US3653797A - Dyeing hair with an aqueous film-forming resin composition - Google Patents

Dyeing hair with an aqueous film-forming resin composition Download PDF

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US3653797A
US3653797A US39540A US3653797DA US3653797A US 3653797 A US3653797 A US 3653797A US 39540 A US39540 A US 39540A US 3653797D A US3653797D A US 3653797DA US 3653797 A US3653797 A US 3653797A
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hair
dye composition
dyestuff
dye
composition
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Carroll R Reiss
Arthur W Forbriger
Kanu I Patel
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ARTHUR W FORBRIGER
CARROLL R REISS
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ARTHUR W FORBRIGER
CARROLL R REISS
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    • 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
    • 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
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • 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
    • 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
    • A61Q5/065Preparations for temporary colouring the hair, e.g. direct dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/52General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
    • D06P1/56Condensation products or precondensation products prepared with aldehydes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/64General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/651Compounds without nitrogen
    • D06P1/65106Oxygen-containing compounds
    • D06P1/65118Compounds containing hydroxyl groups
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/043Material containing basic nitrogen containing amide groups using dispersed dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/06Material containing basic nitrogen containing amide groups using acid dyes

Definitions

  • ABSTRACT Temporarily dyeing hair with a composition including an aqueous solution of a non-ionic water-soluble film-forming resin, benzyl alcohol, and an anionic dyestuff having an affinity for hair fibers dispersed therein, there being sufficient benzyl alcohol in the solution to render the dyestuff substantially equally adsorbed on more damaged and less damaged hair sections.
  • This invention relates to an improvement in the dyeing of hair and more particularly to temporary dyes which can be removed from the hair by washing.
  • An object of this invention is to provide a composition and method for dyeing human hair with a temporary hair coloring which does not tend to preferentially dye either damaged or undamaged hair portions but dyes both damaged and undamaged hair portions equally.
  • a further object of this invention is to provide a method of and composition for dyeing hair using an aqueous medium which includes a substance such as benzyl alcohol which decreases the amount of dye adsorbed on repeatedly bleached or damaged portions of hair while increasing the dye adsorbed on normal hair.
  • a further object of this invention is to provide a new hair dyeing composition and a method for dyeing hair with a temporary hair coloring in which the tendency to rub offis reduced.
  • a further object of this invention is to provide such a temporary hair coloring in which a resin is applied with the hair coloring and in which the hair coloring is deposited on the hair first so that the resin overlies the dye to protect the dye.
  • a further object of this invention is to provide a method of dyeing hair in which a composition is used in which is suspended a dyestuff having a strong affinity for hair fibers and in which, in addition, a water-soluble resin is dissolved so that, when the composition is combed or brushed through the hair, the dyestuff adheres to the hair while the aqueous solution of the resin remains on the hair, and, as the aqueous solution dries, the resin is deposited on the hair surrounding the dyestuff to coat and protect the dyestuff.
  • benzyl alcohol which increases the dye adsorption by normal hair or hair which is slightly damaged, while decreasing the dye adsorption by repeatedly bleached or more damaged hair.
  • a non-ionic water-soluble film-forming resin such as polyvinyl pyrrolidone or dimethyl hydantoin formaldehyde resin and, ordinarily, a non-ionic water-soluble thickener and stabilizer such as hydroxyethyl cellulose or methyl cellulose or the like.
  • the thickening agent and the film-forming agent should be nonionic to prevent reaction with the dyestuff.
  • a cationic surface active agent to be equivalent to the dyestuff.
  • a preferred cationic surface active agent can be stearyl dimethyl benzyl ammonium chloride or a tertiary amine or the like.
  • the cationic surface active agent produces a two-phase system including a practically colorless solution together with insoluble colored dye complex. A sufficient amount of the surface active agent is used to produce a stable uniform dispersion of the dye complex.
  • the color complexes formed in this manner have been found to have a strong affinity for the hair fibers but to preferentially dye repeatedly bleached or damaged portions of the hair or otherwise irregularly dye the hair.
  • Sufficient benzyl alcohol is used so that both natural or lightly pre-bleached or less damaged portions of the hair and heavily bleached or more damaged portions of the hair are uniformly colored.
  • the cationic surface active agent serves not only to form the insoluble colored complex but also as a dispersing agent, and preferably the minimum excess is added that gives a smooth dispersion of the complex particles.
  • the hair is not rinsed at this point, but the remaining solution is permitted to remain on the hair and to dry, and, as the solution dries, the resin therein forms a coating on the dyed hair which protects the dye.
