Oil-in-water emulsion composition containing a platinum catalyst and method of using the same

The oil-in-water emulsion composition stabilizes platinum catalysts at high temperatures by using a specific unsaturated organopolysiloxane ratio and polymeric emulsifier, addressing storage instability and maintaining catalytic activity.

JP7815143B2Active Publication Date: 2026-02-17SHISEIDO CO LTD
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Patent Information

Application Number
JP2022568170
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Priority Date
2020-12-07
Filing Date
2021-11-24
Publication Date
2026-02-17
Estimated Expiration
2041-11-24

AI Technical Summary

Technical Problem

Platinum catalysts are unstable and have poor storage stability, especially in the presence of moisture and high temperatures, making them difficult to use in systems containing water.

Method used

An oil-in-water emulsion composition is developed, comprising water as the dispersion medium with oil droplets containing a platinum complex coordinated with 1,3-divinyltetramethyldisiloxane, and a mass ratio of first unsaturated organopolysiloxane to platinum of 200 or more, using a polymeric emulsifier and specific unsaturated organopolysiloxanes to stabilize the platinum catalyst.

Benefits of technology

The composition achieves excellent storage stability of the platinum catalyst at high temperatures, preventing aggregation and maintaining catalytic activity by isolating platinum particles and providing steric hindrance, thus improving stability and reducing defects like blackening.

✦ Generated by Eureka AI based on patent content.

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Abstract

Provided is an oil-in-water type emulsion composition containing a platinum catalyst, said composition showing high storage stability of the platinum catalyst under high temperatures. The oil-in-water type emulsion composition according to the present disclosure comprises a dispersion medium containing water and oil droplets dispersed in the dispersion medium, wherein: the oil droplets comprise an oily component, an emulsifier and a catalyst; the oily component comprises a first unsaturated organopolysiloxane; the catalyst comprises a platinum complex coordinated with 1,3-divinyltetramethyldisiloxane; and the ratio by mass of the first unsaturated organopolysiloxane to the total amount of platinum in the platinum complex is 200 or more.
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Description

[Technical Field]

[0001] The present disclosure relates to oil-in-water emulsion compositions containing platinum catalysts and methods of using the same. [Background technology]

[0002] Platinum catalysts have traditionally been used in a variety of applications, including polymer polymerization.

[0003] Patent Document 1 discloses a formulation for application to skin, comprising: a) a reactive component including (i) at least one high-viscosity vinyl-terminated organopolysiloxane having a viscosity of 100,000 to 500,000 cst or cP at 25°C, at least one low-viscosity vinyl-terminated organopolysiloxane having a viscosity of 500 to 50,000 cst or cP at 25°C, and at least one hydride-functionalized polysiloxane; and (ii) a reactive reinforcing component including a reinforcing component; and b) a crosslinking component including a platinum catalyst; wherein the crosslinking component promotes crosslinking of the reactive reinforcing component in situ, resulting in the formation of a film on the skin. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Patent No. 6105468 Summary of the Invention [Problem to be solved by the invention]

[0005] Platinum catalysts are typically unstable catalysts with poor storage stability, and are therefore generally dispersed in oil and stored in a cool, dark place under a nitrogen purge.

[0006] In order to increase the variety of the use form of the platinum catalyst, for example, it is conceivable to use an aqueous phase in addition to the platinum catalyst and the oil phase. However, the platinum catalyst is sensitive to moisture, and it has been difficult to stabilize the platinum catalyst in a system containing water. Furthermore, it has been even more difficult to improve the storage stability under high temperature environments in a system containing water.

[0007] Therefore, an object of the present disclosure is to provide an oil-in-water emulsion composition containing a platinum catalyst, which has excellent storage stability of the platinum catalyst at high temperatures. [Means for solving the problem]

[0008] <Aspect 1> a dispersion medium comprising water, and Oil droplets dispersed in the dispersion medium An oil-in-water emulsion composition comprising: The oil droplets contain an oil, an emulsifier, and a catalyst; the oil comprises a first unsaturated organopolysiloxane; the catalyst comprises a platinum complex coordinated with 1,3-divinyltetramethyldisiloxane; and the mass ratio of the first unsaturated organopolysiloxane to the total amount of platinum in the platinum complex is 200 or more; Oil-in-water emulsion composition. <Aspect 2> 2. The composition of embodiment 1, wherein the emulsifier comprises a polymeric emulsifier. <Aspect 3> 3. The composition of claim 2, wherein the polymeric emulsifier is at least one selected from the group consisting of acrylates / C10-30 alkyl acrylate crosspolymer, ammonium acryloyldimethyltaurate / beheneth-25 methacrylate crosspolymer, hydroxyethyl acrylate / sodium acryloyldimethyltaurate copolymer, PEG-modified crosspolymer / copolymer siloxane, polyether-modified crosspolymer / copolymer siloxane, and polyoxyethylene. <Aspect 4> A composition according to any one of Aspects 1 to 3, wherein the amount of the silicone emulsifier blended is less than 1% by mass based on the total amount of the composition. <Aspect 5> Aspect 5. The composition of any one of aspects 1 to 4, wherein the first unsaturated organopolysiloxane has a viscosity at 25° C. of less than 1,000 cst. <Aspect 6> Aspect 6. The composition of any one of Aspects 1 to 5, wherein the first unsaturated organopolysiloxane is at least one selected from vinyl group-containing organopolysiloxanes, vinyl-terminated organopolysiloxanes, and vinylated branched organopolysiloxanes. <Aspect 7> 7. The composition of embodiment 6, wherein the first unsaturated organopolysiloxane is a vinyl-terminated polydimethylsiloxane. <Aspect 8> Aspect 8. The composition of any one of aspects 1 to 7, having a viscosity at 25°C of 5,000 cst or greater. <Aspect 9> An artificial skin forming agent comprising a first agent and a second agent, the first agent comprises a second unsaturated organopolysiloxane and a hydride-functionalized polysiloxane; The second agent is the oil-in-water emulsion composition according to any one of aspects 1 to 8. Artificial skin former. <Aspect 10> The artificial skin-forming agent according to aspect 9, wherein the second unsaturated organopolysiloxane is at least one selected from organopolysiloxanes having vinyl groups, vinyl-terminated organopolysiloxanes, and organopolysiloxanes having vinylated branched chains. <Aspect 11> The artificial skin-forming agent according to Aspect 10, wherein the second unsaturated organopolysiloxane is at least one selected from vinyl-terminated polydimethylsiloxane, vinyl-terminated diphenylsiloxane-dimethylsiloxane copolymer, vinyl-terminated polyphenylmethylsiloxane, vinylphenylmethyl-terminated vinylphenylsiloxane-phenylmethylsiloxane copolymer, vinyl-terminated trifluoropropylmethylsiloxane-dimethylsiloxane copolymer, vinyl-terminated diethylsiloxane-dimethylsiloxane copolymer, vinylmethylsiloxane-dimethylsiloxane copolymer, trimethylsiloxy-terminated vinylmethylsiloxane-dimethylsiloxane copolymer, silanol-terminated vinylmethylsiloxane-dimethylsiloxane copolymer, vinylmethylsiloxane homopolymer, vinyl T-structure polymer, monovinyl-terminated polydimethylsiloxane, vinylmethylsiloxane terpolymer, and vinylmethoxysilane homopolymer. <Aspect 12> 12. The artificial skin-forming agent according to any one of aspects 9 to 11, wherein the hydride-functionalized polysiloxane is a non-terminally and / or terminally hydroxylated organopolysiloxane. <Aspect 13> The artificial skin-forming agent according to aspect 12, wherein the hydride-functionalized polysiloxane is at least one selected from hydride-terminated polydimethylsiloxane, hydride-terminated polyphenyl-(dimethylhydrosiloxy)siloxane, hydride-terminated methylhydrosiloxane-phenylmethylsiloxane copolymer, trimethylsiloxy-terminated methylhydrosiloxane-dimethylsiloxane copolymer, polymethylhydrosiloxane, trimethylsiloxy-terminated polyethylhydrosiloxane, triethylsiloxane, methylhydrosiloxane-phenyloctylmethylsiloxane copolymer, and methylhydrosiloxane-phenyloctylmethylsiloxane terpolymer. <Aspect 14> The artificial skin-forming agent according to any one of aspects 9 to 13, wherein the first agent, the second agent, or both of them contain at least one selected from fibers, pigments, dyes, thickeners, protective colloids, and fillers. <Aspect 15> A kit according to any one of aspects 9 to 14, wherein the first agent and the second agent are contained in separate containers, or are contained separately in each compartment of a container having two or more compartments. <Aspect 16> A method for using the artificial skin forming agent according to any one of aspects 9 to 14, The first agent is applied to the body surface to form a first agent layer, and then the second agent is applied on the first agent layer and crosslinked to form artificial skin. The second agent is applied to the body surface to form a second agent layer, and then the first agent is applied onto the second agent layer and crosslinked to form artificial skin, or The first agent and the second agent are mixed to prepare a mixture, and then the mixture is applied to a body surface and crosslinked to form an artificial skin. How to use. <Aspect 17> Applying a cosmetic to the body surface before applying the first agent, the second agent, or the mixture to the body surface; or After forming the artificial skin, a cosmetic is applied to the artificial skin. A method of use according to embodiment 16. <Aspect 18> Aspect 18. The method of use according to aspect 17, wherein the cosmetic is a skin care cosmetic, a sunscreen cosmetic, or a makeup cosmetic. [Effects of the Invention]

[0009] According to the present disclosure, it is possible to provide an oil-in-water emulsion composition containing a platinum catalyst, which has excellent storage stability of the platinum catalyst at high temperatures. DETAILED DESCRIPTION OF THE INVENTION

[0010] The present disclosure is not limited to the following embodiments, and various modifications can be made within the scope of the present invention.

[0011] The oil-in-water emulsion composition of the present disclosure is an oil-in-water emulsion composition comprising a dispersion medium containing water and oil droplets dispersed in the dispersion medium, wherein the oil droplets comprise an oil component, an emulsifier, and a catalyst, the oil component comprises a first unsaturated organopolysiloxane, the catalyst comprises a platinum complex coordinated with 1,3-divinyltetramethyldisiloxane, and the mass ratio of the first unsaturated organopolysiloxane to the total amount of platinum in the platinum complex is 200 or more.

[0012] Without being limited by the theory, the principle of action of the oil-in-water emulsion composition of the present disclosure, which allows the platinum catalyst to have excellent storage stability at high temperatures and can reduce or prevent defects such as blackening and decreased catalytic activity associated with aggregation of the platinum catalyst, is believed to be as follows.

[0013] The platinum catalyst of the present disclosure is intended to be a platinum complex represented by the following formula 1, in which 1,3-divinyltetramethyldisiloxane is coordinated to platinum: [ka]

[0014] In this platinum catalyst, 1,3-divinyltetramethyldisiloxane is coordinated to platinum, which acts as a steric hindrance, and the aggregation of the platinum catalyst can be suppressed compared to platinum without a ligand. However, even if a platinum catalyst with such a ligand is mixed with, for example, a high-viscosity silicone oil, if it is not stored in a cool, dark place under nitrogen purging, the aggregation of the platinum catalyst will progress and turn black. The aggregation of the platinum catalyst leads to an increase in the particle size of the platinum catalyst, that is, a decrease in surface area, which can also cause a decrease in catalytic activity.

