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US2871161A - Sprayable water-free alcoholic polyvinylpyrrolidone hair preparation - Google Patents

Sprayable water-free alcoholic polyvinylpyrrolidone hair preparation Download PDF

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Publication number
US2871161A
US2871161A US301989A US30198952A US2871161A US 2871161 A US2871161 A US 2871161A US 301989 A US301989 A US 301989A US 30198952 A US30198952 A US 30198952A US 2871161 A US2871161 A US 2871161A
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hair
polyvinylpyrrolidone
film
preparation
water
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US301989A
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Maurice L Spiegel
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La Maur Inc
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La Maur Inc
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Priority to US301989A priority Critical patent/US2871161A/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
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8176Homopolymers of N-vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • 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
    • 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
    • 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

  • This invention relates to a hair styling composition and more particularly to a composition for application to the surface of hair which will give it luster and retain it in the desired set, and to a methodof preparation thereof.
  • dichlorodifluoromethane is a nontoxic and useful propellant for. many spray compounds, such as insect sprays, deodorants, etc.
  • dichlorodifluoromethane is insoluble in water and, therefore, will not be miscible in any appreciable extent with compounds containing water as a component.
  • I have found that by dissolving the polymerized N-vinyl pyrrolidone compound in absolute alcohol, I can form a solution which is solu le in diehlorodifluoromethane. 1
  • Polyvinylpyrrolidone is a polymerization product of the N-vinyl pyrrolidone monomer having the following formula:
  • the polyvinylpyrrolidone cannot be applied to the hair in any other fashion than from a solution, prefcrably of a quick drying nature, it is an important adjunct to my composition that the proper method be employed in the preparation of the material which will be immediately applicable to the hair to form the film hav 'ing the unusual characteristics above noted and without further attention thereto.
  • Such method consists in dissolving polyvinylpyrrolidone in a quick drying solution having a non-toxic nature.
  • a hair styling composition having unusual properties in lusterizing and setting the hair which may be quickly and easily applied and yetv which may be quickly and easily removed, the composition being both water soluble and alcohol soluble, and additionally soluble in the self generating propellant, dichlorodifiuoromethane, when mutually dissolved in the anhydrous alcohol. It is also to be noted that my invention comprises two extremely simple interdependent parts,
  • a hair styling preparation for spraying under selfgenerated pressure upon the surface of the hair for setting and lusterizing thereof composed of a substantially waterfree solution of polyvinylpyrrolidone, absolute ethyl alcohol, and dichlorodifiuoromethrne.
  • a hair styling composition for setting and lusterizing the hair by spray application composed of polyvinylpyrrolidone and di-ethyl phthalate mutually dissolved as a. substantially water-free solution in ethyl alcohol in combination with dichlorodifiuoromethane as a propellant.
  • a substantially water-free hair styling preparation suitable for spray application for setting and lusterizing the hair comprising from 4 to 8 percent of polyvinylpyrrolidone in an ethyl alcohol solution, and a propellant til selected from the group consisting of fluorochloromethanes and fiuorochloroethanes.
  • a substantially waterfree ethyl alcohol solution of polyvinylpyrrolidone in combination with dichloroditluorornethane as a propellant for ettectingthe spray application of the solution onto hair.
  • a substantially water-free hair styling composition for spray application for setting and lusterizing the hair comprising a mixture of at least 4 percent polyvinylpyrrolidone dissolved in alcohol, with a propellant selected from the group consisting of fluorochloromethanes and fluorochloroethanesr 7.
  • a substantially water-free hair styling composition for spray application for setting and lusterizing the hair comprising from 4% to 8% of polyvinylpyrrolidone in solution in absolute ethyl alcohol and, as a propellant, dichlorodifluoromethane.
  • a sprayable hair-preparation comprising a substantially water-free alcoholic solution of polyvinylpyrrolidone and Freon.
  • a sprayable hair preparation comprising Freon, and a substantially water-free alcoholic solution of a product essentially consisting of polymerized units of the structure
  • Plasdone G. A. F., New Product BulL, No. 1 -100, June 15, 1951, 22 pages.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Cosmetics (AREA)

