Organopolysiloxane emulsion composition and method for producing same

Abstract

To provide an emulsion composition which comprises an organopolysiloxane having a viscosity at 25°C of 30000 mPa s or more, has a low content of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane and dodecamethylcyclohexasiloxane, has a fine average emulsion particle diameter of 100 nm or less and has transparency and to provide a method for producing the same.SOLUTION: There is provided an organopolysiloxane emulsion composition which comprises (A) 100 pts.mass of a condensation reaction product of an organopolysiloxane having silanol groups at both ends of the molecular chain represented by the following general formula (1), HO(R12SiO)nH (1), (B) 10 to 50 pts.mass of a nonionic surfactant having an HLB of 12 to 18, (C) 10 to 60 pts.mass of an anionic surfactant and (D) 20 to 1000 pts.mass of water.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to an oil-in-water organopolysiloxane emulsion composition for use in products such as cosmetics, personal care compositions, home care compositions, and mold release agents, and to a method for producing the same. [Background technology]

[0002] Generally, emulsions with particle sizes of several hundred nanometers or more have a cloudy appearance, but as the particle size decreases, visible light scattering becomes less likely, so emulsions with particle sizes smaller than about 200 nm become pale blue to transparent, and emulsions with particle sizes smaller than about 100 nm become highly transparent. In this specification, the term "microemulsion" refers to a transparent emulsion with an average particle size of 100 nm or less. Microemulsions have the advantage of being stable over time and not affecting the transparency of the appearance of products to which they are blended, and various methods for producing them have been investigated.

[0003] For example, Patent Document 1 describes an amino-modified silicone microemulsion, but the use of amino-modified silicone in combination with an anionic surfactant can reduce emulsion stability and yellowing of the amino-modified silicone can affect product appearance, so its applications may be limited. However, dimethyl silicone is less hydrophilic than amino-modified silicone, making it difficult to prepare a microemulsion.

[0004] Patent Document 2 describes a microemulsion of short-chain linear methylsiloxane. However, there is a strong demand for emulsions of silicones with a viscosity of 1,000 mPa·s or more at 25°C for incorporation into products such as cosmetics, personal care compositions, home care compositions, and release agents, and this does not meet these needs. Even when high-viscosity silicones are directly emulsified, the emulsion particle size is limited to a few hundred nanometers, making it difficult to prepare a microemulsion. Therefore, because low-viscosity silicones are relatively easy to reduce in particle size, methods for producing microemulsions using emulsion polymerization have been investigated.

[0005] Patent Document 3 describes a method for producing a microemulsion by emulsion polymerization using cyclic siloxanes. Recently, there has been a demand for products with reduced contents of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane, which are environmentally hazardous substances. However, the method described in Patent Document 3 is known to result in products containing large amounts of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane, and it is necessary to reduce these contents.

[0006] Patent Document 4 describes a method for producing an oil-in-water microemulsion containing a polysiloxane and a nonvolatile inert fluid. Example 1 describes a method in which polysiloxane is polymerized in the presence of dodecamethylcyclopentasiloxane, an organic inert fluid, and other components, heated under vacuum to volatilize the volatile cyclic siloxane, and then emulsified into a microemulsion. However, in all examples, including Example 1, the polysiloxane viscosity is low (several tens of mPa·s), and the inclusion of a nonvolatile inert fluid may limit its applications. [Prior art documents] [Patent documents]

[0007] [Patent Document 1] Special Publication No. 2020-518652 [Patent Document 2] Patent No. 4644328 [Patent Document 3] Patent No. 3090281 [Patent Document 4] Patent No. 5642064 Summary of the Invention [Problem to be solved by the invention]

[0008] The present invention has been made in view of the above circumstances, and has as its object the provision of an emulsion composition containing an organopolysiloxane having a viscosity of 30,000 mPa·s or more at 25°C, wherein the contents of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane are low, and the emulsion has a fine average particle size of 100 nm or less, and is transparent, as well as a method for producing the same. [Means for solving the problem]

[0009] In order to achieve the above object, the present invention (A) A viscosity at 25°C of 30,000 mPa·s or more, and the contents of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane are each 10,000 ppm or less, An organopolysiloxane having silanol groups at both ends of the molecular chain, represented by the following general formula (1): HO(R 1 2SiO) n H (1) (In the formula, R 1 are independently a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, and n is a value that indicates that the kinematic viscosity of the organopolysiloxane at 25°C is 10 mm 2 / s or more 200mm 2 / s is a number less than 100 parts by mass of an organopolysiloxane which is a condensation reaction product of (B) a nonionic surfactant having an HLB of 12 to 18: 10 to 50 parts by mass; (C) anionic surfactant: 10 to 60 parts by mass; (D) water: 20 to 1,000 parts by mass, The present invention provides an organopolysiloxane emulsion composition containing the above-mentioned compound and having an average particle size of 100 nm or less.

[0010] Such a composition can provide a transparent organopolysiloxane emulsion composition.

[0011] The viscosity of the organopolysiloxane (A) at 25° C. is preferably 90,000 mPa·s or more.

[0012] By increasing the viscosity of the organopolysiloxane (A) at 25°C to 90,000 mPa·s or more, it is possible to meet the need for emulsions of organopolysiloxanes with even higher viscosities.

[0013] The nonionic surfactant (B) is preferably one or more nonionic surfactants selected from polyoxyalkylene alkyl ethers, polyoxyalkylene sorbitan fatty acid esters, polyoxyalkylene fatty acid esters, and polyglycerin fatty acid esters, each having an HLB of 14 to 18.

[0014] The use of the nonionic surfactant (B) facilitates the production of small particle sizes and makes it easier to obtain the organopolysiloxane emulsion composition with high transparency.

[0015] The present invention can provide the organopolysiloxane emulsion composition having a light transmittance of 40% or more.

[0016] When blended into final products such as cosmetics and personal care compositions, the transparency of the final products will not be impaired.

[0017] The organopolysiloxane emulsion composition can be provided, which contains 15 to 45 parts by mass of the organopolysiloxane (A) per 100 parts by mass of the organopolysiloxane emulsion composition.

[0018] This prevents a decrease in the degree of freedom in blending into final products such as cosmetics and personal care compositions, and also prevents the emulsion composition from becoming difficult to manufacture or handle due to an increase in viscosity during production.

[0019] The organopolysiloxane emulsion composition of the present invention is produced by the following production method. (I) (A-1) 100 parts by mass of an organopolysiloxane represented by the following general formula (1), containing octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane in an amount of 2,000 ppm or less each, and having silanol groups at both molecular chain terminals: HO(R 1 2SiO) n H (1) (In the formula, R 1 are independently a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, and n is a value that indicates that the kinematic viscosity of the organopolysiloxane at 25°C is 10 mm 2 / s or more 200mm 2 / s is a number less than (B) Nonionic surfactant having an HLB of 12 to 18: 10 to 50 parts by mass (C) Anionic surfactant: 10 to 45 parts by mass (D) Water: 20~1,000 parts by mass a step of emulsifying the mixture containing the above-mentioned components using an emulsifier that reduces the particle size of emulsion particles by using shear force or pressure to prepare an emulsion composition having an average particle size of 100 nm or less; (II) emulsion polymerizing the resulting emulsion composition at a temperature of 40°C or less in the presence of (E) an acid catalyst (however, if (C) the anionic surfactant has catalytic activity, the addition of the acid catalyst can be omitted), and terminating the reaction by adding (F) a neutralizing agent, thereby preparing an emulsion composition having a viscosity of 30,000 mPa s or more, containing octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane in an amount of 10,000 ppm or less, and having an average particle size of 100 nm or less, as the condensation reaction product of component (A-1), (A) an organopolysiloxane; A manufacturing method comprising:

[0020] The above-described production method makes it possible to produce an emulsion composition in which the viscosity of the organopolysiloxane (A) in the emulsion composition is 30,000 mPa s or more, the contents of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane contained in the organopolysiloxane are each 10,000 ppm or less, and the average particle size of the emulsion composition is 100 nm or less.

[0021] The viscosity of the organopolysiloxane (A) in the organopolysiloxane emulsion composition at 25°C can be 90,000 mPa·s or more.

[0022] By increasing the viscosity of the organopolysiloxane (A) at 25°C to 90,000 mPa·s or more, it is possible to meet the need for emulsions of organopolysiloxanes with even higher viscosities.

[0023] The nonionic surfactant (B) preferably contains one or more nonionic surfactants selected from polyoxyalkylene alkyl ethers, polyoxyalkylene sorbitan fatty acid esters, polyoxyalkylene fatty acid esters, and polyglycerin fatty acid esters, and has an HLB value of 14 to 18.

[0024] The use of the nonionic surfactant (B) facilitates the production of small particle sizes and makes it easier to obtain the organopolysiloxane emulsion composition with high transparency.

[0025] After step (II) (III) blending 0 to 50 parts by mass of the anionic surfactant (C) with 100 parts by mass of the organopolysiloxane (A) so that the total blending amount is 10 to 60 parts by mass; may include:

[0026] By adding this step, the transparency of the appearance can be further improved.

[0027] In step (II), the polymerization step is preferably carried out at a temperature of 25°C or less.

[0028] This makes it possible to further reduce the by-production of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane.

[0029] In step (II), the polymerization time in the polymerization step is preferably 48 hours or less.

[0030] This ensures that the by-products of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane are reduced.

[0031] The light transmittance is preferably 40% or more.

[0032] This makes it possible to more reliably prevent deterioration of the transparency of final products such as cosmetics and personal care compositions when blended therewith.