[0015] It is thought that the ligand 1,3-divinyltetramethyldisiloxane becomes more active as the temperature rises, making it easier to attach and detach from platinum. As a result, the platinum surface tends to become temporarily exposed, making it more likely to aggregate when it comes into contact with adjacent platinum, which is thought to cause blackening, especially at high temperatures.

[0016] The present inventors have unexpectedly discovered that even in the case of an oil-in-water emulsion composition, which is a system containing water and is generally considered to have poorer storage stability, the storage stability of the platinum catalyst at high temperatures is improved when the platinum catalyst is incorporated into the oil phase together with a predetermined amount of the first unsaturated organopolysiloxane.

[0017] The first unsaturated organopolysiloxane, which is also incorporated into the oil phase, also has the ability to coordinate with platinum. Therefore, even if 1,3-divinyltetramethyldisiloxane is disengaged from platinum as the temperature rises, the first unsaturated organopolysiloxane complements the disengaged site, which is thought to prevent the aggregation of the platinum catalyst from progressing.

[0018] In addition, in oil-in-water emulsion compositions, the oil phase is dispersed in the form of tiny emulsified particles (oil droplets), which is believed to be one of the factors that inhibit the progression of platinum catalyst aggregation. In other words, even if a complementary effect by the first unsaturated organopolysiloxane occurs, the newly coordinated first unsaturated organopolysiloxane also detaches from the platinum catalyst due to thermal motion, which can result in the platinum surface being exposed. In the case of a single phase consisting of only an oil phase, the oil phase containing the platinum catalyst is a continuous phase, so it is believed that the possibility of contact between platinum particles with exposed surfaces is relatively high. On the other hand, in the case of an oil-in-water emulsion composition, the oil phase is dispersed in the form of emulsified particles, and is isolated from the platinum catalyst in other emulsified particles via the aqueous phase. As a result, it is believed that the possibility of contact between platinum particles with exposed surfaces is lower than in the case of a single phase consisting of only an oil phase.

[0019] Therefore, it is believed that the oil-in-water emulsion composition of the present disclosure can improve the storage stability of the platinum catalyst at high temperatures because the complementary effect of the predetermined amount of the first unsaturated organopolysiloxane blended in the oil phase and the isolating effect of the platinum catalyst by the emulsified particles work synergistically. Needless to say, if the storage stability at high temperatures is excellent, the storage stability at low temperatures will also be even better.

[0020] The definitions of terms used in this disclosure are as follows:

[0021] In the present disclosure, "high temperature" may mean 50°C or higher, 60°C or higher, or 70°C or higher, and may also mean 90°C or lower, 85°C or lower, or 80°C or lower.

[0022] In this disclosure, "viscosity" refers to a measure of the resistance of a fluid to being deformed by either shear stress or tensile stress. For example, the viscosity of the first and second components of an artificial skin-forming agent affects the thickness, spreadability, and uniformity and / or uniformity of the layer formed on a substrate. Viscosity can be measured using dynamic viscosity (also known as absolute viscosity, typical units are Pa·s, poise, P, cP) or kinematic viscosity (typical units are cm 2 Kinematic viscosity can be reported either as kinematic viscosity (kinematic viscosity in s, s / s, Stokes, St, or cst), where kinematic viscosity is dynamic viscosity divided by the density of the measured fluid. Viscosity ranges for components disclosed herein are generally provided by each component supplier in units of kinematic viscosity (e.g., cst) measured using a rheometer or a Cannon-Fenske tube viscometer, although fluid viscosity can also be measured using, for example, a rheometer (e.g., a linear shear rheometer or a dynamic shear rheometer) or a viscometer (viscometer, also called a capillary viscometer or rotational viscometer).

[0023] In the present disclosure, "crosslinking" also encompasses the concept generally referred to as "curing."

[0024] In this disclosure, "body surface" means the skin surface of the body.

[0025] 《Oil-in-water emulsion composition》 The oil-in-water emulsion composition containing the platinum catalyst of the present disclosure (sometimes simply referred to as the "composition") has excellent storage stability of the platinum catalyst at high temperatures.

[0026] In some embodiments, the composition of the present disclosure can obtain a rating of D, C, B, or A in the storage stability test described below at at least one temperature selected from 50°C, 60°C, and 70°C, and at least one time period selected from 8 hours, 1 day, 7 days, and 14 days.

[0027] In some embodiments, the oil-in-water emulsion composition of the present disclosure may have a viscosity of 5,000 cst or more, 6,000 cst or more, 7,000 cst or more, or 8,000 cst or more immediately after preparation of the composition, for example, from the viewpoints of usability, emulsion stability, and storage stability of the platinum catalyst. There is no particular upper limit to the viscosity, and the viscosity may be, for example, 20,000 cst or less, 18,000 cst or less, or 15,000 cst or less. The viscosity is measured for 60 seconds using a Brookfield viscometer (Shibaura Systems Co., Ltd., Vismetron) at 25°C and 12 rpm (rotor No. 3 or No. 4).

[0028] <Dispersion medium> The dispersion medium in the oil-in-water emulsion composition of the present disclosure contains water.

[0029] (water) The amount of water to be added is not particularly limited, and from the viewpoints of usability, emulsion stability, storage stability of the platinum catalyst, etc., it can be 15% by mass or more, 20% by mass or more, 30% by mass or more, 40% by mass or more, 50% by mass or more, 60% by mass or more, 70% by mass or more, or 80% by mass or more, and can be 90% by mass or less, 80% by mass or less, 70% by mass or less, 60% by mass or less, or 50% by mass or less, relative to the total amount of the composition.

[0030] The water that can be used in the oil-in-water emulsion composition of the present disclosure is not particularly limited, and can be water used in cosmetics, quasi-drugs, etc. For example, ion-exchanged water, distilled water, ultrapure water, tap water, etc. can be used.

[0031] <Oil drop> The oil phase or oil droplets as the dispersed phase in an oil-in-water emulsion composition contain oil, an emulsifier, and a catalyst.

[0032] (oil content) The amount of oil to be blended is not particularly limited, and from the standpoint of usability, emulsion stability, storage stability of the platinum catalyst, etc., it can be 1% by mass or more, 3% by mass or more, 5% by mass or more, 10% by mass or more, 15% by mass or more, or 20% by mass or more relative to the total amount of the composition, and can be 50% by mass or less, 40% by mass or less, 30% by mass or less, 20% by mass or less, 15% by mass or less, or 10% by mass or less.

[0033] The oil component is not particularly limited, and examples thereof include liquid oils, solid oils, waxes, hydrocarbon oils, silicone oils, and polar oils. The oil components can be used alone or in combination. Silicone oils are preferred, especially from the viewpoint of compatibility with 1,3-divinyltetramethyldisiloxane coordinated to the catalyst incorporated in the oil droplets. The proportion of silicone oil in the oil component is not particularly limited, and is preferably, for example, 50% by mass or more, 60% by mass or more, 70% by mass or more, 80% by mass or more, or 90% by mass or more relative to the total amount of oil. The upper limit of this proportion is not particularly limited, and can be, for example, 100% by mass or less, less than 100% by mass, 98% by mass or less, or 95% by mass or less.

[0034] a. First unsaturated organopolysiloxane The composition of the present disclosure includes a first unsaturated organopolysiloxane, which is a type of silicone oil, as an oil component. The first unsaturated organopolysiloxane also functions as a dispersant for the platinum catalyst.

[0035] The first unsaturated organopolysiloxane is not particularly limited as long as it exhibits the ability to improve the storage stability of the catalyst. For example, at least one unsaturated organopolysiloxane selected from organopolysiloxanes having a vinyl group, vinyl-terminated organopolysiloxanes, and organopolysiloxanes having a vinylated branched chain can be used.

[0036] Specific examples include vinyl-terminated polydimethylsiloxane, vinyl-terminated diphenylsiloxane-dimethylsiloxane copolymer, vinyl-terminated polyphenylmethylsiloxane, vinylphenylmethyl-terminated vinylphenylsiloxane-phenylmethylsiloxane copolymer, vinyl-terminated trifluoropropylmethylsiloxane-dimethylsiloxane copolymer, vinyl-terminated diethylsiloxane-dimethylsiloxane copolymer, vinylmethylsiloxane-dimethylsiloxane copolymer, trimethylsiloxy-terminated vinylmethylsiloxane-dimethylsiloxane copolymer, silanol-terminated vinylmethylsiloxane-dimethylsiloxane copolymer, vinylmethylsiloxane homopolymer, vinyl T-structure polymer, vinyl Q-structure polymer, monovinyl-terminated polydimethylsiloxane, vinylmethylsiloxane terpolymer, and vinylmethoxysilane homopolymer. The first unsaturated organopolysiloxane can be used alone or in combination of two or more. Among these, vinyl-terminated polydimethylsiloxanes are preferred, and divinyldimethicone and 1,3-divinyltetramethyldisiloxane are more preferred, from the viewpoint of the complementary performance of the ligand to the catalyst and the associated storage stability of the catalyst. In this disclosure, "terminal" refers to either one terminal or both terminals. When distinguishing between these, they can be expressed as, for example, "single vinyl terminal" and "double vinyl terminal."

[0037] In the emulsion composition of the present disclosure, the first unsaturated organopolysiloxane is contained so that the mass ratio of the first unsaturated organopolysiloxane to the total amount of platinum in the platinum complex described below is 200 or more. This mass ratio is preferably 230 or more, 250 or more, 270 or more, 300 or more, 350 or more, 400 or more, 450 or more, or 500 or more. There is no particular upper limit to this mass ratio, but it can be, for example, 2,000 or less, 1,500 or less, 1,000 or less, 900 or less, 800 or less, 700 or less, 600 or less, or 500 or less. When the first unsaturated organopolysiloxane is blended in such a ratio, if the ligand 1,3-divinyltetramethyldisiloxane is displaced from the platinum, the displaced site can be advantageously filled by the first unsaturated organopolysiloxane. As a result, the storage stability of the catalyst at high temperatures can be improved.

[0038] The blending ratio of the first unsaturated organopolysiloxane in the oil component is preferably, for example, 50% by mass or more, 60% by mass or more, 70% by mass or more, 80% by mass or more, or 90% by mass or more relative to the total amount of the oil component, from the viewpoint of the complementary performance of the ligand to the catalyst and the associated storage stability of the catalyst, etc. There is no particular upper limit to this ratio, but it can be, for example, 100% by mass or less, less than 100% by mass, 98% by mass or less, or 95% by mass or less.

[0039] The size of the first unsaturated organopolysiloxane can be indirectly determined by its viscosity. That is, a lower viscosity corresponds to a lower size, and a higher viscosity corresponds to a larger size. From the viewpoint of the complementarity of the ligand to the catalyst and the associated storage stability of the catalyst, the viscosity of the first unsaturated organopolysiloxane at 25°C is preferably less than 1,000 cst, 700 cst or less, 500 cst or less, or 300 cst or less, and more preferably 50 cst or more, 100 cst or more, or 150 cst or more. The viscosity is measured for 60 seconds using a Brookfield viscometer (Shibaura Systems Co., Ltd., Vismetron) at 25°C and 12 rpm (rotor No. 3 or No. 4).

