WO2000044337A1 - Heat safe hair care composition and method of protecting hair from heat treatment - Google Patents
Heat safe hair care composition and method of protecting hair from heat treatment Download PDFInfo
- Publication number
- WO2000044337A1 WO2000044337A1 PCT/US1999/029450 US9929450W WO0044337A1 WO 2000044337 A1 WO2000044337 A1 WO 2000044337A1 US 9929450 W US9929450 W US 9929450W WO 0044337 A1 WO0044337 A1 WO 0044337A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- dimethicone copolyol
- composition
- hair
- silanol
- present
- Prior art date
Links
- 210000004209 hair Anatomy 0.000 title claims abstract description 84
- 239000000203 mixture Substances 0.000 title claims abstract description 61
- 238000000034 method Methods 0.000 title claims abstract description 15
- 238000010438 heat treatment Methods 0.000 title description 7
- 229940008099 dimethicone Drugs 0.000 claims abstract description 70
- 239000004205 dimethyl polysiloxane Substances 0.000 claims abstract description 70
- 235000013870 dimethyl polysiloxane Nutrition 0.000 claims abstract description 70
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims abstract description 70
- 229920001577 copolymer Polymers 0.000 claims abstract description 25
- 150000002148 esters Chemical class 0.000 claims abstract description 25
- 102000004169 proteins and genes Human genes 0.000 claims description 29
- 108090000623 proteins and genes Proteins 0.000 claims description 29
- -1 hydroxypropyl Chemical group 0.000 claims description 14
- 241000209140 Triticum Species 0.000 claims description 10
- 235000021307 Triticum Nutrition 0.000 claims description 10
- 102000004196 processed proteins & peptides Human genes 0.000 claims description 9
- 108090000765 processed proteins & peptides Proteins 0.000 claims description 9
- 229920001296 polysiloxane Polymers 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 239000003205 fragrance Substances 0.000 claims description 5
- 229920001184 polypeptide Polymers 0.000 claims description 5
- MRAMPOPITCOOIN-VIFPVBQESA-N (2r)-n-(3-ethoxypropyl)-2,4-dihydroxy-3,3-dimethylbutanamide Chemical compound CCOCCCNC(=O)[C@H](O)C(C)(C)CO MRAMPOPITCOOIN-VIFPVBQESA-N 0.000 claims description 3
- 102000008186 Collagen Human genes 0.000 claims description 3
- 108010035532 Collagen Proteins 0.000 claims description 3
- 108010076876 Keratins Proteins 0.000 claims description 3
- 102000011782 Keratins Human genes 0.000 claims description 3
- 229920001436 collagen Polymers 0.000 claims description 3
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 3
- 235000013336 milk Nutrition 0.000 claims description 3
- 239000008267 milk Substances 0.000 claims description 3
- 210000004080 milk Anatomy 0.000 claims description 3
- 229940023735 panthenyl ethyl ether Drugs 0.000 claims description 3
- CGIHFIDULQUVJG-UHFFFAOYSA-N phytantriol Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(C)(O)C(O)CO CGIHFIDULQUVJG-UHFFFAOYSA-N 0.000 claims description 3
- CGIHFIDULQUVJG-VNTMZGSJSA-N phytantriol Natural products CC(C)CCC[C@H](C)CCC[C@H](C)CCC[C@@](C)(O)[C@H](O)CO CGIHFIDULQUVJG-VNTMZGSJSA-N 0.000 claims description 3
- 239000003755 preservative agent Substances 0.000 claims description 3
- 239000004094 surface-active agent Substances 0.000 claims description 3
- 229940084883 wheat amino acids Drugs 0.000 claims description 3
- WQFIEMAZTQQLKM-UHFFFAOYSA-N 2-(2-dodecoxy-2-oxoethyl)-2-hydroxy-4-octoxy-4-oxobutanoic acid Chemical compound CCCCCCCCCCCCOC(=O)CC(O)(C(O)=O)CC(=O)OCCCCCCCC WQFIEMAZTQQLKM-UHFFFAOYSA-N 0.000 claims description 2
- 235000004936 Bromus mango Nutrition 0.000 claims description 2
- SNPLKNRPJHDVJA-ZETCQYMHSA-N D-panthenol Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCCO SNPLKNRPJHDVJA-ZETCQYMHSA-N 0.000 claims description 2
- 240000007228 Mangifera indica Species 0.000 claims description 2
- 235000014826 Mangifera indica Nutrition 0.000 claims description 2
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- 235000018936 Vitellaria paradoxa Nutrition 0.000 claims description 2
- 235000013871 bee wax Nutrition 0.000 claims description 2
- 239000012166 beeswax Substances 0.000 claims description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-M behenate Chemical compound CCCCCCCCCCCCCCCCCCCCCC([O-])=O UKMSUNONTOPOIO-UHFFFAOYSA-M 0.000 claims description 2
- 229940116224 behenate Drugs 0.000 claims description 2
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 claims description 2
- 229940070765 laurate Drugs 0.000 claims description 2
- 229940101267 panthenol Drugs 0.000 claims description 2
- 239000011619 pantothenol Substances 0.000 claims description 2
- 235000020957 pantothenol Nutrition 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
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- 239000000835 fiber Substances 0.000 description 11
- 229920000642 polymer Polymers 0.000 description 8
- 238000000861 blow drying Methods 0.000 description 5
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- 238000006460 hydrolysis reaction Methods 0.000 description 4
- 239000006210 lotion Substances 0.000 description 4
- 239000002537 cosmetic Substances 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 3
- 238000004227 thermal cracking Methods 0.000 description 3
- 238000009736 wetting Methods 0.000 description 3
- 235000010469 Glycine max Nutrition 0.000 description 2
- 206010019049 Hair texture abnormal Diseases 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 206010044625 Trichorrhexis Diseases 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 239000008266 hair spray Substances 0.000 description 2
