US3354039A - Urea cross-linked polypeptides derived from gelatin for the treatment of human hair - Google Patents
Urea cross-linked polypeptides derived from gelatin for the treatment of human hair Download PDFInfo
- Publication number
- US3354039A US3354039A US336114A US33611464A US3354039A US 3354039 A US3354039 A US 3354039A US 336114 A US336114 A US 336114A US 33611464 A US33611464 A US 33611464A US 3354039 A US3354039 A US 3354039A
- Authority
- US
- United States
- Prior art keywords
- gelatin
- hair
- human hair
- linked polypeptides
- urea cross
- 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.)
- Expired - Lifetime
Links
- 108010010803 Gelatin Proteins 0.000 title claims description 37
- 229920000159 gelatin Polymers 0.000 title claims description 37
- 239000008273 gelatin Substances 0.000 title claims description 37
- 235000019322 gelatine Nutrition 0.000 title claims description 37
- 235000011852 gelatine desserts Nutrition 0.000 title claims description 37
- 108090000765 processed proteins & peptides Proteins 0.000 title claims description 25
- 229920001184 polypeptide Polymers 0.000 title claims description 24
- 102000004196 processed proteins & peptides Human genes 0.000 title claims description 24
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 title claims description 13
- 239000004202 carbamide Substances 0.000 title claims description 13
- 210000004209 hair Anatomy 0.000 title description 37
- 239000003795 chemical substances by application Substances 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 16
- 239000000126 substance Substances 0.000 claims description 8
- 238000009835 boiling Methods 0.000 claims description 6
- 239000000243 solution Substances 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 239000002304 perfume Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000007921 spray Substances 0.000 description 5
- 238000004132 cross linking Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000004166 Lanolin Substances 0.000 description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- 235000019388 lanolin Nutrition 0.000 description 3
- 229940039717 lanolin Drugs 0.000 description 3
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- 230000000593 degrading effect Effects 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 239000003380 propellant Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 238000005728 strengthening Methods 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 1
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- ZFSGODDPMKJGJV-UHFFFAOYSA-N 5,5-dimethylimidazolidine-2,4-dione;formaldehyde Chemical compound O=C.CC1(C)NC(=O)NC1=O ZFSGODDPMKJGJV-UHFFFAOYSA-N 0.000 description 1
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- SQUHHTBVTRBESD-UHFFFAOYSA-N Hexa-Ac-myo-Inositol Natural products CC(=O)OC1C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O SQUHHTBVTRBESD-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 229920001800 Shellac Polymers 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- 241000244317 Tillandsia usneoides Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229940072056 alginate Drugs 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- KXHPPCXNWTUNSB-UHFFFAOYSA-M benzyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=CC=C1 KXHPPCXNWTUNSB-UHFFFAOYSA-M 0.000 description 1
- -1 carragenate Polymers 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- FYGDTMLNYKFZSV-MRCIVHHJSA-N dextrin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1O[C@@H]1[C@@H](CO)OC(O[C@@H]2[C@H](O[C@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-MRCIVHHJSA-N 0.000 description 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
- 229960001826 dimethylphthalate Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 108010025899 gelatin film Proteins 0.000 description 1
- 230000003370 grooming effect Effects 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 229960000367 inositol Drugs 0.000 description 1
- CDAISMWEOUEBRE-GPIVLXJGSA-N inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
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
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/046—Aerosols; Foams
-
- 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
- A61K8/65—Collagen; Gelatin; Keratin; Derivatives or degradation products 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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/67—Vitamins
- A61K8/673—Vitamin B group
-
- 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
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
- C08G18/6415—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63 having nitrogen
- C08G18/6446—Proteins and derivatives thereof
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S424/00—Drug, bio-affecting and body treating compositions
- Y10S424/02—Resin hair settings
Definitions
- the present invention relates to the treatment of hair and, more particularly, the present invention is concerned withthe setting of living human hair.
- film-forming materials are used which are soluble in water or aqueous lower alcohols.
- the film which will be formed so as to at least partially and preferably completely cover individual hairs will be of sufficient, i.e., relatively high, resiliency. This is important because brittle films or portions thereof would be dislocated and removed during combing and would form insoluble deposits on brush and comb and also on the hair itself where on these deposits would no longer be in the shape of the desired, substantially continuous film.
