JPH0977645A - Hair treating agent composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a hair treating agent composition capable of increasing both a permeation rate and amount to hair, having no sensitizing potential, at a low production cost. SOLUTION: This hair treating agent composition contains 0.1-15wt.%, preferably 1-5wt.% of a compound of the formula CH3 C6 H4 OCH2 CH2 OH as a permeation promoter. Since the compound of the formula has the same permeation promoting effect as that of benzyl alcohol as a conventional permeation promoter, and is extremely weak in aroma or substantially odorless, it can impart aimed aroma to a hair treating agent. The hair treating agent composition can be mixed with a dye (e.g. black 401), a keratin reducing agent (e.g. thioglycolic acid), etc., and can be prepared into a cream, emulsion, gel, mousse or a foamy state. The compound of the formula is obtained by adding 1mol ethylene oxide to the phenolic hydroxyl group of cresol.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to various components for treating hair, for example, keratin reducing agents such as dyes for hair dyeing, reducing agents for perms, aggravating / strain imparting agents, softening agents, and damage reducing agents. The present invention relates to a hair treatment composition having an improved rate or amount of permeation into hair.

[0002]

2. Description of the Related Art Conventionally, various hair treatment compositions have been known for the purpose of dyeing hair, permanent wave or damage care. Most of these hair treatment compositions have certain components penetrated into the hair in order to achieve their purpose.

[0003] For example, in the case of a hair treatment composition for hair dyeing, an acid dye which has relatively little effect on the scalp and hair and which can be easily dyed is blended and penetrated into the hair. Hair dyed. In this case, since the acid dye alone is insufficient in permeation rate and permeation amount into hair, a hair treatment composition for hair dye usually contains several percent (weight basis) of benzyl alcohol as a permeation enhancer. It is compounded.

[0004] Further, a hair treatment composition for perm treatment, permanent hair setting, etc., contains a keratin reducing agent because it is necessary to cleave the disulfide bond of keratin first. Also in this case, benzyl alcohol of several percent (weight basis) order is blended as a penetration enhancer for penetrating the keratin reducing agent into the hair. Similarly, a hair-sharpening / strain-imparting agent,
The same applies to a hair treatment composition containing as a main component a hair softening agent, a hair damage reducing agent, and the like.

[0005]

However, since benzyl alcohol has a weak fragrance, when it is desired to deodorize a hair treatment composition as much as possible or to impart a fragrance that is not easily compatible with benzyl alcohol to the hair treatment composition. However, there is a problem in that it is necessary to reduce the blending amount, and thus a sufficient penetration promoting effect cannot be obtained.

Benzyl alcohol is industrially produced by chlorinating the methyl group of toluene into a monochloromethyl group and then hydrolyzing it to obtain the yield of monochlorination of the methyl group of toluene. The low rate leads to high manufacturing costs.

Further, benzyl alcohol is known to exhibit weak sensitization to the skin, and is considered to cause contact allergy when applied directly to the skin for a long period of time.

The present invention is intended to solve the problems of the conventional techniques as described above, and is comparable to the permeation-promoting effect of the conventional permeation enhancer benzyl alcohol, and moreover, it is more aromatic than benzyl alcohol. It is an object of the present invention to provide a hair treatment composition containing a penetration enhancer which is extremely weak or substantially odorless, has a low production cost, and has no sensitization to the skin.

[0009]

Means for Solving the Problems The present inventors have found that a compound obtained by adding 1 mol of ethylene oxide to a phenolic hydroxyl group of cresol is substantially odorless, and is comparable to benzyl alcohol in terms of a penetration promoting effect. Without
It was found that the manufacturing cost is low and there is no sensitization to the skin, and the present invention has been completed.

That is, the present invention uses the formula (1)

[0011]

Embedded image A hair treatment composition comprising a compound represented by CH ₃ C ₆ H ₄ OCH ₂ CH ₂ OH (1) as a penetration enhancer.

