JP2000169705A - Silicone oil emulsion and preparation thereof - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a silicone oil emulsion which possesses a narrow particle size distribution and is high in stability, even with a low surfactant content, and a preparation process thereof. SOLUTION: The silicone oil emulsion comprises (A) a silicone oil, (B) a nonionic surfactant and (C) water and contains, against 100 pts.wt. emulsion, (D) from 0.01 to 10 pts.wt. phenoxyethanol of the formula (wherein R is hydrogen atom or methyl group; and n is an integer of from 1 to 10). In the preparation process of the above-mentioned silicone oil emulsion, (A) a silicone oil is emulsified in an aqueous solution comprising (B) a nonionic surfactant, (C) water and (D) a phenoxyethanol of the formula (wherein R is hydrogen atom or methyl group; and n is an integer of from 1 to 10).

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a silicone oil emulsion and a method for producing the same,
The present invention relates to a silicone oil emulsion having a narrow particle size distribution and a good stability even when the content of a surfactant is small, and a method for producing the same.

[0002]

2. Description of the Related Art Silicone oil emulsions obtained by emulsifying silicone oil in water with a surfactant are used for mold release agents, cosmetics, etc. In particular, for cosmetics, the surfactant is a nonionic surfactant. It is said that a silicone oil emulsion having a small content is preferable.

[0003] However, nonionic surfactants have insufficient emulsifying ability, and when the content thereof is low, there is a problem that the particle size distribution of the obtained silicone oil emulsion is widened and the stability is deteriorated. Therefore, even if the content of the nonionic surfactant is small, a silicone oil emulsion having a narrow particle size distribution and good stability has been desired.

[0004]

DISCLOSURE OF THE INVENTION The present inventors have intensively studied the above-mentioned problems, and as a result, have reached the present invention. That is, an object of the present invention is to provide a silicone oil emulsion having a narrow particle size distribution and a good stability even when the content of a surfactant is small, and a method for producing the same.

[0005]

The invention according to claim 1 of the present application is a silicone oil emulsion comprising (A) a silicone oil, (B) a nonionic surfactant, and (C) water. For 100 parts by weight,
(D) General formula:

Embedded image (Wherein, R is a hydrogen atom or a methyl group, and n is 1 to
It is an integer of 10. The present invention relates to a silicone oil emulsion comprising 0.01 to 10 parts by weight of a phenoxyethanol represented by the formula (1).

Further, the invention according to claim 5 of the present application is characterized in that (A)
Silicone oil, (B) nonionic surfactant, (C)
Water, and (D) the general formula:

Embedded image (Wherein, R is a hydrogen atom or a methyl group, and n is 1 to
It is an integer of 10. The present invention relates to a method for producing a silicone oil emulsion, characterized in that the emulsion is emulsified in an aqueous solution comprising phenoxyethanols shown in (1).

[0007]

DESCRIPTION OF THE PREFERRED EMBODIMENTS First, the silicone oil emulsion according to the first aspect of the present invention will be described in detail. This emulsion comprises (A) silicone oil, (B)
It comprises a nonionic surfactant and (C) water, and contains (D) phenoxyethanols.
As the silicone oil (A), a non-curable or curable silicone oil can be used, and the viscosity at 25 ° C. is 1 to 50,000,000,000.
It is preferably in the range of 0 mPa · s, especially 5 to 1,
It is preferably within the range of, 000,000 mPa · s. This is because it becomes difficult to emulsify those having a viscosity at 25 ° C. outside the above range.

Examples of the non-curable silicone oil include silicone oils having a linear, partially branched linear, cyclic, or branched chain molecular structure.
In particular, a linear silicone oil is preferable. Such non-curable silicone oils include:
Trimethylsiloxy group-blocked polydimethylsiloxane with molecular chain terminals at both ends, dimethylsiloxane / methylphenylsiloxane copolymer with trimethylsiloxy group terminal at both molecular chains,
Non-functional silicone oil such as dimethyl siloxane / methyl (3,3,3-trifluoropropyl) siloxane copolymer having a trimethylsiloxy group blocked at both ends of molecular chain, silicone oil having a silicon-bonded hydrolyzable group, silanol group A silicone oil having an aliphatic unsaturated group, a silicone oil having a long-chain alkyl group, a silicone oil having a polyether group, a silicone oil having an amide group, a silicone oil having a carboxylic acid group, and an amino group. A silicone oil having, a silicone oil having a mercapto group,
A silicone oil having an epoxy group is exemplified.

