JP2024142155A - Organopolysiloxane - Google Patents

Abstract

To provide novel organopolysiloxane acting as a wetter to allow phenyl modified silicone to be highly filled with a high thermal conductive filler.SOLUTION: The present invention provides organopolysiloxane represented by a general formula (1). (In the formula, each R1 independently represents a C6-10 monovalent aromatic hydrocarbon group, each R2 independently represents a C1-10 alkyl group, R3 represents a C1-4 alkyl group, a is 2 or 3, m is an integer satisfying 1≤m≤30, and n is an integer satisfying 0≤n≤60, provided that the range 3≤m+n≤90 is satisfied. Boding of each siloxane unit in brackets in the general formula (1) may be a block or random.)SELECTED DRAWING: None

Description

The present invention relates to organopolysiloxanes.

The performance of electronic components such as highly integrated circuits, such as CPUs, is significantly degraded by heat generation during use. To solve this problem, heat dissipation materials are used that improve heat transfer efficiency when introduced into the air space between the heat generating part and the cooling part. Among them, silicone heat dissipation materials are used in a wide range of fields because of their high heat resistance, weather resistance, and electrical insulation properties derived from silicone.
Moreover, in recent years, electronic devices have become smaller and more highly integrated, making it important to more efficiently cool the heat they generate, and so there is a demand for heat dissipation materials with high thermal conductivity.

The thermal conductivity of materials containing silicone oil and thermally conductive filler is affected by the thermal conductivity of the thermally conductive filler itself when the volume fraction of the thermally conductive filler exceeds 0.6. Therefore, in order to increase the thermal conductivity of heat dissipation materials, it is important to increase the loading of the thermally conductive filler. However, simply increasing the loading significantly reduces the fluidity of the conductive grease, making it difficult to process. To solve this problem, a method has been proposed in which the thermally conductive filler is surface-treated with a silane coupling agent (wetter) and dispersed in the silicone base oil to maintain the fluidity of the thermally conductive grease.

Phenyl-modified silicone, which has a structure in which some of the methyl silicone has been replaced with phenyl groups, has better heat resistance, cold resistance, and oxidation resistance than methyl silicone. Furthermore, because it has high gas barrier properties and a high refractive index, phenyl-modified silicone is used in cosmetics and sealing materials for light-emitting diodes (Patent Documents 1 and 2). Therefore, it is believed that by using phenyl-modified silicone as a base oil and applying it to heat dissipation materials, properties that cannot be achieved with methyl silicone can be achieved. On the other hand, the introduction of phenyl groups makes the silicone skeleton rigid, so there is a problem of a significant increase in viscosity, especially in high-phenyl-modified silicone (Patent Document 3).

Therefore, when phenyl-modified silicone is used as a base oil and filled with a thermally conductive filler to make a grease, the fluidity of the thermally conductive grease is significantly impaired. In addition, organopolysiloxanes with trialkoxysilyl groups, which are often used as wetters, have poor solubility in phenyl-modified silicone (Patent Documents 4 and 5). For this reason, there has been a demand for the development of a wetter that is highly soluble in phenyl-modified silicone and that suppresses viscosity increases when filled with a thermally conductive filler.

JP 2004-162039 A JP 2007-039621 A JP 2004-262919 A JP 2004-262972 A JP 2005-162975 A

The present invention aims to provide a new organopolysiloxane that acts as a wetter that can be highly loaded with a highly thermally conductive filler in a resin material, particularly a phenyl-modified silicone.

To achieve the above object, the present invention provides the following novel organopolysiloxane.