[0040] When such a first unsaturated organopolysiloxane having a low viscosity of less than 1,000 cst is used, the mass ratio of the first unsaturated organopolysiloxane having a low viscosity of less than 1,000 cst to the total amount of platinum in the platinum complex is preferably greater than 150, 155 or more, 160 or more, 180 or more, 200 or more, 230 or more, 250 or more, 270 or more, 300 or more, 350 or more, 400 or more, 450 or more, or 500 or more. There is no particular upper limit to this mass ratio, but it can be, for example, 2,000 or less, 1,500 or less, 1,000 or less, 900 or less, 800 or less, 700 or less, 600 or less, or 500 or less.

[0041] As the first unsaturated organopolysiloxane, it is preferable to use an unsaturated organopolysiloxane having a viscosity of 50 cst or more and less than 1,000 cst at 25° C. However, for example, an unsaturated organopolysiloxane having a viscosity of less than 50 cst and / or an unsaturated organopolysiloxane having a viscosity of 1,000 cst or more at 25° C. may be used or these may be used in combination. When used in combination, the blending ratio of the unsaturated organopolysiloxane having a viscosity of 50 cst or more and less than 1,000 cst in the first unsaturated organopolysiloxane can be, for example, 30 mass% or more, 40 mass% or more, 50 mass% or more, 60 mass% or more, 70 mass% or more, or 80 mass% or more, relative to the total amount of the first unsaturated organopolysiloxane, and can be less than 100 mass%, 98 mass% or less, or 95 mass% or less.

[0042] b. Other silicone oils The silicone oil other than the first unsaturated organopolysiloxane is not particularly limited, and examples thereof include linear silicones such as dimethylpolysiloxane (dimethicone), methylphenylpolysiloxane, and methylhydrogenpolysiloxane; and cyclic silicones such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane. The other silicone oils can be used alone or in combination of two or more.

[0043] (emulsifier) The emulsifier in the present disclosure is intended to mean an agent having an emulsifying function (surface activity), and can also include agents generally called surfactants.

[0044] The amount of emulsifier to be added is not particularly limited, and from the viewpoints of emulsion stability, storage stability of the platinum catalyst, etc., it can be, for example, 0.01 mass% or more, 0.05 mass% or more, 0.1 mass% or more, or 0.2 mass% or more relative to the total amount of the composition, and can be 5 mass% or less, 4 mass% or less, 3 mass% or less, 2 mass% or less, or 1 mass% or less.

[0045] The emulsifier may be, for example, an anionic, cationic, amphoteric, or nonionic emulsifier, and may be used alone or in combination of two or more kinds.

[0046] Among emulsifiers, polymeric emulsifiers are preferred from the viewpoint of the storage stability of platinum catalysts, etc. Polymeric emulsifiers typically have a larger molecular weight and lower emulsifying ability than common emulsifiers (surfactants). When improving emulsion stability, emulsifiers with high emulsifying ability are generally used. The present inventors have unexpectedly found that in the case of emulsion compositions containing specific platinum catalysts, the use of a polymeric emulsifier with a relatively low emulsifying ability results in even better storage stability of the platinum catalyst. Although the underlying mechanism is unclear, the effect of further improving the storage stability of platinum catalysts by using a polymeric emulsifier is believed to be as follows.

[0047] When a general emulsifier (surfactant) with high emulsifying ability other than a polymer emulsifier is used, the emulsion particles become finer, and the emulsion composition is usually stabilized. However, the platinum catalyst used in the present disclosure has 1,3-divinyltetramethyldisiloxane coordinated to the catalyst surface. As a result, the emulsifier with high emulsifying ability acts to extract the platinum catalyst from the oil phase to the aqueous phase, and it is believed that the platinum catalyst that migrates to the aqueous phase becomes unstable, causing aggregation and making it more susceptible to blackening. On the other hand, a polymer emulsifier with low emulsifying ability is believed to have a weaker effect of extracting the platinum catalyst into the aqueous phase, allowing the platinum catalyst to be stably stored in the oil phase.

[0048] The weight-average molecular weight of the polymer emulsifier can be 500 or more, 700 or more, 1,000 or more, 1,500 or more, or 2,000 or more from the viewpoints of emulsion stability, storage stability of the platinum catalyst, etc. There is no particular upper limit to the weight-average molecular weight of the polymer emulsifier, and it can be, for example, 1,000,000 or less, 100,000 or less, 10,000 or less, or 5,000 or less. The weight-average molecular weight of the emulsifier is a polystyrene-equivalent value determined by dissolving the emulsifier in N,N-dimethylformamide (DMF) to prepare a 0.5% solution and measuring this solution by GPC (gel permeation chromatography) under the following conditions: Column: Two α-M columns (Showa Denko KK) were used, connected in series. Eluent: 60mmol / L H3PO4 and 50mmol / L LiBr in DMF Flow rate: 1.0mL / min Column temperature: 40℃ Detector: RI Calibration curve: Prepared using polystyrene.

[0049] The polymer emulsifier is not particularly limited, and examples thereof include at least one selected from (acrylates / C10-30 alkyl acrylate) crosspolymer, (ammonium acryloyldimethyltaurate / beheneth-25 methacrylate) crosspolymer, (hydroxyethyl acrylate / Na acryloyldimethyltaurate) copolymer, PEG-modified crosspolymer / copolymer siloxane, polyether-modified crosspolymer / copolymer siloxane, and polyoxyethylene. Among these, (acrylates / C10-30 alkyl acrylate) crosspolymer is preferred from the viewpoints of emulsion stability, storage stability of platinum catalyst, etc.

[0050] From the viewpoint of storage stability of the platinum catalyst, it is preferable to use a small amount of a general emulsifier (surfactant) other than a polymer emulsifier, especially a silicone-based emulsifier. The amount of such an emulsifier to be used is, for example, preferably less than 1% by mass, 0.7% by mass or less, 0.5% by mass or less, 0.3% by mass or less, or 0.1% by mass or less relative to the total amount of the composition, and it is more preferable that such an emulsifier is not contained in the composition.

[0051] The weight average molecular weight of a general emulsifier (surfactant) other than a polymer emulsifier can be less than 500, 450 or less, or 400 or less, or can be 100 or more, 150 or more, or 200 or more.

[0052] The HLB of a general emulsifier (surfactant) other than a polymer emulsifier can be 2.0 or more, 3.0 or more, or 4.0 or more, and can be 10.0 or less, 9.0 or less, or 8.0 or less.

[0053] (catalyst) The emulsion composition of the present disclosure contains, as a catalyst, at least a platinum complex coordinated with 1,3-divinyltetramethyldisiloxane represented by the following formula 1: [ka]

[0054] The content of such platinum complex is not particularly limited and may be 0.01 mass% or more, 0.05 mass% or more, 0.10 mass% or more, 0.15 mass% or more, or 0.20 mass% or more relative to the total amount of the composition. The upper limit of the content is not particularly limited and may be 3.0 mass% or less, 2.5 mass% or less, 2.0 mass% or less, 1.5 mass% or less, 1.0 mass% or less, 0.70 mass% or less, 0.50 mass% or less, or 0.30 mass% or less.

[0055] The content of platinum itself in the platinum complex is not particularly limited, and may be 0.001 mass% or more, 0.005 mass% or more, 0.010 mass% or more, 0.015 mass% or more, or 0.020 mass% or more relative to the total amount of the composition. The upper limit of the content is not particularly limited, and may be 1.0 mass% or less, 0.50 mass% or less, 0.10 mass% or less, or 0.050 mass% or less.

[0056] The emulsion composition of the present disclosure may contain, in addition to the platinum complex, other catalysts as long as the effects of the present disclosure are not affected.

[0057] Examples of the other catalyst include Group VIII metal catalysts, such as platinum catalysts other than the above-mentioned platinum complexes, rhodium catalysts, palladium catalysts, cobalt catalysts, nickel catalysts, ruthenium catalysts, osmium catalysts, and iridium catalysts, as well as Group IVA metal catalysts, such as germanium catalysts and tin catalysts. The other catalysts can be used alone or in combination of two or more.

[0058] Examples of platinum catalysts other than the above platinum complexes include platinum carbonylcyclovinylmethylsiloxane complexes, platinum cyclovinylmethylsiloxane complexes, platinum octanaldehyde / octanol complexes, and other Pt(0) catalysts such as Karstedt's catalyst, platinum-alcohol complexes, platinum-alkoxide complexes, platinum-ether complexes, platinum-aldehyde complexes, platinum-ketone complexes, platinum-halogen complexes, platinum-sulfur complexes, platinum-nitrogen complexes, platinum-phosphorus complexes, platinum-carbon double bond complexes, platinum-carbon triple bond complexes, platinum-imido complexes, platinum-amide complexes, platinum-ester complexes, platinum-phosphate ester complexes, platinum-thiol ester complexes, platinum lone-pair complexes, platinum-aromatic complexes, platinum π-electron complexes, and combinations thereof.

[0059] Rhodium catalysts include, for example, tris(dibutylsulfide)rhodium trichloride and rhodium trichloride hydrate.

[0060] Examples of tin catalysts include tin(II) octoate, tin(II) neodecanoate, dibutyltin diisooctylmaleate, di-n-butyltin bis(2,4-pentanedionate)tin, di-n-butylbutoxychlorotin, dibutyltin dilaurate, dimethyltin dineodecanoate, tin dimethylhydroxy(oleate), and tin(II) oleate.

[0061] The amount of catalyst other than the platinum complex may be less than 50% by mass, 30% by mass or less, 10% by mass or less, 5% by mass or less, or 1% by mass or less, based on the total amount of catalyst. From the viewpoints of emulsion stability, storage stability of the platinum catalyst, etc., it is preferable that no other catalyst is contained in the emulsion composition.

[0062] <Optional ingredients> The oil-in-water emulsion composition of the present disclosure can be appropriately blended with various components as long as the effects of the present disclosure are not affected. Examples of such optional components include moisturizers, emollients, thickeners, water-soluble polymers, oil-soluble polymers, film-forming agents such as silicone-modified polysaccharides, higher fatty acids such as isostearic acid, sequestering agents, lower alcohols such as ethanol, higher alcohols such as stearyl alcohol, polyhydric alcohols such as 1,3-butylene glycol, various extracts, sugars, amino acids, organic amines, chelating agents, UV absorbers, pH adjusters, skin nutrients, vitamins, water-soluble agents applicable to pharmaceuticals, quasi-drugs, cosmetics, buffers, anti-fading agents, preservatives, propellants, organic powders, pigments, dyes, colorants, fragrances, etc. The optional components can be used alone or in combination of two or more.

[0063] Artificial skin forming agent The oil-in-water emulsion composition of the present disclosure described above can be used in a variety of applications. While not limited to the following applications, the oil-in-water emulsion composition of the present disclosure has excellent storage stability of the platinum catalyst and can reduce or suppress defects such as discoloration, making it suitable for applications where preventing changes in color tone is desired, such as as the second agent in an artificial skin-forming agent comprising a first agent and a second agent. Such an artificial skin-forming agent can form artificial skin, for example, by applying the first agent to the body surface to form a first agent layer, and then applying the second agent to the first agent layer to crosslink the first agent layer.

