JP3364627B2 - Hair coloring - Google Patents

Description

Description: BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a coloring agent for hair.
More specifically, it is easy to apply, coloring properties for hair,
The present invention relates to a hair coloring agent which is excellent in luster and combability, maintains these properties for a relatively long time, does not impart stickiness or stiffness to hair, and can be suitably used for various hair color cosmetics. [0002] Conventionally, cosmetics for changing the color of hair, so-called hair dyes, use oxidative hair dyes using oxidative dyes, acidic hair dyes using acidic dyes, pigments and pigments. There is a dull hair coloring. However, the above-mentioned oxidative hair dye must react with the oxidizing dye and the oxidizing agent at the time of use, so that water must be added at the time of use or these two components must be mixed. The operation is complicated, and the hair may be damaged by the oxidizing agent. In addition, since the acidic hair dye has a drawback that it also dyes the ground, it is necessary to perform a complicated operation such as using a hair dyeing tool to prevent the dye from adhering to the ground. There is a drawback that it lacks convenience. In addition, the hair colorant is free from defects such as the oxidative hair dye and the acidic hair dye, and is widely used as a temporary hair dye that can be easily used. Because other pigments are physically attached to hair with fats and oils or resins, adhesion to hair such as pigments is not sufficient, and those using fats and oils are sticky and use resins. Has the drawback of causing stiffness. [0004] Therefore, the present inventors have
In view of the prior art, it is easy to apply, has excellent coloring properties on hair, gloss and combability, and these properties last for a relatively long time, and does not impart stickiness or stiffness to hair. As a result of intensive studies for the purpose of developing the above, it was finally found that the above-mentioned object was achieved when an oil-soluble dye was used in combination with a specific silicone, and completed the present invention. [0005] The present invention provides an oil-soluble dye and a compound represented by the following general formula (I): (Wherein R ^{1 to} R ⁶ are each independently a methyl group or a phenyl group, and n is an integer of 650 to 20,000). Action and Examples As described above, the hair coloring agent of the present invention comprises an oil-soluble dye and a compound represented by the general formula (I): ## STR3 ## Wherein R ^{1 to} R ⁶ are each independently a methyl group or a phenyl group, and n is an integer of 650 to 20,000. The oil-soluble dye used in the present invention has excellent adhesion to hair as compared with the case where a pigment is used, and has a more natural color tone and good feel. Therefore, the colorant for hair of the present invention can maintain a natural color tone for a relatively long period of time while keeping the feel of the hair good. Specific examples of the oil-soluble dyes include, for example, oil red XO (Red No. 505 for cosmetics), medicinal scarlet (scarlet red) (Red No. 501), Sudan III (Red No. 225), and yellow OB (Red No. 225). Yellow No. 405), Yellow AB
(Yellow No. 404), Quinoline Yellow (Yellow No. 204),
Sudan Blue B (Blue No. 403), Oren @ SS (Orange No. 403), Kinizarin Green SS (Green 202)
No.) and Arizulin Purple SS (Purple No. 201), and one or more of them are appropriately selected from these depending on the intended variety. The amount of the oil-soluble dye is preferably 0.01 to 20% (% by weight, hereinafter the same), more preferably 0.1 to 10%, based on the obtained hair colorant. When the amount is less than the above range, coloring tends to be insufficient, and when the amount exceeds the above range,
Since coloring is performed at one time, it tends to be difficult to control the degree of coloring. As described above, the silicone used in the present invention is represented by the general formula (I). In the general formula (I), n is an integer of 650 to 20000, preferably an integer of 5000 to 10,000.