On the other hand, examples of the curable silicone oil include a silicone oil that cures by itself and a silicone oil that cures by adding a curing catalyst or a crosslinking agent. The curing mechanism includes, for example, a condensation reaction, a hydrosilylation reaction, a radical reaction with an organic peroxide, and a radical reaction with ultraviolet rays. Since there are no by-products due to the curing reaction and high reactivity, hydrosilyl is particularly preferred. The reaction is preferably a chemical reaction. This condensation reaction-curable silicone oil includes at least two silicone oils per molecule.
One silicon-bonded hydroxyl group, or an organopolysiloxane having a hydrolyzable group such as an alkoxy group, an oxime group, an acetoxy group, or an aminoxy group, and further the silicone oil, at least two silicon-bonded hydroxyl groups in one molecule, Alternatively, an oily silicone composition obtained by mixing a silane-based or siloxane-based crosslinking agent having an alkoxy group, an oxime group, an acetoxy group, an aminoxy group, or a hydrogen atom, and a condensation reaction catalyst such as an organic tin compound or an organic titanium compound. Is exemplified. The hydrosilylation reaction-curable silicone oil comprises an organopolysiloxane having at least two alkenyl groups in one molecule and an organopolysiloxane having at least two silicon-bonded hydrogen atoms in one molecule. Examples thereof include an oily silicone composition, and an oily silicone composition obtained by mixing a hydrosilylation reaction catalyst with the silicone composition.

In the silicone oil emulsion of the present invention, the average particle size of the silicone oil dispersed in water is preferably in the range of 0.01 to 500 μm, and particularly preferably in the range of 0.1 to 200 μm. Is preferably within the range. This is because if the average particle size of the silicone oil exceeds the upper limit of the above range, the dispersibility in water tends to decrease, while it is difficult to prepare a silicone oil having a lower limit of the above range. This is because there is a tendency that

In the emulsion comprising the above components (A), (B) and (C), the content of the component (A) is not limited, but may be in the range of 25 to 80% by weight in the emulsion. Preferably, there is. This is because an emulsion in which the content of the component (A) in the emulsion is less than the lower limit of the above range generally tends to have poor stability, and is disadvantageous when this emulsion is used. On the other hand, emulsions exceeding the upper limit of the above range tend to have poor handling operability and tend to be difficult to produce with good stability.

The nonionic surfactant (B) is a component conventionally used for improving the dispersibility of the component (A) in water, and may be an ether type, an ether ester type, an ester type, or a nonionic surfactant. A nitrogen-containing nonionic surfactant is exemplified. As the nonionic surfactant, a lipophilic or hydrophilic one can be used. As the lipophilic nonionic surfactant of the component (B), for example, sorbitan monooleate, sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan sesquioleate, sorbitan trioleate Sorbitan fatty acid esters such as diglycerol sorbitan penta-2-ethylhexylate and diglycerol sorbitan tetra-2-ethylhexylate; glycerin mono-cottonseed oil fatty acid, glycerin monoerucate, glycerin sesquioleate, glyceryl monostearate, α, α ′ -Glycerin pyroglutamate oleate,
Glycerin fatty acids such as glyceryl monostearate and glyceryl malate; propylene glycol fatty acid esters such as propylene glycol monostearate; hydrogenated castor oil derivatives; and glycerin alkyl ether.