[0012]

BEST MODE FOR CARRYING OUT THE INVENTION The present invention will be described in detail below.

In the hair treatment composition of the present invention, the compound of formula (1), that is, (hydroxyethoxy) toluene is used as a penetration enhancer. By using the compound of the formula (1), it is possible to accelerate the permeation rate of various hair-treating components into the hair and increase the permeation amount, as compared with the case of using the conventional permeation enhancer benzyl alcohol. it can. Moreover, since no sensitizing property is recognized, the skin irritation of the hair treatment composition can be reduced.

The compound of formula (1) is also produced in a very high yield by adding 1 mol of ethylene oxide to the phenolic hydroxyl group of cresol.
And, in this case, since the raw material cresol can be produced in a high yield by fractional distillation of tar acid or by applying the cumene method to toluene,
As a result, the compound of formula (1) has an advantage that it can be produced at a cost of about 1/3 as compared with benzyl alcohol. Therefore, the production cost of the hair treatment composition can be reduced by using the compound of formula (1) as a penetration enhancer of the hair treatment composition.

The substitution position of the hydroxyethoxy group of the compound of the formula (1) on the benzene nucleus is not particularly limited, and it may be at the ortho position, the meta position or the para position with respect to the methyl group, but at room temperature, among others. It is preferable to use the ortho position which is liquid and has excellent handleability at the time of compounding. Industrially, a mixture of these three isomers is preferable from the viewpoints of low acquisition cost, liquid state at room temperature, and good handleability.

If the compounding amount of the compound of the formula (1) in the hair treatment composition is too small, a sufficient penetration promoting effect cannot be obtained, and if the compounding amount is too large, a solvent such as ethanol having a higher concentration is used. It is necessary to increase the skin irritation due to the solvent and reduce the viscosity stability of the composition.
5% by weight, more preferably 1 to 5% by weight.

In the hair treatment composition of the present invention, in addition to the compound of formula (1), various hair treatment components are blended depending on the purpose of use. In that case, as described above, the penetration rate and the penetration amount of those hair treatment components into the hair are increased.

For example, a hair dye may be added to the hair treatment composition as a hair treatment component. Thereby, the hair can be dyed sufficiently. Here, as the dye for hair dyeing, various dyes known as dyes for hair dyeing can be used, but an acid dye having a higher effect of promoting penetration into hair by the compound of formula (1) than other dyes Is preferably used.

Examples of such acid dyes include nitro dyes, azo dyes, nitroso dyes, triphenylmethane dyes, xanthene dyes, quinoline dyes, anthraquinone dyes and indigo dyes. Specifically, Red No. 2, Red No. 3, Red No. 102, Red No. 104
No. Red 105, Red 106, Yellow 4, Yellow 5
No. 3, Green No. 3, Blue No. 1, Blue No. 2, Red No. 201, Red No. 227, Red No. 220, Red No. 230, Red No. 231
No., Red No. 232, Orange No. 230, Orange No. 207, Yellow No. 202, Yellow No. 203, Green No. 201, Green No. 204
No. 205, Green No. 205, Blue No. 202, Blue No. 203, Blue No. 205, Brown No. 201, Red No. 401, Red No. 502
No., Red 503, Red 504, Red 506, Orange 402, Yellow 402, Yellow 403, Yellow 406
No. 407, yellow No. 407, green No. 401, green No. 402, purple No. 401, black No. 401 and the like.

If the amount of these acid dyes to be added to the hair treatment composition is too small, the dyeability is insufficient, and if it is too large, the solubility is lowered and further improvement in dyeability cannot be expected. The amount is 0.0001 to 10% by weight, more preferably 0.01 to 1% by weight. In this case, the water content of the hair treatment composition for hair coloring is preferably 10 to 97% by weight.

