JPS5832812A - Hair cosmetic - Google Patents

Abstract

PURPOSE:A hair cosmetic, containing a quaternary ammonium salt, an amino acid and 1-hydroxy-2-pyridone salt, and capable of giving improved softness even on the application to any one of rinsing and unrinsing types. CONSTITUTION:A hair cosmetic containing 0.1-10.0wt% compound of formulaI[R1 or R1 and R2 are 10-24C alkyl, hydroxyalkyl, etc.; R2-R4 or R3 and R4 are 1-3C alkyl or group of formula II (n is an integer 1-5; R5 is H or CH3); (X) is halogen or alkylsulfuric acid group], 0.1-5.0wt% amino acid, e.g. glycine or L-valine, and 0.05-3.0wt% compound of formula III[R1 is alkyl, alkenyl, cycloalkyl, aryl, etc.; R2 is H, alkyl, phenyl, etc.; (X) is organic amine residue]. The resultant cosmetic is used in the form of a hair rinse, hair conditioner, hair lotion, etc.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a hair cosmetic that has an excellent effect on imparting flexibility to hair.

Normally, hair is covered with animal and vegetable oils such as hair creams and hair oils, as well as sebum secreted from the hair itself, but when hair is washed with soap or synthetic detergents, these oils and fats are removed more than necessary. As a result, the hair after washing loses its smoothness, has a hard, flattened feel, and becomes difficult to comb, making it more likely to cause frizz and split ends.

In order to eliminate such inconveniences, various hair cosmetics have been developed and used as hair treatment agents after hair washing.

These hair cosmetics contain quaternary ammonium salts such as dialkylzomethylammonium chloride and alkyltrimethylammonium chloride as the main active ingredient. There are two types of ammonium salts: those that are poorly soluble in water and those that are easily water soluble.
There are two types, ``no-rinse type'', and each type is used in different ways.

In order to prevent hair from squeaking and tangling after washing, etc., and to improve the finish when dry, the above ammonium salt must be adsorbed to the hair. However, conventional hair cosmetics have problems with the release and adsorption properties of the ammonium salt, regardless of the form of use, and have not been fully satisfactory. In particular, the flexibility of the hair was still insufficient.

In addition, various fiber treatment agents such as fiber softeners have been known, but fibers, especially animal fibers, have a chemical structure similar to hair but are completely different from hair in physical structure. Therefore, it is difficult to apply such fiber treatment agents to hair.

5. The present invention was made under the above circumstances, and provides a hair cosmetic that exhibits excellent hair flexibility when applied to both rinsing and non-rinsing types. With the goal.

That is, the hair cosmetic of the present invention contains 0.1 to 10.0% by weight of a quaternary ammonium salt represented by the following general formula (I),
Contains 1 to 5.0% by weight of one or a mixture of two or more amino acids and 5 to 3.0% by weight of 1-hydroxy-2-pyridone salt O,OS represented by the following general formula (n) characterized by things.

General formula (I): (However, in the formula, R1 or R1+ R2 has 10 to 10 carbon atoms.
24 alkyl group, a hydroxyalkyl group having 10 to 24 carbon atoms, or R(OCH2CH2h to 10 (however, R
is an alkyl group having 10 to 24 carbon atoms or 10 to 24 carbon atoms
-6, - R2* R5* 14 or R3, R4 is an alkyl group having 1 to 3 carbon atoms, or +CF(CI(20)nH (however, n
is a number from 1 to 55, R5 is H or C) (3), and X is no.
It is a rogone atom or an alkyl sulfate group having 1 to 2 carbon atoms.

) [wherein R1 is an alkyl group having 1 to 17 carbon atoms, an alkenyl group having 2 to 17 carbon atoms, 5 to
cycloalkyl group having 8 carbon atoms, bicycloalkyl group having 7 to 9 carbon atoms, alkyl group having 1 to 9 carbon atoms;
cycloalkyl-argyl group having 4 carbon atoms (
However, the cycloalkyl residue may be substituted with an alkyl group having 1 to 4 carbon atoms), the aralkyl group in which the alkyl group has 1 to 4 carbon atoms, and the alkenyl group having 2 to 4 carbon atoms. Arylalkenyl group having carbon atoms, aryloxyalkyl or arylmerka in which alkyl each has 1 to 4 carbon atoms 7
'toalkyl, benzhydryl group, alkyl is 1-4
A phenylsulfonylalkyl group with (D carbon RJft -j''c), a furylalkenyl radical in which the furyl or alkenyl has 2 to 4 carbon atoms.