- 230000003699 hair surface Effects 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- 229910000077 silane Inorganic materials 0.000 description 2
- 125000005372 silanol group Chemical group 0.000 description 2
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
- OFNXOACBUMGOPC-HZYVHMACSA-N 5'-hydroxystreptomycin Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](CO)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O OFNXOACBUMGOPC-HZYVHMACSA-N 0.000 description 1
- 102000009027 Albumins Human genes 0.000 description 1
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- 235000007319 Avena orientalis Nutrition 0.000 description 1
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- 241000283690 Bos taurus Species 0.000 description 1
- 241000195940 Bryophyta Species 0.000 description 1
- 102000016942 Elastin Human genes 0.000 description 1
- 108010014258 Elastin Proteins 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 108091005804 Peptidases Proteins 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004365 Protease Substances 0.000 description 1
- 108010081750 Reticulin Proteins 0.000 description 1
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 description 1
- 229910008051 Si-OH Inorganic materials 0.000 description 1
- 229910006358 Si—OH Inorganic materials 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
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- 239000000443 aerosol Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
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- 230000015572 biosynthetic process Effects 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
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- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 229940056318 ceteth-20 Drugs 0.000 description 1
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- 230000001186 cumulative effect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 1
- YHAIUSTWZPMYGG-UHFFFAOYSA-L disodium;2,2-dioctyl-3-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCCCC YHAIUSTWZPMYGG-UHFFFAOYSA-L 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 235000013601 eggs Nutrition 0.000 description 1
- 229920002549 elastin Polymers 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002194 fatty esters Chemical class 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 231100000640 hair analysis Toxicity 0.000 description 1
- 230000037308 hair color Effects 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- OFNXOACBUMGOPC-UHFFFAOYSA-N hydroxystreptomycin Natural products CNC1C(O)C(O)C(CO)OC1OC1C(C=O)(O)C(CO)OC1OC1C(N=C(N)N)C(O)C(N=C(N)N)C(O)C1O OFNXOACBUMGOPC-UHFFFAOYSA-N 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- OKPOKMCPHKVCPP-UHFFFAOYSA-N isoorientaline Natural products C1=C(O)C(OC)=CC(CC2C3=CC(OC)=C(O)C=C3CCN2C)=C1 OKPOKMCPHKVCPP-UHFFFAOYSA-N 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
- 229960002216 methylparaben Drugs 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 235000011929 mousse Nutrition 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000008569 process Effects 0.000 description 1
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- 230000002040 relaxant effect Effects 0.000 description 1
- JTQHYPFKHZLTSH-UHFFFAOYSA-N reticulin Natural products COC1CC(OC2C(CO)OC(OC3C(O)CC(OC4C(C)OC(CC4OC)OC5CCC6(C)C7CCC8(C)C(CCC8(O)C7CC=C6C5)C(C)O)OC3C)C(O)C2OC)OC(C)C1O JTQHYPFKHZLTSH-UHFFFAOYSA-N 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
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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
- A61K8/72—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
- A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
-
- 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
- A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
- A61K8/645—Proteins of vegetable origin; Derivatives or degradation products thereof
-
- 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
Definitions
- the present invention relates generally to hair care compositions.
- the present invention relates to hair care compositions for pre-treatment of hair before heating and styling.
- Heat styling such as the use of a blow dryer or curling device to heat hair during styling, is prevalent amongst consumers.
- heat styling can dry out and damage hair if the hair is subject to too much heat.
- a person can overdry hair by holding a blow dryer too close to the hair or can overdry hair by holding a blow dryer or curling device too long at a particular spot of the hair.
- Moisture will be driven out of the hair so that the hair will become brittle and more susceptible to cracking.
- Such hair has heat dryout.
- such heat styling can also cause physical damage to hair.
- the hair is brushed or combed.
- the constant rubbing and wear to the outer surface of the hair leads to cracks and breaks in the hair.
- dry hair particularly dry hair suffering from heat dryout, is particularly susceptible to such physical damage.
- a hair care composition that prevents physical damage due to heat treatment of hair such as with a blow dryer or a curling iron.
- a hair care composition that prevents physical damage by heat styling of hair such as brushing and combing that typical accompanies the process of heat treating hair.
- a hair care composition that controls moisture, prevents split ends and reduces hair brittleness.
- esters of dimethicone copolyol and a silanol-terminated copolymer are admixed into a hair care composition, the mixture provides an excellent degree of thermal protection for hair.
- the present invention also contemplates a method of protecting hair from heat comprising the steps of contacting hair with the hair care composition described above.
