US2857314A - Water-insoluble ethyl cellulose and plasticizer anhydrous aerosol hair lacquer - Google Patents

Water-insoluble ethyl cellulose and plasticizer anhydrous aerosol hair lacquer Download PDF

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US2857314A
US2857314A US435067A US43506754A US2857314A US 2857314 A US2857314 A US 2857314A US 435067 A US435067 A US 435067A US 43506754 A US43506754 A US 43506754A US 2857314 A US2857314 A US 2857314A
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ethyl cellulose
water
plasticizer
parts
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US435067A
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Jr Herman G Philips
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Hercules Powder Co
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Hercules Powder Co
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    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/731—Cellulose; Quaternized cellulose derivatives
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/30—Characterized by the absence of a particular group of ingredients
    • A61K2800/31—Anhydrous
    • 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

  • Patented Oct. 21, 1958 parent therefore, that a hair-dressing lacquer of the aerosol type must meet a rather exacting combination of requirements to be considered satisfactory. Unfortunately, these requirements are seldom satisfied by previously proposed hair-dressing lacquer compositions.
  • compositions containing as essential ingredients from about 0.5 to about 3 parts by weight of ethyl cellulose having an ethoxyl content between about and about by weight, from about 0.5 to about 3 parts of a water-sensitive ethyl cellulose plasticizer, from about 15 to about 65 parts of a lower aliphatic alcohol having .from 1 to 3 carbon atoms in the molecule, and from about 35 to about 80 parts of a pressure-generating solvent of the group consisting of dichlorodifluoromethane and mixtures of dichlorodifiuoroethane and 1,1,1-trichloromonofluoroethane containing at least about 30% by weight of dichlorodifluoromethane, the combined weight of ethyl cellulose and water-sensitive plasticizer in said lacquer being between about 1 and about 5% by weight, and the ratio of ethyl cellulose to water-sensitive
  • permanent wave compositions are almost invariably water solutions or suspensions of substances which are brushed or combed into the hair, after which the hair is curled, set and otherwise dressed, and upon drying the hair assumes a more or less permanent set and style of dress.
  • the drying process to develop the permanent set requires a relatively long period of time.
  • Hair-dressing lacquers are intended for spray application to the outer strands of hair, after the hair has been permanently waved, brushed, combed, or otherwise dressed, to retain the hair in its previously dressed condition. Such lacquers provide a substantially invisible hair net which holds the locks and outer strands of hair together, and thus enhance and preserve the dressed condition of the hair.
  • hairdressing lacquer compositions must be very fast evaporating in contrast to permanent wave compositions and must have good adhesion to human hair without imparting stickiness or brittleness thereto. They should enhancev the natural sheen of the hair, rather than have a dulling effect, and
  • the ethyl cellulose used in the compositions will have an ethoxyl content between about 45% and about 50%, and preferably between about 47% and about 49%, by weight. Within this range of ethoxyl content, ethyl cellulose exhibits optimum solubility in the mixture of solvents and propellants found necessary for the practice of this invention and also retains optimum solubility upon evaporation of the propellant component of the compositions. Although any of the commercially available viscosity types of ethyl cellulose can be employed, it is preferred to use the lower viscosity types having viscosities of about 25 cps. or less as determined on 5% by weight solutions in :20 toluene:ethyl alcohol at 25 C. Compositions in accordance with this invention will contain between about 0.5 and about 3 parts, and
  • lulose plasticizer or mixture of plasticizers can be employed, as desired. Many such materials are known, and those skilled in the art are well acquainted with them. All Water-sensitive e'thyl cellulose plasticizers are characteristically hydrophilic by'nature and have a marked afiinity for water.
  • Typical water-sensitive ethyl cellulose plasticizers include by way of example, but not in limitation, glyceryl triac'etate, sorbitol propionate, mannitol propionate, triethyl phosphate, polyhydric alcohols such as ethylene glycol, diethylene glycol, polyethylene glycol, propylene glycol, dipropylene .glycol, tripropylene glycol, polypropylene glycol, glycerol, and the like, partial fatty acid esters of polyhydric alcohols such as glyceryl diacetate, ethylene glycol monostearate, diethylene glycol monolaurate, diethylene glycol monoleate, alkyl esters of hydroxy fatty acids such as triethyl citrate, triethyl carballylate, triethyl aconitate, dimethyl tartrate, dipropyl tartrate, alkylated phenol-ethylene oxide condensation products such as nonyl phenol-ethylene oxide, or tert
