JPH08245356A - Method for utilizing dihydroxyacetone - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a method for improving the skin adhesivity of an amine- containing sun-screening agent, and to provide a container system for applying the sun-screening composition having the improved skin adhesivity. SOLUTION: This method for improving the skin adhesivity of an amine- containing sun-screening agent comprises using the amine-containing sun- screening agent together with dihydroxyacetone. The container system for applying the sun-screening composition comprises a container containing the following components (a), (b) and (c). (a) A chamber having a liquid or paste composition containing dihydroxyacetone therein, (b) a chamber having a liquid or paste composition containing an amine-containing sun-screening agent therein, and (c) an implement for simultaneously applying the compositions contained in the first and second chambers, respectively.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION This invention relates to the use of dihydroxyacetone to improve the skin adhesion of amine-containing sunscreens.

[0002]

BACKGROUND OF THE INVENTION As is well known, the skin is sensitive to the sun's rays, which can usually cause sunburn, erythema and more or less significant burns. .

However, the sun's rays also have various other negative effects, for example they cause the skin to lose elasticity and cause wrinkles, which leads to premature aging.
Dermatitis is often observed. In extreme cases, human skin cancer occurs.

It is also desirable to protect the hair against photochemical damage to prevent shade changes or bleaching and damage of mechanical properties.

It is known that amine-containing sunscreens, such as, for example, p-aminobenzoic acid or phenylbenzimidazole sulphonic acid, contained in various cosmetic preparations, have a high shielding capacity but a low skin adhesion. Has been.

As is known, the most dangerous part of the sun's rays is constituted by UV light having a wavelength shorter than 400 nm. It is also known that due to the presence of the ozone layer of the earth's atmosphere, which absorbs some of the sun's rays, the lower limit of ultraviolet rays reaching the earth's surface is about 280 nm.

[0007]

Therefore, the ultraviolet rays are
The wavelength range from 0 nm to 400 nm, ie 280 nm and 320 which play a crucial role in the formation of erythema of the sun
UV-B rays with wavelengths between nm and also make the skin reddish-brown (tan), but age it, induce an erythema reaction, or increase this reaction in some people, Or improved skin adhesion, i.e. cleansing, such that it can also absorb UV-A radiation having a wavelength between 320 nm and 400 nm, which can induce phototoxic or even photoallergic reactions. It would be desirable to be able to have a formulation that has stability to.

The conventional sunscreen agents in cosmetics are classified into UVA screening agents and UVB screening agents. UV
Eusole in the B range (280-320 nm)
x (registered trademark) 6300 and Eusolex (registered trademark)
Materials such as 232 provide good shielding, but UVA
Those used in the range (320-400 nm) have various problems.

Dibenzoylmethane compounds such as Eusolex® 9020 or Eusolex® 8020 are not infinitely stable under UV irradiation, which on the one hand reduces their shielding effect with time. , And, on the other hand, may promote photosensitization of the skin in individual cases. Benzophenone compounds, which are likewise used as UVA screening agents, have a limited solubility in the oils and fats used in various cosmetics, and they have a relatively low absorption capacity. On the other hand, currently water-soluble U
Although only a few VA screening agents are known, their absorption capacity is low.

US Pat. No. 4,434,154 describes a cosmetic preparation which contains a UV-screening agent while at the same time producing an artificial skin coppering (tanning).

These formulations contain as active compounds dihydroxyacetone and octyl N, N-dimethyl-p-aminobenzoate. However, there is no indication there that the skin adhesion of this UV-screening agent can be enhanced by the use of dihydroxyacetone.

On the other hand, in US Pat. No. 3,177,120, it is essentially taught that the UV-screening agent containing amino groups should not be combined with dihydroxyacetone.

[0013]

Surprisingly, the present inventors have found that various UV-screening agents, in which dihydroxyacetone contains amino groups, are fixed on the skin, which results in a water-resistant sunscreen effect. It was found to last for several days.

The extremely high extinction coefficients of these UV-screening agents enable the formulation of sunscreen compositions with high sunscreen elements and long-lasting protective action in combination with low use concentrations.

Furthermore, the formulations according to the invention can also be used for the prophylactic treatment of various skin inflammations and allergies and for the prevention of certain types of cancer.

These formulations furthermore offer the advantage of being non-toxic to the skin, ie non-irritating and completely harmless.

They can be uniformly dispersed in conventional cosmetic carriers, and in particular fatty carriers, to form continuous films, and they also form effective protective films in such a manner. Can be applied to the skin as.

[0018]

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method of using dihydroxyacetone to improve the skin adhesion of amine-containing sunscreens, wherein the amine contained in the sunscreen is preferably secondary or primary. The amine is preferably p-aminobenzoic acid or p-aminobenzoic acid ester.

The preferably used p-aminobenzoic acid or p-aminobenzoic acid derivative is represented by the following formula (I).

[0020]

Embedded image In the above formula, R ¹ represents a hydrogen atom or a linear or branched alkyl group having 1 to 10 carbon atoms, and R ² represents a hydrogen atom or a linear or branched alkyl group having 1 to 10 carbon atoms. In a preferred embodiment, R
¹ and R ² are both hydrogen atoms (that is, formula (I) is p-aminobenzoic acid).

