CH646328A5 - COSMETIC AGENTS. - Google Patents

Description

The invention relates to a cosmetic agent according to the preamble of claim 1 with increased usage properties, and use thereof as hair tonic for better combability, shampoos with fixation effects, skin milk and emulsions with softening and hydration effects, bath foam with increased foam stability and the like.

It is known a large amount of cosmetic products of these types which, in addition to their primary function (e.g. washing and foaming action, softening action), have other desired effects, such as e.g. Have hydration, fixation, stabilization, antistatic effects, which are achieved overall by adding the specific substances. These specific compounds, which have recently been used in cosmetic products, are predominantly of ionic character. The typical representative includes quaternary ammonium salts, which contain the hydrophilic and hydrophobic part in their molecule. Functionally, they are effective substances, but their considerable disadvantage is that they irritate the eyes and epidermis in higher concentrations and do not meet the so-called fish test, i.e. that they have an ecological handicap.

Some compounds of this type also react with the anionic components of the cosmetic agents, so that a relatively high concentration must be maintained in order to maintain their effectiveness. This disadvantageous property is caused by the presence of the quaternary nitrogen and the necessary counter ion (predominantly halide).

It is due to this fact that it is difficult to manufacture, for example, shampoos with good antistatic effects using previously known processes.

Lately, the substances mentioned above have been replaced by compounds of non-ionic character, i.e. through compounds that do not contain any charge in their molecule. With such products, however, the desired effects are generally lower. For cosmetic purposes e.g. ethylene-oxilated fatty alcohols and fatty acids, amides and hydroxyalkylamides of higher fatty acids, hydroxylated aminoalkyl esters of fatty acids, some derivatives of fatty acids which contain, for example, heterocyclic nuclei.

The invention now relates to a cosmetic composition with improved application properties according to the characterizing part of claim 1, which can be used as hair tonic with improved combability, shampoo with increased fixation action and skin emulsion with softening and hydration effects or as bath foam with increased foam stability.

2 to 25% by volume is advantageously used for shampoos, 1 to 10% by volume for skin milk, 0.05 to 3% by volume for hair tonic and 0.1 to 0.15% by volume for bath foam Compound of formula I.

The compound of formula I can be used for all cosmetic applications. Due to the character of the hydrophobic end of the molecule, this compound is particularly suitable for the production of skin milk, skin cream and hair tonic, with good applicability to the epidermis and the hair due to sufficient water wetting ability.

The compound of formula I, which acts as an active component, acts in such a way that it does not hinder the penetration of the moisture of the epidermis and thus enables the necessary balance to be achieved there. At the same time, it forms or supports the formation of a protective film with a greasy character on the epidermis. This protects the epidermis against unfavorable weather influences, especially against the drying effects of wind and solar radiation. This effect is supported by the high degree of orientation of the molecules of compounds of the formula I on the surface of the epidermis. The cosmetic agents that contain this compound make the epidermis elastic and fine in a short time; the pleasant feeling of relaxation occurs almost immediately after application.

It has further been shown that the compounds of the formula I make it easier to form compositions which are formed by the washing, fixing and fat components. Due to the unusually high hair affinity of these substances, they are held on their surface in a very thin and very adherent layer without preventing their complete washing off and without rinsing off this layer considerably even with a higher amount of water than is used for normal hair washing. However, this very thin layer is completely sufficient to prevent hair brittleness as a result of washing out fat and also the feeling of dryness of the hair and

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646 328

eliminate the scalp. The fat components can be greatly reduced in the recipes. The same applies to the fixatives.

In the hair tonic, the compounds of the formula I already have striking effects in a very thin, practically monomolecular layer on the hair surface, which influence the friction. This is caused by the high degree of orientation of the molecules on the hair surface. This fact is very important from a cosmetic point of view, because in very thin, well-adhering layers in the hair there is no unpleasant external greasiness. The pleasant feeling of relaxation of the epidermis is also achieved with such small amounts. It has been observed in practice that it is easy to comb the hair and that the finished hairstyle is fixed well after drying. Although the cause of the fixation cannot be exactly stated, it is reasonable to assume that it is a balanced interplay of lubricating and molecular adhesion effects. The compound corresponds to the dermatological and toxicological tests.