The above-mentioned aryl residues may each be substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a nitro group, a cyano group or a halogeno group. R2 is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, an alkenyl or alkynyl group each having 2 to 4 carbon atoms, halogeno,
Represents a phenyl group or a pentyl group. X represents all organic amine residues. ] is the first essential component of the present invention, and is represented by the above general formula (1
The quaternary ammonium salts represented by > include long-chain monoalkyl quaternary ammonium salts or long-chain dialkyl quaternary ammonium salts.

This long chain alkyl has 10 to 24 carbon atoms, preferably in the range of C12 to 22. The effect of firming and suppleness is reduced.

Also, when the number of carbon atoms exceeds 24, the hair becomes stiff and hard.
This is not preferable because the softening effect decreases. On the other hand, if the carbon number is within the above range, it will have moderate hydrophobicity.
It has an affinity for hair and has an appropriate water retention property, so it has an excellent effect of making hair soft and supple.

When X constituting the anion of this quaternary ammonium salt is a halodane atom or a C1-2 alkyl sulfate group, it has appropriate hydrophobicity and water retention. Also, this fourth
The blending amount of grade ammonium salt is O,l -10,0% by weight.
And it is valid.

The amino acid, which is the second essential component of the present invention, can be blended in an amount of 0.1 to 5.0 Jft%, preferably 0.1 to 3.0% by weight, based on the entire hair cosmetic composition of the present invention. range.

9- If it is less than 0.1% by weight, the effect of the present invention will not be exhibited and the content will be less than 5.0% by weight.
If it exceeds % by weight, the hair becomes sticky and heavy, which is undesirable.

Representative examples of the amino acids of the present invention include glycy7, l,
-valine, L-inleucine, L-serine, L-threonine, L-phenylalanino L-1 ligtophan, L
- cystic acid, L-zoroline, L-aspartic acid,
L-glutamic acid, L-histicine, L-arginine, L-linone, and one or two selected from these.
It is possible to use more than one building. Particularly preferred are glycine, L-isoleucine, L-zololine, L-histicine, L-arginine, L-lysine, and L-cystic acid.

The 1-hydroxy-2-pyridone salt represented by the above general formula (10) is used as the third essential component of the present invention.

Specific examples of l-hydroxy-2-pyridone salts include organic amine salts of the compounds shown below.

1-Hydroxy-2-pyridone, l-hydro10-xy-4-methyl-2-pyridone, l-hydroxy-〇-methyl-2-pyridone, l-hydroxy-4,6-simethyl-2-pyridone, l-hydroxy -4-methyl-
6-Henotyl-2-pyridone, 1-hydroxy-4-methyl-6-(1-ethylpentyl) -2-g' jl
ton, 1-hydroxy-4-methyl-6-(2,4,
4-trimethylpentyl)-2-pyridone, 1-hydroxy-4-methyl-6-undecyl-2-pyridone, 1
-Hydroxy-4-meru6-f.

Benyl-2-pyridone, 1-hydroxy-4-methyl-
6-octenyl-2-pyridone, 1-hydroxy-4-
Methyl-6-(2,2-dibutyl-vinyl)-2-pyridone, ]-hydroxy-4-methyl-6-(cyclohexenylidene-methyl)-2-pyridone, -6-cyclohexyl-2-pyridone,
l-Hydroxy-4-methyl-16-(methyl-cyclohexyl)-2-pyridone, 1-hydroxy-4-methyl-6-(2-bicyclo(2,2,1)hezotyl)-2
-pyridone, l-hydroxy-4-methyl-6-(2-
(dimethylcyclohegycyl)-zolopyruk-2-pyridone, 1-human Oxy-4-methyl-6-(4-meterofyl)-2-bi! Jton, 1-hydroxy-4-methyl-6-(3-methyl-phenyl)-2-pyridone,
1-Hydroxy-4-methyl-6-(4-tert-butyl-
phenyl)-2-pyridone.