When n is smaller than the above range, the viscosity becomes low and the persistence of adhesion of the silicon film to the hair becomes poor, so that the oil-soluble dye also tends to detach from the hair, and If you exceed the range,
Viscosity becomes too high, extensibility to hair becomes poor, and color unevenness tends to occur. R ^{1 to} R ⁶ are each independently a methyl group or a phenyl group. The amount of the silicone is preferably 0.1 to 40%, more preferably 0.5 to 30%, based on the obtained hair coloring agent. When the amount is less than the above range, the adhesion of the obtained hair coloring agent to hair tends to decrease, and when the amount exceeds the above range, the viscosity increases. And it tends to be difficult to dissolve. The hair colorant of the present invention contains the oil-soluble dye and the silicone represented by the general formula (I) as essential components. The remainder of the hair colorant is, for example, as follows: The components shown are used. For example, in order to make it easier to apply the obtained colorant for hair to hair, it is preferable to incorporate a volatile oil as the balance. Representative examples of the volatile oil include, for example, the general formula (II): (Wherein m represents an integer of 0 to 5), a methylsiloxane represented by the general formula (III): ## STR5 ## (Wherein p is an integer of from 3 to 8), such as cyclic silicones, isoparaffinic hydrocarbons having a boiling point of 260 ° C. or lower, and these volatile oils are usually used alone or in combination of two or more. These are used in combination. In addition,
Among these volatile oils, the cyclic silicones are particularly suitable for use in the present invention because they have good compatibility with the silicones represented by the general formula (I) and have no odor. Specific examples of the isoparaffinic hydrocarbon include, for example, Isosol 200 and Isosol 300
, Isosol 400 (manufactured by Nippon Petrochemical Co., Ltd.
IP Solvent 1016, IP Solvent 1620, IP Solvent 2028 (trade name, manufactured by Idemitsu Petrochemical Co., Ltd., trade name); Isopar A, Isopar C, Isopar E, Isopar G, Isopar H, Isopar L, Isopar M (Above, manufactured by Exxon Chemical Co., Ltd., trade name) and the like. The amount of the volatile oil varies depending on the amount of the silicone. Generally, however, in order to facilitate the application to the hair, the amount of the volatile oil is preferably 1% of the amount (weight) of the silicone.
It is preferably at least twice, especially preferably at least twice, and if the amount is too large, the amount of the silicone coating the hair becomes small, and the adhesion of the oil-soluble dye to the hair becomes small. , 20 times or less, especially 10 times or less. The coloring agent for hair of the present invention may be a mixture of the oil-soluble dye and silicone, or a mixture of the oil-soluble dye and silicone emulsified using a surfactant. Such a dosage form is not particularly limited. The remainder of the hair coloring agent of the present invention includes, for example, silicone oils such as dimethylsiloxane and methylphenylpolysiloxane other than those mentioned above; hydrocarbon oils such as liquid paraffin, isoparaffin, squalane and α-olefin oligomer; Ester oils such as isopropyl myristate, cetyl octoate, octyldodecyl myristate, and diisopropyl adipate, and natural animal and vegetable oils such as olive oil, jojoba oil, arnica oil, mink oil, and meadowfoam oil may be used. If the compounding amount of these components is too large, stickiness occurs, the feeling of use becomes worse, and it comes off when touched, and it becomes easy to stain hands and clothing, so that it It is preferably 30% or less, especially 1 to 10%. For the purpose of imparting drying property to the hair coloring agent of the present invention, a lower alcohol such as ethanol may be blended as the balance. The blending amount of the lower alcohol is preferable because the drying property of the obtained hair colorant is improved, but if it is too large, it may cause damage to the hair. % Or less, preferably 1 to 10%. Further, the hair coloring agent of the present invention has a content of not more than 20%, especially 0.1%, based on the obtained hair coloring agent.