In one of the preferred embodiments, a composition containing dihydroxyacetone and at least one amine-containing UV-screening agent is applied and acted on the skin.

In a further preferred embodiment, the composition contains in one compartment a composition containing dihydroxyacetone and in the other compartment a composition containing the amine-containing sunscreen. Applied with a container having two separate chambers.

The present invention further relates to a container for applying a sunscreen composition having improved skin adhesion, which is in the form of a fluid or paste containing the following components: (a) dihydroxyacetone. A chamber containing the composition, (b) a chamber containing a fluid or pasty composition containing an amine-containing sunscreen, and (c)
A device for simultaneously applying each composition of the first and second chambers.

A similar container system for the simultaneous application of cosmetic compositions containing dihydroxyacetone and various primary amines is described, for example, in WO 94/04130.

However, there is no suggestion that the skin adhesion of amine-containing UV-screening agents can be improved by the use of such systems.

The present invention further includes an active amount.
mount) dihydroxyacetone (DHA) and p-
Aminobenzoic acid (PABA) and a cosmetic preparation contained in a cosmetically acceptable carrier.

The cosmetic composition according to the invention can be used as a preparation for protecting the human epidermis and hair or as a sunscreen composition.

The present invention still further relates to a method of applying an active amount of DHA and PABA to the skin or hair to protect the skin and natural or sensitized hair from sun radiation.

"Sensitized hair" is understood to mean hair which has been permanently wave-treated or which has been dyed or bleached. If the cosmetic composition according to the invention is used to protect the human epidermis against UV radiation, it can be present in various cosmetic forms as are customary for this type. That is, this is, for example, oil / alcoholic, oil / aqueous or water /
It can be present as an oily or oil-alcoholic lotion, such as a cream or emulsion in the form of an alcoholic gel, as an emulsion, or as a solid stick, or it can be formulated as an aerosol.

These are thickeners, softeners, humectants, surfactants, various preservatives, defoamers, fragrances, waxes, lanolin, propellants, coloring agents for coloring the composition itself or skin. And / or pigments, and various cosmetic auxiliaries commonly used in cosmetic compositions of this type, such as pigments and other ingredients customarily used in cosmetics.

This UV-screening agent containing amino groups is generally used in order to protect the human epidermis at 0.5 to 10%, preferably 1 to 8%, in particular 1 to 5%, based on the total weight of the cosmetic composition. It can be present in an amount.

In general, the formulations used contain 0.5 to 10%, preferably 1 to 8%, in particular 1 to 5%, of DHA, based on their total weight.

The solubilizers used can be oils, waxes or other fatty substances, lower monohydric alcohols or lower polyhydric alcohols or mixtures thereof. Particularly preferred monohydric alcohols or polyhydric alcohols are ethanol, i-propanol, propylene glycol,
Contains glycerin and sorbitol.

One of the preferred embodiments of the present invention is an emulsion present as a protective cream or emulsion, which, apart from the UV-screening agent containing amino groups and dihydroxyacetone, is a fatty alcohol, a fatty acid ester, especially a fatty acid. Of triglycerides, fatty acids, lanolin, natural or synthetic fats or waxes, and various emulsifiers in the presence of water. Other preferred embodiments are natural or synthetic oils and waxes, lanolin, fatty acid esters, especially oily lotions based on triglycerides of fatty acids, or lower alcohols such as ethanol and glycols such as propylene glycol, and / or
Or an oil / alcoholic lotion based on a polyol such as glycerol and a fatty acid ester such as fats, waxes and fatty acid triglycerides.

The cosmetic composition according to the invention also comprises one such as ethanol, propylene glycol or glycerin.
It can also be present as an alcoholic gel containing one or more lower alcohols or polyols and a thickening agent such as diatomaceous earth. The oil / alcoholic gels additionally contain natural or synthetic fats or waxes.

Solid sticks consist of natural or synthetic fats and waxes, fatty alcohols, fatty acids, fatty acid esters, lanolin and other fatty substances.

The invention also relates to a sunscreen cosmetic composition which can comprise DHA and at least one UV-screening agent containing amino groups and can also contain other UVB and / or UVA screening agents. Concerned.

In this case, the amount of UV-screening agent containing amino groups is generally between 0.1% and 8.0% by weight, based on the total weight of the sunscreen composition.

When the composition is formulated as an aerosol, conventional propellants such as alkanes, fluoroalkanes and chlorofluoroalkanes are generally used.

If the composition according to the invention is intended to protect natural or sensitized hair from UV light, it can be present as an emulsion for shampoos, lotions, gels or rinse-outs,
The particular formulation is then applied before or after shampoo washing, before or after dyeing or bleaching, or before or after permanent waving, or the composition is present as a lotion or gel for hair conditioning and treatment, It can be present as a lotion or gel for brushing or for setting the hair after shampoo washing, or as a hair lacquer, a permanent wave composition or a hair dye or bleach. In addition to the compounds according to the invention, this composition is used in compositions of this type, including surfactants, thickeners, polymers, softeners,
Preservatives, foam stabilizers, electrolytes, organic solvents, silicone derivatives, oils, waxes, degreasers, dyes and / or pigments for dyeing the composition itself or hair, or other ingredients commonly used for hair care. Various auxiliaries such as can be included. The composition generally contains at least one UV-screening agent containing amino groups in the range of 1.0 to 5.0.
Contains by weight.