1-hydroxy-4-methyl-6-(3-methyl-4-
chlor-phenyl)-2-1:'IJF-, -hydroxy-4-methyl, -6-(3,5-cyclophenyl)-2-pyridone, ]-hydroxy-4-methyl-
6-(3-Brom-4-chloro-phenyl)-2-HJ-ton, 1-hydroxy-4-methyl-6-(4-methoxystyryl)-2-HJ-ton, 1-Hydroxy-
4-Methyl-1'1-(l-(4-nitrophenoxy)
-zotyl]-2-bi, , lydone, 1-hydroxy-4
-Methyl-6-(4-anophenoxymethyl)-2-
Pyridone, 1-hydroxy-4-methyl-6-(phenylsulfonylmethyl)-2-pyridone, l-hydroxy-4-methyl-6-(1-(4-40ulfenylsulfonyl)-butyl)-2- Pyridone, 1-hydroxy-4
-Methyl-6-pentrue-2-pyridone, 1-hydroxy-4-methyl-6-(2,4-dimethylbenzyl)-
2-pyridone, l-hydroxy-4-methyl-6-(tert-butyl-benzyl)-2-pyridone, l-hydroxy-4-methyl-6-(2-chloro-benzyl)-2-pyridone, 1- Hydroxy-4-methyl-6-(4-chlorobenzyl)-2-pyridone, 1-hydroxy-4-methyl-6-(2,5-cyclobenzyl)-2-pyridone, 1-hydroxy-4-methyl -6-(4-promoopenosol)-2-pyridone, 1-hydroxy-4-methyl-6-(phenoxymethyl) -2-el'lydone, 1-hydroxy-4-methyl-6-(3-methylphenoxy- methyl)-2-pyridone, ■-hydroxy-4
-Methyl-6-(4-Second Butylphae 13=Tuximethyl)-2-pyridone, 1-Hydroxy-4
-Methyl-6-(2,4,5-trichlorophenoxy-
Methyl)-2-pyridone, 1-hydroxy-4-methyl-6-(4-bromphenoxy-methyl)-2-pyridone, l-hydroxy-4-methyl-6-(4-chlorophenylmercapto-methyl) -2-pyridone, 1-hydroxy-4-methyl-6-(4-methylphenylmercazotomethyl)-2-E'lydone, 1-hydroxy-4
-Methyl-6-(2-naphthyl)-2-pyridone, ■-
Hydroxy-4-methyl-6-penzhydryl-2-pyridone, l-hydroxy-4-methyl-6-furyl-2
-Pyridone, 1-hydroxy-4-methyl-6-(furylvinyl)-2-pyridone, 1-hydroxy-4-methyl-6-styryl-2-giriton, 1-hydroxy-
4-Methyl-6-(phenylbuta-phenyl)-2-5
Lydone, 1-hydroxy-4-phenyl-6-mef-2-hiIJton, 1-hy)'roxy4,6-diphenyl-2--1←pyridone, etc.

The above-mentioned compounds are used in combination with salts, and organic amine salts are used. Specifically, ethyl/-/l/amine, jetanolamine, N-ethylethanolamine, N-
Methyl-getanolamine, triethanolamine, soethylamine-ethanol, 2-amino-2-methyl-n-propanol, dimethylaminozolotyanol, 2-amino-2-methyl-propanediol, triisozolopa Nolamine, ethylenediamine, hexamethylenediamine, morpholine, piperidine, cyclohexylamine, tributylamine, dodecylamine, N,
N-trimethyl-dodecylamine, stearylamine, oleylamine, pennolamine, zobennolamine, N
-ethylbenzylamine, dimethylstearylamine,
N-methyl-morpholine, N-methylpiperazine, 4-
Methylcyclohexylamine, N-hydroxyethyl-
Morpholine can be given.

These compounds (1-hydroxy-2-pyrrolidone salt)
An appropriate blending amount is 0.05 to 3.0% by weight, and is particularly preferably in the range of 0.1 to 2.0% by weight. If the amount is less than 0.05% by weight, it is insufficient to improve the frizziness of the tips of the hair. Moreover, if it exceeds 3.0% by weight, it becomes sticky, which is not preferable.

It is possible to incorporate other optional ingredients into the hair cosmetic of the present invention within a range that does not affect the effects of the present invention. Such optional ingredients include the following substances.

Hydrocarbons such as liquid halafine, vaseline, solid halafine, squalane and olefin oligomers; Esters such as glycerides: higher alcohols such as cetanol, stearyl alcohol, behenyl alcohol and hexyldecanol; glyceryl monostearate, sorbitan monopalmitate, etc. Emulsifiers such as lyoxyethylene cetyl ether, phosphoryoxyethylene sderate ester, and polyoxyethylene sorbitan monolaurate; Cellulose conductors such as methylcellulose, bitroxyethylcellulose, hydroxy/globil cellulose, and cationized cellulose: Natural polymers moisturizers such as ethylene glycol, propylene glycol, 1,3-butylene glycol, glycerin and sorbitol; and other small amounts of solvents, disinfectants, fragrances and the like.

The hair cosmetic composition of the present invention can be used in various applications such as a hair rinse agent, a spray-type or dispenser-type hair conditioner, and a hair lotion.

Next, all test examples will be shown and the effects of the present invention will be explained more specifically. Before explaining each side, the test method will be explained.

Hair flexibility 17- Apply sample 0.59 directly to shampoo-treated hair bundles (5 g, 20 ctn), spread evenly by hand, and then heat at 25°C.
The hair was dried in an atmosphere of 65% RH, and the softness of the hair bundle after being left for day and night was sensory evaluated by 20 panelists.

