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US3568685A - Treating human, animal and synthetic hair with a water-proofing composition - Google Patents

Treating human, animal and synthetic hair with a water-proofing composition Download PDF

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US3568685A
US3568685A US721158A US3568685DA US3568685A US 3568685 A US3568685 A US 3568685A US 721158 A US721158 A US 721158A US 3568685D A US3568685D A US 3568685DA US 3568685 A US3568685 A US 3568685A
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hair
percent
composition
fibers
water
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Howard L Scott
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Assigned to FIRST NATIONAL BANK AND TRUST COMPANY OF OKLAHOMA CITY, THE reassignment FIRST NATIONAL BANK AND TRUST COMPANY OF OKLAHOMA CITY, THE SECURITY INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: CIMOIL CORPORATION, CMI CORPORATION, CMI INTERNATIONAL CORPORATION, GRAMCO SPECIALITIES, INC., MACHINERY INVESTMENT CORPORATION, PANOPLY REINSURANACE COMPANY, LTD.
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    • 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
    • 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
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • 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
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/26Aluminium; Compounds 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
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • 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
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/411Aromatic amines, i.e. where the amino group is directly linked to the aromatic nucleus
    • 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
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42Amides
    • 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
    • A61K8/8123Compositions of homopolymers or copolymers of compounds having one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers, e.g. PVC, PTFE
    • 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
    • A61K8/8141Compositions 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; 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
    • A61K8/18Cosmetics 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
    • A61K8/8141Compositions 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8158Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; 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
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86Polyethers