Within the range of 5 to 10%, for example, plus size L-53P (trade name, manufactured by Ryogo Chemical Industry Co., Ltd.), Yuka Former AM75
(Mitsubishi Yuka Fine Co., Ltd., trade name), HC polymer (Osaka Organic Chemical Industry Co., Ltd., trade name) and other hair setting resins; UV absorption of oxybenzone, octyl methoxycinnamate, octyl salicylate, etc. Agent; 1,3-
Polyhydric alcohols such as butylene glycol, glycerin and propylene glycol; preservatives such as paraoxybenzoate and phenoxyethanol; acetic acid dl-α
-Antioxidants such as tocopherol and dibutylhydroxytoluene; components such as perfumes may be blended as the balance. The hair coloring agent of the present invention can be prepared by mixing various excipients, for example, mousse, mist, oil,
Used in dosage forms such as lotions and creams. When the hair colorant of the present invention is used to prepare an aerosol product, the preparation method is not particularly limited, but the oil-soluble dye, the silicone represented by the general formula (I) and the remaining A method in which various components are mixed and dissolved, mixed with a propellant, and filled into a generally used pressure-resistant container for aerosol by an ordinary method is exemplified. Examples of the propellant include liquefied gases such as dimethyl ether, liquefied petroleum gas, and fluorocarbons, and compressed gases such as CO ₂ gas, N ₂ gas, and N ₂ O gas. These can be used in combination. The amount of the propellant is 0.3 to 90% based on the hair coloring agent, preferably 0.6%.
Preferably it is ~ 80%. Next, the hair colorant of the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples. Examples 1 to 7 and Comparative Examples 1 to 4 (Hair Color Oil) The components shown in Tables 1 and 2 were mixed and dissolved to obtain a hair color oil. The physical properties of the obtained hair color oil were examined for ease of application, coloring property for hair, gloss, combability, stickiness and stiffness according to the following methods. The results are shown in Tables 1 and 2. The evaluation criteria of A to D in Tables 1 and 2 are as follows. (Evaluation Criteria) A: ○ is 16 or more. B: ○ is 12 to 15 people. C: 8 to 11 people. D: 7 or less. (A) Ease of application 2 g of sample was added to 5 g of each hair bundle of 20 men and women randomly selected.
Was applied according to the following evaluation criteria. (Evaluation Criteria) ：: Smooth, hard to drip, and easy to apply. Δ: Slightly sticky or slightly droopy and slightly difficult to apply. ×: Stickiness is severe or dripping is so severe that application is difficult. (B) Coloring property for hair Sample 2 was added to 5 g of each gray hair bundle of 20 men and women randomly selected.
g was applied and brushed 5 to 6 times, and then dried for 3 hours. Thereafter, the hair bundle that had been repeatedly brushed 100 times was visually observed and evaluated according to the following evaluation criteria. (Evaluation criteria) ：: Uniform coloring and no color unevenness. Δ: Coloring is uneven and color unevenness is partially observed. ×: Insufficient coloring and unevenness of color is conspicuous overall. (C) 20 g of each hair bundle of 20 genders randomly extracted from gloss
Was applied and brushed 5 to 6 times, and then dried for 3 hours. At this time, the gloss of the hair was visually compared with the uncoated hair bundle, and evaluated according to the following evaluation criteria. (Evaluation Criteria) ：: considerably glossy as compared with a hair bundle not coated Δ: Slightly glossy compared to uncoated hair bundles. ×: It is not as glossy as the uncoated hair bundle. (D) Combability A sample of 2 g was added to 5 g of each hair bundle of 20 men and women extracted at random.
Was applied and then brushed, and compared to the case where the uncoated hair bundle was brushed for combing, and evaluated according to the following evaluation criteria. (Evaluation Criteria) 櫛: Comb passes considerably smoothly as compared with the uncoated hair bundle. Δ: Comb passes through a little more smoothly than the uncoated hair bundle. ×: Combability comparable to that of uncoated hair bundle. (E) Stickiness 2 g of a sample was added to a bundle of 5 g of each hair of 20 men and women extracted at random.
Was applied and brushed 5 to 6 times, and then dried for 3 hours. At this time, the stickiness of the hair was touched with a finger and evaluated according to the following evaluation criteria. (Evaluation Criteria) ：: Little stickiness is felt, and the feel is dry. Δ: Some stickiness is felt. ×: A considerable stickiness is felt. (F) Stiffness 20 g of each male / female, randomly selected, was sampled on 5 g of each hair bundle.
