CN116437972A

CN116437972A - Oil-in-water emulsion compositions comprising platinum catalysts and methods of use thereof

Info

Publication number: CN116437972A
Application number: CN202180074880.5A
Authority: CN
Inventors: 久保田俊; 佐藤知子; 秦英夫
Original assignee: Shiseido Co Ltd
Current assignee: Shiseido Co Ltd
Priority date: 2020-12-07
Filing date: 2021-11-24
Publication date: 2023-07-14
Also published as: JPWO2022124079A1; WO2022124079A1

Abstract

An oil-in-water emulsion composition containing a platinum catalyst, which has excellent storage stability at high temperatures. The oil-in-water emulsion composition of the present disclosure contains: a dispersion medium comprising water; and oil droplets dispersed in the dispersion medium, the oil droplets comprising an oil component, an emulsifier, and a catalyst, the oil component comprising a 1 st unsaturated organopolysiloxane, the catalyst comprising a platinum coordination compound coordinated to 1, 3-divinyl tetramethyl disiloxane, and the mass ratio of the 1 st unsaturated organopolysiloxane to the total amount of platinum in the platinum coordination compound being 200 or more.

Description

Oil-in-water emulsion compositions comprising platinum catalysts and methods of use thereof

Technical Field

The present disclosure relates to oil-in-water emulsion compositions comprising a platinum catalyst and methods of use thereof.

Background

Conventionally, platinum catalysts have been used for various applications such as polymer polymerization.

Patent document 1 discloses a compound for application to the skin, which comprises a) a reactivity-enhancing component and b) a crosslinking component, wherein the a) reactivity-enhancing component comprises: (i) At least 1 vinyl-terminated organopolysiloxane having a high viscosity of 100,000 to 500,000cst or cP at 25 ℃, at least 1 vinyl-terminated organopolysiloxane having a low viscosity of 500 to 50,000cst or cP at 25 ℃, and at least 1 hydride functional polysiloxane reactive element; and (ii) an enhancing element, wherein b) the crosslinking component comprises a platinum catalyst, and wherein the crosslinking component promotes crosslinking of the reactivity enhancing component in situ, such that a coating film is formed on the skin.

Prior art literature

Patent literature

Patent document 1: japanese patent No. 6105468

Disclosure of Invention

Problems to be solved by the invention

The platinum catalyst is typically an unstable catalyst having poor storage stability, and therefore, is generally dispersed in oil and stored in a cold place in the shade in a nitrogen purged state.

In order to increase the change in the form of use 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, platinum catalysts are sensitive to moisture and it is difficult to stabilize the platinum catalyst in a system containing water. Moreover, in a system containing water, it is more difficult to improve the storage stability under a high-temperature environment.

Accordingly, the subject matter of the present disclosure is to provide an oil-in-water emulsion composition containing a platinum catalyst, which is excellent in storage stability of the platinum catalyst at high temperature.

Means for solving the problems

Scheme 1

An oil-in-water emulsion composition comprising:

a dispersion medium comprising water; and

oil droplets dispersed in the above-mentioned dispersion medium,

the oil droplets contain an oil component, an emulsifier, and a catalyst,

the oil component contains an unsaturated organopolysiloxane 1,

The above catalyst contains a platinum coordination compound coordinated to 1, 3-divinyl tetramethyl disiloxane, and,

the mass ratio of the 1 st unsaturated organopolysiloxane to the total amount of platinum in the platinum coordination compound is 200 or more.

Scheme 2

The composition according to claim 1, wherein the emulsifier comprises a polymeric emulsifier.

Scheme 3

The composition according to the above-mentioned scheme 2, wherein the polymer emulsifier is at least one member selected from the group consisting of (acrylic acid (esters)/alkyl (C10-30) acrylate) crosslinked polymers, (acryl-dimethyl taurate ammonium/behenate methacrylate-25) crosslinked polymers, (acryl-hydroxy ethyl ester/acryl-dimethyl taurate sodium) copolymer, PEG-modified crosslinked polymer/copolymer siloxane, polyether-modified crosslinked polymer/copolymer siloxane, and polyoxyethylene.

Scheme 4

The composition according to any one of the aspects 1 to 3, wherein the blending amount of the silicone-based emulsifier is less than 1% by mass relative to the total amount of the composition.

Scheme 5

The composition according to any one of schemes 1 to 4, wherein the 1 st unsaturated organopolysiloxane has a viscosity of less than 1,000cst at 25 ℃.

Scheme 6

The composition according to any one of the aspects 1 to 5, wherein the 1 st unsaturated organopolysiloxane is at least one selected from the group consisting of an organopolysiloxane having a vinyl group, an organopolysiloxane terminated with a vinyl group, and an organopolysiloxane having a branched chain terminated with a vinyl group.

Scheme 7

The composition according to scheme 6, wherein the 1 st unsaturated organopolysiloxane is vinyl-terminated polydimethylsiloxane.

Scheme 8

The composition according to any one of the aspects 1 to 7, which has a viscosity of 5,000cst or more at 25 ℃.

Scheme 9

An artificial skin forming agent comprising an agent 1 and an agent 2,

the 1 st agent comprises a 2 nd unsaturated organopolysiloxane, and a hydride functional polysiloxane,

the oil-in-water emulsion composition according to any one of the aspects 1 to 8 as the agent 2.

Scheme 10

The artificial skin forming agent according to claim 9, wherein the 2 nd unsaturated organopolysiloxane is at least one selected from the group consisting of an organopolysiloxane having a vinyl group, an organopolysiloxane terminated with a vinyl group, and an organopolysiloxane having a branched chain terminated with a vinyl group.

Scheme 11

The artificial skin forming agent according to scheme 10, wherein the 2 nd unsaturated organopolysiloxane is at least one selected from the group consisting of vinyl-terminated polydimethylsiloxane, vinyl-terminated diphenylsiloxane-dimethylsiloxane copolymer, vinyl-terminated polyphenylmethylsiloxane, vinyl-terminated vinylphenylsiloxane-phenylmethylsiloxane copolymer, vinyl-terminated trifluoropropylmethylsiloxane-dimethylsiloxane copolymer, vinyl-terminated diethylsiloxane-dimethylsiloxane copolymer, vinyl methylsiloxane-dimethylsiloxane copolymer, trimethylsiloxy-terminated vinylmethylsiloxane-dimethylsiloxane copolymer, silanol-terminated vinylmethylsiloxane-dimethylsiloxane copolymer, vinylmethylsiloxane homopolymer, vinyl T-structural polymer, monovinyl-terminated polydimethylsiloxane, vinylmethylsiloxane terpolymer, and vinylmethoxysilane homopolymer.

Scheme 12

The artificial skin-forming agent according to any one of aspects 9 to 11, wherein the hydride-functional polysiloxane is an organopolysiloxane that is not terminal and/or terminal-hydrogenated.

Scheme 13

The artificial skin forming agent according to scheme 12, wherein the hydride functional 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.

Scheme 14

The artificial skin forming agent according to any one of aspects 9 to 13, wherein the 1 st agent, the 2 nd agent, or both comprise at least one selected from the group consisting of fibers, pigments, dyes, thickeners, protective colloids, and fillers.

Scheme 15

A kit according to any one of aspects 9 to 14, wherein the 1 st agent and the 2 nd agent are contained in separate containers or are contained in respective partitions of a container having 2 or more partitions.

Scheme 16

A method of using the artificial skin forming agent according to any one of aspects 9 to 14,

after the 1 st agent is applied to the body surface to form a 1 st agent layer, the 2 nd agent is applied to the 1 st agent layer and crosslinked to form artificial skin;

after the 2 nd agent is applied to the body surface to form a 2 nd agent layer, the 1 st agent is applied to the 2 nd agent layer and crosslinked to form artificial skin; or alternatively, the process may be performed,

the 1 st agent and the 2 nd agent are mixed to prepare a mixture, and the mixture is applied to a body surface to crosslink the mixture, thereby forming artificial skin.

Scheme 17

The method of claim 16, wherein the cosmetic is applied to the body surface before the 1 st agent, the 2 nd agent, or the mixture is applied to the body surface; or alternatively, the process may be performed,

after the artificial skin is formed, the cosmetic is applied to the artificial skin.

Scheme 18

The method of claim 17, wherein the cosmetic is a skin care cosmetic, a sunscreen cosmetic, or a make-up cosmetic.

ADVANTAGEOUS EFFECTS OF INVENTION

According to the present disclosure, an oil-in-water emulsion composition containing a platinum catalyst, which is excellent in storage stability of the platinum catalyst at high temperatures, can be provided.

Detailed Description

Hereinafter, embodiments of the present disclosure will be described in detail. The present disclosure is not limited to the following embodiments, and can be implemented by various modifications within the scope of the gist of the invention.

The oil-in-water emulsion composition of the present disclosure contains: a dispersion medium comprising water; and oil droplets dispersed in the dispersion medium, the oil droplets comprising an oil component, an emulsifier, and a catalyst, the oil component comprising a 1 st unsaturated organopolysiloxane, the catalyst comprising a platinum coordination compound coordinated to 1, 3-divinyl tetramethyl disiloxane, and the mass ratio of the 1 st unsaturated organopolysiloxane to the total amount of platinum in the platinum coordination compound being 200 or more.

Although not limited by the principle, the principle of action of the oil-in-water emulsion composition of the present disclosure, which is considered to be excellent in storage stability of the platinum catalyst at high temperatures and capable of reducing or preventing adverse conditions such as blackening and reduction in catalytic activity accompanying aggregation of the platinum catalyst, is as follows.