Description

SPRAYABLE WATER-F REE ALCOHOLIC POLY- VINYLPYRROLIDONE HAIR PREPARATION Maurice L. Spiegel, Minneapolis, Minn., assignor to La Maur Inc., Minneapolis, Minn, a corporation of Minnesota No Drawing. Application July 31, 1952 Serial No. 301,989
9 Claims. (Cl. l67-87.1)
This invention relates to a hair styling composition and more particularly to a composition for application to the surface of hair which will give it luster and retain it in the desired set, and to a methodof preparation thereof.
Prior to my discovery, many preparations have been proposed for setting the hair and for causing the hair to have a desired degree of luster or brilliance. One class of preparations which have been extensively used are lacquers, principally shellac solutions, which are combed or applied to the surface of the hair which has been pre- 2,8'll.,l6i Patented Jan. 27., I959 Another object is to be able to provide controlled tlexi bility of the film by combining a plasticizer with the other materials forming the composition.
In order to apply the film of polymerized N-vinyl pyrrolidone to the surface of the hair and achieve the desired results in a short time, I may dissolve the product in a quick drying solvent, such as ethyl alcohol. Since polymerized N-vinyl pyrrolidone is soluble in both alcohol and water, it is not critical if there is a negligible quantity of water present in the alcohol. However, where my hair styling composition is to be used in a spray-type container having self-generated pressure, I have found that it is possible to use an alcoholic solution of the polymerized N-vinyl pyrrolidone with dichlorodifluoromethane (or related compounds and mixtures thereof commonly known in the trade as Freon) as the propellant.
It is known that dichlorodifluoromethane is a nontoxic and useful propellant for. many spray compounds, such as insect sprays, deodorants, etc. However, dichlorodifluoromethane is insoluble in water and, therefore, will not be miscible in any appreciable extent with compounds containing water as a component. I have found that by dissolving the polymerized N-vinyl pyrrolidone compound in absolute alcohol, I can form a solution which is solu le in diehlorodifluoromethane. 1
In order to make the preparation according to a representative formula, I dissolve from 4 to 8 ounces of powformedto the required style and which lacquer will dry to v a hard surface film which gives the hair a sculptural appearance. The hair has a high degree of luster but again cannot bedisturbed without cracking and breaking the film. 'Furthermore, the lacquers maybe insoluble in water and require considerable combing and brushing together with washing or other'chemical treatment to remove entirely the lacquer film preparatory to a new application. The use of all these previous setting compositions thus entail considerable effort in the application and removal thereof and much time is consumed in their use, especially in time required for drying the gum preparations which are placed in water suspension.
In thefcourse of experimentation with the view of finding a hair styling preparation which lacked either the sticky characteristics of the natural gums, or the cracking and breaking characteristics of shellac, I discovered that the compound known as polyvinylpyrrolidone would fur-' nish a beautiful luster to hair,.and also the desired styling qualities without the detrimental characteristics found in the priorfart substances. Polyvinylpyrrolidone is a polymerization product of the N-vinyl pyrrolidone monomer having the following formula:
plied to the. hair by combining said material in a solution with mutually compatible substances that will permit application to the hair by spraying.
dered solid polyvinylpyrrolidone with sufficient 200 proof (absolute) ethyl alcohol to make one gallon of solution and then chill the resultant solution below room temperature. Then, I add 105 ounces of dichlorodifluoromethane which has been chilled below its boiling temperature (-29 C. to --'35 C.) and immediately place the mix-- ture in its bottled container before it can vaporize or take on moisture from the air.
