Compositions and composition kits

Abstract

To provide a composition that comprises a relatively safe stabilizer and prevents its color from being deepened over time due to a platinum catalyst.SOLUTION: A composition comprises a platinum catalyst, and a stabilizer for the platinum catalyst. The stabilizer comprises at least one selected from the group consisting of neutral amino acid, basic amino acid, water-soluble amino acid derivative, keratin, hydrolyzed silk ethyl ester, γ-oryzanol, urea, and allantoin.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a composition that is used by applying it to the skin, for example. [Background technology]

[0002] Conventionally, compositions containing a platinum catalyst and a component capable of undergoing an addition reaction, etc., in the presence of the platinum catalyst have been known. For example, such compositions contain a platinum catalyst for hydrosilylation reactions and a polyorganosiloxane having silicon-bonded alkenyl groups in the molecule.

[0003] This type of composition is used by mixing it with an organohydrogen having silicon-bonded hydrogen in the molecule, which initiates a platinum-catalyzed hydrosilylation reaction, which causes an addition reaction between the polyorganosiloxane and the organohydrogenpolysiloxane, resulting in curing. However, this type of composition may darken and darken over time as the platinum catalyst becomes inactive over time.

[0004] In response to this, a composition containing a platinum catalyst and a specific stabilizer having a nitrogen atom in the molecule is known (for example, Patent Document 1). Specifically, the composition described in Patent Document 1 is (A) a polyorganosiloxane having two or more silicon-bonded alkenyl groups per molecule and a viscosity at 23°C of 0.01 to 3 Pa·s; (B) a platinum complex having a vinyl group-containing polyorganosiloxane as a ligand; and (C) a stabilizer containing tetramethylethylenediamine or triallyl isocyanurate, and the blending amount of component (C) is 0.001 to 0.5 mol per 1 mol of platinum atoms in component (B). The composition described in Patent Document 1 is somewhat inhibited from being deactivated over time by the platinum catalyst. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Japanese Patent Application Laid-Open No. 2008-120975 Summary of the Invention [Problem to be solved by the invention]

[0006] However, the stabilizer contained in the composition described in Patent Document 1 has low safety for the human body, making it difficult to use it in applications such as applying it to the human body. Therefore, there is a demand for a composition that contains a stabilizer that is relatively safe and that is inhibited from darkening over time due to platinum catalysts.

[0007] In view of the above-mentioned demands, an object of the present invention is to provide a composition that contains a stabilizer that is relatively safe and that is inhibited from darkening over time due to a platinum catalyst. [Means for solving the problem]

[0008] The composition according to the present invention comprises a platinum catalyst and a stabilizer for the platinum catalyst, The stabilizer is characterized by containing at least one selected from the group consisting of neutral amino acids, basic amino acids, water-soluble amino acid derivatives, keratin, hydrolyzed silk ethyl ester, γ-oryzanol, urea, and allantoin.

[0009] In the composition according to the present invention, the mass ratio (B / A) of the stabilizer (B) to the platinum catalyst (A) is preferably 0.01 or more and 50 or less.

[0010] In the composition according to the present invention, the platinum catalyst may be a platinum catalyst for hydrosilylation reactions, and the platinum catalyst for hydrosilylation reactions may have an organosiloxane having a vinyl group as a ligand. [Effects of the Invention]

[0011] The composition of the present invention contains a stabilizer that is relatively safe, and is inhibited from darkening over time due to the platinum catalyst. [Brief explanation of the drawings]

[0012] [Figure 1] FIG. 1 is a graph showing the evaluation results of the platinum catalyst darkening suppression performance of each component. [Figure 2] FIG. 2 is a graph showing the evaluation results of the platinum catalyst darkening suppression performance of each component. [Figure 3] FIG. 3 is a graph showing the evaluation results of the platinum catalyst darkening suppression performance of each component. DETAILED DESCRIPTION OF THE INVENTION

[0013] One embodiment of the composition according to the present invention will be described.

[0014] The composition of the present embodiment contains a platinum catalyst (A) and a stabilizer (B) for the platinum catalyst, The stabilizer (B) includes at least one selected from the group consisting of neutral amino acids, basic amino acids, water-soluble amino acid derivatives, keratin, hydrolyzed silk ethyl ester, γ-oryzanol, urea, and allantoin. In the composition of this embodiment, the stabilizer (B) acts to suppress deterioration of the platinum catalyst (A). Furthermore, each component of the stabilizer (B) is relatively stable to the human body. Therefore, the composition of this embodiment contains a relatively safe stabilizer, and darkening over time caused by the platinum catalyst is suppressed.