The platinum catalyst of the present disclosure is a platinum coordination compound represented by the following formula 1, which is obtained by coordination of 1, 3-divinyl tetramethyl disiloxane to platinum:

such a platinum catalyst is sterically hindered because 1, 3-divinyl tetramethyl disiloxane is coordinated to platinum, and aggregation of the platinum catalyst can be suppressed as compared with platinum having no ligand. However, even if such a platinum catalyst having a ligand is compounded with, for example, a silicone oil having a high viscosity, if the platinum catalyst is stored in a cold place without being purged with nitrogen, the platinum catalyst is aggregated and turns black. The aggregation of the platinum catalyst may cause a decrease in catalytic activity because of an increase in particle size of the platinum catalyst, that is, a decrease in surface area.

1, 3-Divinyltetramethyldisiloxane as a ligand is considered to be easily attached to and detached from platinum because its thermal movement becomes active with an increase in temperature. As a result, the surface of platinum tends to be exposed temporarily and to aggregate when it contacts with adjacent platinum, and therefore, it is considered that blackening proceeds particularly at high temperature.

The present inventors have found that, even in the case of an oil-in-water emulsion composition which is a system containing water, which is generally considered to be inferior in storage stability, if a platinum catalyst is compounded in an oil phase together with a prescribed amount of the 1 st unsaturated organopolysiloxane, the storage stability of the platinum catalyst at high temperature is unexpectedly improved.

The 1 st unsaturated organopolysiloxane that is simultaneously compounded in the oil phase also has the property of coordinating platinum. Therefore, even if 1, 3-divinyl tetramethyl disiloxane is detached from platinum as the temperature increases, it is considered that the progress of aggregation of the platinum catalyst can be suppressed because the 1 st unsaturated organopolysiloxane supplements the site.

In addition, it is considered that dispersion of the oil phase of the oil-in-water emulsion composition in the form of fine emulsion particles (oil droplets) is also one of factors that inhibit progress of aggregation of the platinum catalyst. That is, even if the 1 st unsaturated organopolysiloxane is supplemented with the 1 st unsaturated organopolysiloxane, the newly coordinated 1 st unsaturated organopolysiloxane adheres to and separates from the platinum catalyst due to thermal motion, and thus the surface of platinum may be exposed. In the case of a single phase of the oil phase only, since the oil phase in which the platinum catalyst is present is a continuous phase, it is considered that there is a high possibility that platinum in an exposed state on the surface is in contact with each other. On the other hand, in the case of the oil-in-water emulsion composition, the oil phase is dispersed in the form of emulsion particles, and is isolated from the platinum catalyst in other emulsion particles via the water phase. As a result, it is considered that the platinum in the surface-exposed state is less likely to contact each other than in the case of only a single phase of the oil phase.

Therefore, according to the oil-in-water emulsion composition of the present disclosure, since the complementary action by the prescribed amount of the 1 st unsaturated organopolysiloxane blended in the oil phase and the barrier action of the platinum catalyst by the emulsion particles act synergistically, it is considered that the storage stability of the platinum catalyst at high temperatures can be improved. Further, if the storage stability at a high temperature is excellent, it is needless to say that the storage stability at a low temperature is more excellent than this.

The definitions of the terms in this disclosure are as follows.

In the present disclosure, "high temperature" may mean 50 ℃ or higher, 60 ℃ or higher, or 70 ℃ or higher, and may mean 90 ℃ or lower, 85 ℃ or lower, or 80 ℃ or lower.

In the present disclosure, "viscosity" refers to a measure of resistance of a fluid that is deformed by either shear stress or tensile stress. For example, the viscosity of the 1 st and 2 nd agents of the artificial skin forming agents affects the thickness, ductility, and uniformity and/or consistency of the layers formed on the substrate. The viscosity can be used as dynamic viscosity (alias, absolute viscosity, representative units are Pa.s, poise, P, cP.) and kinematic viscosity (representative units are cm) ² S, stokes, st, cst. ) Reported as the kinematic viscosity is the dynamic viscosity divided by the density of the fluid being measured. The viscosity ranges of the components disclosed herein are generally provided by the suppliers of the components as units of kinematic viscosity (e.g., cst) measured using a rheometer or candelan-finsk (Cannon-Fenske) tube viscometer, but the viscosity of the fluid may also be measured using, for example, a rheometer (e.g., a linear shear rheometer or dynamic shear rheometer) or a viscometer (also known as a viscometer, such as a capillary viscometer or a rotary viscometer).

The term "crosslinking" in the present disclosure also includes the concept of "curing" in general.

In the present disclosure, the term "body surface" refers to the skin surface of the body.

Oil-in-water emulsion composition

The oil-in-water emulsion composition (sometimes simply referred to as "composition") containing a platinum catalyst of the present disclosure is excellent in storage stability at high temperatures of the platinum catalyst.

In several embodiments, the compositions of the present disclosure may obtain a D-rating, a C-rating, a B-rating, or an a-rating in a storage stability test described below at least one temperature selected from 50 ℃, 60 ℃, and 70 ℃ and at least one period selected from after 8 hours, after 1 day, after 7 days, and after 14 days.

In several embodiments, for example, the oil-in-water emulsion composition of the present disclosure may be 5,000cst or more, 6,000cst or more, 7,000cst or more, or 8,000cst or more, from the viewpoint of usability, emulsion stability, storage stability of a platinum catalyst, and the like, immediately after the composition is prepared. The upper limit of the viscosity is not particularly limited, and may be, for example, 20,000cst or less, 18,000cst or less, or 15,000cst or less. The viscosity was measured at 25℃for 60 seconds using a B-type viscometer (manufactured by Zhi Pu Tem co., ltd., in the case of a bead) under conditions of 12 revolutions per minute (rotor No.3 or No. 4).

Dispersion medium

The dispersion medium in the oil-in-water emulsion composition of the present disclosure comprises water.

(Water)

The mixing amount of water is not particularly limited, and may be 15 mass% or more, 20 mass% or more, 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, or 90 mass% or less, 80 mass% or less, 70 mass% or less, 60 mass% or less, or 50 mass% or less, with respect to the total amount of the composition, for example, from the viewpoints of usability, emulsion stability, storage stability of the platinum catalyst, and the like.

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

Oil drop

The oil droplets, which are the oil phase or the dispersed phase in the oil-in-water emulsion composition, contain an oil component, an emulsifier, and a catalyst.

(oil content)

The blending amount of the oil component is not particularly limited, and may 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, or 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, with respect to the total amount of the composition, for example, from the viewpoints of usability, emulsion stability, storage stability of the platinum catalyst, and the like.

The oil component is not particularly limited, and examples thereof include liquid oils and fats, solid oils and fats, waxes, hydrocarbon oils, silicone oils, polar oils, and the like. The oil component may be used alone or in combination of two or more. Among them, silicone oil is preferable from the viewpoint of compatibility with 1, 3-divinyl tetramethyl disiloxane which is disposed in the catalyst mixed in the oil droplets. The proportion of the silicone oil in the oil is not particularly limited, and is preferably 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, based on the total amount of the oil. The upper limit of the ratio is not particularly limited, and may be, for example, 100 mass% or less, less than 100 mass%, 98 mass% or less, or 95 mass% or less.

a. 1 st unsaturated organopolysiloxane

The composition of the present disclosure contains, as an oil component, a 1 st unsaturated organopolysiloxane as one of silicone oils. The 1 st unsaturated organopolysiloxane also has a function as a dispersant for a platinum catalyst.

The 1 st unsaturated organopolysiloxane is not particularly limited as long as it exhibits the property of improving the storage stability of the catalyst, and for example, at least one unsaturated organopolysiloxane selected from the group consisting of an organopolysiloxane having a vinyl group, an organopolysiloxane terminated with a vinyl group, and an organopolysiloxane having a branched chain terminated with a vinyl group can be used.

Specifically, examples thereof include vinyl-terminated polydimethylsiloxane, vinyl-terminated diphenylsiloxane-dimethylsiloxane copolymer, vinyl-terminated polyphenylmethylsiloxane, vinyl-terminated vinylphenylmethylsiloxane-phenylmethylsiloxane copolymer, vinyl-terminated trifluoropropylmethylsiloxane-dimethylsiloxane copolymer, vinyl-terminated diethylsiloxane-dimethylsiloxane copolymer, vinyl-methylsiloxane-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, vinyl methylsiloxane terpolymer, and vinylmethoxysilane homopolymer. The 1 st unsaturated organopolysiloxane may be used alone or in combination of two or more. Among them, vinyl-terminated polydimethylsiloxane is preferred from the viewpoints of the performance of supplementing the ligand to the catalyst, the storage stability of the catalyst accompanying this, and the like, and divinyl polydimethylsiloxane and 1, 3-divinyl tetramethyl disiloxane are more preferred. In the present disclosure, "terminal" refers to either one or both of one and two terminals. In the case of distinguishing them, for example, it may be expressed as "vinyl one terminal", "vinyl two terminals".