  • the resin and the dyestuff can be removed from the hair by shampooing.
  • a dye composition was formed having the following composition:
  • Dimethyl hydantoin formaldehyde resin 1.000 Benzoic acid 0.016 Stearyl dimethyl benzyl ammonium chloride 1.160 Glyceryl monostearate 0.1 16 Alizarine Violet R dyestulf 0.200 Deionized water 95.258
  • the dyestuff was added to 5 parts of water and mixed at room temperature.
  • the contents of the other vessel were added to the kettle, and the other vessel was washed with 5 more parts of the water, the wash water being added to the kettle.
  • the contents of the kettle were heated to 175 F. and agitated for 15 minutes at that temperature.
  • the stearyl dimethyl benzyl ammonium chloride was added to disperse the dyestuff, and the contents of the kettle were agitated for another 15 minutes.
  • the glyceryl monostearate was added and the contents of the kettle were agitated for another 15 minutes.
  • the contents of the kettle were allowed to cool while 30 more parts of the water at room temperature were added, and the temperature of the contents of the kettle was reduced to F.
  • the benzyl alcohol and the remaining water were added with stirring.
  • the pH of the batch in the kettle was adjusted to 4.5 with hydroxy acetic acid to form a dye composition.
  • Hair was pre-bleached using a commercial bleach for four hours. Half of each lock of the hair was further bleached for an additional 4 hours making a total of 8 hours using a commercial bleach.
  • the dye composition was combed through a sample of the hair until the hair was uniformly saturated.
  • the hair was set and dried using a dryer which evaporated water from the hair.
  • the hair was uniformly colored a bluish violet, was lustrous, and easily controlled. The color was not easily rubbed off but was readily removed by shampooing.
  • a dye composition was formed having the following composition:
  • Benzyl alcohol 1.000 Hydroxy ethyl cellulose 0.250 Dimethyl hydantoin formaldehyde resin 1.000 Benzoic acid 0.016 Stearyl dimethyl benzyl ammonium chloride 1.160 Glyceryl monostearate 0.1 16 Alizarine Violet R dyestulf 0.200 Deionized water 96.258
  • This dye composition was prepared in the same manner as the dye composition of Example I. This dye composition was combed through another sample of the hair of Example 1 until the hair was uniformly saturated with the dye composition.
  • the dye composition was formed in the same manner as the dye composition of Example 1. This dye composition was combed through another sample of the hair of Example 1 until the hair was uniformly saturated with the dye composition by, combing the dye solution therethrough until uniformly saturated. The hair was set and dried using a dryer which evaporated water from the hair. The hair was colored a bluish violet but the portion of the hair which had been bleached for four hours was more darkly colored than the portion which had been bleached for eight hours. The color was not easily rubbed off but was readily removed by shampooing.
  • a dye composition was formed having the following composition:
  • the dyestuff was added to 5 parts of the water in a vessel at room temperature and mixed therewith.
  • Thecontents of the vessel were added to a kettle containing 50 parts of water and 5 more parts of the water were used to wash the vessel, the washing being added to the kettle.
  • the contents of the kettle were heated to 175 F. and agitated for minutes at that temperature.
  • the stearyl dimethyl benzyl chloride was added to disperse the dyestuff, and the contents of the kettle were agitated for another 15 minutes.
  • the contents of the kettle were allowed to cool while 30 more parts of the water at room temperature were added, and the temperature of the contents of the kettle was reduced to 95 F.
  • the benzyl alcohol and the remaining water were added with stirring.
  • the pH of the batch in the kettle was adjusted to 4.5 with hydroxy acetic acid to form a dye composition.
  • the dye composition was combed through another sample of the hair of Example 1 until the hair was uniformly saturated.
  • the hair was set and dried.
  • the hair was colored a lustrous dark blue-black color and was easily controlled. The color was uniform throughout the length of the hair. The color was readily removed by shampooing.
  • a dye composition was formed having the following composition:
  • Glyceryl monostearate 0.030 Kiton Yellow T 125% (acid yellow 23 (11.19140) 0.!00 Deionized water 95.304
  • the dye composition was prepared in the same manner as the dye composition of Example I. This dye composition was combed through a sample of virgin blonde hair, the distal end of which had been bleached for 4 hours using a commercial bleach, until the hair was uniformly saturated with the dye composition. The hair was set and dried with a dryer which evaporated water from the hair. The hair was a uniform light yellow. This color was not easily rubbed off but was readily removed by shampooing.