As the hydrophilic nonionic surfactant of the component (B), for example, polyoxyethylene (hereinafter referred to as PO
E) Sorbitan monooleate, POE sorbitan monostearate, POE sorbitan monooleate, POE
POE sorbitan fatty acid esters such as sorbitan tetraoleate; POE sorbit monolaurate, POE
P such as E sorbit monooleate, POE sorbit pentaoleate, POE sorbit monostearate
OE sorbitol fatty acid esters; POE such as POE glycerin monostearate, POE glycerin monoisostearate, POE glycerin triisostearate, etc.
Glycerin fatty acid esters; POE monooleate,
POE monostearate, POE distearate, PO
POE fatty acid esters such as E monodioleate and ethylene glycol cysteate; PE such as POE lauryl ether, POE oleyl ether, POE stearyl ether, POE behenyl ether, POE-2-octyldodecyl ether and POE cholestanol ether;
OE alkyl ethers; POE alkyl phenyl ethers such as POE octyl phenyl ether, POE nonyl phenyl ether and POE dinonyl phenyl ether; Pluronic types such as Pluronic (polyoxyethylene / polyoxypropylene glycol);
Polyoxypropylene (hereinafter, POP) cetyl ether,
POE / POP-2-decyltetradecyl ether, P
PO such as OE • POP monobutyl ether, POE • POP hydrogenated lanolin, POE • POP glycerin ether
E-POP alkyl ethers; Tetra-POE, tetra-POP ethylenediamine condensates such as Tetronic; P
POE castor oil such as OE castor oil, POE hardened castor oil, POE hardened castor oil monoisostearate, POE hardened castor oil triisostearate, POE hardened castor oil monopyroglutamic acid monoisostearate diester, POE hardened castor oil maleic acid, etc. Hydrogenated castor oil derivatives;
POE beeswax lanolin derivatives such as POE sorbitol beeswax; alkanolamides such as coconut oil fatty acid diethanolamide, lauric acid monoethanolamide, fatty acid isopropanolamide, POE propylene glycol fatty acid ester, POE alkylamine, POE fatty acid amide, sucrose fatty acid ester; POE nonylphenylformaldehyde condensate, alkylethoxydimethylamine oxide, trioleyl phosphoric acid, and the like.
Examples of the silicone-based surfactant include dimethylpolysiloxane-polyethylene glycols, dimethylpolysiloxane polyethylenes, dimethylpolysiloxane polyethylene glycol copolymers, and dimethylpolysiloxane / methyl (polyoxyethylene) siloxane copolymers. No. Preferably, it is a nonionic surfactant containing a polyethylene oxide group.

In particular, the nonionic surfactant (B) is preferably of an ether type or an ether ester type because of the high emulsifying ability of silicone oil. HLB of such a nonionic surfactant
Is preferably 10 or more, and more preferably 12.5.
It is preferable that it is above. Further, the nonionic surfactant is preferably an alkyl ether of polyoxyethylene oxide. As the alkyl ether of the polyethylene oxide, one in which at least 10% by weight of the alkyl group in the alkyl ether is an alkyl group having 13 carbon atoms is preferable. According to such an alkyl ether, even if the addition amount is small, there is an effect that the particle size distribution of the obtained silicone oil emulsion is narrow and the stability is excellent. The alkyl group in this alkyl ether is an alkyl group having 13 carbon atoms and an alkyl group having 12 carbon atoms.
At least 10% by weight of the alkyl groups in the alkyl ether
Is particularly preferably an alkyl group having 13 carbon atoms, and at least 10% by weight of the alkyl group in the alkyl group ether is an alkyl group having 12 carbon atoms. Further, the other alkyl in the alkyl ether is preferably an alkyl group having 14 or more carbon atoms.
In the silicone oil emulsion of the present invention, the alkyl group in the alkyl ether is preferably a secondary alkyl group. The HLB value of such an alkyl ether of polyethylene oxide is 10 to 1
It is preferably within the range of 6. Examples of such alkyl ethers of polyethylene oxide include a secondary tridecyl ether to which ethylene oxide is added in an amount of 2 to 30 mol per molecule, this tridecyl ether, and a secondary dodecyl to which ethylene oxide is added in an amount of 2 to 30 mol per molecule. A mixture with ether, a mixture of these and 2 to 30 moles of ethylene oxide added per molecule.
And mixtures thereof with quaternary tetradecyl ethers.
A secondary tridecyl ether having 5 to 13 moles of ethylene oxide added per molecule, a mixture of the tridecyl ether and a secondary dodecyl ether having 5 to 13 moles of ethylene oxide added per molecule, this mixture, Is preferably a mixture with a secondary tetradecyl ether added in an amount of 5 to 13 mol per molecule. These nonionic surfactants may be used alone or in combination of two or more.

In the emulsion comprising the above components (A), (B) and (C), the content of the component (B) is not limited, but 0.001 to 1 in the emulsion.
It is preferably in the range of 0% by weight, more preferably 0.01 to 5% by weight. This is because an emulsion in which the content of the component (B) in this emulsion is less than the lower limit of the above range tends to have poor stability, whereas an emulsion exceeding the upper limit of the above range has good stability. However, by the component (B) blended in a large amount,
This is because the use of this emulsion tends to be limited.

The water of the component (C) is a medium for dispersing the component (A). Although the content of the component (C) is not limited,
This is a value obtained by subtracting the contents of the components (A) and (B).