  • compositions in accordance with this invention will contain between about 0.5 and about 3 parts by weight of water-sensitive ethyl cellulose plasticizer.
  • an important relationship which must be adhered to in is the ratio of ethyl cellulose to water-sensitive plasticizer, which ratio must be maintained between about 50:50 and about 85:15 by weight. It will be apparent, of course, that film softness and suppleness will increase as the proportion of water-sensitive plasticizer to ethyl cellulose increases within the limits set forth. Generally, optimum results have been obtained employing ratios of ethyl cellulose of watersensitive plasticizer between about 60:40 and about 70:30 by weight.
  • the combined weight of ethyl cellulose and water-sensitive plasticizer in the aerosol hair-dressing lacquers of this invention will be between about 1% and about 5%, and preferably between about 1% and about 3%, by weight, based on the total composition.
  • the ethyl cellulose solvent in the compositions of this invention be limited to a lower aliphatic alcohol having from 1 to 3 carbon atoms in the molecule, as exemplified by methyl alcohol, ethyl alcohol, propyl alcohol and isopropyl alcohol.
  • these alcoholic solvents should be substantially free of water, as exempified by 200 proof ethyl alcohol which is the preferred ethyl cellulose solvent.
  • these alcoholic solvents can contain small amounts of Water, up to about 8% by weight, particularly if the valve and aerosol dispenser are made of corrosion-resistant materials such as nylon in the case of the valve, or aluminum in the case of the dispenser. From about parts to about 65 parts by weight of a lower aliphatic alcohol as set forth above will be employed in the compositions of this invention.
  • the pressure-generating solvent can be either dichlorodifluoromethane alone or mixtures of dichlorodifluoromethane and l,l,l-trichloromonofluoroethane containing at least about 30% by weight of dichlorodifiuoromethane.
  • aerosol hairdressing lacquers of this invention can contain the usual small amounts of various optional ingredients such as perfumes, antiseptics, emollients, bleaching agents, coloring agents, and the like, as desired, without departing from the spirit or scope of the invention.
  • compositions of this invention may be conveniently prepared by charging the ethyl cellulose, water-sensitive plasticizer and alcohol solvent to an uncapped aerosol container or dispenser which is then cooled by refrigeration to a temperature below the boiling point of the pressure-generating solvent.
  • the pressure-generating solvent is then added as a liquid to the refrigerated mixture, the aerosol dispenser is capped, the charged dispenser is allowed to return to room temperature, and the contents of the dispenser are agitated or tumbled to obtain a solution.
  • the ethyl cellulose, water-sensitive plasticizer and alcoholic solvent can be mixed together at room temperature to form a lacquer which is then charged to an uncapped aerosol dispenser and refrigerated below the boiling point of the pressure-generating solvent, after which the pressuregenerating solvent is added as a liquid, the dispenser is capped and allowed to come to room temperature.
  • an uncapped aerosol dispenser at room temperature with a lacquer containing the "ethyl cellulose, water-sensitive plasticizer and alcoholic solvent, cap the dispenser, and then pump the requisite amount of pressure-generating solvent under pressure at room temperature into the capped dispenser through the valve mechanism.
  • Other variations will be apparent to those skilled in the art.
  • a substantially anhydrous aerosol hair-dressing lacquer of the pressure-generating solvent type containing as essential ingredients in a single phase mixture from about 0.5 to about 3 parts by weight of waterinsoluble organosoluble ethyl cellulose having an ethoxyl content between about and about by weight, from about 0.5 to about 3 parts by weight of a water- 'sensitive ethyl cellulose plasticizer, from about 15 to about parts by weight of a lower aliphatic alcohol having from 1 to 3 carbon atoms in the molecule, and from about 35 to about parts of a pressure-generating solvent of the group consisting of dichlorodifluoromethane and mixtures of dichlorodifluoromethane and 1,1,1- trichloromonofluoroethane containing at least about 30% by weight of dichlorodifluoromethane, the combined weight of ethyl cellulose and water-sensitive plasticizer in said lacquer being between about 1% and about 5% by weight, and the ratio of ethy
  • a substantially anhydrous aerosol hair-dressing lacquer of the pressure-generating solvent type containing the following essential ingredients in a single phase mixture:

