Method for producing polysiloxane, composition containing polysiloxane, and molded product

Abstract

The present invention provides, for example, a method for efficiently producing polysiloxane having a siloxane constituent unit while making it possible to improve safety and reduce environmental burden.　This is achieved by a method comprising a polymerization step for polymerizing a diol compound and a silane-based compound selected from a specific silicon compound, a specific dialkoxysilane compound, and a specific diaryloxysilane compound in the presence of a transesterification catalyst including at least a phosphorous compound, wherein in the polymerization step, a polysiloxane having a siloxane constituent unit represented by any one of formulas (1-1) to (1-4) is produced. (In the formulas, R1-R10, R30-R33, Z1, Z2, J1, K1, A1, A2, L1, L2, and X are as described in the description of the present application.)

Description

[Technical Field]

[0001] The present invention relates to a method for producing a polysiloxane, a composition containing the polysiloxane, and the like. [Background technology]

[0002] Aromatic polysiloxane polymers, also known as polyarylenesiloxanes, are known as materials for molded articles produced by molding methods such as injection molding (see, for example, Patent Document 1). In recent years, the importance of polysiloxane compounds such as polyarylenesiloxanes has increased, and polyarylenesiloxanes are used, for example, as release layers in photocopying, photoresist materials, plasticizers for polycarbonates, and components of powder surface coating systems.

[0003] Known methods for producing polysiloxane compounds such as polyarylenesiloxanes include a method in which dimethyldichlorosilane is reacted with bisphenol A in a solvent to produce hydrochloric acid (Non-Patent Document 1), and a method in which the reaction is carried out in a solvent to which acetic acid has been added (Patent Document 2). [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Special Publication No. 08-502537 [Patent Document 2] Special Publication No. 2015-512999 [Non-patent literature]

[0005] [Non-Patent Document 1] Journal of Polymer Science, Vol.18, 3119-3127(1980) Summary of the Invention [Problem to be solved by the invention]

[0006] For example, there has been a demand for a method for producing a polysiloxane compound that does not involve the production of corrosive substances such as hydrochloric acid or acetic acid, does not necessarily require the use of a solvent, and reduces the environmental impact.

[0007] Furthermore, in conventional methods for producing polysiloxane compounds, the reaction rate is not necessarily sufficiently high, and therefore an efficient method for producing polysiloxane compounds has been desired. [Means for solving the problem]

[0008] The present invention provides a method for efficiently producing a polysiloxane compound, which does not produce by-products such as acids that have a high environmental impact, and can be carried out without a solvent, particularly without a solvent that requires safety considerations. The present invention includes the following method for producing polysiloxane.

[0009] [1] A diaryloxysilane compound containing at least one of a dialkyldiaryloxysilane, a diaryldiaryloxysilane, and a monoalkylmonoaryldiaryloxysilane; a dialkoxysilane compound containing at least one of a dialkyldialkoxysilane, a diaryldialkoxysilane, and a monoalkylmonoaryldialkoxysilane; a silicon compound containing at least one of a cyclic siloxane compound and a linear siloxane compound; a silane-based compound selected from the group consisting of a polymerization step of polymerizing a diol compound including an aromatic diol compound or an alicyclic diol compound, A method for producing a polysiloxane having a siloxane constituent unit represented by any one of the following formulae (1-1) to (1-4), wherein a transesterification catalyst containing a phosphorus compound is used in the polymerization step. [ka] (In formulas (1-1) to (1-4), R 1 , and R 2each independently represents an alkyl group having a total of 1 to 20 carbon atoms which may have a substituent, or an aryl group having a total of 6 to 30 carbon atoms which may have a substituent, R 3 ~R 10 and R 30 ~R 33 each independently represents hydrogen, halogen, alkoxy, an alkyl group having 1 to 20 carbon atoms in total which may have a substituent, an alkenyl group having 2 to 20 carbon atoms in total which may have a substituent, or an aryl group having 6 to 30 carbon atoms in total which may have a substituent, Z1 and Z2 each independently represent an alkylene group having a total of 1 to 5 carbon atoms which may have a substituent, J1 each independently represents an integer of 0 to 5, Each K1 independently represents an integer of 0 to 5, A1 and A2 each independently represent -O- or -CH-; L1 and L2 each independently represent an integer of 0 to 3, X is a single bond or any one of the structural formulas represented by the following formula (2): [ka] (In formula (2), R 11 , and R 12 each independently represents hydrogen, halogen, an alkyl group having a total of 1 to 20 carbon atoms which may have a substituent, or an aryl group having a total of 6 to 30 carbon atoms which may have a substituent, or R 11 and R 12 are bonded to each other to form a carbocyclic or heterocyclic ring having 1 to 20 carbon atoms, which may have a substituent; the substituents are each independently any one of a halogen, a cyano group, an alkenyl group, an alkynyl group, and an alkoxy group; a and b each independently represent 0 or an integer of 1 or more and 5000 or less. [2] The method for producing a polysiloxane according to the above [1], wherein the phosphorus compound includes a compound represented by the following general formula (I): (PRe4)+ (Xc) - (I) In general formula (I), each Re independently represents an alkyl group, an aryl group, or an alkylaryl group, and a plurality of Re may be bonded to each other to form a ring structure. Xc represents a hydroxyl group, a halogen atom, an alkyloxy group, an aryloxy group, an alkylcarbonyloxy group, an arylcarbonyloxy group, HCO3, or BRf4 (each Rf independently represents a hydrogen atom, an alkyl group, or an aryl group). [3] The method for producing a polysiloxane according to [1] above, wherein the phosphorus compound includes any one of biphenyltriphenylphosphonium hydroxide, biphenyltriphenylphosphonium tetraphenylborate, biphenyltriphenylphosphonium phenoxide, biphenyltriphenylphosphonium chloride, tetraphenylphosphonium hydroxide, methoxyphenyltriphenylphosphonium hydroxide, phenoxyphenyltriphenylphosphonium hydroxide, naphthylphenyltriphenylphosphonium hydroxide, tetraphenylphosphonium phenoxide, tetraphenylphosphonium tetraphenylborate, methoxyphenyltriphenylphosphonium tetraphenylborate, phenoxyphenyltriphenylphosphonium tetraphenylborate, naphthylphenyltriphenylphosphonium tetraphenylborate, tetraphenylphosphonium phenoxide, methoxyphenyltriphenylphosphonium phenoxide, phenoxyphenyltriphenylphosphonium phenoxide, naphthylphenyltriphenylphosphonium phenoxide, tetraphenylphosphonium chloride, methoxyphenyltriphenylphosphonium chloride, phenoxyphenyltriphenylphosphonium chloride, and naphthylphenyltriphenylphosphonium chloride. [4] The method for producing polysiloxane according to the above [3], wherein the phosphorus compound includes at least one of tetraphenylphosphonium phenoxide and tetraphenylphosphonium tetraphenylborate. [5] The method for producing a polysiloxane according to any one of the above [1] to [4], wherein the transesterification catalyst further contains an alkali metal catalyst. [6] The method for producing a polysiloxane according to [5] above, wherein the transesterification catalyst comprises an alkali metal-based transesterification catalyst containing at least sodium. [7] In the polymerization step, the amount of the transesterification catalyst relative to the diol compound is 1.0 × 10 in terms of molar ratio. -7 ~1.0×10 -2 The method for producing polysiloxane according to any one of the above [1] to [6], [8] The method for producing polysiloxane according to any one of the above [1] to [7], wherein the reaction temperature in the polymerization step is in the range of 150°C or higher and 300°C or lower. [9] The method for producing polysiloxane according to any one of the above [1] to [8], wherein no solvent is used in the polymerization step.

[10] The method for producing a polysiloxane according to any one of the above [1] to [9], wherein the ratio of the number of moles of the silane compound to the number of moles of the diol compound used in the polymerization step is 0.9 or more and 1.2 or less.

[0010]

[11] The method for producing a polysiloxane according to any one of the above [1] to

[10] , wherein in the polymerization step, a carbonate compound is further polymerized with the silane compound and the diol compound.

[12] The method for producing a polysiloxane according to any one of the above [1] to

[11] , wherein the polysiloxane further has a polycarbonate structural unit derived from the carbonate compound and represented by any one of the following formulas (3-1) to (3-4): [ka] (In general formulas (3-1) to (3-4), R 3 ~R 10 , R 21 ~R 26 and R 31 ~R 36each independently represents a hydrogen atom, a halogen atom, an alkoxy group having 1 to 5 carbon atoms which may have a substituent, an alkyl group having 1 to 20 carbon atoms which may have a substituent, an alkenyl group having 2 to 20 carbon atoms which may have a substituent, or an aryl group having 6 to 30 carbon atoms which may have a substituent, Z1 and Z2 each independently represent an alkylene group having 1 to 5 carbon atoms which may have a substituent, the substituent is any one of a halogen, a cyano group, an alkenyl group, an alkynyl group, and an alkoxy group, J1 each independently represents an integer of 0 to 5, Each K1 independently represents an integer of 0 to 5; A1 and A2 each independently represent -O- or -CH2-; L1 and L2 each independently represent an integer of 0 to 3, X is a single bond or any one of the structural formulae represented by the following formulae (1) to (7), [ka] (In general formulas (1) to (7), R 11 and R 12 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms which may have a substituent, or an aryl group having 6 to 30 carbon atoms which may have a substituent, or R 11 and R 12 are bonded to each other to form a carbocyclic or heterocyclic ring having 1 to 20 carbon atoms, which may have a substituent; the substituent is any one of a halogen, a cyano group, an alkenyl group, an alkynyl group, and an alkoxy group, r and s each independently represent an integer of 0 to 5000.

[13] The method for producing a polysiloxane according to the above

[12] , wherein the molar ratio of the total of the siloxane constituent units to the total of the polycarbonate constituent units is 0.1:99.9 to 100:0.

[14] The method for producing a polysiloxane according to

[12] or

[13] above, wherein in the polymerization step, the silane compound and the diol compound are polymerized in a molten state under reduced pressure while removing alcohol derived from the carbonate compound.

[15] The method for producing a polysiloxane according to any one of the above [1] to

[10] , wherein the polysiloxane consists solely of the siloxane constituent unit.

[16] The method for producing a polysiloxane according to any one of the above [1] to

[15] , wherein the polysiloxane has a weight average molecular weight (Mw) of 10,000 to 300,000 in terms of polystyrene.

[17] The method for producing a polysiloxane according to any one of the above [1] to

[16] , wherein the polysiloxane contains 1% by weight or less of low-molecular-weight compounds having a weight-average molecular weight of 1,000 or less.

[18] The method for producing a polysiloxane according to

[17] above, wherein the proportion of low-molecular-weight compounds having a weight-average molecular weight of 1,000 or less in the polysiloxane calculated from the GPC area ratio is 1% by weight or less.

[19] The method for producing a polysiloxane according to any one of the above [1] to

[18] , wherein the polysiloxane has a 1% mass loss thermal decomposition temperature of 300°C or higher.