（式中、Ｒ^１は、独立して炭素数６～１０の１価芳香族炭化水素基であり、Ｒ^２は、独立して炭素数１～１０のアルキル基であり、Ｒ^３は炭素数１～４のアルキル基である。ａは２または３であり、ｍは１≦ｍ≦３０の整数、ｎは０≦ｎ≦６０の整数であり、ただし、３≦ｍ＋ｎ≦９０の範囲を満たす。前記一般式（１）中の括弧で括られたシロキサン単位の結合は、ブロックであってもランダムであってもよい。）
で示されるものであることを特徴とするオルガノポリシロキサンを提供する。 That is, the present invention relates to a compound represented by the following general formula (1):

(In the formula, ^R1 is independently a monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms, ^R2 is independently an alkyl group having 1 to 10 carbon atoms, and ^R3 is an alkyl group having 1 to 4 carbon atoms. a is 2 or 3, m is an integer satisfying 1≦m≦30, and n is an integer satisfying 0≦n≦60, provided that the range of 3≦m+n≦90 is satisfied. The bonds of the siloxane units enclosed in parentheses in the general formula (1) may be block or random.)
The present invention provides an organopolysiloxane characterized by being represented by the following formula:

Such organopolysiloxanes are suitable as wetters, and for example, phenyl-modified silicones can be highly loaded with highly thermally conductive fillers.

（式中、Ｒ^１、Ｒ^２、Ｒ^３及びａは前記と同じであり、ｘは１≦ｘ≦３０の整数であり、ｍ′は１≦ｍ′≦３の整数であり、ｎ′は０≦ｎ′≦２の整数であり、ただし、ｍ′＋ｎ′は３である。ｍ′及びｎ′を付した括弧で括られたシロキサン単位の結合は、ブロックであってもランダムであってもよく、ｘを付した括弧で括られた２種のシロキサン単位の結合はブロック重合体である。） The organopolysiloxane is preferably represented by the following general formula (2).

(In the formula, R ¹ , R ² , R ³ and a are the same as above, x is an integer of 1≦x≦30, m' is an integer of 1≦m'≦3, n' is an integer of 0≦n'≦2, with the proviso that m'+n' is 3. The bonds of the siloxane units enclosed in parentheses with m' and n' may be block or random, and the bonds of two types of siloxane units enclosed in parentheses with x form a block polymer.)

Such organopolysiloxanes have high solubility in phenyl-modified silicones.

In the above general formulas (1) and (2), it is preferable that R ¹ is a phenyl group and R ² is a methyl group.
From the viewpoint of the synthesis of organopolysiloxane, these groups are preferred.

The present invention provides a wetter comprising the organopolysiloxane described above.
By using the above-described organopolysiloxane as a wetter, the thermally conductive filler can be more effectively dispersed in the phenyl-modified silicone.

The organopolysiloxane of the present invention is useful as a silane coupling agent (wetter) that improves the dispersibility of thermally conductive fillers in phenyl-modified silicones. Therefore, a phenyl-modified silicone composition containing the organopolysiloxane of the present invention has a suppressed viscosity and maintains fluidity even when it contains a large amount of thermally conductive filler. Therefore, when the organopolysiloxane of the present invention is introduced into a silicone composition, a thermally conductive silicone composition can be obtained in which the viscosity increase is suppressed even when the thermally conductive filler is highly filled.

1 is a ²⁹ Si-NMR chart of the organopolysiloxane synthesized in Example 1.

（式中、Ｒ^１は、独立して炭素数６～１０の１価芳香族炭化水素基であり、Ｒ^２は、独立して炭素数１～１０のアルキル基であり、Ｒ^３は炭素数１～４のアルキル基である。ａは２または３であり、ｍは１≦ｍ≦３０の整数、ｎは０≦ｎ≦６０の整数であり、ただし、３≦ｍ＋ｎ≦９０の範囲を満たす。前記一般式（１）中の括弧で括られたシロキサン単位の結合は、ブロックであってもランダムであってもよい。）
で示されるものであることを特徴とするオルガノポリシロキサンである。
特に前記オルガノポリシロキサンが、下記一般式（２）

（式中、Ｒ^１、Ｒ^２、Ｒ^３及びａは前記と同じであり、ｘは１≦ｘ≦３０の整数であり、ｍ′は１≦ｍ′≦３の整数であり、ｎ′は０≦ｎ′≦２の整数であり、ただし、ｍ′＋ｎ′は３である。ｍ′及びｎ′を付した括弧で括られたシロキサン単位の結合は、ブロックであってもランダムであってもよく、ｘを付した括弧で括られた２種のシロキサン単位の結合はブロック重合体である。）
で示されるオルガノポリシロキサンであることが好ましい。 The present inventors have searched for organopolysiloxanes suitable for wetters that enable resin materials, particularly phenyl-modified silicones, to be highly loaded with highly thermally conductive fillers, and have found that the one represented by the following general formula (1) is useful for this purpose, thus completing the present invention.
That is, the present invention relates to a compound represented by the following general formula (1):

