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Publication numberUS3194735 A
Publication typeGrant
Publication date13 Jul 1965
Filing date4 Feb 1964
Priority date4 Feb 1964
Publication numberUS 3194735 A, US 3194735A, US-A-3194735, US3194735 A, US3194735A
InventorsBrechner Stanley
Original AssigneeWarner Lambert Pharmaceutical
Export CitationBiBTeX, EndNote, RefMan
External Links: USPTO, USPTO Assignment, Espacenet
Hair coloring comprising a basic dye, a glycol and an amphoteric surfactant
US 3194735 A
Abstract  available in
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Claims  available in
Description  (OCR text may contain errors)

United States Patent Office 3,104,735 Patented July 13, 1965 3,194,735 HAIR COLORING COMPRISING A BASIC DYE,

A GLYCOL AND AN AMPHOTERIC SUR- FACTANT Stanley Brechner, West Orange, N.J., assignor to Warner- Lambert Pharmaceutical Company, Morris Plains, N.J.,

a corporation of Delaware No Drawing. Filed Feb. 4, 1964, Ser. No. 342,518 4 Claims. (Cl. 167-88) This invention relates to a composition of matter and more particularly, to new and novel compositions especially useful for coloring human hair, and to methods for their use.

This application is a continuation-in-part of copending application Serial No. 65,580 filed October 28, 1960, now abandoned.

Compositions for coloring the human hair have been known and widely used for many years. The first compositions which were developed for this purpose were those which utilized dyes which acted to dye the hair in the presence of certain auxiliary agents, such as oxidizing agents, dye precipitating agents and the like. When such compositions are applied to the hair, the dye becomes permanently absorbed'in the hair structure and should the user become dissatisfied with the particular color employed little can be done except to subject the hair to a very strenuous bleaching treatment and then re-dye the-hair. The other alternative is to permit the hair to grow out, cutting the dyed portions from time to time until only the natural hair remains. Not only are strenuous bleaching compositions irritating to the skin but they tend to alter and embrittle the hair structure.

It was later found that compositions comprising water soluble basic dyes in combination with nonionic surface active agents imparted a desirable color to the hair which could, if desired, be removed by merely shampooing several times which served to solve many of the problems associated with the old permanent type'compositions. Compositions of this type of transient hair coloring are disclosed in US. Patent No. 2,763,269.

' These improved compositions, however, have certain disadvantages. It has been found that the human hair does not tend to absord or take these basic dyes to a satisfactory degree in the presence of significant quantities of nonionic surface active agents. Thus, to produce a color take on the hair to the desired depth the dye concentration in the product must be raised to a point at which the compositions frequently cause objectionable and unsightly staining of the hands and scalp of the person applying the composition. Aerosol spray application has been well accepted by consumers in recent years and compositions for coloring the hair have been packaged in this form. There has, furthermore, long been a need for an aqueous hair coloring composition with a high degree of dye utilization which may be conveniently packaged in the form of an aerosol. Since the latter are normally packaged in metal cans, it is of importance that these compositions be noncorrosive in order to insure long shelf life when packaged in such containers.

Recently issued US. Patent No. 3,092,555 describes a foaming composition for carrying hair coloring materials. While such a composition does represent an improvement, it is still far from satisfactory for use in hair coloring procedures. Thus, for example, when a dye is incorporated into such a composition and applied to human hair, upon evaporation of the foam a uniform film containing entrapped dyes is deposited on the hair. It is quite obvious that a mere deposit of the dye trapped in a film deposited on the hair can be easily rubbed off on linens or clothing or, if the colored hair is wetted, the dye will dissolve and will streak the face, the clothes and so on.

It is, therefore, an important object of this invention to provide a hair coloring composition exhibiting a high and efficient degree of dye take or utilization.

'It is a further object of this invention to provide a hair coloring composition which when applied to hair has sufficient permanency to withstand change under the normal environmental conditions yet may be easily removed by shampooing.

It is a further object of this invention to provide a hair coloring composition suitable for application in aerosol form and noncorrosive when packaged in metal cans.

Other objects and advantages of the present invention will become apparent from the following detailed description.

I have found quite unexpectedly that the aforesaid objects and advantages are attained with hair coloring compositions which are formulated by combining water soluble basic dyes with a particular class of amphoteric surface active agents and adding from about 2 to about 15 percent by weight of a hexylene glycol to the composition.

The term hexylene glycol as used in the specification and in the claims refers to saturated compounds having 6 carbon atoms in a straight or branched chain structure and further substituted with 2 hydroxyl groups. Such compounds have the empirical formula C H (OH) Exemplary of such compounds are 2-methyl-2,4-pentanediol, 2,3-hexanediol, 2,4-hexanediol, 2,5-hexanediol, 2- ethyl-2,4-butanediol, 2-methyl-2,3-pentanediol and the like.

The dyes employed in said improved hair coloring composition are of the Water soluble basic type, the exact dye or combination of dyes employed being governed by the desired shade to be imparted to the hair by the composition. Typical water soluble basic dyes which are useful in formulating hair'coloring compositions according to this invention are Acridine Orange, Color Index #46005, Methylene Blue, Calcozine Orange RS, Color coloring composition by employing the combination of an amphoteric surface active agent with a hexylene glycol, the concentration of water soluble basic dyes necessary in compositions of this invention is at least 25 percent less than is necessary in similar compositions for a comparable take on the hair utilizing said water soluble basic dyes but which do not include this combination of amphoteric surface active agent with hexylene glycol.