The invention is further explained in the exemplary embodiments, where all percentages relate to vol.%.

Example 1 - Skin Milk

Composition:

%

Vaseline oil 7

Olive oil 7

Cetaceum 3 1% extracts of natural products in ethanol or water 0.5

Ester of p-oxybenzoic acid 0.2

fragrant compositions 0.4

Esters of stearic acid from glycerol 6 are the compound of the formula I in which R is the mixture of the alkyls of coconut oleic acids Ri = R2 = CH2-CH2OH

Example 3 - Skin Creams The skin creams were prepared in a manner similar to that in Example 1.

5 composition:

fat semi-fat

Vaseline oil

17%

7%

Vegetable oil

12%

7%

white petroleum jelly

12%

5%

io beeswax

10%

3%

Isopropyl myristate

3%

2%

Cetyl alcohol

2.5%

1.5%

1% extracts of natural products in

Ethanol or in water

2%

2%

15 esters of p-oxybenzoic acid

0.2%

0.2%

fragrant compositions

0.5%

0.5%

Ester of stearic acid with glycerin

12%

8th%

the compound of formula I where R is the

Alkyl of capric acid and

20 Ri = R2 = CH2-CH2-OH

4%

3%

distilled water rest up to

100%

Example 4 - Foot Balm

25 •

Composition:

%

Vaseline oil 6

Vegetable oil 7

30 silicone oil 2.5

wise petroleum jelly 7

Beeswax 3

Cetaceum 8

Glycerin 4

35 fragrant compositions 0.5

Esters of stearic acid with glycerol 12 are the compound of formula I, wherein R is the mixture of alkylene of coconut oleic acids, Rt = H, R2 = I-hydroxy-4-butyl are distilled water

Rest up to 100

40 distilled water

Rest up to 100

The skin milk according to Example 1 was prepared in such a way that the compound of the formula I was mixed in a mixture of petroleum jelly oil and water and then mixed in the mixture of other components in a customary manner.

The foot balm was produced in such a way that the compound of the formula I was mixed in a mixture of petroleum jelly oil and water 45 and then mixed into the mixture of further components in the usual way.

Example 2 - Hand Cream The method according to Example 1 was used in the production of the hand cream.

Composition:

%

Vaseline oil 9

Sunflower oil 7

Silicone oil 1.5

Glycerol 6

Cetyl alcohol 3 1% extracts of natural products in ethanol or water 0.5

Ester of p-oxybenzoic acid 0.2

fragrant compositions 0.3

Esters of stearic acid with glycerol 7 are the compound of formula I, wherein R is the mixture of alkylene of coconut oleic acids Ri = H, R2 = CH2-CH2-OH

50

60

65

distilled water

Rest up to 100

Example 5 - Skin Milk The composition was the same as in Example 1 with the difference that the compound of the formula I was used, in which R is the oleic acid alkyl, Rj = (CH2) 3OH, R2 = R-COO-CH2-CH (OH) CH2, where R is oleic acid alkyl.

The methods given in Examples 1 to 5 provided the agents which gave the epidermis a very pleasant feeling of softness, which was due to the formation of a protective film, very effectively stopped and regenerated the water content in the epidermis, which was expressed by the suppleness. The listed agents had a very refreshing effect almost immediately after application.

Example 6 - Hair Tonic The hair tonic was prepared in such a way that the compound of the formula I was dissolved in ethanol and mixed into the mixture of the other components in a conventional manner.

€ 46328

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Composition:%

refined ethanol, 96.4% 16

distilled water 65

1% plant extracts in ethanol or water 15 esters of p-oxybenzoic acid 0.2

Standard solution of vitamin F in ethanol or fat 1.5

Buffer - mixture of salts of succinic acid and sodium salt of succinic acid 1.5

Food coloring, 5% ethanol solution 0.1

fragrant composition 0.6

the compound of formula I, wherein R is the mixture of alkylene of coconut oleic acids, Ri = R2 = CH2-CH2-OH 0.1

The hair tonic applied in a similar manner after washing the hair caused very good combability and hair fixation; pleasant relaxation of the scalp was felt. No external hairiness was observed.