It is understood, of course, that there is considerable latitude in the proportions of solvent which I may employ,
and that there is, likewise, latitude in the percentage of solid polyvinylpyrrolidone which is placed in solution. I do not desire, however, to exceed 8% of solids in the alcohol fraction where dichlorodifiuoromethane is employed. A greater percentage of solids is apt to cause gumming of the orifice in the spray container, and may offer difficulty in applying an even film, where the operator does not exercise care. On the other hand, I do not prefer to have an alcohol solution which is more dilute than 4% of solids, since the solvent will be unnecessarily excessive and merely wasted in achieving the desired film upon the hair. Since quick drying is one of the advantages which I obtain it is, therefore, not desirable to require too great an amount of solvent in order to leave the proper thickness of film upon the hair.
I achieve a still further advantage with my unusual hair styling composition by not only furnishing a film with a useful flexibility, but may even further control the :'asticity or flexibility of the film to suit individual tastes by the addition of a plasticizer. Thus, by adding a small amount of di-ethyl phthalate, normally in the order of of 1 percent, I can materially increase the flexibility or plasticity of the applied film. It is, of course, not desirable to make the film so pliable as not to function properly in setting the hair. The amount of di-ethyl phthalate above mentioned will give a very good quality of flexibility to the hair under average conditions. Where a stiffer film is desired as will more nearly approach the lacquer type of appearance, the di-ethyl phthalate may be omitted. Where the opposite result is desired the diethyl phthalate content may be accordingly increased.
An important property of my composition is its ability to become softened with a slight amount of water which, upon drying, will again leave the film in its lustrous condition and with the desired setting property. Thus, where a lady has styled her hair and through mishap the coiffurc becomes disarranged, it is possible for her to brush or comb in a slight amount of water for dampening without requiring a long drying period, and after rearranging, the hair will immediately resume its set and luster. The foregoing has been accomplished without the necessity of completely removing the composition, and then reapplying after a careful and tedious preconditioning of the hair.
Since the polyvinylpyrrolidone cannot be applied to the hair in any other fashion than from a solution, prefcrably of a quick drying nature, it is an important adjunct to my composition that the proper method be employed in the preparation of the material which will be immediately applicable to the hair to form the film hav 'ing the unusual characteristics above noted and without further attention thereto. Such method consists in dissolving polyvinylpyrrolidone in a quick drying solution having a non-toxic nature.
Of the solvents tried, I prefer alcohols and particularly ethyl alcohol. Where my method of preparation is for the purpose of obtaining a self-propelling composition, I mix mutually the polyvinylpyrrolidone with absolute alcohol and dichlorodifluoromethane. It is advantageous, because of the low boiling point of the dichlorodifiuoromethane, to first mix the polyvinylpyrrolidone with ab solute alcohol, then add the propellant subsequently.
It may thus be seen that I have provided a hair styling composition having unusual properties in lusterizing and setting the hair which may be quickly and easily applied and yetv which may be quickly and easily removed, the composition being both water soluble and alcohol soluble, and additionally soluble in the self generating propellant, dichlorodifiuoromethane, when mutually dissolved in the anhydrous alcohol. It is also to be noted that my invention comprises two extremely simple interdependent parts,