Description

WATER-INSOLUBLE ETHYL CELLULOS E AND PLASTICIZER ANHYDROUS AEROSOL HAIR LACQUER Herman G. Philips, Jr., Wilmington, Del., assignor to Hercules Powder Company, Wilmington, Del., a corporation of Delaware v No Drawing. Application June 7, 1954 Serial No. 435,067
8 Claims. (Cl. 167--87.1)
Patented Oct. 21, 1958 parent, therefore, that a hair-dressing lacquer of the aerosol type must meet a rather exacting combination of requirements to be considered satisfactory. Unfortunately, these requirements are seldom satisfied by previously proposed hair-dressing lacquer compositions.
Now in accordance with this invention, it has been found that highly satisfactory aerosol hair-dressing lacquers are provided by compositions containing as essential ingredients from about 0.5 to about 3 parts by weight of ethyl cellulose having an ethoxyl content between about and about by weight, from about 0.5 to about 3 parts of a water-sensitive ethyl cellulose plasticizer, from about 15 to about 65 parts of a lower aliphatic alcohol having .from 1 to 3 carbon atoms in the molecule, and from about 35 to about 80 parts of a pressure-generating solvent of the group consisting of dichlorodifluoromethane and mixtures of dichlorodifiuoroethane and 1,1,1-trichloromonofluoroethane containing at least about 30% by weight of dichlorodifluoromethane, the combined weight of ethyl cellulose and water-sensitive plasticizer in said lacquer being between about 1 and about 5% by weight, and the ratio of ethyl cellulose to water-sensitive plasticizer being between about 50:50 and about 85:15 by weight.
scope of the invention are given in the following table:
Ingredients Examples Ethyl cellulose (48.3% ethoxyl9.7 cp. viscosity). 2. 5 1. 9 1 9 1 9 1. 9 1 9 1 9 Ethyl cellulose (49.9% ethoxyl8.9 cp. viscosity). 2. 5 Diethylene glycol monoleate 1.5 1.5 1 5 1.1 1 1 1 1 Triethyl citrate Glycerin l N onytl phcnol-ethy ne oxide condensation prodc Ethylalcohol (2115512551:I: 4s 4s 46 47 47 37 47 47 47 Dichlorodifiuoromethane 50 50 50 50 25 30 50 50 50 Trlchloromonofluoroethane 25 30 All figures in columns 1-9, inclusive, represent parts by weight.
purpose than permanent wave compositions and are clearly distinguishable thereover. More specifically, permanent wave compositions are almost invariably water solutions or suspensions of substances which are brushed or combed into the hair, after which the hair is curled, set and otherwise dressed, and upon drying the hair assumes a more or less permanent set and style of dress. The drying process to develop the permanent set requires a relatively long period of time. Hair-dressing lacquers, on the other hand, are intended for spray application to the outer strands of hair, after the hair has been permanently waved, brushed, combed, or otherwise dressed, to retain the hair in its previously dressed condition. Such lacquers provide a substantially invisible hair net which holds the locks and outer strands of hair together, and thus enhance and preserve the dressed condition of the hair.
To serve their purpose effectively, hairdressing lacquer compositions must be very fast evaporating in contrast to permanent wave compositions and must have good adhesion to human hair without imparting stickiness or brittleness thereto. They should enhancev the natural sheen of the hair, rather than have a dulling effect, and
they should be easily removed from the hair upon nor- Formulation of satisfactory aerosol hair-dressing lacquers in accordance with this invention requires the proper selection of (l) ethyl cellulose, (2) suitable ethyl cellulose modifiers or plasticizers, (3) suitable ethyl cel lulose solvents, and (4) suitable pressure-generating solvents or propellants, each within certain specified limits and proportions, as set forth hereinafter.
The ethyl cellulose used in the compositions will have an ethoxyl content between about 45% and about 50%, and preferably between about 47% and about 49%, by weight. Within this range of ethoxyl content, ethyl cellulose exhibits optimum solubility in the mixture of solvents and propellants found necessary for the practice of this invention and also retains optimum solubility upon evaporation of the propellant component of the compositions. Although any of the commercially available viscosity types of ethyl cellulose can be employed, it is preferred to use the lower viscosity types having viscosities of about 25 cps. or less as determined on 5% by weight solutions in :20 toluene:ethyl alcohol at 25 C. Compositions in accordance with this invention will contain between about 0.5 and about 3 parts, and
quire the use of a water-sensitive plasticizer or modifier for the ethyl cellulose, and any water-sensitive ethyl eel practicing this invention lulose plasticizer or mixture of plasticizers can be employed, as desired. Many such materials are known, and those skilled in the art are well acquainted with them. All Water-sensitive e'thyl cellulose plasticizers are characteristically hydrophilic by'nature and have a marked afiinity for water. Typical water-sensitive ethyl cellulose plasticizers include by way of example, but not in limitation, glyceryl triac'etate, sorbitol propionate, mannitol propionate, triethyl phosphate, polyhydric alcohols such as ethylene glycol, diethylene glycol, polyethylene glycol, propylene glycol, dipropylene .glycol, tripropylene glycol, polypropylene glycol, glycerol, and the like, partial fatty acid esters of polyhydric alcohols such as glyceryl diacetate, ethylene glycol monostearate, diethylene glycol monolaurate, diethylene glycol monoleate, alkyl esters of hydroxy fatty acids such as triethyl citrate, triethyl carballylate, triethyl aconitate, dimethyl tartrate, dipropyl tartrate, alkylated phenol-ethylene oxide condensation products such as nonyl phenol-ethylene oxide, or tertiary butyl phenol-ethylene oxide condensates, polyoxyethylated fatty alcohols, and polyoxyethylated vegetable oils. It is presently preferred to employ materials such as diethylene glycol monoleate, triethyl citrate, or nonyl phenol-ethylene oxide condensates as the water-sensitive ethyl cellulose plasticizers.