[0064] In some embodiments, the application performance of the artificial skin-forming agent can be evaluated by viscosity using a Brookfield viscometer (Shibaura Systems Co., Ltd., Vismetron). The viscosity of the first and second agents in the artificial skin-forming agent of the present disclosure immediately after preparation, measured at 25°C and 60 rpm (rotor No. 3 or No. 4), is, for example, 100 mPa·s or more, 500 mPa·s or more, 1,000 mPa·s or more, 2,000 mPa·s or more, 5,000 mPa·s or more, 7,500 mPa·s or more, 10,000 mPa·s or more, or 15,000 mPa·s. The viscosity can be 1,000,000 mPa·s or less, 750,000 mPa·s or less, 500,000 mPa·s or less, 250,000 mPa·s or less, 200,000 mPa·s or less, 175,000 mPa·s or less, 150,000 mPa·s or less, 125,000 mPa·s or less, 100,000 mPa·s or less, or 80,000 mPa·s or less. In particular, from the viewpoints of smooth application performance and suppression of dripping from the skin, the artificial skin former preferably has a viscosity of 20,000 mPa·s or less, 15,000 mPa·s or less, or 10,000 mPa·s or less, and preferably has a viscosity of 3,000 mPa·s or more, 5,000 mPa·s or more, or 7,000 mPa·s or more.

[0065] Furthermore, in some embodiments, the viscosity of the first and second agents in the artificial skin-forming agent of the present disclosure after two weeks, measured at 25°C and 60 rpm (rotor No. 3), is preferably 50,000 mPa·s or less, 30,000 mPa·s or less, or 15,000 mPa·s or less, from the viewpoints of smooth application performance and suppression of dripping from the skin, and is preferably 5,000 mPa·s or more, 7,000 mPa·s or more, or 10,000 mPa·s or more.

[0066] In some embodiments, the coating performance of the artificial skin can be evaluated, for example, by whether or not the artificial skin breaks when peeled off from the skin. For example, if the applied artificial skin breaks 15% or less, 10% or less, or 5% or less of the total, it can be said to have excellent coating performance. There is no particular limit to the lower limit of breakage, but it can be, for example, 0% or more or more than 0%. In addition, coating performance can also be evaluated by tensile strength, breaking elongation, etc., as described below.

[0067] <First agent> The first agent constituting the artificial skin-forming agent of the present disclosure contains a second unsaturated organopolysiloxane and a hydride-functionalized polysiloxane.

[0068] The first agent may be, for example, in an anhydrous form or in the form of an oil-in-water or water-in-oil emulsion, but from the standpoint of drying and crosslinking properties after application of the first agent to the body surface, it is advantageous for the first agent to be in an anhydrous form.

[0069] Anhydrous forms typically do not require preservatives against bacteria or mold and can therefore be stored for longer periods than emulsions of similar ingredients. In this disclosure, "anhydrous" not only connotes the absence of water in the composition, but also the presence of low amounts of water, i.e., 10% by weight or less, 5% by weight or less, 2% by weight or less, 1% by weight or less, or 0.1% by weight or less.

[0070] Since the first agent is applied to the body surface by application or the like, it preferably has a glass transition temperature below body temperature from the viewpoint of application performance. For example, the glass transition temperature can be 37°C or lower, 25°C or lower, 10°C or lower, or 0°C or lower. There is no particular restriction on the lower limit of the glass transition temperature, but it can be, for example, -30°C or higher, -20°C or higher, or -10°C or higher. Here, "glass transition temperature" refers to the temperature at which a transition from a solid state to a liquid state occurs, and can be measured, for example, using a differential scanning calorimeter (DSC) in accordance with ASTM D3418-03.

[0071] (Second Unsaturated Organopolysiloxane) The second unsaturated organopolysiloxane is not particularly limited, and examples thereof include one or more organopolysiloxanes having at least two carbon-carbon double bonds or at least one carbon-carbon triple bond in the molecule. Preferred examples of the second unsaturated organopolysiloxane include one or more organopolysiloxanes having an average of at least two alkenyl functional groups and a viscosity of 10,000 to 2,000,000 cst at 25°C. In this disclosure, the "carbon-carbon double bond" and "carbon-carbon triple bond" may be simply referred to as "double bond" and "triple bond." The second unsaturated organopolysiloxanes may be used alone or in combination of two or more.

[0072] Such organopolysiloxanes may contain double or triple bonds in terminal units of the polymer, in non-terminal monomer units of the polymer, or a combination thereof, preferably in non-terminal monomer units of the polymer.

[0073] In some embodiments, the double bond-containing monomer units in the organopolysiloxane may be separated, on average, by 40 monomer units or more, 200 monomer units or more, 400 monomer units or more, 1,000 monomer units or more, or 2,000 monomer units or more.

[0074] In one embodiment, the amount of double- or triple-bond-containing monomer units in the organopolysiloxane having a double or triple bond can be, for example, 0.01% by weight or more, or 0.03% by weight or more, and can be 2% by weight or less, or 0.6% by weight or less.

[0075] In one embodiment, the vinyl equivalent of the organopolysiloxane having a double or triple bond can be, for example, 0.005 or more, or 0.01 or more, and 0.5 or less, or 0.25 or less per kilogram. The approximate molar amount of double or triple bonds in the organopolysiloxane can be calculated based on the average molecular weight of the organopolysiloxane. Here, the average molecular weight or molecular mass of each component in the artificial skin-forming agent disclosed herein is generally provided by the supplier of each component and can be expressed in units of Daltons (Da) or its equivalent, g / mol.

[0076] In one embodiment, the second unsaturated organopolysiloxane can have a viscosity of 10,000 to 2,000,000 cst at 25° C. The lower limit of the viscosity is preferably 20,000 cst or more, 40,000 cst or more, 60,000 cst or more, 80,000 cst or more, or 100,000 cst or more, and more preferably 125,000 cst or more or 150,000 cst or more. The upper limit of the viscosity is preferably 1,000,000 cst or less, 500,000 cst or less, 450,000 cst or less, 400,000 cst or less, 350,000 cst or less, 300,000 cst or less, or 250,000 cst or less, more preferably 200,000 cst or less or 180,000 cst or less, and even more preferably 165,000 cst or less.

[0077] In one embodiment, the second unsaturated organopolysiloxane can have an average molecular weight of 60,000 Da to 500,000 Da. The lower limit of this average molecular weight is preferably 72,000 Da or more, 84,000 Da or more, 96,000 Da or more, or 100,000 Da or more, and more preferably 140,000 Da or more or 150,000 Da or more. The upper limit of the average molecular weight is preferably 200,000 Da or less, 190,000 Da or less, 180,000 Da or less, or 170,000 Da or less, more preferably 160,000 Da or less, and even more preferably 155,000 Da or less.

[0078] The second unsaturated organopolysiloxane may be, for example, at least one selected from organopolysiloxanes having a vinyl group, vinyl-terminated organopolysiloxanes, and organopolysiloxanes having a vinylated branched chain.

[0079] Specific examples of such second unsaturated organopolysiloxanes that can be used include at least one selected from vinyl-terminated polydimethylsiloxanes, vinyl-terminated diphenylsiloxane-dimethylsiloxane copolymers, vinyl-terminated polyphenylmethylsiloxanes, vinylphenylmethyl-terminated vinylphenylsiloxane-phenylmethylsiloxane copolymers, vinyl-terminated trifluoropropylmethylsiloxane-dimethylsiloxane copolymers, vinyl-terminated diethylsiloxane-dimethylsiloxane copolymers, vinylmethylsiloxane-dimethylsiloxane copolymers, trimethylsiloxy-terminated vinylmethylsiloxane-dimethylsiloxane copolymers, silanol-terminated vinylmethylsiloxane-dimethylsiloxane copolymers, vinylmethylsiloxane homopolymers, vinyl T-structure polymers, monovinyl-terminated polydimethylsiloxanes, vinylmethylsiloxane terpolymers, and vinylmethoxysilane homopolymers. Among these, vinyl-terminated polydimethylsiloxane is preferred, and divinyldimethicone and 1,3-divinyltetramethyldisiloxane are more preferred.

[0080] The amount of the second unsaturated organopolysiloxane in the first agent is not particularly limited and may be adjusted appropriately depending on the required coating performance, etc. For example, the amount of the second unsaturated organopolysiloxane in the first agent as a whole may be 5% by mass or more, 10% by mass or more, 20% by mass or more, 30% by mass or more, 35% by mass or more, or 40% by mass or more, and may be 90% by mass or less, 80% by mass or less, 70% by mass or less, 60% by mass or less, 50% by mass or less, or 45% by mass or less.

[0081] (Hydride-functionalized polysiloxane) The hydride-functionalized polysiloxane is not particularly limited, and examples thereof include compounds of the following formula 2. The hydride-functionalized polysiloxanes can be used alone or in combination of two or more kinds: [ka]

[0082] In formula 2, R 1b , R 2b , R 3b , R 4b , R 5b , R 6b , R 7b , R 8b , R 9b and R 10b are each independently hydrogen, C 1-20 Alkyl, C 2-20 Alkenyl, C 5-10 Aryl, hydroxyl, or C 1-20 alkoxy, and m and n are each independently an integer of 10 to 6000. 1b , R 2b , R 3b , R 4b , R 5b , R 6b , R 7b , R 8b , R 9b and R 10b At least one of is hydrogen.

[0083] In some embodiments, R 1b , R 2b , R 3b , R 4b , R 5b , R 6b , R 7b , R 8b , R 9b and R 10b At least one of them is hydrogen and the rest are C 1-20 It is alkyl.

[0084] In some embodiments, R 1b , R 2b , R 3b , R 4b , R 5b , R 6b , R 7b , R 8b , R 9b and R 10b At least two of the are hydrogen (eg, two Si-H units per functionalized hydridopolysiloxane molecule).

[0085] In other embodiments, R 1b , R 2b , R 3b , R 4b , R 5b , R 6b , R 7b , R 8b , R 9b and R 10b At least three of the are hydrogen (eg, three Si-H units per functionalized hydridopolysiloxane molecule).

[0086] In some embodiments, R 1b , R 2b , R 3b , R 4b , R 5b , R 6b , R 7b , R 8b , R 9b and R 10b at least two of which are hydrogen (e.g., two Si—H units per functionalized hydridopolysiloxane molecule), and the remainder are C 1-20 It is alkyl.

[0087] In other embodiments, R 1b , R 2b , R 3b , R 4b , R 5b , R 6b , R 7b , R 8b , R 9b and R 10b at least three of which are hydrogen (e.g., three Si-H units per functionalized hydridopolysiloxane molecule), and the remainder are C 1-20 It is alkyl.

[0088] In some embodiments, R 4b , R 5b , R 9b and R 10b at least two of which are hydrogen (e.g., two Si—H units per functionalized hydridopolysiloxane molecule), and the remainder are C 1-20 It is alkyl.

[0089] In other embodiments, R 4b , R 5b , R 9b and R 10b at least three of which are hydrogen (e.g., three Si-H units per functionalized hydridopolysiloxane molecule), and the remainder are C 1-20 It is alkyl.

[0090] In some embodiments, the sum of m and n is an integer of 10 to 1,300, 10 to 1,100, 10 to 600, 15 to 500, 15 to 400, 20 to 300, 20 to 200, 25 to 100, 25 to 75, 30 to 50, or 40 to 45.

[0091] In some embodiments, the hydride-functionalized polysiloxane can include non-terminally and / or terminally hydroxylated organopolysiloxanes, and can include one or more organopolysiloxanes having at least two Si—H units in the molecule, preferably having an average of at least two Si—H units, and having a viscosity of 2 to 100,000 cst at 25° C.

[0092] In some embodiments, the organopolysiloxane having Si-H units may contain such Si-H units in terminal units of the polymer, in non-terminal monomer units of the polymer, or a combination thereof. It is particularly preferred that the Si-H units are contained in non-terminal monomer units of the polymer. In this case, the hydride-functionalized polysiloxane may be alkyl-terminated. For example, in Formula 2, R 2b and R 7b One or both of 1-20 It may also be alkyl.

