DE2348222A1 - HAIR COSMETIC - Google Patents

Description

DR. KARL TH. HEGEL,. DIPLu iNO. KLAUS DICKEL

PATENT LAWYERS

Γ 1 2OOO Hamburg 50

Große Bergstrasse 223 P.O. Box 5ΟΟ6 62 Telephone: (0411) 3Θ62Θ5 Telegram address: Doellnerpatem

Our mark: the date

Tue / Bo - H 2227 September 24, 1973

Kao Soap Co., Ltd.

7-18, 1-chome, Nihonbashi-Bakurocho, Ghuo-ku, £ okyo / Japan

Hair cosmetic

The invention relates to a cosmetic composition for hair and in particular on shampoos, hair detergents, hair lotions, hair creams and pomades that, for transfer A permanent antibacterial and deodorant effect on the surface of the hair are suitable.

It was found that the composition according to the following Formula 1)

HO- Q-CCH ^ -S-CCH ^ - O-OH (1),

in which η O or 1, R. is an aliphatic hydrocarbon radical with 8 to 14 carbon atoms, in particular with alkyl

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8 to 14 carbon atoms, or a tertiary butyl radical and E ₂ u ¹¹⁰ - ^E x are each hydrogen or alkyl with 1 or 2 carbon atoms or hydroxyalkyl with 1 Ms 2 carbon atoms, with the proviso that at least one of the radicals H ₂ ¹³¹¹ CL ^ 3 ^{belongs to the} alkyl or hydroxyalkyl group, exhibits the following beneficial effects:

1. Excellent bacteriostatic action against gram-positive bacteria belonging to the putrefactive class Belong to bacteria.

2. Prevention of eancidity which is due to the self-oxidation of the Sebum, which is released by the human scalp.

5. Effective application and adherence to the human Scalp through various hair treatment methods, such as ■ washing, rinsing and using various pinching aids.

The invention provides hair cosmetics which contain a compound or a mixture of compounds of the formula (1) contain. The compositions according to the invention have anti-dandruff and deodorant properties.

Typical antioxidants of the formula (1) are, for example, 4,4'-thiobis- (6-tert-butyl-3-methylphenol), 4,4'-ihiobis- (6-tert-butyl-methylphenol) and BisC2 ⁱ -methyl- l-hydroxy-5-octylbenzyl) thioether.

These compounds are bi-functional antioxidants, which have a phenol group in a molecule that acts as a chain terminator and a sulfur atom that acts as a chain terminator of a decomposition agent for peroxide shows. The compounds prevent eancidity based on self-oxidation

403813/1 1S8 "* ^{/ 3}

of algae constituents from the human scalp be delivered. In addition, they show a bacteriostatic activity against gram-positive bacteria, as shown in Table I. shows.

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Table I.

Bacteriostatic effect * of 4,4'-ihiobis C 6-tert.-butyfe-3-nie thy! Phenol)

4,4'-Ihiobis- (6-tert-butyl-3-methylphenol)

bacteria Gram negative bacteria Gram-positive Bacillus
subtilis Escherichia
coli Staphylococcus
aureus concentration concentration Conc entration 500 ppm 50 ppm . 500 ppm 50 ppm 500 ppm 50 ppm

* According to the Agar-Schlieren test method - means stopping bacterial growth + means no "stopping bacterial growth."

Due to the presence of the long-chain alkyl group and the Benzene ring, the ingredients also have excellent adhesion to the hair and scalp.

According to the invention, the desired effects can be obtained by applying the compositions of formula (1) to the hair and the scalp applies. The following three typical application methods can be used for this purpose:

A compound of general formula CO o in an amount of about, oo1 to about 2 wt - admixed ° / o of a shampoo composition for removing dirt, grease and loose horn cells of the scalp and the hair, wherein the shampoo as a.! main active ingredient contains an anionic surfactant.

A compound of the general formula Ci) is used in an amount from about 0.01 to about 2% by weight of a hair rinse to improve softness, shine and manageability of the hair, with the hair rinse being a cationic surface-active ingredient as the main active ingredient Has means.