- the present invention is a hair care composition that is applied to hair before heat styling.
- the hair care composition is applied before subjecting the hair to heat treatment or styling, such as blow drying or heat curling.
- the hair care composition is applied to the hair after the use of cleaning compositions, such a shampoo and a conditioner, so that such cleaning compositions do not wash away the hair care composition.
- the hair care composition be applied before the application of general styling products to ensure direct contact to the hair.
- the components of the hair care composition comprises: (i) an ester of dimethicone copolyol; (ii) a silanol-terminated copolymer; and iii) a cosmetically acceptable carrier.
- the first class of components are esters of dimethicone copolyol.
- dimethicone copolyol is the Cosmetic, Toiletry, and Fragrance Association (CFTA) designation for certain polysiloxanes polyether copolymers.
- the esters of dimethicone copolyol are partial esters of dimethicone copolyol.
- the dimethicone copolyols are preferably esterfied by fatty acids.
- Examples of preferred esters of dimethicone copolyols are dimethicone copolyol behenate, dimethicone copolyol almondate, dimethicone copolyol avocadoate, dimethicone copolyol beeswax, dimethicone copolyol borageate, dimethicone copolyol cocoa butterate, dimethicone copolyol dhupa butterate, dimethicone copolyol hydroxysterate, dimethicone copolyol isosterate, dimethicone copolyol kokum butterate, dimethicone copolyol laurate, dimethicone copolyol mango butterate, dimethicone copolyol meadowfoamate, dimethicone copolyol mohwa butterate, dimethicone copolyol octyl dodecyl cit
- the amount of the dimethicone copolyol ester is present in an amount from about 0.1 to about 5%, preferably about 0.2 to about 3% and more preferably about 0.5 to about 1 .5% based on the total weight of the composition.
- the second component in the hair care composition is a silanol- terminated copolymer.
- the silanol-terminated copolymer comprises a polymer backbone with a silanol-terminated sidechain. A general structure of the silanol terminated copolymer is shown below:
- X is an alkyl or alkoxy and n is an integer from 1 to 3.
- the polymer backbone is preferably a polypeptide derived from hydrolyzed proteins.
- hydrolyzed protein refers to the product of the hydrolysis of homogeneous or heterogeneous proteins, or their respective components, derivatives or combinations thereof, from sources including, but not limited to, plants and their respective components, seeds, animal bones, connective tissue, animal keratin, bovine and porcine collagen, human hair, wool, silk, elastin, reticulin, milk, egg, wheat, corn, soy, oats, casein, albumin, or any collagenous or keratinic substance, or derivatives thereof.
- the preferred protein sources include keratin, soy, milk, collagen, wheat and their respective components, derivatives or combinations thereof.
- the more preferred polypeptides are derived from wheat proteins.
- the compositions of the present invention are not limited to hydrolyzed proteins produced from naturally occurring proteins. Synthetic proteins, peptides, or amino acids as well as naturally occurring proteins, peptides or amino acids or mixtures of naturally occurring and synthetic proteins and/or peptides and/or amino acids may also be used according to the invention. Hydrolyzed protein prepared from various proteins, their respective components, and derivatives may be combined and used in the composition of the present invention. Moreover, a hydrolyzed protein may be supplemented by the addition of one or more natural or synthetic peptides or amino acids.
- hydrolyzed proteins from the above- mentioned protein sources include, but are not limited to: 1) acid hydrolysis; 2) alkali hydrolysis; and 3) enzyme hydrolysis using a suitable protease. These methods, along with several others, for preparing hydrolyzed proteins are well known in the art. Further, hydrolyzed proteins suitable for the compositions of the present invention are commercially available. Hydrolyzed proteins typically have a number average molecular weight from about two hundred to several hundred thousand depending on the nature of the protein and/or the extent of hydrolysis. Preferably the number average molecular weight of the hydrolyzed protein is from about 100 to 100,000, preferably from about 100 to 20,000 more preferably from about 100 to 10,000, and even more preferably from about 100 to 5,000.
- the silanol-terminated copolymer is formed by covalently attaching an organofunctional silicone/silane compound to the terminal or side chain functional group of a polymer backbone.
- an organofunctional silicone/silane compound is covalently attached to the terminal or side chain amino group of the hydrolyzed protein by an amino reactive group such as epoxy, esters, haloalkyl and the like.
- the silanol terminated copolymer may further comprise cross-linked groups.
- Cross-linking involves the formation of functional siloxane links between two polymer backbone chains and occurs through a mechanism in which the terminal silanol (Si-OH) of one polymer condenses with a terminal silanol of another polymer forming a siloxane (Si-O-Si) bond and water.
- silanol-terminated copolymer hydrolyzed wheat protein hydroxypropyl polysiloxane. This silanol-terminated copolymer is available from Croda, Inc. Parsippany N.J.
- the amount of the silanol terminated copolymer is present in an amount from about 0.01 to about 5%, preferably about 0.1 to about 3% and more preferably about 0.1 to about 1% based on the total weight of the composition.
- composition of the present invention comprises from about 1 to about 99.89% by weight of a cosmetically acceptable carrier.