[0033] The organopolysiloxane emulsion composition can be produced in which 15 to 45 parts by mass of the organopolysiloxane (A) is contained in 100 parts by mass of the organopolysiloxane emulsion composition.

[0034] This prevents a decrease in the degree of freedom in blending into final products such as cosmetics and personal care compositions, and prevents the emulsion composition from becoming difficult to manufacture or handle due to an increase in viscosity during production.

[0035] In step (I), the emulsifier for reducing the particle size of the emulsion particles is preferably a high-pressure homogenizer.

[0036] This makes it easier to obtain an organopolysiloxane emulsion composition with a sufficiently small particle size. [Effects of the Invention]

[0037] According to the present invention, it is possible to obtain a transparent organopolysiloxane emulsion composition having a viscosity of 30,000 mPa s or more at 25°C, containing an organopolysiloxane with an octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane content of 10,000 ppm or less each, and having an average particle size of 100 nm or less. DETAILED DESCRIPTION OF THE INVENTION

[0038] As described above, there has been a need to provide an organopolysiloxane emulsion composition containing an organopolysiloxane with a viscosity of 30,000 mPa s or more at 25°C, which contains small amounts of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane, and which has a fine emulsion average particle size of 100 nm or less and is transparent, as well as a method for producing the same.

[0039] As a result of extensive research into the above-mentioned problems, the present inventors have discovered that it is possible to provide the following organopolysiloxane emulsion composition and method for producing the same, and have thus completed the present invention.

[0040] The organopolysiloxane emulsion composition of the present invention comprises: (A) a viscosity at 25°C of 30,000 mPa·s or more, and an octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane content of 10,000 ppm or less each; An organopolysiloxane having silanol groups at both ends of the molecular chain, represented by the following general formula (1): HO(R 1 2SiO) n H (1) (In the formula, R 1 are independently a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, and n is a value that indicates that the kinematic viscosity of the organopolysiloxane at 25°C is 10 mm 2 / s or more 200mm 2 / s is a number less than 100 parts by mass of an organopolysiloxane which is a condensation reaction product of (B) a nonionic surfactant having an HLB of 12 to 18: 10 to 50 parts by mass; (C) anionic surfactant: 10 to 60 parts by mass; (D) water: 20 to 1,000 parts by mass, and the organopolysiloxane emulsion composition contains the above and has an average particle size of 100 nm or less.

[0041] The method for producing the organopolysiloxane emulsion composition of the present invention includes the following steps: (I) (A-1) 100 parts by mass of an organopolysiloxane represented by the following general formula (1), in which the contents of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane are each 2,000 ppm or less: HO(R 1 2SiO) n H (1) (In the formula, R 1 are independently a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, and n is a value that indicates that the kinematic viscosity of the organopolysiloxane at 25°C is 10 mm 2 / s or more 200mm 2 / s is a number less than (B) Nonionic surfactant having an HLB of 12 to 18: 10 to 50 parts by mass (C) Anionic surfactant: 10 to 45 parts by mass (D) Water: 20~1,000 parts by mass a step of emulsifying the mixture containing the above-mentioned components using an emulsifier that reduces the particle size of emulsion particles by using shear force or pressure to prepare an emulsion composition having an average particle size of 100 nm or less; (II) emulsion polymerizing the resulting emulsion composition at a temperature of 40°C or less in the presence of (E) an acid catalyst (however, if (C) the anionic surfactant has catalytic activity, the addition of the acid catalyst can be omitted), and terminating the reaction by adding (F) a neutralizing agent, to prepare an emulsion composition in which the resulting condensation reaction product of component (A-1), organopolysiloxane (A), has a viscosity of 30,000 mPa s or more, contains octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane in an amount of 10,000 ppm or less each, and has an average particle size of 100 nm or less; The present invention relates to a method for producing an organopolysiloxane emulsion composition, comprising the steps of:

[0042] The present invention will be described below. <(A) Organopolysiloxane> The organopolysiloxane of component (A) is a condensation reaction product of an organopolysiloxane having silanol groups at both molecular chain terminals, represented by the following general formula (1). HO(R 1 2SiO) n H (1) (In the formula, R 1 are independently a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, and n is a value that indicates that the kinematic viscosity of the organopolysiloxane at 25°C is 10 mm 2 / s or more 200mm 2 / s is a number less than The kinematic viscosity was measured at 25°C using a Cannon-Fenske viscometer.

[0043] R 1are independently a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms. Examples of unsubstituted monovalent hydrocarbon groups having 1 to 20 carbon atoms include alkyl groups having 1 to 20 carbon atoms, cycloalkyl groups having 3 to 20 carbon atoms, alkenyl groups having 2 to 20 carbon atoms, aryl groups having 6 to 20 carbon atoms, and aralkyl groups having 7 to 20 carbon atoms. Specific examples include alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, dodecyl, tetradecyl, hexadecyl, and octadecyl; cycloalkyl groups such as cyclopentyl and cyclohexyl; alkenyl groups such as vinyl and aryl; and aryl groups such as phenyl, tolyl, and naphthyl. Examples of substituted monovalent hydrocarbon groups having 1 to 20 carbon atoms include those in which some of the hydrogen atoms in the monovalent hydrocarbon groups having 1 to 20 carbon atoms exemplified above have been substituted with halogen atoms, amino groups, acryloxy groups, methacryloxy groups, epoxy groups, mercapto groups, carboxyl groups, hydroxyl groups, etc. Preferred are monovalent hydrocarbon groups having 1 to 6 carbon atoms, such as methyl groups, ethyl groups, propyl groups, butyl groups, and phenyl groups. 1 More preferably, 80% or more of the groups are methyl groups.

[0044] n is the kinematic viscosity of the organopolysiloxane at 25°C. 2 / s or more 200mm 2 / s is less than 15mm 2 / s or more 160mm 2 / s, and the number is preferably less than 20 mm 2 / s or more 120mm 2 / s is more preferable, and 30 mm 2 / s or more 80mm 2 More preferably, the kinematic viscosity is less than 10 mm / s. 2If the kinematic viscosity is less than 200 mm / s, the emulsion polymerization time must be extended to achieve the desired viscosity of the organopolysiloxane (A), which is the condensation reaction product of the organopolysiloxane having silanol groups at both molecular chain terminals and is represented by general formula (1), and the amounts of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane produced as by-products during emulsion polymerization increase. 2 If the rate is more than 1 / s, it becomes difficult to reduce the particle size of the target emulsion obtained.

[0045] The content of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane in 100 parts by mass of the organopolysiloxane having silanol groups at both molecular chain terminals, represented by general formula (1), is preferably 2,000 ppm or less, particularly preferably 1,000 ppm or less, and more preferably 500 ppm or less. The lower limit is not particularly limited, but may be 80 ppm, 40 ppm, 10 ppm, or 0 ppm.

[0046] The organopolysiloxane of component (A) is a condensation reaction product of an organopolysiloxane having silanol groups at both molecular chain terminals, represented by the general formula (1) above, and can be obtained by steps (I) and (II) described below. The viscosity of the organopolysiloxane of component (A) is 30,000 mPa·s or higher, preferably 90,000 mPa·s or higher, and more preferably 180,000 mPa·s or higher. There is no particular upper limit, but it may be, for example, 1,000,000 mPa·s or lower. This viscosity is a value measured at 25°C using a rotational viscometer.

[0047] The amounts of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane contained in the organopolysiloxane of component (A) are each 10,000 ppm or less, preferably 8,000 ppm or less, and more preferably 6,000 ppm or less. There is no particular lower limit, and the amounts may be 1,000 ppm, 500 ppm, or 0 ppm.

[0048] The organopolysiloxane of component (A) is dispersed in water in the form of particles. The average particle size is 100 nm or less, preferably 90 nm or less, and more preferably 80 nm or less. There is no particular lower limit, but it may be about 10 nm or more. In the present invention, the average particle size is the Stokes diameter measured by dynamic light scattering.

[0049] <(B) Nonionic surfactant> In the present invention, the nonionic surfactant of component (B) functions as a dispersant for the organopolysiloxane of component (A) in the organopolysiloxane emulsion composition, while also acting as an emulsifier in emulsifying the organopolysiloxane having silanol groups at both molecular chain terminals, as represented by general formula (1).The nonionic surfactants can be used alone or in appropriate combinations of two or more.

[0050] Examples of nonionic surfactants include polyoxyalkylene alkyl ethers, polyoxyalkylene alkylphenyl ethers, polyoxyalkylene fatty acid esters, polyoxyalkylene sorbitan fatty acid esters, polyglycerin fatty acid esters, sorbitan fatty acid esters, and glycerin fatty acid esters. Among these, those represented by the general formula (2): R 2 O(EO) p (PO) q H (2) (In the formula, R 2 is a straight or branched alkyl group having 8 to 30 carbon atoms, EO is an ethylene oxide group, and PO is a propylene oxide group, and their arrangement may be block or random. p and q are independent integers, p is 4 to 100, and q is 0 to 100. In particular, in the general formula (2), R 2 is preferably a linear or branched alkyl group having 8 to 18 carbon atoms. p is preferably 8 to 50, more preferably 12 to 40. q is preferably 0 to 30, more preferably 0 to 20, and even more preferably 0 to 10.

[0051] The HLB of component (B) is 12 to 18, preferably 13 to 18, and more preferably 14 to 18. When two types of nonionic surfactants are used, the HLB of the mixture is calculated by multiplying the weight of the first nonionic surfactant (A) by the weight of the known HLB, and the weight of the second nonionic surfactant (B) by the weight of the known HLB. A , and HLB A The weight of the second nonionic surfactant (B) and the known HLB are W B , and HLB B When (W A HLB A +W B HLB B ) / (W A +W B ) and the HLB of the mixture is preferably within the above range.

