SE447870B - COSMETIC PREPARATIONS - Google Patents

Description

447,870 side effects are generally lower with the latter compounds. For cosmetic purposes, e.g. ethoxylated fatty alcohols and fatty acids, amides and hydroxyalkylamides of higher fatty acids, hydroxylated aminoalkyl esters of fatty acids, certain fatty acid derivatives containing a heterocyclic ring and similar compounds.

The present invention thus relates to cosmetic preparations, including skin cleansing milk, hand cream, foot conditioner, hair lotion, hair shampoo, bath foam, which are characterized in that in addition to the usual components used in cosmetic preparations as an active ingredient, gives the preparations antistatic properties, contains a compound of the general formula I -cmorn-cnz-N (I) R-C00-CH2 where R represents alkyl or alkenyl groups having 7 to 17 carbon atoms in a linear or branched backbone R 1 represents 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 R 2 have the same meaning as R 1 above or represent R-COOCH 2 CH (OH) CH 2, where R has the meaning given above, or a hydrogen atom, in a amount of 0.02 to 50% by volume, based on the total volume of the finished preparation.

Thus, 2 to 25% by volume of the compound of the general formula I is advantageously used for hair shampooing agents, 1 to 10% by volume for skin cleansing milk, 0.05 to 3% by volume for hair lotions and 0.1 to 0%. 15% by volume for bath foam.

The compound of the general formula I can be used in all cosmetic applications and in view of the hydrophobic character at the end of the molecule, it is particularly suitable in the preparation of skin care agents of the type cleansing milk and creams and hair lotions, where its good relationship to skin and hair is for use, while maintaining sufficient wettability with water. 447 870 The active compound of the general formula I functions in such a way that it does not prevent moisture from penetrating it and into the skin and there achieving the desired balance. At the same time, it forms or contributes to the formation of a protective film of a fat-like nature on the skin, which protects the skin from adverse effects of weather, in particular from dehydration due to wind and solar radiation. This effect is facilitated by a high degree of accumulation of molecules of the compounds of the above tuxedo formula I at the surface. Cosmetic preparations, which contain the above-mentioned compound, soften the skin in a short time and at the same time make it even and smooth. A pleasant feeling of relief occurs almost immediately after application.

It was further found that the compounds of general formula I make it easier to formulate compositions having washing, laying and greasing components. Due to the exceptionally high affinity of these compounds for hair, a very thin layer is adsorbed on the hair surface, which does not prevent a perfect wash and which cannot be rinsed off even with several times larger successive volumes of water than used in conventional hair washing. However, this very thin layer is quite enough to prevent the hair from becoming brittle, which is caused by washing off a grease, and to remove the feeling of dry hair and dry skin.

The fat components can be greatly reduced in the recipes. The same applies to the laying means.

In hair water preparations, the compounds of the general formula I already show a clear effect in the extremely thin, practically monomolecular layer on the hair surface, which affects the friction. This is caused by the high degree of orientation of molecules to the hair surface. This fact is very important in connection with cosmetics, as hair and skin do not feel unpleasantly oily in the very thin, well-adsorbed layers of hair and skin. The pleasant feeling of relief in the skin is achieved even with such very small amounts. Similar to what was observed in practical experiments, the hair can be easily combed and the final hairstyle is firm after drying the hair. Although the cause of this fixation cannot be determined with certainty, it can probably be assumed that a balanced combination of lubrication and molecular adhesion effects forms the background.

The association meets the requirements according to dermatological and ecological testing.

The invention is further illustrated by means of the following working examples, in which all stated percentages refer to volume%.

Example 1 - skin cleansing milk Composition: petroleum jelly olive oil 7% whey fat 1% extract from natural materials in ethanol or water 0.5% esters of p-oxybenzoic acid 0.2% perfume compositions 0.4% glycerol esters of stearic acid 6% compound of formula I, where R is a mixture of C10-C17-alkyl groups, R1 = R2 = CHZCHZOH 3 distilled water up to 100% n \ ° The skin cleansing milk according to the present example was prepared by mixing in the compound of formula I in the mixture of petroleum oil with water and then the other components were mixed into this mixture in the usual manner.

Example 2 - hand cream Hand cream was prepared by a procedure analogous to that of Example 1.