[0093] In one embodiment, in Formula 2, R 1b , R 2b , R 3b , R 6b , R 7b and R 8b One, two, three, four, five or six of the following are C 1-20 It may also be alkyl.

[0094] In one embodiment, R 1b , R 2b , R 3b , R 4b , R 5b , R 6b , R 7b , R 8b and R 10b are C 1-20 alkyl, for example, C alkyl (e.g., methyl), and R 9b may be hydrogen.

[0095] In one embodiment, R 1b , R 2b, R 3b , R 4b , R 5b , R 6b , R 7b , R 8b and R 9b are C 1-20 alkyl, for example, C alkyl (e.g., methyl), and R 10b may be hydrogen.

[0096] In some embodiments, the Si—H containing monomer units in the organopolysiloxane may be separated, on average, by at least 1 monomer unit, at least 2 monomer units, at least 5 monomer units, at least 10 monomer units, at least 20 monomer units, at least 40 monomer units, at least 200 monomer units, at least 400 monomer units, at least 1,000 monomer units, or at least 2,000 monomer units.

[0097] In one embodiment, the amount of Si—H-containing monomer units in the organopolysiloxane having Si—H units can be 0.003% by weight or more, 0.01% by weight or more, 0.1% by weight or more, 1% by weight or more, 3% by weight or more, 5% by weight or more, 10% by weight or more, 20% by weight or more, or 26% by weight or more, and can be 50% by weight or less, 45% by weight or less, 40% by weight or less, 35% by weight or less, 30% by weight or less, or 27% by weight or less.

[0098] In some embodiments, the Si-H content of the organopolysiloxane having Si-H units can be 0.1 mmol / g or more, 0.5 mmol / g or more, 1 mmol / g or more, 2 mmol / g or more, 3 mmol / g or more, or 4 mmol / g or more, and can be 20 mmol / g or less, 10 mmol / g or less, 9 mmol / g or less, 8 mmol / g or less, 7 mmol / g or less, 6 mmol / g or less, or 5 mmol / g or less. The approximate molar amount of Si-H units in the organopolysiloxane can be calculated based on the average molecular weight of the organopolysiloxane.

[0099] In one embodiment, the hydride-functionalized polysiloxane can have a viscosity of 2 to 500,000 cst at 25° C. The lower limit of the viscosity is preferably 3 cst or more, 4 cst or more, 5 cst or more, 10 cst or more, 12 cst or more, 15 cst or more, 20 cst or more, 25 cst or more, or 30 cst or more, and more preferably 40 cst or more. The upper limit of the viscosity is preferably 200,000 cst or less, 100,000 cst or less, 50,000 cst or less, 20,000 cst or less, 10,000 cst or less, 5,000 cst or less, 2,000 cst or less, or 1,000 cst or less, and more preferably 500 cst or less. The viscosity of the hydride-functionalized polysiloxane at 25°C is particularly preferably in the range of 45 to 100 cst, or 45 to 50 cst.

[0100] In some embodiments, the hydride-functionalized polysiloxane can have an average molecular weight of 400 to 500,000 Da, with the lower limit of such average molecular weight preferably being 500 Da or greater, 800 Da or greater, 900 Da or greater, 1,000 Da or greater, 1,200 Da or greater, 1,400 Da or greater, 1,600 Da or greater, 1,800 Da or greater, 2,000 Da or greater, or 2,200 Da or greater, and more preferably 2,300 Da or greater. The upper limit of the average molecular weight is preferably 250,000 Da or less, 140,000 Da or less, 100,000 Da or less, 72,000 Da or less, 62,700 Da or less, 60,000 Da or less, 50,000 Da or less, 49,500 Da or less, 36,000 Da or less, 28,000 Da or less, 25,000 Da or less, 20,000 Da or less, 15,000 Da or less, 10,000 Da or less, 5,000 Da or less, or 4,000 Da or less, and more preferably 2,500 Da or less.

[0101] The hydride-functionalized polysiloxane may be, but is not limited to, at least one selected from hydride-terminated polydimethylsiloxane, hydride-terminated polyphenyl-(dimethylhydrosiloxy)siloxane, hydride-terminated methylhydrosiloxane-phenylmethylsiloxane copolymer, trimethylsiloxy-terminated methylhydrosiloxane-dimethylsiloxane copolymer, polymethylhydrosiloxane, trimethylsiloxy-terminated polyethylhydrosiloxane, triethylsiloxane, methylhydrosiloxane-phenyloctylmethylsiloxane copolymer, and methylhydrosiloxane-phenyloctylmethylsiloxane terpolymer. Among these, hydride-terminated polydimethylsiloxane is preferred, and hydrogen dimethicone is more preferred.

[0102] The amount of the hydride-functionalized polysiloxane in the first agent is not particularly limited and may be appropriately adjusted depending on the required coating performance, etc. For example, the amount of the hydride-functionalized polysiloxane in the first agent as a whole may be 1% by mass or more, 3% by mass or more, or 5% by mass or more, and may be 75% by mass or less, 60% by mass or less, 50% by mass or less, 40% by mass or less, 30% by mass or less, 20% by mass or less, or 10% by mass or less.

[0103] (other polymers) The first agent may optionally contain other polymers, which may be used alone or in combination of two or more.

[0104] In one embodiment, the other polymer can have a viscosity of 0.7 cst to 50,000 cst at 25° C. The lower limit of the viscosity can be 1 cst or more, 6 cst or more, 10 cst or more, 20 cst or more, 50 cst or more, 100 cst or more, 200 cst or more, 300 cst or more, 400 cst or more, 750 cst or more, 1,000 cst or more, 1,500 cst or more, 2,000 cst or more, 2,500 cst or more, 3,000 cst or more, 3,500 cst or more, or 4,000 cst or more. The upper limit of the viscosity can be 45,000 cst or less, 40,000 cst or less, 35,000 cst or less, 30,000 cst or less, 25,000 cst or less, 20,000 cst or less, 15,000 cst or less, 12,000 cst or less, 10,000 cst or less, 5,000 cst or less, 4,000 cst or less, 2,000 cst or less, 1,500 cst or less, or 1,000 cst or less.

[0105] In some embodiments, the other polymer may have an average molecular weight of 180 Da to 80,000 Da. The lower limit of the average molecular weight may be 500 Da or more, 800 Da or more, 1,500 Da or more, 3,000 Da or more, 6,000 Da or more, 9,400 Da or more, 10,000 Da or more, 15,000 Da or more, 20,000 Da or more, 30,000 Da or more, 40,000 Da or more, 50,000 Da or more, 55,000 Da or more, 60,000 Da or more, or 62,000 Da or more. The upper limit of the average molecular weight may be 75,000 Da or less, 70,000 Da or less, 65,000 Da or less, or 63,000 Da or less.

[0106] The other polymers may preferably include one or more organopolysiloxanes having an average of at least one alkenyl functional group and a viscosity at 25°C of 0.7 to 50,000 cst.

[0107] Specifically, examples of other polymers include vinyl-terminated polydimethylsiloxane, vinyl-terminated diphenylsiloxane-dimethylsiloxane copolymer, vinyl-terminated polyphenylmethylsiloxane, vinylphenylmethyl-terminated vinylphenylsiloxane-phenylmethylsiloxane copolymer, vinyl-terminated trifluoropropylmethylsiloxane-dimethylsiloxane copolymer, vinyl-terminated diethylsiloxane-dimethylsiloxane copolymer, vinylmethylsiloxane-dimethylsiloxane copolymer, trimethylsiloxy-terminated vinylmethylsiloxane-dimethylsiloxane copolymer, silanol-terminated vinylmethylsiloxane-dimethylsiloxane copolymer, At least one selected from the group consisting of methyl siloxane copolymers, vinyl-terminated vinyl rubbers, vinylmethylsiloxane homopolymers, vinyl T-structure polymers, vinyl Q-structure polymers, unsaturated organic polymers (e.g., unsaturated fatty alcohols, unsaturated fatty acids, unsaturated fatty esters, unsaturated fatty amides, unsaturated fatty urethanes, unsaturated fatty ureas, ceramides, crocetin, lecithin, and sphingosine), monovinyl-terminated polydimethylsiloxanes, vinylmethylsiloxane terpolymers, vinylmethoxysilane homopolymers, vinyl-terminated polyalkylsiloxane polymers, and vinyl-terminated polyalkoxysiloxane polymers can be used. Among these, vinyl-terminated polydimethylsiloxanes are preferred, with divinyldimethicone and 1,3-divinyltetramethyldisiloxane being more preferred.

[0108] The amount of the other polymer in the first agent is not particularly limited and may be adjusted appropriately depending on the required coating performance, etc. For example, the amount of the other polymer in the first agent may be 0.01% by mass or more, 0.1% by mass or more, 0.3% by mass or more, or 0.5% by mass or more, and may be 20% by mass or less, 15% by mass or less, or 10% by mass or less, based on the total amount of the first agent.

[0109] <Functional Group Ratio in the Second Unsaturated Organopolysiloxane, Hydride-Functionalized Polysiloxane, and Other Polymers> In one embodiment, the molar ratio of Si-H functional groups from the hydride-functionalized polysiloxane to alkenyl functional groups from the second unsaturated organopolysiloxane is preferably from 60:1 to 1:5, more preferably from 45:1 to 15:1.

[0110] In one embodiment, the molar ratio of Si-H functional groups from the hydride-functionalized polysiloxane to alkenyl functional groups from the other polymer is preferably from 60:1 to 1:5, more preferably from 45:1 to 15:1.

[0111] In one embodiment, the molar ratio of the alkenyl functional groups derived from the second unsaturated organopolysiloxane to the alkenyl functional groups derived from the other polymer is preferably 100:1 to 1:100, more preferably 10:1 to 1:10.

[0112] <Second agent> The oil-in-water emulsion composition of the present disclosure can be used as the second agent in an artificial skin-forming agent. The catalyst contained in such a composition can promote crosslinking of the second unsaturated organopolysiloxane and the hydride-functionalized polysiloxane.

[0113] <Optional ingredients> The artificial skin-forming agent of the present disclosure may contain one or more optional ingredients in the first agent and / or second agent to the extent that the effects of the present disclosure are not affected.

[0114] The optional components are not particularly limited, and examples thereof include feel modifiers, tack modifiers, spreadability enhancers, diluents, adhesion modifiers, emulsifiers, emollients, surfactants, solvents, film-forming agents, humectants, preservatives, fibers, pigments, dyes, thickeners, protective colloids, fillers, skin permeation enhancers, optical modifiers, scattering agents, adsorbents, magnetic materials, gas transport modifiers, liquid transport modifiers, pH modifiers, sensitization modifiers, and aesthetic modifiers.

[0115] Examples of fillers include at least one selected from carbon, silver, mica, zinc sulfide, zinc oxide, titanium dioxide, aluminum oxide, clay, chalk, talc, calcite (e.g., CaCO), barium sulfate, zirconium dioxide, polymer beads, silica (e.g., fumed silica, silicic acid, or anhydrous silica), silica aluminate, and calcium silicate, which may be surface-treated. Such fillers can improve the physical properties (e.g., strength) of the coating (artificial skin) and can also function as viscosity adjusters. Among these, surface-treated silica, such as silica treated with a surface treatment agent such as hexamethyldisilazane, polydimethylsiloxane, hexadecylsilane, or methacrylsilane, is preferred. Fumed silica is also preferred, and fumed silica surface-treated with hexamethyldisilazane or the like can also be used.