[20] The method for producing a polysiloxane according to any one of the above [1] to

[19] , wherein the polysiloxane has a mass retention rate of 40% or more at 500°C.

[0011]

[21] A composition comprising a polysiloxane obtained by the method according to any one of the above [1] to

[20] and a polycarbonate resin.

[22] The composition according to

[21] above, wherein the total amount of Si in the composition is 0.1 to 20 mass%.

[23] A molded article containing a polysiloxane obtained by the method according to any one of the above [1] to

[20] .

[24] An optical lens comprising a polysiloxane obtained by the method according to any one of the above [1] to

[20] .

[25] An optical lens obtained by molding the composition according to any one of

[21] and

[22] above. [Effects of the Invention]

[0012] The method for producing polysiloxane of the present invention enables efficient production of polysiloxane while improving safety and reducing the environmental load. Furthermore, the present invention also enables the realization of compositions, molded articles, and the like containing polysiloxane. [Brief explanation of the drawings]

[0013] [Figure 1] FIG. 1 shows a calibration curve used to calculate the phenol conversion rate in each of the Examples and Comparative Examples, which shows the relationship between the peak area of phenol measured by GC / FID under the conditions described below and the phenol concentration in the sample. DETAILED DESCRIPTION OF THE INVENTION

[0014] [I. Polysiloxane] The method for producing polysiloxane in the present invention includes a polymerization step of polymerizing at least one silane compound selected from a predetermined diaryloxysilane compound, a predetermined dialkoxysilane compound, and a predetermined silicon compound (siloxane compound) with a diol compound such as an aromatic diol compound, as will be described in detail later. In the polymerization step, a transesterification catalyst containing at least a phosphorus compound is used, as will be described in detail later.

[0015] The above-mentioned polymerization reaction can be schematically illustrated as follows: For example, when a diaryloxysilane compound (Si(CH3)2(OPh)2), which is an example of a silane compound and has two methyl groups and a phenoxy group, is reacted with bisphenol A, which is an example of an aromatic diol compound, the following polysiloxane compound is obtained. That is, for example, it is a polysiloxane compound having siloxane constituent units produced by the reaction of the following formula (A). In this polymerization reaction, as described below, an alcohol derived from the silane compound, for example, an aryl alcohol such as phenol (PhOH), is generated as a by-product. Therefore, in the polymerization step, it is preferable to proceed with the polymerization reaction under reduced pressure while removing the by-product alcohol, for example, an aryl alcohol such as phenol, in a molten state of the mixture of the above-mentioned components. [ka]

[0016] In addition to the above-mentioned components, a carbonate compound such as diphenyl carbonate (PhO-CO-OPh) may be used in the polymerization reaction. When a carbonate compound is used as an additional component, a polycarbonate structural unit is formed by the reaction of the carbonate compound with a diol compound such as an aromatic diol compound, as shown in the following formula (B): The polysiloxane of the present invention is preferably composed only of siloxane constituent units. However, when a carbonate compound is further used as described above, a polysiloxane compound is produced as a polycarbonate copolymer, which contains polycarbonate constituent units in addition to siloxane constituent units. [ka] The method for producing a polysiloxane compound according to the present invention will be described in detail below.

[0017] <1. Method for producing polysiloxane> [(I) Silane-based compounds] The silane compound used in the polymerization step is used to form a siloxane structural unit in a polysiloxane compound, for example, as shown in the above formula (A). The types of silane compounds will be described in detail later. 1 R 2There are no particular limitations on the compound as long as it is possible to form a siloxane structural unit containing a )O-moiety in the main chain of the polysiloxane compound, and the compound is selected from a predetermined diaryloxysilane compound, a predetermined dialkoxysilane compound, and a predetermined silicon compound (siloxane compound).

[0018] That is, in the polymerization step, at least one silane-based compound selected from diaryloxysilane compounds, dialkoxysilane compounds, and silicon compounds, which will be described in detail later, is used. As the silane-based compound, a plurality of diaryloxysilane compounds may be used in combination, a plurality of dialkoxysilane compounds may be used in combination, or a plurality of silicon compounds may be used in combination. Also, a mixture of a diaryloxysilane compound and a silicon compound, a mixture of a dialkoxysilane compound and a silicon compound, or a mixture of a diaryloxysilane compound and a dialkoxysilane compound may be used. Diaryloxysilane compounds will be described below.

[0019] (A-1) Diaryloxysilane Compound Examples of diaryloxysilane compounds include dialkyldiaryloxysilanes, diaryldiaryloxysilanes, and monoalkylmonoaryldiaryloxysilanes. In other words, any one or more of these may be used as the silane-based compound in the polymerization step.

[0020] The diaryloxysilane compound is represented by the general formula Si(R a R b )(OAr)2, R a and R b are each independently selected from alkyl groups and aryl groups. a and R b are preferably each independently an alkyl group having a total of 1 to 20 carbon atoms, which may have a substituent, or an aryl group having a total of 6 to 30 carbon atoms, which may have a substituent. a and R bWhen the alkyl group is an alkyl group which may have a substituent, it preferably has a total of 1 to 10 carbon atoms, more preferably has a total of 1 to 6 carbon atoms, and particularly preferably has a total of 1 or 2 carbon atoms. Also, R a and R b When the aryl group is an aryl group which may have a substituent, it preferably has a total of 6 to 20 carbon atoms, more preferably has a total of 6 to 12 carbon atoms, and particularly preferably has a total of 6 to 8 carbon atoms.

[0021] Examples of the substituent include a hydroxyl group, a halogen, an amino group, a vinyl group, a carboxyl group, a cyano group, a (meth)acryloxy group, a glycidyloxy group, and a mercapto group. R in Equation (1) a and R b Preferred specific examples of the group include a methyl group, a phenyl group, a vinyl group, and a propyl group.

[0022] As is clear from the above formula (A), the aryloxy group (OAr group) of the silane compound is not introduced into the polymer chain of the polysiloxane compound, but generates by-products such as phenol (ArOH). Therefore, the type of aryloxy group is not particularly limited. However, in order to make it possible to remove by-products from the reaction system in the polymerization process as easily as possible, it is preferable that the aryloxy group has low polarity and molecular weight, such as a phenoxy group.

[0023] Specific examples of dialkyldiaryloxysilanes include dimethyldiphenoxysilane, methylethyldiphenoxysilane, diethyldiphenoxysilane, etc., specific examples of diaryldiaryloxysilanes include diphenyldiphenoxysilane, etc., and specific examples of monoalkylmonoaryldiaryloxysilanes include methylphenylphenoxysilane, etc.

[0024] (A-2) Dialkoxysilane Compound Examples of dialkoxysilane compounds include dialkyldialkoxysilanes, diaryldialkoxysilanes, and monoalkylmonoaryldialkoxysilanes. In other words, any one or more of these may be used as the silane-based compound in the polymerization step.

[0025] The dialkoxysilane compound is represented by the general formula Si(R a R b )(OR C )2, R a and R b are each independently the R described in the column for (A-1) diaryloxysilane compound. a and R b The alkyl and aryl groups are the same as those mentioned above. As is clear from the above formula (A), the alkoxy group (OR C The alkoxy group (OR ) is not introduced into the polymer chain of the polysiloxane compound, but generates by-products such as methanol (MeOH). Therefore, the type of alkoxy group is not particularly limited. However, in order to remove by-products from the reaction system in the polymerization step as easily as possible, it is preferable to use an alkoxy group (OR ). C The group) is, for example, a methoxy group.

[0026] Specific examples of dialkyldialkoxysilanes include dimethyldimethoxysilane, methylethyldimethoxysilane, and diethyldimethoxysilane, while specific examples of diaryldialkoxysilanes include diphenyldimethoxysilane, and specific examples of monoalkylmonoaryldialkoxysilanes include methylphenyldimethoxysilane.

[0027] (B) Silicon compounds (siloxane compounds) The silicon compound will be described below. Examples of the silicon compound include a specific cyclic siloxane compound and a linear siloxane compound. That is, either of these may be used as the silane compound in the polymerization step.

[0028] (B-1) Cyclic siloxane compound The siloxane compound used in the polymerization step includes a cyclic siloxane compound represented by the following formula (5). [ka] In equation (5), R c and R d R in formula (5) each independently represents an alkyl group, an alkenyl group, or an aryl group, which may have a substituent. c and R d and are preferably an alkyl group having a total of 1 to 20 carbon atoms, which may have a substituent, or an aryl group having a total of 6 to 30 carbon atoms, which may have a substituent. R c and R d When the alkyl group is an alkyl group which may have a substituent, it preferably has a total of 1 to 10 carbon atoms, more preferably has a total of 1 to 6 carbon atoms, and particularly preferably has a total of 1 or 2 carbon atoms. Also, R c and R d When the aryl group is an aryl group which may have a substituent, it preferably has a total of 6 to 20 carbon atoms, more preferably has a total of 6 to 12 carbon atoms, and particularly preferably has a total of 6 to 8 carbon atoms.

[0029] Examples of the substituent include a hydroxyl group, a halogen, an amino group, a vinyl group, a carboxyl group, a cyano group, a (meth)acryloxy group, a glycidyloxy group, and a mercapto group. R in Equation (5) c and R d Preferred specific examples of the group include a methyl group, a phenyl group, a vinyl group, and a propyl group.

[0030] The cyclic siloxane compound has a siloxane structure, and the siloxane structure is the above-mentioned R c Groups and R d -OSi(R c R dIn the polymerization process, the -OSi(R c R d )O-sites are introduced into the polysiloxane compound, which will be described in detail later.

[0031] In formula (5), n represents an integer of 3 or more and 30 or less. The value of n in formula (5) is preferably 3 or more and 15 or less, more preferably 3 or more and 10 or less, even more preferably 3 or more and 8 or less, and particularly preferably 3 or more and 5 or less.

[0032] The molecular weight of the cyclic siloxane compound represented by formula (5) is preferably 2,000 or less, more preferably 1,600 or less, even more preferably 1,200 or less, and particularly preferably 1,000 or less. The molecular weight of the cyclic siloxane compound represented by formula (5) is, for example, 100 or more, preferably 150 or more, and more preferably 200 or more.

[0033] (B-2) Linear siloxane compound The siloxane compound used in the polymerization step also includes a linear siloxane compound represented by the following formula (6). [ka] In equation (6), R e and R f R in formula (6) each independently represents an alkyl group or an aryl group which may have a substituent. e and R f and are preferably an alkyl group having a total of 1 to 20 carbon atoms, which may have a substituent, or an aryl group having a total of 6 to 30 carbon atoms, which may have a substituent. R e and R f When the alkyl group is an alkyl group which may have a substituent, it preferably has a total of 1 to 10 carbon atoms, more preferably has a total of 1 to 8 carbon atoms, and particularly preferably has a total of 1 or 2 carbon atoms. Also, R e and Rf When the aryl group is an aryl group which may have a substituent, it preferably has a total of 6 to 20 carbon atoms, more preferably has a total of 6 to 12 carbon atoms, and particularly preferably has a total of 6 to 8 carbon atoms.