- cosmetically acceptable carrier means components contained in the composition other than the silanol-terminated copolymer and the ester of dimethicone copolyol, which are generally used in cosmetic compositions within the scope of the present invention.
- Such cosmetic compositions may include, but are not limited to conditioners, hair treatment creams, styling gels, mousse, pump hair sprays, aerosol hair sprays and foams, set lotions, blow styling lotions, hair color lotions, hair relaxing compositions, permanent wave first agents, and permanent wave second agents.
- cosmetically acceptable carriers include, but are not limited to, water, aqueous solutions, detergents, emollients, surfactants, pH adjusters, foam boosters, thickeners, fatty esters, ethers, alcohols, polymers, preservatives, colors, dyes, fragrances, mixtures thereof and other ingredients known to those skilled in the art.
- the preferred cosmetically acceptable carriers include surfactants, panthenol, panthenyl ethyl ether, fragrances, preservatives, wheat amino acids, and phytantriol.
- This invention also contemplates a method of protecting the hair from heating comprising the step of contacting hair with the heat care composition embodiments disclosed above.
- This example is an evaluation of a hair sample with the hair care composition of the present invention.
- the hair care composition contains both an ester of dimethicone copolyol (dimethicone copolyol meadowfoamate) and a silanol-terminated copolymer (hydrolyzed wheat protein hydroxypropyl polysiloxane).
- a preferred embodiment of the present invention is showed in Table 1 below.
- the method used in this evaluation consists of applying 20 cycles of 10 sec. of blow drying and 5 sec. of wetting hair fibers.
- the fibers were from a subject whose hair had not been treated chemically before.
- the hair fibers were approximately 80 microns in diameter and 2.5. inches long cut close to the root.
- the fibers were cut into three snippets.
- the first snippet was used to verify absence of cracks in the virgin hair fibers before blow drying
- the second snippet was blow dried using a control of deionized (Dl) water as the wetting solution
- the third snippet was also blow dried using the hair care composition of Table 1.
- a commercial blow drier capable of reaching temperatures between 75 and 85°C was used.
- the hair snippets were held tightly on a glass slide so as to avoid fiber movement during blow drying.
- the blow drier nozzle was placed in such a way that the air temperature reaching the hair surface was about 75°C, i.e. approximately a distance of 2.5 inches from the hair surface to the blow drier nozzle.
- the hot air at this temperature was blown on the hair for about 10 seconds.
- the hair fiber was immersed either in Dl-water or in the hair lotion under test at 25°C for about 5 seconds. While the fiber was still wet, hot air was blown on it starting a new cycle again.
- This blow drying/wetting process constitutes one thermal cycle; 20 of these cycles were applied to each fiber. After the 20 cycles, the fibers were analyzed by SEM. The number of cuticle cracks per unit area on each tested hair were counted and averages were calculated. A comparison between virgin, control, and treated samples was made and the results are shown in Table 2 below.
- the results show that there is a significant improvement in the number of cracks per unit area with hair treated with the hair care composition as compared to the Dl water control.
- the heat treated hair that was contacted with the hair care composition showed results that were comparable to virgin hair.
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- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
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- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
Abstract
The present invention relates to a hair care composition that protects hair from heat comprising: (i) an ester of dimethicone copolyol; (ii) a silanol-terminated copolymer; and (iii) a cosmetically acceptable carrier. In addition, the present invention also contemplates a method of protecting hair from heat comprising the step of contacting hair with the hair care composition described above.
Description
HEAT SAFE HAIR CARE COMPOSITION AMD METHOD OF PROTECTING HAIR FROM HEAT TREATMENT
Field of the Invention The present invention relates generally to hair care compositions.
More particularly, the present invention relates to hair care compositions for pre-treatment of hair before heating and styling.
Background of the Invention Heat styling, such as the use of a blow dryer or curling device to heat hair during styling, is prevalent amongst consumers. Unfortunately, heat styling can dry out and damage hair if the hair is subject to too much heat. For example, a person can overdry hair by holding a blow dryer too close to the hair or can overdry hair by holding a blow dryer or curling device too long at a particular spot of the hair. Moisture will be driven out of the hair so that the hair will become brittle and more susceptible to cracking. Such hair has heat dryout.
In addition, such heat styling can also cause physical damage to hair. For example, during such heat styling, the hair is brushed or combed. The constant rubbing and wear to the outer surface of the hair, leads to cracks and breaks in the hair. Moreover, dry hair, particularly dry hair suffering from heat dryout, is particularly susceptible to such physical damage.
Hair fibers whose cuticles are damaged by thermal cracking undergo high levels of cuticle abrasion upon combing. Long-term affects of cuticle abrasion are noticeable at hair tips in the form of "split ends". In addition, the cumulative effects of cuticle removal due to thermal cracking results in hair with no cuticular envelope, thereby causing brittleness. Consequentially, protecting hair against thermal cracking results in split end prevention and reduction in hair brittleness.
Accordingly, it is an object of the present invention to provide a hair care composition that prevents physical damage due to heat treatment of hair such as with a blow dryer or a curling iron. l
It is another object of the present invention to provide a hair care composition that prevents physical damage by heat styling of hair such as brushing and combing that typical accompanies the process of heat treating hair. It is a further object of the present invention to provide a hair care composition that controls moisture, prevents split ends and reduces hair brittleness.