Definitions

  • This invention relates to the treatment of fibers such as synthetic or natural hair, and it particularly relates to the treatment of synthetic fibers to give the appearance of human hair, as well as to the straightening of so-called kinky hair, especially human hair.
  • the present composition to give the appearance of human hair to synthetic fibers such as polyesters and polyamides.
  • synthetic fibers such as polyesters and polyamides.
  • Nylon fibers are particularly well adapted to this process.
  • One object of the present invention is to provide a composition which is suitable both for treating human or animal hair to straighten the hair and for treating synthetic fibers to simulate the appearance of hair.
  • Another object of the present invention is to treat the hair with a waterproofing composition at the same time that the hair is being straightened whereby the hair, after it is straightened, is not subject to the effects of moisture and, therefore, retains its straight properties.
  • Another object of the present invention is to provide a method of straightening hair which, although it provides a straightening effect of substantial duration, obviates the use of caustic chemical agents or undesirable lubricants.
  • Another object of the present invention is to provide a method of straightening hair and retaining the hair in such straightened condition for substantial periods of time without the necessity of using professional skill and care.
  • the hair when human hair is to be straightened, the hair is coated with a treating composition, and the coated strands of hair are then subjected to straightening tension and heat, as by means of a heated comb or the like.
  • the treating composition consists of about 1-50 percent of a water-repellent agent, about l08O percent of a hardening and adhesive agent, about 0.1-10 percent of a slipping agent and about 2560 percent of an emollient, these percentages all being by volume. In addition, a small amount of any desired perfume may be added.
  • the water-repellent agent utilized herein is preferably an aqueous paraffin wax-polymer emulsion wherein the ratio of wax:polymer is about 3:1.
  • the polymer preferably used is a copolymer such as disclosed in U.S. Pat No. 3,026,250 and consists of l590 percent by weight of an amino group containing comonomer having the structure:
  • R and R are selected from the group consisting of lower alkyl and cycloalkyl that include R and R and R is selected from the group consisting of H and CH and 10-85 percent by weight of a comonomer having the structure:
  • X is a member of the group selected from H and CH and Y is a member selected from the polar group consisting of nitrile, acyloxy having from 1-18 carbon atoms and alkoxycarbonyl having from I- 1 8 carbon atoms.
  • hardening agents which may be used are: p,pmethylenedianiline and various acrylic, acrylonitrile and methacrylic copolymers.
  • One such copolymer which is particularly adapted to this invention is a copolymer obtained by polymerizing a mixture of about O.525 percent by weight of itaconic acid, 34 percent by weight of at least one member of the group consisting of acrylonitrile, alkyl esters of acrylic and methacrylic acids having from 1 to 18 carbon atoms in the alkyl group, phenyl methacrylate, cyclohexyl methacrylate, pcyclohexylphenyl methacrylate, methacrylonitrile, methyl vinyl ketone and vinyl chloride, and 35-965 percent by weight of vinylidene chloride.
  • This product is disclosed and claimed in U.S. Pat. No. 2,570,478 and will be hereinafter referred to as acrylic-modified vinylidene chloride polymer.
  • copolymers include the water-insoluble copolymers obtained by emulsion copolymerization of N-methylolacrylamide or N-methylolmethacrylamide or mixtures thereof with acrylamide or methacrylamide. These copolymers are disclosed in U.S. Pat. No. 3,157,562 and are sold by Rohm & Haas under the respective trade names Rhoplex HA-l 2 and Rhoplex HA-l6. Similar products produced by Rohm & Haas under the trade names Rhoplex 201 and Rhoplex X52,the latter disclosed in U.S. Pat. No. 2,754,280, may also be used.
  • copolymers of acrylonitrile and styrene produced by Pennsylvania Industrial Chemical Corp. under the trade name Piccoflex and Arolon 363" (Archer Daniels Midland Co.), a solution of a water-soluble, oxidizing resin containing about 50 percent by weight solids, having a viscosity of SX (Gardner-Holdt at 25 C.) and a pH of between 6.9 and 7.3 at 25 C.
  • the slipping agent may be any one of a number of fluoro resins.
  • these resins is a product produced by DuPont under the name of Teflon P-TFE.”
  • This product as used herein, is a polytetrafluoroethylene having a molecular weight of between about 1,000,000 to 10,000,000, and a viscosity greater than poises at 380 C.
  • a vinylidene fluoride resin produced by Pennsalt Chemicals Corporation under the name Kynar.
  • Kynar is a high molecular weight polymer having a molecular weight of between about 300,000 and 6,00,000 and having the structure:
  • compositions embodying the present invention may be prepared by mixing the desired proportions of all the components together at room temperature and pressure until a homogeneous, viscous, greaselike cream is obtained.
  • EXAMPLE 1 To a solution of 300 parts of 2-diethylaminoethyl methacrylate and 700 parts of octadecyl methacrylate in 1000 parts of molten paraffin wax, maintained at 75 C., in a suitable vessel equipped with an agitator, are added 10 parts of 2,2 azodiisobutyronitrile in small increments over a period of 6 to 10 hours. After the last addition of the polymerization initiator, the reaction mass is held at 75 C. for 2 hours, and the temperature is then raised to 100 C. and held at that temperature for about one-half hour. The charge is then diluted with 2,000 parts by Weight of molten paraffin wax, to give a waxcopolymer ratio of 3: 1. All parts herein are by weight.