Composition: petroleum jelly 9% sunflower seed oil 7% silicone oil 1.5% glycerol 6% cetyl alcohol 3% 1% extract of natural materials in ethanol or water 0.5% 447 870 5 esters of p-oxybenzoic acid 0.2% perfumes 0.3 % glycerol esters of stearic acid 7% compound of formula I, wherein R is a mixture of C10-C17 alkyl groups, R2 = H, R = CH CH OH 5% 1 2 2 distilled water up to 100% Exemgel 3 ~ skin creams Skin creams was prepared by a procedure analogous to that of Example 1. Composition: oily semi-fatty petroleum oil 17% 7% vegetable oil 12% 7% white petrolatum 12% 5% beeswax 10% 3% isopropyl myristate 3% 2% cetyl alcohol _ 2.5% 1.5% 1% extract of natural materials in ethanol or water 2% esters of p-oxybenzoic acid 0.2% 0.2% perfumes _ 0.5% 0.5% glycerol ester of stearic acid 12% 8% compound of formula I , where R = n-Cg H19, R1 = Rz = CHZCHZOH 4% 3% distilled water up to 100% 100% gëemgel 4 - foot condition Composition: petroleum jelly 6% vegetable oil 7% silica cone oil 2.5% white petroleum jelly 7% beeswax '3% whale fat' 8% glycerol 4% perfumes 0.5% 447 870 glycerol ester of stearic acid 12% compound of formula I, where R is a mixture of C10-C17 alkyl groups , R2 = H, R1 is 1-hydroxy-4-butyl 5% distilled water up to 100% The foot balm specified above was prepared by mixing the compound of formula I into the mixture of Vaseline oil with water and then mixing this mixture into the mixture of other components.

Example 5 - skin cleansing milk The composition was the same as in Example 1 except that a compound of formula I in which R is a mixture of C 15 -C 17 alkyl groups, R 1 = (CH 2) 3 OH and R 2 = R-C CH (OH) -CH 2, was used instead of the compound of formula I given in Example 1

Examples 1 to 5 led to cosmetic preparations, which gave a very pleasant feeling of smooth and smooth skin, caused by the formation of a protective film which preserved and restored very effectively the water content of the skin, which proved to be skin softness. The described preparations functioned practically immediately after application in a very refreshing manner.

Example 6 - hair water The hair water was prepared by dissolving the compound of formula I in ethanol and mixing this solution into the mixture of other components in the usual manner.

Composition: dest. ethanol, purity 96.4% 16% distilled water 65% 1% plant extract in ethanol or water 15% esters of p-oxybenzoic acid 0.2% standard solution of vitamin F in ethanol or fat 1.5% buffer solution - a mixture of salts of succinic acid and sodium succinate 1.5% food dyes, 5% ethanol solution 0.1% 447 870 perfumes o 0.6% compound of formula I, wherein R is a mixture of C 10 -C 17 alkyl groups, R 1 = R 2 = CH 2 CH 2 OH 0, 1% When this hair lotion was applied in the usual way after hair washing, it significantly facilitated the combing and laying of a hairstyle and at the same time a pleasant refreshment of the scalp was experienced. The hair did not in any way turn out to be oily due to external factors.

Example 7 - hair water The compound of formula I was dissolved in ethanol and mixed into the mixture of other components in the usual manner.

Composition: dest. ethanol, purity 96.4% 34% glycerol 1.3% distilled water 54% birch sap 7.5% esters of p-oxybenzoic acid 0.2% buffer solution - a mixture of salts of succinic acid and sodium succinate 5% ethanol solution of food dyes 0.1 % perfumes 0.7% compound of formula I, wherein R is a mixture of C 10 -C 17 alkyl groups, R 2 = H, R 1 = cazc o zone 0, 2 s In a manner similar to Example 6 caused the hair water of Example 7, when it was applied in a conventional way after washing the hair, a very easy combing and laying of a hairstyle and at the same time a pleasant refreshing of the scalp was experienced. The hair did not in any way be found to be greasy by external factors. Example 8 - Hair Water The compound of formula I was dissolved in ethanol and mixed into the mixture of other components in the usual manner. 447 870 8 Composition: dest. ethanol, purity 96.4% b 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 derivatives thereof 1.3% 5% solution of food dyes in ethanol 0.1% perfumes 1.2% compound of formula I, where R is n-cll fl n, al = 122 = cnzcnzon g 0.3% In a similar way as in Example 6, the hair water according to Example 8 caused, when was applied in the usual way after scalp washing, a very light combing and laying of a hairstyle and> at the same time a pleasant refreshment of the scalp was experienced. No external reduction of the hair appeared in any way. Example 9 - hair water The hair water was prepared by dissolving the compound of formula I in ethanol and mixing the solution into the mixture of other components in the usual manner.

