US2266540A - Coloring composition - Google Patents

Description

Patented Dec. 16, 1941 COLORING COMPOSITION Alphonse T. Flore, Passaic, N. J., assignor to Burton T. Bush, Inc., New York, N. Y., a corporation of New Jersey No Drawing. Application August 24, 1940, Serial No. 354,109

13 Claims.

This invention relates to lip-coloring and lipstaining compositions, and more particularly to such compositions which contain halogenated fluoresceins.

The object of this invention is to provide improved compositions of the type which actually stain the lips and which do not impart coloring thereto merely by reason of a layer of coloring material deposited on the lips.

Another object of this invention is to furnish compositions in which the chief stain-causing ingredient is substantially all in its most active form, i. e., dispersed in solution.

A further object is to obtain compositions of the lip-staining or indelible type before noted, in which the amount of irritation which may be caused by such compositions to the user thereof is reduced to a minimum.

A still further object is to provide lip-coloring compositions of the indelible type which attain a rapid development of color after being applied to the lips.

Other objects of this invention will be apparent to those skilled in the art from the following description.

Lip-coloring compositions, e. g., lipsticks, as is known, ordinarily contain several ingredients. Animal and vegetable oils, waxes, modifiers such as lanolin. dyes, lakes and perfumes, etc., are commonly-used lipstick raw materials.

The practice employed in the lipstick art may be outlined as follows:

The ingredients comprising the wax base are usually melted together and stirred to assist solution. The dye is separately dispersed in castor oil and enough of thewax base is added thereto so as to form a soft paste at room temperature. The paste is then ground through a roller or ointment mill. The balance of the wax base ingredients is then added, the entire contents being reheated and stirred until the wax base has been dispersed. Perfume and/or other special purpose ingredients may be added just prior to pouring the contents into suitable molds. The temperature of pouring is ordinarily about above the solidifying point of the lipstick. The contents must be stirred continuously up to the point of pouring. After cooling below the solidification point, the lipstick may be removed from the molds.

In,lipstickmanufacture, castor oil has found general use because of its peculiar properties. It is used as a dispersant for dye. It is a thick, viscous oil and among the most suitable of the vegetable and animal oils in lipsticks. It is considered to be a good solvent for halogenated iluoresceins; it is also miscible with animal and vegetable oils as well as true-ester-type waxes.

In spite of its very general use in lipsticks manufacture, castor oil has certain disadvantages. It is only slightly miscible with mineral oil and other hydrocarbons, thereby precluding the use of all but relatively small amounts of such materials. Moreover, there is a definite tendency for lipsticks containing castor oil and halogenated fluorescein to become rancid. Further, the solvent powder of castor oil for halogenated fluorescei'ns is actually quite low, viz: about of 1%. The disadvantages of this low solvent power in connection with lipsticks will be shown hereinafter.

I have discovered that lipstick of improved properties can be obtained by replacing part of the castor oil with tetra hydro furiuryl alcohol. The compatibility of the castor oil-tetra hydro furfuryl alcohol with mineral oils and other hydrocarbons is quite satisfactory.

A further discovery of this invention is the practicability of completely eliminating the castor oil as an ingredient in lipsticks by the use of tetra hydro iurfuryl alcohol and certain secondary solvents. Examples of such solvents are lauryl lactate, ethylene glycol mono ricinoleate, propylene glycol mono laurate, glyceryl mono ricinoleate, cyclonol and ethyl tartrate and ethyl citrate.

A very important advantage obtained by the use of tetra'hydro furfuryl alcohol is its superior solvent power for the halogenated fluorescin dyes. Whereas /g "of 1 part of tetra bromo fluorescein in 100 parts castor oil is the limit of solubility therein, in tetra hydro furfuiyl alcohol at least 28 parts of the dye will dissolve in 100 parts of the alcohol. The increased solvency of the dye in tetra hydro furfuryl alcohol results in lipsticks of increased color intensity when applied to the skin. This is probably so because the dye is in solution and this latter state is the most eflicient for the dye. When castor oil alone is used only /z% of the dye, as before indicated, is in solution. The undissolved dye (e. g. if the dye were present to the extent of 4% of the weight of castor oil, 3 of the dye would be undissolved) is not as efiective in its staining power as it would be were it dissolved.

The increased color-imparting eiliciency of lipsticks containing tetra hydro furfuryl alcohol renders it possible to reduce materially any irritation which may be associated with lipsticks 65 containing the halogenated fluoresceins'. This is brought about by the need of much less dye than heretofore required. Another contributing factor to the material reduction in irritation when tetra hydro furfuryl alcohol is used, is the fact that the dye, being dissolved therein, is in a form conducive to less irritability than were it in the undissolved or solid form.

It is also noteworthy to mention that the rapidity of stain development of the lips is greater in lipsticks containing tetra hydro furfuryl alcohol. A possible explanation of this fact, although one to which I do not wish to bind myself, is that the dye is substantially all dissolved; consequently it is in its most active state.

