US 3662061 A
Description (OCR text may contain errors)
United States Patent Oifice 3,662,061 Patented May 9, 1972 rm. (:1. $61k 7/02 US. Cl. 42464 2 Claims ABSTRACT OF THE DISCLOSURE A salt of a bromo acid dye and an amine is dispersed in a fatty substance of the type used in the manufacture of lipsticks and the like.
This invention relates to a process of making lip rouges for use in lipsticks and to new products which may be used in this process.
Bromo acids, commonly known as eosine acids and as alkaline eosines, are currently used to color lip rouges of the type used in lipsticks.
The acid eosines are insoluble in water and in fatty substances so that, when used in lipsticks, those colorants must be incorporated into dispersions in the waxes and fatty substances constituting the inert portion or base of the lip rouge. This dispersion may be formed by introducing eosine acids into a solvent therefor which is also soluble in the base material of the lip rouge, so that after evaporation of the solvent, the eosine acids precipitate, and, at the end of the process, are dispersed within the material making up the lipstick.
This dispersion may also be effected by prolonged grinding of a mixture containing the material making up the lipstick and the colorants.
Colored pigments may also be incorporated into the lipstick material by first dissolving them in a solvent such as glycol or tetrahydrofurfuric alcohol.
Alkaline eosines are soluble in water, but are not soluble in fatty substances, so that they must also be introduced into the lipstick material in the dispersed state.
This is accomplished either by using a solvent, as in the case of the eosine acids, or by emulsifying an aqueous solution of alkaline eosines in the mixture of fatty substances constituting the material making up the lipstick.
The use of such colorants which are insoluble in the fatty substances which constitute the major constituent of lipstick materials, has several disadvantages.
In the first place, it is very difficult to produce a completely homogenous dispersion, so that various irregularities result during manufacture and these show up in the form of variations in shade, especially when a plurality of colorants are used to obtain a single shade.
Moreover, these lip rouges have the practical disadvantage that the color of the lip-stick differs from the color which is imparted to the skin by the application of the lipstick thereto. This is a practical disadvantage which cannot be ignored because it makes it impossible to choose a color by simply looking at the lipstick, so that it is necessary to apply a streak from the lipstick to the skin in order to determine its actual effect in terms of color.
Moreover, lip rouges utilizing bromo acid colorants also suffer from the disadvantage that they change color with the passage of time, after having been applied to the skin, and this disadvantage is quite serious because the color tends to shift toward blue, a color which is not considered esthetic in this context.
The present invention relates to a method of manufacturing new lip rouges from colorants derived from bromo acids and, in particular, for eosines, which avoids all the above disadvantages While providing shades which compare favorably with those presently known.
It is an object of the present invention to provide as a new article of manufacture a compound which is particularly useful for coloring lip rouges and the like, which compound is characterized by the fact that it comprises a salt of a bromo acid dye and an amine.
Among the bromo acid dyes which may be used in making the compounds according to the invention are the cosine acids and especially those responding to the following formulae:
These formulas correspond to dyes which are commercially known respectively as D & C Red 21, D & C Orange 5, D & C Red 27, and D & C Orange 10.
The amines which may be used to produce the amine salts according to the invention are the non-aromatic primary, secondary and tertiary monoamines in which the radicals substituted on the nitrogen comprise a maximum of 6 carbon atoms, which may be separated by one or more hetero atoms, and especially by oxygen atoms. The radicals substituted on the nitrogen may be separated from each other or connected together to form a heterocycle. They may also carry functional groups such as hydroxyl groups.
Another object of the present invention is to provide a method of preparing the above amine salts, which method comprises the step of dispersing the dye in a fatty substance in its molten state, and then adding the corresponding amine and permitting the resulting solution to cool.
The fatty substance in which the bromo acid dye is dispersed for subsequent salification may be a fatty substance used in the manufacture of make-up or lip rouge. By way of example it may be a phospholipide, in particular, soybean lecithin, the employment of which is especially advantageous in carrying out the process according to the invention.
It is also an object of the present invention to provide a new article of manufacture which consists of a colored fatty substance suitable for use in make-up and lip rouge and essentially characterized by the fact that it comprises in solution at least one amine salt as set forth above.
Yet another object of the present invention is to provide as a new article of manufacture a new colored cosmetic composition, and especially a lip rouge or make-up, which contains at least one fatty constituent in which at least one amine salt of a bromo acid dye is dissolved.
The amine salts of bromo acid dyes may be advantageously dissolved in a mixture of waxes such as vegetable waxes, like Carnauba wax, animal waxes like beeswax, or mineral Waxes like ozokerite, and vegetable or mineral oils.
These mixtures of wax and oil generally constitute the bases of lip rouges and make-up preparations, which may also contain other fatty constituents such as lanolin and its derivatives, various vegetable or animal lecithins and their derivatives, and derivatives of ricin or fatty alcohols.