[0052] The blend amount of component (B) is 10 to 50 parts by mass, preferably 15 to 45 parts by mass, and more preferably 20 to 40 parts by mass, per 100 parts by mass of the organopolysiloxane of component (A). If the blend amount is less than 10 parts by mass, it will be difficult to reduce the particle size to the desired particle size, while if the blend amount is more than 50 parts by mass, the emulsion polymerization process time required to reach the desired organopolysiloxane viscosity will be extended, and the viscosity of the emulsion composition will increase during production, making production difficult and handling difficult.

[0053] <(C) Anionic Surfactant> In the present invention, the anionic surfactant of component (C) functions as a dispersant for the organopolysiloxane of component (A) in the organopolysiloxane emulsion composition, while also being used as an emulsifier in emulsifying the organopolysiloxane having silanol groups at both molecular chain terminals and represented by general formula (1), and may act as an acid catalyst in the emulsion polymerization process, and can also be used as an additive to improve the external transparency of the organopolysiloxane emulsion composition.The anionic surfactants can be used alone or in appropriate combinations of two or more.

[0054] Examples of anionic surfactants include the following: [1] Alkyl sulfate or its salt represented by the following general formula (3): R 3 OSO3M (3) (In the formula, R 3 is a linear or branched alkyl group having 6 to 30 carbon atoms, and M is a hydrogen ion, an alkali metal ion such as potassium or sodium, an alkaline earth metal ion such as magnesium or calcium, an ammonium ion, or a tertiary ammonium ion such as triethanolammonium.

[0055] In general formula (3), R 3 is preferably a linear or branched alkyl group having 6 to 12 carbon atoms, and M is preferably a sodium ion, potassium ion, ammonium ion or triethanolammonium ion from the viewpoint of emulsifying effect.

[0056] Specific examples of alkyl sulfates or salts thereof represented by general formula (3) include hexyl sulfate, octyl sulfate, decyl sulfate, dodecyl sulfate, tetradecyl sulfate, hexadecyl sulfate, octadecyl sulfate, icosyl sulfate, alkali metal salts thereof such as lithium salts, sodium salts, and potassium salts, alkaline earth metal salts thereof such as magnesium salts and calcium salts, triethanolammonium salts, and ammonium salts.

[0057] [2] Alkylbenzenesulfonic acid or its salt represented by the following general formula (4): R 3 -C6H4-SO3M (4) (In the formula, R 3 is a linear or branched alkyl group having 6 to 30 carbon atoms as defined in general formula (3), and M is a hydrogen ion, an alkali metal ion such as potassium or sodium, an alkaline earth metal ion such as magnesium or calcium, an ammonium ion, or a tertiary ammonium ion such as triethanolammonium as defined in general formula (3).

[0058] In general formula (4), R3 is preferably a linear or branched alkyl group having 6 to 12 carbon atoms, and M is preferably a sodium ion, potassium ion, ammonium ion or triethanolammonium ion in terms of emulsifying effect.

[0059] Specific examples of the alkylbenzenesulfonic acid or salts thereof represented by general formula (4) include hexylbenzenesulfonic acid, octylbenzenesulfonic acid, decylbenzenesulfonic acid, dodecylbenzenesulfonic acid, tetradecylbenzenesulfonic acid, hexadecylbenzenesulfonic acid, and salts thereof.

[0060] [3] Higher fatty acids and their salts Specific examples of higher fatty acids and salts thereof include lauric acid, stearic acid, oleic acid, linolenic acid, etc., and alkali metal salts thereof such as lithium salts, sodium salts, and potassium salts, alkaline earth metal salts thereof such as magnesium salts and calcium salts, triethanolammonium salts, and ammonium salts.

[0061] [4] Polyoxyalkylene alkyl ether sulfates and salts thereof represented by the following general formula (5): R 3 O(EO) r (PO) s SO3M (5) (In the formula, R 3 is a straight-chain or branched-chain alkyl group having 6 to 30 carbon atoms, as defined in general formula (3); M is a hydrogen ion, an alkali metal ion such as potassium or sodium, an alkaline earth metal ion such as magnesium or calcium, an ammonium ion, or a tertiary ammonium ion such as triethanolammonium, as defined in general formula (3); EO is an ethylene oxide group, and PO is a propylene oxide group, and their arrangement may be block or random; r and s are independently integers of 0 to 100, provided that r+s>0.

[0062] Specific examples of polyoxyalkylene alkyl ether sulfates and salts thereof include polyoxyethylene hexyl ether sulfate, polyoxyethylene octyl ether sulfate, polyoxyethylene decyl ether sulfate, polyoxyethylene dodecyl ether sulfate, polyoxyethylene tetradecyl ether sulfate, polyoxyethylene hexadecyl ether sulfate, polyoxyethylene octadecyl ether sulfate, polyoxyethylene eicosyl ether sulfate, and alkali metal salts thereof such as lithium salts, sodium salts, and potassium salts, alkaline earth metal salts thereof such as magnesium salts and calcium salts, triethanolammonium salts, and ammonium salts.

[0063] [5] Polyoxyalkylene alkylphenyl ether sulfates and salts thereof represented by the following general formula (6): R 3 -C6H4-O(EO) r (PO) s SO3M (6) (In the formula, R 3 is a straight-chain or branched-chain alkyl group having 6 to 30 carbon atoms, as defined in general formula (3); M is a hydrogen ion, an alkali metal ion such as potassium or sodium, an alkaline earth metal ion such as magnesium or calcium, an ammonium ion, or a tertiary ammonium ion such as triethanolammonium, as defined in general formula (3); EO, PO, r, and s are, as defined in general formula (5), EO represents an ethylene oxide group, and PO represents a propylene oxide group, and the arrangement thereof may be block or random; r and s are independently integers of 0 to 100, with the proviso that r+s>0.

[0064] Specific examples of polyoxyalkylene alkyl phenyl ether sulfates and salts thereof include polyoxyethylene hexyl phenyl ether sulfate, polyoxyethylene octyl phenyl ether sulfate, polyoxyethylene decyl phenyl ether sulfate, polyoxyethylene dodecyl phenyl ether sulfate, polyoxyethylene tetradecyl phenyl ether sulfate, polyoxyethylene hexadecyl phenyl ether sulfate, and alkali metal salts thereof such as lithium salts, sodium salts, and potassium salts, alkaline earth metal salts thereof such as magnesium salts and calcium salts, triethanolammonium salts, and ammonium salts.

[0065] The amount of the anionic surfactant, component (C), blended per 100 parts by mass of the organopolysiloxane, component (A), is from 10 to 60 parts by mass, preferably from 15 to 55 parts by mass, and more preferably from 20 to 50 parts by mass. If the amount is less than 5 parts by mass, it will be difficult to reduce the particle size to the desired particle size, but because anionic surfactants can be skin irritating or environmentally toxic, the amount should preferably be as small as possible, as long as it still functions as an emulsifier, acid catalyst, or additive.

[0066] <(D)Water> In the present invention, the water (D) component serves as a dispersion medium for the organopolysiloxane (A). The blending amount of component (D) is 20 to 1,000 parts by mass, preferably 50 to 800 parts by mass, and more preferably 100 to 600 parts by mass, per 100 parts by mass of the organopolysiloxane (A). If the blending amount is less than 20 parts by mass, the viscosity of the emulsion composition increases during production, making it difficult to manufacture and handle. If the blending amount is more than 1,000 parts by mass, the concentration of component (A) in the emulsion composition is low, reducing the flexibility of blending into final products such as cosmetics and personal care compositions.

[0067] <(E) Acid catalyst> In the present invention, the acid catalyst of component (E) is a catalyst in the emulsion polymerization step. If component (C) functions as an acid catalyst, component (E) may not be necessary. Component (E) may be used alone or in combination of two or more.

[0068] Examples of the component (E) include the following components. [1] Examples include alkyl sulfuric acids represented by the following general formula (7) and alkylbenzene sulfonic acids represented by the following general formula (8). R 4 OSO3H (7) (In the formula, R 4 is a straight or branched chain alkyl group having 6 to 30 carbon atoms. R 4 -C6H4-SO3H (8) (In the formula, R 4 is a linear or branched alkyl group having 6 to 30 carbon atoms, as defined in general formula (7). In general formulas (7) and (8), R 4 is preferably a straight or branched chain alkyl group having 6 to 12 carbon atoms.

[0069] Specific examples of the alkyl sulfate represented by the general formula (7) include hexyl sulfate, octyl sulfate, decyl sulfate, dodecyl sulfate, tetradecyl sulfate, hexadecyl sulfate, octadecyl sulfate, and icosyl sulfate.

[0070] Specific examples of alkylbenzenesulfonic acids represented by the general formula (8) include hexylbenzenesulfonic acid, octylbenzenesulfonic acid, decylbenzenesulfonic acid, dodecylbenzenesulfonic acid, tetradecylbenzenesulfonic acid, and hexadecylbenzenesulfonic acid.

[0071] [2] Higher fatty acids Specific examples include lauric acid, stearic acid, oleic acid, and linolenic acid.

[0072] [3] Polyoxyalkylene alkyl ether sulfate represented by the following general formula (9): R 4 O(EO) t (PO) u SO3H (9) (In the formula, R 4 As defined in general formula (7), EO represents an ethylene oxide group, and PO represents a propylene oxide group, and the arrangement thereof may be block or random. t and u are independently integers of 0 to 100, provided that t+u>0.