[0015] Examples of the platinum catalyst (A) include a platinum catalyst for hydrosilylation reactions, etc. The composition of the present embodiment may contain only a platinum catalyst for hydrosilylation reactions as the platinum catalyst (A).

[0016] The platinum catalyst for the hydrosilylation reaction is, for example, a platinum complex having an organosiloxane having a vinyl group as a ligand.

[0017] For example, a platinum catalyst for hydrosilylation reactions is a 1,3-divinyl-1,1,3,3-tetramethyldisiloxane platinum(0) complex (Karstedt-type catalyst). Commercially available catalysts can be used. Examples of commercially available catalysts include a platinum divinyltetramethyldisiloxane complex solution of vinyl-terminated polydimethylsiloxane (a solution of vinyl-terminated polydimethylsiloxane containing approximately 3% platinum) (product number SIP6830.3) manufactured by Gelest. Furthermore, examples of platinum catalysts for hydrosilylation reactions include 2,4,6,8-tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane platinum(0) carbonyl complex (Ossko catalyst). Commercially available catalysts can be used. Examples of commercially available catalysts include Gelest's platinum carbonylcyclovinylmethylsiloxane complex vinylmethyl cyclic siloxane solution (a vinylmethyl cyclic siloxane solution containing approximately 2% platinum) (product number SIP6829.2). Examples of platinum catalysts for hydrosilylation reactions include 2,4,6,8-tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane platinum(0) complexes (Ashby-Karstedt catalysts). Commercially available catalysts can be used. Examples of commercially available catalysts include Gelest's Platinum Cyclovinylmethylsiloxane Complex Cyclic Methylvinylsiloxane Solution (a cyclic methylvinylsiloxane solution containing approximately 2% platinum) (product number SIP6832.2). Of these platinum catalysts for hydrosilylation reactions, the Karstedt-type catalysts are preferred because they are capable of promoting the hydrosilylation reaction at room temperature.

[0018] The platinum catalyst for hydrosilylation reaction may be, for example, a cyclovinylmethylsiloxane platinum complex. A commercially available example of such a catalyst is a platinum octanal / octanol complex octanol solution (an octanol solution containing approximately 2% platinum) manufactured by Gelest (product number SIP6833.2).

[0019] The composition of the present embodiment preferably contains the platinum catalyst (A) in an amount of 0.003% by mass or more and 0.150% by mass or less, calculated as solid content.

[0020] The amino acid used as the stabilizer (B) may be either D- or L-isomer, and may be in the form of a salt.

[0021] The neutral amino acid of the stabilizer (B) is an amino acid in which the number of -NH (or =NH) groups in the molecule is equal to the number of -COOH groups. Examples of neutral amino acids include glycine, valine, hydroxyproline (γ-hydroxyproline), alanine, leucine, isoleucine, serine, cysteine ​​(sulfur-containing amino acid), methionine (sulfur-containing amino acid), asparagine, glutamine, proline, phenylalanine, tyrosine, tranexamic acid, cystine, and pyrrolidonecarboxylic acid (sodium salt).

[0022] The basic amino acid of the stabilizer (B) is an amino acid in which the number of -NH (or =NH) groups in the molecule is greater than the number of -COOH groups. Examples of basic amino acids include citrulline, theanine, arginine, lysine (hydrochloride), and histidine (hydrochloride).

[0023] The water-soluble amino acid derivative of the stabilizer (B) has a solubility in water of 5% by mass or more, and examples of the water-soluble amino acid derivative include at least one selected from the group consisting of trimethylglycine, cocoyl arginine ethyl pyrrolidone carboxylate (pyrrolidone carboxylate of arginine carboxylic acid ethyl ester and coconut oil fatty acid ester of amide), and N-acetyl-cysteine.

[0024] The keratin of the stabilizer (B) is usually a protein containing 10% by mass or more of cystine units as constituent amino acid units, and is preferably keratin obtained from wool.

[0025] The hydrolyzed silk ethyl ester of the stabilizer (B) is a partial ethyl ester of the amide groups of the hydrolyzed silk protein. Preferably, the hydrolyzed silk ethyl ester is an ester of the hydrolyzed silk obtained from silkworms.

[0026] γ-oryzanol is an oil-soluble component found particularly in rice bran. γ-oryzanol is a general term for esters formed by condensation of ferulic acid and sterol. Examples of γ-oryzanol include cycloartenyl ferrate oryzanol A, 24-methylenecycloartanyl ferrate oryzanol C, and campesteryl ferulate.