- Hair setting agents which are applied to the moist hair prior to insertion of curlers or the like, and thus prior to drying and combing out, as well as hair setting agents which are sprayed or otherwise applied after combing and forming of the desired hairdo, should have the following properties:
- the film-forming agents used for setting hair consist essentially of one or the other of the following'materialsz. shellac, alginate, carragenate, gelatin, dextrine, polyvinyl pyrrolidone and copolymerizates thereof with polyvinyl acetate, dimethylhydantoinformaldehyde resin and polymer acrylic acid derivatives.
- Gelatin being a natural product, has many advantages as a hair'setting agent.
- the gelatin film is'too brittle and thus of little resistance against wear and tear such as combing. This disadvantage cannot be overcome by the addition of softening agents since the latter are not suificiently compatible with gelatin. h
- the present invention includes a hair treating agent consisting essentially of a carrier substance compatible with human hair, and having an effective amount, preferably between about 0.3% and 3%, of an urea cross-linked polypeptide derived from gelatin and having an average molecular weight of between about 20,000 and 60,000, preferably about 35,000, distributed therethrough.
- the present invention also provides a mixture adapted to be sprayed from a pressure-container provided with a spray nozzle, the-mixture comprising a hair treating agent consisting essentially of a carrier substance compatible with human hair and having an effective amount of a urea cross-linked polypeptide derived from gelatin distributed therethrough, and a liquefied gas having at atmospheric pressure a boiling point below ambient temperatul'e.
- a hair treating agent consisting essentially of a carrier substance compatible with human hair and having an effective amount of a urea cross-linked polypeptide derived from gelatin distributed therethrough, and a liquefied gas having at atmospheric pressure a boiling point below ambient temperatul'e.
- the present invention is also concerned with a method of setting hair which includes the step of applying to living human haira hair-treating agent consisting essentially of a carrier substance.compatiblewith human hair and having an effective amount of a urea cross-linked polypeptide derived from gelatin distributed therethrough.
- the present invention provides, in a method of producing a hair-treating agent adapted to set human hair, the steps of degrading gelatin so as to form polypeptides thereof, and reacting the polypeptides with a diisocyanate so'as to form urea cross-linked polypeptides having an average molecular weight of between about 20,000'and 60,000;
- modified gelatin For the sake of .brevity, the urea cross-linked polypeptides will be referred to herein as modified gelatin.
- the modified gelatin of the present invention may be incorporated .in hair-grooming preparations such .as creams, hair setting agents, hair lotions and the like.
- hair setting compositions incorporating the modified gelatin of the present invention are preferably applied by spraying from a pressure containerby means of a propellant gas, such as a conventional aerosol container.
- a propellant gas such as a conventional aerosol container.
- the solvent for the modified gelatin as well as the propellant gas must be compatible with the modified gelatin.
- treatingv agents of the present invention with other materials compatible therewith and having an independent favorable effect, such as materials which will make it easier to comb the hair, or Vitamins, lanolin, lanolin derivatives, perfumes and the like.
- Example I -Hair grooming cream G. Modified gelatin 7 2.00 Sodium alginate 1.50 Water -7 i 80.00 Diethylene glycol h 0.15 Perfume 0.30 Isopropanol or ethanol 17.05
- Example II -Hair treating agent G. Modified gelatin 2.00 Dimethyl phthalate 0.50 Perfume 0.30 Isopropanol or ethanol 39.50 Water 57.70
- Example III Hair setting agent G. Modified gelatin 3.00 Alcohol-soluble lanolin derivative 0.05 Isopropanol or ethanol 25.00 Water L 45.00 Perfume 0.30 Isobutane or a mixture of 40 parts difiuorodichloromethane and 60 parts tetrafiuorodic-hloroethane 26.65
- Example V -Hair treating lotion G. Sodium panthothenate 0.20 Inositol Polyglycol 200 0.25 Modified gelatin 0.45 Ethanol 50.00 Perfume 0.70 Water 48.30
- Example Vl.- Prdacti0n of modified'gelatin 1 liter of a 5% aqueous solution of purified gelatin is adjusted to a pH of 6.9. This solution is heated for 5 /2 hours in a closed vessel within a steam pressure container to 120 C. The solution is cooled down to 90 C. and allowed to stand until room temperature is reached. The solution is then filtered and adjusted to a pH-value of,7.