(In the formula, ^R1 is independently a monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms, ^R2 is independently an alkyl group having 1 to 10 carbon atoms, and ^R3 is an alkyl group having 1 to 4 carbon atoms. a is 2 or 3, m is an integer satisfying 1≦m≦30, and n is an integer satisfying 0≦n≦60, provided that the range of 3≦m+n≦90 is satisfied. The bonds of the siloxane units enclosed in parentheses in the general formula (1) may be block or random.)
The organopolysiloxane is characterized by being represented by the following formula:
In particular, the organopolysiloxane is represented by the following general formula (2):

(In the formula, R ¹ , R ² , R ³ and a are the same as above, x is an integer of 1≦x≦30, m' is an integer of 1≦m'≦3, n' is an integer of 0≦n'≦2, with the proviso that m'+n' is 3. The bonds of the siloxane units enclosed in parentheses with m' and n' may be block or random, and the bonds of two types of siloxane units enclosed in parentheses with x form a block polymer.)
It is preferable that the organopolysiloxane is represented by the following formula:

The present invention is described in detail below.

In the above general formula (1), ^R1 is independently a monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms. Specific examples of ^R1 include aryl groups such as a phenyl group, a tolyl group, a xylyl group, and a mesityl group, and among these, a phenyl group is preferred from the viewpoint of ease of synthesis.

In the above general formula (1), ^R2 is independently an alkyl group having 1 to 10 carbon atoms, preferably 1 to 5, and more preferably 1 to 3. Examples of ^R2 include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a tert-butyl group, a pentyl group, a hexyl group, an octyl group, a nonyl group, and a decyl group. Among these, a methyl group or an ethyl group is preferred from the viewpoint of ease of synthesis.

In the above general formula (1), R ³ is independently an alkyl group having 1 to 4 carbon atoms, preferably a methyl group or an ethyl group. Examples of R ³ include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, and a tert-butyl group. Of these, from the viewpoint of the hydrolysis property of the organopolysiloxane compound of the present invention, a methyl group and an ethyl group are particularly preferred. In addition, in the above general formula (1), a is 2 or 3, but from the viewpoint of ease of synthesis and economic efficiency, a is preferably 3.

In the above general formula (1), m is usually an integer of 1≦m≦30, preferably 3≦m≦20, more preferably 5≦m≦18. If m exceeds 30, the viscosity of the organopolysiloxane increases significantly, which is not preferred. In addition, in the above general formula (1), n is usually an integer of 0≦n≦60, preferably 5≦n≦50, more preferably 10≦n≦40. If it is outside the above range, the compatibility with the phenyl-modified silicone decreases, which is not preferred. Also, m+n is 3≦m+n≦90, and preferably 6≦m+n≦60. If it is outside the above range, the product becomes difficult to handle in the synthesis of this compound, which is not preferred.
Furthermore, the bonds of the siloxane units enclosed in parentheses in the general formula (1) may be in blocks or random.

Specific examples of the organopolysiloxane represented by the above general formula (1) include, but are not limited to, the following compounds: In the formula shown below, "Me" represents a methyl group and "Ph" represents a phenyl group.

The organopolysiloxane represented by the above general formula (1) is synthesized, for example, according to the following reaction formula:

Reaction scheme:

In the formula, m and n were identified by ²⁹ Si-NMR.

Silanol and 1,1-diphenyl-3,3,5,5-tetramethyltrisiloxane (hereinafter sometimes referred to as phenyl-modified cyclic siloxane) are heated and stirred in acetonitrile solvent in the presence of bis(1,2-benzenediolate)phenylsilicate sodium salt (NAS, formula above) catalyst, and 2-(trimethoxysilyl)ethyl propionate (ECMS, formula above) is added as a reaction terminator to synthesize an organopolysiloxane compound as shown in general formula (1) above. The solvent for this reaction is preferably a polar solvent such as acetonitrile (MeCN) or N,N-dimethylformamide (DMF). The reaction temperature is usually 60 to 65°C, and the reaction time is about 2 hours for each step.