[0034] Examples of the substituent include a hydroxyl group, a halogen, an amino group, a vinyl group, a carboxyl group, a cyano group, a (meth)acryloxy group, a glycidyloxy group, and a mercapto group. R in Equation (6) e and R f Preferred specific examples of the group include a methyl group, a phenyl group, a vinyl group, and a propyl group.

[0035] The linear siloxane compound also has a siloxane structure, and the siloxane structure is the above-mentioned R e Groups and R f -OSi(R e R f In the polymerization process, the linear siloxane compound has a -OSi(R e R f )O-sites are introduced into the polysiloxane compound, which will be described in detail later.

[0036] In formula (6), m represents an integer of 2 or more and 10,000 or less. The value of m in formula (6) is preferably 10 or more and 7,000 or less, more preferably 100 or more and 2,000 or less, and even more preferably 200 or more and 500 or less.

[0037] In formula (6), each X independently represents a hydrogen atom, a hydroxyl group, an alkoxy group having 1 to 10 carbon atoms in total which may have a substituent, a hydrocarbon group having 1 to 10 carbon atoms in total which may have a substituent and which may have an oxygen atom or a nitrogen atom, or an amino group which may have a substituent. Preferably, each X independently represents a hydrogen atom, a hydroxyl group, an alkoxy group having 1 to 10 carbon atoms in total which may have a substituent, or an alkyl group having 1 to 10 carbon atoms in total which may have a substituent and which may have an oxygen atom or a nitrogen atom, more preferably a hydroxyl group or an alkyl group having 1 to 10 carbon atoms in total which may have a substituent, and even more preferably a hydroxyl group or an alkyl group having 1 to 5 carbon atoms in total. Examples of the substituent for X include a hydroxyl group, a halogen, an amino group, a vinyl group, a carboxyl group, a cyano group, a (meth)acryloxy group, a glycidyloxy group, and a mercapto group.

[0038] The molecular weight of the linear siloxane compound represented by formula (6) is preferably 60,000 or less, more preferably 56,000 or less, even more preferably 50,000 or less, and particularly preferably 45,000 or less. The molecular weight of the linear siloxane compound represented by formula (6) is, for example, 1,000 or more, preferably 5,000 or more, and more preferably 10,000 or more.

[0039] Of the cyclic siloxane compound of the above formula (5) and the linear siloxane compound of the following formula (6), a single siloxane compound may be used alone, or two or more types of siloxane compounds may be used as a mixture. Furthermore, the siloxane compound of formula (5) or formula (6) may be used in combination with the above diaryloxysilane compound (A). The above-mentioned silane-based compounds can be synthesized by known methods, and commercially available compounds may also be used.

[0040] [(II) Diol Compound] As described above, in the polymerization step, a diol compound is used together with the silane compound. Examples of the diol compound include the following.

[0041] [(II-1) Aromatic diol compounds] The aromatic diol compound used in the polymerization step is used to constitute the main chain of the polysiloxane compound, as shown in the above formulas (A) and (B) regarding the outline of the polymerization reaction. The aromatic diol compound used in the polymerization step is preferably a monomer that can be used as a material for a polycarbonate resin, such as bis(4-hydroxyphenyl)methane, 1,1-bis(4-hydroxyphenyl)ethane, 1,2-bis(4-hydroxyphenyl)ethane, 2,2-bis(4-hydroxyphenyl)propane, 2,2-bis(4-hydroxyphenyl)butane, 2,2-bis(4-hydroxyphenyl)octane, bis(4-hydroxyphenyl)phenylmethane, 1,1-bis(4-hydroxyphenyl)-1-phenylene ethane, bis(4-hydroxyphenyl)diphenylmethane, 2,2-bis(4-hydroxy-3-methylphenyl)propane, 1,1-bis(4-hydroxy-3-tert-butylphenyl)propane, 2,2-bis(3,5-dimethyl-4-hydroxyphenyl)propane, 2,2-bis(4-hydroxy-3-phenylphenyl)propane, 2,2-bis(3-cyclohexyl-4-hydroxyphenyl)propane, 2,2-bis(4-hydroxy-3-bromophenyl)propane, 2,2-bis(3,5-dibromo-4-hydroxyphenyl)propane phenyl)propane, 1,1-bis(4-hydroxyphenyl)cyclopentane, 1,1-bis(4-hydroxyphenyl)cyclohexane, 2,2-bis(4-hydroxy-3-methoxyphenyl)propane, 4,4'-dihydroxydiphenyl ether, 4,4'-dihydroxy-3,3'-dimethylphenyl ether, 4,4'-dihydroxyphenyl sulfide, 4,4'-dihydroxy-3,3'-dimethyldiphenyl sulfide, 4,4'-dihydroxydiphenyl sulfoxide, 4,4'-dihydroxy-3,3'-dimethyldiphenyl Phenyl sulfoxide, 4,4'-dihydroxydiphenyl sulfone, 4,4'-dihydroxy-3,3'-dimethyldiphenyl sulfone, 2,2-bis(3-t-butyl-4-hydroxyphenyl)propane, 2,2-bis(3-bromo-4-hydroxyphenyl)propane, 1,1-bis(3-cyclohexyl-4-hydroxyphenyl)cyclohexane, 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane, 4,4'-dihydroxybiphenyl, 9,9-bis(4-hydroxyphenyl)fluorene, 9,9-Bis(4-hydroxy-3-methylphenyl)fluorene, 4,4'-sulfonyldiphenol, 2,2'-diphenyl-4,4'-sulfonyldiphenol, 2,2'-dimethyl-4,4'-sulfonyldiphenol, 1,3-bis{2-(4-hydroxyphenyl)propyl}benzene, 1,4-bis{2-(4-hydroxyphenyl)propyl}benzene, 1,4-bis(4-hydroxyphenyl)cyclohexane, 1,3-bis(4-hydroxyphenyl)cyclohexane, 4,8-bis(4-hydroxyphenyl)tricyclo[5. 2.1.02,6]decane, 4,4'-(1,3-adamantanediyl)diphenol, 1,3-bis(4-hydroxyphenyl)-5,7-dimethyladamantane, 9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene (BPEF), 9,9-bis(4-(2-hydroxyphenyl)fluorene, 9,9-bis(4-hydroxy-3-methylphenyl)fluorene, 9,9-bis(4-hydroxy-3-tert-butylphenyl)fluorene, 9,9-bis(4-hydroxy-3-isopropylphenyl)fluorene, 9,9 -bis(4-hydroxy-3-cyclohexylphenyl)fluorene, 9,9-bis(4-hydroxy-3-phenylphenyl)fluorene, 9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene, 9,9-bis(4-(2-hydroxyethoxy)-3-methylphenyl)fluorene, 9,9-bis(4-(2-hydroxyethoxy)-3-tert-butylphenyl)fluorene, 9,9-bis(4-(2-hydroxyethoxy)-3-isopropylphenyl)fluorene, 9,9-bis(4-(2-hydroxyethoxy)-3- cyclohexylphenyl)fluorene, 9,9-bis(4-(2-hydroxyethoxy)-3-phenylphenyl)fluorene, 2,2'-bis(2-hydroxyethoxy)-1,1'-binaphthalene (BNE), 9,9-bis(6-(2-hydroxyethoxy)naphthalen-2-yl)fluorene (BNEF), 2,2'-bis(2-hydroxyethoxy)-6,6'-diphenyl-1,1'-binaphthalene, 2,2'-bis(2-hydroxyethoxy)-6,6'-di(phenanthren-9-yl)-1,1'-binaphthalene, and the like. Among these, 9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene (BPEF), 9,9-bis(4-(2-hydroxyethoxy)-3-phenylphenyl)fluorene (BPPEF), and 9,9-bis(4-(2-hydroxyethoxy)-3-methylphenyl)fluorene (BPMEF) are preferred, and 9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene (BPEF) and 9,9-bis(4-(2-hydroxyethoxy)-3-phenylphenyl)fluorene (BPPEF) are more preferred.

[0042] [(II-2) Alicyclic diol compounds] Examples of the alicyclic diol compound used in the polymerization step include the following. That is, isosorbide represented by the following formula (a compound in which, in the above formula (1-3), L1 and L2 are 1, A1 and A2 are oxygen atoms, and J1, K1, J2, and K2 are 0); [ka] Spiroglycol (SPG) represented by the following formula: [ka] Decahydro-1,4:5,8-dimethanonaphthalenediol (D-NDM, where R is hydrogen) represented by the following formula, etc.; [ka] (R represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. Preferably, R is hydrogen.) Cyclohexanedimethanol represented by the following formula: [ka] Pentacyclopentadecanedimethanol (PCPMD) represented by the following formula: [ka] Tricyclodecane dimethanol (TCDDM) represented by the following formula: [ka] Adamantane dimethanol, such as 1,3-adamantanedimethanol, represented by the formula: [ka] etc. The main chain of the polysiloxane compound preferably contains structural units derived from these alicyclic diols.

[0043] The polysiloxane compounds described above have high fluidity and are suitable for forming molded articles, and are suitably used for forming thin sheets, films, and the like, for example.

[0044] [(III) Carbonate compound (optional component)] As shown in the above formula (B) for the outline of the polymerization reaction, carbonate compounds are used to introduce carbonyl groups (-CO- groups) of polycarbonate structural units into polysiloxane compounds. That is, the two -OR groups of a carbonate compound represented by the general formula RO-CO-OR (where each R is independently selected from an aryl group, an alkyl group, and an aralkyl group), such as the two aryloxy groups (ArO- groups) when the carbonate compound is a diaryl carbonate represented by the general formula ArO-CO-OAr, are not introduced into the polymer chain of the polysiloxane compound. These -OR groups generate alcohols derived from the carbonate compound as by-products. For example, carbonate compounds (monoaryl carbonates or diaryl carbonates) having aryloxy groups (ArO- groups) generate aryl alcohols (ArOH) as by-products such as phenols.

[0045] Therefore, the types of aryl group, alkyl group, and aralkyl group of the carbonate compound are not particularly limited. However, in order to make it possible to remove by-products in the polymerization step from the reaction system as easily as possible, it is preferable that the -OR group in the above general formula in the carbonate compound is an aryloxy group (or the -R group in the above general formula RO-CO-OR is an aryl group), and further, it is preferable that the polarity and molecular weight of the carbonate compound are low, and the -OR group in the above general formula is, for example, a phenoxy group. For these reasons, in the carbonate compound, it is preferable that either or both of the Ar groups described above are aryl groups having a total of 10 or less carbon atoms, such as a phenyl group, a benzyl group, etc. That is, preferred specific examples of the carbonate compound include diaryl carbonates such as diphenyl carbonate, dibenzyl carbonate, ditolyl carbonate, bis(chlorophenyl)carbonate, and m-cresyl carbonate, but dialkyl carbonates such as dimethyl carbonate, diethyl carbonate, dibutyl carbonate, and dicyclohexyl carbonate, or monoaryl monoalkyl carbonates may also be used. The carbonate compounds can be synthesized by known methods, and commercially available compounds may also be used.