In the invention according to claim 1 of the present application, (D)
The component phenoxyethanols are characteristic components,
The emulsifying ability of the component (B) can be improved, and even if the content of the component (B) is reduced, the components (A), (B), and
The component (C) is a component capable of improving the stability of the emulsion, and the component (D) itself is a component capable of acting as a preservative. This component (D) has the general formula:

Embedded image Indicated by R in the formula is a hydrogen atom or a methyl group, preferably a hydrogen atom. Also, n in the formula is 1
It is an integer of 10 to 10, preferably an integer of 1 to 5, and particularly preferably 1. The phenoxyethanols of component (D) preferably have a purity of 95% by weight or more, more preferably 98% by weight or more, and particularly preferably 99% by weight or more.

The amount of component (D) added is preferably in the range of 0.01 to 10 parts by weight per 100 parts by weight of the emulsion comprising component (A), component (B) and component (C). Is in the range of 0.01 to 1 part by weight, particularly preferably in the range of 0.1 to 1 part by weight. This is because when the amount of the component (D) is less than the lower limit of the above range, the stability of the obtained emulsion tends to decrease,
On the other hand, when the upper limit of the above range is exceeded, the use of the obtained emulsion is limited.

As a method for preparing such an emulsion comprising the components (A) to (D), an emulsion comprising the components (A) to (C) is prepared, and then the component (D) is added thereto. According to the method of emulsifying the component (A) in an aqueous solution comprising the component (B), the component (C), and the component (D), as described in the invention according to claim 5, Even if the added amount of the component (B) is reduced, the component (D) can improve the emulsifying ability of the component (B), narrow the particle size distribution of the obtained silicone oil emulsion, and improve the stability. It is preferable because it can be used. The method of emulsifying these components is not limited, but generally, it can be emulsified by an emulsifier such as a homomixer, a homogenizer, and a colloid mill.

In the silicone oil emulsion of the present invention, a water-soluble polymer may be added as an optional component to increase the viscosity of the silicone oil emulsion and improve its stability. Examples of this water-soluble polymer include gum arabic, tragacanth gum, galactan, guar gum, carob gum, karaya gum, carrageenan, pectin, agar, quince seed (quince), alge colloid (cassow extract), starch (rice, corn, potato, wheat), glycyrrhizin Plant polymers such as acids; microbial polymers such as xanthan gum, dextran, succinoglucan, and burlan; natural polymers such as animal polymers such as collagen, casein, albumin, and gelatin; starches such as carboxymethyl starch and methylhydroxypropyl starch. -Based polymers; methylcellulose, nitrocellulose,
Ethyl cellulose, methyl hydroxypropyl cellulose, hydroxyethyl cellulose, cellulose sodium sulfate, hydroxypropyl cellulose, sodium carboxymethyl cellulose (CMC), crystalline cellulose,
Cellulose polymers such as cellulose powder; semi-synthetic polymers such as alginic acid polymers such as sodium alginate and propylene glycol alginate; polyvinyl alcohol, polyvinyl methyl ether, polyvinylpyrrolidone, carboxyvinyl polymer (US BFG)
oodrich CARBOPOL941, Wako Pure Chemical Industries, Ltd. Hibiswako 104, 105), alkyl-modified carboxyvinyl polymer (USA BFGoodric)
h CARBOPOL 1342, PEMULEN
Vinyl polymers such as TR-1 and PEMULEN TR-2); polyethylene glycol 1500, 400
Polyoxyethylene polymers such as 0, 6000; polyoxyethylene polyoxypropylene copolymer copolymers; acrylic polymers such as sodium polyacrylate, polyethyl acrylate, and polyacrylamide; synthesis of polyethylene imine, cationic polymers, etc. Polymers are exemplified. In addition, a salt may be formed by adding an alkali such as sodium hydroxide or potassium hydroxide or an acid such as hydrochloric acid together with the water-soluble polymer. further,
For the same purpose, inorganic substances such as bentonite, AlMg silicate (Vegum), laponite, hectorite, and silicic anhydride can be blended.

The silicone oil emulsion of the present invention can be used as a release agent, a fiber treatment agent, a cosmetic, a detergent, a lubricant, a water repellent, a paint, and the like. When a curable silicone oil is used, the resulting silicone oil emulsion can be used as an aqueous dispersion of cured silicone particles, or as an intermediate for preparing cured silicone particles. .