[0073] Specific examples include polyoxyethylene hexyl ether sulfate, polyoxyethylene octyl ether sulfate, polyoxyethylene decyl ether sulfate, polyoxyethylene dodecyl ether sulfate, polyoxyethylene tetradecyl ether sulfate, polyoxyethylene hexadecyl ether sulfate, polyoxyethylene octadecyl ether sulfate, and polyoxyethylene eicosyl ether sulfate.

[0074] [4] Polyoxyalkylene alkylphenyl ether sulfate represented by the following general formula (10): R 4 -C6H4-O(EO) t (PO) u SO3H (10) (In the formula, R 4 is a straight-chain or branched-chain alkyl group having 6 to 30 carbon atoms, as defined in general formula (7). EO, PO, t, and u are, as defined in general formula (9), EO represents an ethylene oxide group, and PO represents a propylene oxide group, and their arrangement may be block or random. t and u are independently integers of 0 to 100, with the proviso that t+u>0.

[0075] Specific examples include polyoxyethylene hexyl phenyl ether sulfate, polyoxyethylene octyl phenyl ether sulfate, polyoxyethylene decyl phenyl ether sulfate, polyoxyethylene dodecyl phenyl ether sulfate, polyoxyethylene tetradecyl phenyl ether sulfate, and polyoxyethylene hexadecyl phenyl ether sulfate.

[0076] [5] Bronsted acid Examples of the acid include hydrochloric acid, hydrobromic acid, sulfuric acid, chlorosulfonic acid, phosphoric acid, orthophosphoric acid, metaphosphoric acid, polyphosphoric acid, boric acid, nitric acid, benzenesulfonic acid, methanesulfonic acid, trifluoromethanesulfonic acid, carboxylic acid, chloroacetic acid, trichloroacetic acid, acetic acid, acrylic acid, benzoic acid, trifluoroacetic acid, citric acid, crotonic acid, formic acid, fumaric acid, maleic acid, malonic acid, tannic acid, itaconic acid, lactic acid, tartaric acid, oxalic acid, phthalic acid, and succinic acid.

[0077] When the acid catalyst (E) is added, it undergoes ion exchange with the anionic surfactant (C), which is believed to act as an acid catalyst. The amount of component (E) added should be sufficient to allow emulsion polymerization to proceed, and is 0.15 to 1.4 molar equivalents relative to the anionic surfactant (C), preferably 0.2 to 1.2 molar equivalents. An amount of 0.15 molar equivalents or more ensures an appropriate polymerization rate, while an amount of 1.4 molar equivalents or less reduces the amount of by-products such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane produced during the emulsion polymerization process.

[0078] <(F) Neutralizer> In the present invention, the neutralizing agent for component (F) neutralizes the acid catalyst for component (C) and / or component (E) to terminate the polymerization reaction. The amount of component (F) used may be any amount sufficient to terminate the polymerization reaction, and is 1.0 to 1.4 molar equivalents relative to the acid catalyst for component (E), preferably 1.05 to 1.3 molar equivalents, and more preferably 1.1 to 1.2 molar equivalents. An amount of 1.0 molar equivalent or more ensures rapid neutralization, while an amount of 1.4 molar equivalents or less improves emulsion stability without excessive salt formation. Examples of basic substances include sodium hydroxide, potassium hydroxide, sodium carbonate, sodium bicarbonate, and amine compounds such as triethanolamine and triethylamine.

[0079] <Other ingredients> The organopolysiloxane emulsion composition of the present invention may contain a water-soluble polymeric compound for the purpose of improving the dispersibility of the organopolysiloxane (A), etc. Examples of water-soluble polymeric compounds include vinyl alcohol polymers, copolymers of vinyl alcohol and vinyl acetate, acrylamide polymers, vinylpyrrolidone polymers, copolymers of vinylpyrrolidone and vinyl acetate, polyethylene glycol, isopropylacrylamide polymers, methyl vinyl ether polymers, starch, methylcellulose, hydroxyethyl cellulose, hydroxypropylmethylcellulose, guar gum, and xanthan gum.

[0080] The organopolysiloxane emulsion composition of the present invention may contain an antiseptic preservative or an antibacterial agent for the purpose of improving storage stability, etc. Examples of antiseptic preservatives include alkyl parahydroxybenzoates, benzoic acid, sodium benzoate, sorbic acid, potassium sorbate, phenoxyethanol, and isothiazolinone derivatives, while examples of antibacterial agents include benzoic acid, salicylic acid, phenol, sorbic acid, alkyl parahydroxybenzoates, p-chloro-m-cresol, hexachlorophene, benzalkonium chloride, chlorhexidine chloride, trichlorocarbanilide, photosensitizers, and phenoxyethanol. In addition to these, fragrances, antioxidants, rust inhibitors, dyes, and the like may also be added.

[0081] When the organopolysiloxane emulsion composition of the present invention is used for weather strips, fiber treatment agents, and resin modification applications, 5 3Si(OR 6 ), R 5 2Si(OR 6 )2, R 5 Si(OR 6 By adding an alkoxysilane such as 3, it is possible to introduce branching units and various functional groups into the resulting organopolysiloxane chain. 5 R is a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, preferably 1 to 6 carbon atoms, such as a methyl group, an ethyl group, a propyl group, a butyl group, or a phenyl group. 6are the same or different alkyl groups having 1 to 20 carbon atoms or hydrogen atoms.

[0082] Next, the manufacturing method of the present invention will be described. <Process (I)> Step (I) comprises: (A-1) 100 parts by mass of an organopolysiloxane represented by the following general formula (1), containing octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane in an amount of 2,000 ppm or less each, and having silanol groups at both molecular chain terminals; HO(R 1 2SiO) n H (1) (In the formula, R 1 are independently a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, and n is a value that indicates that the kinematic viscosity of the organopolysiloxane at 25°C is 10 mm 2 / s or more 200mm 2 / s is a number less than (B) Nonionic surfactant having an HLB of 12 to 18: 10 to 50 parts by mass (C) Anionic surfactant: 10 to 45 parts by mass (D) Water: 20~1,000 parts by mass The mixture containing the above is emulsified using an emulsifier that reduces the particle size of emulsion particles using shear force or pressure, thereby preparing an emulsion composition having an average particle size of 100 nm or less.

[0083] An emulsion composition is prepared by emulsifying a mixture containing components (A-1), (B), (C), and (D). Emulsification can be performed using a high-speed rotary centrifugal radial mixer such as a Homodisper, a high-speed rotary shear mixer such as a Homomixer, a high-pressure jet emulsifying disperser such as a pressure homogenizer, a colloid mill, an ultrasonic emulsifier, or the like.

[0084] In this step, the emulsification temperature is preferably 1 to 50°C. If component (B) has catalytic activity, the cyclization reaction also proceeds at the same time, so emulsification is preferably carried out at a temperature below 40°C. If emulsification is carried out at a temperature above 40°C, there is a risk of large amounts of by-products such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane being produced. Therefore, the temperature is preferably below 30°C, and more preferably below 25°C.

[0085] When emulsifying, the pressure may be not only normal pressure but also reduced or increased pressure. When emulsifying under reduced pressure or increased pressure, bubbles are less likely to be mixed in, which may result in more effective emulsification. When reducing the pressure, it is preferable that the pressure is higher than the vapor pressure of the raw materials to prevent the raw materials from volatilizing.

[0086] In step (I), the mixture is subjected to high shear force to reduce the particle size until the average particle size of the emulsion composition reaches 100 nm or less, preferably 90 nm or less, and more preferably 80 nm or less. The smaller the particle size of the emulsion particles obtained in step (I), the more transparent the appearance. Furthermore, since the average particle size of the emulsion particles obtained in step (I) reaches 100 nm or less, the average particle size of the final emulsion particles obtained in the next step can also be reduced to 100 nm or less. However, depending on the composition ratio of components (A-1), (B), (C), and (D), the stability of the emulsion composition may be poor. Even if an average particle size of 100 nm or less can be achieved in step (I), the average particle size may exceed 100 nm in step (II), as described below. Therefore, it is necessary to maintain the composition ratio of components (A-1), (B), (C), and (D) specified in step (I). In the present invention, the average particle size is a Stokes diameter measured by dynamic light scattering using a nanoparticle size measuring device (DelsaMaxCore, manufactured by Beckman Coulter, Inc.).

[0087] <Process (II)> Step (II) involves emulsion polymerization of the resulting emulsion composition at a temperature of 40°C or less in the presence of an acid catalyst (E) (however, if the anionic surfactant (C) has catalytic activity, the addition of the acid catalyst can be omitted), followed by terminating the reaction by adding a neutralizing agent (F). The resulting condensation reaction product of component (A-1), organopolysiloxane (A), has a viscosity of 30,000 mPa s or more, contains octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane in an amount of 10,000 ppm or less each, and has an average particle size of 100 nm or less.

[0088] Water (D) is added to the resulting emulsion composition as needed to disperse the mixture, and then component (E) is added at a temperature of 40°C or less, followed by emulsion polymerization, preferably until the organopolysiloxane viscosity at 25°C reaches 30,000 mPa s or greater, and then component (F) is added to terminate the polymerization reaction.

[0089] When emulsion polymerization of an emulsion composition is performed, it is recommended that the polymerization process be carried out at a temperature of 40°C or less for 48 hours or less. Polymerization at temperatures higher than 40°C may result in increased by-production of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane. Therefore, temperatures below 25°C are preferred, and below 15°C are more preferred. Furthermore, polymerization times of 48 hours or less result in less by-production of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane; therefore, 1 to 36 hours are preferred, and 5 to 24 hours are more preferred.

