JPS6038364B2 - Novel hair rinse composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a novel hair rinse composition that can impart natural shine to hair in addition to the effects of conventional hair rinses.

Normally, when you wash your hair, the dirt on the hair and the sebum on the surface of the hair are removed, causing the hair to lose its luster and flexibility, resulting in poor combability, increased electrostatic charge, and texture. have undesirable effects such as deterioration of

In order to avoid such adverse effects, it is common practice to further rinse the hair after washing to restore the deteriorated properties of the hair.

By the way, conventional hair rinses contain cationic surfactants to impart flexibility and oily substances to replenish sebum lost after hair washing.
Although it is effective in improving combability, imparting flexibility, imparting antistatic properties, and improving texture, it has not yet produced sufficiently satisfactory results in restoring natural luster. On the other hand, it is known to use various phosphate ester surfactants as components of hair cosmetics. For example, when producing emulsified lotions containing a large amount of aliphatic alcohol, phosphoric acid ester surfactants have been used as emulsifiers (Hakama Kosho 42-1).
6955), a hair cosmetic containing a polyoxyalkylene alkylene phosphate ester or its salt obtained by adding ethylene oxide and another alkylene oxide (Kokai Sho 52-31838) , a transparent liquid hair conditioner containing a cationic surfactant and a neutralized product of ethoxylated oleyl phosphate ester or a neutralized product of lauryl tetraglycol lable orthophosphate (JP-A-52-122638) Japanese Patent Publication No. 6437), a hair rinse composition containing a polyoxyethylene alkyl phenyl ether phosphate ester and a quaternary ammonium salt type cationic surfactant (Japanese Publication No. 6437) have been proposed. However, all of the currently used phosphate ester surfactants are unsuitable for the purpose of imparting natural luster to hair.

Therefore, in the technical field related to hair rinses,
One of the important topics has been to obtain a hair rinse agent that can restore the luster of hair that has been lost due to hair washing.

The present inventors aimed to develop a hair rinse that has the effect of imparting natural gloss in addition to the features of conventional hair rinses, such as improved combability, improved texture, flexibility, and antistatic properties. As a result of extensive research, it was discovered that the objective could be achieved by using a quaternary ammonium salt type surfactant in combination with a specific phosphate ester or its salt.Based on this knowledge, the present invention was developed. I came to do this.

That is, the present invention provides a novel hair rinse composition comprising a quaternary ammonium salt and a phosphate ester of a partial ester of an o-Q-branched fatty acid and a polyol or a salt thereof. It provides:

In the present invention, the quaternary ammonium used as the component [A] is, for example, represented by the general formula (0) (wherein R3 is a linear or branched alkyl group having 10 to 22 carbon atoms, R4
is a straight or branched alkyl group having 1 to 22 carbon atoms,
A hydroxyalkyl group or an aralkyl group having 7 to 22 carbon atoms, R5 and R6 are a linear or branched alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group, and X- is a monovalent anion.

) is a mono-long chain alkyl quaternary ammonium salt or a di-long chain alkyl quaternary ammonium salt.

Examples of such quaternary ammonium salts include cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, stearylbenzyldimethylammonium chloride, hardened tallow alkyltrimethylammonium chloride, dilauryldimethylammonium chloride, dipalmityldimethylammonium chloride. Lido, distearyldimethylammonium chloride, dihardened beef tallow alkyldimethylammonium chloride, and the like. This {i} component is usually used within a range of 0.3 to 1% by weight.

Next, the phosphate ester of a partial ester of a Q-branched fatty acid and a polyol used as the raw component of the present invention can be expressed by, for example, the general formula (1) (where R and R2 have 2 to 20 carbon atoms. is a linear or branched alkyl group in which the sum of the carbon numbers of R and R2 is 10 to 30.

) is a phosphate ester of a partial ester of a Q-branched fatty acid and a polyol, or a salt thereof;
Examples include alkali metal salts such as sodium salts and potassium salts, and organic amine salts such as various alkanolamine salts and morpholine salts.

Examples of the Q-branched fatty acids represented by the general formula (1) include 2-butyloctanoic acid, 2-hexyldecanoic acid, 2-heptylundecanoic acid, 2-octyldodecanoic acid, 2-(1,3,3- trimethylbutyl)-5,7,
Examples include 7-trimethyloctanoic acid.

This Q-branched fatty acid undergoes Garbett reaction, oxo reaction,
It can be produced by oxidizing a B-branched alcohol produced by various methods such as aldol condensation. The polyol is preferably a di- to hexavalent polyhydric alcohol having 2 to 6 carbon atoms, such as ethylene glycol, propylene glycol, 1,3-pro/deniol, 1,4-butanediol, glycerin, trimethylolethane, trimethylol. Propane, bentayrythritol, diglycerin, sorbitan, sorbitol, etc. may be mentioned.

The partial ester of Q-branched fatty acid and polyol must have at least one free hydroxyl group.

In the case of polyols having a valence of 3 or more, it is sufficient that only one hydroxyl group is in a free state, and polyesters such as not only monoester but also gester and triester may be used.

(〇) The phosphate ester of the component is obtained by esterifying a partial ester of the Q-branched fatty acid represented by the above general formula (1) and a polyol with phosphorus oxychloride, phosphorus trichloride, phosphorus pentoxide, or polyphosphoric acid. Alternatively, it can be produced by a transesterification reaction with a lower alcohol phosphoric acid ester.