  • a dye composition was formed having the following composition:
  • the dye composition was prepared in the same manner as the dye composition of Example 1. This dye composition was combed through another sample of the hair of Example V until the hair was uniformly saturated with the dye composition. The hair was set and dried with a dryer which evaporated water from the hair. The hair was a uniform blue-black. This color was not easily rubbed off but was readily removed by shampooing.
  • a dye composition was formed having the following composition:
  • the dye composition was prepared in the same manner as the dye composition of Example 1. This dye composition was combed through another sample of the hair of Example V until the hair was uniformly saturated with the dye composition. The hair was set and dried with a dryer which evaporated water from the hair. The hair was a uniform reddish-pink. This color was not easily rubbed off but was readily removed by shampooing.
  • a dye composition was formed having the following composition:
  • the dye composition was prepared in the same manner as the dye composition of Example I. This dye composition was combed through another sample of the hair of Example V until the hair was uniformly saturated with the dye composition. The hair was set and dried with a dryer which evaporated water from the hair. The hair was a uniform light blue. This color was not easily rubbed off but was readily removed by shampooing.
  • a dye composition was formed having the following composition:
  • the dye composition was prepared in the same manner as the dye composition of Example I. This dye composition was combed through another sample of the hair of Example V until the hair was uniformly saturated with the dye composition. The hair was set and dried with a dryer which evaporated water from the hair. The hair was a uniform violet. This color was not easily rubbed off but was readily removed by shampooing.
  • the dye composition was prepared in the same manner as the dye composition of Example I. This dye composition was combed through another sample of the hair of Example V until the hair was uniformly saturated with the dye composition. The hair was set and dried with a dryer which evaporated water from the hair. The hair was a uniform light pink. This color was not easily rubbed off but was readily removed by shampooing.
  • the dyestuffs used in the examples are typical of common anionic dyestuffs used in temporarily coloring hair.
  • the dyestuff identified as Alizarine Violet R is also known as Acid Violet 43 and by No. 60730 from The Color Index, 2nd Edition.
  • the dyestuff referred to as Direct Black E is also known as Direct Black 38 and is further identified by the No. 30235 from The Color lndex, 2nd Edition.
  • the amount of benzyl alcohol required for best results can vary with the dyestuff used and with the degree of prebleaching and damage to the hair. Approximately 2 percent of benzyl alcohol can give good results with Alizarin Violet R, while with Direct Black 28, approximately 4 percent of benzyl alcohol can give good results. With other dyestuffs approximately 3 percent of benzyl alcohol gives good results. In general, approximately 1 to 4 per cent benzyl alcohol gives beneficial results. In most of the examples, dimethyl hydantoin formaldehyde resin is shown. The resin used had a molecular weight of 240-300. A 75 percent by weight solution thereof in water was used.
  • non-ionic non-toxic water-soluble filmforming resins can similarly be used, such as polyvinyl pyrrolidone resin.
  • a suitable polyvinyl pyrrolidone resin has an average molecular weight of 40,000.
  • the hydroxy ethyl cellulose can be the commercial product having a Hoeppler viscosity of 325 to 400 c.p.s. at 20 C.
  • the dye compositions can be used as shown in the examples or two or more compositions can be mixed together to give colors not shown in the examples.
  • a method of temporarily dyeing hair of WhlCl'l a part has been damaged more than another part which comprises applying to the hair a dyeing composition which consists essentially of an aqueous solution of a non-ionic water-soluble film-forming resin selected from the group consisting of dimethyl hydantoin formaldehyde resin and polyvinyl pyrollidone resin and benzyl alcohol, an anionic dyestuff having an affinity for hair fibres dispersed in the solution, and an amount of a cationic surfactant equivalent to the anionic dyestuff, the surfactant and the dyestuff forming a smoothly dispersed complex whereby the dyestuff dyes the hair, there being one to four percent by weight benzyl alcohol in the composition to render the dyestuff substantially equally adsorbed on more damaged and less damaged hair sections, the solution having a pH of approximately 4.5, the film-forming resin being approximately one percent by weight of the composition, and permitting the water of the solution to evaporate from the

Abstract

Temporarily dyeing hair with a composition including an aqueous solution of a non-ionic water-soluble film-forming resin, benzyl alcohol, and an anionic dyestuff having an affinity for hair fibers dispersed therein, there being sufficient benzyl alcohol in the solution to render the dyestuff substantially equally adsorbed on more damaged and less damaged hair sections.

Description

United States Patent Reiss et al.