The lip rouges produced in accordance with the invention may, for example, consist of a mixture of soy bean lecithin, ozokerite, lanolin derivatives, Vaseline oils, and, of course, dyes according to the invention.
The cosmetic compositions according to the invention may also contain other ingredients conventionally used in cosmetics such, for example, as perfumes. In particular, the lip rouges and make-up preparations may contain other base materials or pigments in addition to the dyes according to the invention.
In order that the invention may be better understood, several methods of carrying it out will now be described, purely by way of illustration and example.
EXAMPLE 1 A lip rouge having the following composition is prepared:
Dye known in the United States as D & C Red 21 0.50
Triethanolamine 0.23 Soy bean lecithin 10.00 Ozokerite 25.00 Lanolin derivative 5.00 Vaseline oil 100 In order to manufacture the lip rouge, the soy bean lecithin is placed in a corrosion-resistant container, the dye is added, and the mixture kneaded for several minutes at 50 C. When it has become homogenous, triethanolamine is added, while keeping the temperature at 50 C. The mixture is thoroughly kneaded and the lanolin derivative added, after which the mixture is heated to 75 C.
In another container, the ozokerite is mixed with Vaseline oil. This second mixture is heated to 85 C., and then incorporated into the first mixture. It is left for several minutes at 75 C., while stirring gently, the result is a limpid solution, free of precipitate, which, after cooling, forms a lip rouge having excellent coloring properties.
EXAMPLE 2 In the same manner as in Example 1 a lip rouge having the following composition is prepared:
G. Dye know in the United States as D & C Red 21 0.50 2-amino-2-methyl-1,3-propanediol 0.15 Soy bean lecithin 10.00 Ozokerite 25.00 Lanolin derivatives 5.00 Vaseline oil q.s.p. 100.00
This produces an excellent lip rouge having a more intense color than the corresponding dye.
EXAMPLE 3 In the same manner as in Example 1 a lip rouge having the following composition is prepared:
Dye known in the US. as D & C Orange 5 0.50
Diethanolamine 0.20 Soy bean lecithin 10.00 Lanolin derivative 10.00 Ozokerite 25 .00 Vaseline oil, q.s.p 100.00
This produces an excellent lip rouge which imparts to the lips a color identical to that of a lipstick made from this rouge.
EXAMPLE 4 In the same manner as in Example 1 a lip rouge having the following composition is prepared:
Dye known in the United States as D & C Orange G.
10 0.50 Mono-isopropanolamine 0. 15 Soy bean lecithin 5.00 Lanolin derivative 10.00 Ozokerite 25.00 Vaseline oil, q.s.p. 100.00
This produces an excellent lip rouge, the color of which changes very little in the course of time.
EXAMPLE 5 In the same manner as in Example 1 a lip rouge having the following composition is prepared:
G. Dye known in the United States as D & C Red 27 0.50 Tri-hydroxymethylaminomethane 0. 1 5 Soy bean lecithin 5 .00 Lanolin derivative 15.00 Ozokerite 25.00 Vaseline oil, q.s.p 100.00
The results are excellent.
EXAMPLE 6 In the same manner as in Example 1 a. lip rouge having the following composition is prepared:
Dye known in the United States as D & C Orange 5 0.50
Morpholine 0.18 Soy bean lecithin 10.00 Lanolin derivative 5 .00 Ozokerite 25.00 Vaseline oil, q.s.p 100.00
An excellent lip rouge is produced.
EXAMPLE 7 In the same manner as in Example 1 a lipstick having the following composition is prepared:
What is claimed is:
1. A method for making a lip rouge composition consisting essentially of a base containing wax, oil and soy bean lecithin and, as a coloring agent therefor, an cosine acid dye selected from the group consisting of JIM 1151' 1'51 llir 0 0 no -011 no -0 n Br \0 -Br \0 and an amine selected from the group consisting of triethanolamine, 2-arnino-2-methyl-1,3-propanediol, diethanolamine, monoisopropanol amine, trihydroxymethylaminomethane, morpholine and diglycolamine, comprising kneading at 50 C. in a corrosion-resistant container the soy bean lecithin and the dye until a homogenous mixture is obtained, adding the amine and again kneading while keeping the temperature at C., heating in a separate container the wax and oil at 85 C. and incorporating same into the first mixture which has been heated to C., stirring gently for several minutes at 75 C. and then cooling the mixture to form said lip rouge; the amount of said cosine acid dye ranging between about 5-10 weight percent of said soy bean lecithin and said amine being about 26-46 percent by Weight of said eosine acid dye.
2. The lip rouge prepared by the method of claim 1.
References Cited UNITED STATES PATENTS 4/1963 Soloway a- 424--64 10/1965 Buchwalter et a1. a..-" 424--64 OTHER REFERENCES STANLEY J. FRIEDMAN, Primary Examiner D. J. FUNDERBURK, Assistant Examiner