In one of the preferred embodiments, the formulation according to the invention is applied using a container system, the first chamber of which contains a composition containing an amino group-containing UV-screening agent. The second chamber preferably contains the composition corresponding to the first formulation, where the UV-screening agent is replaced by DHA.

Generally, each composition in the two chambers has essentially the same viscosity.

It will be assumed without further explanation that those skilled in the art will be able to utilize the above description in its broadest sense. Therefore, these preferred embodiments should be construed as merely descriptive and not limiting disclosure.

The complete disclosures of all patent application specifications, patent documents and publications mentioned above and below are incorporated in this application by way of reference.

[0045]

The following examples illustrate the invention.

Example 1 In a laboratory the following was applied on a gelatin sheet: a) amine in 50% ethanol b) amine in 50% ethanol and 5% DHA The following was used as amine: Neofuchsin: 0. .05%, PABA: 3%,
Eusolex 232: 3% (E. of Darmstadt.
Commercially available from Merck) 0.5 ml each of each solution was applied to gelatin and left to react for 2 days at 40 ° C. and 86% relative humidity. Then mix with 20 ml of 70% ethanol,
And it stirred for 1 hour. The absorbance of the supernatant was measured in the range of 200 nm to 800 nm. This measures how much amine did not bind to gelatin. The lower the absorbance, the more amine bound to the gelatin. This gave the following results:

[0047]

[Table 1] When Neofuchsin and Eusolex 232 were used, only a small portion was bound to gelatin by DHA, but the difference in absorbance when using PABA is extremely clear.

Example 2 PABA was applied to the entire body, and additionally DHA was applied to one side of the subject and showered with soap after a reaction time of 3 hours. In that way, most of the resulting DHA red copper coloring agent was removed.
The following results were obtained after 3 hours of sunbathing: o Side applied with PABA only: slight red burn on chest and back and moderate red burn on thighs o Side applied PABA with DHA: Slight red burn only on the thigh. Clearly some PABA was fixed on the skin so that it was protected from the sun despite strong washing.

Example 3 Sunscreen Cream (oil-in-water type): WO 94/041
A container system corresponding to 30 of FIG. 3 was prepared. The outer chamber contains each of the following compositions: A) PABA (1) 3.00% emulsifier E 2155 (2) 8.00% stearic acid (Item No. 671) (1) 2.00% liquid paraffin ( Item No. 7162) (1) 6.00% Uncaked paraffin (Item No. 7158) (1) 6.00% Cetyl alcohol (Item No. 989) (1) 2.50% Miglyol 812 (3) 9.50% Abil AV 200 (2) 0.50% Cetyl palmitate (Product No. 15419) (1) 5.50% Tocopherol acetate (Product No. 500952) (1) 0.05% B) Glycerol (Product No. 4093) (1) 3.00% Propane-1,2-diol (Product No. 7478) (1) 2.00% Karion F liquid (Product No. 2993) (1) 5.00% A Lantoin (Part No. 1015) (1) 0.25% preservative qs Demineralized water 100.00% to become up preparations: heating the phases A and heated to 75 ° C. Phase B 80 ° C.. Slowly mix Phase B into Phase A. Homogenize and mix. Cool with stirring. 4 perfumes if desired
Perfume at 0 ° C.

The inner chamber contains a composition in which the sunscreen sunscreen (PABA) corresponding to the first composition has been replaced by DHA, which is then added to aqueous phase B.

Manufacturer (1): E.D. of Darmstadt. Merck (2): Essen's Th. Go l dschmidt (3): Witten of Huels Troisdorf
AG

 ─────────────────────────────────────────────────── ─── Continuation of the front page (71) Applicant 591032596 Frankfurter Str. 250, D-64293 Darmstadt, Federal Reproducible of Germany

Claims (6)

[Claims] 1. A method of using dihydroxyacetone to improve the skin adhesion of amine-containing sunscreens. 2. The method according to claim 1, wherein the amine contained in the sunscreen is a secondary or primary amine. 3. The amine contained in the sunscreen is p-aminobenzoic acid or p-aminobenzoic acid ester.
The method according to claim 1 or 2. 4. A method according to claim 1, wherein a composition comprising dihydroxyacetone and at least one amine-containing UV-screening agent is applied to the skin to act. 5. A container having two separate chambers, one containing the composition containing dihydroxyacetone and the other containing the composition containing the amine-containing sunscreen. The method of any one of claims 1 to 4, wherein the composition is applied. 6. A container for applying a sunscreen composition having improved skin adhesion, which comprises a fluid or pasty composition containing the following components: (a) dihydroxyacetone. Chamber and (b)
Having a chamber containing a fluid or pasty composition containing an amine-containing sunscreen, and (c) a device for simultaneously applying the compositions of the first and second chambers. The container described above.