SUMMARY OF THE INVENTION The present invention relates to a hair care composition comprising:
(i) an ester of dimethicone copolyol; (ii) a silanol-terminated copolymer; and (iii) a cosmetically acceptable carrier.
The inventors have discovered that when esters of dimethicone copolyol and a silanol-terminated copolymer are admixed into a hair care composition, the mixture provides an excellent degree of thermal protection for hair.
In addition, the present invention also contemplates a method of protecting hair from heat comprising the steps of contacting hair with the hair care composition described above.
DETAILED DESCRIPTION OF THE INVENTION
The present invention is a hair care composition that is applied to hair before heat styling. In particular, the hair care composition is applied before subjecting the hair to heat treatment or styling, such as blow drying or heat curling. Preferably, the hair care composition is applied to the hair after the use of cleaning compositions, such a shampoo and a conditioner, so that such cleaning compositions do not wash away the hair care composition. It is also preferred that the hair care composition be applied before the application of general styling products to ensure direct contact to the hair.
The components of the hair care composition comprises: (i) an ester of dimethicone copolyol; (ii) a silanol-terminated copolymer; and iii) a cosmetically acceptable carrier.
The first class of components are esters of dimethicone copolyol. The term "dimethicone copolyol" is the Cosmetic, Toiletry, and Fragrance Association (CFTA) designation for certain polysiloxanes polyether copolymers. The esters of dimethicone copolyol are partial esters of dimethicone copolyol. For the present invention, the dimethicone copolyols are preferably esterfied by fatty acids. Examples of preferred esters of dimethicone copolyols are dimethicone copolyol behenate, dimethicone copolyol almondate, dimethicone copolyol avocadoate, dimethicone copolyol beeswax, dimethicone copolyol borageate, dimethicone copolyol cocoa butterate, dimethicone copolyol dhupa butterate, dimethicone copolyol hydroxysterate, dimethicone copolyol isosterate, dimethicone copolyol kokum butterate, dimethicone copolyol laurate, dimethicone copolyol mango butterate, dimethicone copolyol meadowfoamate, dimethicone copolyol mohwa butterate, dimethicone copolyol octyl dodecyl citrate, dimethicone copolyol olivate, dimethicone copolyol sal butterate, dimethicone copolyol shea butterate, and dimethicone copolyol sterate. The more preferred ester of dimethicone copolyol is dimethicone copolyol meadowfoamate.
These esters are commercially available and described in the "International Cosmetic Ingredient Dictionary and Handbook" Seventh Edition, 1997.
The amount of the dimethicone copolyol ester is present in an amount from about 0.1 to about 5%, preferably about 0.2 to about 3% and more preferably about 0.5 to about 1 .5% based on the total weight of the composition. The second component in the hair care composition is a silanol- terminated copolymer. The silanol-terminated copolymer comprises a
polymer backbone with a silanol-terminated sidechain. A general structure of the silanol terminated copolymer is shown below:
Polymer chain
wherein X is an alkyl or alkoxy and n is an integer from 1 to 3.
The polymer backbone is preferably a polypeptide derived from hydrolyzed proteins. The term "hydrolyzed protein," as used herein, refers to the product of the hydrolysis of homogeneous or heterogeneous proteins, or their respective components, derivatives or combinations thereof, from sources including, but not limited to, plants and their respective components, seeds, animal bones, connective tissue, animal keratin, bovine and porcine collagen, human hair, wool, silk, elastin, reticulin, milk, egg, wheat, corn, soy, oats, casein, albumin, or any collagenous or keratinic substance, or derivatives thereof. The preferred protein sources include keratin, soy, milk, collagen, wheat and their respective components, derivatives or combinations thereof. The more preferred polypeptides are derived from wheat proteins. The compositions of the present invention are not limited to hydrolyzed proteins produced from naturally occurring proteins. Synthetic proteins, peptides, or amino acids as well as naturally occurring proteins, peptides or amino acids or mixtures of naturally occurring and synthetic proteins and/or peptides and/or amino acids may also be used according to the invention. Hydrolyzed protein prepared from various proteins, their respective components, and derivatives may be combined and used in the composition of the present invention. Moreover, a hydrolyzed protein may
be supplemented by the addition of one or more natural or synthetic peptides or amino acids.
Methods for producing hydrolyzed proteins from the above- mentioned protein sources include, but are not limited to: 1) acid hydrolysis; 2) alkali hydrolysis; and 3) enzyme hydrolysis using a suitable protease. These methods, along with several others, for preparing hydrolyzed proteins are well known in the art. Further, hydrolyzed proteins suitable for the compositions of the present invention are commercially available. Hydrolyzed proteins typically have a number average molecular weight from about two hundred to several hundred thousand depending on the nature of the protein and/or the extent of hydrolysis. Preferably the number average molecular weight of the hydrolyzed protein is from about 100 to 100,000, preferably from about 100 to 20,000 more preferably from about 100 to 10,000, and even more preferably from about 100 to 5,000. The silanol-terminated copolymer is formed by covalently attaching an organofunctional silicone/silane compound to the terminal or side chain functional group of a polymer backbone. With respect to hydrolyzed protein, the organofunctional silicone/silane compound is covalently attached to the terminal or side chain amino group of the hydrolyzed protein by an amino reactive group such as epoxy, esters, haloalkyl and the like.