[0046] [(IV) Transesterification catalyst] The transesterification catalyst used in the polymerization step is as follows:

[0047] (IV-1) Phosphorus-based transesterification catalyst As the transesterification catalyst in the polymerization step, a catalyst containing at least a phosphorus compound is used. The phosphorus-based transesterification catalyst preferably contains at least a compound represented by the following general formula (8). (PRe4) + (Xc) - ···(8) In general formula (8), each Re independently represents an alkyl group, an aryl group, or an alkylaryl group, and a plurality of Re may be bonded to each other to form a ring structure, preferably an aryl group having 6 to 16 carbon atoms. In general formula (8), Xc is a hydroxyl group, a halogen atom, an alkyloxy group, an aryloxy group, an alkylcarbonyloxy group, an arylcarbonyloxy group, HCO3, or BRf4 (each Rf is independently a hydrogen atom, an alkyl group, or an aryl group), and is preferably an aryloxy group containing an aryl group having 6 to 16 carbon atoms, or BRf4 containing an aryl group having 6 to 16 carbon atoms as Rf4. These aryl groups having 6 to 16 carbon atoms are preferably aryl groups having 6 to 12 carbon atoms, and more preferably aryl groups having 6 to 8 carbon atoms.

[0048] Specific examples of phosphorus-based transesterification catalysts include biphenyltriphenylphosphonium hydroxide, biphenyltriphenylphosphonium tetraphenylborate, biphenyltriphenylphosphonium phenoxide, biphenyltriphenylphosphonium chloride, tetraphenylphosphonium hydroxide, methoxyphenyltriphenylphosphonium hydroxide, phenoxyphenyltriphenylphosphonium hydroxide, naphthylphenyltriphenylphosphonium hydroxide, tetraphenylphosphonium tetraphenylborate, methoxyphenyltriphenylphosphonium tetraphenylborate, phenoxyphenyltriphenylphosphonium tetraphenylborate, naphthylphenyltriphenylphosphonium tetraphenylborate, tetraphenylphosphonium phenoxide, methoxyphenyltriphenylphosphonium phenoxide, phenoxyphenyltriphenylphosphonium phenoxide, naphthylphenyltriphenylphosphonium phenoxide, tetraphenylphosphonium chloride, methoxyphenyltriphenylphosphonium chloride, phenoxyphenyltriphenylphosphonium chloride, and naphthylphenyltriphenylphosphonium chloride. Among these, tetraphenylphosphonium phenoxide, tetraphenylphosphonium tetraphenylborate, etc. are particularly preferred.

[0049] (IV-2) Alkali metal transesterification catalysts (catalysts containing basic compounds) In the polymerization step, other transesterification catalysts may be used in addition to the phosphorus compound catalyst described above. As the transesterification catalyst used other than the phosphorus compound catalyst, a catalyst containing a basic compound is preferred. Examples of basic compound catalysts include those containing alkali metal compounds, alkaline earth metal compounds, etc., and examples of such compounds include organic acid salts of alkali metals and alkaline earth metal compounds, inorganic salts such as carbonates, oxides, hydroxides, hydrides, and alkoxides. Alternatively, quaternary ammonium hydroxides and their salts, amines, etc. may be used as basic compound catalysts. These compounds may be used alone or in combination. As the secondary transesterification catalyst used in combination with the phosphorus compound catalyst, among the above-mentioned basic compound catalysts, an alkali metal catalyst, i.e., one containing an alkali metal carbonate, an alkali metal organic acid salt, or an alkali metal hydroxide, is preferred. Specific examples of alkali metal catalysts include those containing cesium carbonate, potassium carbonate, sodium carbonate, sodium bicarbonate, cesium hydroxide, potassium hydroxide, sodium hydroxide, sodium acetate, sodium benzoate, etc. As such, the component contained in the basic compound catalyst is preferably an alkali metal such as sodium. That is, as the secondary transesterification catalyst, an alkali metal catalyst containing at least sodium is preferred. By using an alkali metal organic acid salt such as sodium acetate or sodium benzoate together with the phosphorus compound catalyst, the thermal stability of the polysiloxane compound can be improved. The secondary transesterification catalyst can be prepared by a known method, and commercially available catalysts may also be used.

[0050] [(V) Polymerization process] In the polymerization step, at least the above-mentioned (I) silane compound and (II) diol compound are polymerized together with an optional component (III) carbonate compound in the presence of an (IV) transesterification catalyst. In this polymerization reaction, the mixture of the above components is melted, and in the molten state, alcohols, such as aryl alcohols, which are by-products derived from the silane compound and diol compound, are removed under reduced pressure. By setting the reaction conditions in this way, the polymerization reaction can proceed efficiently.

[0051] In the polymerization step, it is preferable to allow the polymerization reaction to proceed under a pressure of 400 Pa or less. That is, the pressure in the polymerization reaction is preferably within a range of 400 Pa or less. In the polymerization step, it is preferable to maintain the system at normal pressure without reducing the pressure or at a state where the pressure is not significantly reduced for a certain period of time, and then reduce the pressure inside the system to further promote the polymerization reaction. For example, in the polymerization step, it is preferable to gradually reduce the reaction pressure from the initial atmospheric pressure to 400 Pa or less, such as 27,000 Pa, 24,000 Pa, 20,000 Pa, 16,000 Pa, 8,000 Pa, 4,000 Pa, 2,000 Pa, 400 Pa, and 400 Pa or less. This decompression step, in which the pressure inside the reaction system is reduced stepwise and the degree of decompression is increased halfway through, is preferable because it allows efficient removal of the by-product alcohol while suppressing distillation of the raw materials.

[0052] The time for the polymerization step is determined as appropriate, taking into consideration the type of target polysiloxane compound, pressure, temperature, and other conditions, but for example, the total time for the polymerization step is within 5 to 10 hours. More specifically, the reaction time before decompression in the reaction system is 0.5 to 3 hours, preferably 1 to 2 hours, and the reaction time after decompression is 1 to 5 hours, preferably 2 to 4 hours.

[0053] In the polymerization step, the temperature in the above-mentioned polymerization reaction is preferably within a range of 150 to 300°C, more preferably 180 to 290°C, and even more preferably 200 to 280°C.

[0054] Furthermore, the compatibility of the above-mentioned silane compound, diol compound such as aromatic diol compound, and optional carbonate compound such as diaryl carbonate is good, and polysiloxane can be produced without using a solvent in the polymerization step, thereby simplifying the polymerization step.

[0055] In the polymerization step, the ratio of the molar amount of the transesterification catalyst to the molar amount of the diol compound (molar ratio: i.e., the value of the molar amount of the transesterification catalyst / the molar amount of the diol compound) is 1.0 × 10 -7 ~1.0×10 -2 (mol / mol: 0.1 to 10,000 μmol / mol, or 1.0 × 10 -4 The molar ratio is preferably 1.0 × 10 to 10 mmol / mol. -7 ~2.0×10 -5 mol / mol (or 0.1 to 20 μmol / mol).

[0056] In the polymerization step, the molar ratio of the diol compound to the silane compound (i.e., the value of the number of moles of the silane compound / the number of moles of the diol compound) is, for example, 0.8 to 1.3, preferably 0.9 or more and 1.2 or less, more preferably 0.9 or more and 1.25 or less, and even more preferably 0.95 or more and 1.2 or less. Furthermore, when a carbonate compound such as diaryl carbonate is used in the polymerization step, the molar ratio of the diol compound to the total number of moles of the carbonate compound and the silane compound (i.e., the value of (total number of moles of the carbonate compound and the silane compound) / number of moles of the diol compound) is preferably 0.9 or more and 1.2 or less, and more preferably 0.95 or more and 1.15 or less.

[0057] Next, the polysiloxane according to the present invention will be described in detail. <2. Polysiloxane> [(I) Constitutional Unit] The polysiloxane produced by the process of the present invention is a polymer having siloxane structural units as described above, and specific examples thereof include the following. That is, the polysiloxane is a polymer having at least a siloxane structural unit represented by any one of the following formulas (1-1) to (1-4). [ka] R in formulas (1-1) to (1-4) 1 and R 2 The siloxane structure containing the above is introduced from the diaryloxysilane compound, dialkyldialkoxysilane, or silicon compound (siloxane compound).

[0058] In formulas (1-1) to (1-4), R 1 and R 2 each independently represents an alkyl group having a total of 1 to 20 carbon atoms which may have a substituent, or an aryl group having a total of 6 to 30 carbon atoms which may have a substituent. R 1 and R 2 When the alkyl group is an alkyl group which may have a substituent, it preferably has a total of 1 to 10 carbon atoms, more preferably has a total of 1 to 4 carbon atoms, and particularly preferably has a total of 1 or 2 carbon atoms. Also, R 1 and R 2 When the aryl group is an aryl group which may have a substituent, it preferably has a total of 6 to 20 carbon atoms, more preferably has a total of 6 to 12 carbon atoms, and particularly preferably has a total of 6 to 8 carbon atoms.

[0059] In formulas (1-1) and (1-2), R 3 ~R 10 and R 30 ~R 33 each independently represents hydrogen, halogen, alkoxy, an alkyl group having a total of 1 to 20 carbon atoms which may have a substituent, an alkenyl group having a total of 2 to 20 carbon atoms which may have a substituent, or an aryl group having a total of 6 to 30 carbon atoms which may have a substituent. R3 ~R 10 and R 30 ~R 33 When the alkyl group is an alkyl group which may have a substituent, it preferably has a total of 1 to 10 carbon atoms, more preferably has a total of 1 to 4 carbon atoms, and particularly preferably has a total of 1 or 2 carbon atoms. R 3 ~R 10 and R 30 ~R 33 When the alkyl group is an alkenyl group which may have a substituent, it preferably has a total of 2 to 10 carbon atoms, more preferably has a total of 2 to 6 carbon atoms, and particularly preferably has a total of 2 to 4 carbon atoms. Also, R 3 ~R 10 and R 30 ~R 33 When the aryl group is an aryl group which may have a substituent, it preferably has a total of 6 to 20 carbon atoms, more preferably has a total of 6 to 12 carbon atoms, and particularly preferably has a total of 6 to 8 carbon atoms.