[0027] The stabilizer (B) preferably contains at least one of citrulline, theanine, and valine, and γ-oryzanol, which can further suppress the darkening of the composition over time caused by the platinum catalyst.

[0028] The composition of the present embodiment preferably contains the stabilizer (B) in a total amount of 0.05% by mass or more, more preferably 0.50% by mass or more, and even more preferably 1.00% by mass or more, which further suppresses the composition from darkening over time due to the platinum catalyst. Furthermore, the composition of the present embodiment may contain the above-mentioned stabilizer (B) in a total amount of 15.00% by mass or less, 10.00% by mass or less, 5.00% by mass or less, or 2.00% by mass or less.

[0029] In the composition of this embodiment, the mass ratio (B / A) of the stabilizer (B) (total amount) to the platinum catalyst (A) is preferably 0.01 or more, more preferably 0.10 or more, even more preferably 1.00 or more, and particularly preferably 10.00 or more, thereby further suppressing the composition from darkening over time due to the platinum catalyst. Furthermore, the mass ratio (B / A) may be 1000.00 or less, 100.00 or less, 50.00 or less, or 20.00 or less.

[0030] In addition to the components described above, the composition of the present embodiment may further contain either a vinyl group-containing polyorganosiloxane or an organohydrogenpolysiloxane, both of which can undergo an addition reaction by a platinum-catalyzed hydrosilylation reaction.

[0031] The vinyl group-containing polyorganosiloxane is a polyorganosiloxane having a vinyl group bonded to silicon in the molecule. The vinyl group-containing polyorganosiloxane preferably has two or more vinyl groups in the molecule. Examples of vinyl group-containing polyorganosiloxanes include vinyl-terminated polydimethylsiloxane, vinyl-terminated diphenylsiloxane-dimethylsiloxane copolymer, vinyl-terminated trifluoropropylmethylsiloxane-dimethylsiloxane copolymer, vinyl-terminated diethylsiloxane-dimethylsiloxane copolymer, vinylmethylsiloxane-dimethylsiloxane copolymer, vinyl-terminated ethylene-siloxane copolymer, vinylmethylsiloxane homopolymer, vinyl T-structure polymer, vinylmethylsiloxane-dimethylsiloxane copolymer, etc.

[0032] The organohydrogenpolysiloxane is a polyorganosiloxane in which hydrogen atoms are bonded to some silicon atoms in the polysiloxane structure. Examples of organohydrogenpolysiloxane include hydride-terminated polydimethylsiloxane, trimethylsiloxane-terminated polymethylhydrosiloxane, methylhydrosiloxane-dimethylsiloxane copolymer (methylhydrogenpolysiloxane), hydride-terminated polyphenylmethylsiloxane, and hydride-terminated methylhydrosiloxane-phenylmethylsiloxane copolymer.

[0033] The above composition may further contain surfactants, antioxidants, thickeners, preservatives, and the like.

[0034] The properties and appearance of the composition of this embodiment are not particularly limited. The composition of this embodiment may be, for example, a liquid, semi-solid (gel, cream, etc.), or solid (powder, tablet, sheet, etc.). The composition of this embodiment may be contained in the contents of an aerosol product.

[0035] Next, one embodiment of the composition kit of the present invention will be described.

[0036] The composition kit of this embodiment includes at least the above-described composition (hereinafter referred to as the main composition) and another composition (hereinafter referred to as the sub-composition). The composition kit of this embodiment may be used, for example, by mixing the main composition and the sub-composition just before use.

[0037] Although the main composition may darken over time due to the platinum catalyst (A) contained therein, the darkening is suppressed by further containing a stabilizer (B). The main composition may or may not contain a vinyl group-containing polyorganosiloxane. On the other hand, the above-mentioned sub-composition may have the following composition:

[0038] Examples of the composition kit of this embodiment include the following examples (I) to (III). (I) Main composition: Contains at least a platinum catalyst (A), a stabilizer (B), and a vinyl group-containing polyorganosiloxane Sub-composition: containing at least organohydrogenpolysiloxane (II) Main composition: Contains at least a platinum catalyst (A) and a stabilizer (B) Sub-composition: Contains at least a vinyl group-containing polyorganosiloxane and an organohydrogenpolysiloxane (III) Main composition: Contains at least a platinum catalyst (A), a stabilizer (B), and an organohydrogenpolysiloxane Subcomposition: Contains at least a vinyl group-containing polyorganosiloxane

[0039] By mixing the above-described main composition and sub-composition, the vinyl group-containing polyorganosiloxane and the organohydrogenpolysiloxane can be subjected to an addition reaction via a hydrosilylation reaction in the presence of a platinum catalyst (A) containing a platinum catalyst for hydrosilylation reactions. For example, a cured coating of silicone polymer can be formed on the skin by applying the main composition to an object to be treated and then applying the secondary composition.Alternatively, a cured coating of silicone polymer can be formed on the skin by applying the secondary composition to an object to be treated and then applying the main composition.