- the pH-value of the solution is currently controlled and maintained at a value of 7, by adding diluted sodium lye. After 3 hours the reaction is complete. To remove the tetrahydrofurane, the solution is concentrated by vacuum distillation to half its volume, after addition of some drops of octyl alcohol to prevent foaming.
- modified gelatin can be used as described in the foregoing examples.
- further products of modified gelatin can be produced as described in the German Patent 1,118,792.
- the minimum molecular Weight of the polypeptides is 10,000, the maximum 15,000, while the preferred molecular weight is 12,000.
- the polypeptides are produced by thermic hydrolysis of the aqueous solution of purified gelatin within the temperature range of 60-l50 C.
- The-maximum and minimum weights of the urea crosslinked polypeptides are between 20,000 and 60,000.
- the number of the peptide chains in the cross-linked polypeptides is n, the number of the cross-linking diisocyanates is n-l.
- the cross-linking of the polypeptides is carried out by reaction of the aqueous solution of the polypeptides with a tetrahydrofurane solution of a di-v isocyanate at a neutral pH and room temperature for a period of several hours.
- a mixture adapted to be sprayed from a pressure container provided with a spray nozzle comprising a hair treating agent consisting essentially of a carrier substance compatible with human hair and having between about 0.3% and 3% of urea cross-linked polypeptides derived from gelatin and having an average molecular weight of between about 20,000'and 60,000 distributed therethrough, and a liquefied gas having at atmospheric pressure a boiling point, below ambient temperature.
- a hair treating agent consisting essentially of a carrier substance compatible with human hair and having between about 0.3% and 3% of urea cross-linked polypeptides derived from gelatin and having an average molecular weight of between about 20,000'and 60,000 distributed therethrough, and a liquefied gas having at atmospheric pressure a boiling point, below ambient temperature.
- said mixture comprising a hair treating agent consisting, essentially of a carrier substance compatiblev with human hair and hav-v ing an effective amount of urea cross-linked polypeptides derived from gelatin and having an average. molecular weight of about 35,000 distributed therethrough, and a, liquefied gas having at atmospheric pressure a boiling point below ambient temperature.
- a mixture adapted to be sprayed from. a pressure container provided with a spray nozzle said mixture comprising a hair treating agent consisting essentially of a carrier substance compatible with human hair and having between about 0.3% and 3% of urea cross-linked polypeptides derived from gelatin and having an average molecular weight of about 35,000 distributed therethrough, and a liquefied gas having at atmosphericpres sure a boiling point below ambient temperature.
- a hair treating agent consisting essentially of a carrier substance compatible with human hair and having between about 0.3% and 3% of urea cross-linked polypeptides derived from gelatin and having an average molecular weight of about 35,000 distributed therethrough, and a liquefied gas having at atmosphericpres sure a boiling point below ambient temperature.
- a mixture adapted to be sprayed from a pressure container provided with a spray nozzle comprising a hair-treating agent consisting essentially of a carrier substance compatible with human hair, having an effective amount of urea cross-linked polypeptides derived from gelatin and having an average molecular weight of between about 20,000 and 60,000 distributed therethrough, and a liquefied gas having at atmospheric pressure a boiling point below ambient temperature.
- a hair-treating agent consisting essentially of a carrier substance compatible with human hair, having an effective amount of urea cross-linked polypeptides derived from gelatin and having an average molecular weight of between about 20,000 and 60,000 distributed therethrough, and a liquefied gas having at atmospheric pressure a boiling point below ambient temperature.