[0116] In one embodiment, the filler is 50 to 500 m 2 The specific surface area of ​​the filler can be 100 to 350 m / g. 2 / g, and 135 to 250m 2 / g Here, the specific surface area of ​​the filler can be calculated using the BET method.

[0117] In one embodiment, the filler can have an equivalent circle diameter of 1 nm to 20 μm. The equivalent circle diameter of the filler is preferably 2 nm to 1 μm, and more preferably 5 nm to 50 nm. Here, the equivalent circle diameter of the filler can refer to the particle diameter when converted into a circular particle having the same area as the projected area of ​​the filler particle observed under a transmission electron microscope, for example. Such equivalent circle diameter can be defined as the average value of 10 or more particles.

[0118] When a filler is blended into the first agent, the blending amount can be, for example, 1% by mass or more, 3% by mass or more, or 5% by mass or more, and 25% by mass or less, 15% by mass or less, or 10% by mass or less, relative to the entire first agent.

[0119] From the viewpoint of reinforcing properties of the artificial skin, the mass ratio of the total amount of the second unsaturated organopolysiloxane, hydride-functionalized polysiloxane, and other polymer to the filler can be 100:1 to 1:1, preferably 50:1 to 2:1, more preferably 15:1 to 3:1, even more preferably 10:1 to 4:1, and particularly preferably 5:1 to 9:1.

[0120] Of the optional components, at least one selected from pigments, dyes, and fillers is preferably blended into the first agent. In particular, if pigments and dyes are blended into the second agent, the second agent may solidify during application to the surface to which the first agent is applied, which may lead to localized pigment or dye dispersion, resulting in color unevenness. From the perspective of suppressing color unevenness, it is advantageous to blend pigments and dyes into the first agent. Furthermore, pigments, dyes, and fillers may be blended into the second agent to the extent that color unevenness does not occur, but it is advantageous for these not to be included in the second agent.

[0121] In some embodiments, the composition of the present disclosure may further comprise one or more agents in addition to the first agent and / or the second agent, such as cosmetic agents, therapeutic agents, stimulus response agents, and drug delivery agents.

[0122] Suitable cosmetic agents may include, for example, moisturizers, UV absorbers, skin protectants, skin soothing agents, skin lightening agents, skin brightening agents, skin emollients, skin smoothing agents, skin bleaching agents, skin exfoliating agents, skin tightening agents, beauty agents, vitamins, antioxidants, cell signaling agents, cell regulating agents, cell interacting agents, skin tanning agents, anti-aging agents, anti-wrinkle agents, spot reducers, alpha-hydroxy acids, beta-hydroxy acids, and ceramides.

[0123] Suitable therapeutic agents can include, for example, pain relievers, analgesics, antipruritics, anti-acne agents (e.g., beta-hydroxy acids, salicylic acid, benzoyl peroxide), anti-inflammatory agents, antihistamines, corticosteroids, NSAIDs (nonsteroidal anti-inflammatory drugs), antiseptics, antibiotics, antibacterial agents, antifungals, antivirals, antiallergic agents, anti-irritants, insect repellents, phototherapy agents, blood coagulants, antineoplastic agents, immune system enhancers, immune system suppressants, coal tar, anthralin, fluocinonide, methotrexate, cyclosporine, pimecrolimus, tacrolimus, azathioprine, fluorouracil, ceramides, counterirritants, and skin cooling compounds.

[0124] Suitable drugs include, for example, whitening agents, activators, blood circulation promoters, anti-inflammatory agents, antioxidants, enzymes, vitamins, hormones, antibacterial agents, antiseborrheic agents, amino acids and derivatives thereof, sugar alcohols and derivatives thereof, fat-soluble drugs, drugs that have been made fat-soluble, and hair growth drugs. These may be used alone or in combination.

[0125] Examples of whitening agents include hydroquinone derivatives such as hydroquinone α-D-glucose, hydroquinone β-D-glucose (arbutin), hydroquinone α-L-glucose, hydroquinone β-L-glucose, hydroquinone α-D-galactose, hydroquinone β-D-galactose, hydroquinone α-L-galactose, and hydroquinone β-L-galactose; kojic acid and its salts or derivatives; L-ascorbic acid monophosphate, L-ascorbic acid 2-sulfate, and the like; L-ascorbic acid and its salts or derivatives thereof, such as ascorbic acid monoesters, L-ascorbic acid glucosides such as L-ascorbic acid 2-glucoside, or salts thereof; for example, tranexamic acid, tranexamic acid dimers (e.g., trans-4-(trans-aminomethylcyclohexanecarbonyl)aminomethylcyclohexanecarboxylic acid hydrochloride), esters of tranexamic acid and hydroquinone (e.g., trans-4-aminomethylcyclohexanecarboxylic acid 4'-hydroxyphenyl ester), thiazolinone, ... Examples of such an ester include tranexamic acid and gentisic acid (e.g., 2-(trans-4-aminomethylcyclohexylcarbonyloxy)-5-hydroxybenzoic acid and its salts), and tranexamic acid amides (e.g., trans-4-aminomethylcyclohexanecarboxylic acid methylamide and its salts, trans-4-(p-methoxybenzoyl)aminomethylcyclohexanecarboxylic acid and its salts, trans-4-guanidinomethylcyclohexanecarboxylic acid and its salts), as well as salts or derivatives thereof; ellagic acid and its salts or derivatives thereof; salicylic acid and its salts or derivatives thereof, such as salicylic acid, 3-methoxysalicylic acid and its salts, 4-methoxysalicylic acid and its salts, and 5-methoxysalicylic acid and its salts; resorcinol derivatives such as alkylresorcinols, such as phenylethylresorcinol, resorcinol, and 4-n-butylresorcinol, and salts thereof; niacin and its derivatives, such as nicotinamide; and nucleotides, such as adenosine and guanosine, or derivatives thereof.

[0126] Examples of the activator include royal jelly, photosensitizers, cholesterol derivatives, and the like.

[0127] Examples of blood circulation promoters include nonylic acid valenylamide; nicotinic acid benzyl ester; nicotinic acid β-butoxyethyl ester; capsaicin; zingerone; cantharides tincture; ichthammol; tannic acid; α-borneol; tocopherol nicotinate; inositol hexanicotinate; cyclandelate; cinnarizine; tolazoline; acetylcholine derivatives; verapamil; cepharanthine; γ-oryzanol; carbronium chloride, etc.

[0128] Examples of anti-inflammatory agents include tranexamic acid, thiotaurine, hypotaurine, glycyrrhizinic acid derivatives, glycyrrhetinic acid derivatives, salicylic acid derivatives, hinokitiol, zinc oxide, and allantoin.

[0129] Examples of antioxidants include thiotaurine, glutathione, catechin, albumin, ferritin, and metallothionein.

[0130] Examples of enzymes include trypsin, lysozyme chloride, chymotrypsin, semi-alkaline proteinase, serrapeptase, lipase, hyaluronidase, and the like.

[0131] Examples of vitamins include vitamin B6; vitamin B6 derivatives such as vitamin B6 hydrochloride; vitamin B2; vitamin B12; nicotinic acid; nicotinic acid derivatives such as nicotinamide; pantothenyl ethyl ether, and the like.

[0132] Examples of hormone agents include oxytocin, corticotropin, vasopressin, secretin, gastrin, calcitonin, and the like.

[0133] Examples of antibacterial agents include resorcinol, sulfur, salicylic acid, zinc pyrithione, photosensitizer No. 101, photosensitizer No. 102, orthovirox, and hinokitiol.

[0134] Examples of antiseborrheic agents include sulfur; thianthol, and the like.

[0135] Examples of amino acids and derivatives thereof include serine, methionine, tryptophan, glycine, trimethylglycine, glycylglycine, 1-piperidinepropionic acid, and the like.

[0136] Examples of sugar alcohols and derivatives thereof include erythritol, xylitol, mannitol, sorbitol, inositol, and the like.

[0137] <<How to use the artificial skin former>> The artificial skin-forming agent of the present disclosure can be used, for example, for cosmetic or medical purposes. Here, the method of using the artificial skin-forming agent of the present disclosure does not include methods for surgery, treatment, or diagnosis of humans.

[0138] Examples of methods for using the artificial skin-forming agent of the present disclosure include a method in which a first agent is applied to a body surface to form a first agent layer, and then a second agent is applied on the first agent layer and crosslinked to form artificial skin; a method in which a second agent is applied to a body surface to form a second agent layer, and then the first agent is applied on the second agent layer and crosslinked to form artificial skin; or a method in which the first and second agents are mixed to prepare a mixture, and then the mixture is applied to a body surface and crosslinked to form artificial skin. From the perspective of obtaining uniform artificial skin with little unevenness, a preferred method of use is a method in which a first agent is applied to a body surface to form a first agent layer, and then a second agent is applied on the first agent layer and crosslinked to form artificial skin. Here, the materials described above can be used for the first and second agents in the same manner.

[0139] This method may be performed once, but may also be performed multiple times on the formed artificial skin.

[0140] In some embodiments, a cosmetic may be applied to a body surface before applying the first agent, the second agent, or a mixture containing the first agent and the second agent to the body surface, or alternatively, a cosmetic may be applied to the artificial skin after the artificial skin is formed.

[0141] The cosmetic is not particularly limited, and examples thereof include skin care cosmetics such as serum, lotion, and emulsion, sunscreen cosmetics (sunscreen cosmetics), and makeup cosmetics such as foundation, gloss, lipstick, eye shadow, and nail polish.

[0142] In some embodiments, the method of using the artificial skin-forming agent of the present disclosure can also be used as a cosmetic method. Note that the term "cosmetic method" refers to applying the artificial skin-forming agent of the present disclosure to a body surface to form artificial skin, thereby beautifying and adjusting the condition of the body surface, or a method of beautifying and adjusting the condition of the body surface, and is different from methods of surgery, treatment, or diagnosis for humans.

[0143] There are no particular limitations on the method for applying the first or second agent to the body surface, the cosmetic application layer, or the first or second agent layer, and for example, methods such as spreading with fingers, spray application, and transfer can be used.

[0144] <Application area> The artificial skin-forming agent of the present disclosure can be applied to the surface of the skin in any part of the body, i.e., any part of the body surface. For example, it can be appropriately applied to the skin surface of the face (lips, eyes, nose, cheeks, forehead, etc.), neck, ears, hands, arms, legs, feet, chest, abdomen, back, etc. Here, skin also includes nails where the keratin of the epidermis has changed and hardened.

[0145] 《Artificial skin》 Thickness The thickness of the artificial skin prepared using the artificial skin-forming agent of the present disclosure is not particularly limited and can be adjusted appropriately taking into account, for example, breathability, invisibility, compressibility, and occlusion of the skin. The thickness of the artificial skin can be, for example, 0.5 μm or more, 1 μm or more, 10 μm or more, 30 μm or more, or 40 μm or more. There is no particular upper limit to the thickness, but it can be, for example, 150 μm or less, 100 μm or less, 90 μm or less, 80 μm or less, 70 μm or less, 60 μm or less, or 50 μm or less. Here, the thickness can be defined as the average value calculated by measuring the thickness of any part of the artificial skin five times using a high-precision Digimatic Micrometer (MDH-25MB, manufactured by Mitutoyo Corporation).