[451 Apr.4,1972
[54] DYEING HAIR WITH AN AQUEOUS FILM-FORMING RESIN COMPOSITION [72] Inventors: Carroll R. Reiss, Green Township, Hamilton County; Arthur W. Forbriger, Indian Hill Village; Kanu I. Patel, Cincinnati, all of 3264 Beekman Street Cincinnati, Ohio 45223 [22] Filed: May 21, 1970 [21] App1.No.: 39,540
Related U.S. Application Data [63] Continuation-in-part of Ser. No. 470,920, July 9, 1965, abandoned, Continuation-in-part of Ser. No. 264,747, Mar. 13, 1963, abandoned.
2,793,980 5/1957 Mamlok et al. ..260/29.l X-
2,956,927 10/1960 Grant ..424/47X 3,261,754 7/1966 Peter et a1 ..8/l0X FOREIGN PATENTS OR APPLICATIONS 799,458 8/1958 Great Britain ..l67/88 856,381 12/1960 GreatBritain ..8/54
Primary Examiner-George F. Lesmes Assistant ExaminerPatricia C. Ives Attorney-Pearce and Schaeperklaus [57] ABSTRACT Temporarily dyeing hair with a composition including an aqueous solution of a non-ionic water-soluble film-forming resin, benzyl alcohol, and an anionic dyestuff having an affinity for hair fibers dispersed therein, there being sufficient benzyl alcohol in the solution to render the dyestuff substantially equally adsorbed on more damaged and less damaged hair sections.
2 Claims, No Drawings DYEING HAIR WITH AN AQUEOUS FILM-FORMING RESIN COMPOSITION This is a continuation-in-part of our copending application Ser. No. 470,920 filed July 9, 1965, now abandoned and application Ser. No. 264,747, filed Mar. 13, 1963, now abandoned.
This invention relates to an improvement in the dyeing of hair and more particularly to temporary dyes which can be removed from the hair by washing.
When human hair has been repeatedly bleached or damaged at and near the hair ends, dyes which can be washed from the hair tend to preferentially dye the bleached or damaged ends or otherwise irregularly dye the hair. An object of this invention is to provide a composition and method for dyeing human hair with a temporary hair coloring which does not tend to preferentially dye either damaged or undamaged hair portions but dyes both damaged and undamaged hair portions equally.
A further object of this invention is to provide a method of and composition for dyeing hair using an aqueous medium which includes a substance such as benzyl alcohol which decreases the amount of dye adsorbed on repeatedly bleached or damaged portions of hair while increasing the dye adsorbed on normal hair.
Ordinarily, dyes which can be removed from the hair by washing, i.e., temporary hair colors, are very impermanent and rub off of the hair on clothing, pillow cases, and other articles which may touch the hair. A further object of this invention is to provide a new hair dyeing composition and a method for dyeing hair with a temporary hair coloring in which the tendency to rub offis reduced.
A further object of this invention is to provide such a temporary hair coloring in which a resin is applied with the hair coloring and in which the hair coloring is deposited on the hair first so that the resin overlies the dye to protect the dye.
A further object of this invention is to provide a method of dyeing hair in which a composition is used in which is suspended a dyestuff having a strong affinity for hair fibers and in which, in addition, a water-soluble resin is dissolved so that, when the composition is combed or brushed through the hair, the dyestuff adheres to the hair while the aqueous solution of the resin remains on the hair, and, as the aqueous solution dries, the resin is deposited on the hair surrounding the dyestuff to coat and protect the dyestuff.
According to our new method, we use an anionic dyestuff and a cationic surface active agent to form a water dispersion of the dyestuff and add benzyl alcohol which increases the dye adsorption by normal hair or hair which is slightly damaged, while decreasing the dye adsorption by repeatedly bleached or more damaged hair. Preferably, we also add a non-ionic water-soluble film-forming resin such as polyvinyl pyrrolidone or dimethyl hydantoin formaldehyde resin and, ordinarily, a non-ionic water-soluble thickener and stabilizer such as hydroxyethyl cellulose or methyl cellulose or the like. The thickening agent and the film-forming agent should be nonionic to prevent reaction with the dyestuff. To the solution is added a sufficient amount of a cationic surface active agent to be equivalent to the dyestuff. A preferred cationic surface active agent can be stearyl dimethyl benzyl ammonium chloride or a tertiary amine or the like. The cationic surface active agent produces a two-phase system including a practically colorless solution together with insoluble colored dye complex. A sufficient amount of the surface active agent is used to produce a stable uniform dispersion of the dye complex. The color complexes formed in this manner have been found to have a strong affinity for the hair fibers but to preferentially dye repeatedly bleached or damaged portions of the hair or otherwise irregularly dye the hair. Sufficient benzyl alcohol is used so that both natural or lightly pre-bleached or less damaged portions of the hair and heavily bleached or more damaged portions of the hair are uniformly colored. The cationic surface active agent serves not only to form the insoluble colored complex but also as a dispersing agent, and preferably the minimum excess is added that gives a smooth dispersion of the complex particles. The hair is not rinsed at this point, but the remaining solution is permitted to remain on the hair and to dry, and, as the solution dries, the resin therein forms a coating on the dyed hair which protects the dye. However, when desired, the resin and the dyestuff can be removed from the hair by shampooing.