In the emulsion composition of the present disclosure, the 1 st unsaturated organopolysiloxane is contained so that the mass ratio of the 1 st unsaturated organopolysiloxane to the total amount of platinum in a platinum coordination compound described later becomes 200 or more. Such 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. The upper limit of the mass ratio is not particularly limited, and may 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. If the 1 st unsaturated organopolysiloxane is compounded in such a ratio, if 1, 3-divinyl tetramethyl disiloxane as a ligand is detached from platinum, the 1 st unsaturated organopolysiloxane can be used to supplement the position predominantly. As a result, the storage stability of the catalyst at high temperatures can be improved.

The blending ratio of the 1 st unsaturated organopolysiloxane in the oil component is preferably 50 mass% or more, 60 mass% or more, 70 mass% or more, 80 mass% or more, or 90 mass% or more with respect to the total amount of the oil component, from the viewpoints of the performance of supplementing the ligand to the catalyst, the storage stability of the catalyst accompanying the same, and the like. The upper limit of the ratio is not particularly limited, and may be, for example, 100 mass% or less, less than 100 mass%, 98 mass% or less, or 95 mass% or less.

The 1 st unsaturated organopolysiloxane can indirectly be given its size with viscosity. That is, it can be said that if the viscosity is small, the size thereof is also small, and if the viscosity is large, the size thereof is also large. From the viewpoints of the ligand replenishing performance of the catalyst, the storage stability of the catalyst accompanying this, and the like, the viscosity of the 1 st unsaturated organopolysiloxane at 25 ℃ is preferably less than 1,000cst, 700cst or less, 500cst or less, or 300cst or less, preferably 50cst or more, 100cst or more, or 150cst or more. The viscosity was measured by using a B-type viscometer (manufactured by Zhi Pu Tex, seismetan) at 25℃for 12 revolutions per minute (rotor No.3 or No. 4) for 60 seconds.

In the case of using such a 1 st unsaturated organopolysiloxane having a low viscosity of less than 1,000cst, the mass ratio of the 1 st unsaturated organopolysiloxane having a low viscosity of less than 1,000cst to the total amount of platinum in the platinum coordination compound is preferably more 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. The upper limit of the mass ratio is not particularly limited, and may 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.

As the 1 st unsaturated organopolysiloxane, an unsaturated organopolysiloxane having a viscosity of 50cst or more and less than 1,000cst at 25℃is preferably used, and for example, an unsaturated organopolysiloxane having a viscosity of less than 50cst at 25℃and/or an unsaturated organopolysiloxane having a viscosity of 1,000cst or more may be used or used in combination. In the case of the combination, the blending ratio of the 1 st unsaturated organopolysiloxane to the 50cst or more and less than 1,000cst may 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, and may be less than 100 mass%, 98 mass% or less, or 95 mass% or less, based on the total amount of the 1 st unsaturated organopolysiloxane.

b. Other silicone oils

The silicone oil other than the 1 st unsaturated organopolysiloxane is not particularly limited, and for example, chain silicones such as dimethylpolysiloxane (polydimethylsiloxane), methylphenyl polysiloxane, methyl hydrogen-containing polysiloxane, and the like can be used; and cyclic silicones such as octamethyl cyclotetrasiloxane, decamethyl cyclopentasiloxane, and dodecamethyl cyclohexasiloxane. Other silicone oils may be used alone or in combination of two or more.

(emulsifier)

The term "emulsifier" as used herein means an agent having an emulsifying function (surface active property), and also includes an agent generally called a surfactant.

The mixing amount of the emulsifier is not particularly limited, and may be, for example, 0.01 mass% or more, 0.05 mass% or more, 0.1 mass% or more, or 0.2 mass% or more, or may be 5 mass% or less, 4 mass% or less, 3 mass% or less, 2 mass% or less, or 1 mass% or less, with respect to the total amount of the composition, from the viewpoints of emulsion stability, storage stability of the platinum catalyst, and the like.

As the emulsifier, for example, an anionic, cationic, amphoteric, or nonionic emulsifier can be used. The emulsifier may be used alone or in combination of two or more.

Among the emulsifiers, a polymer emulsifier is preferable from the viewpoint of storage stability of the platinum catalyst and the like. The polymer emulsifier may be an emulsifier (surfactant) having a large molecular weight and a low emulsifying ability, as compared with a general emulsifier (surfactant). In order to improve the emulsion stability, an emulsifier having a high emulsifying ability is generally used. The present inventors have found that, in the case of an emulsion composition containing a specific platinum catalyst, unexpectedly, when a polymer emulsifier having a relatively low emulsifying ability is used, the storage stability of the platinum catalyst is more excellent. The principle is not clear, but the following effect is considered to be further improved in the storage stability of the platinum catalyst by using the polymer emulsifier.

If an emulsifier (surfactant) having a high emulsifying ability is used in addition to the polymer emulsifier, the emulsified composition is usually stabilized because the emulsified particles are thinned. However, 1, 3-divinyl tetramethyl disiloxane of the platinum catalyst used in the present disclosure coordinates to the surface of the catalyst. As a result, since the emulsifier having a high emulsifying ability acts to abstract such a platinum catalyst from the oil phase to the water phase, it is considered that the platinum catalyst moving toward the water phase side becomes unstable and aggregates, and is liable to be blackened. On the other hand, a polymer emulsifier having a low emulsifying ability is considered to be capable of stably storing the platinum catalyst in the oil phase because the platinum catalyst has a low abstraction effect into the water phase.

The weight average molecular weight of the polymer emulsifier may 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, and the like. The upper limit of the weight average molecular weight of the polymer emulsifier is not particularly limited, and may 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 was determined by GPC (gel permeation chromatography) under the following conditions, using a 0.5% solution prepared by dissolving the emulsifier in N, N-Dimethylformamide (DMF):

Column: 2 alpha-M (manufactured by Showa electric Co., ltd.) were used in series.

Eluent: 60mmol/L H ₃ PO ₄ DMF solution with LiBr of 50mmol/L

Flow rate: 1.0 mL/min

Column temperature: 40 DEG C

A detector: RI (RI)

Standard curve: is made of polystyrene.

The polymer emulsifier is not particularly limited, and examples thereof include at least one selected from (acrylic acid (ester)/alkyl (C10-30) acrylate) crosslinked polymers, (acryl-dimethyl taurate ammonium/behenate methacrylate polyether-25) crosslinked polymers, (acryl-hydroxy ethyl ester/acryl-dimethyl taurate sodium) copolymer, PEG-modified crosslinked polymer/copolymer siloxane, polyether-modified crosslinked polymer/copolymer siloxane, and polyoxyethylene. Among them, from the viewpoints of emulsion stability, storage stability of the platinum catalyst, and the like, (acrylic acid (esters) and alkyl (C10-30) acrylate) crosslinked polymers are preferable.

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

The weight average molecular weight of a general emulsifier (surfactant) other than the polymer emulsifier may be less than 500, 450 or 400 or less, and may be 100 or more, 150 or more, or 200 or more.

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

(catalyst)

The emulsion composition of the present disclosure contains at least a platinum coordination compound coordinated to 1, 3-divinyl tetramethyl disiloxane as a catalyst, represented by the following formula 1:

the content of such a platinum coordination compound 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, based on the total amount of the composition. The upper limit of the content is not particularly limited, but 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.

The content of platinum itself in the platinum coordination compound 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 with respect 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.

The emulsion composition of the present disclosure may contain other catalysts in addition to the above platinum coordination compound within a range that does not affect the effects of the present disclosure.

Examples of the other catalyst include a group VIII metal catalyst such as a platinum catalyst, a rhodium catalyst, a palladium catalyst, a cobalt catalyst, a nickel catalyst, a ruthenium catalyst, an osmium catalyst, and an iridium catalyst, and a group IVA metal catalyst such as a germanium catalyst and a tin catalyst, in addition to the above platinum coordination compound. The other catalysts may be used alone or in combination of two or more.

Examples of the platinum catalyst other than the above platinum coordination compound include platinum carbonyl cyclovinylmethylsiloxane coordination compound, platinum octanal/octanol coordination compound, and other Pt (0) catalysts such as a cassiterite catalyst, a platinum-alcohol coordination compound, a platinum-alkoxide coordination compound, a platinum-ether coordination compound, a platinum-aldehyde coordination compound, a platinum-ketone coordination compound, a platinum-halogen coordination compound, a platinum-sulfur coordination compound, a platinum-nitrogen coordination compound, a platinum-phosphorus coordination compound, a platinum-carbon double bond coordination compound, a platinum carbon triple bond coordination compound, a platinum-imide coordination compound, a platinum-amide coordination compound, a platinum-ester coordination compound, a platinum-phosphate coordination compound, a platinum-thiol ester coordination compound, a platinum lone pair coordination compound, a platinum-aromatic coordination compound, a platinum pi-electron coordination compound, and combinations thereof.

Examples of the rhodium catalyst include rhodium tri (dibutyl sulfide) trichloride and rhodium trichloride hydrate.

Examples of the tin catalyst include tin (II) octoate, tin (II) neodecanate, dibutyltin diisooctylmaleate, di-n-butylbis (2, 4-pentanedione) tin, di-n-butylbutylbutyltin chloride, bis-n-butyltin oxide, dibutyltin dilaurate, dimethyltin dineodecanoate, dimethylhydroxy (oleic) tin, and tin (II) oleate.

The mixing amount of the catalyst other than the platinum coordination compound may be less than 50 mass%, 30 mass% or less, 10 mass% or less, 5 mass% or less, or 1 mass% or less with respect to the total amount of the catalyst. From the viewpoints of emulsion stability, storage stability of the platinum catalyst, and the like, other catalysts are preferably not included in the emulsion composition.

