GB2052977A - Cosmetic composition - Google Patents

Abstract

The composition comprises as effective component a compound of formula: <IMAGE> where R is an alkyl or alkenyl group with 7 to 17 carbon atoms in a linear or branched main chain, R1 is 2-hydroxyethyl, 3-hydroxy-1-propyl, 1-hydroxy-2-propyl, 2-hydroxy-1- propyl, 1-hydroxy-2-butyl, 1-hydroxy- 3-butyl, 1-hydroxy-4-butyl, 2- hydroxy-3-butyl, and R2 = R1 or R-COO-CH2-CH(OH)-CH2, where R has the above meaning, or hydrogen, in the amount of 0.02 to 50 volume percent related to the total volume of the composition. Skin milks and creams, balms for the feet, hair water and shampoos, and bath foams are exemplified.

Description

SPECIFICATION Cosmetic preparations The invention pertains to cosmetic preparations with enhanced utility properties, as for example hair water for easier combing, hair shampoo with setting effects, skin milk and emulsion with softening and moisturizing effects, bath foam with the enhanced foam stability, and the like.

A large number of cosmetic preparations of kinds mentioned above is known which, in addition to their basic function (e.g. washing and foaming effect, softening effect), exhibit further desirable effects, as e.g. moisturizing, setting; stabilizing, and antistatic effects, which are generally attained by addition of specific compounds. These specific compounds, which are recently used in cosmetic preparations, all have an ionogenic character. Typical representatives are quaternary ammonium salts containing a hydrophilic part and a hydrophobic part in the molecule. These compounds are functionally very effective, but their substantial disadvantage consists in the fact that they irritate eyes and skin in higher concentrations and that they do not meet so called fish test, i.e. they are ecologically harmful.

In addition, numerous compounds of this type react with anionactive components of cosmetic preparations and thus their concentration has to be kept relatively high to save their efficiency.

This unsuitable property is given by the presence of quaternary nitrogen atom and the necessary counterion (mostly halide).

The above fact is the cause of difficult preparation, e.g. of a hair shampoo with favourable antistatic effects, by procedures known till now.

The said compounds are recently replaced by compounds of nonionogenic character, i.e. by the compounds which do not contain any charge in their molecule, but the desirable additionai effects are generally lower with the iatter compounds. For cosmetic purposes they are used e.g.

ethoxylated fatty alcohols and fatty acids, amides and hydroxyalkylamides of higher fatty acids, hydroxylated aminoalkyl esters of fatty acids, some fatty acids derivatives containing heterocyclic nuclei, and the like.

The object of this invention are cosmetic preparations with enhanced utility properties, as for example, hair water for easier combing, hair shampoo with setting effects, skin milk and emulsion with softening and moisturizing effects, bath foam with the enhanced foam stability, which contain the effective component of general formula I

where R is alkyl or alkenyl with 7 to 1 7 carbon atoms in a linear or branched main chain, R, is 2-hyd roxyethyl, 3-hyd roxy- 1 -propyl, 1 -hydroxy-2-propyl, 2-hydroxy- 1 -propyl, 1 -hydroxy-2-butyl, 1-hydroxy-3-butyl, 1-hydroxy-4-butyi, or 2-hydroxy-3-butyl, and R2 is R, or R-COO-CH2 CH(OH)-CH2, where R has the above given meaning, or hydrogen, in the amount of 0.02-50% volume percent related to the total volume of the final preparation.

Thus, 2 to 25 voi.% of the compound of general formula I is advantageously used for hair shampoo, 1 to 10 vol.% for skin milk, 0.05 to 3 vol.% for hair water, and 0.1 to 0.15 vol.% for bath foam.

The compound of general formula I may be employed in all cosmetic applications and, regarding the character of hydrophobic end of the molecule, it is suitable in particular in the preparation of skin milks and creams and hair waters, where its good applicability to skin and hair is of use, while the sufficient water wettability is preserved.