[0060] In formulas (1-1) to (1-3), Z1 and Z2 are each independently an alkylene group having a total of 1 to 5 carbon atoms, which may have a substituent, preferably an alkylene group having a total of 1 to 3 carbon atoms, and more preferably an alkylene group having a total of 1 or 2 carbon atoms. In formulas (1-1) to (1-3), J1 and K1 each independently represent an integer of 0 to 5, preferably an integer of 0 to 3, more preferably an integer of 0 to 2, for example, 1 or 2. In formula (1-3), A1 and A2 each independently represent -O- or -CH-; L1 and L2 each independently represent an integer of 0 or more and 3 or less, and L1 and L2 are preferably 1 or 2. In formulas (1-1) and (1-2), each X is independently a single bond or one of the structural formulas represented by the following formula (2). [ka] In formula (2), R 11 , and R 12 each independently represents hydrogen, halogen, an alkyl group having a total of 1 to 20 carbon atoms which may have a substituent, or an aryl group having a total of 6 to 30 carbon atoms which may have a substituent, or R 11 and R 12 are bonded to each other to form a carbocyclic or heterocyclic ring having 1 to 20 carbon atoms, which may have a substituent; a and b each independently represent 0 or an integer of 1 or more and 5,000 or less. R 11 , and R 12 are preferably each independently hydrogen, an alkyl group having a total of 1 to 10 carbon atoms which may have a substituent, or an aryl group having a total of 6 to 16 carbon atoms which may have a substituent. In formula (2), a and b are each independently 0 or an integer of 1 or more and 5000 or less, and a and b are preferably integers of 1000 or less, more preferably integers of 500 or less, and even more preferably integers of 100 or less. In the siloxane structural unit, X is R 11 and R 12 are preferably bonded to each other to form a fluorene ring structure.

[0061] The optional substituents described above in formulae (1-1) to (1-4), (2) and the like are each independently selected from halogen, cyano group, alkenyl group, alkynyl group and alkoxy group.

[0062] The siloxane constitutional unit preferably contains at least one represented by the following formula (1). [ka]

[0063] R in Equation (1) 1 and R 2 The siloxane structure containing the following is introduced from the above-mentioned diaryloxysilane compound, dialkoxysilane compound, or silicon compound (siloxane compound). In formula (1), R 1 and R 2 R in formula (1) each independently represents an alkyl group, an alkenyl group, or an aryl group, which may have a substituent. 1 and R 2 are each an alkyl group having a total of 1 to 20 carbon atoms, or an aryl group having a total of 6 to 30 carbon atoms, which may have a substituent. R 1 and R 2 Regarding the preferred options, R in the above formulas (1-1) to (1-4) 1 and R 2 is the same as:

[0064] The above-mentioned R 1 and R 2 Examples of the substituent include a hydroxyl group, a halogen, an amino group, a vinyl group, a carboxyl group, a cyano group, a (meth)acryloxy group, a glycidyloxy group, and a mercapto group. R in Equation (1) 1 and R 2 Preferred specific examples of the group include a methyl group, a phenyl group, a vinyl group, and a propyl group.

[0065] In formula (1), R 3 ~R 10 Regarding the preferred options, R in the above formulas (1-1) to (1-4) 3 ~R 10 is the same as: The above-mentioned R 3 ~R 10 Examples of the substituent include a hydroxyl group, a halogen, an amino group, a vinyl group, a carboxyl group, a cyano group, a (meth)acryloxy group, a glycidyloxy group, and a mercapto group.

[0066] In formula (1), X is the same as X in the above formulae (1-1 and (1-2). In addition, the above-mentioned optional substituents in formula (1) are preferably each independently selected from halogen, a cyano group, an alkenyl group, an alkynyl group, and an alkoxy group.

[0067] The polysiloxane compound is preferably a polymer having a siloxane constituent unit represented by any one of the following formulas (1-1') to (1-4'). [ka]

[0068] In formulas (1-1') to (1-4'), R 1 ~R 10 , Z1, Z2, J1, K 1、 Symbols common to formulae (1-1) to (1-4), such as A1, A2L1, L2, and X, respectively, have the same meanings as in formulae (1-1) to (1-4).

[0069] The siloxane constitutional unit preferably contains at least one represented by the following formula (1'). [ka]

[0070] R in formula (1') 1 ~R 10 Symbols common to equation (1), etc., have the same meaning as equation (1).

[0071] Furthermore, m1 to m4 in the above formulas (1-1') to (1-4') and m in formula (1') each independently represent an integer of 10 or more and 1,000 or less. The values of m1 to m4 and m are each preferably 20 or more and 800 or less, and more preferably 30 or more and 500 or less.

[0072] In addition, any polycarbonate structural unit in the polysiloxane is preferably represented by any one of the following formulas (3-1) to (3-4). [ka]

[0073] (3-1)~(3-2) Medium, R 13 ~R 20 and R 40 ~R51 each independently represents hydrogen, halogen, alkoxy, an alkyl group having a total of 1 to 20 carbon atoms which may have a substituent, an alkenyl group having a total of 2 to 20 carbon atoms which may have a substituent, or an aryl group having a total of 6 to 30 carbon atoms which may have a substituent. R 13 ~R 20 and R 40 ~R 51 When the alkyl group is an alkyl group which may have a substituent, it preferably has a total of 1 to 10 carbon atoms, more preferably has a total of 1 to 4 carbon atoms, and particularly preferably has a total of 1 or 2 carbon atoms. R 13 ~R 20 and R 40 ~R 51 When the alkyl group is an alkenyl group which may have a substituent, it preferably has a total of 2 to 10 carbon atoms, more preferably has a total of 2 to 6 carbon atoms, and particularly preferably has a total of 2 to 4 carbon atoms. Also, R 13 ~R 20 and R 40 ~R 51 When the aryl group is an aryl group which may have a substituent, it preferably has a total of 6 to 20 carbon atoms, more preferably has a total of 6 to 12 carbon atoms, and particularly preferably has a total of 6 to 8 carbon atoms.

[0074] In formulas (3-1) to (3-3), Z3 and Z4 are each independently an alkylene group having 1 to 5 carbon atoms, which may have a substituent, preferably an alkylene group having 1 to 3 carbon atoms, and more preferably an alkylene group having 1 or 2 carbon atoms. In formulas (3-1) to (3-3), J2 and K2 each independently represent an integer of 0 or more and 5 or less, preferably an integer of 0 or more and 3 or less, and more preferably 1 or 2. In formula (3-3), A1 and A2 each independently represent -O- or -CH-. L1 and L2 each independently represent an integer of 0 or more and 3 or less, and L1 and L2 are preferably 0 or more and 2 or less. Furthermore, the optional substituents described above in the formulae (3-1) to (3-4) are preferably each independently selected from halogen, a cyano group, an alkenyl group, an alkynyl group, and an alkoxy group. In the formulas (3-1) and (3-2), each Y is independently a single bond or any one of the structural formulas represented by formula (4). [ka] (In the formula, R 21 , and R 22 each independently represents hydrogen, halogen, an alkyl group having 1 to 20 carbon atoms which may have a substituent, or an aryl group having 6 to 30 carbon atoms which may have a substituent, or R 21 and R 22 are bonded to each other to form a carbon ring or hetero ring having 1 to 20 carbon atoms which may have a substituent, and c and d each independently represent 0 or an integer of 1 to 5,000. R 21 , and R 22 are preferably each independently hydrogen, an alkyl group having 1 to 10 carbon atoms which may have a substituent, or an aryl group having 6 to 16 carbon atoms which may have a substituent. In formula (4), c and d are each independently 0 or an integer of 1 or more and 5000 or less, and c and d are preferably integers of 1000 or less, more preferably integers of 500 or less, and even more preferably integers of 100 or less. In addition, in the polycarbonate structural unit, Y is R 11 and R 12 are preferably bonded to each other to form a fluorene ring structure.

[0075] The polycarbonate structural unit preferably contains at least one represented by the following formula (3). [ka]

[0076] In equation (3), R 13 ~R20 Regarding the preferred options, R in the above formulas (3-1) to (3-2) 3 ~R 10 is the same as: The above-mentioned R 13 ~R 20 Examples of the substituent include a hydroxyl group, a halogen, an amino group, a vinyl group, a carboxyl group, a cyano group, a (meth)acryloxy group, a glycidyloxy group, and a mercapto group.

[0077] In the formula (3), Y is the same as Y in the above formulas (3-1) and (3-2).

[0078] [(II) Properties of Polysiloxane] The weight average molecular weight of the polysiloxane is preferably 10,000 to 300,000, more preferably 10,000 to 200,000, even more preferably 10,000 to 100,000, for example, more preferably 20,000 to 80,000, even more preferably 30,000 to 70,000, and particularly preferably 40,000 to 65,000.

[0079] In the polysiloxane, the number of moles of siloxane constituent units is preferably 1 to 1000. Furthermore, when a polycarbonate constituent unit is contained, the number of moles thereof is preferably 1 to 1000. These numbers of moles are the number of constituent units contained in one molecule of the polysiloxane compound, and are more preferably 10 to 800, and even more preferably 100 to 600, respectively.

[0080] In the polysiloxane, the proportion of siloxane constituent units in the total number of moles of siloxane constituent units and polycarbonate constituent units is preferably 2.0% or more and 90% or less. The proportion of the siloxane constituent units is more preferably 3.0% or more, for example, more than 3.1% and 90% or less, even more preferably 5% or more and 90% or less, and particularly preferably 8% or more and 90% or less. Furthermore, when polysiloxane is not used alone but is used as a composition mixed with other resins, it may be advantageous to significantly increase the proportion of the above-mentioned siloxane structural units. For example, a polysiloxane having a high Si content and a proportion of the above-mentioned siloxane structural units of 30% or more, 50% or more, or 70% or more can be mixed with a polymer that does not contain Si or siloxane structural units, as will be described in detail below, to achieve a resin with excellent performance, for example, high impact resistance and fluidity. Furthermore, when an application in which the proportion of the siloxane structural units is increased is preferred, the upper limit of the proportion of the above-mentioned siloxane structural units is not limited to 90%, and may be, for example, 92%, 95%, 98%, etc.

[0081] In the polysiloxane compound, the molar ratio of siloxane constituent units to polycarbonate constituent units (i.e., the ratio of the number of moles of siloxane constituent units to the number of moles of polycarbonate constituent units) is preferably 0.01:99.99 to 99.99:0.01. The molar ratio is more preferably 0.1:99.9 to 99.9:0.1, and even more preferably 30:70 to 99.9:0.01, but may be other ranges, such as 1:99 to 99:1, 10:90 to 90:10, etc.

[0082] For polysiloxane, the Q value (melt flow volume per unit time measured at 280°C and a load of 160 kg, × 10 -2 cm 3 s -1 ) is 8(×10 -2 cm 3 s -1 ) or more. The Q value is more preferably 20(×10 -2 cm 3 s -1 ) or more, and more preferably 40 (× 10 -2 cm 3 s -1 ) or more, and particularly preferably 60 (× 10 -2 cm 3 s -1 )That's all.

[0083] The polysiloxane has a glass transition temperature (Tg) according to JIS K 7121 of, for example, 40 to 200°C, preferably 45 to 180°C, and more preferably 50 to 160°C.