  • EXAMPLE 2 Twelve percent by volume of the emulsion of example 1 was mixed with 37.5 percent by volume of p,p-methylenedianiline, 0.5 percent by volume Teflon P-TFE having a molecular weight of about 1,500,000, and 50 percent by volume lanolin. Three drops of perfume were then added. The mixture was thoroughly agitated at room temperature and pressure until a homogeneous, greaselike cream was produced.
  • EXAMPLE 3 Twenty five percent by volume of the emulsion of example 1 was mixed with about 25 percent by volume of Rhoplex PIA-l2, l percent by volume Kynar," having a molecular weight of about 600,000, and 49 percent by volume lanolin. About five drops of perfume were then added. The mixture was thoroughly agitated at room temperature and pressure until a homogeneous, greaselike cream was produced.
  • EXAMPLE 4 About 0.2 ounces of the product formed in example 2 was applied to a human head of hair by rubbing it into the hair until the hair was completely coated. A heated iron straightening comb was then passed through the hair in a manner to hold the hair strands under tension while heat from the comb was applied thereto. When this treatment was completed, it was noted that each strand of hair possessed a thin, highly flexible film that repelled water, moisture from the air and perspiration. The treated hair was then styled in a desirable manner.
  • EXAMPLE 5 About 0.2 ounces of the product formed in example 3 was applied to a human head of hair by rubbing it into the hair until the hair was completely coated. A heated iron straightening comb heated to about 250 F., was then passed through the hair in a manner to hold the hair strands under tension while heat from the comb was applied thereto. When this treatment was completed, it was noted that each strand of hair possessed a thin, highly flexible film that repelled water, moisture from the air and perspiration. The treated hair was then styled in a desirable manner.
  • the amount of the composition used may vary widely depending on the type and condition of the hair.
  • a utilizable product for treating hair in accordance with the present invention which consists essentially only of a water-repellent agent, as described above, and the hardening and adhesive agent.
  • the relative percentages by volume are about 2050 percent of the water-repellent agent and about -50 percent by volume of the hardening agent.
  • Such a product although it may feasibly be used, is less preferable than the products described above because it is more difficult to apply and to retain on the hair.
  • a composition of this type is illustrated in example 6 as follows:
  • EXAMPLE 6 Twenty five percent by volume of the emulsion of example 1 was mixed, at room temperature and pressure, with 75 percent by volume of the acrylic-modified vinylidene chloride polymer, disclosed and claimed in US. Pat. No. 2,570,478, until a homogeneous mixture was obtained. This composition was then applied as a coating to a human head of hair, by placing a dab of cream on the fingers and rubbing it into the hair until a thin film was formed, and a heated iron straightening comb was then passed through the hair. The strands of hair were generally all provided with a thin, highly flexible film similar to that of example 4.
  • EXAMPLE 7 One-half pound of nylon fiber, dyed to a particular shade, and containing about 10,000 individual fibers, was coated with the composition of example 2 and passed between a series of rollers to smooth out the coating. The coated fibers were then baked in an oven at a temperature of between about 300400 F. The resulting fibers have the appearance of human hair.
  • a composition for treating natural and synthetic hair consisting essentially of about l50 percent by volume of a water-repellent agent consisting of (a) a wax-polymer emulsion wherein the ratio of wax to polymer is about 3:1, the polymer being a copolymer which consists of (1) about 15- percent by weight of an amino group containing comonomer having the structure:
  • N-C2H,0CC CH ii R2 0 R3
  • R and R are selected from the group consisting of lower alkyl and cycloalkyl that include R R and R is selected from the group consisting of H and CH and (2) l- -85 percent by weight of a comonomer having the structure:
  • a hardening agent selected from the group consisting of (l) p,p'-methylenedianiline, (2) a copolymer obtained by polymerizing a mixture of 0.5 -25 percent of itaconic acid, 3- -40 percent of at least one polymerizable compound selected from the group consisting of acrylonitrile, alkyl esters of acrylic and methacrylic acids having from 1 to 18 carbon atoms in the alkyl group, phenyl methacrylate, cyclohexyl methacrylate, p-cyclohexylphenyl methacrylate, methacrylonitrile, methyl vinyl ketone, and vinyl chloride, and 35-965 percent of vinylidene chloride, the proportions being selected to total 100 percent, (3) water-insoluble copolymers formed by the emulsion copolymerization of 0.5- 6 percent by weight of either N-metliylolacrylamide, N
  • composition of claim 1 also containing about 0.l'- 10 percent by volume of a slipping agent, said slipping agent being a member of the group consisting of polytetrafluoroethylene having a molecular weight of between about 1,000,000 and about 10,000,000 and vinylidene fluoride polymer having a molecular weight of between about 300,000 and 600,000.
  • a slipping agent being a member of the group consisting of polytetrafluoroethylene having a molecular weight of between about 1,000,000 and about 10,000,000 and vinylidene fluoride polymer having a molecular weight of between about 300,000 and 600,000.
  • composition of claim 2 also containing about 25-60 percent by volume of an emolient which is substantive to the hair.
  • a method of treating natural and synthetic hair which comprises coating the hair fibers with the composition of claim 1 and then heating the coated fibers to a temperature at which the composition thermally sets.