By changing the equivalent weight of phenyl-modified cyclic siloxane relative to silanol, the length of the main chain (m+n) of the organopolysiloxane compound, i.e., the degree of polymerization, can be adjusted.

The resulting organopolysiloxane exhibits high solubility in phenyl-modified silicone.

The phenyl-modified silicone composition of the present invention containing the above-mentioned organopolysiloxane can be highly loaded while maintaining the dispersibility of the thermally conductive filler, and therefore can be suitably used as a wetter.

The present invention will be specifically described below with reference to examples, but the present invention is not limited thereto. In the following examples, the kinematic viscosity is a value measured at 25°C using a Canon-Fenske viscometer described in JIS Z8803::2011. The refractive index is a value of _nD measured at 25°C using an Abbe refractometer described in JIS K0062:1992. In the following formulas, Me represents a methyl group and Ph represents a phenyl group.

[Example 1]
A 300 mL round separable flask was equipped with a stirrer, a thermometer, and a coiled cooling tube through a four-neck separable cover. Trimethylsilanol (9.0 g, 0.1 mol), phenyl-modified cyclic siloxane (103.8 g, 0.3 mol), and acetonitrile (60.8 g) were added to the separable flask, and the mixture was heated and stirred at 65 ° C. to dissolve the phenyl-modified cyclic siloxane. After the phenyl-modified cyclic siloxane was completely dissolved, NAS (61 mg, 0.0178 mmol) was added, and the reaction solution was heated and stirred at 65 ° C. for 2 hours. The progress of the reaction was tracked by ¹ H-NMR spectrum, and after confirming that the signal of the phenyl-modified cyclic siloxane disappeared, ECMS (29.1 g, 0.13 mol) as a reaction terminator was added, and the mixture was further heated and stirred at 65 ° C. for 2 hours. After confirming the disappearance of the peak corresponding to silanol by infrared spectroscopy, methanol was added to the reaction solution and the mixture was heated and stirred at 65° C. for an additional 1 hour. The reaction solution was returned to room temperature, washed with methanol, and the oil layer was extracted. The solvent and low molecular weight siloxane contained in the resulting oil layer were removed under reduced pressure to obtain an organopolysiloxane compound. This compound was a colorless, transparent liquid with a kinetic viscosity of 314 mm ² ·s ⁻¹ and a refractive index of 1.505. Furthermore, ²⁹ Si-NMR spectrum analysis revealed that it had the following structure (the NMR chart is shown in FIG. 1).
^29Si -NMR spectrum (99.37MHz, _CDCl3 , 25°C): δ = 7.9 ( _SiMe3 ), -17.8 to -21.1 ( _SiMe2 ), -46.7 to -47.8 ( _SiPh2 ), -84.7 to -85.0 (Si(OMe) ₃ )

^２９Ｓｉ－ＮＭＲスペクトル（９９．３７ＭＨｚ，ＣＤＣｌ_３，２５℃）：δ＝７．９（ＳｉＭｅ_３），－１７．８～－２１．３（ＳｉＭｅ_２），－４６．７～－４７．７（ＳｉＰｈ_２），－８４．７～－８５．０（Ｓｉ（ＯＭｅ）_３）． [Example 2]
An organopolysiloxane compound was obtained in the same manner as above, except that 5 equivalents of phenyl-modified cyclic siloxane were used relative to trimethylsilanol. This compound was a colorless, transparent liquid with a dynamic viscosity of 552 mm ² ·s ^-1 and a refractive index of 1.509. In addition, ²⁹ Si-NMR spectrum analysis revealed that it had the following structure:

^29Si -NMR spectrum (99.37MHz, _CDCl3 , 25°C): δ = 7.9 ( _SiMe3 ), -17.8 to -21.3 ( _SiMe2 ), -46.7 to -47.7 ( _SiPh2 ), -84.7 to -85.0 (Si(OMe) ₃ ).