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

Composition:%

refined ethanol, 96.4% 34

Glycerin 1.3

distilled water 54

Birch sap 7.5

Ester of p-oxybenzoic acid 0.2 buffer - mixture of salts of succinic acid and the sodium salt of succinic acid 2.0 5% solution of the food coloring in ethanol 0.1

fragrant compositions 0.7 the compound of formula I, wherein R is the mixture of alkyls of coconut oleic acid,

Ri = H, R2 = CH2-CH2-OH represent 0.2

The hair tonic according to Example 7, which was applied in the usual manner after washing the hair, had a similar effect as in Example 6 to good combability and hair style fixation; pleasant relaxation of the scalp was felt. No expressions of hair oiliness were observed.

Example 8 - Hair Tonic The compound according to formula I was dissolved in ethanol and mixed into the mixture of further components in the usual way.

Composition:

%

Refined ethanol, 96.4%

40

Glycerin

0.7

Distilled water

50

Esters of p-oxybenzoic acid

5

Standard solution of vitamin F in ethanol

or fat

1.4

Composition:%

Resorcinol and its derivatives 1,3

5% ethanol solution of food coloring 0.1

fragrant composition 1, 2 the compound of the formula I, in which R is the alkyl of lauric acid,

Ri = R2 = CH2-CH2-OH represent 0.3

In a manner similar to that in Example 6, the hair tonic according to Example 8 applied after washing the hair in the usual way caused very good combability and hairstyle fixation; pleasant relaxation of the scalp was felt. No expressions of hair greasiness were observed.

Example 9 - Hair Tonic

This was prepared in such a way that the compound of the formula I was dissolved in ethanol and mixed in a conventional manner into the mixture of further components.

Composition:%

refined ethanol, 96.4% 52

distilled water _ 30 1% solution of the plant extracts in ethanol or water 6

Ester of p-oxybenzoic acid 0.2 standard solution of vitamin F in ethanol or fat 1.5

Resorcinol and its derivatives 0.6

Ethanol solution from camphor 25% by weight 0.4 buffer - mixture of salts of succinic acid 1.5 and the sodium salt of succinic acid 5% solution of the food coloring in ethanol 0.1

fragrant composition 0.7 the compound of formula I, wherein R is the alkyl of myristic acid,

Ri = H, R2 = 1-hydroxy-4-butyl mean 1.0

The water according to Example 9, which was applied in the usual way after washing the hair, had a very good combability and hairdo fixation, similar to Example 6; pleasant relaxation of the scalp was felt. No expressions of the hairiness of the scalp were observed.

Example 10 - Hair Tonic This was prepared in such a way that the compound of formula I was dissolved in ethanol and similarly mixed into the mixture of other components.

Composition:%

refined ethanol, 96.4% 70

Glycerin 0.7

distilled water 17 1% plant extracts in ethanol or water 6

Ester of p-oxybenzoic acid 1 ethanol solution of camphor or menthol

25% by weight 1 buffer mixture of succinic acid salts and the sodium salt of succinic acid 0.7

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646 328

Composition:%

fragrant compositions 1,2

the compound of the formula I in which R is the alkyl of capric acid Rj = R2 = CH2CH2OH 2,4

The hair tonic according to Example 10, which was applied in a customary manner after washing the hair, caused very good combability and hair style fixation, similarly to Example 6; pleasant relaxation of the scalp was felt. No expressions of hair greasiness were observed. It has been verified that the entire components of the hair tonic are washed out completely if the hair is washed again.

Example 11 - Hair Tonic

The composition and preparation were the same as in Example 6, with the difference that the compound of the formula I was used, in which R is the alkyl of oleic acid, Rj = (CH2) 3OH, R? = R-COO-CH2-CH (OH) -CH2, where R is the oleic acid alkyl.