The phosphate ester thus obtained may be used as it is, or may be neutralized with an appropriate base and used as a salt. Further, this phosphate ester may be used alone or in a mixture of two or more kinds. That is, it may be used as a mixture of a plurality of phosphate esters of Q-branched fatty acid and polyol with different structures of the partial ester moiety, or a plurality of phosphate esters with different degrees of esterification, such as orthophosphate monoester, orthophosphate gester, and pyrophosphate gester, may be used. It may also be used as a mixture of phosphate esters.

Furthermore, a partial ester of an unreacted Q-branched fatty acid and a polyol that is not phosphoric acid esterified may be included. {The o-component is usually contained in hair rinses at a concentration of 0.1
It is contained within the range of ~10% by weight, preferably 0.5~5% by weight.

The composition of the present invention may contain, if desired, ingredients commonly used in hair rinses in addition to the above-mentioned components 'A' and 'B'.

Examples of such ingredients include higher alcohols, glycerides, fatty acid esters, liquid paraffins, olefin low polymers, lanolin derivatives, collagen derivatives, oils such as silicones, polyoxyethylene alkyl cables, and polyoxyethylene alkenyl ethers. , nonionic surfactants such as sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, sucrose fatty acid ester, ethylene glycol, propylene glycol,
Alcohols such as glycerin, polyethylene glycol, ethanol, and cellosolve, viscosity modifiers, hydrotropes, emulsifiers, bactericides, colorants, fragrances, chelating agents,
Antioxidants, fungicides, and agents can be mentioned. Other components include water as a solvent in the case of forming a liquid composition. In the hair rinse composition of the present invention, the 'i' component and the to-component form a complex salt, which itself has excellent water retention ability and adheres to the hair to form a uniform oil film.

Since this oil has a strong binding force to the hair, it does not come off even after rinsing. As a result of being covered with an oil film, the hair becomes combable, has flexibility, and has antistatic properties. It also has the effect of imparting a natural shine that cannot be obtained with conventional hair rinses. Next, the present invention will be explained in more detail with reference to Examples.

Evaluation of hair gloss in each example was conducted according to the following test method.

1 female hair of 2 lengths, which has been washed with a commercially available general-purpose shampoo and air-dried, is treated with 2% of the prescribed hair conditioner.
After immersing the solution in 40ml of rat sand for 3 times, rinse it twice with 100ml of pure water at the same temperature, and wash it with 250ml of pure water.
The treated product was left for one day and night at 65% RH, and the treated product was passed through a comb three times, and the gloss was visually evaluated by comparing it with the unrinsed product.

Production Example 1 In a 300 mm four-necked flask equipped with a stirrer and a thermometer, 104. (0.15 mol) and phosphorus pentoxide 14.
(0.1 mol) was added at 50 to 60 oo over 3 portions, and then reacted at the same temperature for 2 hours, and then further reacted at 90 mm for 2 hours to produce a phosphate ester.

The acid value of the obtained phosphate ester is AV, = 40.6, A
V2=62.9, its composition is 25% by weight of neutral oil;
The combined weight of orthophosphate monoester and pyrophosphate gester was 3% by weight and orthophosphate gester was 45% by weight.

Production Example 2 Phosphoric acid was prepared in the same manner as in Production Example 1 using 144.6 g (0.15 mol) of triester 2-hexyldecanoate of diglycene as the raw material and 7.1 g (0.05 mol) of lysopentoxide. produced ester.

The oxidation of the obtained phosphate ester was AV・=31.2, A
V2=50.0, its composition is 32% by weight of neutral oil;
A total of 31% by weight of orthophosphate monoester and pyrophosphate gester and 30% by weight of orthophosphate gester.
Met. Production Example 3 2-octyldodecanoic acid ester of glycerin was used as a raw material ester at 102. A phosphate ester was produced in the same manner as in Production Example 1 using a female (0.15 mol) and 7.1 g (0.05 mol) of phosphorus pentoxide.

The acid value of the obtained phosphate ester is AV, = 43.6, A
V2=65.4, its composition is 22% by weight of neutral oil;
The total amount of orthophosphate monoester and pyrophosphate gester was 2% by weight, and the orthophosphate gester was 4% by weight. Production Example 4 A phosphate ester of a higher aliphatic alcohol was produced for comparison.

121 g (0.5 mole) of n-cetyl alcohol in a 300' four-bottle flask equipped with a stirrer and a thermometer.
and 237 g (0.167 mol) of phosphorus pentoxide to 70
00 (3 powders) were added, and then reacted at the same temperature for 1 hour, and further reacted at 90q○ for 3 hours to produce a phosphate ester.

The acid value of the obtained phosphate ester is AV, = 124.5A
V2=187.2, its composition is 7% by weight of neutral oil, 35% by weight of orthophosphate monoester and pyrophosphate gester, and 5% by weight of orthophosphate gester.
Met.

Examples Rinsing agent compositions having the compositions shown in Table 1 were prepared, and the rinsing effect and gloss imparting effect were evaluated.

The results are shown in Table 1. Table 1 As shown in Table 1, the rinsing effect was good in all cases, but regarding the gloss imparting effect, the composition of the present invention gave a deep silky gloss, whereas the composition of the present invention gave a deep silky gloss. There was no difference between the composition and the untreated composition, and no gloss imparting effect was observed.

Claims (1)

[Scope of Claims] 1. A novel hair rinse agent characterized by containing (a) a phosphoric acid ester of a partial ester of an α-branched fatty acid and a polyol, or a salt thereof. Composition. 2 α-branched fatty acids have the general formula ▲ There are mathematical formulas, chemical formulas, tables, etc. or a branched alkyl group). 3. The composition according to claim 1, wherein the polyol is a di- to hexavalent alcohol having 2 to 6 carbon atoms.