The following examples are given to illustrate the invention in greater detail, but it is to be understood that the examples are given primarily by way of example rather than by way of limitation, except as set forth in the claims. In the following examples and in the remainder hereof, all parts or percentages are given by weight.
EXAMPLE I. A dye composition was formed having the following composition:
Benzyl alcohol 2.000 Hydroxy ethyl cellulose 0.250
Dimethyl hydantoin formaldehyde resin 1.000 Benzoic acid 0.016 Stearyl dimethyl benzyl ammonium chloride 1.160 Glyceryl monostearate 0.1 16 Alizarine Violet R dyestulf 0.200 Deionized water 95.258
Total: 100.000 parts In a kettle, the benzoic acid was dispersed in 50 parts of the water at room temperature. The hydroxy ethyl cellulose and the dimethyl hydantoin formaldehyde resin were added as the water in the kettle was heated to approximately 175 F. and the contents of the kettle were stirred.
In another vessel, the dyestuff was added to 5 parts of water and mixed at room temperature. The contents of the other vessel were added to the kettle, and the other vessel was washed with 5 more parts of the water, the wash water being added to the kettle. The contents of the kettle were heated to 175 F. and agitated for 15 minutes at that temperature. Then the stearyl dimethyl benzyl ammonium chloride was added to disperse the dyestuff, and the contents of the kettle were agitated for another 15 minutes. The glyceryl monostearate was added and the contents of the kettle were agitated for another 15 minutes. The contents of the kettle were allowed to cool while 30 more parts of the water at room temperature were added, and the temperature of the contents of the kettle was reduced to F. The benzyl alcohol and the remaining water were added with stirring. The pH of the batch in the kettle was adjusted to 4.5 with hydroxy acetic acid to form a dye composition.
Hair was pre-bleached using a commercial bleach for four hours. Half of each lock of the hair was further bleached for an additional 4 hours making a total of 8 hours using a commercial bleach. The dye composition was combed through a sample of the hair until the hair was uniformly saturated. The hair was set and dried using a dryer which evaporated water from the hair. The hair was uniformly colored a bluish violet, was lustrous, and easily controlled. The color was not easily rubbed off but was readily removed by shampooing.
EXAMPLE II. A dye composition was formed having the following composition:
Benzyl alcohol 1.000 Hydroxy ethyl cellulose 0.250 Dimethyl hydantoin formaldehyde resin 1.000 Benzoic acid 0.016 Stearyl dimethyl benzyl ammonium chloride 1.160 Glyceryl monostearate 0.1 16 Alizarine Violet R dyestulf 0.200 Deionized water 96.258
Total: 100.000 parts This dye composition was prepared in the same manner as the dye composition of Example I. This dye composition was combed through another sample of the hair of Example 1 until the hair was uniformly saturated with the dye composition.
The hair was set and dried, using a dryer which evaporated Benzyl alcohol 3:000 Hydroxy ethyl cellulose 0.250 Dimethyl hydantoin formaldehyde resin 1.000 Benzoic acid 0.016 Stearyl dimethyl benzyl ammonium chloride 1.160 Glyceryl monostearate 0.1 16 Alizarine Violet R dyestuff 0.200 Deionized water 94.258
Total: 100.000 parts The dye composition was formed in the same manner as the dye composition of Example 1. This dye composition was combed through another sample of the hair of Example 1 until the hair was uniformly saturated with the dye composition by, combing the dye solution therethrough until uniformly saturated. The hair was set and dried using a dryer which evaporated water from the hair. The hair was colored a bluish violet but the portion of the hair which had been bleached for four hours was more darkly colored than the portion which had been bleached for eight hours. The color was not easily rubbed off but was readily removed by shampooing.