[0084] In the above-described polysiloxanes, i.e., polysiloxanes having at least siloxane structural units represented by any one of Formulas (1-1) to (1-4), the content of low-molecular-weight compounds having a weight-average molecular weight of 1,000 or less is preferably 30% by weight or less, more preferably 20% by weight or less, even more preferably 10% by weight or less, more preferably 5.0% by weight or less, particularly preferably 1.5% by weight or less, and even more preferably less than 1.0% by weight. Polysiloxanes containing a large amount of low-molecular-weight compounds having a weight-average molecular weight of 1,000 or less tend to contaminate molds with trace amounts of deposits (mold deposits) at a relatively early stage during continuous injection molding for producing disks or complex, thin-walled products. In this regard, if the amount of low-molecular-weight compounds having a weight-average molecular weight of 1,000 or less in the polysiloxane is less than 1.5% by weight, mold contamination is effectively prevented. Furthermore, the lower limit of the content of low-molecular-weight compounds in the polysiloxane with a weight-average molecular weight of 1,000 or less is not particularly important, but is about 0.7% by weight. However, even if the polysiloxane contains 0.001%, 0.01%, or 0.1% by weight or more of these low-molecular-weight compounds, the properties of the polysiloxane, particularly when used for optical applications, are not affected, and the effect of improving fluidity has also been confirmed. Therefore, the lower limit of the content of low-molecular-weight compounds in the polysiloxane with a weight-average molecular weight of 1,000 or less may be 0.001%, 0.01%, or 0.1% by weight.

[0085] The content of the above-mentioned low-molecular-weight compounds in the polysiloxane is a value calculated from the ratio of the peak areas of each component obtained by GPC analysis, by adding up the contents of several types of low-molecular-weight compounds that are impurities. That is, as will be described in detail later, the proportion of low-molecular-weight compounds in the polysiloxane having a molecular weight of 1,000 or less is a value calculated from the ratio of the area from 20.5 min to 21.5 min of the retention time to the area from 0 min to 21.5 min under specified GPC analysis conditions.

[0086] In the above-mentioned polysiloxane, i.e., a polysiloxane having at least siloxane constituent units represented by any one of formulas (1-1) to (1-4), the total content of cyclic units represented by the following formulas (5-1) to (5-3) is preferably 4.0 wt % or less, more preferably 3.0 wt % or less, even more preferably 2.0 wt % or less, and particularly preferably 1.0 wt % or less, based on the total weight of the polysiloxane. If the content of these cyclic dimers is within the above range, it can be said that there will be no problem in terms of the properties of the polysiloxane, particularly when it is used for optical purposes. [ka] In formulas (5-1) to (5-3), m and n represent the total number of structural units containing a (-OSi(R1R2)O-) moiety and the total number of structural units containing a (-OC(=O)O-) moiety in each cyclic compound. That is, when a cyclic compound of formula (5-1) contains a structural unit other than a structural unit containing a (-OSi(R1R2)O-) moiety, or when a cyclic compound of formula (5-2) contains a structural unit other than a structural unit containing a (-OC(=O)O-) moiety, m and n each represent the total number of structural units shown in the formula in the cyclic compound. In particular, formula (5-3) includes a mixture of structural units containing a (-OSi(R1R2)O-) moiety and structural units containing a (-OC(=O)O-) moiety, for example, a cyclic compound in which these are arranged alternately. In this case, m and n each represent the total number of structural units shown in the formula in the cyclic compound. In formula (5-1), m represents an integer of 2 to 10, preferably 2 to 5, more preferably 2 or 3, and even more preferably 2. In formula (5-2), n represents an integer of 2 to 10, preferably 2 to 5, more preferably 2 or 3, and even more preferably 2. In formula (5-3), the total value of m is 1 to 10, and the total value of n is 1 to 10. Each of m and n is preferably 1 to 5, more preferably 1 or 2, and even more preferably 1. In formula (5-3), as mentioned above, in the cyclic compound of formula (5-3), the structural unit containing the (—OSi(R1R2)O—) moiety and the structural unit containing the (—OC(═O)O—) moiety may be arranged in any manner. In formulas (5-1) to (5-3), X1 and X2 each independently represent an alkylene group having 1 to 5 carbon atoms, which may have a substituent, preferably an alkylene group having 1 to 3 carbon atoms, and more preferably an alkylene group having 1 or 2 carbon atoms. i and ii each independently represent an integer of 0 or more and 5 or less, preferably an integer of 0 or more and 3 or less, and more preferably 1 or 2. In addition, in formulas (5-1) to (5-3), R 1 , R 2 , R 3 ~R 10 , R 13 ~R 20 and X is R in formulas (1-1) and (1-2). 1 , R 2 , R 3 ~R 10 , R 13 ~R 20 and X, respectively.

[0087] Specific examples of the compounds of formulae (5-1) to (5-3) include cyclic compounds of the following formulae (5-1') to (5-3'). [ka] In formula (5-1'), m=2 or 3, preferably m=2; in formula (5-2'), n=2 or 3, preferably n=2; and in formula (5-3'), m=any of 1 to 3, n=any of 1 to 3, preferably 1 or 2 for each, more preferably 1 for each.

[0088] The polysiloxane may also contain a total content of cyclic compounds represented by the following formulas (6-1) and (6-2). These cyclic compounds are considered to be cyclic dimers formed as a side reaction of the polymerization reaction for producing the polysiloxane. The total content of these cyclic dimers in the polysiloxane is preferably 2.0 wt% or less, more preferably 1.5 wt% or less, even more preferably 1.0 wt% or less, and particularly preferably 0.5 wt% or less, based on the total weight of the polysiloxane. [ka] In formulas (6-1) and (6-2), R 1 , R 2 , R 3 ~R 10 , R 30 ~R 33 and X are the same as those in formulas (1-1) and (1-2). In formulas (6-1) and (6-2), X1 and X2 are each independently an alkylene group having 1 to 5 carbon atoms, preferably an alkylene group having 1 to 3 carbon atoms, and more preferably an alkylene group having 1 or 2 carbon atoms, which may have a substituent. i and ii each independently represent an integer of 0 or more and 5 or less, preferably an integer of 0 or more and 3 or less, and more preferably 1 or 2. n represents an integer of 2 to 10, preferably an integer of 2 to 5, more preferably 2 or 3, for example, 2.

[0089] The lower limit of the total content of the cyclic dimers represented by formulas (6-1) and (6-2) contained in the polysiloxane is not particularly limited, and may be, for example, 0.001% by weight, 0.01% by weight, or 0.1% by weight. The presence of a small amount of the cyclic dimer can contribute to improving the flowability of the polysiloxane during molding.

[0090] Specific examples of the compounds of formula (6-1) and (6-2) include cyclic compounds of the following formulas (6-1') and (6-2'). [ka] In addition, in formulas (6-1') and (6-2'), R 1 and R 2 , R 3 ~R 10 and R 30 ~R 33 , Z1 and Z2, J1, K1 and X are as described above.

[0091] The polysiloxane preferably has a 1% mass loss thermal decomposition temperature of 300°C or higher, more preferably a 1% mass loss thermal decomposition temperature of 320°C or higher, even more preferably a 1% mass loss thermal decomposition temperature of 330°C or higher, and particularly preferably a 1% mass loss thermal decomposition temperature of 350°C or higher.

[0092] In the polysiloxane, the mass loss rate at 500°C measured by a method described in detail below is preferably 40% or less, more preferably 30% or less, even more preferably 25% or less, even more preferably 20% or less, and particularly preferably 17% or less. That is, the mass retention (%) of the polysiloxane at 500°C, which is 100 minus "mass reduction rate (%) at 500°C", is preferably 40% or more, more preferably 50% or more or 60% or more, even more preferably 70% or more, still more preferably 75% or more, even more preferably 80% or more, and particularly preferably 83% or more. Details such as the mass loss rate (%) at 500°C will be described later in the Examples section.

[0093] In the polysiloxane, the proportion of the total weight of silicon atoms (total Si content) based on the total weight of the polysiloxane is preferably 0.1 to 20 mass%, more preferably 1.0 to 15 mass%, even more preferably 2.0 to 12 mass%, and particularly preferably 3.0 to 10 mass% (for example, 3.1 mass% or more, or more than 3.1 mass% and 9.8 mass% or less).

[0094] Next, the composition according to the present invention, that is, the composition containing the above-mentioned polysiloxane and the like, will be described in detail.

[0095] <3. Composition> The composition of the present invention contains the above-mentioned polysiloxane and a polycarbonate resin, such as a polycarbonate resin that is completely or substantially free of a siloxane structure. In the composition of the present invention, the polysiloxane is contained in an amount of, for example, 50% by weight or more, 60% by weight or more, 70% by weight or more, 80% by weight or more, 90% by weight or more, or 95% by weight or more, based on the total weight of the composition.

[0096] The type of polycarbonate resin is not particularly limited as long as it contains an -[OR-OCO]- unit containing a carbonate bond in the molecular main chain (where R is an aliphatic group, an aromatic group, or both an aliphatic group and an aromatic group, and further has a linear or branched structure). The polycarbonate resin may also contain polyester carbonate. Similarly, the polyester carbonate is not particularly limited as long as it contains an -[OR-OC]- unit (where R is as described above) containing a carbonate bond in the molecular main chain.

[0097] The weight average molecular weight of the polycarbonate resin is preferably 10,000 to 100,000, more preferably 13,000 to 80,000, and even more preferably 15,000 to 60,000.

[0098] The composition of the present invention may contain a resin other than a polycarbonate resin, preferably a thermoplastic resin. The type of thermoplastic resin is not particularly limited, but examples thereof include polycarbonate resin, polyester carbonate resin, acrylic resin such as polymethyl methacrylate (PMMA), polyethylene terephthalate (PET), triacetyl cellulose (TAC), polyethylene naphthalate (PEN), polyimide (PI), cycloolefin copolymer (COC), norbornene-containing resin, polyethersulfone, cellophane, and aromatic polyamide.

[0099] In the composition, the proportion of the total weight of silicon atoms (total Si content) based on the total weight of the composition is preferably 0.1 to 20 mass%, more preferably 0.2 to 15 mass%, and particularly preferably 0.3 to 10 mass%. The proportion of the total Si content in the composition can be adjusted by the proportion of siloxane constituent units to all constituent units in the above-mentioned polysiloxane, or by the amount of resin mixed with the polycarbonate resin or the amount of Si.

[0100] The Q1, which is the Q value of a composition containing polysiloxane measured under conditions of 280°C and 160 kgf, is preferably 120% or more (20% or more higher) than the Q2, which is the Q value of only the polycarbonate resin contained in the composition measured under the same conditions. The Q1 value of the entire composition is more preferably 130% or more, even more preferably 140% or more, and particularly preferably 150% or more, for example 160% or more, of the Q2 value of only the polycarbonate. Furthermore, for example, in the case of a composition containing 5% by mass of polysiloxane, Q1, which is the Q value measured under conditions of 280°C and 160 kgf, is preferably 140% or more (40% or more higher) than Q2, which is the Q value measured under the same conditions for only the polycarbonate resin contained in the composition, and the Q1 value of the entire composition is more preferably 150% or more, even more preferably 160% or more, and particularly preferably 170% or more, for example 180% or more, of the Q2 value for only the polycarbonate.

