JP3522786B2 - Hair treatment composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION [0001] The present invention relates to a hair treatment composition.
And, more specifically, improve hair setting
The present invention relates to a hair treatment composition that imparts elimination properties. [0002] BACKGROUND OF THE INVENTION Problems to be solved by the invention
It is difficult to hamper your hair,
There are many things that collapse in a short time after being set
No. In order to solve these problems,
Hair treatment agent (foam, spray, mist, etc.)
Many are commercially available so far. Meanwhile, permanent toe
The hair is chemically treated with a wave to fix the set
Attempts have been made. [0003] However, polymers for setting hair are not suitable for hair surface.
The hair is applied to the surface to adhere the hair
Because it is to set the hair, set under high humidity
Sufficient effect on the retention and feel of the fabric, especially combability
Does not bring. Also, permanent wave
Is that the time required is long and the hair once set
To change the style, you need to repeat the permanent wave
Because it must be performed, it is very troublesome
is there. [0004] Therefore, an excellent setting is achieved only by applying it to the hair.
Properties and comb-through properties, and these effects
There has been a need for the development of a long lasting hair treatment composition. [0005] Means for Solving the Problems The present inventors have proposed such an actual system.
As a result of intensive examination in consideration of the situation, as described later,Benzopheno
Sulfonic acids, Oxyacids, certain silicone derivatives and
Composition containing certain organic solvents and small amounts to the hair
Excellent setability and comb as hair
Completeness of the present invention.
I came to. That is, the present invention provides the following (a):
(B), (c) and (d); (A)Benzophenone sulfonic acids, (B) an oxyacid, (C) dimethylpolysiloxane, methylphenylpolysiloxane
Roxane, amino-modified silicone, fatty acid-modified silicone
Alkyl-modified silicone, aliphatic alcohol-modified silicone
Silicone, polyether-modified silicone, oxazoline
Group consisting of modified silicone and fluorine-modified silicone
One or more silicone derivatives selected, (D) The following general formula (1) [0007] Embedded image A compound represented by the following general formula (2) [0009] Embedded image An N-alkylpyrrolidone represented by the formula:
One selected from alkylene carbonates having 1 to 4 carbon atoms
Or two or more organic solvents.
And a hair treatment composition. [0011] [0012] [0013] [0014] [0015] [0016] [0017] [0018] [0019] [0020] [0021]Component (a) used in the present inventionBenzov
As the enone sulfonic acids, for example, the following general formula (5) [0022] Embedded image (Where A¹¹~ A²⁰One or more of
Represents an acid group or a salt thereof, the other being a hydrogen atom, a halogen atom,
Hydroxyl group, carboxyl group, lower alkyl group, lower alk
Represents a nyl group, a lower alkoxy group or an acyl group).
Compounds to be used. Specific examples of the benzophenonesulfonic acids
As oxybenzoNSulfonic acid, dihydroxydi
Methoxybenzophenone disulfonic acid, o-chloroben
Zophenone sulfonic acid, p-chlorobenzophenone sulf
Honic acid, 4,4'-dichlorobenzophenone sulfone
Acid, 2,4'-dichlorobenzophenonesulfonic acid,
2,4-dichlorobenzophenonesulfonic acid, 2-hydrido
Roxybenzophenone sulfonic acid, 4-hydroxyben
Zophenone sulfonic acid, 2-aminobenzophenone sulf
Fonic acid, 4-aminobenzophenonesulfonic acid, 2-meth
Tylbenzophenonesulfonic acid, 4-methoxybenzof
Enone sulfonic acid, 4,4'-dimethylbenzophenone
Sulfonic acid, 4,4'-dimethoxybenzophenone sulf
Honic acid, 4-chloro-4'-hydroxybenzophenone
Sulfonic acids and salts thereof. The aboveBenzophenone sulfonic acidsOf which
A preferred example is, OhXybenzonesulfonic acid, dihi
Droxydimethoxybenzophenone sulfoneAcidRaise
It is. Salts include sodium salt, potassium salt, and lithium
Salt, aluminum salt, ammonium salt, organic quaternary amine
Monium salts. [0026]BenzophenoneSulfonic acids (a)
The blending amount to the bright composition is 0.1 to 10% by weight (hereinafter simply referred to as
%), Particularly preferably 1 to 5%. 0.1% not yet
If it is full, the effect of hair treatment is not enough and even if it exceeds 10%
It is not possible to obtain the effect improvement corresponding to the increase. Oxyacid of component (b) used in the present invention
As citric acid, glycolic acid, isethionic acid, sake
Examples include lithic acid, lactic acid, malic acid, and mandelic acid.