Optional ingredients

The oil-in-water emulsion composition of the present disclosure can appropriately mix various components within a range that does not affect the effects of the present disclosure. Examples of such optional components include a water-soluble drug, a buffer, a discoloration inhibitor, a preservative, a spray, an organic powder, a pigment, a dye, a pigment, a perfume, and the like which can be used in, for example, a humectant, a softener, a thickener, a water-soluble polymer, an oil-soluble polymer, a film former such as siliconized polysaccharide, a higher fatty acid such as isostearic acid, a metal ion blocking agent, a lower alcohol such as ethanol, a higher alcohol such as stearyl alcohol, a polyhydric alcohol such as 1, 3-butanediol, various extracts, a sugar, an amino acid, an organic amine, a chelating agent, an ultraviolet absorber, a pH adjuster, a skin nutrient, a vitamin, a drug, a quasi-drug, a cosmetic, and the like. The optional ingredients may be used singly or in combination of two or more.

Artificial skin Forming agent

The oil-in-water emulsion compositions of the present disclosure described above may be used for a variety of purposes. The oil-in-water emulsion composition of the present disclosure is not limited to the following applications, but is suitable for use in applications in which it is desired to prevent a change in color tone, for example, as the 2 nd agent of an artificial skin forming agent containing the 1 st agent and the 2 nd agent, because the platinum catalyst is excellent in storage stability and can reduce or suppress a problem such as discoloration. Such an artificial skin forming agent can form an artificial skin by, for example, applying the 1 st agent to a body surface to form a 1 st agent layer, and then applying the 2 nd agent to the 1 st agent layer to crosslink the 1 st agent layer.

In several embodiments, the application performance of the artificial skin forming agent can be evaluated by using the viscosity of the device using a B-type viscometer (manufactured by the division of Pu). The viscosity of the 1 st and 2 nd agents in the artificial skin forming agent of the present disclosure, as measured under the conditions of 25 ℃ and 60 revolutions per minute (rotor No.3 or No. 4), may be, for example, 100mpa·s or more, 500mpa·s or more, 1,000mpa·s or more, 2,000mpa·s or more, 5,000mpa·s or more, 7,500mpa·s or more, 10,000mpa·s or more, or 15,000mpa·s or more, may be 1,000,000mpa·s or less, 750,000mpa·s or less, 500,000mpa·s or less, 250,000mpa·s or less, 200,000mpa·s or less, 175,000mpa·s or less, 150,000mpa·s or less, 125,000mpa·s or less, 100,000mpa·s or less. Among them, the artificial skin forming agent preferably has a viscosity of 20,000mpa·s or less, 15,000mpa·s or less, or 10,000mpa·s or less, preferably a viscosity of 3,000mpa·s or more, 5,000mpa·s or more, or 7,000mpa·s or more, from the viewpoints of smooth coating performance, suppression of dripping from a liquid of the skin, and the like.

Further, in several embodiments, from the viewpoints of smooth coating performance, suppression of liquid dripping from the skin, and the like, the viscosity after 2 weeks of the 1 st agent and the 2 nd agent in the artificial skin forming agent of the present disclosure measured under the condition of 25 ℃ at 60 revolutions per minute (rotor No. 3) is preferably 50,000mpa·s or less, 30,000mpa·s or less, or 15,000mpa·s or less, preferably 5,000mpa·s or more, 7,000mpa·s or more, or 10,000mpa·s or more.

In several embodiments, the membranous performance of the artificial skin can be evaluated, for example, by the presence or absence of rupture of the artificial skin upon peeling from the skin. For example, if the applied artificial skin breaks up to 15%, 10%, or 5% or less as a whole, it can be said that the coating film performance is excellent. The lower limit of the fracture is not particularly limited, and may be, for example, 0% or more than 0%. The film performance can also be evaluated by tensile strength, elongation at break, and the like, which will be described later.

Dose 1

Agent 1, which comprises the artificial skin forming agent of the present disclosure, comprises an unsaturated organopolysiloxane 2, and a hydride-functional polysiloxane.

The 1 st agent may be in the form of, for example, anhydrous or may be in the form of an oil-in-water or water-in-oil emulsion, but the 1 st agent is advantageously in the form of anhydrous from the viewpoints of drying property, crosslinking property, and the like after the 1 st agent is applied to the body surface.

Anhydrous forms can be stored for a longer period of time than emulsions having similar components, since no storage agent for bacteria or mold is usually required. Here, the term "anhydrous" in the present disclosure means that the content of water is low, that is, 10 mass% or less, 5 mass% or less, 2 mass% or less, 1 mass% or less, or 0.1 mass% or less, in addition to the case where water is not included in the composition.

Since the 1 st agent is applied to the body surface by coating or the like, it is preferable to have a glass transition temperature of not more than body temperature from the viewpoint of coating performance. For example, the glass transition temperature may be 37 ℃ or less, 25 ℃ or less, 10 ℃ or less, or 0 ℃ or less. The lower limit of the glass transition temperature is not particularly limited, and may be, for example, -30 ℃ or higher, -20 ℃ or higher, or-10 ℃ or higher. The "glass transition temperature" herein means a temperature at which transition from a solid state to a liquid state occurs, and can be measured, for example, using a Differential Scanning Calorimeter (DSC) according to ASTM D3418-03.

(2 nd unsaturated organopolysiloxane)

The 2 nd unsaturated organopolysiloxane is not particularly limited, and examples thereof include one or more organopolysiloxanes having at least 2 carbon-carbon double bonds or at least 1 carbon-carbon triple bond in the molecule. As the 2 nd unsaturated organopolysiloxane, there may be preferably mentioned one or more organopolysiloxanes having an average of at least 2 alkenyl functional groups and a viscosity of 10,000 to 2,000,000cst at 25 ℃. Here, in the present disclosure, "carbon-carbon double bond" and "carbon-carbon triple bond" are sometimes simply referred to as "double bond" and "triple bond". The 2 nd unsaturated organopolysiloxane may be used alone or in combination of two or more.

Such organopolysiloxanes may contain double or triple bonds in terminal units of the polymer, in non-terminal monomer units of the polymer, or in combinations thereof, with inclusion in non-terminal monomer units of the polymer being preferred.

In certain embodiments, the monomer units containing double bonds in the organopolysiloxane may be on average 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 apart.

In one embodiment, the amount of the monomer unit containing a double bond or a triple bond of the organopolysiloxane having a double bond or a triple bond may be, for example, 0.01 mass% or more or 0.03 mass% or more, and may be 2 mass% or less or 0.6 mass% or less.

In one embodiment, the organopolysiloxane having double or triple bonds may have a vinyl equivalent weight of, for example, 0.005 or more or 0.01 or more, and may have a vinyl equivalent weight of 0.5 or less or 0.25 or less per 1 kg. The approximate molar amount of double or triple bonds in the organopolysiloxane can be calculated based on the average molecular weight of the organopolysiloxane. The average molecular weight or molecular mass of each component in the artificial skin forming agent disclosed in the present specification is generally provided by the supplier of each component, and may be represented by a unit of daltons (Da) or g/mol equivalent thereto.

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

In one embodiment, the 2 nd unsaturated organopolysiloxane may have an average molecular weight of 60,000Da to 500,000 Da. The lower limit of the average molecular weight is preferably 72,000Da or more, 84,000Da or more, 96,000Da or more, or 100,000Da or more, more preferably 140,000Da or more, or 150,000Da or more. The upper limit of the average molecular weight is preferably 200,000Da or less, 190,000Da or less, 180,000Da or 170,000Da or less, more preferably 160,000Da or less, and still more preferably 155,000Da or less.

The 2 nd unsaturated organopolysiloxane is, for example, at least one selected from the group consisting of an organopolysiloxane having a vinyl group, an organopolysiloxane terminated with a vinyl group, and an organopolysiloxane having a branched chain terminated with a vinyl group.

As such a 2 nd unsaturated organopolysiloxane, specifically, at least one selected from the group consisting of vinyl-terminated polydimethylsiloxane, vinyl-terminated diphenylsiloxane-dimethylsiloxane copolymer, vinyl-terminated polyphenylmethylsiloxane, vinyl-terminated vinylphenylsiloxane-phenylmethylsiloxane copolymer, vinyl-terminated trifluoropropylmethylsiloxane-dimethylsiloxane copolymer, vinyl-terminated diethylsiloxane-dimethylsiloxane copolymer, vinyl-methylsiloxane-dimethylsiloxane copolymer, trimethylsiloxy-terminated vinylmethylsiloxane-dimethylsiloxane copolymer, silanol-terminated vinylmethylsiloxane-dimethylsiloxane copolymer, vinylmethylsiloxane homopolymer, vinyl T-structural polymer, monovinyl-terminated polydimethylsiloxane, vinylmethylsiloxane terpolymer, and vinylmethoxysilane homopolymer may be employed, for example. Among them, vinyl-terminated polydimethylsiloxane is preferable, and divinyl polydimethylsiloxane and 1, 3-divinyl tetramethyl disiloxane are more preferable.

The amount of the 2 nd unsaturated organopolysiloxane in the 1 st agent is not particularly limited as long as it is appropriately adjusted according to the desired film properties and the like. For example, the amount of the 2 nd unsaturated organopolysiloxane to be blended may be 5 mass% or more, 10 mass% or more, 20 mass% or more, 30 mass% or more, 35 mass% or more, or 40 mass% or more, or 90 mass% or less, 80 mass% or less, 70 mass% or less, 60 mass% or less, 50 mass% or less, or 45 mass% or less, based on the entire 1 st agent.