EXAMPLE IV. A dye composition was formed having the following composition:
Benzyl alcohol 4.00 Stearyl dimethyl benzyl ammonium chloride 1.80 Direct Black E dyestuff 0.50 Deionized water 93.70'
Total: 100.00 parts The dyestuff was added to 5 parts of the water in a vessel at room temperature and mixed therewith. Thecontents of the vessel were added to a kettle containing 50 parts of water and 5 more parts of the water were used to wash the vessel, the washing being added to the kettle. The contents of the kettle were heated to 175 F. and agitated for minutes at that temperature. Then the stearyl dimethyl benzyl chloride was added to disperse the dyestuff, and the contents of the kettle were agitated for another 15 minutes. The contents of the kettle were allowed to cool while 30 more parts of the water at room temperature were added, and the temperature of the contents of the kettle was reduced to 95 F. The benzyl alcohol and the remaining water were added with stirring. The pH of the batch in the kettle was adjusted to 4.5 with hydroxy acetic acid to form a dye composition. The dye composition was combed through another sample of the hair of Example 1 until the hair was uniformly saturated. The hair was set and dried. The hair was colored a lustrous dark blue-black color and was easily controlled. The color was uniform throughout the length of the hair. The color was readily removed by shampooing.
EXAMPLE V. A dye composition was formed having the following composition:
Benzyl alcohol 3.000 Hydroxy ethyl cellulose 0.250 Dimethyl hydantoin formaldehyde resin 1.000 Benzoic acid 0.016 Stearyl dimethyl benzyl ammonium chloride 0.300
Glyceryl monostearate 0.030 Kiton Yellow T 125% (acid yellow 23 (11.19140) 0.!00 Deionized water 95.304
Total: 100.000 parts The dye composition was prepared in the same manner as the dye composition of Example I. This dye composition was combed through a sample of virgin blonde hair, the distal end of which had been bleached for 4 hours using a commercial bleach, until the hair was uniformly saturated with the dye composition. The hair was set and dried with a dryer which evaporated water from the hair. The hair was a uniform light yellow. This color was not easily rubbed off but was readily removed by shampooing.
EXAMPLE VI. A dye composition was formed having the following composition:
Benzyl alcohol 3.000 Hydroxy ethyl cellulose 0.250 Dimethyl hydantoin formaldehyde resin 1.000 Benzoic acid 0.016 Stearyl dimethyl benzyl ammonium chloride 0.500 Glyceryl monostearate 0.050 Kiton Black 2 B Conc.
(Acid Black 1. (2.1. 20470) 0.250 Deionized water 94.934
Total: 100.000 parts The dye composition was prepared in the same manner as the dye composition of Example 1. This dye composition was combed through another sample of the hair of Example V until the hair was uniformly saturated with the dye composition. The hair was set and dried with a dryer which evaporated water from the hair. The hair was a uniform blue-black. This color was not easily rubbed off but was readily removed by shampooing.
EXAMPLE Vll. A dye composition was formed having the following composition:
Benzyl alcohol 3.000 Hydroxy ethyl cellulose 0.250 Dimethyl hydantoin formaldehyde resin 1.000 Benzoic acid 0.016 Stearyl dimethyl benzyl ammonium chloride 0.200 Glyceryl monostearate 0.020 Kiton Red 26 (Acid Red 1,
Cl. 18050) 0.100 Deionized water 95.414
Total: 100.000 parts The dye composition was prepared in the same manner as the dye composition of Example 1. This dye composition was combed through another sample of the hair of Example V until the hair was uniformly saturated with the dye composition. The hair was set and dried with a dryer which evaporated water from the hair. The hair was a uniform reddish-pink. This color was not easily rubbed off but was readily removed by shampooing.
EXAMPLE Vlll. A dye composition was formed having the following composition:
Benzyl alcohol 3.000 Hydroxy ethyl cellulose 0.250 Dimethyl hydantoin formaldehyde resin 1.000 Benzoic acid 0.016 Stearyl dimethyl benzyl ammonium chloride 0.400 Glyceryl monostearate 0.040 Kiton Fast Blue C B Conc.
(Acid Blue 45, CJ. 63010) 0.100 Deionized water 95.194
Total: 100.000 parts The dye composition was prepared in the same manner as the dye composition of Example I. This dye composition was combed through another sample of the hair of Example V until the hair was uniformly saturated with the dye composition. The hair was set and dried with a dryer which evaporated water from the hair. The hair was a uniform light blue. This color was not easily rubbed off but was readily removed by shampooing.
EXAMPLE 1x. A dye composition was formed having the following composition:
Bcnzyl alcohol 3.000 Hydroxy ethyl cellulose 0.250 Dirncthyl hydantoin formaldehyde resin 1.000 Benzoic acid 0.016 Stearyl dimethyl benzyl ammonium chloride 0.400 Glyceryl monostcarate 0.040 Kiron Violet 4 EMS Ex. Conc.