These acids may be used alone or in combination of two or more.
Good. Of these, glycolic acid and lactic acid are particularly preferred.
New Amount of the oxyacid (b) in the composition of the present invention
Is preferably from 0.3 to 50%, particularly preferably from 0.5 to 30%.
If it is less than 0.3%, it swells due to the ion exchange capacity of the hair itself
There is no effect, and if it exceeds 50%, the effect corresponding to the increase
No improvement in fruit is obtained. The silicone of the component (c) used in the present invention
Examples of the derivatives include the following (a) to (li).
It is. (A) Dimethyl represented by the general formula (6)
Polysiloxane (CH_Three) SiO [(CH_Three)_TwoSiO]_aSi (CH_Three)_Three      (6) (In the formula, a represents an integer of 3 or more.) As methylpolysiloxane represented by the general formula (6)
Is marketed under the trade name of KF96 manufactured by Shin-Etsu Chemical Co., Ltd.
And the like can be used. (B) Methyl phthalate represented by the general formula (7)
Phenyl polysiloxane [0032] Embedded image (Where b, c and d are the sum of
The number which becomes 1-5000 is shown. However, when c is 0, d
Is not 0 and c is not 0 when d is 0. ) Methylphenyl polysiloxane represented by the general formula (7)
Is also widely known, for example, K manufactured by Shin-Etsu Chemical Co., Ltd.
Use something that is marketed under a trade name such as F50
be able to. (C) at least one amino in one molecule
A polymer of an organopolysiloxane containing alkyl groups
Certain amino-modified silicone polymers Organosynthesis that forms this amino-modified silicone polymer
In roxane, as a functional group other than aminoalkyl group
Those containing a methyl group are generally used.
Alkyl group such as tyl group and propyl group; vinyl group, allyl
Alkenyl groups such as phenyl; ants such as phenyl and naphthyl
A cycloalkyl group such as a cyclohexyl group;
Roxy, hydroxyalkyl, oxyalkylene groups
Alternatively, it can also contain a polyoxyalkylene group or the like. A
Aminoalkyl groups contained in amino-modified silicone polymers
Is a compound represented by the following general formula (8) or (9).
You. [0035] Embedded imageR¹¹As a divalent hydrocarbon group of
Group, ethylene group, propylene group, butylene group, -CH_TwoCH
(CH_Three) CH_TwoAn alkylene group such as-,-(CH_Two)_Two-C₆H_Four-No
Such as alkylene arylene groups.
Of these, an alkylene group, particularly a propylene group, is preferred. R
¹³And R¹⁴Examples of the monovalent hydrocarbon group include a methyl group and an
Tyl, propyl, hexyl, phenyl, etc.
Can be Also, R¹³And R¹⁴Are both hydrogen atoms or monovalent
Or a hydrocarbon group of R¹³Is a hydrogen atom,
One R¹⁴May be a monovalent hydrocarbon group. Furthermore, e and
Preferred values of f and f are e = 0 and f = 1. (D) Fatty acids represented by the general formula (10)
Modified polysiloxane [0038] Embedded image (Where g, h and i are numbers from 1 to 1000)
And j represents a number from 0 to 10, and R ¹⁵Has 9 to 2 carbon atoms
1 represents an alkyl group. ) (E) represented by the general formula (11) or (12)
Alkyl modified silicone [0041] Embedded image [Wherein, R¹⁶Is an alkyl having 2 to 18 carbon atoms
R represents a group¹⁷Is C_qH_2q(Q represents a number from 0 to 4)
Then R¹⁸Has 10 to 22 carbon atoms, preferably 10 to 10 carbon atoms.
18, more preferably an alkyl group having 10 to 16 carbon atoms
And k and l are each 1 to 500 (preferably 1 to 2
00), and m and p are each 1 to 1000 (good).