^２９Ｓｉ－ＮＭＲスペクトル（９９．３７ＭＨｚ，ＣＤＣｌ_３，２５℃）：δ＝７．９（ＳｉＭｅ_３），－１７．８～－２１．３（ＳｉＭｅ_２），－４６．７～－４７．７（ＳｉＰｈ_２），－８４．７～－８５．０（Ｓｉ（ＯＭｅ）_３）． [Example 3]
An organopolysiloxane compound was obtained in the same manner as above, except that 10 equivalents of phenyl-modified cyclic siloxane were used relative to trimethylsilanol. This compound was a colorless, transparent liquid with a dynamic viscosity of 1255 mm ² ·s ^-1 and a refractive index of 1.512. In addition, ²⁹ Si-NMR spectrum analysis revealed that it had the following structure:

^29Si -NMR spectrum (99.37MHz, _CDCl3 , 25°C): δ = 7.9 ( _SiMe3 ), -17.8 to -21.3 ( _SiMe2 ), -46.7 to -47.7 ( _SiPh2 ), -84.7 to -85.0 (Si(OMe) ₃ ).

^２９Ｓｉ－ＮＭＲスペクトル（９９．３７ＭＨｚ，ＣＤＣｌ_３，２５℃）：δ＝７．９（ＳｉＭｅ_３），－１７．６～－２１．３（ＳｉＭｅ_２），－４７．０～－４８．０（ＳｉＰｈ_２），
－８４．７～－８５．０（Ｓｉ（ＯＭｅ）_３）． [Example 4]
An organopolysiloxane compound was obtained in the same manner as above, except that 15 equivalents of phenyl-modified cyclic siloxane were used relative to trimethylsilanol. This compound was a colorless, transparent liquid with a dynamic viscosity of 2158 mm ² ·s ^-1 and a refractive index of 1.515. In addition, ²⁹ Si-NMR spectrum analysis revealed that it had the following structure:

^29Si -NMR spectrum (99.37MHz, _CDCl3 , 25°C): δ = 7.9 ( _SiMe3 ), -17.6 to -21.3 ( _SiMe2 ), -47.0 to -48.0 ( _SiPh2 ),
-84.7 to -85.0 (Si(OMe) ₃ ).

[Compatibility test]
When the following organosiloxane (B-6) is dispersed in a phenyl-modified silicone at 25%, clouding and layer separation occur. On the other hand, when the novel organosiloxane is dispersed under the same conditions, clouding and layer separation do not occur, so it can be said that the novel organosiloxane exhibits high compatibility with the phenyl-modified silicone.

The compositions of Examples 5 to 11 and Comparative Examples 1 to 4 were obtained by mixing components (A) to (C) in the composition ratios shown in Tables 1 and 2.

[Example 5]
A thermally conductive phenyl-modified silicone composition was obtained by mixing A-1 as component (A), B-1 as component (B), and component (C). The components (A) to (C) were weighed into a plastic container and placed in a rotation/revolution mixer (product name: Awatori Rentaro, manufactured by THINKY Corporation), and mixed at room temperature at 2,000 rpm for 1 minute twice. The mixture was then cooled to room temperature and the viscosity was measured.

[Example 6]
A thermally conductive phenyl-modified silicone composition was prepared in the same manner as in Example 5, except that component (B) was changed from B-1 to B-2, and the viscosity was measured.

[Example 7]
A thermally conductive phenyl-modified silicone composition was prepared in the same manner as in Example 5, except that component (B) was changed from B-1 to B-3, and the viscosity was measured.

[Example 8]
A thermally conductive phenyl-modified silicone composition was prepared in the same manner as in Example 5, except that component (B) was changed from B-1 to B-4, and the viscosity was measured.

[Comparative Example 1]
A composition of Comparative Example 1 was prepared in the same manner as in Example 5, except that the component (B) was changed from B-1 to B-5, and the viscosity was measured.

[Comparative Example 2]
A composition of Comparative Example 2 was prepared in the same manner as in Example 5, except that the component (B) was changed from B-1 to B-6, and the viscosity was measured.