(hydride functional polysiloxanes)

The hydride functional polysiloxane is not particularly limited, and examples thereof include compounds represented by the following formula 2. The hydride functional polysiloxanes may be used singly or in combination of two or more kinds thereof.

In formula 2, R ^1b 、R ^2b 、R ^3b 、R ^4b 、R ^5b 、R ^6b 、R ^7b 、R ^8b 、R ^9b And R is ^10b Each independently selected from hydrogen atoms, C _1-20 Alkyl, C _2-20 Alkenyl, C _5-10 Aryl, hydroxy, or C _1-20 In the alkoxy group, m and n are each independently an integer of 10 to 6000. Wherein R is ^1b 、R ^2b 、R ^3b 、R ^4b 、R ^5b 、R ^6b 、R ^7b 、R ^8b 、R ^9b And R is ^10b At least 1 of which is a hydrogen atom.

In several embodiments, R ^1b 、R ^2b 、R ^3b 、R ^4b 、R ^5b 、R ^6b 、R ^7b 、R ^8b 、R ^9b And R is ^10b At least 1 of them being hydrogen atoms, the remainder being C _1-20 An alkyl group.

In several embodiments, R ^1b 、R ^2b 、R ^3b 、R ^4b 、R ^5b 、R ^6b 、R ^7b 、R ^8b 、R ^9b And R is ^10b Is a hydrogen atom (e.g., 2 Si-H units per molecule of the functionalized hydride polysiloxane).

In other embodiments, R ^1b 、R ^2b 、R ^3b 、R ^4b 、R ^5b 、R ^6b 、R ^7b 、R ^8b 、R ^9b And R is ^10b Is a hydrogen atom (e.g., 3 Si-H units per molecule of the functionalized hydride polysiloxane).

In several embodimentsWherein R is ^1b 、R ^2b 、R ^3b 、R ^4b 、R ^5b 、R ^6b 、R ^7b 、R ^8b 、R ^9b And R is ^10b At least 2 of which are hydrogen atoms (e.g., 2 Si-H units per molecule of the functionalized hydride polysiloxane), the remainder being C _1-20 An alkyl group.

In other embodiments, R ^1b 、R ^2b 、R ^3b 、R ^4b 、R ^5b 、R ^6b 、R ^7b 、R ^8b 、R ^9b And R is ^10b At least 3 of which are hydrogen atoms (e.g., 3 Si-H units per molecule of the functionalized hydride polysiloxane), the remainder being C _1-20 An alkyl group.

In several embodiments, R ^4b 、R ^5b 、R ^9b And R is ^10b At least 2 of which are hydrogen atoms (e.g., 2 Si-H units per molecule of the functionalized hydride polysiloxane), the remainder being C _1-20 An alkyl group.

In other embodiments, R ^4b 、R ^5b 、R ^9b And R is ^10b At least 3 of which are hydrogen atoms (e.g., 3 Si-H units per molecule of the functionalized hydride polysiloxane), the remainder being C _1-20 An alkyl group.

In several embodiments, the sum of m and n is an integer from 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.

In several embodiments, as the hydride functional polysiloxane, there may be mentioned an organopolysiloxane which is not terminal and/or terminal and is hydrogenated, and further, there may be mentioned one or more organopolysiloxanes which are composed of one or more organopolysiloxanes having at least 2 Si-H units in the molecule, preferably one or more organopolysiloxanes which have an average of at least 2 Si-H units and have a viscosity of 2 to 100,000cst at 25 ℃.

In certain embodiments, the organopolysiloxane having Si-H units can comprise such Si-H units in terminal units of the polymer, in non-terminal monomer units of the polymer, or a combination thereof. Wherein the Si-H units are preferably packagedNon-terminal monomer units contained in the polymer. The hydride functional polysiloxane in this case may be alkyl-terminated. For example, in formula 2, R ^2b And R is ^7b One or two of them may be C _1-20 An alkyl group.

In one embodiment, in formula 2, R ^1b 、R ^2b 、R ^3b 、R ^6b 、R ^7b And R is ^8b In which 1, 2, 3, 4, 5 or 6 may be C _1-20 An alkyl group.

In one embodiment, R ^1b 、R ^2b 、R ^3b 、R ^4b 、R ^5b 、R ^6b 、R ^7b 、R ^8b And R is ^10b Respectively C _1-20 Alkyl radicals such as C ₁ Alkyl (e.g., methyl), R ^9b May be a hydrogen atom.

In one embodiment, R ^1b 、R ^2b 、R ^3b 、R ^4b 、R ^5b 、R ^6b 、R ^7b 、R ^8b And R is ^9b Respectively C _1-20 Alkyl radicals such as C ₁ Alkyl (e.g., methyl), R ^10b May be a hydrogen atom.

In one embodiment, the Si-H containing monomer units in the organopolysiloxane may be on average 1 monomer unit or more, 2 monomer units or more, 5 monomer units or more, 10 monomer units or more, 20 monomer units or more, 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 apart.

In one embodiment, the amount of si—h containing monomer units of the organopolysiloxane having si—h units may be 0.003 mass% or more, 0.01 mass% or more, 0.1 mass% or more, 1 mass% or more, 3 mass% or more, 5 mass% or more, 10 mass% or more, 20 mass% or more, or 26 mass% or more, and further may be 50 mass% or less, 45 mass% or less, 40 mass% or less, 35 mass% or less, 30 mass% or less, or 27 mass% or less.

In one embodiment, the organopolysiloxane having Si-H units may have a Si-H content of 0.1mmol/g or more, 0.5mmol/g or more, 1mmol/g or more, 2mmol/g or more, 3mmol/g or more, or 4mmol/g or more, and may be 20mmol/g or less, 10mmol/g or less, 9mmol/g or less, 8mmol/g or less, 7mmol/g or less, 6mmol/g or less, or 5mmol/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.

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

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

The hydride-functional polysiloxane is not limited to, and for example, 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 may be employed. Among them, hydride terminal polydimethylsiloxane is preferable, and hydrogenated polydimethylsiloxane is more preferable.

The mixing amount of the hydride-functional polysiloxane in the 1 st agent is not particularly limited as long as it is appropriately adjusted according to the desired film properties and the like. For example, the amount of the hydride-functional polysiloxane to be blended may be 1 mass% or more, 3 mass% or more, or 5 mass% or more, 75 mass% or less, 60 mass% or less, 50 mass% or less, 40 mass% or less, 30 mass% or less, 20 mass% or less, or 10 mass% or less, based on the entire 1 st agent.

(other polymers)

Agent 1 may optionally comprise other polymers. The other polymers may be used singly or in combination of two or more.

In one embodiment, the other polymer may have a viscosity of 0.7cst to 50,000cst at 25 ℃. The lower limit of the viscosity may be 1cst or more, 6cst or more, 10cst or more, 20cst or more, 50cst or more, 100cst or more, 200cst or more, 300cst or more, 400cst or more, 750cst or more, 1,000cst or more, 1,500cst or more, 2,000cst or more, 2,500cst or more, 3,000cst or more, 3,500cst or more, or 4000cst or more. The upper limit of the viscosity may be 45,000cst or less, 40,000cst or less, 35,000cst or less, 30,000cst or less, 25,000cst or less, 20,000cst or less, 15,000cst or less, 12,000cst or less, 10,000cst or less, 5,000cst or less, 4,000cst or less, 2,000cst or less, 1,500cst or less, or 1,000cst or less.

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

As the other polymer, there may be preferably mentioned one or more organopolysiloxanes having an average of at least 1 alkenyl functional group and a viscosity of 0.7 to 50,000cst at 25 ℃.

Specifically, as the other polymer, for example, at least one selected from the following substances can be employed: vinyl-terminated polydimethylsiloxane, vinyl-terminated diphenylsiloxane-dimethylsiloxane copolymer, vinyl-terminated polyphenylmethylsiloxane, vinyl-terminated vinylphenylsiloxane-phenylmethylsiloxane copolymer, vinyl-terminated trifluoropropylmethylsiloxane-dimethylsiloxane copolymer, vinyl-terminated diethylsiloxane-dimethylsiloxane copolymer, vinyl methylsiloxane-dimethylsiloxane copolymer, trimethylsiloxy-terminated vinylmethylsiloxane-dimethylsiloxane copolymer, silanol-terminated vinylmethylsiloxane-dimethylsiloxane copolymer, vinyl-terminated vinylrubber, vinyl-methylsiloxane homopolymer, vinyl T-structured polymer, vinyl Q-structured polymer, unsaturated organic polymer (for example, unsaturated fatty alcohol, unsaturated fatty acid, unsaturated fatty ester, unsaturated fatty amide, unsaturated fatty urethane, unsaturated fatty urea, ceramide, crocetin, lecithin, and sphingosine), monovinyl-terminated polydimethylsiloxane, vinylmethylsiloxane terpolymer, vinyl methoxysilane homopolymer, vinyl-terminated polysiloxane, and alkoxy-terminated polysiloxane. Among them, vinyl-terminated polydimethylsiloxane is preferable, and divinyl polydimethylsiloxane and 1, 3-divinyl tetramethyl disiloxane are more preferable.