[0146] <Performance> Artificial skin prepared from the artificial skin-forming agent of the present disclosure can bring about excellent results in various performance areas, for example, as shown below.

[0147] (Adhesive strength) In some embodiments, the resulting artificial skin can exhibit good adhesive strength to the body surface. Such adhesive strength can be evaluated by measuring the adhesive strength of artificial skin applied to a polypropylene substrate. The adhesive strength of the artificial skin on a polypropylene substrate can be 2 N / m or more, 5 N / m or more, 8 N / m or more, 10 N / m or more, or 15 N / m or more. There is no particular upper limit to the adhesive strength, but from the viewpoint of ease of peeling from the skin, it can be set to 200 N / m or less, 100 N / m or less, 80 N / m or less, 50 N / m or less, or 30 N / m or less. Here, adhesive strength can be measured using an Instron device in accordance with the peel adhesion test of ASTM C794.

[0148] (tensile strength) In some embodiments, the resulting artificial skin can exhibit good tensile strength. The tensile strength of the artificial skin can be 0.05 MPa or more, 0.10 MPa or more, 0.20 MPa or more, or 0.50 MPa or more. There is no particular upper limit to the tensile strength, but it can be, for example, 5.0 MPa or less, 3.0 MPa or less, 2.0 MPa or less, or 1.0 MPa or less. Here, the tensile strength can be measured using an Instron device in accordance with the extension tensile test of ASTM D5083.

[0149] (Elongation at break) In some embodiments, the resulting artificial skin can exhibit good breaking elongation. The breaking elongation of the artificial skin can be 25% or more, 50% or more, 100% or more, 200% or more, or 400% or more. There is no particular upper limit to the breaking elongation, but it can be, for example, 1,500% or less, 1,200% or less, 1,000% or less, 800% or less, or 600% or less. Here, the breaking elongation can be measured using an Instron device in accordance with the ASTM D5083 extension tensile test.

[0150] (oxygen permeability) In some embodiments, the resulting artificial skin can exhibit good oxygen permeability. The oxygen permeability of the artificial skin is 5×10 for an artificial skin having a thickness of 300 μm. -9 cm 3 / (cm 2 ·s) or more, 5×10 -7 cm 3 / (cm 2 s) or more, or 5 × 10 -5 cm 3 / (cm 2 There is no particular upper limit to the oxygen permeability. 3 / (cm 2 ·s) or less, 0.5cm 3 / (cm 2 ·s) or less, 5×10 -2 cm 3 / (cm 2·s) or less, 5×10 -3 cm 3 / (cm 2 s) or less, or 5 × 10 -4 cm 3 / (cm 2 The oxygen permeability can be measured using a remote control device in accordance with ASTM F2622, oxygen gas permeability test for plastic films and sheets.

[0151] (Water vapor permeability) In some embodiments, the resulting artificial skin can exhibit good water vapor permeability. The water vapor permeability of the artificial skin is 1×10 for a 300 μm thick artificial skin. -9 cm 3 / (cm 2 ·s) or more, 1×10 -8 cm 3 / (cm 2 s) or more, or 1×10 -7 cm 3 / (cm 2 There is no particular upper limit to the water vapor transmission rate, but for example, 1.5×10 -1 cm 3 / (cm 2 ·s) or less, 1.5×10 -2 cm 3 / (cm 2 ·s) or less, 1×10 -4 cm 3 / (cm 2 ·s) or less, 1×10 -5 cm 3 / (cm 2 s) or less, or 1×10 -6 cm 3 / (cm 2 The water vapor transmission rate can be measured using a remote control device in accordance with ASTM F1249, Water Vapor Transmission Rate Test for Plastic Films and Sheets.

[0152] <Kit with artificial skin forming agent> The artificial skin-forming agent of the present disclosure can be provided as a kit containing the first and second agents that constitute the composition. In addition to the first and second agents, the kit may also contain optional components such as components for facilitating application of the first agent or the like to the body surface, or the various cosmetics described above.

[0153] Examples of such optional components include an instruction manual, a brush, a cotton swab, a cutter, scissors, the various cosmetics mentioned above, a cleanser for removing artificial skin from the body surface, a mirror, etc. Here, the "instruction manual" can include not only a general instruction manual attached in the form of a document to the kit, but also instructions printed on a packaging container that contains the kit or a packaging container such as a tube for injecting the first agent, etc.

[0154] In some embodiments, the kit may contain the first and second agents in separate containers or in separate compartments of a container having two or more compartments to prevent contact between the agents, and the contained agents may be configured to be applied one at a time or to be mixed together before or at the time of use. [Example]

[0155] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these. Unless otherwise specified, the blending amounts are expressed in mass %.

[0156] Examples 1 to 12 and Comparative Examples 1 to 3: Oil-in-water emulsion compositions The oil-in-water emulsion compositions obtained by the formulations shown in Table 1 and the production methods shown below were subjected to the following evaluations, and the results are shown in Table 1.

[0157] Evaluation Method (Storage stability test) The prepared oil-in-water emulsion compositions were placed in 50 ml screw tube bottles and then stored separately in a thermostatic bath at 70°C for 8 hours and in a thermostatic bath at 50°C for 2 weeks, and the storage stability was visually evaluated according to the following evaluation criteria: A to D grades are considered acceptable, and E grade is considered unacceptable.

[0158] A: No change in color occurred compared to the composition immediately after preparation. B: A slight change in color occurred overall compared to the composition immediately after preparation. C: Compared to the composition immediately after preparation, the color had changed overall, or less than 1 / 4 of the bottle had turned black. D: The bottle did not turn black overall, but there was a change in color overall compared to the C rating, or an area of ​​more than 1 / 4 but less than 1 / 2 of the bottle turned black. E: The entire bottle had turned black, or more than half of the bottle had turned black.

[0159] <Method for producing oil-in-water emulsion composition> Example 1 Oil-in-water emulsion compositions were produced by the following method using the formulation shown in Table 1. Here, the numbers shown below correspond to the numbers indicating the components on the left side of the formulation in Table 1.

[0160] The materials Nos. 2 to 6 were added to a portion of the ion-exchanged water No. 1 and mixed uniformly to prepare aqueous phase part 1.

[0161] The materials Nos. 8 and 10 were added to the divinyl dimethicone No. 13 and mixed uniformly to prepare an oil phase part.

[0162] A preliminary emulsion was prepared by adding the oil phase part to the aqueous phase part 1 and mixing uniformly. Aqueous phase part 2, which was prepared by mixing the remainder of No. 1 ion-exchanged water with the materials Nos. 17 to 19, was added to this preliminary emulsion and mixed uniformly to prepare the oil-in-water emulsion composition of Example 1.

[0163] (Examples 2 to 12 and Comparative Examples 1 to 3) Oil-in-water emulsion compositions of Examples 2 to 12 and Comparative Examples 1 to 3 were prepared in the same manner as in Example 1, except that the formulation was changed as shown in Table 1.

[0164] [Table 1]

[0165] <result> As can be seen from the results of Comparative Examples 1 to 3 in Table 1, it was confirmed that the composition turned black and had poor storage stability under all conditions when the mass ratio of the first unsaturated organopolysiloxane to the total amount of platinum was less than 200. On the other hand, the compositions of Examples 1 to 12, in which the mass ratio of the first unsaturated organopolysiloxane to the total amount of platinum was 200 or more, obtained results of A to D under conditions of at least 70°C for 8 hours, and were confirmed to have superior storage stability compared to the compositions of Comparative Examples 1 to 3.

[0166] When Example 1 and Example 2 are compared, the composition of Example 2 has better storage stability. This is thought to be because the viscosity of the composition increases with the incorporation of an emollient. In other words, it is thought that other agents that can increase the viscosity of the composition, such as thickeners, can also have a similar effect.

[0167] When Example 1 and Example 4 are compared, the storage stability of the composition of Example 1 is superior. This result shows that when a silicone-based emulsifier is blended, it is preferable to blend the silicone-based emulsifier in the oil phase part rather than in the aqueous phase part.

[0168] When Example 1 and Example 3 are compared, the storage stability of the composition of Example 3 is superior. From these results, it is clear that in an emulsion composition containing a platinum catalyst, it is preferable to blend an emulsifier (e.g., a silicone-based emulsifier) ​​with a higher emulsifying ability than a polymer emulsifier in an amount of less than 1 mass %, or not to blend it at all.

[0169] As can be seen from a comparison of Examples 3, 6, and 7, it was found that the lower the viscosity of the first unsaturated organopolysiloxane, the better the storage stability of the composition.

[0170] When Example 1 and Example 8 are compared, the composition of Example 8 has superior storage stability. These results show that increasing the mass ratio of the first unsaturated organopolysiloxane relative to the total amount of platinum further improves storage stability. Furthermore, it was also found that when an emulsifier (e.g., a silicone-based emulsifier) ​​having a higher emulsifying ability than the polymer emulsifier is blended in an amount of 1 mass% or more, increasing the mass ratio of the first unsaturated organopolysiloxane relative to the total amount of platinum can improve storage stability.

[0171] Example 13: Artificial skin former and artificial skin The first agent was prepared by uniformly mixing 40.5 parts by mass of 165,000 cst divinyl dimethicone as the second unsaturated organopolysiloxane, 7.9 parts by mass of hydrogen dimethicone as the hydride-functionalized polysiloxane, 6.6 parts by mass of silica silylate as a filler, and 45.0 parts by mass of 6 cst dimethicone as an oil.

[0172] An artificial skin-forming agent was obtained using the obtained first agent and the composition of Example 3 described above as a second agent.

[0173] The first agent was applied to the skin to form an uncrosslinked first agent layer, and then the second agent was applied on top of that, stirring it into the first agent layer.It was confirmed that good artificial skin was formed without any defects such as discoloration or poor crosslinking.

[0174] <Formulation example of oil-in-water emulsion composition> Formulation examples of the oil-in-water emulsion composition of the present disclosure are given below, but the present disclosure is not limited to these examples. Each of these was prepared by a conventional method. All of these compositions exhibited excellent storage stability of the platinum catalyst at high temperatures.

