JPH0791176B2 - Keratin fiber dye composition - Google Patents

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a keratin fiber dyeing composition, and more particularly to a keratin fiber dyeing agent which has an excellent conditioning effect on dyed hair and the like and whose effect lasts for a long period of time. Agent composition.

[0002]

2. Description of the Related Art Conventionally, the problems to be solved by the invention
A commonly used oxidative hair dye, when used, causes hydrogen peroxide to act under alkaline conditions to oxidize and develop color, and there is a risk of causing hair damage or primary skin irritation depending on how it is handled. Therefore, without using an oxidative hair dye,
A semi-permanent hair dye has been developed which uses a direct dye and has little effect on the scalp and hair. However, since commercially available semi-permanent hair dyes using direct dyes use a relatively large amount of solvent, there is a problem that the slipperiness of the finished hair, finger passage, softness, and moist feeling are deteriorated. .

Therefore, various studies have been made to impart a conditioning effect to hair or the like to enhance the feeling of finishing. Specifically, for example, in JP-A-49-50145, semi-permanent hair that prevents entanglement of hair and improves combability by combining a quaternary amine compound and an N-oxyalkylated long-chain fatty acid amide Dye compositions are disclosed. However, this composition is easily dropped off by shampoo and the effect does not last. British Patent No. 2173515 discloses a method of imparting a conditioning effect to hair by combining a direct dye with a cationic silicone activator and a silicone hydroxide derivative. However, this method does not provide the desired lasting effect because the silicone hydroxide derivative is easily removed by shampoo. Further, in JP-A-58-157713, 0.5-10
% Water-soluble cationic polymer and 0.5-30% water-soluble anionic activator are used, and a method of enduring hair washing several times and imparting a hair styling effect is disclosed. However, even the combination of polymer and activator used herein does not provide a sufficiently long lasting conditioning effect.
Thus, until now, it has been the actual situation that a semi-permanent hair dye that imparts an excellent conditioning effect to dyed hair and that this effect lasts for a long time has not been obtained.

[0004]

In view of such circumstances, the present inventors have earnestly studied, and as a result, by adding a specific silicone derivative directly to a dye, an excellent conditioning effect on hair after dyeing is obtained. The present invention has been completed by finding that a keratinous fiber dyeing composition which can be imparted and whose effect lasts for a long time can be obtained.

That is, the present invention provides the following components (A) and (B)

(A) Direct dye (B) Modified silicone derivative having one or more alkoxy groups in the molecule and having a melting point of 30 ° C. or higher, 25 ° C.
Dimethylpolysiloxane with a viscosity of 1,000,000 centistokes (cs) or more
It is intended to provide a keratinous fiber dyeing composition comprising one or more selected from methylphenyl polysiloxanes having a content of 1,000,000 cs or more.