[Example 9]
A thermally conductive phenyl-modified silicone composition was prepared in the same manner as in Example 5, except that the component (A) was changed from A-1 to A-2 and the component (B) was changed from B-1 to B-2, and the viscosity was measured.

[Example 10]
Thermally conductive phenyl-modified silicone compositions were prepared in the same manner as in Example 5, except that the component (A) was changed from A-1 to A-3 and the component (B) was changed from B-1 to B-2, and the viscosity was measured.

[Example 11]
Thermally conductive phenyl-modified silicone compositions were prepared in the same manner as in Example 5, except that the (B) component was changed from B-1 to B-2 and the composition and content of the (C) component (C-1 was changed to C-4), and the viscosity was measured.

[Comparative Example 3]
A composition of Comparative Example 3 was prepared in the same manner as in Example 5 except that A-2 was added as component (A) in addition to A-1, and no component (B) was added, and the viscosity was measured.

[Comparative Example 4]
A composition of Comparative Example 4 was prepared in the same manner as in Example 5, except that the component (B) was not added and the content of the component (C) was changed, and the viscosity was measured.

(A) Organosiloxane A-1: Organosiloxane represented by the following formula and having a kinetic viscosity of 700 mm ² ·s ^-1

A-2: A phenyl-modified organosiloxane represented by the following formula and having a kinetic viscosity of 380 mm ² ·s ^-1

A-3: A phenyl-modified organosiloxane represented by the following formula and having a kinetic viscosity of 2,000 mm ² ·s ^-1

(B) Wetter B-1: Organosiloxane synthesized in Example 1 and represented by the following formula

B-2: Organosiloxane synthesized in Example 2, represented by the following formula:

B-3: Organosiloxane synthesized in Example 3, represented by the following formula:

B-4: Organosiloxane synthesized in Example 4, represented by the following formula:

B-5: Organosiloxane of Comparative Example 1 represented by the following formula

B-6: Organosiloxane represented by the following formula:

(C) Thermally conductive filler C-1: spherical alumina powder (average particle size 45 μm)
C-2: Spherical alumina powder (average particle size 10 μm)
C-3: irregular alumina powder (average particle size 2 μm)
C-4: irregular aluminum nitride powder (average particle size 30 μm)

[Production method]
Components (A) to (C) were mixed as follows to obtain compositions of Composition Examples and Comparative Examples: Plastic containers containing weighed-out components (A) to (C) were placed in a rotation/revolution mixer (product name: Awatori Rentaro, manufactured by THINKY Corporation) in the composition ratios (parts by volume) shown in Table 1, and the mixture was mixed at room temperature at 2,000 rpm for 1 minute twice, and then cooled to room temperature.

[Test Method]
The properties of the resulting composition were measured by the following test methods, and the results are shown in the following table.

[Viscosity measurement]
The viscosity of the obtained composition was measured at a rotation speed of 10 ^s using a viscosity/viscoelasticity measuring device (product name: MARS40 (Thermo Fisher Scientific Co., Ltd.)). The measurement conditions were 23° C., parallel plates, and a gap of 0.5 mm.

The results in Tables 1 and 2 show that the phenyl-modified silicone composition containing the organopolysiloxane of the present invention has a reduced viscosity, allowing for a high loading of the thermally conductive filler. In particular, in Example 10, despite the use of A-3, which has a high viscosity, as Component A, the viscosity of the composition was able to be reduced more than in Comparative Example 1.
On the other hand, when B-5, which does not fall within the range represented by the general formula (2), was used (Comparative Example 1), and when the composition did not contain the component (B) (Comparative Examples 3 and 4), the viscosity increased. When B-6, which does not contain a phenyl group, was used (Comparative Example 2), the viscosity of the composition did not increase.