The effective compound of the general formula I acts in the way, that it does not obstruct moisture to penetrate through it into skin and form there the needed equilibrium. At the same time, it forms or assists in formation of a protective film of fatty character on skin, which protects skin from unfavourable effects of weather, particularly from drying by wind and sun radiation. This effect is assisted by a high degree of orientation of molecules of the compounds, having the above mentioned formula I, at the surface. Cosmetic preparations, containing the said compound, softens the skin in a short time and makes it smooth. A comfortable feeling of relaxation comes practically instantaneously after application.

It further turned out that the compounds of the general formula I makes easier formation of compositions of washing, setting and fatty components. Owing to the exceptionally high affinity of these compounds to hair, a very thin layer is firmly adsorbed at the hair surface which does not prevent from perfect washing and cannot be perceptibly rinsed even with several times higher water portions than are used in the common washing of hair. However, this very thin layer is perfectly sufficient to prevent hair from fracture, which is caused by washing off a fat, and to remove the feeling of dry hair and dry skin.

The fatty components can be strongly reduced in the formulae. The same holds also for setting agents.

In hair waters, the compounds of the general formula I exhibit already in an ultrathin, practically monomolecular layer on the hair surface a distinct effect influencing friction. This is caused by the high orientation degree of molecules at the hair surface. This fact is very important from the view of cosmetics, because the external unpleasant greasiness does not occur in the very thin well adsorbed layers on hair and skin. The comfortable feeling of skin relaxation is achieved even with such slight amounts. As it was observed in practice, hair can be easily combed and the final hair-dress is well fixed after drying. Although the cause of fixation cannot be exactly expressed, it may be truly assumed that a balanced combination of lubricating and molecular-adhesion effects is the matter. The compound satisfies the dermatological and ecological testing.

The invention is further illustrated in the Examples of performance, where all given percent have to be understood as volume percent.

Example 1-Skim milk Composition: Vaseline oil 7% Oilve oil 7% Cetaceum 3% 1% extracts of natural materials in ethanol or water 0.5% Esters of p-oxybenzoic acid 0.2% Fragrant composition 0.4% Glycerol ester of stearic acid 6% Compound of formula I, where R is a mixture of Cro-C17 alkyls, R, = R2 = CH2CH2OH 3% Distilled water up to 100% The skin milk according to the example was prepared by blending the compound of formula I in the mixture of vaseline oil with water and then other components are blended into the mixture in the common way.

Example 2-Hand cream Hand cream was prepared by the procedure analogous to Example 1.

Composition: Vaseline oil 9% Sunflower oil 7% Silicon oil 1.5% Glycerol 6% Cetyl alcohol 3% 1% extracts of natural materials in ethanol or water 0.5% Esters of p-oxybenzoic acid 0.2% Odorants 0.3% Glycerol ester of stearic acid 7% Compound of formula 1, where R is a mixture of Cro-C17 alkyls, R, = H, R2 = CH2CH2OH 5% Distilled water up to 100% Example skin creams Skin creams were prepared by the procedure analogous to Example 1.

Composition: Fat Semifat Vaseline oil 17% 7% Vegetable oil 12% 7% White vaseline 12% 5% Beeswax 10% 3% Isopropyl myristate 3% 2% Cetyl alcohol 2.5% 1.5% 1% extracts of natural materials in ethanol or water 2% 2% Esters of p-oxybenzoic acid 0.2% 0.2% Odorants 0.5% 0.5% Glycerol ester of stearic acid 12% 8% Compounds of formula I, where R is n-C9H9, R, = R2CH2CH2OH 4% 3% Distilled water up to 100% up to 100% Example 4 Balm for feet Composition:: Vaseline oil 6% Vegetable oil 7% Silicon oil 2.5% White vaseline 7% Beeswax 3% Cetaceum 8% Glycerol 4% Odorants 0.5% Glycerol ester of stearic acid 12% Compound of the formula I, where R is a mixture of Cro-C17 alkyls, R, = H, R2 is 1-hydroxy-1-butyl 5% Distilled water up to 100% The balm for feet was prepared by blending the compound of formula I in the mixture of vaseline oil with water and this mixture was blended into the mixture of other components.