The silanol terminated copolymer may further comprise cross-linked groups. Cross-linking involves the formation of functional siloxane links between two polymer backbone chains and occurs through a mechanism in which the terminal silanol (Si-OH) of one polymer condenses with a terminal silanol of another polymer forming a siloxane (Si-O-Si) bond and water.
The most preferred silanol-terminated copolymer is hydrolyzed wheat protein hydroxypropyl polysiloxane. This silanol-terminated copolymer is available from Croda, Inc. Parsippany N.J.
The amount of the silanol terminated copolymer is present in an amount from about 0.01 to about 5%, preferably about 0.1 to about 3% and
more preferably about 0.1 to about 1% based on the total weight of the composition.
The composition of the present invention comprises from about 1 to about 99.89% by weight of a cosmetically acceptable carrier. The term "cosmetically acceptable carrier" as used herein means components contained in the composition other than the silanol-terminated copolymer and the ester of dimethicone copolyol, which are generally used in cosmetic compositions within the scope of the present invention. Such cosmetic compositions may include, but are not limited to conditioners, hair treatment creams, styling gels, mousse, pump hair sprays, aerosol hair sprays and foams, set lotions, blow styling lotions, hair color lotions, hair relaxing compositions, permanent wave first agents, and permanent wave second agents.
Specifically, cosmetically acceptable carriers, as defined herein, include, but are not limited to, water, aqueous solutions, detergents, emollients, surfactants, pH adjusters, foam boosters, thickeners, fatty esters, ethers, alcohols, polymers, preservatives, colors, dyes, fragrances, mixtures thereof and other ingredients known to those skilled in the art.
The preferred cosmetically acceptable carriers include surfactants, panthenol, panthenyl ethyl ether, fragrances, preservatives, wheat amino acids, and phytantriol.
This invention also contemplates a method of protecting the hair from heating comprising the step of contacting hair with the heat care composition embodiments disclosed above. Many features of the invention will become apparent in the course of the following description of the exemplary embodiments, which are given for illustration of the invention and are not intended to be limiting thereof.
EXAMPLE 1 Hair Care Composition Evaluation
This example is an evaluation of a hair sample with the hair care composition of the present invention. The hair care composition contains
both an ester of dimethicone copolyol (dimethicone copolyol meadowfoamate) and a silanol-terminated copolymer (hydrolyzed wheat protein hydroxypropyl polysiloxane). A preferred embodiment of the present invention is showed in Table 1 below.
Table 1
Ingredient Weight %
Dimethicone Co-copolyol Meadowfoamate 1.5 Hydrolyzed Wheat Protein Hydroxypropyl Polysiloxane 0.5
Panthenyl Ethyl Ether 0.5
Panthenol-DL 0.5
2-Phenoxyethanol 0.5
PPG-%-Ceteth-20 0.4
Sodium Dioctyl Sulfosuccinate 0.4
Methylparaben 0.3
Tetrasodium EDTA 0.2
Posh TD 17707 (Fragrance) 0.1
Phosphoric Acid 0.7
Phytantriol 0.001
Wheat Amino Acids 0.001
Water Balance
The method used in this evaluation consists of applying 20 cycles of 10 sec. of blow drying and 5 sec. of wetting hair fibers. The fibers were from a subject whose hair had not been treated chemically before. The hair fibers were approximately 80 microns in diameter and 2.5. inches long cut close to the root. The fibers were cut into three snippets. The first snippet was used to verify absence of cracks in the virgin hair fibers before blow drying, the second snippet was blow dried using a control of deionized (Dl) water as the wetting solution, and the third snippet was also blow dried using the hair care composition of Table 1. A commercial blow drier capable of reaching temperatures between 75 and 85°C was used.
The hair snippets were held tightly on a glass slide so as to avoid fiber movement during blow drying.
The blow drier nozzle was placed in such a way that the air temperature reaching the hair surface was about 75°C, i.e. approximately a distance of 2.5 inches from the hair surface to the blow drier nozzle. The hot air at this temperature was blown on the hair for about 10 seconds. Subsequently, the hair fiber was immersed either in Dl-water or in the hair lotion under test at 25°C for about 5 seconds. While the fiber was still wet, hot air was blown on it starting a new cycle again. This blow drying/wetting process constitutes one thermal cycle; 20 of these cycles were applied to each fiber. After the 20 cycles, the fibers were analyzed by SEM. The number of cuticle cracks per unit area on each tested hair were counted and averages were calculated. A comparison between virgin, control, and treated samples was made and the results are shown in Table 2 below.
Table 2
Hair Conditioning Number of Cracks /mm2
Virgin Hair (No heat treatment) 5 ± 0.2
Dl Water (control) 283 ± 18
Hair Care Composition (Table 1) 6 ± 1
The results show that there is a significant improvement in the number of cracks per unit area with hair treated with the hair care composition as compared to the Dl water control. The heat treated hair that was contacted with the hair care composition showed results that were comparable to virgin hair.