The blending amount of the other polymer in the 1 st agent is not particularly limited as long as it is appropriately adjusted according to the required film properties and the like. For example, the amount of the other polymer to be blended may be 0.01 mass% or more, 0.1 mass% or more, 0.3 mass% or more, or 0.5 mass% or more, and may be 20 mass% or less, 15 mass% or less, or 10 mass% or less, based on the entire 1 st agent.

2 ratio of functional groups in unsaturated organopolysiloxane, hydride-functional polysiloxane, other Polymer

In one embodiment, the molar ratio of si—h functional groups derived from the hydride functional polysiloxane to alkenyl functional groups derived from the 2 nd unsaturated organopolysiloxane is preferably 60:1 to 1:5, more preferably 45:1 to 15:1.

in one embodiment, the molar ratio of si—h functional groups derived from the hydride functional polysiloxane to alkenyl functional groups derived from the other polymer is preferably 60:1 to 1:5, more preferably 45:1 to 15:1.

in one embodiment, the molar ratio of alkenyl functionality derived from the 2 nd unsaturated organopolysiloxane to alkenyl functionality derived from other polymers is preferably 100:1 to 1:100, more preferably 10:1 to 1:10.

Dose 2

The oil-in-water emulsion composition of the present disclosure described above can be used as the 2 nd agent of the artificial skin forming agent. The catalyst contained in such a composition may promote crosslinking of the 2 nd unsaturated organopolysiloxane and the hydride-functional polysiloxane described above.

Optional ingredients

The artificial skin forming agent of the present disclosure may be compounded with 1 or more optional ingredients for the 1 st agent and/or the 2 nd agent within a range that does not affect the effects of the present disclosure.

The optional components are not particularly limited, and examples thereof include touch modifiers, adhesion modifiers, ductility enhancers, diluents, adhesion modifiers, emulsifiers, softeners, surfactants, solvents, film forming agents, moisturizers, storage agents, 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.

Examples of fillers include fillers selected from carbon, silver, mica, zinc sulfide, zinc oxide, titanium dioxide, aluminum oxide, clay, chalk, talc, calcite (e.g., caCO) ₃ ) At least one of barium sulfate, zirconium dioxide, polymer beads, silica (e.g., fumed silica, silicic acid, or anhydrous silica), silica aluminate, and calcium silicate, which may be subjected to a surface treatment. Such a filler can improve physical properties (for example, strength) of a coating film (artificial skin), and can also function as a viscosity regulator. Among them, the filler is preferably a silica surface-treated with a surface-treating agent such as hexamethyldisilazane, polydimethylsiloxane, hexadecylsilane, or methacrylic silane. In addition, fumed silica is also preferable, and for example, fumed silica surface-treated with hexamethyldisilazane or the like can be suitably used.

In one embodiment, the filler may have a particle size of 50 to 500m ² Specific surface area per gram. The specific surface area of the filler is preferably 100 to 350m ² Preferably from 135 to 250m ² And/g. The specific surface area of the filler can be calculated by the BET method.

In one embodiment, the filler may have an area equivalent particle size of 1nm to 20 μm. The area equivalent particle diameter of the filler is preferably 2nm to 1. Mu.m, more preferably 5nm to 50nm. Here, the area equivalent particle diameter of the filler may be, for example, a particle diameter in the case of converting into a circular particle having the same area as the projected area of the filler particles observed by a transmission electron microscope. The area equivalent particle diameter may be defined as an average value of 10 or more particles.

When the filler is blended with the 1 st agent, the blending amount thereof may be, for example, 1 mass% or more, 3 mass% or more, or 5 mass% or more, and 25 mass% or less, 15 mass% or less, or 10 mass% or less, with respect to the entire 1 st agent.

From the viewpoint of the reinforcing property of artificial skin and the like, the mass ratio of the total amount of the 2 nd unsaturated organopolysiloxane, the hydride-functional polysiloxane, and the other polymer to the filler may be 100:1 to 1:1, preferably 50: 1-2: 1, more preferably 15:1 to 3:1, further preferably 10:1 to 4:1, particularly preferably 5:1 to 9:1.

at least one selected from pigments, dyes and fillers among the optional ingredients is preferably compounded in the 1 st agent. In particular, in the case of pigments and dyes, when they are blended in the 2 nd agent, if the 2 nd agent is applied to the application surface of the 1 st agent, the middle thereof becomes hard, and the pigments or dyes are liable to be locally present, so that color unevenness may occur in some cases. From the viewpoint of suppressing color unevenness, it is advantageous that the pigment and the dye are compounded in the 1 st agent. In addition, in the 2 nd agent, pigments, dyes and fillers may be blended in such a range that color unevenness does not occur, but they are advantageously not contained in the 2 nd agent.

In certain embodiments, the compositions of the present disclosure may further be compounded with more than one agent for agent 1 and/or agent 2. Examples of such agents include cosmetic agents, therapeutic agents, stimulus-responsive agents, and drug delivery agents.

Examples of suitable cosmetic agents include moisturizers, ultraviolet absorbers, skin protectants, skin tranquilizers, skin lightening agents, skin luster agents, skin softeners, skin smoothening agents, skin bleaching agents, skin exfoliating agents, skin tightening agents, cosmetics, vitamins, antioxidants, cell signaling agents, cell regulators, cell interacting agents, skin sunscreens, anti-aging agents, anti-wrinkling agents, spot-lightening agents, alpha-hydroxy acids, beta-hydroxy acids, and ceramides.

Examples of suitable therapeutic agents include pain reliever, analgesic, antipruritic, anti-acne (e.g., β -hydroxy acid, salicylic acid, benzoyl peroxide), anti-inflammatory agents, antihistamines, corticosteroids, NSAIDs (non-steroidal anti-inflammatory drugs), antiseptics, antibiotics, antibacterial agents, antifungal agents, antiviral agents, antiallergic agents, anti-irritants, insect repellents, phototherapy agents, blood coagulants, antitumor agents, immune system enhancers, immune system inhibitors, coal tar, dithranol, fluocinolone acetonide, methotrexate, cyclosporine, pimecrolimus, tacrolimus, azathioprine, fluorouracil, ceramides, anti-irritants, and skin cooling compounds.

Examples of suitable agents include whitening agents, activators, blood circulation promoters, anti-inflammatory agents, antioxidants, enzymes, vitamins, hormonal agents, antibacterial agents, anti-seborrheic agents, amino acids and derivatives thereof, sugar alcohols and derivatives thereof, fat-soluble agents, agents subjected to fat-soluble treatment, and agents for hair care. These may be used singly or in combination.

Examples of the whitening agent 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; for example, L-ascorbic acid monoesters such as L-ascorbic acid monophosphate and L-ascorbic acid 2-sulfate, L-ascorbyl glucosides such as L-ascorbic acid 2-glucoside, or L-ascorbic acid such as salts thereof, and salts thereof or derivatives thereof; examples of the coagulating acid include tranexamic acid, a dimer of the coagulating acid (e.g., trans-4- (trans-aminomethylcyclohexanecarbonyl) aminomethylcyclohexanecarboxylic acid hydrochloride), an ester of the coagulating acid with hydroquinone (e.g., trans-4-aminomethylcyclohexanecarboxylic acid 4' -hydroxyphenyl ester), an ester of the coagulating acid with gentisic acid (e.g., 2- (trans-4-aminomethylcyclohexylcarbonyloxy) -5-hydroxybenzoic acid and salts thereof), an amide of the coagulating acid (e.g., trans-4-aminomethylcyclohexanecarboxylic acid methylamide and salts thereof, trans-4- (p-methoxybenzoyl) aminomethylcyclohexanecarboxylic acid and salts thereof, trans-4-guanidinomethyl cyclohexanecarboxylic acid and salts thereof), and salts thereof; ellagic acid and salts or derivatives thereof; salicylic acid and its salts or derivatives such as salicylic acid, 3-methoxysalicylic acid and its salts, 4-methoxysalicylic acid and its salts, 5-methoxysalicylic acid and its salts, etc.; alkyl resorcinol such as phenylethyl resorcinol, 4-n-butyl resorcinol, and resorcinol derivatives such as salts thereof; niacin such as nicotinamide and derivatives thereof; nucleotides such as adenosine and guanosine, or derivatives thereof.

As the activator, for example, royal jelly; a photosensitizer; cholesterol derivatives, and the like.

Examples of the blood circulation promoter include pelargonic vanillylamide; benzyl nicotinate; beta-butoxyethyl nicotinate; capsaicin; gingerol; cantharis tincture; ichthyol; tannic acid; alpha-borneol; tocopheryl nicotinate; phytic acid ester; cyclic mandelate; cinnarizine; tolazoline; acetylcholine derivatives; verapamil; cepharanthine; gamma-oryzanol; carpronium chloride, and the like.

As the anti-inflammatory agent, for example, tranexamic acid; thiotaurine; hypotaurine; glycyrrhizic acid derivatives; a glycyrrhetinic acid derivative; salicylic acid derivatives; hinokitiol; zinc oxide; allantoin, and the like.

Examples of the antioxidant include thiotaurine; glutathione; catechin; albumin; ferritin; metallothionein, and the like.

Examples of the enzyme include trypsin; chloridizing lysozyme; chymotrypsin; a semi-alkaline protease; serrateptidase; a lipase; hyaluronidase, and the like.

Examples of vitamins include vitamin B6; vitamin B6 derivatives such as vitamin B6 hydrochloride; vitamin B2; vitamin B12; nicotinic acid; niacinamide and other niacin derivatives; panthenol diethyl ether, and the like.