If the pH of the hair treatment composition containing such an acid dye as a dye for dyeing is too low, the hair or scalp may be damaged, and if it is too high, the dyeability is deteriorated. It is adjusted to 2 to 6, more preferably 2 to 4. In this case, the pH can be adjusted by appropriately adding an organic acid such as lactic acid, tartaric acid, acetic acid, citric acid, and oxalic acid, and an inorganic acid such as phosphoric acid and hydrochloric acid to the hair treatment composition.

A keratin reducing agent can be added to the hair treatment composition as a hair treatment component. Thereby, the disulfide bond of keratin constituting hair can be sufficiently cleaved. Such a hair treatment composition can be preferably used as the first permanent wave composition.

In this case, the keratin reducing agent is preferably thioglycolic acid and its derivatives, thiolactic acid and its derivatives, cysteine and its derivatives or salts thereof, thioglyceryl alkyl ether of the formula (2) or its salts.

[0024]

Embedded image R ¹ OCH ₂ CH (OH) CH ₂ SH (2) (wherein R ¹ is a hydrogen atom, a lower alkyl group or a lower alkoxy lower alkyl group) or a mercaptoalkylamide of the formula (3) Or its salt

[0025]

Embedded image _{H- (CHOH) l - (CH} 2) m -CONH (CH 2) n -SH (3) ( wherein, l is a number of 0 to 5, m is the number of 0 to 3 And n is a number of 2 to 5, provided that l and m are 0 at the same time.
is not. ). More specifically,
Thioglycolic acid, glyceryl thioglycolate, L-cysteine, D-cysteine, N-acetylcysteine, ammonium salts of these cysteines, ethanolamines such as monoethanolamine, diethanolamine, triethanolamine, ethoxyhydroxypropanethiol, Examples thereof include thioglyceryl alkyl ethers such as methoxyethoxyhydroxypropanethiol and isopropoxyethoxyhydroxypropanethiol, mercaptoethylpropanamide, and mercaptoethylgluconamide.

If the amount of these keratin reducing agents blended in the hair treatment composition is too small, the reduction of keratin will be insufficient, and even if added excessively, the effect commensurate with the amount added cannot be obtained. It is preferably 0.1 to 20% by weight, more preferably 1 to 5% by weight. In this case, the pH of the hair treatment composition is preferably 3.0 to 9.5, and more preferably 4.0 to 9.5 in order to suppress damage to the skin and hair.
Set to 0. The pH can be adjusted using a known pH adjuster.

The above-mentioned permanent wave first
The hair treatment agent composition as the second permanent wave agent to be used in combination with the agent may contain an oxidizing agent for permanents such as bromates and perborates as hair treatment components. Thereby, the disulfide bond of the cut keratin in the hair can be sufficiently recombined.

Naphthalene sulfonic acid described in JP-A-5-43425, azulene sulfonic acid described in JP-A-5-43426, and JP-A-5-286828 as hair treatment components in a hair treatment composition. It is also possible to blend known publicly known agents for imparting elasticity and strain of hair such as tetralin sulfonic acid described above and aromatic sulfonic acid such as benzophenone sulfonic acid described in JP-A-5-286830 or salts thereof. As a result, the hair inside the hair
Straining agents can be impregnated. Alternatively, a known softening agent such as a hydroxycarboxylic acid such as glycolic acid or a salt thereof as a hair-treating component can be added to the hair-treating agent composition, thereby imparting good flexibility to the hair. be able to.

It is also possible to add a known damage reducing agent such as ethyl carbitol, an ultraviolet absorber, a lipid, a surfactant, a protein or a derivative thereof as a hair treating component to the hair treating composition. The effect of reducing damage to hair can be imparted. Alternatively, the hair treatment composition is provided with a known conditioning such as a cationic polymer such as a cationized cellulose derivative, a cationic starch, a cationized guar gum derivative, and a quaternized polyvinylpyrrolidone derivative as a hair treatment component. Agents can be compounded,
A long-lasting good conditioning effect can be imparted to the hair. In addition, the hair treatment composition can be blended with a fragrance as a hair treatment component,
The hair can be imparted with excellent durability and strong fragrance. In this case, the compound of formula (1), which is a penetration enhancer, is substantially odorless, so that it is easy to adjust the intended aroma.