Preferably 1 to 200). ] (F) Aliphatic represented by general formula (13)
Alcohol-modified silicone [0044] Embedded image [In the formula, r is 1 to 1000 (preferably 1
-100), s is 1 to 500 (preferably 1 to 50),
u is 0 to 500 (preferably 0 to 50), and t is 0
Represents the number of¹⁹Is C_vH_{2V + 1}(V is a number from 4 to 22
Is shown). ] (G) General formulas (14), (15), and (1)
6) or polyether-modified silicone represented by (17)
The [0047] Embedded image [Wherein, w is a number from 0 to 35, and x is from 1 to 45.
And y is a number from 0 to 1000, and R²⁰Is C_ZH
_{2z + 1}(Z is a number of 1 to 4). ] [0049] Embedded image Wherein c 'is 1 to 6 (preferably 2 to
A) is 2 to 500 (preferably 20 to 80)
B 'is a number of 2 to 50 (preferably 1 to 30),
d 'is a number from 0 to 50 (preferably 1 to 30), and e' is 0.
Represents a number from 50 to 50 (preferably from 0 to 35), and D represents the number of carbon atoms.
1 to 12 alkyl groups or formulas [0051] Embedded image [0052] Embedded image Or a methyl group, g 'is 1 to 500
(Preferably 10 to 200), and h 'is 0 to 1
00 (preferably 0 to 10), i 'is 0 to 6
(Preferably 2-3), and j 'is 1-100
(Preferably 2 to 10), and k 'is 0 to 100.
(Preferably 0 to 20)] [0054] Embedded image [Wherein l 'is 1 to 300 (preferably 1
５０50), m ′ is 2 to 500 (preferably 2 to 50),
n 'is 0-6 (preferably 2-3), p' is 1-50
(Preferably 2-20), q 'is 0-50 (preferably
0 to 20). ] Commercial products of the above compounds include, for example, Shin-Etsu Chemical
Nippon Unicar such as KF351 and KF352 manufactured by
SILWET L-70002, SILVET
FZ-2110 and the like. (H) Oxazoline-modified silicone Cyclic iminoetherification represented by the following general formula (18)
The compound obtained by ring-opening polymerization of the compound is treated with an organopolysiloxane.
Attached to the terminal and / or side chain of the sun via a specific group
Modified silicone. [0057] Embedded image (Where R^{twenty two}Is a hydrogen atom, having 1 to 22 carbon atoms
An alkyl group, a cycloalkyl group, an aralkyl group or
Represents a reel group, and r 'represents a number of 2 or 3. ) (I) Fluorine represented by the general formula (19)
Modified silicone [0060] Embedded image Wherein s' is 1 to 400 (preferably 1
To 250). ] The above silicone derivatives may be used alone or in combination of two or more.
Combinations can be used. In particular, methylphenyl
Polysiloxane, amino-modified polysiloxane, aliphatic alcohol
Preference is given to the use of alcohol-modified polysiloxanes
No. To the composition of the present invention of the silicone derivative (c)
Is 0.1% to 20%, especially 0.5% to 10%
Is preferred. If it is less than 0.1%, the required effect cannot be obtained,
On the other hand, if it exceeds 20%, it is heavy, oily, etc.
I don't. Specific examples of the organic solvent (d) include, for example,
Ethanol, isopropanol, n-propanol, n
-Butanol, isobutanol, ethylene glycol,
Propylene glycol, 1,3-butanediol, ben
Jill alcohol, cinnamyl alcohol, phenethyl alcohol
Alcohol, p-anisyl alcohol, p-methylbenzyl
Alcohol, phenoxyethanol, 2-benzyloxy
Siethanol, methyl carbitol, ethyl carbitol
Propyl carbitol, butyl carbitol, tri
Ethylene glycol monoethyl ether, triethylene
Glycol monobutyl ether, glycerin, N-methyl
Rupyrrolidone, N-octylpyrrolidone, N-lauryl
And pyrrolidone. The above-mentioned organic solvents may be used alone or in combination of two or more.
You may. The amount of these compounds is 0.5 to 50%, especially 2 to 50%.
30% is preferred. Less than 0.5% is effective enough
Even if the content exceeds 50%, the effect is improved.