The invention having been thus described with particular reference to the preferred forms thereof, it will be obvious that various changes and modifications may be made therein without departing from the spirit and scope of the invention as defined in the appended claims.
Claims
1. A hair care composition comprising:
(i) an ester of dimethicone copolyol; (ii) a silanol-terminated copolymer; and
(iii) a cosmetically acceptable carrier.
2. The composition of claim 1 wherein said silanol-terminated copolymer is a silanol-terminated polypeptide copolymer.
3. The composition of claim 2 wherein said polypeptide is derived from compounds selected from the group consisting of: keratin, soy, milk, collagen, and wheat proteins.
4. The composition of claim 3 wherein said silanol-terminated copolymer further comprises a siloxane cross-linked copolymer.
5. The composition of claim 4 wherein said polypeptide chain is derived from wheat proteins.
6. The composition of claim 5 wherein said silanol-terminated copolymer is hydrolyzed wheat protein hydroxypropyl polysiloxane.
7. The composition of claim 1 wherein said ester of dimethicone copolyol is selected from the group consisting of: dimethicone copolyol behenate, dimethicone copolyol almondate, dimethicone copolyol avocadoate, dimethicone copolyol beeswax, dimethicone copolyol borageate, dimethicone copolyol cocoa butterate, dimethicone copolyol dhupa butterate, dimethicone copolyol hydroxysterate, dimethicone copolyol isosterate, dimethicone copolyol kokum butterate, dimethicone copolyol laurate, dimethicone copolyol mango butterate, dimethicone copolyol meadowfoamate, dimethicone copolyol mohwa butterate, dimethicone copolyol octyl dodecyl citrate, dimethicone copolyol olivate, dimethicone copolyol sal butterate, dimethicone copolyol shea butterate, and dimethicone copolyol sterate.
8. The composition of claim 1 wherein said ester of dimethicone copolyol is dimethicone copolyol meadowfoamate.
9. The composition of claim 6 wherein said ester of dimethicone copolyol is dimethicone copolyol meadowfoamate.
10. The composition of claim 1 wherein said cosmetically acceptable carrier comprises water.
11. The composition of claim 10 wherein said cosmetically acceptable carrier further comprises other additives selected from the group consisting of: surfactants, panthenol, panthenyl ethyl ether, fragrances, preservatives, wheat amino acids and phytantriol.
12. The composition of claim 1 wherein said ester of dimethicone copolyol is present in an amount of from about 0.1 % to about 5%; said silanol-terminated copolymer is present in an amount of from about 0.01 to about 5% and said cosmetically acceptable carrier is present in an amount of from about 1% to about 99.89%, based on the total weight of the composition.
13. The composition of claim 9 wherein said ester of dimethicone copolyol in present in an amount of from about 0.1% to about 5%; said silanol-terminated copolymer is present in an amount of from about 0.01 to about 5% and said cosmetically acceptable carrier is present in an amount of from about 1 % to about 99.89%, based on the total weight of the composition.
14. A method of protecting hair from heat comprising the steps of contacting hair with a hair care composition, wherein said hair care composition comprises
(i) an ester of dimethicone copolyol; (ii) a silanol-terminated copolymer; and
(iii) a cosmetically acceptable carrier.
15. The method of claim 14 wherein said silanol-terminated copolymer is hydrolyzed wheat protein hydroxypropyl polysiloxane.
16. The method of claim 14 wherein said ester of dimethicone copolyol is dimethicone copolyol meadowfoamate.
17. The method of claim 15 wherein said ester of dimethicone copolyol is dimethicone copolyol meadowfoamate.
18. The method of claim 14 wherein said ester of dimethicone copolyol in present in an amount of from about 0.1% to about 5%; said silanol-terminated copolymer is present in an amount of from about 0.01 to about 5% and said cosmetically acceptable carrier is present in an amount of from about 1% to about 99.5%, based on the total weight of the composition.