[0090] The viscosity of the organopolysiloxane (A) produced by emulsion polymerization in step (II) at 25°C is 30,000 mPa s or more, preferably 90,000 mPa s or more, and more preferably 180,000 mPa s or more. There is no upper limit, but it may be, for example, 1,000,000 mPa s or less.

[0091] <Process (III)> Additives are added to improve the transparency of the appearance. An anionic surfactant (C) can be used as the additive. The amount of the anionic surfactant (C) is not particularly limited, but is preferably 0 to 50 parts by mass. The total amount of the anionic surfactant (C) in step (I) and the anionic surfactant (C) in step (I) is preferably 10 to 60 parts by mass. Polyhydric alcohols such as 1,3-butylene glycol and glycerin can also be used. The amount is not particularly limited and can be determined taking into account the stability and transparency required when incorporated into the final product, and can be, for example, 0 to 10 parts by mass.

[0092] <Other processing> The silicone concentration can be adjusted by adding water. In addition, water-soluble polymers, antibacterial preservatives, antibacterial agents, alkoxysilanes, etc. can also be added.

[0093] The organopolysiloxane emulsion composition of the present invention will now be described. The average particle size of the organopolysiloxane emulsion composition of the present invention is 100 nm or less, preferably 90 nm or less, and more preferably 80 nm or less. There is no particular lower limit, but it is about 10 nm or more. In the present invention, the average particle size is the Stokes diameter measured by dynamic light scattering using a nanoparticle size measuring device (DelsaMaxCore, manufactured by Beckman Coulter, Inc.).

[0094] The light transmittance of the organopolysiloxane emulsion composition of the present invention is 40% or more, preferably 50% or more, and more preferably 60% or more. If the light transmittance is less than 40%, when the composition is incorporated into final products such as cosmetics or personal care compositions, the transparency of the final product may be impaired. There is no particular upper limit, and it may be 100%. In the present invention, the light transmittance is a value measured at a wavelength of 500 nm using a UV-Vis spectrophotometer (U-3310, manufactured by Hitachi High-Tech Science Corporation).

[0095] The organopolysiloxane emulsion composition of the present invention contains 15 to 45 parts by mass, and preferably 20 to 40 parts by mass, of organopolysiloxane (A) per 100 parts by mass of the organopolysiloxane emulsion composition. If the amount is 15 parts by mass or more, the concentration of organopolysiloxane (A) is sufficient, allowing for greater flexibility in its incorporation into final products such as cosmetics and personal care compositions. On the other hand, if the amount is 45 parts by mass or less, the viscosity of the emulsion composition during production does not become too high, making it easy to produce and handle. [Example]

[0096] The present invention will be explained in more detail below with reference to examples and comparative examples, but the present invention is not limited to the following examples. The amounts of components in the examples are shown in Table 1, and the amounts of components in the comparative examples are shown in Table 2. The kinematic viscosity of the organopolysiloxane having silanol groups at both molecular chain terminals, represented by general formula (1), was measured at 25°C using a Canon-Fenske viscometer.

[0097] [Example 1] In a 500 mL beaker, add component (A-1) with a dynamic viscosity of 60 mm 2 Organopolysiloxane (A-1-1) (in general formula (1), R 1= methyl group, octamethylcyclotetrasiloxane content 100 ppm or less, decamethylcyclopentasiloxane content 100 ppm or less, dodecamethylcyclohexasiloxane content 100 ppm or less) 90.0 g (100 parts by mass), as component (B), 21.6 g (24 parts by mass) of polyoxyethylene lauryl ether (B-1) (EO = 23 mol, HLB = 16.9) as component (B), 125.0 g (25 parts by mass of component (C)) of 18% sodium dodecylbenzenesulfonate aqueous solution (C-1) as component (C), and 53.2 g (59.1 parts by mass) of ion-exchanged water (D-1) were placed in a homomixer (manufactured by PRIMIX Corporation, Homomixer MARK II The emulsion was emulsified using a high-pressure emulsifier (Starburst Mini HJP-25001, manufactured by Sugino Machine Co., Ltd.) and then subjected to high-pressure treatment twice at a processing pressure of 100 MPa, yielding a transparent first emulsion composition. The average particle size of the first emulsion composition was measured and found to be 70 nm. The resulting first emulsion composition was placed in a 500 mL plastic bottle and allowed to stand overnight in a 15°C refrigerator to adjust the temperature to 15°C. 6.5 g (7.2 parts by weight) of 9.8% aqueous sulfuric acid solution (Component (E)) was then diluted and dispersed therein. The mixture was then allowed to stand at 15°C for 12 hours for emulsion polymerization. This mixture was then diluted and dispersed with 3.8 g (4.2 parts by weight) of 20% aqueous sodium carbonate solution (F-1) to neutralize the mixture, resulting in a transparent emulsion composition. The average particle size of the emulsion composition was measured and found to be 70 nm. The results are shown in Table 3.

[0098] [Example 2] In a 500 mL beaker, add component (A-1) (A-1-1) with a dynamic viscosity of 60 mm 2 Organopolysiloxane having silanol groups at both ends of the molecular chain of / s (in general formula (1), R 1= methyl group, octamethylcyclotetrasiloxane content 100 ppm or less, decamethylcyclopentasiloxane content 100 ppm or less, dodecamethylcyclohexasiloxane content 100 ppm or less) 90.0 g (100 parts by mass), component (B) (B-1) polyoxyethylene lauryl ether (EO = 23 mol, HLB = 16.9) 21.6 g (24 parts by mass), component (C) (C-1) 18% sodium dodecylbenzenesulfonate aqueous solution 125.0 g (25 parts by mass as component (C)), and component (D-1) ion-exchanged water 45.5 g (50.6 parts by mass) were added and mixed in a homomixer (manufactured by PRIMIX Corporation, Homomixer MARK II The emulsion was emulsified using a high-pressure emulsifier (Starburst Mini HJP-25001, manufactured by Sugino Machine Co., Ltd.) and then subjected to high-pressure treatment twice at a processing pressure of 100 MPa, yielding a transparent first emulsion composition. The average particle size of the first emulsion composition was measured and found to be 70 nm. The resulting first emulsion composition was placed in a 500 mL plastic bottle and allowed to stand overnight in a 15°C refrigerator to adjust the temperature to 15°C. 11.3 g (12.6 parts by weight) of 9.8% aqueous sulfuric acid solution (Component (E)) was then diluted and dispersed therein. The mixture was then allowed to stand at 15°C for 12 hours for emulsion polymerization. This mixture was then diluted and dispersed with 6.6 g (7.3 parts by weight) of 20% aqueous sodium carbonate solution (F-1) to neutralize the mixture, resulting in a transparent emulsion composition. The average particle size of the emulsion composition was measured and found to be 70 nm. The results are shown in Table 3.

[0099] [Example 3] In a 500 mL beaker, add component (A-1) (A-1-1) with a dynamic viscosity of 60 mm 2 Organopolysiloxane having silanol groups at both ends of the molecular chain of / s (in general formula (1), R 1= methyl group, octamethylcyclotetrasiloxane content 100 ppm or less, decamethylcyclopentasiloxane content 100 ppm or less, dodecamethylcyclohexasiloxane content 100 ppm or less) 90.0 g (100 parts by mass), component (B) (B-1) polyoxyethylene lauryl ether (EO = 23 mol, HLB = 16.9) 21.6 g (24 parts by mass), component (C) (C-1) 18% sodium dodecylbenzenesulfonate aqueous solution 125.0 g (25 parts by mass as component (C)), and component (D-1) ion-exchanged water 53.2 g (59.1 parts by mass) were added and mixed in a homomixer (manufactured by PRIMIX Corporation, Homomixer MARK II The emulsion was emulsified using a high-pressure emulsifier (Starburst Mini HJP-25001, manufactured by Sugino Machine Co., Ltd.) and then subjected to high-pressure treatment twice at a processing pressure of 100 MPa, yielding a transparent first emulsion composition. The average particle size of the first emulsion composition was measured and found to be 70 nm. The resulting first emulsion composition was placed in a 500 mL plastic bottle and allowed to stand overnight in a 15°C refrigerator to adjust the temperature to 15°C. 6.5 g (7.2 parts by weight) of 9.8% aqueous sulfuric acid solution (Component (E)) was then diluted and dispersed therein. The mixture was then allowed to stand at 15°C for 24 hours for emulsion polymerization. This mixture was then diluted and dispersed with 3.8 g (4.2 parts by weight) of 20% aqueous sodium carbonate solution (F-1) to neutralize the mixture, resulting in a transparent emulsion composition. The average particle size of the emulsion composition was measured and found to be 70 nm. The results are shown in Table 3.