Absent. The mixing ratio of water and the organic solvent is
Solvent: water = 20-80: 80-20 is preferred, depending on the nature
Good. The hair treatment composition of the present invention has the above-mentioned composition.Benzo
PhenonSulfonic acids, oxy acids, silicone derivatives
The balance of the body and also the components other than the organic solvent is usually water. Ma
The hair treatment composition of the present invention contains sodium
Salt, potassium, and ammonium salts
It is preferable to form them. The pH of the hair treatment composition of the present invention isBenzo
PhenonSulfonic acid (a) and oxyacid (b) in hair
2-5, especially 2.5
It is preferable to adjust to 4.5. Further, the hair treatment composition of the present invention has
If necessary, hydroxye
Thickening agent such as chill cellulose, surfactant, fragrance, pearl
Agents, dyes, UV absorbers, antioxidants, preservatives, etc.
May be combined. It also improves the feel of hair and skin
To use cationic polymers such as cationized cellulose.
And a cationic activator and the like. The composition of the present invention may be produced according to a conventional method.
And its dosage form is solution, cream,
It can be in the form of a gel or the like. Also injection of LPG etc.
An aerosol can also be formed in combination with the agent. The method for using the hair treatment composition of the present invention
For example, it is applied to hair for a certain period of time, preferably
After leaving it for 30 minutes, a washing method or the like can be used. Leave it alone
While heating, to an appropriate temperature, for example, 30-50 ° C.
Preferably. Apply to hair and rinse off
It is also possible to set by blow or curler without
is there. Even if the hair to be applied is dry, it will be wet after washing
It may be in a state. [0070] EFFECT OF THE INVENTION The hair treatment composition of the present invention is applied to hair.
It is said that excellent setting properties are given by a short application process.
In particular, it provides a good feel, such as combability, and
These effects last for a long time. [0071] The present invention will be specifically described below with reference to examples.
However, the present invention is not limited to these. Example 1 and Comparative Examples 1-4 A hair treatment composition having the composition shown in Table 1 was prepared according to a conventional method, and
The hair treatment effect was tested as described above. Together with the results
It is shown in Table 1. (1) Hair used We are still doing beauty treatments such as cold perm and bleach
Not the hair of a Japanese woman. (2) Evaluation method (Set property) Make a bundle of hair of length 18cm, 1.5g,
Each of the hair treatment compositions having the composition shown in Table 1 above
The product was treated (immersion at 40 ° C. for 30 minutes). Rinse with water
After wrapping the hair around a 2cm diameter rod, allow it to dry naturally.
I let you. After drying, remove the rod from the curled hair
And hung in a thermo-hygrostat (20 ° C, 98% RH) for 30 minutes
Then, the elongation of the curl was observed, and the set holding power was determined.
The control hair bundle (untreated hair) was treated in the same manner with water only.
Was done. The evaluation criteria were as follows. A: Very good curl stickiness compared to untreated hair. ；: Better curl than untreated hair Δ: about the same as untreated hair. ×: Curling is worse than untreated hair. Furthermore, these hair bundles are washed four times with a commercially available shampoo and dried.
After repeating, evaluate the curl stickiness as above.
Was. (Combability) Car adjusted in the same manner as above
5 panelists specialized in combing hair bundles
Evaluation was made by a paired comparison test with untreated hair. The evaluation criteria were as follows. A: Comb passing is much better than untreated hair. ；: Better comb than untreated hair. Δ: about the same as untreated hair. ×: Comb is worse than untreated hair. [0078] [Table 1][0079] As is clear from the results shown in Table 1, the present invention
The bright product (Example 1) is different from the comparative products (Comparative Examples 1 to 4)
For hair property setting property and its persistence and combability
It was excellent. [0081] [0082] [0083] [0084] [0085]

Continuation of the front page (56) References JP-A-5-43425 (JP, A) JP-A-5-43426 (JP, A) JP-A-4-82820 (JP, A) (58) Fields investigated (Int) .Cl. ⁷ , DB name) A61K ^7/ 00-7/50

Claims (1)

(57) Claims 1. The following components (a), (b), (c) and (d): (a) benzophenonesulfonic acids , (b) oxyacid, (c) dimethylpoly One or more silicones selected from the group consisting of siloxane, methylphenylpolysiloxane, amino-modified silicone, fatty acid-modified silicone, alkyl-modified silicone, aliphatic alcohol-modified silicone, polyether-modified silicone, oxazoline-modified silicone and fluorine-modified silicone A derivative, (d) the following general formula (1): A compound represented by the following general formula (2): An N-alkylpyrrolidone represented by the formula:
A hair treating agent composition comprising one or more organic solvents selected from the group consisting of alkylene carbonates.