In the hair treatment composition of the present invention, additives such as lower alcohols, preservatives, chelating agents and the like may be appropriately added within the range where the stability of the composition and the desired pH value can be maintained. it can.

The hair treatment composition of the present invention can be usually prepared in the form of cream, emulsion, gel, solution, mousse or foam.

The hair treatment composition in the form of cream, emulsion, gel or solution is a moisturizer (emulsifier), solubilizer, stabilizer, touch improver which is usually used in the cosmetics field. A hair styling base and the like can be added to an aqueous medium together with the penetration enhancer of the formula (1) to produce the hair according to a conventional method. Here, examples of the wetting agent (emulsifier) include anionic, amphoteric or amphoteric such as alkylbenzenesulfonate, aliphatic alcohol sulfate, alkylsulfonate, acylated amino acids, fatty acid alkanolamide, and addition products of ethylene oxide and aliphatic alcohol. Cationic surfactants can be mentioned. In addition, as a texture improver or a hair styling base,
Examples thereof include silicone derivatives, higher alcohols, oily components such as various nonionic surfactants, and cationic surfactants.

The hair treatment composition in the form of a mousse or foam has a penetration enhancer of the formula (1) and 1% by weight or less of a conventional nonionic surfactant, anionic surfactant or cation. A system surfactant or a mixed surfactant thereof and 0.5 to 1% by weight of a thickener dissolved or dispersed in an aqueous medium are charged in an aerosol can together with liquefied petroleum gas (propellant), It may be sprayed in the form of a mousse or foam at the time of use.

As a mode of use of the hair treatment composition of the present invention, the hair treatment composition is used according to a method depending on the hair treatment component to be blended and the purpose of use. For example, when used as a hair coloring composition for dyeing keratinous fibers of hair, the hair treatment composition is allowed to act on keratinous fibers at a temperature of 15 to 50 ° C. for 10 to 30 minutes, and then washed, It may be dried.

[0035]

DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described below in detail based on embodiments.

Examples 1 to 7 Hair treatment compositions for hair dyeing having the compositions shown in Table 1 were prepared by a conventional method.

[0037]

[Table 1] (% by weight) Example Ingredient name 1 2 3 4 5 6 7 Black No. 401 0.2 ← ← ← ← ← ← ← Ethanol 15 ← ← ← ← 25 25 Xanthan gum 1.0 ← ← ← ← ← ← ← Penetration promoter o- (Human ethoxyoxy) toluene 1.0 3.0 5.0 − − 15 − p − (Human oxyethoxy) toluene − − − 0.5 3.0 −15 Bengal alcohol − − − − − − − Lactic acid 5.0 ← ← ← ← ← ← ← Trisodium citrate 0.3 ← ← ← ← ← ← Water balance ← ← ← ← ← ← (Evaluation) In order to evaluate the effect of the penetration enhancer contained in the obtained hair treatment composition for hair dyeing, each hair treatment composition was evaluated. It was used to perform a dyeability test on human hair as described below. The sensitization and odor intensity of the penetration enhancer itself were also tested as described below.

Dyeability test The hair treatment composition was applied to goat hair and left in a room at 30 ° C for 15 minutes. Then, the hair was washed with an ordinary shampoo, rinsed thoroughly with water and then dried to evaluate the dyeability. As a result, hair dyeing properties equivalent to or higher than those of a hair treatment composition using benzyl alcohol as a penetration enhancer were exhibited.

Sensitization test A guinea pig maximization test of Magnuson was performed using 10 guinea pigs per group, ie, 0.3% intradermal sensitization was performed, and then 30% contact sensitization, and a concentration at which no stimulating reaction was caused. The application was triggered by. A case where a clear erythema was formed upon application induction was evaluated as positive, and the number of positive solids was 10
The induction positive rate divided by is shown in Table 2. The guinea pig maximization test results for benzil alcohol are also shown in Table 2 for reference.