[0100] [Example 4] In a 500 mL beaker, add component (A-1) (A-1-1) with a dynamic viscosity of 60 mm 2 Organopolysiloxane having silanol groups at both ends of the molecular chain of / s (in general formula (1), R 1= methyl group, octamethylcyclotetrasiloxane content 100 ppm or less, decamethylcyclopentasiloxane content 100 ppm or less, dodecamethylcyclohexasiloxane content 100 ppm or less) 90.0 g (100 parts by mass), component (B) (B-1) polyoxyethylene lauryl ether (EO = 23 mol, HLB = 16.9) 21.6 g (24 parts by mass), component (C) (C-1) 18% sodium dodecylbenzenesulfonate aqueous solution 125.0 g (25 parts by mass as component (C)), and component (D-1) ion-exchanged water 53.2 g (59.1 parts by mass) were added and mixed in a homomixer (manufactured by PRIMIX Corporation, Homomixer MARK II The emulsion was emulsified using a high-pressure emulsifier (Starburst Mini HJP-25001, manufactured by Sugino Machine Co., Ltd.) and then subjected to high-pressure treatment twice at a processing pressure of 100 MPa, yielding a transparent first emulsion composition. The average particle size of the first emulsion composition was measured and found to be 60 nm. The resulting first emulsion composition was placed in a 500 mL plastic bottle and allowed to stand overnight in a 10°C refrigerator to adjust the temperature to 10°C. 6.5 g (7.2 parts by weight) of 9.8% aqueous sulfuric acid solution (Component (E)) was then diluted and dispersed therein. The mixture was then allowed to stand at 10°C for 24 hours for emulsion polymerization. This mixture was then neutralized by diluting and dispersing 3.8 g (4.2 parts by weight) of 20% aqueous sodium carbonate solution (F-1), resulting in a transparent emulsion composition. The average particle size of the emulsion composition was measured and found to be 70 nm. The results are shown in Table 3.

[0101] [Example 5] In a 500 mL beaker, add component (A-1) (A-1-1) with a dynamic viscosity of 60 mm 2 Organopolysiloxane having silanol groups at both ends of the molecular chain of / s (in general formula (1), R 1= methyl group, octamethylcyclotetrasiloxane content 100 ppm or less, decamethylcyclopentasiloxane content 100 ppm or less, dodecamethylcyclohexasiloxane content 100 ppm or less) 90.0 g (100 parts by mass), as component (B) (B-2) polyoxyethylene polyoxypropylene decyl ether (EO = 30 moles, PO = 2 moles, HLB = 15.0) 21.6 g (24 parts by mass), as component (C) (C-1) 18% sodium dodecylbenzenesulfonate aqueous solution 125.0 g (25 parts by mass as component (C)), as component (C) (D-1) ion-exchanged water 30.5 g (33.9 parts by mass), and a homomixer (manufactured by PRIMIX Corporation, Homomixer MARK II The emulsion was emulsified using a high-pressure emulsifier (Starburst Mini HJP-25001, manufactured by Sugino Machine Co., Ltd.) and then subjected to high-pressure treatment twice at a processing pressure of 100 MPa, yielding a transparent first emulsion composition. The average particle size of the first emulsion composition was measured and found to be 60 nm. The resulting first emulsion composition was placed in a 500 mL plastic bottle and allowed to stand overnight in a 10°C refrigerator to adjust the temperature to 10°C. 6.5 g (7.2 parts by weight) of 9.8% aqueous sulfuric acid solution (Component (E)) was then diluted and dispersed. The solution was then allowed to stand at 10°C for 24 hours for emulsion polymerization. 8.5 g (9.4 parts by weight) of 25% aqueous triethanolamine solution (F-2) was then diluted and dispersed to neutralize the solution. 18 g (20 parts by weight) of ion-exchanged water (D-2) was then added for further dilution and dispersion, resulting in a transparent emulsion composition. The average particle size of the emulsion composition was measured and found to be 70 nm. The results are shown in Table 3.

[0102] [Example 6] In a 500 ml beaker, add component (A-1) (A-1-1) with a dynamic viscosity of 60 mm 2 Organopolysiloxane having silanol groups at both ends of the molecular chain of / s (in general formula (1), R 1= methyl group, octamethylcyclotetrasiloxane content 100 ppm or less, decamethylcyclopentasiloxane content 100 ppm or less, dodecamethylcyclohexasiloxane content 100 ppm or less) 90.0 g (100 parts by mass), as component (B) (B-2) polyoxyethylene polyoxypropylene decyl ether (EO = 30 moles, PO = 2 moles, HLB = 15.0) 21.6 g (24 parts by mass), as component (C) (C-1) 18% sodium dodecylbenzenesulfonate aqueous solution 125.0 g (25 parts by mass as component (C)), as component (C) (D-1) ion-exchanged water 30.5 g (33.9 parts by mass), and a homomixer (manufactured by PRIMIX Corporation, Homomixer MARK II The emulsion was emulsified using a high-pressure emulsifier (Starburst Mini HJP-25001, manufactured by Sugino Machine Co., Ltd.) and then subjected to high-pressure treatment twice at a processing pressure of 100 MPa, yielding a transparent first emulsion composition. The average particle size of the first emulsion composition was measured and found to be 60 nm. The resulting first emulsion composition was placed in a 500 mL plastic bottle and allowed to stand overnight in a 10°C refrigerator to adjust the temperature to 10°C. 6.5 g (7.2 parts by weight) of 9.8% aqueous sulfuric acid solution (Component (E)) was then diluted and dispersed. The solution was then allowed to stand at 10°C for 24 hours for emulsion polymerization. 8.5 g (9.4 parts by weight) of 25% aqueous triethanolamine solution (F-2) was then diluted and dispersed to neutralize the solution. 18 g (20 parts by weight) of (C-2) sodium dodecylbenzenesulfonate (purity 92% or higher) was then added as Component (C) and diluted and dispersed to obtain a transparent emulsion composition. The average particle size of the emulsion composition was measured and found to be 60 nm. The results are shown in Table 3.

[0103] [Example 7] In a 500 mL beaker, add component (A-1) (A-1-1) with a dynamic viscosity of 60 mm 2 Organopolysiloxane having silanol groups at both ends of the molecular chain of / s (in general formula (1), R 1= methyl group, octamethylcyclotetrasiloxane content 100 ppm or less, decamethylcyclopentasiloxane content 100 ppm or less, dodecamethylcyclohexasiloxane content 100 ppm or less) 90.0 g (100 parts by mass), as component (B) (B-2) polyoxyethylene polyoxypropylene decyl ether (EO = 30 moles, PO = 2 moles, HLB = 15.0) 21.6 g (24 parts by mass), as component (C) (C-1) 18% sodium dodecylbenzenesulfonate aqueous solution 125.0 g (25 parts by mass as component (C)), as component (C) (D-1) ion-exchanged water 30.5 g (33.9 parts by mass), and a homomixer (manufactured by PRIMIX Corporation, Homomixer MARK II The emulsion was emulsified using a high-pressure emulsifier (Starburst Mini HJP-25001, manufactured by Sugino Machine Co., Ltd.) and then subjected to high-pressure treatment twice at a processing pressure of 100 MPa, yielding a transparent first emulsion composition. The average particle size of the first emulsion composition was measured and found to be 60 nm. The resulting first emulsion composition was placed in a 500 mL plastic bottle and allowed to stand overnight in a 10°C refrigerator to adjust the temperature to 10°C. 6.5 g (7.2 parts by weight) of 9.8% aqueous sulfuric acid solution (Component (E)) was then diluted and dispersed. The solution was then allowed to stand at 10°C for 24 hours for emulsion polymerization. 8.5 g (9.4 parts by weight) of 25% aqueous triethanolamine solution (F-2) was then diluted and dispersed to neutralize the solution. Further dilution and dispersion were performed with 10.8 g (12 parts by weight) of ion-exchanged water (D-2) and 7.2 g (8 parts by weight) of glycerin, resulting in a transparent emulsion composition. The average particle size of the emulsion composition was measured and found to be 60 nm. The results are shown in Table 3.

[0104] [Comparative Example 1] (a-1) Dynamic viscosity 700mm 2 Organopolysiloxane having silanol groups at both ends of the molecular chain of / s (in general formula (1), R 1= methyl group, octamethylcyclotetrasiloxane content 100 ppm or less, decamethylcyclopentasiloxane content 100 ppm or less, dodecamethylcyclohexasiloxane content 100 ppm or less) 90.0 g (100 parts by mass), component (B) (B-1) polyoxyethylene lauryl ether (EO = 23 mol, HLB = 16.9) 21.6 g (24 parts by mass), component (C) (C-1) 18% sodium dodecylbenzenesulfonate aqueous solution 125.0 g (25 parts by mass as component (C)), and component (D-1) ion-exchanged water 53.2 g (59.1 parts by mass) were added and mixed in a homomixer (manufactured by PRIMIX Corporation, Homomixer MARK II The emulsion was emulsified using a high-pressure emulsifier (Model 2.5), and then subjected to two high-pressure treatments at a processing pressure of 100 MPa using a high-pressure emulsifier (Starburst Mini HJP-25001, manufactured by Sugino Machine Co., Ltd.), yielding a cloudy first emulsion composition. The average particle size of the first emulsion composition was measured and found to be 210 nm. The results are shown in Table 3.

[0105] Comparative Example 2 In a 500 mL beaker, add component (A-1) and (A-1-2) with a dynamic viscosity of 40 mm 2 Organopolysiloxane having silanol groups at both ends of the molecular chain of / s (in general formula (1), R 1= methyl group, octamethylcyclotetrasiloxane content 100 ppm or less, decamethylcyclopentasiloxane content 100 ppm or less, dodecamethylcyclohexasiloxane content 100 ppm or less) 90.0 g (100 parts by mass), component (B) (B-1) polyoxyethylene lauryl ether (EO = 23 mol, HLB = 16.9) 3.6 g (4 parts by mass), component (C) (C-1) 18% sodium dodecylbenzenesulfonate aqueous solution 125.0 g (25 parts by mass as component (C)), and component (D-1) ion-exchanged water 71.2 g (79.1 parts by mass) were added and mixed in a homomixer (manufactured by PRIMIX Corporation, Homomixer MARK II The emulsion was emulsified using a high-pressure emulsifier (Model 2.5), and then subjected to two high-pressure treatments at a processing pressure of 100 MPa using a high-pressure emulsifier (Starburst Mini HJP-25001, manufactured by Sugino Machine Co., Ltd.), yielding a cloudy first emulsion composition. The average particle size of the first emulsion composition was measured and found to be 140 nm. The results are shown in Table 3.