Examples of the direct dye which is the component (A) used in the present invention include 3-amino-4 which is a nitro dye.
-Hydroxynitrobenzene, 2-amino-5-hydroxynitrobenzene, 2-amino-3-hydroxynitrobenzene, 2-amino-5-N, N-bis-β-hydroxyethylaminonitrobenzene, 2-amino-4-
Chloro-5-N-β-hydroxyethylaminonitrobenzene, 2-amino-4-methyl-5-N-β-hydroxyethylaminonitrobenzene, 3,4-bis- (N
-Β-hydroxyethylamino) nitrobenzene, 2-
Amino-4-methyl-5-N-β, γ-dihydroxypropylaminonitrobenzene, 2-amino-4-methyl-5-β-aminoethylaminonitrobenzene, 2-amino-4-hydroxynitrobenzene, and particularly preferred ones As; 3,4-diaminonitrobenzene, 2,5
-Diaminonitrobenzene, 2-amino-5-N-β-
Hydroxyethylaminonitrobenzene, 2-N-β-
Hydroxyethylamino-5-N, N-bis-β-hydroxyethylaminonitrobenzene, 2-N-methylamino-5-N, N-bis (β-hydroxyethyl) aminonitrobenzene, 2-N-methylamino-5 -N-methyl-N-β-hydroxyethylaminonitrobenzene, 2-N-β-hydroxyethylamino-5-hydroxynitrobenzene, 3-methoxy-4-N-β-hydroxyethylaminonitrobenzene, 4-nitro-3-
Methylaminophenoxyethanol, 2-N-β-hydroxyethylamino-5-aminonitrobenzene, 2-
N-β-hydroxyethylaminonitrobenzene, 3-
Amino-4-N-β-hydroxyethylaminonitrobenzene, 3-β-hydroxyethyloxy-4-N-β-
Hydroxyethylaminonitrobenzene, 2-amino-
5-N-methylaminonitrobenzene, 2-amino-3
-Methylnitrobenzene, 2-N-β-hydroxyethylamino-5-β, γ-dihydroxyproproxynitrobenzene, 3-hydroxy-4-N-β-hydroxyethylaminonitrobenzene, 3-hydroxy-4-aminonitrobenzene, 2 , 5-N, N'-β-hydroxyethylaminonitrobenzene, 2-N-methylamino-4-o-β, γ-dihydroxypropoxy nitrobenzene, 2-N-β-aminoethylamino-5-N, N
-Bis- (β-hydroxyethyl) aminonitrobenzene, 2-N-β-aminoethylamino-4-methoxynitrobenzene, 2-N-β-aminoethylamino-5-
β-hydroxyethyloxynitrobenzene, 1-amino-4-methylaminoanthraquinone, 1,4-diaminoanthraquinone; acid dyes Red No. 2, Red No. 3,
Red 102, Red 104, Red 105, Red 10
No. 6, Yellow No. 4, Yellow No. 5, Green No. 3, Blue No. 1, Blue No. 2, Red No. 201, Red No. 227, Red No. 230, Red No. 231, Red No. 232, Orange No. 205, Orange No. 207 ,
Yellow No. 202, Yellow No. 203, Green No. 201, Green No. 20
No. 4, Green No. 205, Blue No. 202, Blue No. 203, Blue No. 205, Brown No. 201, Red No. 401, Red No. 50
No. 2, Red 503, Red 504, Red 506, Orange 402, Yellow 402, Yellow 403, Yellow 406
No. 407, yellow 407, green 401, green 402, purple 401, black 401; oil-soluble dye red 215
No., Red 218, Red 225, Orange 201, Orange 20
No. 6, Yellow No. 201, Yellow No. 204, Green No. 202, Purple No. 201, Red No. 501, Red No. 505, Orange 403
No. yellow 404 yellow 405 blue 403 disperse dye red 215 red 218 red 223
No., red 225, orange 201, orange 206, yellow 20
No. 1, Yellow No. 204, Green No. 202, Purple No. 201, Red No. 501, Red No. 505, Yellow No. 404, Yellow 405
No. blue 403; basic dyes red 213, red 214; and Williams basic dye Sienna.
Brown, Mahogany, Madder Red, Steel Blue, Straw Ye
llow, disperse dye Disperse Black 9, Disperse Bl
ue 1, Disperse Blue 3, Disperse Violet 1, Dispe
Examples include rse Violet 4 and the like. These direct dyes may be used alone or in combination of two or more, and depending on the color tone, it is preferable to add 0.08 to 5% by weight to the present composition, and particularly 0.15 to 3% by weight. Preferably.

The alkoxy-modified silicone derivative used as the component (B) of the present invention has a melting point of 30 ° C. or higher (at room temperature (25
It is a siloxane polymer having one or two or more alkoxy groups in one molecule (solidified at ° C). The molecular form may be linear, branched or reticulated. In the organosiloxane forming the alkoxy-modified silicone derivative, in addition to the alkoxy group, a methyl group, an ethyl group,
It may contain an alkyl group such as a propyl group; an alkenyl group such as a vinyl group or an allyl group; an aryl group such as a phenyl group or a naphthyl group; or a functional group such as a cycloalkyl group such as a cyclohexyl group. Those containing a methyl group are generally used.