19. The method of claim 17 wherein said ester of dimethicone copolyol in present in an amount of from about 0.1% to about 5%; said silanol-terminated copolymer is present in an amount of from about 0.01 to about 5% and said cosmetically acceptable carrier is present in an amount of from about 1% to about 99.5%, based on the total weight of the composition.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU19387/00A AU1938700A (en) | 1999-01-29 | 1999-12-13 | Heat safe hair care composition and method of protecting hair from heat treatment |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US24039199A | 1999-01-29 | 1999-01-29 | |
| US09/240,391 | 1999-01-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2000044337A1 true WO2000044337A1 (en) | 2000-08-03 |
Family
ID=22906335
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US1999/029450 WO2000044337A1 (en) | 1999-01-29 | 1999-12-13 | Heat safe hair care composition and method of protecting hair from heat treatment |
Country Status (2)
| Country | Link |
|---|---|
| AU (1) | AU1938700A (en) |
| WO (1) | WO2000044337A1 (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2807316A1 (en) * | 2000-04-06 | 2001-10-12 | Seppic Sa | Cosmetic, dermatological or pharmaceutical formulation, especially useful for protection of hair, contains dimethicone copolyol panthenyl phosphate compounds |
| FR2807321A1 (en) * | 2000-04-06 | 2001-10-12 | Seppic Sa | Cosmetic, dermatological or pharmaceutical formulation especially useful for protection of hair, contain synergistic combination of N-acylated aminoacid and panthenol compounds |
| GB2386376A (en) * | 2002-03-14 | 2003-09-17 | Croda Int Plc | Protein-silane/siloxane copolymers, their preparation and use |
| EP1582198A1 (en) * | 2004-04-02 | 2005-10-05 | L'oreal | Method for treating hair with silicone compositions |
| WO2009102758A1 (en) * | 2008-02-11 | 2009-08-20 | The Procter & Gamble Company | Process for reducing hair damage upon treatment of hair by heat |
| DE102008041020A1 (en) | 2008-08-06 | 2010-02-11 | Evonik Goldschmidt Gmbh | Use of polysiloxanes with quaternary ammonium groups to protect animal or human hair from heat damage |
| US8313737B2 (en) | 2003-04-16 | 2012-11-20 | L'oreal S.A. | Hair treatment process for smoothing the hair |
| US9427603B2 (en) | 2008-02-11 | 2016-08-30 | The Procter & Gamble Company | Process for reducing hair damage upon treatment of hair by heat |
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| EP0540357A2 (en) * | 1991-11-01 | 1993-05-05 | CRODA INTERNATIONAL plc | Protein-silicone copolymers and compositions containing them |
| US5527530A (en) * | 1994-07-08 | 1996-06-18 | The Procter & Gamble Company | Alcoholic moisturizing after shave lotion |
| US5993792A (en) * | 1997-11-13 | 1999-11-30 | Tiro Industries Incorporated | System for customized hair products containing surfactants |
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1999
- 1999-12-13 AU AU19387/00A patent/AU1938700A/en not_active Abandoned
- 1999-12-13 WO PCT/US1999/029450 patent/WO2000044337A1/en active Application Filing
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| EP0540357A2 (en) * | 1991-11-01 | 1993-05-05 | CRODA INTERNATIONAL plc | Protein-silicone copolymers and compositions containing them |
| US5527530A (en) * | 1994-07-08 | 1996-06-18 | The Procter & Gamble Company | Alcoholic moisturizing after shave lotion |
| US5993792A (en) * | 1997-11-13 | 1999-11-30 | Tiro Industries Incorporated | System for customized hair products containing surfactants |
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| "CRODASONE W.", CRODASONE W, XX, XX, 8 March 1995 (1995-03-08), XX, pages 01 - 06., XP002923588 * |
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2807316A1 (en) * | 2000-04-06 | 2001-10-12 | Seppic Sa | Cosmetic, dermatological or pharmaceutical formulation, especially useful for protection of hair, contains dimethicone copolyol panthenyl phosphate compounds |
| FR2807321A1 (en) * | 2000-04-06 | 2001-10-12 | Seppic Sa | Cosmetic, dermatological or pharmaceutical formulation especially useful for protection of hair, contain synergistic combination of N-acylated aminoacid and panthenol compounds |
| EP1147765A1 (en) * | 2000-04-06 | 2001-10-24 | Societe D'exploitation De Produits Pour Les Industries Chimiques, S.E.P.P.I.C. | New active, compositions containing it and it's use in cosmetic, dermocosmetic, dermopharmacy or pharmacy, on woven or nonwoven fabrics |
| GB2386376B (en) * | 2002-03-14 | 2006-03-08 | Croda Int Plc | Protein-silane/siloxane copolymers, their preparation and their use |
| GB2386376A (en) * | 2002-03-14 | 2003-09-17 | Croda Int Plc | Protein-silane/siloxane copolymers, their preparation and use |
| US8313737B2 (en) | 2003-04-16 | 2012-11-20 | L'oreal S.A. | Hair treatment process for smoothing the hair |
| EP1582198A1 (en) * | 2004-04-02 | 2005-10-05 | L'oreal | Method for treating hair with silicone compositions |
| FR2868301A1 (en) * | 2004-04-02 | 2005-10-07 | Oreal | PROCESS FOR TREATING CAPILLARY FIBERS BASED ON SILICONE COMPOSITIONS |
| WO2009102758A1 (en) * | 2008-02-11 | 2009-08-20 | The Procter & Gamble Company | Process for reducing hair damage upon treatment of hair by heat |
| JP2011511842A (en) * | 2008-02-11 | 2011-04-14 | ザ プロクター アンド ギャンブル カンパニー | Method for reducing hair damage during hair treatment by heat |
| US8940282B2 (en) | 2008-02-11 | 2015-01-27 | The Procter & Gamble Company | Process for reducing hair damage upon treatment of hair by heat |
| US9427603B2 (en) | 2008-02-11 | 2016-08-30 | The Procter & Gamble Company | Process for reducing hair damage upon treatment of hair by heat |
| DE102008041020A1 (en) | 2008-08-06 | 2010-02-11 | Evonik Goldschmidt Gmbh | Use of polysiloxanes with quaternary ammonium groups to protect animal or human hair from heat damage |
| EP2153818A2 (en) | 2008-08-06 | 2010-02-17 | Evonik Goldschmidt GmbH | Use of polysiloxanes with quarternary ammonium groups for protecting animal or human hair from heat damage |
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| AU1938700A (en) | 2000-08-18 |
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