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DESCH32569A DE1192370B (de) | 1963-01-08 | 1963-01-08 | Mittel zur Herstellung haltbarer Frisuren |
Publications (1)
Publication Number | Publication Date |
---|---|
US3354039A true US3354039A (en) | 1967-11-21 |
Family
ID=7432490
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US336114A Expired - Lifetime US3354039A (en) | 1963-01-08 | 1964-01-07 | Urea cross-linked polypeptides derived from gelatin for the treatment of human hair |
Country Status (10)
Country | Link |
---|---|
US (1) | US3354039A (en, 2012) |
AT (1) | AT246926B (en, 2012) |
BE (1) | BE642235A (en, 2012) |
CH (1) | CH433600A (en, 2012) |
DE (2) | DE1192370C2 (en, 2012) |
FI (1) | FI44673C (en, 2012) |
FR (1) | FR1389593A (en, 2012) |
GB (1) | GB1017843A (en, 2012) |
NL (2) | NL6400069A (en, 2012) |
SE (1) | SE315079B (en, 2012) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3548056A (en) * | 1966-06-30 | 1970-12-15 | Colgate Palmolive Co | Skin protecting composition containing a water - soluble partially degraded protein |
US5090428A (en) * | 1989-07-20 | 1992-02-25 | International Packagers, Inc. | Protein coated hair protection apparatus and method |
WO1996017582A1 (en) * | 1994-12-05 | 1996-06-13 | Permethyl Specialties L.L.C. | Water soluble, biodegradable polymeric materials for skin care, hair care and cosmetic applications |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4076800A (en) * | 1975-01-13 | 1978-02-28 | The Procter & Gamble Company | Protein-containing detergent compositions for protecting keratinous materials |
US4913893A (en) * | 1987-08-28 | 1990-04-03 | Clairol Incorporated | Aerosol hair setting composition containing an alginate |
US5030443A (en) * | 1987-08-28 | 1991-07-09 | Clairol Incorporated | Alginate hair setting compositions |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3057782A (en) * | 1958-01-22 | 1962-10-09 | Hoechst Ag | Cross-linked gelatin plasma substitute and production thereof |
-
0
- NL NL125159D patent/NL125159C/xx active
-
1963
- 1963-01-08 DE DE19631192370 patent/DE1192370C2/de not_active Expired
- 1963-01-08 DE DESCH32569A patent/DE1192370B/de active Granted
- 1963-12-30 SE SE14603/63A patent/SE315079B/xx unknown
-
1964
- 1964-01-07 AT AT6964A patent/AT246926B/de active
- 1964-01-07 US US336114A patent/US3354039A/en not_active Expired - Lifetime
- 1964-01-08 GB GB895/64A patent/GB1017843A/en not_active Expired
- 1964-01-08 FI FI640029A patent/FI44673C/fi active
- 1964-01-08 NL NL6400069A patent/NL6400069A/xx unknown
- 1964-01-08 BE BE642235A patent/BE642235A/xx unknown
- 1964-01-08 CH CH18664A patent/CH433600A/de unknown
- 1964-01-08 FR FR959706A patent/FR1389593A/fr not_active Expired
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3057782A (en) * | 1958-01-22 | 1962-10-09 | Hoechst Ag | Cross-linked gelatin plasma substitute and production thereof |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3548056A (en) * | 1966-06-30 | 1970-12-15 | Colgate Palmolive Co | Skin protecting composition containing a water - soluble partially degraded protein |
US5090428A (en) * | 1989-07-20 | 1992-02-25 | International Packagers, Inc. | Protein coated hair protection apparatus and method |
WO1996017582A1 (en) * | 1994-12-05 | 1996-06-13 | Permethyl Specialties L.L.C. | Water soluble, biodegradable polymeric materials for skin care, hair care and cosmetic applications |
Also Published As
Publication number | Publication date |
---|---|
SE315079B (en, 2012) | 1969-09-22 |
FI44673C (fi) | 1971-12-10 |
CH433600A (de) | 1967-04-15 |
DE1192370B (de) | 1965-05-06 |
FI44673B (en, 2012) | 1971-08-31 |
NL125159C (en, 2012) | |
GB1017843A (en) | 1966-01-19 |
FR1389593A (fr) | 1965-02-19 |
BE642235A (en, 2012) | 1964-05-04 |
NL6400069A (en, 2012) | 1964-07-09 |
AT246926B (de) | 1966-05-10 |
DE1192370C2 (de) | 1974-08-29 |
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