- namely, the composition itself and the preparation of an immediately applicable solution whereby the solid compound polyvinylpyrrolidone may be transformed into a beautiful and highly useful film upon the hair.
It is understood, of course, that I may make certain substitutions in the solvents disclosed by way of example in the foregoing specification and certain changes in the proportions of my composition without departing from the spirit of the invention.
What I claim is:
l. A substantially water-free sprayable liquid hair styling preparation for applying to the surface of the hair for setting the lusterizing the same, comprising polyvinyl-- pyrrolidone, alcohol, and a propellant selected from the group consisting of fluorochloromethanes and fiuorochloroethanes.
2. A hair styling preparation for spraying under selfgenerated pressure upon the surface of the hair for setting and lusterizing thereof, composed of a substantially waterfree solution of polyvinylpyrrolidone, absolute ethyl alcohol, and dichlorodifiuoromethrne.
3. A hair styling composition for setting and lusterizing the hair by spray application, composed of polyvinylpyrrolidone and di-ethyl phthalate mutually dissolved as a. substantially water-free solution in ethyl alcohol in combination with dichlorodifiuoromethane as a propellant.
4. A substantially water-free hair styling preparation suitable for spray application for setting and lusterizing the hair, comprising from 4 to 8 percent of polyvinylpyrrolidone in an ethyl alcohol solution, and a propellant til selected from the group consisting of fluorochloromethanes and fiuorochloroethanes.
5. As a hair styling preparation, a substantially waterfree ethyl alcohol solution of polyvinylpyrrolidone in combination with dichloroditluorornethane as a propellant, for ettectingthe spray application of the solution onto hair.
6. A substantially water-free hair styling composition for spray application for setting and lusterizing the hair, comprising a mixture of at least 4 percent polyvinylpyrrolidone dissolved in alcohol, with a propellant selected from the group consisting of fluorochloromethanes and fluorochloroethanesr 7. A substantially water-free hair styling composition for spray application for setting and lusterizing the hair, comprising from 4% to 8% of polyvinylpyrrolidone in solution in absolute ethyl alcohol and, as a propellant, dichlorodifluoromethane.
8. A sprayable hair-preparation, comprising a substantially water-free alcoholic solution of polyvinylpyrrolidone and Freon.
9. A sprayable hair preparation comprising Freon, and a substantially water-free alcoholic solution of a product essentially consisting of polymerized units of the structure References Cited in the file of this patent UNITED STATES PATENTS 2,070,167 Iddings Feb. 9, 1937 2,143,641 Bennett Jan. 10, 1939 2,305,356 ,Luckenbach Dec. 15, 1942 2,372,982 Richards Apr. 3, 1945 2,658,045 Schildknecht, Nov. 3, 1953 FOREIGN PATENTS 84,595 Argentina May 22, 1947 902,282 France Aug. 23, 1945 716,197 Germany Mar. 12, 1942 OTHER REFERENCES Goodhue: Low and Moderate Pressure Liquefiedas Aerosols, Ind. and Eng. Chem., July 1949, pp. 152.)- 1527.
Plasdone: G. A. F., New Product BulL, No. 1 -100, June 15, 1951, 22 pages.
Janistyn: Reichstofie, Seifen, Kosmetika, "-lutig Heidelberg, 1950, vol. I, pp. 256, 328 and 329; .11, pp. 159-164.
PVP," Gen. Aniline and Film Corp., N. Y. C., 1': 1951, pp. Ill-113,141, 142 and 146. Y
Cooper: Compressed Gas Aerosols Expand their Uses, Chem. Ind., December 17' '8, pp. 970, 97 t 1058.
Fulton: Propellants for Low-Pressure Liquefied Aerosols, Ind. and Eng. Chem, April 1948, pp. 699 and 700.
Lesser: Pressure Propelled Products, D. and C. Iinci, October 1949, pp. 396-398, 470-473.
Murat: Etude de certaines proprit chimiques et pharmacodynamiques de la polyvinylpyrrolidone, Produits Pharmaceutiques, August 1949, pp. 350-356.