The surface active agent used in the compositions are amphoteric and contain both acidic and basic functional groups. I have found that the straight chain amphoteric surface active agents of the formula:

wherein R is an alkyl radical containing 8 to 20 carbon atoms, and A is an alkylene radical, of either straight or branched chain structure, containing 1 to 8 carbon atoms, and the alkali metal and triethanolamine salts thereof are particularly advantageous because they do not leave a film on the hair after rinsing and evaporation. The dye, therefore, not being entrapped in a film has a better chance to combine with the hair structure and, in fact, the dye is actually absorbed on' the hair.

The R, substituent may derive either from purified carboxylic acids having the desired number of carbon atoms or, alternately, may be the mixed alkyl radicals derived from the fatty acids of such natural materials as coconut oil, tallow and the like. Exemplary of such straight chain amphoteric surface active agents are those identified by the trademark Deriphat of General Mills, Inc., Kankakee, 111., including Deriphat 151 which is the sodium salt of N-coco beta amino propionate, Deriphat 170 which is the sodium salt of N-lauryl beta amino propionate and Deriphat 1703 which is the triethanolarnine salt of N-lauryl beta amino propionate.

The compositions of this invention preferably contain about 2 to about 15 percent by weight of amphoteric surface active agent and have a pH between about 6 and about 7.

The presence of heXylene glycol in the composition i an amount of about 2 to about percent by weight serves 1 to aid solubilizati-on of the basic dye in the system.

The resulting compositions are stable, possess an optimum degree of dye utilization on the hair and are substantially noncor-rosive, a property of particular advantage when the composition is pack-aged under pressure in a metal can for aerosol application. Such a package will also contain suitable liquified gaseous propellants, that is, one or more of the chlorofluorocarbons conventionally used for such purposes. The compositions of this invention may also include conventional perfumes, preservatives and hair-conditioning agents. In use, the consumer selects the desired shade and then shampoos her hair with the composition. When the hair has been Washed and dried, the hair assumes the color of the selected shade. The color will resist normal handling, i.e., it will not rub off or will not discolor in the presence of moisture.

The following examples are included in order further to illustrate the present invention:

Example 1 A hair coloring composition adapted to impart a blond color to the hair is formulated at a pH of 6.5 to contain:

Parts by weight Deriphat 151* 3 0 General Mills, Inc., Kanknkee, Ill. The sodium salt of N-coco beta amino propionate.

Example 2 The composition of Example 1 is prepared, with the substitution of 4.5 parts of dichl-orodifiu-oromethane (Freon 12) and 3.0 parts of l,2-dichloro-1,1,2,2-tetrafiu-oroethane for 7.5 parts of distilled Water.

It is understood that the foregoing detailed description is given merely by way of illustration and that many variations may be made there-in without departing from the spirit of my invention.

Having described my invention, What I desire to secure by Letters Patent is:

1. A composition for coloring human hair which comprises an aqueous solution containing between about 2 and about 15 percent by weight of a surface active agent selected from the group consisting of compounds of the formula:

wherein R is alkyl of 8 to 20 carbon atoms and A is alkylene of 1 to 8 carbon atoms and the alkali metal and triethanolarnine salts thereof, between about 0.04 and about 1.5 percent by weight of .a water soluble basic hair dye, and from about 2 to about 15 percent by Weight of glycol having the formula C H (OH) 4 2. A composition according to claim 1 wherein said surface active agent is the sodium salt of N-coco beta amino propionate.

3. A composition according to claim 1 wherein said glycol is a member of the group consisting of 2-methyl-2,4- pentanediol, 2,3-hexanediol, 2,4-hexanedi0l, 2,5-hexanediol, 2-ethyl-2,4-butanediol, and 2- methyl-2,3-pentanediol.

4-. A method for coloringhair which comprises shampooing the hair, with a composition as defined in claim 1, rinsing the shampooed hair with water until the water runs clear and allowing the hair to dry.

References Cited by the Examiner UNITED STATESPATENTS 8/56 Den Beste 16788 6/63 Horn 16788 OTHER REFERENCES JULIAN S. LEVITT, Primary Examiner.

Patent Citations
Cited PatentFiling datePublication dateApplicantTitle
US2763269 *1 Feb 195218 Sep 1956Rayette IncFoaming hair coloring compositions comprising basic dyes, and method of use
US3092555 *21 Apr 19584 Jun 1963Roy H HornRelatively collapsible aerosol foam compositions
Referenced by
Citing PatentFiling datePublication dateApplicantTitle
US3331781 *21 Jun 196518 Jul 1967OrealAmphoteric surface-active agents and method of preparing them
US3480377 *28 Apr 196525 Nov 1969Lever Brothers LtdSolvent dyeing of living human hair
US3920807 *22 Jan 197518 Nov 1975Lever Brothers LtdAntiperspirant and deodorant compositions
US4087240 *15 Jun 19762 May 1978Ciba-Geigy CorporationStable formulations of textile-processing agents
US4168144 *14 Jul 197518 Sep 1979Lever Brothers CompanyKeratinous fibers colorant compositions containing basic dyes and an anionic-cationic detergent complex
US5948124 *9 Jul 19977 Sep 1999Kao CorporationComposition for dyeing human hair comprising a cationic dye, a zwitterionic surfactant, and an anionic UV-absorber
U.S. Classification8/426, 8/597, 8/611
Cooperative ClassificationA61K8/44, A61K8/345, A61Q5/065
European ClassificationA61Q5/06D, A61K8/44, A61K8/34D