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Abstract

A method for treating fibers such as synthetic or natural hair, whereby synthetic fibers can be made to have the appearance of human hair and whereby human hair can be straightened, which comprises applying to the hair a composition containing about 150 percent by volume of a substantive water-repellent agent, and about 10-80 percent by volume of a substantive hardening and adhesive agent. A slipping agent, such as a fluoro resin, and en emollient, such as lanolin, is also preferably included.

Description

United States Patent Howard L. Scott 1831 N 57th St., Philadelphia, Pa. 19139 721,158
Apr. 15, 1968 Mar. 9, 1971 Continuation-impart of application Ser. No. 386,730, July 31, 1964, abandoned.
lnventor Appl. No. Filed Patented TREATING HUMAN, ANIMAL AND SYNTHETIC HAIR WITH A WATER-PROOFING COMPOSITION 6 Claims, No Drawings US. Cl. 132/7, 8/115.6, 8/l27.5, 8/127.5l, 8/128, 424/71 Int. Cl A6lk 7/10, D06m 3/10, D06n1 3/40 Field of Search 424/154, 71; 132/7; 8/127.5, 127.51, 128, 115.6
References Cited UNITED STATES PATENTS Pitzl 260/785 2,750,947 6/1956 Gant 424/71X 2,754,280 7/1956 Brown et 3.1.... 260/296 2,782,790 2/1957 Hersh et al..... 424/71X 2,787,274 4/1957 Gant et al. 424/71X 3,026,250 3/1962 Coyner 424/71X 3,157,562 11/1964 Kine et al 260/29.4X
Primary Examiner-Stanley J. Friedman Assistant Examiner-Vera C. Clarke Attorney-Arthur A. Jacobs ABSTRACT: A method for treating fibers such as synthetic or natural hair, whereby synthetic fibers can be made to have the appearance of human hair and whereby human hair can be TREATING ANIMAL AND SYNTHETIC HAIR WITH A WATER-PROOIFING COMPOSITION This is a continuation-in-part of application Ser. No. 386,730, filed Jul. 31, 1964; which application is now abandoned.
This invention relates to the treatment of fibers such as synthetic or natural hair, and it particularly relates to the treatment of synthetic fibers to give the appearance of human hair, as well as to the straightening of so-called kinky hair, especially human hair.
It has long been known to straighten kinky or curly hair by applying tension to the individual strands simultaneously with heat or pressure. However, after the strands have been straightened, any accumulation of moisture on the strands overcomes the straightening effects and causes the strands to resume their natural curl. This has always posed a large problem because moisture accumulates on the hair as the result of natural perspiration, especially during physical exertion, or even by condensation from the air itself, especially in warm, humid weather. It also interferes with such activities as swimming, or even bathing.
Various attempts have, heretofore, been made to overcome the above problems by subjecting the hair to chemical treatments with sodium hydroxide, potash, lye and other caustics. However, these treatments prevented the hair from curling only because they so reduced the body of the hair and, therefore, so weakened the hair that it did not have the strength to revert back to its normal curl. Obviously, such treatments often resulted in impairment of the growth of the hair or even in loss of the hair. Furthermore, because of the very caustic nature of these chemicals, only one having professional skill could effectively use the treatment, and even then, the utmost care had to be taken to avoid burning of the scalp, blinding of the eyes or other similar injuries.
The expense and danger of using caustic chemicals resulted in many people affected with the problem resorting to the socalled hot comb straightening method. This involved the use of a hot comb used in conjunction with petroleum jelly or lard as a lubricant. The hair then had to be plaited to keep it in place. This method gave the hair an unattractive corn row appearance. Others would hot comb" the hair two or three times a week without lubricants. This latter method, although avoiding the so-called corn row appearance, subjected the hair to such constant mistreatment that it often resulted in the ultimate destruction of the hair and impairment of its subsequent growth.
It is also possible to use the present composition to give the appearance of human hair to synthetic fibers such as polyesters and polyamides. Nylon fibers are particularly well adapted to this process.
One object of the present invention is to provide a composition which is suitable both for treating human or animal hair to straighten the hair and for treating synthetic fibers to simulate the appearance of hair.