Was applied and brushed 5 to 6 times, and then dried for 3 hours. The stiffness of the hair at this time was touched with a finger and evaluated according to the following evaluation criteria. (Evaluation Criteria) ：: Smooth feeling without stiffness. Δ: Roughness is slightly felt. ×: A considerable stiffness is felt. [Table 1] [Table 2] The silicones A to A in Tables 1 and 2
In E, R ^{1 to} R ⁶ in the general formula (I) are all methyl groups, and n is 650, 6000, 19,000, 300 or 3000, respectively.
Represents a silicone that is 0. From the results shown in Table 1, it can be seen that the hair color oils obtained in Examples 1 to 7 are easy to apply, have excellent coloring properties, gloss and combability to hair, and give the hair stickiness and stiffness. It turns out that it does not. On the other hand, from the results shown in Table 2,
The hair color oil containing silicone in which n is less than 650 in the general formula (I) obtained in Comparative Example 1 is particularly inferior in coloring property to hair and imparts stickiness.
In the general formula (I) obtained in Comparative Example 2, the hair color oil containing silicone in which n exceeds 20,000 is particularly difficult to apply because of its high viscosity, is inferior in coloring property, and gives stiffness. Further, from the results shown in Table 2, the hair color oil containing the water-soluble dye (Comparative Example 3) or the pigment (Comparative Example 4) obtained in Comparative Examples 3 and 4 has a particularly high coloring property. It turns out that it is inferior. Example 8 (Hair Color Mousse) The components (A) shown in Table 3 were mixed and dissolved, and (B)
The mixed and dissolved components were poured into a pressure-resistant container for aerosol (full volume: 200 ml), and the component (C) was filled and mixed as a propellant to obtain a hair color mousse. [Table 3] The silicone F in Table 3 and the following Tables 4 to 6 represents a silicone in which R ^{1 to} R ⁶ are all methyl groups and n is 7000 in the general formula (I). The physical properties of the obtained hair color mousse were examined in the same manner as in Examples 1 to 7. Table 7 shows the results. Example 9 (Hair Color Mist) After the components (A) shown in Table 4 were mixed and dissolved, the mixture was poured into a pressure-resistant container for aerosol (full injection volume: 200 ml), and the propellant (B) was used. The ingredients were filled and mixed to give a hair color mist. [Table 4] The physical properties of the obtained hair color mist were examined in the same manner as in Examples 1 to 7. Table 7 shows the results. Example 10 (Hair color lotion) The components (A) shown in Table 5 were mixed and dissolved, and (B)
The ingredients were mixed and dissolved to give a hair color lotion. [Table 5] The physical properties of the obtained hair color lotion were examined in the same manner as in Examples 1 to 7. Table 7 shows the results. Example 11 (Hair color cream) The components shown in Table 6 were mixed and dissolved to obtain a hair color cream. [Table 6] The physical properties of the obtained hair color cream were examined in the same manner as in Examples 1 to 7. Table 7 shows the results. [Table 7] From the results shown in Table 7, the hair colorants obtained in Examples 8 to 11 are easy to apply, have excellent colorability, gloss and combability to hair, and have a tacky and stiff texture. It turns out that it does not give. The hair coloring agent of the present invention is easy to apply, and has excellent coloring properties, gloss and combability for hair.
Since these properties last for a relatively long time and do not impart stickiness or stiffness to the hair, the hair can be suitably used in various hair color cosmetics.

Claims (1)

(57) [Claim 1] An oil-soluble dye and a compound represented by the general formula (I): (Wherein, R ¹ to R ⁶ are each independently a methyl group or a phenyl group, n is an integer of from 650 to 20,000) Ri greens contain silicone represented by, the oil-soluble dye is
A hair coloring agent dissolved in the silicone .