Composition: dest. ethanol, purity 96.4% 52% distilled water 30% 1% extract 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 derivatives thereof 0 .6% 25% by weight ethanol solution of camphor 0.4% buffer solution - a mixture of salts of succinic acid and sodium succinate 1.5% 5% solution of foodstuffs in ethanol 0.1% perfumes 0.7% compound of formula I, where R is n-Cl3H27, R2 = H, R1 is 1-hydroxy-4-butyl 1.0% V. a. .v-r - .- «.-__-'-., .., -. --- ..- \. _-....... . _-. -._ _._., _. _. ,. 447 870 In a similar way as in example 6, the hair water according to example 9 was applied in the usual way after hair washing and thereby caused a very easy combing and laying of a hairstyle and at the same time a pleasant refreshing of the scalp was experienced. No external degreasing of the hair appeared in any way.

Example 10 - hair water The hair water was prepared by dissolving the compound of formula I in ethanol and mixing the solution into the mixture of other components.

Composition: dest. ethanol, purity 96.4% 70% glycerol 0.7% distilled water 17% 1% extract of plants in ethanol or water 6% esters of p-oxybenzoic acid 1% 25% by weight ethanol solution of camphor or menthol 1% buffer solution -.en mixture of salts of succinic acid and sodium succinate 0.7% perfumes - 1.2% compound of formula I, where R is n-C9H19, R1 = Rz = cnzcnzo fl 2.4% In a similar manner to Example 6, the hair water according to Example 10, when it was applied in the usual way after washing the hair, a very easy combing and laying of a hairstyle and at the same time a pleasant refreshing of the scalp was experienced. No external degreasing of the hair appeared in any way.

It was confirmed that all the components of the hair water were completely washed away the next time the hair was washed.

Example 11 - Hair Water The composition and preparation were similar to Example 6 except that a compound of formula I was used, wherein R is CH 3 (CH 2) 7 CH = CH (CH 2) 7, R 1 = (CH 2) 3 OH and R 2 = R-COOCH 2 CH (OH) CH 2, where R has the aforementioned meaning. Hair-. _......... ... ..... ,,, _, .., _. ._. _., ¿. .w- - ..,. - __. ,. ... _., _., ._., -_..- ... u,. - - ,. f ,,,, .._ .. ,,. .. * amides of C12 fatty acids 447 870 10 the water, when applied in the usual way after hair washing, gave a very easy combing and laying of the hairstyle and at the same time a pleasant refreshment of the scalp was experienced. No external degreasing of the hair appeared in any way.

Example 12 - Hair Shampoo Agent Composition: sodium lauryl sulphate or sodium lauryl ether sulphate ~ oY-'ILHGO d? dest. ethanol, purity 96.4% 1% plant extract in ethanol or water birch sap esters of p-oxybenzoic acid 5% ethanol solution of food coloring compound of formula I, where R is a mixture n \ ° l-'OUJNUJNJQ 69 6.0 of C10-C17 alkyl groups, R 1 = R 2 = CH 2 CH 2 OH 3% distilled water up to 100% The shampoo was prepared by dissolving the compound of formula I in ethanol and mixing this solution into the mixture of the other components in the usual manner. The shampoo gave a strong lather, 7 had a very good cleaning effect, evoked a strong fixation of the hairstyle and also gave a pleasant refreshing feeling to the scalp. The tendency of the hair to attract dirt was reduced.

Example 13 - hair shampoo Agent Composition sodium lauryl sulphate or sodium lauryl ether sulphate 12%, dest. ethanol, purity 96.4% 2% 1% extract of plants in ethanol or water 3% birch sap 6% lecithin 1% esters of p-oxybenzoic acid 0.2% 5% ethanol solution of food dyes l% 447 870 ll compound of formula I, where R is a mixture of C 10 -C 17 alkyl groups, R 2 = H, R 1 = benzone g 10% distilled water up to 100% The compound of formula I was dissolved in ethanol and then the solution was mixed into a mixture of other components in a conventional way. The shampoo foamed abundantly, had a very good washing effect and gave a good fixation of the hairstyle and a pleasant refreshing feeling on the scalp. The tendency of the hair to attract dirt was reduced.

Example 14 - hair shampoo Composition: sodium lauryl sulphate or sodium lauryl ether sulphate 17 amides of fatty acids C12 lecithin dest. ethanol, purity 96.4% standard solution of vitamin F in ethanol or fat 1% extract of plants in ethanol or water birch sap esters of p-oxybenzoic acid food dyes, 5% ethanol solution b) 00600960 l-'OUIQN d fi budP-ÖPÜP compound of formula I, wherein R = CH 3 (CH 2) 10, R 1 = R 2 = CH 2 CH 2 OH 13% distilled water up to 100% The compound of formula I was dissolved in ethanol and the solution was then mixed with a mixture of the other components in the usual manner. The shampoo foamed abundantly, had a really good washing effect and gave good fixation of the hairstyle and a pleasant refreshing feeling on the scalp. The tendency of the hair to attract dirt was reduced. 4) 447 870 '12'. '' - Example 15 - hair shampoo Composition: sodium lauryl sulphate or sodium lauryl ether sulphate 20% amides of C12 fatty acids 6% lecithin 4% dest. ethanol, purity 96.4% 5% standard solution of vitamin F in ethanol or fat 2% 1% extract of plants in ethanol or water 10% birch sap 7W% gelatin l% esters of p-oxybenzoic acid 0.2% food dyes, 5% solution in ethanol 1% compound of formula I, wherein R = CH 3 (CH 2) 12, R 2 = H, R 1 = 1-hydroxy-4-butyl .18% distilled water up to 100% The compound of formula I was dissolved in ethanol and then mixed the solution into * a mixture of other components in the usual way. The resulting shampoo foamed abundantly, had an excellent good washing effect and gave a good fixation of the hairstyle and a pleasant refreshing feeling in the scalp. The tendency of the hair to attract dirt was reduced.