The process of making lipsticks has been improved by this invention also. A solution of the dye in tetra hydro furfuryl alcohol may be stored indefinitely without necessitating any agitation thereof before use. Heretofore, it has been necessary to either use freshlyprepared dye dispersions or to agitate same before use in lipsticks. Moreover, the present invention permits of the simple heating together of the ingredients without continual agitation thereof during the lipstick making.

It is believed that this invention was not foreseeable. The high solvent power of tetra hydro furfuryl alcohol for halogenated fluoresceins was unexpected. This can be more readily realized by reference to the followin data, obtained by measuring the amount of the tetra bromo fluorescein which dissolves in 100 parts of the material tested, the parts here as in this entire patent specification, being by weight.

6 percent not soluble.

1 percent completely soluble. 2 percent not soluble.

28 percent completely soluble. percent soluble.

1 percent not soluble.

Propylene glycol mono ester of capric ac 'Ietrs hydro iur'luryl alcohol Castor oil The lip-coloring compositions embraced by this invention are those containing one or more halogenated fiuoresceins. These are reaction products of halogenated phthalic acid and resorcinol; they are sometimes referred to as di-hydroxy halogenated fiuoranes. Examples of such materials within the scope of this invention are 4,5-di-bromo-3,6-fluorane diol; 2,4,5}? tetrabromo-12,13,14,15-tetra-chloro-3,6, fluorane diol; 4,5-di-chloro-3,6-fluorane diol; 2,4,5}? tetrabromo-3,6 fluorane diol (tetra bromo fluorescein) When desired, of course, lakes or toners may be employed to obtain the shade sought.

Although lipsticks have been used in this speciflcation for the purpose of illustrating the invention, it is to be understood that they are only a preferred embodiment thereof. The invention is capable of being employed in other lip-coloring or staining compositions, e. g. liquids, pastes or rouges intended for coloring or staining the lips. The terms lip-coloring and lip-staining on the one hand, and coloring and staining on the other are used interchangeably herein except where otherwise clearly indicated. Although the application of this invention to lipstlcks has been particularly shown herein, it will be understood that such is merely by way of illustration and not by way of limitation.

The permissive and preferred amounts of the various ingredients used may vary over relative ly wide limits. Based on the lipstick composition, the amount of halogenated fiuorescein may vary from /2 to 5% although amounts from may be used in amounts from 5 to 25%.

to 2% are ordinarily used. The amount of castor oil may vary from 15 to 50%. Where secondary solvents are used, the amounts thereof are of the same order. Tetra hydro furfuryl alcohol The preferred amounts of the foregoing are 0.5-2% for the halogenated fluorescein, 15 to 35% for castor oil or so-called secondary solvents, and 5 to 20% for the tetra hydro furfuryl alcohol. Examples illustrating the practice of the invention follow:

The first five ingredients may be called the wax base part. These are melted together and stirred to assist solution. The tetra bromo fluorescein is dispersed in the castor oil and a sumcient amount of the wax base added to render the mass a soft paste at room temperature. This mass is then passed through either a roller or ointment mill. To the milled mass the balance of the ingredients is added, and the entire batch reheated and stirred until the wax base has been dispersed. The batch is poured into suitable molds at a temperature of C. and after cooling in the molds, the lipsticks are removed therefrom. Stirring is continued up to the point of pouring.

Present process:

Beeswax 15 Ozokerite 5 Spermaceti 5 Lanolin l0 Vaseline l5 Dye solution 50 *Dye solution contains 75 parts eastor oil, 25 parts tetra hydro furfuryl alcohol, 4 parts tetra bromo fluorescem. All the ingredients are heated under agitation to a temperature sufficient to melt the wax, e. g. C. After a clear solution is obtained, the contents are cooled to about 65 C. and then poured into suitable molds, which are chilled. The resulting lipsticks are removed in the usual manner. No stirring is necessary after a clear solution has been obtained.

It is understood that the invention is not limited by the foregoing but is to be construed as broadly as permissible in view of the prior art, limited solely by the appended claims.

What is claimed as new is:

l. A lip-coloring composition containing tetra hydro furfuryl alcohol, waxes, and a halogenated fluorescein.

2. A lip-coloring composition containing tetra hydro furfuryl alcohol, waxes, and a bromo fluorescein.

3. A lip-coloring composition containing tetra hydro furfuryl alcohol, waxes, and a chloro fluorescein.

4. A lip-coloring composition containing tetra hydro furfuryl alcohol, waxes, and tetra bromo fluorescein.

5. A lip-coloring composition containing tetra hydro furfuryl alcohol, waxes, and 4,5-di-bromo- 3,6-fluorandiol.

6. A lip-coloring composition containing tetra hydro furfuryl alcohol, waxes, and 4,5-di-chloro- 3,6-fluorandiol.

7. Lipstick containing tetra hydro furfuryl alcohol and a halogenated fluorescein.

13. The process of making lipsticks which comprises heating a halogenated fluorescein with ingredients normally employed in lipsticks in the presence of tetrahydro furfuryl alcohol, and at a temperature sufficiently high to attain a liquid condition and maintaining said temperature until a clear solution is obtained, pouring the contents into suitable molds, and cooling to form lipsticks.

ALPHONSE T. FIORE.