[0106] Comparative Example 3 In a 500 mL beaker, add component (A-1) (A-1-1) with a dynamic viscosity of 60 mm 2 Organopolysiloxane having silanol groups at both ends of the molecular chain of / s (in general formula (1), R 1= methyl group, 90.0 g (100 parts by mass) of octamethylcyclotetrasiloxane content 100 ppm or less, decamethylcyclopentasiloxane content 100 ppm or less, dodecamethylcyclohexasiloxane content 100 ppm or less, (B-1) polyoxyethylene lauryl ether (EO = 23 mol, HLB = 16.9) as component (B), 48 g (53.3 parts by mass) of (B-1) polyoxyethylene lauryl ether (EO = 23 mol, HLB = 16.9) as component (C), 125.0 g of (C-1) 18% aqueous sodium dodecylbenzenesulfonate solution (25 parts by mass as component (C)) as component (C), and 26.8 g (29.8 parts by mass) of (D-1) ion-exchanged water were added and mixed in a homomixer (manufactured by PRIMIX Corporation, Homomixer MARK II The emulsion was emulsified using a high-pressure emulsifier (Model 2.5), and then subjected to a single high-pressure treatment at a processing pressure of 100 MPa using a high-pressure emulsifier (Starburst Mini HJP-25001, manufactured by Sugino Machine Co., Ltd.), yielding a highly viscous, cloudy first emulsion composition. Due to the high viscosity of the first emulsion composition, a second high-pressure treatment could not be performed, and the average particle size of the first emulsion composition was measured and found to be 140 nm. The results are shown in Table 3.

[0107] Comparative Example 4 In a 500 mL beaker, add component (A-1) (A-1-1) with a dynamic viscosity of 60 mm 2 Organopolysiloxane having silanol groups at both ends of the molecular chain of / s (in general formula (1), R 1= methyl group, octamethylcyclotetrasiloxane content 100 ppm or less, decamethylcyclopentasiloxane content 100 ppm or less, dodecamethylcyclohexasiloxane content 100 ppm or less) 90.0 g (100 parts by mass), (B) (b-1) polyoxyethylene polyoxypropylene decyl ether (EO = 7 moles, PO = 2 moles, HLB = 10.0) 21.6 g (24 parts by mass), (C-1) 18% sodium dodecylbenzenesulfonate aqueous solution as component (C) 125.0 g (25 parts by mass as component (C)), and (D-1) ion-exchanged water 53.2 g (59.1 parts by mass) were added and mixed in a homomixer (manufactured by PRIMIX Corporation, Homomixer MARK II The emulsion was emulsified using a high-pressure emulsifier (Model 2.5), and then subjected to two high-pressure treatments at a processing pressure of 100 MPa using a high-pressure emulsifier (Starburst Mini HJP-25001, manufactured by Sugino Machine Co., Ltd.), yielding a cloudy first emulsion composition. The average particle size of the first emulsion composition was measured and found to be 110 nm. The results are shown in Table 3.

[0108] Comparative Example 5 In a 500 mL beaker, add component (A-1) (A-1-1) with a dynamic viscosity of 60 mm 2 Organopolysiloxane having silanol groups at both ends of the molecular chain of / s (in general formula (1), R 1= methyl group, octamethylcyclotetrasiloxane content 100 ppm or less, decamethylcyclopentasiloxane content 100 ppm or less, dodecamethylcyclohexasiloxane content 100 ppm or less) 90.0 g (100 parts by mass), component (B) (B-1) polyoxyethylene lauryl ether (EO = 23 mol, HLB = 16.9) 21.6 g (24 parts by mass), component (C) (C-3) 30% sodium dodecylbenzenesulfonate aqueous solution 140.0 g (46.7 parts by mass as component (C)), and component (D-1) ion-exchanged water 29.4 g (32.7 parts by mass) were added and mixed in a homomixer (manufactured by PRIMIX Corporation, Homomixer MARK II The emulsion was emulsified using a high-pressure emulsifier (Starburst Mini HJP-25001, manufactured by Sugino Machine Co., Ltd.) and then subjected to high-pressure treatment twice at a processing pressure of 100 MPa, yielding a transparent first emulsion composition. The average particle size of the first emulsion composition was measured and found to be 70 nm. The resulting first emulsion composition was placed in a 500 mL plastic bottle and left to stand overnight in a 10°C refrigerator, whereupon it became cloudy. The average particle size of the first emulsion composition was measured again and found to be 160 nm. The results are shown in Table 3.

[0109] The average particle size, external transparency, organopolysiloxane viscosity, and contents of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane in the organopolysiloxane of the first emulsion composition and the target emulsion composition were evaluated for the above examples and comparative examples. The evaluation results are shown in Table 3. The evaluation methods are described in detail below.

[0110] [Average particle size] The Stokes diameter was measured by dynamic light scattering using a nanoparticle diameter measuring device (DelsaMaxCore) manufactured by Beckman Coulter, Inc. [Appearance transparency] 100 g of the emulsion composition was placed in a 100 mL glass bottle and the appearance was observed. A piece of paper with writing on it was placed behind the glass bottle, and if the writing was easily readable it was marked with "○", and if the writing was difficult to read or could not be read at all it was marked with "×". [Light transmittance] The emulsion composition was filled into a quartz glass cell with an optical path length of 1 cm, and the light transmittance at a wavelength of 500 nm was measured using a spectrophotometer (U-3310) manufactured by Hitachi High-Tech Science Corporation. [Organopolysiloxane viscosity] 300 g of the emulsion composition was mixed with 300 g of isopropyl alcohol, and the precipitated organopolysiloxane was separated and heated at 105°C to remove the isopropyl alcohol, after which the viscosity of the organopolysiloxane was measured. The value was measured at 25°C using a Toki Sangyo TVB-10 viscometer. [Octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane content in organopolysiloxane] 0.1 g of emulsion composition and 10 mL of acetone or hexane containing 20 ppm (by mass) of tetradecane as an internal standard were placed in a 25 mL glass bottle and shaken for 2 hours to extract the octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane contained in the emulsion composition. After centrifugation, only the supernatant (acetone layer or hexane layer) was collected and analyzed by gas chromatography to quantify the contents of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane. The measurements were performed using a gas chromatograph (Agilent 7890B GC system) manufactured by Agilent Technologies, Inc., and a capillary column DB-5ms (column specifications: inner diameter 0.53 mm, length 30 m, film thickness 1 μm) manufactured by the same company. In Examples 1 to 4, acetone containing 20 ppm of tetradecane was used, and in Examples 5 and 6, hexane containing 200 ppm of tetradecane was used.

[0111] [Table 1]

[0112] [Table 2]

[0113] [Table 3]

[0114] In Examples 1 to 7, the components specified in the present invention were used to obtain transparent emulsion compositions in which the average particle size of the first emulsion and the target emulsion was 100 nm or less, the organopolysiloxane viscosity in the emulsion composition was 30,000 mPa·s or more, and the contents of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane were each 10,000 ppm or less. In Comparative Example 1, the kinematic viscosity of component (a-1) was 700 mm 2 In Comparative Example 2, the parts by mass of the (B) component were 4.0, in Comparative Example 3, the parts by mass of the (B) component were 53.3, and in Comparative Example 4, the HLB value of the (B) component was 10.0. In all cases, the particle size of the first emulsion was not 100 nm or less, and the emulsion was not transparent. On the other hand, in Comparative Example 5, the parts by mass of the (C) component were 46.7, and the first emulsion initially had an average particle size of 100 nm or less and was transparent, but after leaving it to stand overnight in a 10°C refrigerator, it became 160 nm. This shows that when preparing a first emulsion, the amount of (C) needs to be 45 parts by mass or less.