（式中、Ｒ^１は、独立して炭素数６～１０の１価芳香族炭化水素基であり、Ｒ^２は、独立して炭素数１～１０のアルキル基であり、Ｒ^３は炭素数１～４のアルキル基である。ａは２または３であり、ｍは１≦ｍ≦３０の整数、ｎは０≦ｎ≦６０の整数であり、ただし、３≦ｍ＋ｎ≦９０の範囲を満たす。前記一般式（１）中の括弧で括られたシロキサン単位の結合は、ブロックであってもランダムであってもよい。）
［２］：前記オルガノポリシロキサンが、下記一般式（２）で示されるものであることを特徴とする［１］のオルガノポリシロキサン。

（式中、Ｒ^１、Ｒ^２、Ｒ^３及びａは前記と同じであり、ｘは１≦ｘ≦３０の整数であり、ｍ′は１≦ｍ′≦３の整数であり、ｎ′は０≦ｎ′≦２の整数であり、ただし、ｍ′＋ｎ′は３である。前記一般式（２）中の括弧で括られたシロキサン単位の結合は、ブロックであってもランダムであってもよく、ｘを付した括弧で括られた２種のシロキサン単位の結合はブロック重合体である。）
［３］：前記一般式（１）及び一般式（２）において、Ｒ^１がフェニル基、Ｒ^２がメチル基であることを特徴とする［１］又は［２］に記載のオルガノポリシロキサン。
［４］：前記［１］から［３］のいずれかに記載のオルガノポリシロキサンからなるウェッター。 The present specification includes the following aspects.
[1]: An organopolysiloxane characterized by being represented by the following general formula (1):

(In the formula, ^R1 is independently a monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms, ^R2 is independently an alkyl group having 1 to 10 carbon atoms, and ^R3 is an alkyl group having 1 to 4 carbon atoms. a is 2 or 3, m is an integer satisfying 1≦m≦30, and n is an integer satisfying 0≦n≦60, provided that the range of 3≦m+n≦90 is satisfied. The bonds of the siloxane units enclosed in parentheses in the general formula (1) may be block or random.)
[2]: The organopolysiloxane according to [1], characterized in that the organopolysiloxane is represented by the following general formula (2):

(In the formula, R ¹ , R ² , R ³ and a are the same as above, x is an integer of 1≦x≦30, m' is an integer of 1≦m'≦3, n' is an integer of 0≦n'≦2, with the proviso that m'+n' is 3. The bonds of the siloxane units enclosed in parentheses in the general formula (2) may be block or random, and the bonds of two types of siloxane units enclosed in parentheses with x are block polymers.)
[3]: The organopolysiloxane according to [1] or [2], characterized in that in the general formula (1) and the general formula (2), R ¹ is a phenyl group and R ² is a methyl group.
[4]: A wetter comprising the organopolysiloxane according to any one of [1] to [3] above.

The present invention is not limited to the above-described embodiment. The above-described embodiment is merely an example, and anything that has substantially the same configuration as the technical idea described in the claims of the present invention and exhibits similar effects is included in the technical scope of the present invention.

Claims (5)

The following general formula (1)

(In the formula, ^R1 is independently a monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms, ^R2 is independently an alkyl group having 1 to 10 carbon atoms, and ^R3 is an alkyl group having 1 to 4 carbon atoms. a is 2 or 3, m is an integer satisfying 1≦m≦30, and n is an integer satisfying 0≦n≦60, provided that the range of 3≦m+n≦90 is satisfied. The bonds of the siloxane units enclosed in parentheses in the general formula (1) may be block or random.)
Organopolysiloxane, characterized by being represented by the following formula: The organopolysiloxane is represented by the following general formula (2):

(In the formula, R ¹ , R ² , R ³ and a are the same as above, x is an integer of 1≦x≦30, m' is an integer of 1≦m'≦3, n' is an integer of 0≦n'≦2, with the proviso that m'+n' is 3. The bonds of the siloxane units enclosed in parentheses with m' and n' may be block or random, and the bonds of two types of siloxane units enclosed in parentheses with x form a block polymer.)
2. The organopolysiloxane according to claim 1, which is represented by the formula: 3. The organopolysiloxane according to claim 1, wherein R ¹ is a phenyl group and R ² is a methyl group. A wetter comprising the organopolysiloxane according to claim 1 or 2. A wetter comprising the organopolysiloxane according to claim 3.

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