(Acid Violet 49,C.l. 42640) 0.100 Deionized water 95.194
Total 100.000 parts The dye composition was prepared in the same manner as the dye composition of Example I. This dye composition was combed through another sample of the hair of Example V until the hair was uniformly saturated with the dye composition. The hair was set and dried with a dryer which evaporated water from the hair. The hair was a uniform violet. This color was not easily rubbed off but was readily removed by shampooing.
EXAMPLE X. A dye composition was formed having the following composition:
Benzyl alcohol 3.000 Hydroxy ethyl cellulose 0.250 Dimethyl hydantoin formaldehyde resin 1.000 Benzoic acid 0.016 Slearyl dimethyl benzyl ammonium chloride 0.100 Glyceryl monostearate 0.010 Kiton Eosine G C (Acid Res 4,C.l. 14710) 0.100 Deionized water 95.524
Total: 100.000 parts The dye composition was prepared in the same manner as the dye composition of Example I. This dye composition was combed through another sample of the hair of Example V until the hair was uniformly saturated with the dye composition. The hair was set and dried with a dryer which evaporated water from the hair. The hair was a uniform light pink. This color was not easily rubbed off but was readily removed by shampooing.
The dyestuffs used in the examples are typical of common anionic dyestuffs used in temporarily coloring hair. The dyestuff identified as Alizarine Violet R is also known as Acid Violet 43 and by No. 60730 from The Color Index, 2nd Edition. The dyestuff referred to as Direct Black E is also known as Direct Black 38 and is further identified by the No. 30235 from The Color lndex, 2nd Edition.
The amount of benzyl alcohol required for best results can vary with the dyestuff used and with the degree of prebleaching and damage to the hair. Approximately 2 percent of benzyl alcohol can give good results with Alizarin Violet R, while with Direct Black 28, approximately 4 percent of benzyl alcohol can give good results. With other dyestuffs approximately 3 percent of benzyl alcohol gives good results. In general, approximately 1 to 4 per cent benzyl alcohol gives beneficial results. In most of the examples, dimethyl hydantoin formaldehyde resin is shown. The resin used had a molecular weight of 240-300. A 75 percent by weight solution thereof in water was used. Other non-ionic non-toxic water-soluble filmforming resins can similarly be used, such as polyvinyl pyrrolidone resin. A suitable polyvinyl pyrrolidone resin has an average molecular weight of 40,000. The hydroxy ethyl cellulose can be the commercial product having a Hoeppler viscosity of 325 to 400 c.p.s. at 20 C.
The dye compositions can be used as shown in the examples or two or more compositions can be mixed together to give colors not shown in the examples.
The dye compositions and method of applying same are subject to variations within the scope of the appended claims.
What is claimed is: 1. A method of temporarily dyeing hair of WhlCl'l a part has been damaged more than another part which comprises applying to the hair a dyeing composition which consists essentially of an aqueous solution of a non-ionic water-soluble film-forming resin selected from the group consisting of dimethyl hydantoin formaldehyde resin and polyvinyl pyrollidone resin and benzyl alcohol, an anionic dyestuff having an affinity for hair fibres dispersed in the solution, and an amount of a cationic surfactant equivalent to the anionic dyestuff, the surfactant and the dyestuff forming a smoothly dispersed complex whereby the dyestuff dyes the hair, there being one to four percent by weight benzyl alcohol in the composition to render the dyestuff substantially equally adsorbed on more damaged and less damaged hair sections, the solution having a pH of approximately 4.5, the film-forming resin being approximately one percent by weight of the composition, and permitting the water of the solution to evaporate from the hair to deposit the dissolved resin on the dyestuff to cover and protect the dyestuff.
2. A method as in claim 1 wherein the benzyl alcohol is approximately 3 percent of the composition.
UNITED STATES rATENT OFFICE CERTIFICATE @F CORRECTYON Patent No. 3 653 797 Dated April 4 1972 Invent0r(s) Carroll R. Reiss. Arthur We Forbriqer. and Kanu I.
Patel It is certified that error appears in the above-identified patent and that said Letters Patent are hereby corrected as shown below:
Title page, after the paragraph entitled "Inventors" add [73] Assignee: Revlon-Realistic Professional Products, Inc., an Ohio corporation Signed and sealed this 3rd day of October 1972.
(SEAL) Attest:
EDWARD M.FLETCI ER,JR. ROBERT GOT'I'SCHALK Attesting Officer Commissioner of Patents FORM PO-105O (10-69) USCOMM-DC 60376-P69 u sv GOVERNMENT PRINTING OFFICE: 1969 0-366-334

Claims (1)

  1. 2. A method as in claim 1 wherein the benzyl alcohol is approximately 3 percent of the composition.