[0040] Each composition of the present embodiment can be produced by mixing and stirring the components to be blended. A conventional stirring device can be used. If necessary, the mixture may be stirred while being heated.

[0041] The composition and composition kit of the present embodiment may be used as a composition for external use on the skin that is applied to the skin, as a hair composition that is applied to the hair that is applied to the hair, as a dental composition that is applied to the teeth that is applied to the teeth, or as a nail composition that is applied to the nails that is applied to the nails.

[0042] The composition of the present embodiment is used, for example, by being applied to the skin. The composition is used, for example, by being applied to the skin of the face, neck, limbs, scalp, or mucous membranes of the nostrils, lips, ears, genitals, anus, etc. The composition of the present embodiment may be used by being applied to hair, such as the hair, eyebrows, and eyelashes. It may also be incorporated into bath additives or skin patches. The composition is not particularly restricted by classification under the Pharmaceutical and Medical Device Act, such as cosmetics, quasi-drugs, and pharmaceuticals, and is applicable to several fields.

[0043] The composition of the present invention is as exemplified above, but the present invention is not limited to the above-exemplified embodiments. In addition, in the present invention, various forms adopted in general skin external compositions, cosmetics, pharmaceuticals, etc. can be adopted within a range that does not impair the effects of the present invention. [Example]

[0044] The present invention will now be described in more detail with reference to examples, but the present invention is not limited to these examples.

[0045] The performance of each composition was evaluated as follows.

[0046] <Details of the ingredients in the composition> (A) Platinum catalyst (and vinyl group-containing polyorganosiloxane) Platinum catalyst-containing solution for hydrosilylation reactions Pt[O(SiMe2CH=CH2)2] 1.5 Contains (1,3-divinyl-1,1,3,3-tetramethyldisiloxane platinum(0) complex) / concentration 3.0% by mass Solvent: vinyl-terminated polydimethylsiloxane Product name: SIP6830.3 (manufactured by Gelest) (B) (B-1) Neutral amino acids Valine, and as shown in Table 5 (B-2) Basic amino acids Citrulline, theanine, and as shown in Table 5. (B-3) Water-soluble amino acid derivatives Trimethylglycine (commercial product) Ethyl Cocoyl Arginate PCA Product name: "CAE" (manufactured by Ajinomoto Healthy Supply Co., Ltd.) N-acetylcysteine ​​(commercial product) (B-4) Keratin Product name: "Keratin" (Tokyo Chemical Industry Co., Ltd.) (B-5) Hydrolyzed Silk Ethyl Solution Product name: "Promois Silk A" (manufactured by Seiwa Kasei Co., Ltd.) (B-6) Other stabilizers γ-Oryzanol (commercial product) Product name: γ-Oryzanol (manufactured by Boso Oil & Fat Co., Ltd.) Urea (commercially available) Allantoin (commercial product) (Reference compounds) Acidic amino acids As shown in Table 5 etc. (Reference compounds) Oil-soluble amino acid derivatives as shown in Table 5 etc. Dihexyldecyl Lauroyl Glutamate Product name: "AmiterLG-1600" (manufactured by Nippon Emulsion Co., Ltd.) ·Cholesteryl / octyldodecyl lauroyl glutamate Product name: "Eldew CL-202" (manufactured by Ajinomoto Healthy Supply Co., Ltd.) (Other ingredients) Cyclopentasiloxane Product name: DOWSILSH245 FLUID (manufactured by Dow Toray) (Dimethicone / vinyl dimethicone) crosspolymer-containing liquid Product name: DOWSILTMFB-9586 Silicone Elastomer Blend (Dow Toray Industries, Inc.) Contains cyclopentasiloxane and dimethicone (Dimethicone / (PEG-10 / 15)) crosspolymer-containing liquid Product name: "KSG-210" (Shin-Etsu Chemical Co., Ltd.) Contains dimethicone, dipropylene glycol, sodium citrate, and tocopherol. Acrylates / Dimethicone Copolymer-containing Liquid Product name: "KP-545" (Shin-Etsu Chemical Co., Ltd.) Contains cyclopentasiloxane Dimethicone (commercial product) Polyamide-12 (registered trademark "Nylon-12") powder Product name: "Toray Nylon Powder SP-500" (manufactured by Toray Industries, Inc.)