[0022]

EXAMPLES The silicone oil emulsion of the present invention and the method for producing the same will be described in detail with reference to examples. In addition, the viscosity in an Example is a value in 25 degreeC. Also,
The silicone oil emulsion was evaluated as follows. [Particle Size Distribution of Silicone Oil Emulsion] Laser diffraction particle size distribution analyzer for silicone oil emulsion
(LA-500 manufactured by HORIBA, Ltd.), its median diameter (particle diameter corresponding to 50% of the cumulative distribution), particle diameter 10.
The content (volume%) of the silicone component of 0 μm or less, and the particle size of the silicone which accumulates to 90 vol% were determined. [Stability of Silicone Oil Emulsion] The silicone oil emulsion was placed in a 100 ml glass bottle, allowed to stand at room temperature, and it was observed whether or not the aqueous layer was separated. [Preservatives of Silicone Oil Emulsion] Bacteria (Aspergill) were added to the silicone oil emulsion.
us niger ATCC 6275) to 100,000 cfu
/ G after inoculation and storage at 30 ° C. for 1 week, the increase and decrease of the bacteria in this aqueous dispersion was observed. ◎: when the bacteria were completely eliminated, ○: when the bacteria were reduced, The case where there was no increase or decrease was evaluated as Δ, and the case where the number of bacteria increased was evaluated as ×.

Example 1 A secondary alkyl ether of ethylene oxide (12 mole addition) having an HLB value of 14.5 was added to 100 parts by weight of polydimethylsiloxane having a viscosity of 400 mPa · s and capped with trimethylsiloxy groups at both ends of the molecular chain. (The content of the dodecyl group in this alkyl group is 43% by weight, and the content of the tridecyl group is 57% by weight.)
Parts by weight, and formula:

Embedded image Was added, and the mixture was emulsified by a colloid mill to prepare a silicone oil emulsion. The emulsion has a median diameter of 3.2 μm and a particle size of 10.0 μm.
The content of the following silicone components is 100% by volume,
The particle size at which the cumulative volume was 90% by volume was 4.5 μm. The emulsion was allowed to stand at room temperature for one month, but was stable without separation of the aqueous layer. The preservability of this emulsion was ◎.

Comparative Example 1 A silicone oil emulsion was prepared in the same manner as in Example 1 except that phenoxyethanol was not used. This emulsion has a median diameter of 5.8 μm and a particle size of 10.0 μm.
The content of the silicone component having a particle size of m or less was 85.7% by volume, and the particle size at which the cumulative amount was 90% by volume was 15.2 μm. When this emulsion was left at room temperature for one month,
Oil spots were observed on the surface. Further, the preservability of this emulsion was x.

[Example 2] Polydimethylsiloxane 10 having 400 mPa · s and both ends of a molecular chain having a trimethylsiloxy group blocked.
0 parts by weight of a secondary alkyl ether of ethylene oxide (12 mol addition) having an HLB value of 14.5 (the content of the dodecyl group in this alkyl group is 43% by weight,
The content of the tridecyl group is 57% by weight. ) 0.08 parts by weight and the formula:

Embedded image 0.5 parts by weight of phenoxyethanol (purity 99.5% by weight or more) represented by the following formula, and emulsified by a colloid mill, and further diluted with 30 parts by weight of pure water to obtain a carboxyvinyl polymer (Wako Pure Chemical Industries, Ltd.) Silicone oil emulsion was prepared by adding 0.01 parts by weight of Hibiswako 104) and 0.5 parts by weight of a 1% by weight aqueous sodium hydroxide solution. The median diameter of this emulsion was 6.0 μm, the content of the silicone component having a particle diameter of 10.0 μm or less was 82.5% by volume, and the particle diameter at which the cumulative amount was 90% by volume was 11.6 μm. The emulsion was allowed to stand at room temperature for one month, but was stable without separation of the aqueous layer. The preservability of this emulsion was ◎.

Comparative Example 2 A silicone oil emulsion was prepared in the same manner as in Example 2 except that phenoxyethanol was not used. This emulsion has a median diameter of 10.3 μm and a particle size of 10.0.
The content of the silicone component having a particle size of μm or less was 54.4% by volume, and the particle size at which the cumulative amount was 90% by volume was 22.8 μm. When this emulsion was allowed to stand at room temperature for one month, oil spots were observed on the surface. Further, the preservability of this emulsion was x.