A typical example of the alkoxy group contained in the above modified silicone derivative is represented by the following general formula (1). — (CH ₂ ) _K OR ¹ (1) (In the above formula, R ¹ represents an alkyl group having ¹ to 28 carbon atoms (preferably 12 to 22 carbon atoms), and k represents an integer of 0 to 6)

A typical alkoxy-modified silicone derivative is represented by the following general formula (2).

[0011]

[Chemical 1]

(In the above formula, R ² represents a methyl group or a phenyl group, l represents an integer of 1 to 3000, m and p represent integers such that m + p = ¹ to 500, and R ¹ and k represent It has the same meaning as the above formula (1), but they may be the same or different.

Particularly preferred alkoxy-modified silicone derivatives represented by the above formula (2) can be represented by the following general formula (3).

[0014]

[Chemical 2]

(In the above formula, l represents an integer of 1 to 100, m represents an integer of 1 to 50, and R ¹ has the same meaning as in the above formula (1).)

The melting point of the alkoxy-modified silicone derivative is 30 ° C. or more and 60 ° C. or less, preferably 40 ° C. or more and 50 ° C. or less. As a specific example, in the general formula (3),
For stearoxy-modified silicone, 1 = 5 to 30, m =
2 to 15, preferably 1 = 7 to 13 and m = 2 to 8; as a styryloxy-modified silicone, 1 = 5 to 30 and m = 2
15, preferably 1 = 7 to 13, m = 2 to 8, as myristyloxy modified silicone, 1 = 5 to 30, m = 2
15, preferably 1 = 6-10 and m = 3-9. The above-mentioned modified silicone derivative has good compatibility with fats and oils such as higher alcohols, and when this is blended, the storage stability of the emulsion is improved. In addition, since it is solid, the dyed hair does not have stickiness and has excellent water-occluding properties.

The other component of the component (B) used in the present invention is dimethylpolysiloxane or methylphenylpolysiloxane having a viscosity at 25 ° C. of 1,000,000 cs or more.

These may be used alone or in admixture of two or more. The viscosity of these silicone derivatives at 25 ° C is 1,
It is at least, 000,000, 000cs, more preferably at least 3,000,000cs, particularly preferably at least 5,000,000cs and at most 50,000,000cs. If it is less than 1,000,000cs, the sustainability of the effect is not sufficient. Note that these viscosities are values measured by a Brookfield rotational viscometer at 25 ° C. by the cosmetic raw material standard second edition test method and viscosity measurement method second method.

In the present invention, the above alkoxy-modified silicone derivative, dimethylpolysiloxane having a viscosity at 25 ° C. of 1,000,000 cs or more, and viscosity at 25 ° C.
One kind or two or more kinds (B) selected from methylphenyl polysiloxane having 1,000,000 cs or more is used.
Such component (B) is usually contained in the composition of the present invention in an amount of 0.1 to 25% by weight, more preferably 0.1 to 10% by weight, and further preferably
0.2 to 5% by weight is blended.

The keratinous fiber dyeing composition of the present invention is usually preferably provided in a dosage form such as cream or emulsion. In order to obtain such a dosage form, in addition to the above-mentioned components (A) and (B), an emulsifier, a solubilizer, a thickener, a hair styling base, a fragrance and the like which are usually used in the field of cosmetics are added, It may be produced according to a conventional method. Examples of the wetting agent (emulsifier) used here include alkylbenzene sulfonate, fatty alcohol sulfate, alkyl sulfonate, fatty acid alkanolamide, addition product of ethylene oxide and fatty alcohol, straight chain alkyl ammonium salt, branched chain alkyl ammonium salt and the like. Can be mentioned. Examples of the thickener include methyl cellulose,
Examples thereof include hydroxyethyl cellulose, starch, higher fatty alcohol, paraffin oil, and fatty acid. Examples of the hair styling base include higher alcohols, oil agents such as various nonionic surfactants, and various cationic polymers.