Compositions in accordance with this invention will contain between about 0.5 and about 3 parts by weight of water-sensitive ethyl cellulose plasticizer. However, an important relationship which must be adhered to in is the ratio of ethyl cellulose to water-sensitive plasticizer, which ratio must be maintained between about 50:50 and about 85:15 by weight. It will be apparent, of course, that film softness and suppleness will increase as the proportion of water-sensitive plasticizer to ethyl cellulose increases within the limits set forth. Generally, optimum results have been obtained employing ratios of ethyl cellulose of watersensitive plasticizer between about 60:40 and about 70:30 by weight. The combined weight of ethyl cellulose and water-sensitive plasticizer in the aerosol hair-dressing lacquers of this invention will be between about 1% and about 5%, and preferably between about 1% and about 3%, by weight, based on the total composition.
It is highly important that the ethyl cellulose solvent in the compositions of this invention be limited to a lower aliphatic alcohol having from 1 to 3 carbon atoms in the molecule, as exemplified by methyl alcohol, ethyl alcohol, propyl alcohol and isopropyl alcohol. Preferably these alcoholic solvents should be substantially free of water, as exempified by 200 proof ethyl alcohol which is the preferred ethyl cellulose solvent. However, these alcoholic solvents can contain small amounts of Water, up to about 8% by weight, particularly if the valve and aerosol dispenser are made of corrosion-resistant materials such as nylon in the case of the valve, or aluminum in the case of the dispenser. From about parts to about 65 parts by weight of a lower aliphatic alcohol as set forth above will be employed in the compositions of this invention.
Between about 35 parts and about 80 parts by weight of a pressure-generating solvent or propellant will be employed in the compositions of this invention. The pressure-generating solvent can be either dichlorodifluoromethane alone or mixtures of dichlorodifluoromethane and l,l,l-trichloromonofluoroethane containing at least about 30% by weight of dichlorodifiuoromethane.
It will be understood, of course, that the aerosol hairdressing lacquers of this invention can contain the usual small amounts of various optional ingredients such as perfumes, antiseptics, emollients, bleaching agents, coloring agents, and the like, as desired, without departing from the spirit or scope of the invention.
The compositions of this invention may be conveniently prepared by charging the ethyl cellulose, water-sensitive plasticizer and alcohol solvent to an uncapped aerosol container or dispenser which is then cooled by refrigeration to a temperature below the boiling point of the pressure-generating solvent. The pressure-generating solvent is then added as a liquid to the refrigerated mixture, the aerosol dispenser is capped, the charged dispenser is allowed to return to room temperature, and the contents of the dispenser are agitated or tumbled to obtain a solution. Alternately, the ethyl cellulose, water-sensitive plasticizer and alcoholic solvent can be mixed together at room temperature to form a lacquer which is then charged to an uncapped aerosol dispenser and refrigerated below the boiling point of the pressure-generating solvent, after which the pressuregenerating solvent is added as a liquid, the dispenser is capped and allowed to come to room temperature.- It is also possible to charge an uncapped aerosol dispenser at room temperature with a lacquer containing the "ethyl cellulose, water-sensitive plasticizer and alcoholic solvent, cap the dispenser, and then pump the requisite amount of pressure-generating solvent under pressure at room temperature into the capped dispenser through the valve mechanism. Other variations will be apparent to those skilled in the art.
What I claim and desire to protect by Letters Patent is:
1. A substantially anhydrous aerosol hair-dressing lacquer of the pressure-generating solvent type containing as essential ingredients in a single phase mixture from about 0.5 to about 3 parts by weight of waterinsoluble organosoluble ethyl cellulose having an ethoxyl content between about and about by weight, from about 0.5 to about 3 parts by weight of a water- 'sensitive ethyl cellulose plasticizer, from about 15 to about parts by weight of a lower aliphatic alcohol having from 1 to 3 carbon atoms in the molecule, and from about 35 to about parts of a pressure-generating solvent of the group consisting of dichlorodifluoromethane and mixtures of dichlorodifluoromethane and 1,1,1- trichloromonofluoroethane containing at least about 30% by weight of dichlorodifluoromethane, the combined weight of ethyl cellulose and water-sensitive plasticizer in said lacquer being between about 1% and about 5% by weight, and the ratio of ethyl cellulose to water-sensitive plasticizer being between about 50:50 and :15 by weight.
2. An aerosol hair-dressing lacquer in accordance with claim 1 wherein the water-sensitive plasticizer is diethylene glycol monoleate.
3. An aerosol hair-dressing lacquer in accordance with claim 1 wherein the water-sensitive plasticizer is triethyl citrate.
4. An aerosol hair-dressing lacquer in accordance with claim 1 wherein the water-sensitive plasticizer is the reaction product obtained by condensing nonyl phenol with ethylene oxide.
5. An aerosol hair-dressing lacquer in accordance with claim 1 wherein the water-sensitive plasticizer is ethylene glycol.
6. An aerosol hair-dressing lacquer in accordance with claim 1 wherein the water-sensitive plasticizer is glyceryl triacetate.
7. An aerosol hair-dressing lacquer in accordance with claim 1 wherein the lower aliphatic alcohol is 200 proof ethyl alcohol.
8. A substantially anhydrous aerosol hair-dressing lacquer of the pressure-generating solvent type containing the following essential ingredients in a single phase mixture:
p Parts by Weight Water-insoluble organosoluble ethyl cellulose (about 48% ethoxyl, about 10 cp. viscosity) About 2 (l teferen ces on following page) References Cited in the file of this patent UNITED STATES PATENTS Bennett Jan. 10, 1939 Powers Sep. 24, 1940 Medl Nov. 14, 1944 FOREIGN PATENTS France Dec. 24, 1952 6 OTHER REFERENCES