Claims (1)

1. A SUBSTANTIALLY WATER-FREE SPRAYABLE LIQUID HAIR STYLING PREPARATION FOR APPLYING TO THE SURFACE OF THE HAIR FOR SETTING THE LUSTERIZING THE SAME, COMPRISING POLYVINYLPYRROLIDONE, ALCOHOL, AND A PROPELLANT SELECTED FROM THE GROUP CONSISTING OF FLUOROCHLOROMETHANES AND FLUOROCHLOROETHANES.
US301989A 1952-07-31 1952-07-31 Sprayable water-free alcoholic polyvinylpyrrolidone hair preparation Expired - Lifetime US2871161A (en)

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Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2953498A (en) * 1958-11-28 1960-09-20 Gen Aniline & Film Corp Alcoholic polyvinylimidazole aerosol hair preparation
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
US3112296A (en) * 1956-12-28 1963-11-26 Ciba Ltd Copolymers of nu-substituted amides of the acrylic acid series
US3148127A (en) * 1960-05-16 1964-09-08 American Home Prod Aqueous pvp solution in two phase aerosol hair spray
US3262917A (en) * 1957-03-22 1966-07-26 Ciba Ltd Acid salts of basic interpolymers comprising an amine-substituted amide or ester
US3328312A (en) * 1962-02-16 1967-06-27 Procter & Gamble Deodorant composition and process of deodorizing air
US3399683A (en) * 1966-04-11 1968-09-03 Realistic Company Method for waving and styling hair
US3405084A (en) * 1965-06-30 1968-10-08 Barr Company G Neutralized terpolymeric resin of vinyl pyrrolidone, alkyl acrylate or methacrylate,and unsaturated monocarboxylic acid
US3421918A (en) * 1963-11-27 1969-01-14 Borden Inc Alcohol soluble casein product for setting human hair
US3814110A (en) * 1971-10-04 1974-06-04 H Cassidy Hair treatments
US4383539A (en) * 1978-07-20 1983-05-17 Collins Alan L Cosmetic preparation and method for applying same

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2070167A (en) * 1932-09-23 1937-02-09 Iddings Carl Method of making liquid sprays
US2143641A (en) * 1936-01-24 1939-01-10 Bennett Adhesive coating, binder, and filler composition
DE716197C (en) * 1939-03-29 1942-03-12 Dr Phil Friedrich Keil Hair treatment preparations
US2305356A (en) * 1940-04-04 1942-12-15 Rohm & Haas Dressing of hair
US2372982A (en) * 1943-03-29 1945-04-03 Ford Motor Co Protective coating
FR902282A (en) * 1943-01-30 1945-08-23 Bohme Fettchemie Gmbh Hair treatment product
US2658045A (en) * 1951-03-05 1953-11-03 Gen Aniline & Film Corp Polyvinyl pyrrolidone gels and process of producing the same

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2070167A (en) * 1932-09-23 1937-02-09 Iddings Carl Method of making liquid sprays
US2143641A (en) * 1936-01-24 1939-01-10 Bennett Adhesive coating, binder, and filler composition
DE716197C (en) * 1939-03-29 1942-03-12 Dr Phil Friedrich Keil Hair treatment preparations
US2305356A (en) * 1940-04-04 1942-12-15 Rohm & Haas Dressing of hair
FR902282A (en) * 1943-01-30 1945-08-23 Bohme Fettchemie Gmbh Hair treatment product
US2372982A (en) * 1943-03-29 1945-04-03 Ford Motor Co Protective coating
US2658045A (en) * 1951-03-05 1953-11-03 Gen Aniline & Film Corp Polyvinyl pyrrolidone gels and process of producing the same

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3112296A (en) * 1956-12-28 1963-11-26 Ciba Ltd Copolymers of nu-substituted amides of the acrylic acid series
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
US2953498A (en) * 1958-11-28 1960-09-20 Gen Aniline & Film Corp Alcoholic polyvinylimidazole aerosol hair preparation
US3148127A (en) * 1960-05-16 1964-09-08 American Home Prod Aqueous pvp solution in two phase aerosol hair spray
US3328312A (en) * 1962-02-16 1967-06-27 Procter & Gamble Deodorant composition and process of deodorizing air
US3421918A (en) * 1963-11-27 1969-01-14 Borden Inc Alcohol soluble casein product for setting human hair
US3405084A (en) * 1965-06-30 1968-10-08 Barr Company G Neutralized terpolymeric resin of vinyl pyrrolidone, alkyl acrylate or methacrylate,and unsaturated monocarboxylic acid
US3399683A (en) * 1966-04-11 1968-09-03 Realistic Company Method for waving and styling hair
US3814110A (en) * 1971-10-04 1974-06-04 H Cassidy Hair treatments
US4383539A (en) * 1978-07-20 1983-05-17 Collins Alan L Cosmetic preparation and method for applying same

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