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 PDF

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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
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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
Application number
US336114A
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English (en)
Inventor
Lukesch Heinz
Bechmann Gunther
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Individual
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Individual
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Filing date
Publication date
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Publication of US3354039A publication Critical patent/US3354039A/en
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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/046Aerosols; Foams
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64Proteins; Peptides; Derivatives or degradation products thereof
    • A61K8/65Collagen; Gelatin; Keratin; Derivatives or degradation products thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/67Vitamins
    • A61K8/673Vitamin B group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/64Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
    • C08G18/6415Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63 having nitrogen
    • C08G18/6446Proteins and derivatives thereof
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S424/00Drug, bio-affecting and body treating compositions
    • Y10S424/02Resin 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.

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  • 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)
US336114A 1963-01-08 1964-01-07 Urea cross-linked polypeptides derived from gelatin for the treatment of human hair Expired - Lifetime US3354039A (en)

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

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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 (sv)
AT (1) AT246926B (sv)
BE (1) BE642235A (sv)
CH (1) CH433600A (sv)
DE (2) DE1192370B (sv)
FI (1) FI44673C (sv)
FR (1) FR1389593A (sv)
GB (1) GB1017843A (sv)
NL (2) NL6400069A (sv)
SE (1) SE315079B (sv)

Cited By (3)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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
US5030443A (en) * 1987-08-28 1991-07-09 Clairol Incorporated Alginate hair setting compositions
US4913893A (en) * 1987-08-28 1990-04-03 Clairol Incorporated Aerosol hair setting composition containing an alginate

Citations (1)

* Cited by examiner, † Cited by third party
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

Patent Citations (1)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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
NL125159C (sv)
CH433600A (de) 1967-04-15
DE1192370C2 (de) 1974-08-29
SE315079B (sv) 1969-09-22
FR1389593A (fr) 1965-02-19
BE642235A (sv) 1964-05-04
NL6400069A (sv) 1964-07-09
GB1017843A (en) 1966-01-19
AT246926B (de) 1966-05-10
FI44673C (sv) 1971-12-10
DE1192370B (de) 1965-05-06
FI44673B (sv) 1971-08-31

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