The hair tonic applied in the usual way after washing the hair caused very good combability and hairstyle fixation; pleasant relaxation of the scalp was felt. No expressions of hair oiliness were observed.

Example 12 - Shampoo

Composition:%

Sodium lauryl sulfate or sodium lauryl ether sulfate 7

Amines of fatty acids (C 12) 2.5

refined ethanol, 96.4% _ 3

1% plant extracts in ethanol or water 2

Birch sap 3

Ester of p-oxybenzoic acid 0.2

Food coloring 5% solution in ethanol 1 the compound of formula I, wherein R is the alkyl of coconut oleic acids

Rj = R2 = CH2-CH2-OH represent 3 distilled water remainder up to 100

The shampoo is prepared so that the compound of formula I is dissolved in ethanol, after which it is mixed in a conventional manner into the mixture of other components.

The shampoo had rich foam formation, very good washing effect, good hair fixation and gave a pleasant feeling of relaxation of the scalp. Hair soiling was reduced.

Example 13-Shampoo

Composition:%

Sodium lauyl sulfate or sodium lauryl ether sulfate 12 refined ethanol, 96.4% 3

1% plant extracts in ethanol or water 3 birch sap 6

Lecithin 1

Esters of p-oxybenzoic acid _ 0.2

Food coloring, 5% solution in ethanol 1 the compound of formula I, wherein R is the alkyl of coconut oleic acids,

Rj = H, R2 = CH2-CH2-OH represent 10 distilled water remainder up to 100

The compound of formula I is dissolved in ethanol, after which it is usually mixed into the mixture of other components. The shampoo had rich foam formation, very good washing effect, good hair fixation and gave the scalp a pleasant feeling of relaxation. Hair soiling was reduced.

Example 14-Shampoo

Composition:%

Sodium lauryl sulfate or sodium lauryl ether sulfate 17

Amines of fatty acids (C 12) 3

Lecithin _ 3

refined ethanol, 96.4% 3

Vitamin F in ethanol or fat, standard solution 2

1% plant extracts in ethanol or water 7

Birch sap 5

Ester of p-oxybenzoic acid 0.3

Food coloring, 5% solution in ethanol 1 the compound of formula I, wherein R is the alkyl of lauric acid, Rt = R2 = CH2-CH2-OH

represent 13 distilled water remainder up to 100

The compound of formula I is dissolved in ethanol, after which it is mixed into the mixture of other components in the usual way. The shampoo had rich foam formation, very good washing effect and very good hair fixation and gave the scalp a pleasant feeling of relaxation. Hair staining has been significantly reduced.

Example 15 - Shampoo

Composition:%

Sodium lauryl sulfate or sodium lauryl ethyl sulfate 20

Amines of fatty acids (C 12) 6

Lecithin 4

refined ethanol, 96.4% 5

Vitamin F, standard solution in ethanol or fat 2

1% plant extracts in ethanol or water 10

Birch sap 7

Gelatin 1

Ester of p-oxybenzoic acid 0.2

Food coloring, 5% solution in ethanol 1 the compound of formula I, wherein R is the alkyl of myristic acid, Rx = H, R2 = 1-hydroxy-

4-butyl represent 18

distilled water rest up to 100

The compound of formula I is dissolved in ethanol, after which it is mixed into the mixture of other components in a conventional manner. The shampoo had rich foaming, excellent washing effect, good hair fixation and gave a pleasant feeling of relaxation of the epidermis. Hair soiling was reduced.

The addition of compound according to formula I causes an increase in shampoo viscosity. Over 15% content forms paste-like product with very good solubility in warm water. The foam stabilizers were completely omitted from the recipe.