Examples of hormonal agents include oxytocin; corticotropin; vasopressin; pancreatic secretion; gastrin; calcitonin, etc.

As the antibacterial agent, resorcinol, for example, can be exemplified; sulfur; salicylic acid; zinc pyrithione; photosensitizer number 101; photosensitizer number 102; topiramate (qj) is a gasket; hinokitiol, and the like.

As the anti-seborrheic agent, for example, sulfur; and dimethylthianthrene.

Examples of the amino acid and the derivative thereof include serine; methionine; tryptophan; glycine; trimethylglycine; glycylglycine; 1-piperidinepropionic acid, and the like.

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

Methods of use of Artificial skin Forming Agents

The artificial skin forming agent of the present disclosure can be used, for example, for cosmetic use or medical use. Here, in the method of using the artificial skin forming agent of the present disclosure, a method of performing surgery, treatment, or diagnosis on a human is not included.

Examples of the method of using the agent for forming artificial skin of the present disclosure include a method of forming artificial skin by applying the 1 st agent to a body surface to form a 1 st agent layer, and then applying the 2 nd agent to the 1 st agent layer to crosslink the 1 st agent layer; a method of forming an artificial skin by applying the 2 nd agent to the body surface to form a 2 nd agent layer, and then applying the 1 st agent to the 2 nd agent layer to crosslink the 2 nd agent layer; alternatively, the 1 st and 2 nd agents are mixed to prepare a mixture, and the mixture is applied to a body surface to crosslink the mixture, thereby forming artificial skin. In view of obtaining uniform artificial skin with little unevenness, such a method of using is preferably a method of forming an artificial skin by applying the 1 st agent to a body surface to form a 1 st agent layer, and then applying the 2 nd agent to the 1 st agent layer to crosslink the 1 st agent layer. Here, the 1 st and 2 nd agents can be used as well.

The method may be performed 1 time, but may be performed a plurality of times on the artificial skin formed.

In several embodiments, the cosmetic may be applied to the body surface prior to the application of agent 1, agent 2, or a mixture comprising agent 1 and agent 2 to the body surface, or may be applied to the artificial skin after the artificial skin has been formed.

The cosmetic is not particularly limited, and for example, a skin care cosmetic such as a cosmetic liquid, a cosmetic lotion, and an emulsion, a sunscreen cosmetic (sunscreen cosmetic), or a make-up cosmetic such as foundation, gloss paint, lipstick, eye shadow, and nail polish can be used.

Furthermore, in several embodiments, the methods of using the artificial skin forming agents of the present disclosure may also be utilized as cosmetic methods. The term "cosmetic method" refers to a method of applying the artificial skin forming agent of the present disclosure to a body surface to form artificial skin, making the state of the body surface beautiful, or making the state of the body surface beautiful, and beautifying the body surface, unlike a method of performing surgery, treatment, or diagnosis on a human being.

The method of applying the 1 st agent or the 2 nd agent to the body surface, the cosmetic application layer, or the 1 st agent or the 2 nd agent is not particularly limited, and for example, a means of spreading with a finger or the like, spraying, transfer printing, or the like may be employed.

Application site

The artificial skin forming agent of the present disclosure may be applied to any place as long as it is on the surface of the skin in all parts of the body, i.e., on the body surface. For example, it can be suitably applied to the skin surface of the face (lips, eyes, nose, cheeks, forehead, etc.), neck, ear, hand, wrist, foot, leg, chest, abdomen, back, etc. Here, the skin also includes nails, etc., which are hardened by the change in the cuticle of the skin.

Artificial skin

Thickness

The thickness of the artificial skin prepared by using the artificial skin forming agent of the present disclosure is not particularly limited, and may be appropriately adjusted in consideration of, for example, air permeability, invisibility, compressibility, occlusion of skin, and the like. The thickness of the artificial skin may 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. The upper limit of the thickness is not particularly limited, and may 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 may be defined as an average value calculated by measuring the thickness of an arbitrary portion of the artificial skin 5 times using a high-precision digital micrometer (MDH-25 MB, manufactured by company, inc.).

Performance

The artificial skin prepared from the artificial skin forming agent of the present disclosure can give excellent results for various performances as shown below, for example.

(adhesive force)

In several embodiments, the resulting artificial skin may exhibit good adhesion to a body surface. Such adhesion can be evaluated by replacing the adhesion of artificial skin applied to a polypropylene sheet. As the adhesive force of the artificial skin on the polypropylene sheet, it is possible to achieve 2N/m or more, 5N/m or more, 8N/m or more, 10N/m or more, or 15N/m or more. The upper limit of the adhesive force is not particularly limited, and may be, for example, 200N/m or less, 100N/m or less, 80N/m or less, 50N/m or less, or 30N/m or less from the viewpoint of peelability from the skin or the like. Here, the adhesion force can be measured by the peel adhesion test according to ASTM C794 using a fin device.

(tensile Strength)

In several embodiments, the resulting artificial skin may exhibit good tensile strength. The tensile strength of the artificial skin may be 0.05MPa or more, 0.10MPa or more, 0.20MPa or more, or 0.50MPa or more. The upper limit of the tensile strength is not particularly limited, and may be, for example, 5.0MPa or less, 3.0MPa or less, 2.0MPa or less, or 1.0MPa or less. Here, the tensile strength can be measured by an extension tensile test according to ASTM D5083 using an Instron (Instron) device.

(elongation at break)

In several embodiments, the resulting artificial skin may exhibit good elongation at break. The elongation at break of the artificial skin may be 25% or more, 50% or more, 100% or more, 200% or more, or 400% or more. The upper limit of the elongation at break is not particularly limited, and may be, for example, 1,500% or less, 1,200% or less, 1,000% or less, 800% or less, or 600% or less. The elongation at break can be measured by an elongation tensile test according to ASTM D5083 using a bilrun device.

(oxygen transmittance)

In several embodiments, the resulting artificial skin may exhibit good oxygen transmission. As the oxygen permeability of the artificial skin, the artificial skin having a thickness of 300 μm can achieve 5X 10 ^-9 cm ³ /(cm ² S) or more, 5×10 ^-7 cm ³ /(cm ² S) or more, or 5X 10 ^-5 cm ³ /(cm ² S) above. The upper limit of the oxygen permeability is not particularly limited, and may be, for example, 5cm ³ /(cm ² S) or less, 0.5cm ³ /(cm ² S) or below, 5×10 ^-2 cm ³ /(cm ² S) or below, 5×10 ^-3 cm ³ /(cm ² S) or less, or 5X 10 ^-4 cm ³ /(cm ² S) is as follows. Here, the oxygen permeability can be measured by using a device of the type コ n (mocon) according to the oxygen permeability test of plastic films and sheets of ASTM F2622.

(Water vapor Transmission Rate)

In several embodiments, the resulting artificial skin may exhibit good water vapor transmission rates. As the water vapor permeability of the artificial skin, it was possible to achieve 1X 10 in the artificial skin having a thickness of 300. Mu.m ^-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 S) above. The upper limit of the water vapor permeability is not particularly limited, and may be, for example, 1.5X10 ^-1 cm ³ /(cm ² S) or below, 1.5X10 ^-2 cm ³ /(cm ² S) is 1×10 ^-4 cm ³ /(cm ² S) is 1×10 ^-5 cm ³ /(cm ² S) or 1×10 ^-6 cm ³ /(cm ² S) is as follows. The water vapor permeability can be measured by using a device of the order コ according to the water vapor permeability test of plastic films and sheets of ASTM F1249.

Package having artificial skin forming agent

The artificial skin forming agents of the present disclosure may be provided as a kit with the 1 st and 2 nd agents comprising such a composition. The kit may further include, in addition to the 1 st and 2 nd agents, for example, a member for facilitating application of the 1 st agent or the like to the body surface, or any of the above-mentioned various cosmetics or the like.

Examples of such optional members include instructions for use, brushes, cotton sticks, cutters, scissors, various cosmetics described above, cleaning agents for removing artificial skin from a body surface, and mirrors. Here, the "instruction manual" may include, in addition to general instructions for use, which are attached in the form of books in the package, for example, a substance in which an instruction manual is printed on a package container for housing the package or a package container such as a tube for injecting the 1 st dose or the like.

In one embodiment, the kit may include the 1 st and 2 nd agents in separate containers, or may include each of the 2 or more compartments in a container, for example, to prevent the 1 st and 2 nd agents from contacting. These encapsulated agents may be applied 1 at 1 time or may be mixed together before or at the time of use.

Examples

The present invention will be described in further detail with reference to examples, but the present invention is not limited to these examples. In the following, unless otherwise specified, the blending amount is represented by mass%.

Examples 1 to 12 and comparative examples 1 to 3: oil-in-water emulsion composition

The following evaluation was performed on the oil-in-water emulsion compositions obtained by the formulation shown in table 1 and the production method shown below, and the results are shown in table 1.

Evaluation method

(preservation stability test)

The prepared oil-in-water emulsion composition was put into a 50ml screw vial, and then stored separately in a constant temperature bath at 70℃for 8 hours and in a constant temperature bath at 50℃for 2 weeks, and the storage stability was visually evaluated based on the following evaluation criteria. Here, the evaluation until a to D can be regarded as pass, and the evaluation E can be regarded as fail.

A: no color change occurs compared to the composition immediately after manufacture.

B: the color change was slightly observed in the whole as compared with the composition immediately after the production.