[0175] (Formulation example 1: Lotion) (component) (mass%) Ion-exchanged water 20 1,3-butylene glycol 7 Glycerin 3 Carboxyvinyl polymer (1% sol) 5 Acrylates / C10-30 alkyl acrylate crosspolymer (1% sol) 10 Potassium hydroxide 0.05 Niacinamide 5 Sodium pyrosulfite 0.01 Sodium metaphosphate 0.01 Platinum complex dispersion 1 Divinyldimethicone (10cst) 5 Silica 5 Ethanol 12 Phenoxyethanol 0.5 Ion-exchanged water residual

[0176] (Formulation example 2: Emulsion 1) (component) (mass%) Ion-exchanged water 20 1,3-butylene glycol 7 Glycerin 3 Carboxyvinyl polymer (1% sol) 10 Acrylates / C10-30 alkyl acrylate crosspolymer (1% sol) 20 Potassium hydroxide 0.1 Niacinamide 5 Dipotassium glycyrrhizinate 0.05 Sodium pyrosulfite 0.01 Sodium metaphosphate 0.01 Platinum complex dispersion 1 Divinyldimethicone (10cst) 5 Silica 2 Mica 2 Ethanol 12 Phenoxyethanol 0.5 Ion-exchanged water residual

[0177] (Formulation example 3: Emulsion 2) (component) (mass%) Ion-exchanged water 20 1,3-butylene glycol 7 Glycerin 8 (Dimethylacrylamide / Sodium Acryloyldimethyltaurate) Crosspolymer 0.2 Niacinamide 5 Dipotassium glycyrrhizinate 0.2 Sodium pyrosulfite 0.01 Sodium metaphosphate 0.01 Platinum complex dispersion 1 Divinyldimethicone (10cst) 5 Ethanol 10 Phenoxyethanol 0.5 Ion-exchanged water residual

[0178] (Formulation example 4: Foundation) (component) (mass%) Ion-exchanged water 20 1,3-butylene glycol 7 Glycerin 8 (Dimethylacrylamide / Sodium Acryloyldimethyltaurate) Crosspolymer 0.2 Niacinamide 5 Dipotassium glycyrrhizinate 0.2 Sodium pyrosulfite 0.01 Sodium metaphosphate 0.01 Platinum complex dispersion 1 Divinyldimethicone (10cst) 5 Pigment-grade titanium dioxide 8 Red iron oxide 0.35 Yellow iron oxide 1.5 Black iron oxide 0.1 Silica 5 Mica 3 Ethanol 10 Phenoxyethanol 0.5 Ion-exchanged water residual

[0179] (Formulation example 5: Sunscreen) (component) (mass%) Ion-exchanged water 20 1,3-butylene glycol 7 Glycerin 8 (Dimethylacrylamide / Sodium Acryloyldimethyltaurate) Crosspolymer 0.2 Niacinamide 5 Dipotassium glycyrrhizinate 0.2 Sodium pyrosulfite 0.01 Sodium metaphosphate 0.01 Platinum complex dispersion 1 Divinyldimethicone (10cst) 5 Fine particle titanium dioxide 5 Fine particle zinc oxide 3 Ethylhexyl methoxycinnamate 5 Octocrylene 2 Bis-ethylhexyloxyphenol methoxyphenyl triazine 1 Silica 5 Ethanol 8 Phenoxyethanol 0.5 Ion-exchanged water residual

Claims

1. a dispersion medium comprising water, and Oil droplets dispersed in the dispersion medium An oil-in-water emulsion composition comprising: The oil droplets contain an oil, an emulsifier, and a catalyst; the oil comprises a first unsaturated organopolysiloxane; the catalyst comprises a platinum complex coordinated with 1,3-divinyltetramethyldisiloxane; the first unsaturated organopolysiloxane is a vinyl-terminated polydimethylsiloxane having a viscosity of 10 cst to 165,000 cst at 25°C; and the mass ratio of the first unsaturated organopolysiloxane to the total amount of platinum in the platinum complex is 200 or more and 2,000 or less; Oil-in-water emulsion composition.

2. The composition of claim 1 , wherein the emulsifier comprises a polymeric emulsifier.

3. 3. The composition according to claim 2, wherein the polymer emulsifier is at least one selected from the group consisting of acrylates / C10-30 alkyl acrylate crosspolymer, ammonium acryloyldimethyltaurate / beheneth-25 methacrylate crosspolymer, hydroxyethyl acrylate / sodium acryloyldimethyltaurate copolymer, PEG-modified crosspolymer / copolymer siloxane, polyether-modified crosspolymer / copolymer siloxane, and polyoxyethylene.

4. The composition according to any one of claims 1 to 3, wherein the amount of the silicone emulsifier blended is less than 1 mass % based on the total amount of the composition.

5. The composition according to any one of claims 1 to 4, wherein the viscosity of the first unsaturated organopolysiloxane at 25°C is 10 cst or more and less than 1,000 cst.

6. The composition of any one of claims 1 to 5, wherein the first unsaturated organopolysiloxane is divinyldimethicone and / or 1,3-divinyltetramethyldisiloxane.

7. The composition according to any one of claims 1 to 6, having a viscosity at 25°C of 5,000 cst or more.

8. An artificial skin forming agent comprising a first agent and a second agent, the first agent comprises a second unsaturated organopolysiloxane and a hydride-functionalized polysiloxane; The second agent is the oil-in-water emulsion composition according to any one of claims 1 to 7. Artificial skin former.

9. An artificial skin forming agent comprising a first agent and a second agent, The first agent is a second unsaturated organopolysiloxane, and Hydride-functionalized polysiloxanes Including, The second agent is a dispersion medium comprising water, and Oil droplets dispersed in the dispersion medium An oil-in-water emulsion composition comprising: The oil droplets contain an oil, an emulsifier, and a catalyst; the oil comprises a first unsaturated organopolysiloxane; the catalyst comprises a platinum complex coordinated with 1,3-divinyltetramethyldisiloxane; the first unsaturated organopolysiloxane is a vinyl-terminated polydimethylsiloxane having a viscosity of 10 cst to 165,000 cst at 25°C; and the mass ratio of the first unsaturated organopolysiloxane to the total amount of platinum in the platinum complex is 200 or more; Artificial skin former.

10. The artificial skin forming agent according to claim 8 or 9, wherein the second unsaturated organopolysiloxane is at least one selected from organopolysiloxanes having vinyl groups, vinyl-terminated organopolysiloxanes, and organopolysiloxanes having vinylated branched chains.

11. The artificial skin-forming agent according to claim 10, wherein the second unsaturated organopolysiloxane is at least one selected from vinyl-terminated polydimethylsiloxane, vinyl-terminated diphenylsiloxane-dimethylsiloxane copolymer, vinyl-terminated polyphenylmethylsiloxane, vinylphenylmethyl-terminated vinylphenylsiloxane-phenylmethylsiloxane copolymer, vinyl-terminated trifluoropropylmethylsiloxane-dimethylsiloxane copolymer, vinyl-terminated diethylsiloxane-dimethylsiloxane copolymer, vinylmethylsiloxane-dimethylsiloxane copolymer, trimethylsiloxy-terminated vinylmethylsiloxane-dimethylsiloxane copolymer, silanol-terminated vinylmethylsiloxane-dimethylsiloxane copolymer, vinylmethylsiloxane homopolymer, vinyl T-structure polymer, monovinyl-terminated polydimethylsiloxane, vinylmethylsiloxane terpolymer, and vinylmethoxysilane homopolymer.

12. The artificial skin-forming agent according to any one of claims 8 to 11, wherein the hydride-functionalized polysiloxane is a non-terminally and / or terminally hydroxylated organopolysiloxane.

13. The artificial skin-forming agent according to claim 12, wherein the hydride-functionalized polysiloxane is at least one selected from the group consisting of hydride-terminated polydimethylsiloxane, hydride-terminated polyphenyl-(dimethylhydrosiloxy)siloxane, hydride-terminated methylhydrosiloxane-phenylmethylsiloxane copolymer, trimethylsiloxy-terminated methylhydrosiloxane-dimethylsiloxane copolymer, polymethylhydrosiloxane, trimethylsiloxy-terminated polyethylhydrosiloxane, triethylsiloxane, methylhydrosiloxane-phenyloctylmethylsiloxane copolymer, and methylhydrosiloxane-phenyloctylmethylsiloxane terpolymer.

14. The first agent, the second agent, or both of them contain at least one selected from fibers, pigments, dyes, thickeners, protective colloids, and fillers. The artificial skin-forming agent according to any one of claims 8 to 13.

15. An artificial skin forming agent according to any one of claims 8 to 14, wherein the first agent, the second agent, or both of them contain at least one selected from whitening agents, activators, blood circulation promoters, anti-inflammatory agents, antioxidants, enzymes, vitamins, hormones, antibacterial agents, antiseborrheic agents, amino acids, trimethylglycine, glycylglycine, 1-piperidinepropionic acid, sugar alcohols, inositol, fat-soluble drugs, fat-soluble treated drugs, and hair growth drugs.

16. The first agent, the second agent, or both of them contain the whitening agent, The whitening agent is selected from the group consisting of hydroquinone α-D-glucose, hydroquinone β-D-glucose (arbutin), hydroquinone α-L-glucose, hydroquinone β-L-glucose, hydroquinone α-D-galactose, hydroquinone β-D-galactose, hydroquinone α-L-galactose, and hydroquinone β-L-galactose; kojic acid and its salts; L-ascorbic acid and its salts, and L-ascorbic acid monoesters and L-ascorbic acid glucosides; tranexamic acid and its salts, and tranexamic acid. The artificial skin-forming agent according to claim 15, comprising at least one selected from acid dimers, esters of tranexamic acid and hydroquinone, esters of tranexamic acid and gentisic acid, amides of tranexamic acid; ellagic acid and salts thereof; salicylic acid and salts thereof, as well as 3-methoxysalicylic acid and salts thereof, 4-methoxysalicylic acid and salts thereof, 5-methoxysalicylic acid and salts thereof; phenylethylresorcinol, resorcin, alkylresorcinols, and salts thereof; niacin, and niacinamide; and nucleotides.

17. The first agent, the second agent, or both of them contain the whitening agent, The artificial skin-forming agent according to claim 15, wherein the whitening agent comprises niacinamide.

18. The first agent, the second agent, or both of them contain the whitening agent, The artificial skin-forming agent according to claim 15, wherein the whitening agent comprises at least one selected from tranexamic acid and its salts, a dimer of tranexamic acid, an ester of tranexamic acid and hydroquinone, an ester of tranexamic acid and gentisic acid, and an amide of tranexamic acid.

19. The first agent, the second agent, or both of them comprise the anti-inflammatory agent; The artificial skin-forming agent according to claim 15, wherein the anti-inflammatory agent comprises at least one selected from tranexamic acid, thiotaurine, hypotaurine, hinokitiol, zinc oxide, and allantoin.

20. The first agent, the second agent, or both of them contain the vitamins, The artificial skin-forming agent according to claim 15, wherein the vitamins include at least one selected from vitamin B6, vitamin B6 hydrochloride, vitamin B2, vitamin B12, nicotinic acid, nicotinamide, and pantothenyl ethyl ether.

21. An artificial skin forming agent described in any one of claims 15 to 20, wherein the first agent, the second agent, or both of them contain at least one selected from serine, methionine, tryptophan, glycine, trimethylglycine, glycylglycine, and 1-piperidinepropionic acid.

22. A kit, wherein the first agent and the second agent according to any one of claims 8 to 21 are contained in separate containers, or are contained separately in each compartment of a container having two or more compartments.

23. A method for using the artificial skin forming agent according to any one of claims 8 to 21, The first agent is applied to the body surface to form a first agent layer, and then the second agent is applied on the first agent layer and crosslinked to form an artificial skin. The second agent is applied to the body surface to form a second agent layer, and then the first agent is applied on the second agent layer and crosslinked to form artificial skin, or The first agent and the second agent are mixed to prepare a mixture, and then the mixture is applied to a body surface and crosslinked to form an artificial skin. How to use.

24. Applying a cosmetic to the body surface before applying the first agent, the second agent, or the mixture to the body surface; or After forming the artificial skin, a cosmetic is applied to the artificial skin.

24. The use of claim 23.

25. The method of use according to claim 24, wherein the cosmetic is a skin care cosmetic, a sunscreen cosmetic, or a makeup cosmetic.

Citation Information

Patent Citations

  • Cassette tape recorder

    JP1986005468A

  • Production of hardened silicone powder

    JP1998298302A

  • Skin composition and method of use

    JP2013536861A

  • Compositions and methods for application to the skin

    JP2019503396A

  • Manufacturing method for dressing film using heterogeneous catalysts

    KR1020200061676A