Claims (1)

1. A SUBSTANTIALLY ANHYDROUS AEROSOL HAIR-DRESSING LACQUER OF THE PRESSURE-GENERATING SOLVENT TYPE CONTAINING AS ESSENTIAL INGREDIENTS IN A SINGLE PHASE MIXTURE FROM ABOUT 0.5 TO ABOUT 3 PARTS BY WEIGHT OF WATERINSOLUBLE ORGANOSOLUBLE ETHYL CELLULOSE HAVING AN ETHOXYL CONTENT BETWEEN ABOUT 45% AND ABOUT 50% BY WEIGHT, FROM ABOUT 0.5 TO ABOUT 3 PARTS BY WEIGHT OF A WATERSENSITIVE ETHYL CELLULOSE PLASTICIZER, FROM ABOUT 15 TO ABOUT 65 PARTS BY WEIGHT OF A LOWER ALIPHATIC ALCOHOL HAVING FROM 1 TO 3 CARBON ATOMS IN THE MOLECULE, AND FROM ABOUT 35 TO ABOUT 80 PARTS OF A PRESSURE-GENERATING SOLVENT OF THE GROUP CONSISTING OF DICHLORODIFLUOROMETHANE AND MIXTURES OF DICHLORODIFLUOROMETHANE AND 1,1,1TRICHLOROMONOFLUOROETHANE CONTAINING AT LEAST ABOUT 30% BY WEIGHT OF DICHLORODIFLUOROMETHANE, THE COMBINED WEIGHT OF ETHYL CELLULOSE AND WATER-SENSITIVE PLASTICIZER IN SAID LACQUER BEING BETWEEN ABOUT 1% AND ABOUT 5% BY WEIGHT, AND THE RATIO OF ETHYL CELLULOSE TO WATER-SENSITIVE PLASTICIZER BEING BETWEEN ABOUT 50:50 AND 85:15 BY WEIGHT.
US435067A 1954-06-07 1954-06-07 Water-insoluble ethyl cellulose and plasticizer anhydrous aerosol hair lacquer Expired - Lifetime US2857314A (en)