Example skin milk The composition was the same as in Example 1, with the distinction that the compound of formula I, where R is a mixture of C,5-C17 alkyls, R, = (CH2)3OH, and R2 = R-COO-CH2 CH(OH)-CH2, was used instead of the compound of formula I mentioned in Example 1.

Examples 1 to 5 rendered cosmetic preparations which gave a very comfortable feeling of smooth skin caused by the formation of a protective film, kept and regenerated very efficiently the water content in skin which was manifested in skin softness. The given preparations acted practically instantaneously after application in very refreshing manner.

Example 6-Hair water The hair water was prepared by dissolution the compound of formula I in ethanol and blending the solution into the mixture of other components in the usual way.

Composition: Refined ethanol, pure 96.4% 16% Distilled water 65% 1% extracts of plants in etzanol or water 15% Esters of p-oxybenzoic acid 0.2% Standard solution of vitamine F in ethanol or fat 1.5% Buffer-a mixture of succinic acid salts and sodium succinate 1.5% Food dyestuffs, 5% ethanolic solution 0.1 % Odorants 0.6% Compound of formula I, where R is a mixture of C,o-C,7 alkyls, R, = R2 = CH2CH2OH 0.1% The hair water, being applied in the usual manner after hair washing, caused very easy combing and setting of a hair-dress; a comfortable relaxation of head skin was felt. The external greasing of hair was not manifested in any way.

Example 7-Hair water The compound of formula I was dissolved in ethanol and blended into the mixture of other components in the usual way.

Composition: Refined ethanol, pure 96.4% 34% Glycerol 1.3% Distilled water 54% Birch juice 7.5% Esters of p-oxybenzoic acid 0.2% Buffer-a mixture of succinic salts and sodium succinate 2% 5% ethanolic solution of food dyestuffs O .1 % Odorants 0.7% Compound of the formula I, where R is a mixture of Cro-Cr7 alkyls, R, = H, R = CH2CH2OH 0.2% Similarly as in Example 6, the hair water according to Example 7, applied in a usual manner after hair washing, caused a very easy combing and setting of hair-dress and a comfortable relaxation of head skin was felt. The external greasing of hair was not manifested in any way.

Example 8-Hair water The compound of formula I was dissolved in ethanol and blended into the mixture of other components in the usual way.

Composition: Refined ethanol, Pure 96.4% 40% Glycerol 0.7% Distilled water 50% Esters of p-oxybenzoic acid 5% Standard solution of vitamin F in ethanol or fat 1.4% Resorcinol and its derivatives 1.3% 5% solution of food dyestuffs in ethanol 0. 1% Odorants 1.2% Compound of formula I, where R is n-C11 H23, R1 = R2 = CH2CH2OH 0.3% Similarly as in Example 6, the hair water according to Example 8, being applied in the usual manner after hair washing, caused very easy combing and hair-dress setting and a comfortable relaxation of head skin was felt. The external greasing of hair was not manifested in any way.

Example 9-Hair water The hair water was prepared by dissolving the compound of formula I in ethanol and blending the solution into the mixture of other components in the usual way.

Composition: Refined ethanol, pure 96.4% 52% Distilled water 30% 1% extracts of plants in ethanol or water 6% Esters of p-oxybenzoic acid 0.2% Standard solution of vitamin F in ethanol or fat 1.5% Resorcinol and its derivatives 0.6% 25 wt.% ethanolic solution of camphor 0.4% Buffer-a mixture of salts of succinic acid and sodium succinate 1.5% 5% solution of food dyestuffs is ethanol 0. 1% Odorants 0.7% Compound of formula I, where R is n-C13H27, R1 = H, 2 is 1-hydroxy-4-butyl 1.0% Similarly as in Example 8, the hair water according to Example 9, being applied in the usual manner after hair washing, caused very easy combing and setting of hair-dress and a comfortable relaxation of head skin was felt. The external greasing of hair was not manifested in any way.

Example 1 0-Hair water The hair water was prepared by dissolving the compound of formula I in ethanol and blending the solution into the mixture of other components.