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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4746322A (en) * 1984-04-09 1988-05-24 Repligen Corporation Hair dye composition and process for using the same
EP0470381A2 (en) * 1990-07-10 1992-02-12 Kao Corporation Hair treatment composition and hair dye composition
US6096099A (en) * 1998-05-26 2000-08-01 Kao Corporation Hair dye composition comprising acid dyes
WO2001078670A2 (en) * 2000-04-17 2001-10-25 The Procter & Gamble Company Phase-separated rinse-off hair coloring/conditioning products
EP0706788B2 (en) 1994-07-30 2004-01-28 Kao Corporation Acid dye containing colorants
WO2009009653A2 (en) * 2007-07-12 2009-01-15 Johnson & Johnson Consumer Companies, Inc. A fade-resistant coloring composition containing an acid dye and a cationic conditioning agent for a keratin- containing substrate
FR2954133A1 (en) * 2009-12-18 2011-06-24 Oreal Composition, useful for coloring keratin fibers, particular human keratin fibers such as hair, comprises one or more dye precursors having fused heterocyclic structure, indoline dione dye compound and liquid organic compound in a medium

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2793980A (en) * 1956-01-16 1957-05-28 Dresset Corp Process and composition for setting hair on the human head
GB799458A (en) * 1956-08-07 1958-08-06 Ernest Norland Improved means for dyeing the hair
US2956927A (en) * 1956-06-01 1960-10-18 Curtis Helene Ind Inc 5, 5'-dialkylhydantoin-formaldehyde resin aerosol hair spray
GB856381A (en) * 1956-04-04 1960-12-14 Peters Leo Improvements in and relating to the dyeing of keratinous or regenerated protein-fibres
US3261754A (en) * 1956-04-21 1966-07-19 Rapidol Ltd Solvent dyeing of human hair

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2793980A (en) * 1956-01-16 1957-05-28 Dresset Corp Process and composition for setting hair on the human head
GB856381A (en) * 1956-04-04 1960-12-14 Peters Leo Improvements in and relating to the dyeing of keratinous or regenerated protein-fibres
US3261754A (en) * 1956-04-21 1966-07-19 Rapidol Ltd Solvent dyeing of human hair
US2956927A (en) * 1956-06-01 1960-10-18 Curtis Helene Ind Inc 5, 5'-dialkylhydantoin-formaldehyde resin aerosol hair spray
GB799458A (en) * 1956-08-07 1958-08-06 Ernest Norland Improved means for dyeing the hair

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4746322A (en) * 1984-04-09 1988-05-24 Repligen Corporation Hair dye composition and process for using the same
EP0470381A2 (en) * 1990-07-10 1992-02-12 Kao Corporation Hair treatment composition and hair dye composition
EP0470381A3 (en) * 1990-07-10 1992-03-25 Kao Corporation Hair treatment composition and hair dye composition
US5254333A (en) * 1990-07-10 1993-10-19 Kao Corporation Hair treatment composition and hair dye composition
EP0706788B2 (en) 1994-07-30 2004-01-28 Kao Corporation Acid dye containing colorants
US6096099A (en) * 1998-05-26 2000-08-01 Kao Corporation Hair dye composition comprising acid dyes
WO2001078670A2 (en) * 2000-04-17 2001-10-25 The Procter & Gamble Company Phase-separated rinse-off hair coloring/conditioning products
WO2001078670A3 (en) * 2000-04-17 2002-05-02 Procter & Gamble Phase-separated rinse-off hair coloring/conditioning products
US20040158939A1 (en) * 2000-04-17 2004-08-19 The Procter & Gamble Company Phase-separated rinse-off hair coloring/conditioning products
WO2009009653A2 (en) * 2007-07-12 2009-01-15 Johnson & Johnson Consumer Companies, Inc. A fade-resistant coloring composition containing an acid dye and a cationic conditioning agent for a keratin- containing substrate
WO2009009653A3 (en) * 2007-07-12 2009-04-16 Johnson & Johnson Consumer A fade-resistant coloring composition containing an acid dye and a cationic conditioning agent for a keratin- containing substrate
FR2954133A1 (en) * 2009-12-18 2011-06-24 Oreal Composition, useful for coloring keratin fibers, particular human keratin fibers such as hair, comprises one or more dye precursors having fused heterocyclic structure, indoline dione dye compound and liquid organic compound in a medium

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