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Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2983650A (en) * 1958-07-31 1961-05-09 Hoffmann La Roche Panthenol aerosol hair spray
US3025219A (en) * 1956-12-28 1962-03-13 Ciba Ltd Aerosol hair dressing composition
US3026250A (en) * 1957-09-10 1962-03-20 Du Pont Aerosol hair-treating composition
US3210251A (en) * 1963-02-08 1965-10-05 Hercules Powder Co Ltd Hydroxypropyl cellulose liquid hair preparation
US3262917A (en) * 1957-03-22 1966-07-26 Ciba Ltd Acid salts of basic interpolymers comprising an amine-substituted amide or ester
DE1254292B (en) * 1964-12-24 1967-11-16 Hans Schwarzkopf Fast drying hair fixative for laying in hairstyles
US3403040A (en) * 1964-07-06 1968-09-24 Fannie Roberts Heyman Coating composition adapted for overcoating a wax surface
US5690921A (en) * 1992-10-15 1997-11-25 Wella Aktiengesellschaft Hair fixing composition in the form of an aqueous solution, foam or gel
WO2010122286A3 (en) * 2009-04-22 2011-11-03 Pz Cussons (International) Ltd Heat protection spray

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2143641A (en) * 1936-01-24 1939-01-10 Bennett Adhesive coating, binder, and filler composition
US2216045A (en) * 1937-05-27 1940-09-24 Rohm & Haas Water soluble ethers of alpha cellulose
US2362761A (en) * 1942-06-15 1944-11-14 Hercules Powder Co Ltd Water-soluble cellulose ether composition
FR1022822A (en) * 1949-05-10 1953-03-10 Marcon Products Corp Composition for styling hair

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2143641A (en) * 1936-01-24 1939-01-10 Bennett Adhesive coating, binder, and filler composition
US2216045A (en) * 1937-05-27 1940-09-24 Rohm & Haas Water soluble ethers of alpha cellulose
US2362761A (en) * 1942-06-15 1944-11-14 Hercules Powder Co Ltd Water-soluble cellulose ether composition
FR1022822A (en) * 1949-05-10 1953-03-10 Marcon Products Corp Composition for styling hair

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3025219A (en) * 1956-12-28 1962-03-13 Ciba Ltd Aerosol hair dressing composition
US3262917A (en) * 1957-03-22 1966-07-26 Ciba Ltd Acid salts of basic interpolymers comprising an amine-substituted amide or ester
US3026250A (en) * 1957-09-10 1962-03-20 Du Pont Aerosol hair-treating composition
US2983650A (en) * 1958-07-31 1961-05-09 Hoffmann La Roche Panthenol aerosol hair spray
US3210251A (en) * 1963-02-08 1965-10-05 Hercules Powder Co Ltd Hydroxypropyl cellulose liquid hair preparation
US3403040A (en) * 1964-07-06 1968-09-24 Fannie Roberts Heyman Coating composition adapted for overcoating a wax surface
DE1254292B (en) * 1964-12-24 1967-11-16 Hans Schwarzkopf Fast drying hair fixative for laying in hairstyles
US5690921A (en) * 1992-10-15 1997-11-25 Wella Aktiengesellschaft Hair fixing composition in the form of an aqueous solution, foam or gel
WO2010122286A3 (en) * 2009-04-22 2011-11-03 Pz Cussons (International) Ltd Heat protection spray

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