymer, water-soluble cellulose, for example hydroxymethylcellulose, hydroxyethylcellulose,
  • Carboxyvinyl polymers such as carbomers and their salts, polysaccharides, for example Polydextrose and glucan, vinyl acetate / crotonate, for example under the trade name Aristoflex ® A 60 (Clariant) available, and polymeric amine oxides, for example under the trade names Diaformer Z-711, 712, 731 , 751 available agents.
  • compositions according to the invention may contain one or more
  • Film former in amounts of 0.1 to 10.0 wt .-%, preferably from 0.2 to
  • composition of the invention may also
  • Superfatting agents included. Lanolin and lecithin, non-ethoxylated and polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, mono-, di- and triglycerides and / or fatty acid alkanolamides, the latter also serving as foam stabilizers, which are preferably used in amounts of 0, may preferably be used as superfatting agents , 01 to 10.0 wt .-%, particularly preferably from 0.1 to 5.0 wt .-% and particularly preferably from 0.5 to 3.0 wt .-% are used.
  • Compositions according to the invention can also be pearlescing
  • pearlescing components are fatty acid monoalkanolamides, fatty acid dialkanolamides, monoesters or diesters of alkylene glycols, especially ethylene glycol and / or propylene glycol or its oligomers, with higher fatty acids, e.g. palmitic acid,
  • compositions according to the invention contain pearlescing compounds, these are preferably in an amount of 0.1 to
  • compositions according to the invention are preferably from 1.0 to
  • At least one lauryl ether sulphate in particular sodium lauryl ether sulphate, as anionic surfactant,
  • no betaine surfactant especially no cocoamidopropyl betaine.
  • composition according to the invention comprises:
  • At least one lauryl ether sulphate in particular sodium lauryl ether sulphate, as anionic surfactant,
  • no betaine surfactant especially no cocoamidopropyl betaine.
  • compositions according to the invention contain:
  • compositions according to the invention particularly preferably contain:
  • composition according to the invention particularly preferably contains no amphoteric surfactant, preferably no betaine and in particular no
  • compositions according to the invention are shampoos for greasy hair, dry hair, damaged hair, flaky hair, a color shampoo, baby shampoo or sports shampoo.
  • the invention further provides a method for the treatment and care of the hair with a composition according to the invention.
  • the hair is brought into contact with a composition according to the invention.
  • the composition is preferably used as a "rinse-off" product, and the invention also relates to the use of the composition according to the invention for improving silicone deposition.
  • the subject matter of the invention is a process for producing a composition according to the invention.
  • the components A, B, C, F and optionally the components D, E and / or G are brought into contact with each other.
  • the following examples serve to illustrate the invention, but without restricting it thereto.
  • N-acylglucamide prepared in the presence of 1, 2 propylene glycol as a solvent and as a solid consisting of active substance, i. N-alkyl-N-acylglucamine, and 1, 2 propylene glycol (all figures in wt .-%).
  • C18 " corresponds to a linoleic acid residue.
  • the melting point was determined by means of a Kofler heating bench.
  • the following test formulations were prepared, the percentages indicate the content of the active ingredient in% by mass with respect to the composition. In the following table only the surfactants are mentioned.
  • MIBK methyl isobutyl ketone
  • Table 2 shows the results of the measurements. The results will also be graphed afterwards.

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Abstract

Compositions contenant au moins une N-alkyle-N-acylglucamine en tant que constituant A, du diméthiconol en tant que constituant B, au moins un tensioactif anionique en tant que constituant C, éventuellement au moins un tensioactif bétaïne en tant que constituant D, éventuellement au moins un autre tensioactif en tant que constituant E, de l'eau en tant que constituant F, et éventuellement au moins un autre additif en tant que constituant G, qui peuvent être utilisées comme shampoing.
EP14808838.8A 2013-11-29 2014-11-27 Utilisation de glucamides pour améliorer le dépôt de silicone Pending EP3074092A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102013018001.5A DE102013018001A1 (de) 2013-11-29 2013-11-29 Verwendung von Glucamiden zur Verbesserung der Silikondeposition
PCT/EP2014/003176 WO2015078587A1 (fr) 2013-11-29 2014-11-27 Utilisation de glucamides pour améliorer le dépôt de silicone

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EP (1) EP3074092A1 (fr)
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WO2013178697A2 (fr) 2012-05-30 2013-12-05 Clariant International Ltd. Utilisation de n-méthyl-n-acylglucamines comme épaississants dans des solutions tensioactives
EP2855651B1 (fr) 2012-05-30 2016-11-02 Clariant International Ltd Composition contenant de la n-méthyl-n-acylglucamine
BR112014029759A2 (pt) 2012-05-30 2017-06-27 Clariant Finance Bvi Ltd uso de n-metil-n-acilglucaminas como solubilizadores
US10265253B2 (en) 2012-05-30 2019-04-23 Clariant International Ltd. N-methyl-N-acylglucamine-containing composition
DE102012021647A1 (de) 2012-11-03 2014-05-08 Clariant International Ltd. Wässrige Adjuvant-Zusammensetzungen
EP3013427B1 (fr) 2013-06-28 2017-08-09 Clariant International Ltd Utilisation dans des shampooings de n-alkyl-n-acylglucamines spéciales pour la revitalisation capillaire
DE102014003215A1 (de) 2014-03-06 2015-05-28 Clariant International Ltd. Korrosionsinhibierende Zusammensetzungen
DE102014005771A1 (de) 2014-04-23 2015-10-29 Clariant International Ltd. Verwendung von wässrigen driftreduzierenden Zusammensetzungen
DE202015008045U1 (de) 2015-10-09 2015-12-09 Clariant International Ltd. Universelle Pigmentdispersionen auf Basis von N-Alkylglukaminen
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US20160361243A1 (en) 2016-12-15
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