A compound of the general formula Ci) is used in an amount from about o, oo1 to about 2% by weight of a styling aid that for applying various materials, such as emollients, perfumes, etc., to the hair and scalp serves as well as hair setting agents, such as pomades, hair creams, hair oils or hair lotions, mixed in, the hair styling aids as Substrate have an oily, alcoholic or aqueous substance.

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-ι-

The compositions of formula (1) can be conventional hair cosmetics including shampoos, laundry detergents and hair styling aids be added. Hair rinsing agents can also be used, which contain colorants, such as water-soluble paints. For However, the invention does not come to the use of the composition according to the formula (1) for hair treatment compounds in question, that have a lasting effect on the hair, such as permanent hair colors and bleaches.

Clear shampoos, cream shampoos, gel shampoos and the like can be used as hair shampoos. Such shampoos are aqueous solutions which normally contain about 10 to about 3o% by weight of a detergent. The detergent can one which is conventionally used for this purpose, including soaps such as potassium soap des Eoconut oil and other vegetable oils, fatty alcohol sulfates such as JJa tri umdo de cyl sulfate, and various other anionic detergents. The shampoo compositions can contain various admixtures such as calcium salt dispersants Agents, masking agents, solvents, thickeners, hair and skin conditioning agents, finishing agents, Contains foaming agents, perfumes and preservatives.

The usable hair rinses are, the normally used in concentrations of about 1 to 3 wt .-% aqueous solutions of kationisdEn detergents, such as alkyl (C ^ C ^ _Q) dimethylbenzylammoniumchlDride. The hair conditioners can contain various hair conditioning agents, thickeners, solvents, perfumes and water-soluble colors, and so on.

... / 7 409813/1168

The hairdressing aids that can be used are "for example brillantines, Pomades, hair oils, hair creams (water-in-Ql, Ql-in-water or Dual emulsions), alcohol-based hair lotions and two-phase hair lotions. Brillantine mainly contains Mineral oil and waxes. Pomades essentially consist of animal and vegetable fats. Hair oil possesses as the main one Ingredient mineral oil and may also contain vegetable oils. The brilliantine, pomade and hair oil compositions are anhydrous. They usually contain a perfume. Hair cream is an emulsion of water and oil. Water / oil emulsions generally contain 5o to 60 wt .-% water, 3o to 5o wt .-% 01 as well as emulsifiers, perfumes, etc. are dual emulsions similar, whereby beeswax / borax or non-ionic emulsifiers are used. Ql / water emulsions generally contain 60 to 90% by weight water and 10 to 3o% by weight oil materials, while the rest consists of various admixtures. Hair lotions based on alcohol are mainly composed of a solution of water-soluble alcohols such as ethanol or isopropyl alcohol, water and perfume oil. Two-phase hair lotions consist primarily of an aqueous solution of water-soluble alcohols as one phase, mixed with an 01 as the second Phase.

The hair shampoos, conditioners and hairstuffs that are used as Basis or! Rager for the compounds of formula (1) of the invention may have any conventional composition so far as they are compatible with the compounds of Formula (1) are compatible. The appropriate structure of a special composition in the field of cosmetics is for everyone Easily recognizable by a person skilled in the art. Since for the present invention the conventional shampoos, washing-up liquids and hair styling aids are used a further, detailed description no longer appears necessary.

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The cosmetics for hair treatment which, according to the invention, contain one or more compounds of the formula (1), can be transferred to the hair using the usual methods. The composition of the formula (1) adheres to the hair and the scalp in one. Amount sufficient to prevent dandruff to reduce and reduce odor formation »

The invention is to be explained in more detail below with the aid of examples.

example 1

A hair shampoo composition was made according to the following Recipe made:

Components by weight

Sodium trioxyethylene dodecyl ether
sulfate 15th sodium dodecyl sulfate 2 Coconut Fatty Acid Diethanolamide 7th Perfume 0.4 Colorants o, 2 4,4'-ThiobisCe-tert-butyl ^ -
methylpheno 1) o, 25 water Best total 100