[0101] Using a polysiloxane with a high Si content, a composition with excellent characteristics can be produced. By mixing a polysiloxane having a Si content of, for example, 0.1 mass% or more with a resin that is substantially free of siloxane structural units, preferably a polycarbonate resin, the resulting composition can have both excellent impact resistance and flowability.

[0102] Compositions containing polysiloxane may contain phenolic compounds that may be produced as by-products of the polymerization reaction, as well as unreacted silane compounds, carbonate compounds, and diol compounds. The impurities phenolic compounds and DPC can reduce the strength of molded articles and cause odors, so their content is preferably as low as possible. Therefore, the content of phenolic compounds, silane compounds, carbonate compounds, and diol compounds may be reduced to an undetectable level, but from the perspective of productivity, they may be present in the composition within a range that does not impair the effects. Furthermore, by containing a predetermined amount of residual monomer, for example, 1 to 1,000 ppm by weight, preferably 10 to 900 ppm, and more preferably 20 to 800 ppm, based on the total weight of the composition, the effect of improving fluidity during molding can be obtained, and the plasticity of the resin can be improved when melted.

[0103] Next, the molded article according to the present invention containing polysiloxane will be described. <4. Molded body> The molded article according to the present invention is obtained by molding the above-mentioned polysiloxane or a composition containing the polysiloxane, etc. The molding method for the molded article is not particularly limited, and examples of the molded article include injection molded articles, press molded articles, blow molded articles, extrusion molded articles, vacuum molded articles, and pressure molded articles.

[0104] The optical lens according to the present invention is a molded article obtained by molding the polysiloxane of the present invention or a composition containing the polysiloxane, etc. The polysiloxane of the present invention is suitable for optical applications, and the optical lens of the present invention has a refractive index, Abbe number, etc. within ranges suitable for a lens.

[0105] <5. Secondary ingredients> Deactivator In the polysiloxane of the present invention, the catalyst may be removed or deactivated after the polymerization reaction to maintain thermal stability and hydrolytic stability. A suitable method for deactivating the catalyst is to add a known acidic substance. Specific examples of acidic substances include esters such as butyl benzoate, aromatic sulfonic acids such as p-toluenesulfonic acid, aromatic sulfonic acid esters such as butyl p-toluenesulfonate and hexyl p-toluenesulfonate, phosphoric acids such as phosphorous acid, phosphoric acid, and phosphonic acid, phosphites such as triphenyl phosphite, monophenyl phosphite, diphenyl phosphite, diethyl phosphite, di-n-propyl phosphite, di-n-butyl phosphite, di-n-hexyl phosphite, dioctyl phosphite, and monooctyl phosphite, and esters such as triphenyl phosphate, diphenyl phosphate, monophenyl phosphate, dibutyl phosphate, and dioctyl phosphate. Suitable examples of the deactivator include phosphate esters such as phosphate esters (e.g., monooctyl phosphate, diphenylphosphonic acid, dioctylphosphonic acid, dibutylphosphonic acid, etc.), phosphonic acids (e.g., diethyl phenylphosphonate, etc.), phosphines (e.g., triphenylphosphine, bis(diphenylphosphino)ethane, etc.), boric acids (e.g., boric acid, phenylboric acid, etc.), aromatic sulfonates (e.g., tetrabutylphosphonium dodecylbenzenesulfonate, etc.), organic halides (e.g., stearic acid chloride, benzoyl chloride, p-toluenesulfonic acid chloride, etc.), alkyl sulfates (e.g., dimethyl sulfate, etc.), and organic halides (e.g., benzyl chloride, etc.). These deactivators may be used in an amount of, for example, 0.001 to 50 times, and preferably 0.01 to 30 times, the amount of the catalyst.

[0106] additives <Stabilizer> A stabilizer may be added to the polysiloxane of the present invention. Examples of stabilizers include a heat stabilizer and an antioxidant. When blended, the stabilizer is added in an amount of preferably 0.001 parts by mass or more, more preferably 0.01 parts by mass or more, and even more preferably 0.02 parts by mass or more, per 100 parts by mass of the polysiloxane compound, and is preferably 2 parts by mass or less, more preferably 1.4 parts by mass or less, and even more preferably 1.0 part by mass or less. The stabilizer may be one type, or two or more types. When two or more types are used, the total amount is preferably within the above range.

[0107] <<Heat stabilizer>> Examples of heat stabilizers include phenol-based, phosphorus-based, and sulfur-based heat stabilizers. Specific examples include phosphorus oxoacids such as phosphoric acid, phosphonic acid, phosphorous acid, phosphinic acid, and polyphosphoric acid; metal acid pyrophosphates such as sodium acid pyrophosphate, potassium acid pyrophosphate, and calcium acid pyrophosphate; phosphates of Group 1 or Group 10 metals such as potassium phosphate, sodium phosphate, cesium phosphate, and zinc phosphate; organic phosphate compounds, organic phosphite compounds, and organic phosphonite compounds. Also included are at least one compound selected from the group consisting of (a) a phosphite ester compound in which at least one ester in the molecule is esterified with phenol and / or a phenol having at least one alkyl group having 1 to 25 carbon atoms, (b) phosphorous acid, and (c) tetrakis(2,4-di-tert-butylphenyl)-4,4'-biphenylene-diphosphonite.Specific examples of the phosphite ester compound (a) include trioctyl phosphite, trioctadecyl phosphite, tridecyl phosphite, trilauryl phosphite, tristearyl phosphite, triphenyl phosphite, tris(mononylphenyl)phosphite, tris(mononyl / dinonylphenyl)phosphite, trisnonylphenyl phosphite, tris(octylphenyl)phosphite, tris(2,4-di-tert-butylphenyl)phosphite, trinonyl phosphite, didecyl monophenyl phosphite, dioctyl monophenyl phosphite, diisopropyl monophenyl phosphite, monobutyl diphenyl phosphite, monodecyl diphenyl phosphite, and bis(2,4-di-tert-butylphenyl)pentaerythritol. Examples of suitable diphosphite include bis(2,6-di-tert-butyl-4-methylphenyl)pentaerythritol phosphite, monooctyldiphenyl phosphite, distearylpentaerythritol diphosphite, tricyclohexyl phosphite, diphenylpentaerythritol diphosphite, bis(2,6-di-tert-butyl-4-methylphenyl)pentaerythritol diphosphite, 2,2-methylenebis(4,6-di-tert-butylphenyl)octyl phosphite, bis(nonylphenyl)pentaerythritol diphosphite, bis(2,4-di-tert-butylphenyl)pentaerythritol diphosphite, and bis(2,6-di-tert-butyl-4-ethylphenyl)pentaerythritol diphosphite. These may be used alone or in combination of two or more. Examples of organic phosphite compounds include "ADK STAB 1178 (trade name, the same applies hereinafter)," "ADK STAB 2112," and "ADK STAB HP-10" manufactured by Adeka Corporation; "JP-351," "JP-360," and "JP-3CP" manufactured by Johoku Chemical Industry Co., Ltd.; and "IRGAFOS 168" manufactured by BASF. Examples of the phosphoric acid ester include trimethyl phosphate, triethyl phosphate, tributyl phosphate, trioctyl phosphate, triphenyl phosphate, tricresyl phosphate, tris(nonylphenyl) phosphate, and 2-ethylphenyldiphenyl phosphate. When a heat stabilizer is added, the amount thereof is preferably 0.001 part by mass or more, more preferably 0.01 part by mass or more, even more preferably 0.03 part by mass or more, and is preferably 1 part by mass or less, more preferably 0.7 part by mass or less, even more preferably 0.5 part by mass or less, relative to 100 parts by mass of the polysiloxane compound. The heat stabilizer may be contained in one kind or in two or more kinds. When two or more kinds are contained, the total amount is preferably in the above range.

[0108] <<Antioxidants>> Examples of the antioxidant include phenol-based antioxidants, hindered phenol-based antioxidants, bisphenol-based antioxidants, and polyphenol-based antioxidants.Specifically, 2,6-di-tert-butyl-4-methylphenol, tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate, n-octadecyl-3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)propionate, tetrakis[methylene-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate]methane, 4,4'-butylidenebis-(3-methyl-6-tert-butylphenol), triethylene glycol-bis[3-(3-tert-butyl)propionate]methane, tert-butyl-4-hydroxy-5-methylphenyl)propionate], 3,9-bis{2-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionyloxy]-1,1-dimethylethyl}-2,4,8,10-tetraoxaspiro[5,5]undecane, pentaerythritol tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], thiodiethylene bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], N,N' -Hexane-1,6-diylbis[3-(3,5-di-tert-butyl-4-hydroxyphenylpropionamide)], 2,4-dimethyl-6-(1-methylpentadecyl)phenol, diethyl [[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]methyl]phosphate, 3,3',3”,5,5',5”-hexa-tert-butyl-a,a',a”-(mesitylene-2,4,6-triyl)tri-p-cresol, 4,6-bis(octylthiomethyl)-o-cresol, ethylenebis(oxazone) Examples of suitable hydroxybenzyl compounds include 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, 2,6-di-tert-butyl-4-(4,6-bis(octylthio)-1,3,5-triazin-2-ylamino)phenol, and the like. Examples of phenolic antioxidants include "Irganox 1010" (registered trademark, the same applies hereinafter) and "Irganox 1076" manufactured by BASF, and "Adekastab AO-50" and "Adekastab AO-60" manufactured by Adeka Corporation. When an antioxidant is added, the amount thereof is preferably 0.001 part by mass or more, more preferably 0.01 part by mass or more, and preferably 1 part by mass or less, more preferably 0.5 parts by mass or less, relative to 100 parts by mass of the polysiloxane compound. The antioxidant may be contained alone or in combination with two or more kinds. When two or more kinds are contained, the total amount is preferably in the above range.

[0109] The polysiloxane compound of the present invention may contain various additives within the scope of the present invention. Examples of additives include at least one additive selected from a flame retardant, a flame retardant aid, an ultraviolet absorber, a mold release agent, and a colorant, and it is preferable to include at least one of a flame retardant and a mold release agent. Furthermore, antistatic agents, fluorescent brighteners, anti-fogging agents, flow improvers, plasticizers, dispersants, antibacterial agents, etc. may be added as long as they do not significantly impair the desired physical properties.

[0110] <Flame retardant> The polysiloxane compound of the present invention may contain various additives within the scope of the present invention. As a flame retardant, an organic metal salt-based flame retardant, a phosphorus-based flame retardant, a silicone-based flame retardant, etc. may be contained. Examples of flame retardants that can be used in the present invention include the flame retardants (flame retardant compositions) described in paragraphs 0085 to 0093 of JP 2016-183422 A, the contents of which are incorporated herein by reference.