Furthermore, the keratin fiber dye composition of the present invention contains other silicones, for example, a viscosity at 25 ° C. of 1,00.
It is also possible to improve the feel by blending dimethylpolysiloxane, methylphenylpolysiloxane, cyclic silicone, polyether-modified silicone, amino-modified silicone, etc. of less than 10,000 cs.

[0022]

EFFECTS OF THE INVENTION The keratin fiber dye composition of the present invention is excellent in dyeability and can impart an excellent conditioning effect to hair for a long period of time.

[0023]

The present invention will be described in more detail below with reference to examples, but the present invention is not limited thereto.

Example 1 Creamy keratinous fiber dye compositions shown in Table 1 below were prepared and evaluated by the following evaluation methods. The results are shown in Table 1.

Evaluation method: (1) 2.5 g of the product of the present invention and 2.5 g of the comparative product were applied to about 5 g of a blond hair bundle of Europeans and Americans, and left at 30 ° C. for 30 minutes. Then rinsed under running water, shampoo / rinse and dried. Five professional panelists evaluated the hair as follows. Sliding of hair ◎ Very smooth compared to untreated hair ○ Smooth compared to untreated hair △ Slip equivalent to untreated hair × Sliding worse than untreated hair b. Hair ◎ Finger passage is much better than untreated hair ○ Finger passage is better than untreated hair △ Finger passage is equivalent to untreated hair × Finger passage is worse than untreated hair c .Hair combing ◎ Very good combing compared to untreated hair ○ Good combing compared to untreated hair △ Same combing as untreated hair × Combing worse than untreated hair D. Moisture feeling of hair ◎ Very moist compared to untreated hair ○ Moisturized compared to untreated hair △ Moisturized as untreated hair × More dry than untreated hair

(2) The above hair dyed hair bundle was divided into halves, and the process of washing (drying) with a commercially available shampoo was repeated 5 times. Then, the other one was compared and evaluated. a.Slip of hair after 5 times shampoo ◎ Similarly smooth to unshampooed hair ○ Slightly inferior to unshampooed hair △ Smoothly inferior to unshampooed hair × Smooth to unshampooed hair Very poor b. Fingers on hair after 5 times shampoo ◎ Good on fingers as well as unshampooed hair ○ Slightly inferior to fingers on unshampooed hair △ Inferior to fingers on unshampooed hair × Unshampooed Finger combing is considerably inferior to hair c. Combing of hair after 5 times shampoo ◎ Good combing as good as unshampooed hair ○ Slightly poor combing compared to unshampooed hair △ Compared to unshampooed hair Poor combing × Inferior combing compared to unshampooed hair d. Moisture feeling of hair after 5 times shampoo ◎ Moisture feeling equivalent to unshampooed hair ○ Unshampooed hair Compared, compared to slightly Pasatsuku △ not shampoo hair, compared to Pasatsuku × Not shampoo hair, pretty Pasatsuku

[0027]

[Table 1]

1), stearoxy-modified silicone [(3)
In the formula, R = C ₁₈ H ₃₇ , l = 8 to 12, m = 3 to 7] 2), acetyloxy-modified silicone [in the formula (3), R =
C ₁₆ H ₃₃ , l = 8-12, m = 3-7]

Claims (1)

[Claims] 1. A modified silicone derivative having the following components (A) and (B) (A) direct dye (B) having one or more alkoxy groups in the molecule and having a melting point of 30 ° C. or higher, 25 ℃
Dimethylpolysiloxane with a viscosity of 1,000,000 centistokes (cs) or more
A keratinous fiber dyeing composition comprising one or more selected from methylphenyl polysiloxanes having 1,000,000 cs or more.