Another object of the present invention is to treat the hair with a waterproofing composition at the same time that the hair is being straightened whereby the hair, after it is straightened, is not subject to the effects of moisture and, therefore, retains its straight properties.
Another object of the present invention is to provide a method of straightening hair which, although it provides a straightening effect of substantial duration, obviates the use of caustic chemical agents or undesirable lubricants.
Another object of the present invention is to provide a method of straightening hair and retaining the hair in such straightened condition for substantial periods of time without the necessity of using professional skill and care.
Other objects of the present invention will be apparent from the specification and claims herein.
In accordance with the present invention, when human hair is to be straightened, the hair is coated with a treating composition, and the coated strands of hair are then subjected to straightening tension and heat, as by means of a heated comb or the like.
The treating composition consists of about 1-50 percent of a water-repellent agent, about l08O percent of a hardening and adhesive agent, about 0.1-10 percent of a slipping agent and about 2560 percent of an emollient, these percentages all being by volume. In addition, a small amount of any desired perfume may be added.
The water-repellent agent utilized herein is preferably an aqueous paraffin wax-polymer emulsion wherein the ratio of wax:polymer is about 3:1. The polymer preferably used is a copolymer such as disclosed in U.S. Pat No. 3,026,250 and consists of l590 percent by weight of an amino group containing comonomer having the structure:
where R and R are selected from the group consisting of lower alkyl and cycloalkyl that include R and R and R is selected from the group consisting of H and CH and 10-85 percent by weight of a comonomer having the structure:
where X is a member of the group selected from H and CH and Y is a member selected from the polar group consisting of nitrile, acyloxy having from 1-18 carbon atoms and alkoxycarbonyl having from I- 1 8 carbon atoms.
Of particular preference is the copolymer of diethylaminoethyl methacrylate and octadecyl methacrylate.
Other products that may be used as the waterproofing or water-repellent agent are such commercially available products as Zonyl RP (DuPont), which is an anionic fluoro compound having a density at 77 F. of 8.85 lb/gal., a viscosity at 77 F. of 10 centipoises, a pH of 7.0 and complete solubility in water. Also Nalan RF and Nalan RD (DuPont), Zelcon SL (DuPont), Zepel (DuPont) and other similar water-dispersible products, as, for example, Scotchgard (Minnesota Mining & Manufacturing Co.).
Among the hardening agents which may be used are: p,pmethylenedianiline and various acrylic, acrylonitrile and methacrylic copolymers. One such copolymer which is particularly adapted to this invention is a copolymer obtained by polymerizing a mixture of about O.525 percent by weight of itaconic acid, 34 percent by weight of at least one member of the group consisting of acrylonitrile, alkyl esters of acrylic and methacrylic acids having from 1 to 18 carbon atoms in the alkyl group, phenyl methacrylate, cyclohexyl methacrylate, pcyclohexylphenyl methacrylate, methacrylonitrile, methyl vinyl ketone and vinyl chloride, and 35-965 percent by weight of vinylidene chloride. This product is disclosed and claimed in U.S. Pat. No. 2,570,478 and will be hereinafter referred to as acrylic-modified vinylidene chloride polymer.
Other copolymers include the water-insoluble copolymers obtained by emulsion copolymerization of N-methylolacrylamide or N-methylolmethacrylamide or mixtures thereof with acrylamide or methacrylamide. These copolymers are disclosed in U.S. Pat. No. 3,157,562 and are sold by Rohm & Haas under the respective trade names Rhoplex HA-l 2 and Rhoplex HA-l6. Similar products produced by Rohm & Haas under the trade names Rhoplex 201 and Rhoplex X52,the latter disclosed in U.S. Pat. No. 2,754,280, may also be used.
Also utilizable are the copolymers of acrylonitrile and styrene produced by Pennsylvania Industrial Chemical Corp. under the trade name Piccoflex and Arolon 363" (Archer Daniels Midland Co.), a solution of a water-soluble, oxidizing resin containing about 50 percent by weight solids, having a viscosity of SX (Gardner-Holdt at 25 C.) and a pH of between 6.9 and 7.3 at 25 C.