Odor Strength Test About 10 g of the hair treatment composition was placed in a 100 ml glass container and sealed with a stopper at room temperature. After leaving it for one hour,
The stopper was opened and the odor of the contents was sensory evaluated according to the following evaluation criteria. The results are shown in Table 2.

Odor Strength Evaluation Criteria Rank State ◎: When substantially odorless ○: When the odor has a level that does not affect the fragrance of the entire composition Δ: Practical but has an effect on the fragrance of the entire composition When the odor is of a level that does not cause any problems X: When the odor affects the aroma of the entire composition XX: When the aroma of the entire composition is significantly affected

[0042]

[Table 2] From the results of the hair dyeing test and Table 2, o- (hydroxyethoxy) toluene has the same or higher permeation-promoting effect on benzyl alcohol, has no sensitizing property, and has a small odor.

Example 8 A keratin reducing agent-containing hair treatment composition (pH 8.5) was prepared by uniformly mixing the components shown in Table 3.

[0044]

[Table 3] In the hair treatment composition of this example, substantially no odor derived from the penetration enhancer was felt. Further, the curl-forming ability of the hair treatment composition of this example in the permanent wave treatment was good.

Example 9 A hair treatment composition for imparting firmness and elasticity (pH 2.7) was prepared by uniformly mixing the components shown in Table 4.

[0046]

[Table 4] In the hair treatment composition of this example, substantially no odor derived from the penetration enhancer was felt. In addition, when the hair was treated with the hair treatment composition of this example, it was possible to apply sufficient firmness and strain to the hair for a long period of time even after shampooing.

Example 10 A hair treatment composition for a hair conditioner (pH 8.5) was prepared by uniformly mixing the components shown in Table 5.

[0048]

[Table 5] In the hair treatment composition of this example, substantially no odor derived from the penetration enhancer was felt. Further, it showed sufficient flexibility when the hair was treated with the hair treatment composition of this example and then washed and dried and after 24 hours of washing.

[0049]

INDUSTRIAL APPLICABILITY According to the present invention, the penetration-promoting effect of benzyl alcohol, which is a conventional penetration-promoting agent, is comparable to that of benzyl alcohol, and the fragrance is extremely weak or substantially odorless as compared with benzyl alcohol. It is possible to provide a hair treatment composition containing a penetration enhancer, which has a low production cost and has no sensitization to the skin.

─────────────────────────────────────────────────── ───

[Procedure amendment]

[Submission date] September 27, 1995

[Procedure amendment 1]

[Document name to be amended] Statement

[Correction target item name] 0043

[Correction method] Change

[Correction contents]

Example 8 A keratin reducing agent-containing hair treatment composition was prepared by uniformly mixing the components shown in Table 3.

[Procedure amendment 2]

[Document name to be amended] Statement

[Name of item to be corrected] 0045

[Correction method] Change

[Correction contents]

Example 9 A hair treatment composition for imparting a balm / strain was prepared by uniformly mixing the components shown in Table 4.

[Procedure 3]

[Document name to be amended] Statement

[Correction target item name] 0047

[Correction method] Change

[Correction contents]

Example 10 A hair treatment composition for a hair conditioner was prepared by uniformly mixing the components shown in Table 5.

Claims (6)

[Claims] 1. A hair treatment composition comprising a compound represented by the formula (1): CH ₃ C ₆ H ₄ OCH ₂ CH ₂ OH (1) as a penetration enhancer. 2. 0.1 to 15% by weight of a compound of formula (1)
The hair treatment composition according to claim 1, which contains the hair treatment composition. 3. The hair treatment composition according to claim 1, which further comprises a hair dye. 4. The hair treatment composition according to claim 1, which contains a keratin reducing agent. 5. The hair treatment composition according to claim 1 or 2, which contains an agent for imparting a scalp and a strain to the hair. 6. A hair softening agent is contained.
Or the hair treatment composition according to 2.