C: the color change occurs as a whole, or in less than 1/4 of the area of the bottle, as compared with the composition immediately after the production.

D: the color was changed to black in the whole, but the color was changed to black in the whole as compared with the evaluation of C, or in the region of 1/4 or more and less than 1/2 of the bottle.

E: the color changes to black as a whole, or 1/2 or more of the area of the bottle changes to black.

Method for producing oil-in-water emulsion composition

Example 1

Using the formulation shown in table 1, an oil-in-water emulsion composition was produced by the following method. Here, the numbers shown below are identical to the numbers indicating the components on the left side of the prescription of table 1.

The materials of nos. 2 to 6 were added to a part of the ion-exchanged water of No.1, and the materials were uniformly mixed to prepare an aqueous phase portion 1.

To the divinyl polydimethylsiloxane of No.13, the materials of No.8 and 10 were added, and the materials were uniformly mixed to prepare an oil phase portion.

The oil phase portion was added to the water phase portion 1, and the mixture was uniformly mixed to prepare a pre-emulsion. To this pre-emulsion, the remaining portion of ion-exchanged water of No.1 and the aqueous phase portion 2 prepared by mixing the materials of Nos. 17 to 19 were added and uniformly mixed to prepare an oil-in-water emulsion composition of example 1.

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 shown in table 1 was changed.

Results

From the results of comparative examples 1 to 3 in Table 1, it was found that when the mass ratio of the 1 st unsaturated organopolysiloxane to the total amount of platinum was less than 200, the composition was black under any conditions, and the storage stability was poor. On the other hand, the compositions of examples 1 to 12, in which the mass ratio of the 1 st unsaturated organopolysiloxane to the total amount of platinum was 200 or more, gave the results of A to D evaluations at least at 70℃for 8 hours, and it was confirmed that the compositions of comparative examples 1 to 3 were excellent in storage stability.

When example 1 was compared with example 2, the composition of example 2 was more excellent in storage stability. This is thought to be because the viscosity of the composition increases with the compounding of the softener. That is, it is considered that other agents, for example, thickeners, which can increase the viscosity of the composition exert the same effects.

When example 1 was compared with example 4, the composition of example 1 was more excellent in storage stability. From the results, it is understood that, when the silicone-based emulsifier is blended, the silicone-based emulsifier is preferably blended not in the aqueous phase portion but in the oil phase portion.

When example 1 was compared with example 3, the composition of example 3 was more excellent in storage stability. From the results, it is clear that, in the emulsion composition containing the platinum catalyst, an emulsifier having a strong emulsifying ability (for example, a silicone-based emulsifier) as compared with a polymer emulsifier is preferably blended in an amount of less than 1% by mass, or is not blended.

As is clear from a comparison of examples 3, 6 and 7, the storage stability of the composition is improved if the viscosity of the 1 st unsaturated organopolysiloxane is lowered.

When example 1 was compared with example 8, the composition of example 8 was more excellent in storage stability. From the results, it is found that the storage stability is further improved by increasing the mass ratio of the 1 st unsaturated organopolysiloxane to the total amount of platinum. Further, it is also known that when an emulsifier having a higher emulsifying ability than a polymer emulsifier (for example, a silicone-based emulsifier) is blended at least 1 mass%, the storage stability can be improved by increasing the mass ratio of the 1 st unsaturated organopolysiloxane to the total amount of platinum.

Example 13: artificial skin forming agent and artificial skin

The 1 st agent was prepared by uniformly mixing 40.5 parts by mass of divinyl polydimethylsiloxane as 165,000cst of the 2 nd unsaturated organopolysiloxane, 7.9 parts by mass of hydrogenated polydimethylsiloxane as hydride functional polysiloxane, 6.6 parts by mass of silylized silica as filler, and 45.0 parts by mass of polydimethylsiloxane as 6cst of oil.

An artificial skin forming agent was obtained by using the obtained agent 1 and the composition of example 3 as the agent 2.

The 1 st agent was applied to the skin to form a 1 st agent layer in an uncrosslinked state, and from the above, the 2 nd agent was applied to the 1 st agent layer in a mixed manner, and as a result, it was confirmed that good artificial skin was formed without occurrence of adverse conditions such as discoloration and crosslinking failure.

Prescription examples of oil-in-water emulsion compositions

The following examples of the formulation of the oil-in-water emulsion composition of the present disclosure are given, but are not limited thereto. Which are each modulated by conventional methods. The platinum catalysts at high temperatures are excellent in storage stability.

(prescription example 1: toning lotion)

(prescription example 2: emulsion 1)

(prescription example 3: emulsion 2)

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(prescription example 4: foundation)

(prescription example 5: sun-screening)

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Claims

1. An oil-in-water emulsion composition comprising:

a dispersion medium comprising water; and

oil droplets dispersed in the dispersion medium,

the oil droplets comprise an oil component, an emulsifier, and a catalyst,

the oil component comprises an unsaturated organopolysiloxane 1 st,

the catalyst comprises a platinum coordination compound coordinated with 1, 3-divinyl tetramethyl disiloxane, and,

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

3. The composition according to claim 2, wherein the polymeric emulsifier is at least one selected from the group consisting of (acrylic acid (ester)/alkyl (C10-30) acrylate) cross-linked polymer, (acryl-dimethyl taurate ammonium/methyl alcohol polyether-25) cross-linked polymer, (acryl-hydroxy ethyl ester/acryl-dimethyl taurate sodium) copolymer, PEG-modified cross-linked polymer/copolymer siloxane, polyether-modified cross-linked polymer/copolymer siloxane, and polyoxyethylene.

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

5. The composition of any of claims 1-4, the 1 st unsaturated organopolysiloxane having a viscosity of less than 1,000cst at 25 ℃.

6. The composition according to any one of claims 1 to 5, wherein the 1 st unsaturated organopolysiloxane is at least one selected from the group consisting of an organopolysiloxane having a vinyl group, an organopolysiloxane terminated with a vinyl group, and an organopolysiloxane having a branched chain terminated with a vinyl group.

7. The composition of claim 6, wherein the 1 st unsaturated organopolysiloxane is a vinyl-terminated polydimethylsiloxane.

8. The composition according to any one of claims 1 to 7, which has a viscosity at 25 ℃ of 5,000cst or more.

9. An artificial skin forming agent comprising an agent 1 and an agent 2, the agent 1 comprising an unsaturated organopolysiloxane 2 and a hydride-functional polysiloxane, the agent 2 being the oil-in-water emulsion composition according to any one of claims 1 to 8.

10. The artificial skin forming agent according to claim 9, wherein the 2 nd unsaturated organopolysiloxane is at least one selected from the group consisting of an organopolysiloxane having a vinyl group, an organopolysiloxane terminated with a vinyl group, and an organopolysiloxane having a branched chain terminated with a vinyl group.

11. The artificial skin forming agent of claim 10, the 2 nd unsaturated organopolysiloxane is at least one selected from the group consisting of vinyl-terminated polydimethylsiloxane, vinyl-terminated diphenylsiloxane-dimethylsiloxane copolymer, vinyl-terminated polyphenylmethylsiloxane, vinyl-terminated vinylphenylsiloxane-phenylmethylsiloxane copolymer, vinyl-terminated trifluoropropylmethylsiloxane-dimethylsiloxane copolymer, vinyl-terminated diethylsiloxane-dimethylsiloxane copolymer, vinyl methylsiloxane-dimethylsiloxane copolymer, trimethylsiloxy-terminated vinylmethylsiloxane-dimethylsiloxane copolymer, silanol-terminated vinylmethylsiloxane-dimethylsiloxane copolymer, vinylmethylsiloxane homopolymer, vinyl T-structural polymer, monovinyl-terminated polydimethylsiloxane, vinylmethylsiloxane terpolymer, and vinylmethoxysilane homopolymer.

12. The artificial skin forming agent according to any one of claims 9 to 11, wherein the hydride functional polysiloxane is an organopolysiloxane that is not terminal and/or terminal-hydrogenated.

13. The artificial skin forming agent of claim 12, the hydride functional polysiloxane is at least one selected from the group consisting of hydride terminated polydimethylsiloxane, hydride terminated polyphenyl- (dimethylhydrosiloxy) siloxane, hydride terminated methyl hydrosiloxane-phenylmethyl siloxane copolymer, trimethylsiloxy terminated methyl hydrosiloxane-dimethylsiloxane copolymer, polymethylhydrosiloxane, trimethylsiloxy terminated polyethylhydrosiloxane, triethylsiloxane, methyl hydrosiloxane-phenyloctylmethyl siloxane copolymer, and methyl hydrosiloxane-phenyloctylmethyl siloxane terpolymer.

14. The artificial skin forming agent according to any one of claims 9 to 13, the 1 st agent, the 2 nd agent, or both, comprising at least one selected from fibers, pigments, dyes, thickeners, protective colloid agents, and fillers.

15. A kit of parts wherein the 1 st and 2 nd agents of any one of claims 9 to 14 are contained in separate containers or in separate compartments of a container having more than 2 compartments.

16. A method of using the artificial skin forming agent according to any one of claims 9 to 14,

17. The method of use of claim 16, wherein cosmetic is applied to a body surface prior to applying the 1 st agent, the 2 nd agent, or the mixture to the body surface; or alternatively, the process may be performed,

18. The method of use according to claim 17, the cosmetic being a skin care cosmetic, a sun protection cosmetic, or a make-up cosmetic.