The slipping agent may be any one of a number of fluoro resins. Among these resins is a product produced by DuPont under the name of Teflon P-TFE." This product, as used herein, is a polytetrafluoroethylene having a molecular weight of between about 1,000,000 to 10,000,000, and a viscosity greater than poises at 380 C. Also utilizable is a vinylidene fluoride resin, produced by Pennsalt Chemicals Corporation under the name Kynar." is a high molecular weight polymer having a molecular weight of between about 300,000 and 6,00,000 and having the structure:
All of the compositions embodying the present invention may be prepared by mixing the desired proportions of all the components together at room temperature and pressure until a homogeneous, viscous, greaselike cream is obtained.
The following examples are illustrative of the present invention.
EXAMPLE 1 To a solution of 300 parts of 2-diethylaminoethyl methacrylate and 700 parts of octadecyl methacrylate in 1000 parts of molten paraffin wax, maintained at 75 C., in a suitable vessel equipped with an agitator, are added 10 parts of 2,2 azodiisobutyronitrile in small increments over a period of 6 to 10 hours. After the last addition of the polymerization initiator, the reaction mass is held at 75 C. for 2 hours, and the temperature is then raised to 100 C. and held at that temperature for about one-half hour. The charge is then diluted with 2,000 parts by Weight of molten paraffin wax, to give a waxcopolymer ratio of 3: 1. All parts herein are by weight.
Into 100 parts by weight of the above wax-copolymer composition, melted by heating to between 65 and 70 C., 4 parts by weight of glacial acetic acid are stirred. The waxcopolymer mass is then slowly added to 294 parts by weight of water kept under vigorous agitation with a high shear mixer, and maintained at 65 to 70 C. Agitation is then continued for a sufficient time to complete the emulsification. The resulting product is then cooled to room temperature. The product has a molecular weight of between about 20,000 and 80,000 and a viscosity of about 16 centipoises at 80 F. (Brookfield).
EXAMPLE 2 Twelve percent by volume of the emulsion of example 1 was mixed with 37.5 percent by volume of p,p-methylenedianiline, 0.5 percent by volume Teflon P-TFE having a molecular weight of about 1,500,000, and 50 percent by volume lanolin. Three drops of perfume were then added. The mixture was thoroughly agitated at room temperature and pressure until a homogeneous, greaselike cream was produced.
EXAMPLE 3 Twenty five percent by volume of the emulsion of example 1 was mixed with about 25 percent by volume of Rhoplex PIA-l2, l percent by volume Kynar," having a molecular weight of about 600,000, and 49 percent by volume lanolin. About five drops of perfume were then added. The mixture was thoroughly agitated at room temperature and pressure until a homogeneous, greaselike cream was produced.
EXAMPLE 4 About 0.2 ounces of the product formed in example 2 was applied to a human head of hair by rubbing it into the hair until the hair was completely coated. A heated iron straightening comb was then passed through the hair in a manner to hold the hair strands under tension while heat from the comb was applied thereto. When this treatment was completed, it was noted that each strand of hair possessed a thin, highly flexible film that repelled water, moisture from the air and perspiration. The treated hair was then styled in a desirable manner.
EXAMPLE 5 About 0.2 ounces of the product formed in example 3 was applied to a human head of hair by rubbing it into the hair until the hair was completely coated. A heated iron straightening comb heated to about 250 F., was then passed through the hair in a manner to hold the hair strands under tension while heat from the comb was applied thereto. When this treatment was completed, it was noted that each strand of hair possessed a thin, highly flexible film that repelled water, moisture from the air and perspiration. The treated hair was then styled in a desirable manner.
It is to be understood that the amount of the composition used may vary widely depending on the type and condition of the hair.
It is also possible to obtain a utilizable product for treating hair in accordance with the present invention which consists essentially only of a water-repellent agent, as described above, and the hardening and adhesive agent. In such a composition, the relative percentages by volume are about 2050 percent of the water-repellent agent and about -50 percent by volume of the hardening agent. Such a product, although it may feasibly be used, is less preferable than the products described above because it is more difficult to apply and to retain on the hair. A composition of this type is illustrated in example 6 as follows:
EXAMPLE 6 Twenty five percent by volume of the emulsion of example 1 was mixed, at room temperature and pressure, with 75 percent by volume of the acrylic-modified vinylidene chloride polymer, disclosed and claimed in US. Pat. No. 2,570,478, until a homogeneous mixture was obtained. This composition was then applied as a coating to a human head of hair, by placing a dab of cream on the fingers and rubbing it into the hair until a thin film was formed, and a heated iron straightening comb was then passed through the hair. The strands of hair were generally all provided with a thin, highly flexible film similar to that of example 4.
EXAMPLE 7 One-half pound of nylon fiber, dyed to a particular shade, and containing about 10,000 individual fibers, was coated with the composition of example 2 and passed between a series of rollers to smooth out the coating. The coated fibers were then baked in an oven at a temperature of between about 300400 F. The resulting fibers have the appearance of human hair.
Although specific commercially available products have been utilized as components for the exemplified compositions, it is to be understood that equivalent materials may be substituted within the concept of this invention.
Obviously, many modifications of the present invention are possible in the light of the above teachings. It is, therefore, to be understood that within the scope of the appended claims, the invention may be practiced otherwise than as specifically described.
lclaim:
l. A composition for treating natural and synthetic hair consisting essentially of about l50 percent by volume of a water-repellent agent consisting of (a) a wax-polymer emulsion wherein the ratio of wax to polymer is about 3:1, the polymer being a copolymer which consists of (1) about 15- percent by weight of an amino group containing comonomer having the structure:
N-C2H,0CC=CH ii R2 0 R3 where R and R are selected from the group consisting of lower alkyl and cycloalkyl that include R R and R is selected from the group consisting of H and CH and (2) l- -85 percent by weight of a comonomer having the structure:
CH C I-Y where X is a member of the group selected from H and CH and Y is a member selected from the polar group consisting of nitrile, aliphatic acyloxy having from ll 8 carbon atoms and alkoxycarbonyl having from 1-18 carbon atoms, said copolymer having an intrinsic viscosity in benzene at 30 C. of from 0.04-0.5; and (b) about l080 percent by volume of a hardening agent selected from the group consisting of (l) p,p'-methylenedianiline, (2) a copolymer obtained by polymerizing a mixture of 0.5 -25 percent of itaconic acid, 3- -40 percent of at least one polymerizable compound selected from the group consisting of acrylonitrile, alkyl esters of acrylic and methacrylic acids having from 1 to 18 carbon atoms in the alkyl group, phenyl methacrylate, cyclohexyl methacrylate, p-cyclohexylphenyl methacrylate, methacrylonitrile, methyl vinyl ketone, and vinyl chloride, and 35-965 percent of vinylidene chloride, the proportions being selected to total 100 percent, (3) water-insoluble copolymers formed by the emulsion copolymerization of 0.5- 6 percent by weight of either N-metliylolacrylamide, N methylolmethacrylamide or mixtures thereof with -25 percent by weight of either acrylamide or methacrylamide and having a molecular weight of 100,000 to 10,000,000, and (4) copolymers of acrylonitrile and styrene wherein a 50 percent solution has a viscosity of SX (Gardner-Holdt at 25 C.).
2. The composition of claim 1 also containing about 0.l'- 10 percent by volume of a slipping agent, said slipping agent being a member of the group consisting of polytetrafluoroethylene having a molecular weight of between about 1,000,000 and about 10,000,000 and vinylidene fluoride polymer having a molecular weight of between about 300,000 and 600,000.
3. The composition of claim 2 also containing about 25-60 percent by volume of an emolient which is substantive to the hair.
4. A method of treating natural and synthetic hair which comprises coating the hair fibers with the composition of claim 1 and then heating the coated fibers to a temperature at which the composition thermally sets.
5. A method of treating natural and synthetic hair which comprises coating the hair fibers with the composition of claim 2 and then heating the coated fibers to a temperature at which the composition thermally sets.
6. A method of treating natural and synthetic hair which comprises coating the hair fibers with the composition of claim 3 and then heating the coated fibers to a temperature at which the composition thermally sets.