The addition of the compound of formula I caused an increase in the viscosity of the shampoo. At a content exceeding 15%, a paste-like product was formed with a very good solubility in hot water. Foam stabilizers were completely excluded from the recipes.

Example 16 - hair shampoo The composition and preparation procedure were the same as in Example 12 except that a compound of formula I was used, in which R = CH 3 (CH 2) 11, R 1 = CH 2 CH 2 OH and R 2 = RCOCH 2 CH (OH) CH 2, where R has the meaning given above. The shampoo gave a rich lather, had a very good cleansing effect and gave a good fixation of the hairstyle and a pleasant refreshing feeling in the scalp. 447 870 13 The tendency of hair to attract dirt was reduced. Example 17 - Bath foam Composition: Sodium lauryl sulphate or sodium lauryl ether sulphate 22% amides of C12 fatty acids 12% foam stabilizer 15% l% plant extracts in ethanol or water 15% 5% ethanol solution of food dyes%% perfumes compound of formula I, wherein R is a mixture of C10-C17-alkyl groups, R1 = R2 = CH2 CH2 OH distilled water up to 100% The preparation was carried out by mixing the compound of formula I in water with 5 [mu] l of sodium lauryl sulphate or sodium lauryl ether sulphate, after which the other components of the mixture and the remaining quantity of lauryl sulphate was added in the usual manner. This example generally illustrates the addition of the compound of formula I to an existing recipe. The stability of the foam improved and also the skin felt more refreshed and smoother. The standard test of foam stability (shaking in a measuring glass) gave 30% higher values than the usual bath foams.

Example 18 - Bath foam Composition: sodium lauryl sulphate or sodium lauryl ether sulphate 12% 5% ethanol solution of food dyes% perfumes 1% l% plant extracts in ethanol or water 7% compound of formula I, wherein R = CH3 (CH2) 10, R1 = R2 = CH 2 CH 2 OH - 15% distilled water up to 100% The preparation according to Example 18 was prepared by mixing the compound of formula I in water with 5%> sodium lauryl sulphate or sodium lauryl ether sulphate, after which 447 870 14 other components of the mixture and the remaining lauryl sulphate were added while stirring. The foam stabilizers and wetting agent were completely excluded in this example, as the resulting foam had a very good quality and stability. Although the surfactant content was lowered compared to Example 17, an excellent washing effect was obtained. The feeling that the skin was fresh, refreshed and smooth was very noticeable. The viscosity of the preparation was increased and a favorable paste-like consistency with very good solubility in hot water was achieved at concentrations above 15%. The standard test of foam stability (shaking in a measuring glass) gave 30% higher values than conventional bath foams.

Example 19 - bath foam The composition and preparation procedure were the same as in Example 17 except that a compound of formula I was used in which R is CH 3 (CH 2) 12, R 1 is CH 2 CH (OH) CH 3 and R 2 is -RCOOCH 2 CH (OH) CH 2 , where R has the above meaning. The foam stability and the feeling that the skin has been refreshed and smooth improved. The standard test of the foam stability (shaking in a measuring glass) gave 30 few higher values than the conventional bath foams.

Claims (1)

1. 447 870 Patentkrav Cosmetic preparations. including skin cleansing milk, hand cream. football. hair lotion. hair shampoo, bath foam. is known from the fact that, in addition to the usual components used in cosmetic preparations, they are used as an active component. which gives the preparations antistatic properties. contains a compound of the general formula I ./"I/,R1 R-COO-CH -CH (OH) -CH -N (I) 2 R 2 wherein R represents alkyl or alkenyl groups having 7 - 17 carbon atoms in a linear or branched chain. ¿R1 represents 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 R 2 have the same meaning as R 1 above or represent R-COOCH 2 CH (OH) CH 2. where R is as defined above, or a hydrogen atom. in an amount of 0.02 to 50 volume-2. calculated on the total volume of the finished preparation.