Composition: Refined ethanol, pure 96.4% 70% Glycerol 0.7% Distilled water 17% 1% extracts of plants in ethanol or water 6% Esters of p-oxybenzoic acid 1% 25 wt.% ethanolic solution of camphor or menthol 1% Buffer-a mixture of succinic acid salts and sodium succinate 0.7% Odorants 1.2% Compound of formula I, where R is n-C9S1e, R, = R2 = CH2CH2OH 2.4% Similarly as in Example 6, the hair water according to Example 10, applied in the usual manner after washing of hair, caused a very easy combing and setting of hair-dress and a comfortable relaxation of head skin was felt. The external greasing of hair was not manifested in any way.

It was conformed that all components of the hair water were perfectly washed off in the next washing of hair.

Example 11-Hair water The composition and preparation were similar as in Example 6, with the distinction that the compound of formula 1, where R is CH3(CH2)7CH:CH(CH2)7, R, = (CH2)OH, and R2 = RCOOCH2CH(OH)CH2, where R is CH3(CH2)7CH:CH(CH2)7, was used. The hair water being applied in the usual way after hair washing caused a very easy combing and setting of hair-dress and a comfortable relaxation of head skin was felt.The external greasing of hair was not manifested in any way.

Example 1 2-Hair shampoo Composition: Sodium laurlysulphate or sodium laurylethersulphate 7% Amides of C,2 fatty acids 2.5% Refined ethanol, pure 96.4% 3% 1% extracts of plants in ethanol or water 2% Birch juice 3% Esters of p-oxybenzoic acid 0.2% 5% ethanol solution of food dyestuffs 1% Compound of formula I, where R is a mixture of Cro-C17 alkyls, R, = R2 = CH2CH2CH 3% Distilled water up to 100% The shampoo was prepared by dissolving the compound of formula I in ethanol and blending the solution into the mixture of other components in the common way. The shampoo formed a rich foam, had a very good washing effect, caused a strong setting of hair-dress and gave a comfortable feeling of head skin relaxation. The pick-up of dirt by hair was reduced.

Example 1 3-Hair shampoo Composition: Sodium laurylsulphate or sodium laurylethersulphate 12% Refined ethanol, pure 96.4% 2% 1% extracts of plants in ethanol or water 3% Birch juice 6% Lecithin 1% Esters of p-oxybenzoic acid 0.2% 5% ethanolic solution of food dyestuffs 1% Compound of formula I, where R is a mixture of C,O-C,7alkyls, R1 = H, R2=CH2CH2OH 10% Distilled water up to 100% The compound of formula I was dissolved in ethanol and then the solution was blended into a mixture of other components in the usual way. The shampoo formed a rich foam, had a very good washing effect, and gave a good setting of hair-dress and a comfortable feeling of head skin relaxation.The pick-up of dirt by hair was reduced.

Example 121 Hair shampoo Composition Sodium laurylsulphate or sodium laurylethersulphate 17% Am ides of fatty acids C,2 3% Lecithin 3% Refined ethanol, pure 96.4% 3% Standard solution of vitamin F in ethanol or fat 2% 1% extracts of plants in ethanol or water 7% Birch juice 5% Esters of p-oxybenzoic acid 0.3% Food dyestuffs, 5% ethanolic solution 1 % Compound of formula I, where R = CH3(CH2),0, R, = R2 = CH2CH2OH 13% Distilled water up to 100% The compound of formula I was dissolved in ethanol and the solution was then blended with a mixture of other components in the usual way. The shampoo formed a rich foam, had a very good washing effect and gave good setting of hair-dress and a comfortable feeling of head skin relaxation. The pick-up of dirt by hair was expressively reduced.

Example 1 5-Hair shampoo Composition: Sodium laurylsulphate or sodium laurylethersulphate 20% Amides of C,2 fatty acids 6% Lecithin 4% Refined ethanol, pure 96.4% 5% Standard solution of vitamin F in ethanol or fat 2% 1% extracts of plants in ethanol or water 10% Birch juice 7% Gelatin 1% Esters of p-oxybenzoic acid 0.2% Food dyestuffs, 5% solution in ethanol 1% Compound of formula I, where R = CH3(CH2)12, R, = R, R2 = 1-hydroxy-4-butyl 18% Distilled water up to 100% The compound of formula I was dissolved in ethanol and then the solution was blended into a mixture of other components in the usual way. The shampoo formed a rich foam, had an excellent washing effect and gave a good setting of hair-dress and a comfortable feeling of skin relaxation.The pick-up of dirt by hair was reduced.