Comparative tests were carried out between the above-described composition according to the invention and, as a control, the gleidEÄ Composition, but without 4,4'-thiobis (6-tert.-butyl-2-methylphenol), carried out. Specifically, each of the above two compositions was used for 1 month each

4 0 9 8 13/1168 '* * ^{/ 9}

applied to scalp parts of test persons, whereby it was 10 people who normally suffer from a strong scaling, in the end of the test period, the scalp of Sestperaonen was examined. With the composition according to the invention, no loose dandruff could be found in 6 people, and the scalp did not have soot. In the other two people, no scab-like, wet dandruff could be observed, as is the case with a normal commercial shampoo , and the scalp was clean.The control shampoo without the ingredient according to the invention showed dandruff on the scalp of the test subjects after the treatment, just like in the case of an ordinary, commercially available shampoo. It is clear from this that the composition of the present invention has an excellent anti-dandruff effect.

Example 2

A hair conditioner was made according to the following recipe:

Components by weight

Stearyldimethylbenzylammonium
chloride 2 Cetanol 3 Polyoxyethylene nonylphenyl ether 1 Perfume o, 6 Propylene glycol 1o Colorants o, o3 4,4'-tDhiobis (6-tert.-butyl-3-methyl-
phenol) o, 2 water Eest total 100

40981 3/1 168 ""

The old of the above mentioned hair rinse washer used Hair had a very beautiful appearance «and the« zmiwiiii <t »uBg excellent anti-dandruff and deodorizing properties.

Example 5

A hair styling aid was produced according to the following Et «ept ·

liquid paraffin 16, ο

Aqueous lanolin · 7 »Ο

Awake "2 _t "

Polyoxyethylene (1o) monostearate 2o, o

Bis (2-methyl-4-hydroxy-5-octylbenzyl) thioether o, 2

Perfume ο, 5

Water rest

Total 100

This composition gave the hair excellent hold and exhibited excellent deodorizing and flaking properties preventive effects.

... / 11

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8AD ORIGINAL

Claims (4)

Claims Λ . Process for reducing the formation of dandruff and odor, characterized in that a compound of the formula is given to human hair and the scalp HO- <( \> - (CH ₂ ) _n -S- (CH ₂ ) _n - <( > -OH adds, in which η is 0 or 1, B .. an aliphatic Represents hydrocarbon having 8 to 14 carbon atoms or a tertiary butyl, while IU "and S, each hydrogen, is an alkyl with 1 or 2 carbon atoms or a hydroxyalkyl having 1 or 2 carbon atoms with the proviso are that at least one of the Rp or the E ^ Is hydroxyalkyl. ... / 12 4 0 9 8 13/1168 2. The method according to claim 1, characterized in that the composition is mixed with a hair shampoo, a hair rinse or a hair styling aid. _s 3. Hair cosmetic, characterized in that it is a compound of the formula contains, where η is 0 or 1, S. is an aliphatic hydrocarbon with 8 to 14 carbon atoms or a tertiary butyl, while E ₂ ^and ^ 3 J ^e ~ are hydrogen, alkyl with 1 or 2 carbon atoms or hydroxyalkyl with 1 or 2 Carbon atoms with the proviso that at least one of E ₂ or E is alkyl or hydroxyalkyl. 4. ■ hair cosmetic according to claim 3, characterized in that that the amount of the compound added is about 0.01 to about 2% by weight, based on the total weight the composition. 5. Hair cosmetic according to claim 4, characterized in that that the remainder of the composition is an aqueous hair shampoo, which is an anionic one Has detergent as the main cleaning component. ... / 13 409813/1168 Hair Qsmetikum according to claim 4, characterized in that that the remainder of the composition is an aqueous hair rinse, which is a having cationic detergent as the main detergent. Hair cosmetic according to Claim 4, characterized in that that the remaining part of the composition consists of an iridescent aid, the main component of which is a Oil, alcohol or an aqueous substance for setting who is srisür. 409813/1168 ORIGINAL INSPECTED