Example 3 96 parts by weight of polydimethylsiloxane capped at both ends of a dimethylvinylsiloxy group having a viscosity of 400 mPa · s and trimethylsiloxy groups capped at both ends of a molecular chain having a viscosity of 20 mPa · s.
3 parts by weight of a dimethylsiloxane copolymer and an isopropyl alcohol solution of chloroplatinic acid (based on the above-mentioned polydimethylsiloxane having dimethylvinylsiloxy groups at both ends of the molecular chain, the amount of platinum metal atoms in the alcohol solution is 20 ppm by weight. ) To prepare a silicone rubber composition. JIS K62 of silicone rubber obtained by allowing this silicone rubber composition to stand at room temperature for one day
The type A durometer hardness specified in 53 was 31.

Next, the silicone rubber composition was added to the total amount of 0.1%.
75% by weight-a secondary alkyl ether of ethylene oxide (7 mole addition) (the content of dodecyl group in this alkyl group is 43% by weight and the content of tetradecyl group is 57%
% By weight. 30 parts by weight of an aqueous solution of HLB = 12.5) and the formula:

Embedded image 0.46 parts by weight of phenoxyethanol (purity 99.5% by weight or more) represented by
By adding parts by weight, an emulsion of the silicone rubber composition was prepared. Next, 50 parts by weight of pure water was mixed with the emulsion, and the mixture was allowed to stand at room temperature for 1 day or more. As a result, the silicone rubber composition dispersed in the water was cured to form silicone rubber particles. The emulsion had a median diameter of 6.0 μm, a content of a silicone component having a particle diameter of 10.0 μm or less was 82.5% by volume, and a cumulative 90%.
The particle size of volume% was 11.6 μm. The emulsion was stable without leaving an aqueous layer even when left at room temperature for one month. The preservability of this emulsion was ◎.

Comparative Example 3 A silicone oil emulsion was prepared in the same manner as in Example 3 except that phenoxyethanol was not used. The median size of this emulsion is 4.5 μm and the particle size is 10.0 μm.
The content of the silicone component having a particle size of m or less was 97.5% by volume, and the particle size at which the cumulative amount was 90% by volume was 7.7 μm. When this emulsion was left at room temperature for one month,
Separation of the aqueous layer was observed. Further, the preservability of this emulsion was x.

[0030]

The silicone oil emulsion of the present invention is characterized in that the particle size distribution is narrow and the stability is good even when the content of the surfactant is small. The production method is characterized in that such a silicone oil emulsion can be produced.

 ──────────────────────────────────────────────────続 き Continuing from the front page (72) Inventor Tadashi Hamachi 2-2 Chikusa Beach, Ichihara City, Chiba Prefecture Toray Dow Corning Silicone Co., Ltd. No.2 Toray Dow Corning Silicone Co., Ltd. Research and Development Division F-term (Reference) 4J002 AE052 CC012 CH012 CP031 CP032 CP051 CP061 CP081 CP091 CP101 CP131 DE027 ED068 EH056 EH156 FD188 FD207 FD312 FD316 GB00 HA07

Claims (5)

[Claims] 1. A silicone oil emulsion comprising (A) a silicone oil, (B) a nonionic surfactant, and (C) water, and (D) a general formula: Formula 1 (Wherein, R is a hydrogen atom or a methyl group, and n is 1 to
It is an integer of 10. A silicone oil emulsion containing 0.01 to 10 parts by weight of a phenoxyethanol compound represented by the formula (1). 2. The content of the component (D) is 0.01 to 1 part by weight with respect to 100 parts by weight of the silicone oil emulsion comprising the components (A), (B) and (C). The silicone oil emulsion according to claim 1, wherein: 3. The content of the component (D) is 0.1 to 1 part by weight with respect to 100 parts by weight of the silicone oil emulsion comprising the components (A), (B) and (C). The silicone oil emulsion according to claim 1, wherein: 4. A silicone oil emulsion comprising the components (A), (B) and (C), wherein the content of the component (A) is 25 to 80% by weight and the content of the component (B) 4. The silicone oil emulsion according to claim 1, wherein the content is 0.001 to 10% by weight, and the content of the component (C) is the remaining weight%. 5. A silicone oil comprising: (A) a silicone oil, (B) a nonionic surfactant, (C) water, and (D) a general formula: (Wherein, R is a hydrogen atom or a methyl group, and n is 1 to
It is an integer of 10. 5. The method for producing a silicone oil emulsion according to claim 1, wherein the emulsion is emulsified in an aqueous solution comprising a phenoxyethanol represented by the formula (1).