Addition of the compound of formula I caused the increase of viscosity of the shampoo. At the content higher than 15%, a pasty product is formed with a very good solubility in warm water. Foam stabilizers were entirely omitted in the formula.

Example 1 6-Hair shampoo The composition and preparation procedure were the same as in Example 12, with the distinction that the compound of formula I, where R = CH3(CH2)11, R, = CH2CH2OH, and R2 = RCOOCH2CH(OH)CH2, where R has the above said meaning, was used. The shampoo formed a rich foam, had a very good washing effect and gave a good setting of hair-dress and a comfortable feeling of head skin relaxation. The pick-up of dirt by hair was reduced.

Example 1 7-Bath foam Composition: Sodium laurylsulphate or sodium laurylethersulphate 22% Amides of C,2 fatty acids 12% Foam stabilizer 1 5% 1% extracts of plants in ethanol or water 15% 5% ethanolic solution of food dyestuffs 3% Odorants 2% Compound of formula I, where R is a mixture of Cao-C17 alkyls, R, = R2 = CH2CH2OH 20% Distilled water up to 100% The preparation was manufactured by blending the compound of formula I into water with 5% of sodium laurylsulphate or sodium laurylethersulphate, and then other components of the mixture and the rest of laurylsulphate were added in the usual way. This example represents generally the addition of the compound of formula I into an existing formula.The stability of foam and the feeling of skin relaxation and smoothness improved. The standard test of foam stability (shaking in a glass cylinder) gave by 30% higher values than the common bath foams.

Example 1 8-Bath foam Sodium laurylsulphate or sodium laurylethersulphate 12% 5% ethanolic solution of food dyestuffs 1% Odorants 1% 1% extracts of plants in ethanol or water 7% Compound of formula I, where R = CH3(CH2),0 R, = R2 = CH2CH20H 15% Distilled water up to 100% The preparation according to Example 1 8 was manufactured by blending the compound of formula I into water with 5% of sodium laurylsulphate or sodium laurylethersulphate, then other components of the mixture and the rest of laurylsulphate were added by mixing. The foam stabilizers and feeting agent were completely omitted in this example, while the foam obtained was of a very good quality and stability.Though the content of surfactant was decreased in comparison to Example 17, an excellent washing effect was achieved. The feeling of freshness, relaxation and smoothness of skin was very good. The viscosity of preparation was increased and an advantageous pasty consistence at' very good solubility in warm bath was achieved at the concentrations above 15%. The standard test of foam stability (shaking in a glass cylinder) gave by 30% higher value than the common bath foams.

Example 1 9-Bath foam The composition and preparation procedure were the same as in Example 1 7 with the distinction that the compound of formula I, where R is CH3(CH2),2, R, is CH2CH(OH)CH3, and R2 is RCOOCH2CH(OH)CH2, where R is CH3(CH2),2. The foam stability and the feeling of relaxation and smoothness of skin were enhanced. The standard test of foam stability (shaking in a glass cylinder) gave by 30% higher value than the common bath foame.

Claims (2)

1. Cosmetic preparations characterized by the presence of an effective component, wherein the effective component is the compound of general formula I

where R is alkyl or alkenyl with 7 to 1 7 carbon atoms in a linear or branched main chain, R, is 2-hydroxyethyl, 3-hydroxy- 1 -propyl, 1 -hydroxy-2-propyl, 2-hydroxy- 1 -propyl, 1-hydroxy- 2-butyl, 1 -hydroxy-3-butyl, 1 -hydroxy-4-butyl, 2-hydroxy-3-butyl, and R2 is R, of the above given meaning or R-COOCH2CH(OH)CH2, where R has the above given meaning, or hydrogen, in the amount of 0.02 to 50 volume percent related to the total volume of the final preparation.

2. Cosmetic preparations substantially as described with reference to any of the Examples herein.