[0115] The present specification includes the following aspects. [1]: (A) A viscosity at 25°C of 30,000 mPa·s or more, and the contents of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane are each 10,000 ppm or less, An organopolysiloxane having silanol groups at both ends of the molecular chain, represented by the following general formula (1): HO(R 1 2SiO) n H (1) (In the formula, R 1 are independently a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, and n is a value that indicates that the kinematic viscosity of the organopolysiloxane at 25°C is 10 mm 2 / s or more 200mm 2 / s is a number less than 100 parts by mass of an organopolysiloxane which is a condensation reaction product of (B) a nonionic surfactant having an HLB of 12 to 18: 10 to 50 parts by mass; (C) anionic surfactant: 10 to 60 parts by mass; (D) water: 20 to 1,000 parts by mass, and having an average particle size of 100 nm or less. [2]: The organopolysiloxane emulsion composition according to [1], wherein the viscosity of the organopolysiloxane (A) at 25°C is 90,000 mPa·s or more. [3]: The organopolysiloxane emulsion composition according to [1] or [2], wherein the nonionic surfactant (B) is one or more nonionic surfactants selected from polyoxyalkylene alkyl ethers, polyoxyalkylene sorbitan fatty acid esters, polyoxyalkylene fatty acid esters, and polyglycerin fatty acid esters, all of which have an HLB of 14 to 18. [4]: The organopolysiloxane emulsion composition according to any one of [1] to [3], which has a light transmittance of 40% or more. [5]: The organopolysiloxane emulsion composition according to any one of [1] to [4], wherein the organopolysiloxane (A) is contained in an amount of 15 to 45 parts by mass per 100 parts by mass of the organopolysiloxane emulsion composition. [6]: A method for producing an organopolysiloxane emulsion composition, comprising: (I) (A-1) 100 parts by mass of an organopolysiloxane represented by the following general formula (1), containing octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane in an amount of 2,000 ppm or less each, and having silanol groups at both molecular chain terminals: HO(R 1 2SiO) n H (1) (In the formula, R 1 are independently a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, and n is a value that indicates that the kinematic viscosity of the organopolysiloxane at 25°C is 10 mm 2 / s or more 200mm 2 / s is a number less than (B) Nonionic surfactant having an HLB of 12 to 18: 10 to 50 parts by mass (C) Anionic surfactant: 10 to 45 parts by mass (D) Water: 20~1,000 parts by mass a step of emulsifying the mixture containing the above-mentioned components using an emulsifier that reduces the particle size of emulsion particles by using shear force or pressure to prepare an emulsion composition having an average particle size of 100 nm or less; (II) emulsion polymerizing the resulting emulsion composition at a temperature of 40°C or less in the presence of (E) an acid catalyst (however, if (C) the anionic surfactant has catalytic activity, the addition of the acid catalyst can be omitted), and terminating the reaction by adding (F) a neutralizing agent, thereby preparing an emulsion composition having a viscosity of 30,000 mPa s or more, containing octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane in an amount of 10,000 ppm or less, and having an average particle size of 100 nm or less, as the condensation reaction product of component (A-1), (A) an organopolysiloxane; A method for producing an organopolysiloxane emulsion composition comprising: [7]: The method for producing an organopolysiloxane emulsion composition according to [6], wherein the viscosity of the organopolysiloxane (A) in the organopolysiloxane emulsion composition at 25°C is 90,000 mPa·s or more. [8]: The method for producing an organopolysiloxane emulsion composition according to [6] or [7], wherein the nonionic surfactant (B) comprises one or more nonionic surfactants selected from polyoxyalkylene alkyl ethers, polyoxyalkylene sorbitan fatty acid esters, polyoxyalkylene fatty acid esters, and polyglycerin fatty acid esters, and has an HLB value of 14 to 18. [9]: After step (II) (III) blending 0 to 50 parts by mass of the anionic surfactant (C) with 100 parts by mass of the organopolysiloxane (A) so that the total blending amount is 10 to 60 parts by mass; The method for producing an organopolysiloxane emulsion product according to any one of [6] to [8], comprising:

[10] : The method for producing an organopolysiloxane emulsion composition according to any one of [6] to [9], wherein in step (II), the polymerization step is carried out at a temperature of 25°C or less.

[11] : The method for producing an organopolysiloxane emulsion composition according to any one of [6] to

[10] , wherein in step (II), the polymerization time in the polymerization step is 48 hours or less.

[12] : A method for producing an organopolysiloxane emulsion composition according to any one of [6] to

[11] , wherein the composition has a light transmittance of 40% or more.

[13] : The method for producing an organopolysiloxane emulsion composition according to any one of [6] to

[12] , wherein the organopolysiloxane emulsion composition contains 15 to 45 parts by mass of the organopolysiloxane (A) per 100 parts by mass of the organopolysiloxane emulsion composition.

[14] : The method for producing an organopolysiloxane emulsion composition according to any one of [6] to

[13] , wherein in step (I), the emulsifier that reduces the particle size of the emulsion particles is a high-pressure homogenizer.

[0116] The present invention is not limited to the above-described embodiments. The above-described embodiments are merely examples, and anything that has substantially the same configuration as the technical idea described in the claims of the present invention and that exhibits similar effects is included within the technical scope of the present invention.

Claims

1. (A) a viscosity at 25°C of 30,000 mPa s or more, and the contents of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane are each 10,000 ppm or less; An organopolysiloxane having silanol groups at both molecular chain terminals, represented by the following general formula (1): HO(R １ ２ SiO) ｎ H (1) (In the formula, R １ are independently a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, and n is a value that indicates that the kinematic viscosity of the organopolysiloxane at 25°C is 10 mm ２ / s or more 200mm ２ / s.) 100 parts by mass of an organopolysiloxane which is a condensation reaction product of (B) 10 to 50 parts by mass of a polyoxyalkylene alkyl ether represented by the following general formula (2) and having an HLB of 12 to 18; R 2 O(EO) p (PO) q H (2) (In the formula, R 2 is a linear or branched alkyl group having 8 to 30 carbon atoms, EO is an ethylene oxide group, and PO is a propylene oxide group, and their arrangement may be block or random. p and q are independent integers, p is 4 to 100, and q is 0 to 100.) (C) 10 to 60 parts by mass of an alkylbenzenesulfonic acid or a salt thereof represented by the following general formula (4), R 3 -C 6 H 4 -SO 3 M (4) (wherein R 3 is a linear or branched alkyl group having 6 to 30 carbon atoms, and M is a hydrogen ion, an alkali metal ion, an alkaline earth metal ion, an ammonium ion, or a tertiary ammonium ion.) (D) water: 20 to 1,000 parts by mass; and having an average particle size of 100 nm or less.

2. 2. The organopolysiloxane emulsion composition according to claim 1, wherein the viscosity of the organopolysiloxane (A) at 25°C is 90,000 mPa·s or more.

3. 2. The organopolysiloxane emulsion composition according to claim 1, wherein the HLB of the polyoxyalkylene alkyl ether (B) is 14 to 18.

4. 2. The organopolysiloxane emulsion composition according to claim 1, which has a light transmittance of 40% or more.

5. 2. The organopolysiloxane emulsion composition according to claim 1, wherein the organopolysiloxane (A) is contained in an amount of 15 to 45 parts by mass per 100 parts by mass of the organopolysiloxane emulsion composition.

6. A method for producing an organopolysiloxane emulsion composition, comprising: (I) (A-1) 100 parts by mass of an organopolysiloxane represented by the following general formula (1), containing octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane in an amount of 2,000 ppm or less, and having silanol groups at both molecular chain terminals: HO(R １ ２ SiO) ｎ H (1) (In the formula, R １ are independently a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, and n is a value that indicates that the kinematic viscosity of the organopolysiloxane at 25°C is 10 mm ２ / s or more 200mm ２ / s.) (B) Polyoxyalkylene alkyl ether represented by the following general formula (2) and having an HLB of 12 to 18: 10 to 50 parts by mass R 2 O(EO) p (PO) q H (2) (In the formula, R 2 is a linear or branched alkyl group having 8 to 30 carbon atoms, EO is an ethylene oxide group, and PO is a propylene oxide group, and their arrangement may be block or random. p and q are independent integers, p is 4 to 100, and q is 0 to 100.) (C) Alkylbenzenesulfonic acid or its salt represented by the following general formula (4): 10 to 45 parts by mass R 3 -C 6 H 4 -SO 3 M (4) (wherein R 3 is a linear or branched alkyl group having 6 to 30 carbon atoms, and M is a hydrogen ion, an alkali metal ion, an alkaline earth metal ion, an ammonium ion, or a tertiary ammonium ion.) (D) Water: 20 to 1,000 parts by mass a step of emulsifying the mixture containing the above-mentioned components using an emulsifier that reduces the particle size of emulsion particles by using shear force or pressure to prepare an emulsion composition having an average particle size of 100 nm or less; (II) emulsion polymerization of the resulting emulsion composition at a temperature of 40°C or less in the presence of (E) an acid catalyst (however, if the (C) alkylbenzenesulfonic acid or a salt thereof has catalytic activity, the addition of the acid catalyst can be omitted), and (F) terminating the reaction by adding a neutralizing agent, to produce an organopolysiloxane (A), which is a condensation reaction product of component (A-1), having a viscosity of 30,000 mPa s or more, containing octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane in amounts of 10,000 ppm or less each, and having an average particle size of 100 nm or less; A method for producing an organopolysiloxane emulsion composition comprising:

7. 7. The method for producing an organopolysiloxane emulsion composition according to claim 6, wherein the viscosity of the organopolysiloxane (A) in the organopolysiloxane emulsion composition at 25°C is 90,000 mPa·s or more.

8. 7. The method for producing an organopolysiloxane emulsion composition according to claim 6, wherein the (B) component contains a polyoxyalkylene alkyl ether and has an HLB of 14 to 18.

9. After step (II) (III) a step of blending 0 to 50 parts by mass of (C) alkylbenzenesulfonic acid or a salt thereof with 100 parts by mass of (A) organopolysiloxane, so that the total blending amount is 10 to 60 parts by mass; 7. A method for producing the organopolysiloxane emulsion product of claim 6, comprising:

10. 7. The method for producing an organopolysiloxane emulsion composition according to claim 6, wherein the polymerization step in step (II) is carried out at a temperature of 25°C or less.

11. 7. The method for producing an organopolysiloxane emulsion composition according to claim 6, wherein the polymerization time in step (II) is 48 hours or less.

12. 7. The method for producing an organopolysiloxane emulsion composition according to claim 6, wherein the light transmittance is 40% or more.

13. The method for producing an organopolysiloxane emulsion composition according to claim 6, wherein the organopolysiloxane emulsion composition contains 15 to 45 parts by mass of the organopolysiloxane (A) per 100 parts by mass of the organopolysiloxane emulsion composition.

14. 7. The method for producing an organopolysiloxane emulsion composition according to claim 6, wherein the emulsifier used to reduce the particle size of the emulsion particles in step (I) is a high-pressure homogenizer.

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