Claims (5)

  1. 2. The composition of claim 1 also containing about 0.1-10 percent by volume of a slipping agent, said slipping agent being a member of the group consisting of polytetrafluoroethylene having a molecular weight of between about 1,000,000 and about 10,000,000 and vinylidene fluoride polymer having a molecular weight of between about 300,000 and 600,000.
  2. 3. The composition of claim 2 also containing about 25-60 percent by volume of an emolient which is substantive to the hair.
  3. 4. A method of treating natural and synthetic hair which comprises coating the hair fibers with the composition of claim 1 and then heating the coated fibers to a temperature at which the composition thermally sets.
  4. 5. A method of treating natural and synthetic hair which comprises coating the hair fibers with the composition of claim 2 and then heating the coated fibers to a temperature at which the composition thermally sets.
  5. 6. A method of treating natural and synthetic hair which comprises coating the hair fibers with the composition of claim 3 and then heating the coated fibers to a temperature at which the composition thermally sets.
US721158A 1968-04-15 1968-04-15 Treating human, animal and synthetic hair with a water-proofing composition Expired - Lifetime US3568685A (en)

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Cited By (10)

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FR2206932A1 (en) * 1972-11-16 1974-06-14 Atlantic Richfield Co Permanent waving compsn for hair - contg film-forming resin or precursor having reactive side-gps, cyclic nitrile and plasticising adhesion promoter
US3932614A (en) * 1972-02-02 1976-01-13 Fabalon, Inc. Method of lubricating or softening the skin
US4013786A (en) * 1974-05-31 1977-03-22 Alberto Culver Company Hair creme rinses and hair conditioners containing hydrophobic-lipophobic perfluorinated compounds
US4087517A (en) * 1974-10-21 1978-05-02 Charles L. Wragg, Jr. Method of dry lubricating the skin
US4176176A (en) * 1974-05-31 1979-11-27 Alberto-Culver Company Hair shampoo and cleanser compositions
US9713583B1 (en) * 2016-07-12 2017-07-25 Liqwd, Inc. Methods and formulations for curling hair
US9872821B1 (en) 2016-07-12 2018-01-23 Liqwd, Inc. Methods and formulations for curling hair
US10076478B2 (en) 2014-05-16 2018-09-18 Liqwd, Inc. Keratin treatment formulations and methods
US10639505B2 (en) 2013-08-01 2020-05-05 Olaplex, Inc. Methods for fixing hair and skin
US11191707B2 (en) 2015-04-24 2021-12-07 Olaplex, Inc. Methods for treating relaxed hair

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US2570478A (en) * 1948-07-20 1951-10-09 Du Pont Vinylidene chloride interpolymer as a coating for regenerated cellulose film
US2750947A (en) * 1952-04-30 1956-06-19 Northwestern Res Corp Hair treating composition and method of use for setting
US2754280A (en) * 1953-02-12 1956-07-10 Rohm & Haas Emulsions of ionically cross-linked resins and methods for making them
US2782790A (en) * 1952-05-24 1957-02-26 Hersh Hair treating composition and methods for use of same
US2787274A (en) * 1952-12-26 1957-04-02 Hersh Ammonium polysiloxanolate hair treating composition and method for using same
US3026250A (en) * 1957-09-10 1962-03-20 Du Pont Aerosol hair-treating composition
US3157562A (en) * 1959-07-27 1964-11-17 Rohm & Haas Bonded non-woven fibrous products and methods of making them

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US2570478A (en) * 1948-07-20 1951-10-09 Du Pont Vinylidene chloride interpolymer as a coating for regenerated cellulose film
US2750947A (en) * 1952-04-30 1956-06-19 Northwestern Res Corp Hair treating composition and method of use for setting
US2782790A (en) * 1952-05-24 1957-02-26 Hersh Hair treating composition and methods for use of same
US2787274A (en) * 1952-12-26 1957-04-02 Hersh Ammonium polysiloxanolate hair treating composition and method for using same
US2754280A (en) * 1953-02-12 1956-07-10 Rohm & Haas Emulsions of ionically cross-linked resins and methods for making them
US3026250A (en) * 1957-09-10 1962-03-20 Du Pont Aerosol hair-treating composition
US3157562A (en) * 1959-07-27 1964-11-17 Rohm & Haas Bonded non-woven fibrous products and methods of making them

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3932614A (en) * 1972-02-02 1976-01-13 Fabalon, Inc. Method of lubricating or softening the skin
FR2206932A1 (en) * 1972-11-16 1974-06-14 Atlantic Richfield Co Permanent waving compsn for hair - contg film-forming resin or precursor having reactive side-gps, cyclic nitrile and plasticising adhesion promoter
US4013786A (en) * 1974-05-31 1977-03-22 Alberto Culver Company Hair creme rinses and hair conditioners containing hydrophobic-lipophobic perfluorinated compounds
US4176176A (en) * 1974-05-31 1979-11-27 Alberto-Culver Company Hair shampoo and cleanser compositions
US4087517A (en) * 1974-10-21 1978-05-02 Charles L. Wragg, Jr. Method of dry lubricating the skin
US10639505B2 (en) 2013-08-01 2020-05-05 Olaplex, Inc. Methods for fixing hair and skin
US11446525B2 (en) 2013-08-01 2022-09-20 Olaplex, Inc. Methods for fixing hair and skin
US10076478B2 (en) 2014-05-16 2018-09-18 Liqwd, Inc. Keratin treatment formulations and methods
US11191707B2 (en) 2015-04-24 2021-12-07 Olaplex, Inc. Methods for treating relaxed hair
US9713583B1 (en) * 2016-07-12 2017-07-25 Liqwd, Inc. Methods and formulations for curling hair
US9872821B1 (en) 2016-07-12 2018-01-23 Liqwd, Inc. Methods and formulations for curling hair
US10792233B2 (en) * 2016-07-12 2020-10-06 Olaplex, Inc. Methods and formulations for curling hair

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