The evaluation criteria for flexibility was based on the evaluation obtained from a sample consisting of 1.0% by weight stearyltrimethylammonium chloride, 3ffit% cetyl alcohol, 10% by weight propylene glycol, and water (balance). It is a graded evaluation.

◎: Good ○: Slightly good Δ: Same ×: Slightly inferior
XX: Inferior In addition, in the test examples, all compounding amounts are shown in double digits.

Test Example 1 Twelve types of hair cosmetics having the compositions shown in Table 1 below were prepared and their performance was tested. The results are shown in the same table. In addition,
In the table, *1 to *6 indicate the following substances.

*1: C16H53N (CI(3)5Ctθ18- *3: C22H45N (CH2CFT20H
)3BrAs is clear from Table 1, Comparative Examples 1 to 6 do not contain one or two of the three essential components of the present invention, and therefore cannot achieve the object of the present invention. Comparative Example 7 could not satisfy the evaluation criteria because the content of amino acid, which is the second essential component of the present invention, was outside the range of the present invention. In Comparative Example 8, the total amount of the quaternary ammonium salt as the first essential component was 10.
In addition to exceeding 0% by weight, the amino acid content of the second essential component was less than 0.1%, so the evaluation criteria could not be satisfied. On the other hand, Examples 1 to 4 containing predetermined amounts of the three essential components all exhibit excellent hair flexibility.

Test Example 2 Hair treatment compositions shown in Table 2 below were prepared and their performance was evaluated.

=21-Table-2 The above hair l-IJ-toment showed excellent hair flexibility.

Test Example 3 Hair lotion compositions shown in Table 3 below were prepared and their performance was evaluated.

22-Table-3 The Hair Loshilon in Table-3 showed excellent hair flexibility.

Test Example 4 A hair brushing agent composition shown in Table 4 below was prepared and its performance was fully evaluated.

Table 4 The above hair brushing agent showed excellent performance similar to Test Example 3.

Claims (2)

[Claims] (1) 0.1 to 10.0 parts by weight of a quaternary ammonium salt represented by the following general formula (1) and one or two amino acids
Contains 0.1 to 5.0% by weight of a mixture of more than one species and 0.05 to 3.0% by weight of 1-human 90x-2-LJ' lydone salt represented by the following general formula (1) A hair cosmetic characterized by: General formula (I): (wherein, R1 or R1, R2k': J: an alkyl group having 10 to 24 carbon atoms, a hydroxyalkyl group having 10 to 24 carbon atoms, or R(OCH2CH2>+ to + o
(However, R is an alkyl group having 10 to 24 carbon atoms or a hydroxyalkyl group having 10 to 24 carbon atoms), and R2, R3
, R4 or R3, R4 is an alkyl group having 1 to 3 carbon atoms, or +CT(C)T2O). H (wherein 1 is a number from 1 to 55, R5 is H or CH3), and X is a halodane atom or an alkyl sulfate group having 1 to 2 carbon atoms. ) [wherein R1 is an alkyl group having 1 to 17 carbon atoms, an alkenyl group having 2 to 17 carbon atoms, 5 to
cycloalkyl group having 8 carbon atoms, bicycloalkyl group having 7 to 9 carbon atoms, alkyl group having 1 to 9 carbon atoms;
cycloargyl-alkyl group having 4 carbon atoms (
However, the cycloalkyl residue may be substituted with an alkyl group having 1 to 4 carbon atoms) Aryl group, aralkyl group in which alkyl has 1 to 4 carbon atoms, alkenyl has 2 to 4 carbon atoms alkenyl radicals having 1 to 4 carbon atoms, aryloxyalkyl or arylmercaptoalkyl radicals in which alkyl each has 1 to 4 carbon atoms, benzhydryl radicals, alkyl radicals having 1 to 4 carbon atoms (
a phenylsulfonylalkyl group having one carbon atom;
Furyl or alkenyl represents a furylalkenyl group having 2 to 4 carbon atoms. The above-mentioned aryl residues may be substituted with an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a nitro group, a cyano group, or a hexachloro group, respectively. good. R2 is a hydrogen atom or 1 to 4
represents an alkyl group having 2 to 4 carbon atoms, an alkenyl or alkynyl group each having 2 to 4 carbon atoms, a halothane, a phenyl group or a pentyl group. X represents an organic amine residue. ] (2) Amino acids are glycine, L-valine, L-isoleucine, L-serine, L-threonine, L-phenylalanine, L-tryptophan, L-zoroline, L-
Aspartic acid, L-glutamic acid, L-histidine, L-arginine. The hair cosmetic according to claim 1, which is one or more selected from L-lysine and L-cystic acid.