[0047] (Examples 1 to 7) / (Comparative Example 1) Each composition was prepared according to the formulation shown in Table 1. Part I and Part II were mixed and stirred in a homodisper at 1,000 rpm for approximately 2 minutes. A platinum catalyst was then added, and the mixture was further stirred in a homodisper at 1,000 rpm for 1 minute to prepare each composition.

[0048] [Table 1]

[0049] (Examples 8 to 31) / (Comparative Examples 2 and 3) Each composition was prepared in the same manner as above using the blending compositions shown in Tables 2 and 3.

[0050] [Table 2]

[0051] [Table 3]

[0052] Examples 32 to 57 (Example included) ) / (Comparative Examples 4 to 8) Each composition was prepared in the same manner as above using the blending compositions shown in Tables 4 and 5.

[0053] [Table 4]

[0054] [Table 5]

[0055] <Evaluation of darkening suppression performance> Each composition was placed in a 60°C environment for 10 days to undergo an accelerated darkening test. The color of the composition was measured using a color difference meter (Konica Minolta "CM-700d"). The darkening suppression performance was evaluated based on the difference (ΔE) in Lab values ​​before and after the darkening test. The ΔE of the control composition (comparative example) was set to 100%, and the darkening suppression performance of each composition was evaluated based on the relative value to this ΔE. When the relative value of ΔE is less than 75.0%, the appearance of the composition is particularly good, and it can be said that the composition has particularly good darkening suppression performance.

[0056] <Evaluation of film formation> Each composition (main composition) that had undergone the accelerated testing as described above was mixed with a separately prepared secondary composition (containing methylhydrogenpolysiloxane), and the mixture was applied and spread to the flexor side of the forearm to form a coating, which was then left to harden. ◯: A film was formed (the activity of the platinum catalyst was maintained). ×: No film was formed (the activity of the platinum catalyst was not maintained)

[0057] As can be seen from Table 1 and Figure 1, γ-oryzanol, citrulline, valine, and theanine were able to suppress darkening of the composition. Combining γ-oryzanol with one of citrulline, valine, and theanine exhibited synergistic darkening suppression performance. As shown in Tables 2 to 5 and FIGS. 2 and 3, the compositions of the examples were inhibited from darkening.

[0058] As described above, although the composition of the present embodiment contains a platinum catalyst that tends to darken over time, the composition further contains a specific stabilizer that is relatively safe, thereby suppressing darkening over time and preventing the catalytic activity of the platinum catalyst from decreasing over time. [Industrial Applicability]

[0059] The composition of the present invention is used by applying it to the skin, for example, to coat the skin or to coat a cosmetic applied to the skin. The composition of the present invention can also be applied to hair, teeth, or nails, for example, to coat hair, teeth, or nails.

Claims

1. A method for producing a catalyst comprising: water; a platinum catalyst; and a stabilizer for the platinum catalyst; the platinum catalyst is a platinum catalyst for hydrosilylation reactions, the stabilizer comprises at least one selected from the group consisting of citrulline, theanine, valine, γ-oryzanol, glycine, hydroxyproline, alanine, leucine, isoleucine, serine, asparagine, glutamine, proline, phenylalanine, tyrosine, tranexamic acid, cystine, pyrrolidone carboxylic acid, lysine, trimethylglycine, cocoyl arginine ethyl pyrrolidone carboxylate, hydrolyzed silk ethyl ester, urea, and allantoin; A composition that is applied to the skin, hair, teeth, or nails.

2. The composition described in claim 1, wherein the platinum catalyst for hydrosilylation reaction has an organosiloxane having a vinyl group as a ligand.

3. A composition described in claim 1 or 2, wherein the mass ratio (B / A) of the stabilizer (B) to the platinum catalyst (A) is 0.01 or more and 1000 or less.

4. A composition described in any one of claims 1 to 3, further comprising either a vinyl group-containing polyorganosiloxane or an organohydrogenpolysiloxane.

5. A composition kit comprising the composition according to any one of claims 1 to 3 as a main composition and further comprising a sub-composition, A composition kit according to any one of (I), (II), and (III) below: (I) The main composition further contains a vinyl group-containing polyorganosiloxane, and the sub-composition contains an organohydrogenpolysiloxane; (II) The sub-composition comprises a vinyl group-containing polyorganosiloxane and an organohydrogenpolysiloxane; (III) The main composition further contains an organohydrogenpolysiloxane, and the sub-composition contains a vinyl group-containing polyorganosiloxane.

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