Example 16 Shampoo The composition and manufacturing process were the same as in Example 12 except that

s io

IS

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646 328 6

that the compound of the formula I was used, in which foaming, very good washing action and good hairdressing

R = CH3 (CH2) 11, Rx = CH2-CH2OH, R2 = R-COO-xation and gave a pleasant feeling of relaxation

CH2-CH (OH) -CH2, where R is the above-mentioned scalp. The hair soiling was lowered, tung has, represents. The shampoo was rich

Example 17 - Bath foam

Composition:%

Sodium lauryl sulfate or sodium lauryl ether sulfate 22

Amines of fatty acids (C 12) 12

Foam stabilizer 15

1% plant extracts in ethanol or water 15 5% solution of food coloring in ethanol 3

fragrant compositions 2 the compound of formula I, wherein R is the mixture of aliphatic radicals of coconut

nut oleic acid, Rj = R2 = GH2CH2OH represent 20 distilled water remainder up to 100

The agent is manufactured in such a way that the connectivity, the feeling of relaxation and suppleness of the formula I in water with 5% sodium lauryl sulfate were first improved. The foam stability is mixed in according to the standard or sodium lauryl ether sulfate, after which on test (distribution in the glass cylinder) other components of the mixture and the 25 bath foams are 30% higher compared to the usual usual way.

Rest of lauryl sulfate are introduced. The foam

Example 18 - Bath foam

Composition:%

Sodium lauryl sulfate or sodium lauryl ether sulfate 12 5% solution of food coloring in ethanol 1

fragrant composition 1

1% plant extracts in ethanol or water 7 the compound of formula I, wherein R = CH3 (CH2) 10, R! = R2 = CH2CH2OH

15 distilled water mean rest up to 100

The compound according to formula I is first in the Was- glass cylinder) is 30% higher than the usual bath foam with 5% sodium lauryl sulfate or sodium lauryl ether. -fat mixed in, followed by more in the usual way

Components of the mixture and the rest of lauryl sulfate 45 Example 19 bath foam are introduced. In this example, the composition and manufacture were the same, the foam stabilizers and the fat agent were omitted, as in example 17 with the difference that a compound

whereby very high quality and stable foam was used of formula I, wherein R is the alkyl of de. Although the content of superficially active substance against myristic acid, Rx = CH2-CH (OH) -CH3 and R2 = R-

was lowered over the example 17, was very 50 COO-CH2-CH (OH) -CH2, where R achieved the myristic acid alkyl washing effect. That means freshness, relaxation. The foam stability and the

The feeling of suppleness and skin suppleness is very good. The feeling of tension and skin suppleness improves. The

The viscosity of the agent is increased and the concentration of foam stability according to the standard test (distribution above 15% leads to a good pasty glass cylinder) is compared to the usual bath foam

Consistency with very good solubility in warm baths. The 55 30% higher.

Foam stability according to the standard test (distribution in

Claims (6)

646 328 2. Cosmetic composition according to claim 1, characterized in that it is 2 to 25 vol .-% as a shampoo, 1 to 10 vol .-% as skin milk, 0.05 to 3 vol .-% as hair tonic and 0.1 as bath foam contains up to 0.15 vol .-% of the compound of formula I. 2nd PATENT CLAIMS 1. Cosmetic agent with improved application properties, characterized in that it contains at least one compound of the formula I as active component / R1 R-C00-CH2CH (0H) CH2-N (I), wherein R is alkyl or alkenyl of 7 to 17 carbon atoms; Ri 2-hydroxyethyl, 3-hydroxy-l-propyl, l-hydroxy-2-propyl, 2-hydroxy-l-propyl, l-hydroxy-2-butyl, 1-hydroxy-3-butyl, l-hydroxy -4-butyl or 2-hydroxy-3-butyl; and R2 has the same meaning as Rj or R-COO-CH2CH (OH) -CH2 or hydrogen, in an amount of 0.02 to 50 vol .-%, based on the total volume of the end product. 3. Use of the cosmetic agent according to claim 1 as a hair tonic with improved combability or as a shampoo with an increased fixation effect. 4. Use according to claim 3 as hair tonic with good applicability to hair by sufficient water wettability. 5. Use of the cosmetic agent according to claim 1 as skin milk or skin emulsion with softening and hydration effects or as bath foam with increased foam stability. 6. Use according to claim 5 as skin milk or skin cream with good applicability to the epidermis by sufficient water wettability.