[0111] <UV absorber> Examples of the ultraviolet absorber include inorganic ultraviolet absorbers such as cerium oxide and zinc oxide, as well as organic ultraviolet absorbers such as benzotriazole compounds, benzophenone compounds, salicylate compounds, cyanoacrylate compounds, triazine compounds, oxanilide compounds, malonic acid ester compounds, hindered amine compounds, and phenyl salicylate compounds. Of these, benzotriazole-based and benzophenone-based organic ultraviolet absorbers are preferred.In particular, specific examples of the benzotriazole compound include 2-(2'-hydroxy-5'-methylphenyl)benzotriazole, 2-[2'-hydroxy-3',5'-bis(α,α-dimethylbenzyl)phenyl]-benzotriazole, 2-(2'-hydroxy-3',5'-di-tert-butyl-phenyl)-benzotriazole, 2-(2'-hydroxy-3'-tert-butyl-5'-methylphenyl)-5-chlorobenzotriazole, 2-(2'-hydroxy-3',5'-di-tert-butyl-phenyl)-5-chlorobenzotriazole, and 2-(2'-hydroxy-3',5'-di-tert-butyl-phenyl)-5-chlorobenzotriazole. Chlorobenzotriazole, 2-(2'-hydroxy-3',5'-di-tert-amyl)-benzotriazole, 2-(2'-hydroxy-5'-tert-octylphenyl)benzotriazole, 2,2'-methylenebis[4-(1,1,3,3-tetramethylbutyl)-6-(2N-benzotriazol-2-yl)phenol], 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-[(hexyl)oxy]-phenol, 2-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]phenol 2-(2H-benzotriazol-2-yl)-4,6-bis(1-methyl-1-phenylmethyl)phenol, 2-[5-chloro(2H)-benzotriazol-2-yl]-4-methyl-6-(tert-butyl)phenol, 2,2'-(1,4-phenylene)bis[4H-3,1-benzoxazin-4-one], [(4-methoxyphenyl)-methylene]-propanediol acid dimethyl ester, 2-(2H-benzotriazol-2-yl)-p-cresol, 2-(2H-benzotriazol-2-yl)-4,6-bis(1-methyl-1-phenylmethyl)phenol, 2-[5-chloro(2H)-benzotriazol-2-yl]-4-methyl-6-(tert-butyl)phenol phenol, 2,4-di-tert-butyl-6-(5-chlorobenzotriazol-2-yl)phenol, 2-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetrabutyl)phenol, 2,2'-methylenebis[6-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetrabutyl)phenol], [methyl-3-[3-tert-butyl-5-(2H-benzotriazol-2-yl)-4-hydroxyphenyl]propionate-polyethylene glycol] condensate, and the like can be mentioned.Among the above, 2-(2'-hydroxy-5'-tert-octylphenyl)benzotriazole and 2,2'-methylene-bis[4-(1,1,3,3-tetramethylbutyl)-6-(2N-benzotriazol-2-yl)phenol] are preferred. Specific examples of the benzophenone-based ultraviolet absorber include 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-n-octoxybenzophenone, 2-hydroxy-4-dodecyloxybenzophenone, 2-hydroxy-4-octadecyloxybenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, and 2,2',4,4'-tetrahydroxybenzophenone. Specific examples of phenyl salicylate-based UV absorbers include phenyl salicylate and 4-tert-butylphenyl salicylate. Specific examples of triazine-based UV absorbers include 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-[(hexyl)oxy]phenol and 2-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-5-(octyloxy)phenol. Specific examples of hindered amine-based UV absorbers include bis(2,2,6,6-tetramethylpiperidin-4-yl)sebacate. When incorporated, the proportion of the ultraviolet absorber added is preferably 0.01 parts by mass or more, more preferably 0.1 parts by mass or more, and preferably 3 parts by mass or less, more preferably 1 part by mass or less, relative to 100 parts by mass of the polysiloxane compound. The ultraviolet absorber may be used alone or in combination of two or more. When two or more types are used, the total amount is preferably within the above range.

[0112] <Release agent> Examples of the release agent include carboxylic acid esters, polysiloxane compounds, and paraffin wax (polyolefin-based). Specific examples include at least one compound selected from the group consisting of aliphatic carboxylic acids, esters of aliphatic carboxylic acids and alcohols, aliphatic hydrocarbon compounds having a number-average molecular weight of 200 to 15,000, and polysiloxane-based silicone oils. Examples of the aliphatic carboxylic acid include saturated or unsaturated aliphatic mono-, di-, or tri-carboxylic acids. Here, the term "aliphatic carboxylic acid" also encompasses alicyclic carboxylic acids. Among these, preferred aliphatic carboxylic acids are mono- or di-carboxylic acids having 6 to 36 carbon atoms, and more preferred are saturated aliphatic mono-carboxylic acids having 6 to 36 carbon atoms. Specific examples of aliphatic carboxylic acids include palmitic acid, stearic acid, valeric acid, caproic acid, capric acid, lauric acid, arachic acid, behenic acid, lignoceric acid, cerotic acid, melissic acid, tetraacontanoic acid, montanic acid, glutaric acid, adipic acid, and azelaic acid. The same aliphatic carboxylic acids as those described above can be used as the aliphatic carboxylic acids in the esters of aliphatic carboxylic acids and alcohols. On the other hand, examples of alcohols include saturated or unsaturated monohydric or polyhydric alcohols. These alcohols may have a substituent such as a fluorine atom or an aryl group. Among these, monohydric or polyhydric saturated alcohols having 30 or less carbon atoms are preferred, and saturated aliphatic monohydric or polyhydric alcohols having 30 or less carbon atoms are more preferred. Here, aliphatic compounds also include alicyclic compounds. Specific examples of alcohols include octanol, decanol, dodecanol, stearyl alcohol, behenyl alcohol, ethylene glycol, diethylene glycol, glycerin, pentaerythritol, 2,2-dihydroxyperfluoropropanol, neopentylene glycol, ditrimethylolpropane, dipentaerythritol, etc. The above-mentioned ester compounds may contain aliphatic carboxylic acids and / or alcohols as impurities, or may be a mixture of multiple compounds.Specific examples of esters of aliphatic carboxylic acids and alcohols include beeswax (a mixture primarily composed of myricyl palmitate), stearyl stearate, behenyl behenate, stearyl behenate, glycerin monopalmitate, glycerin monostearate, glycerin distearate, glycerin tristearate, pentaerythritol monopalmitate, pentaerythritol monostearate, pentaerythritol distearate, pentaerythritol tristearate, and pentaerythritol tetrastearate. Aliphatic hydrocarbons having a number-average molecular weight of 200 to 15,000 include liquid paraffin, paraffin wax, microcrystalline wax, polyethylene wax, Fischer-Tropsch wax, and α-olefin oligomers having 3 to 12 carbon atoms. Aliphatic hydrocarbons also include alicyclic hydrocarbons. These hydrocarbon compounds may also be partially oxidized. Among these, paraffin wax, polyethylene wax, or partially oxidized polyethylene wax are preferred, with paraffin wax and polyethylene wax being more preferred. The number average molecular weight is preferably 200 to 5000. These aliphatic hydrocarbons may be a single substance or a mixture of substances with various constituent components and molecular weights, as long as the main component is within the above range. Examples of polysiloxane-based silicone oils include dimethyl silicone oil, phenylmethyl silicone oil, diphenyl silicone oil, and fluorinated alkyl silicone. Two or more of these may be used in combination. When a release agent is added, the addition ratio is preferably 0.001 part by mass or more, more preferably 0.01 part by mass or more, and preferably 2 parts by mass or less, more preferably 1 part by mass or less, relative to 100 parts by mass of the polysiloxane compound. The release agent may be used alone or in combination of two or more. When two or more types are used, the total amount is preferably within the above range.

[0113] <Coloring agent> The colorant may be either a dye or a pigment, and examples thereof include inorganic pigments, organic pigments, organic dyes, etc. Examples of inorganic pigments include sulfide pigments such as carbon black, cadmium red, and cadmium yellow; silicate pigments such as ultramarine; oxide pigments such as titanium oxide, zinc white, red iron oxide, chromium oxide, iron black, titanium yellow, zinc-iron brown, titanium-cobalt green, cobalt green, cobalt blue, copper-chromium black, and copper-iron black; chromate pigments such as yellow lead and molybdate orange; and ferrocyanide pigments such as iron blue. Examples of organic pigments and organic dyes as colorants include phthalocyanine-based pigments and dyes (dyes and pigments are referred to as "pigments" below) such as copper phthalocyanine blue and copper phthalocyanine green; azo-based pigments and dyes such as nickel azo yellow; condensed polycyclic pigments and dyes such as thioindigo, perinone, perylene, quinacridone, dioxazine, isoindolinone, and quinophthalone; quinoline, anthraquinone, heterocyclic, and methyl-based pigments and dyes. Among these, titanium oxide, carbon black, cyanine, quinoline, anthraquinone, and phthalocyanine-based pigments and dyes are preferred from the viewpoint of thermal stability. Furthermore, the colorant may be used in the form of a masterbatch with a polystyrene resin, a polycarbonate resin, or an acrylic resin, for the purposes of improving handling during extrusion and improving dispersibility in the resin composition. When a colorant is used, the amount of the colorant added is preferably 5 parts by mass or less, more preferably 3 parts by mass or less, and even more preferably 2 parts by mass or less, and 0.1 parts by mass or more, relative to 100 parts by mass of the polysiloxane compound. Only one colorant may be used, or two or more colorants may be used. When two or more colorants are used, the total amount is preferably within the above range.

[0114] <6. Molded products other than lenses> There are no limitations on the shape, pattern, color, or dimensions of molded articles obtained using polysiloxane compounds, and these may be set as desired depending on the intended use. Specific examples of molded articles include electrical and electronic devices, office automation (OA) equipment, information terminal equipment, machine parts, home appliances, vehicle parts, building materials, various containers, leisure goods and sundries, lighting equipment parts, and various household electrical appliance parts, as well as housings, containers, covers, storage compartments, and cases for electrical appliances, and covers and cases for lighting fixtures. Examples of electrical and electronic devices include personal computers, game consoles, television receivers, display devices such as liquid crystal displays and plasma display devices, printers, copiers, scanners, fax machines, electronic organizers and personal digital assistants (PDAs), electronic desk calculators, electronic dictionaries, cameras, video cameras, mobile phones, battery packs, recording medium drives and readers, mice, numeric keypads, CD (Compact Disc) players, MD (MiniDisc) players, and portable radio and audio players. Further examples of molded articles include illuminated signs, liquid crystal backlights, illuminated displays, traffic signs, signboards, screens, reflectors, meter parts and other automobile parts (on-vehicle parts), toys, and ornaments. The polysiloxane compound of the present invention has excellent impact resistance, high fluidity when melted, and can be formed into a molded article having a fine structure, and therefore can be suitably used as an in-vehicle electric / electronic part, a mechanical part, or a vehicle part, such as an automobile interior panel, an automobile lamp lens, an automobile inner lens, an automobile lens protective cover, or an automobile light guide.

[0115] <7. Molding method for molded body> The method for producing the molded article of the present invention is not particularly limited, and any molding method commonly used for resins can be used. Examples include injection molding, ultra-high speed injection molding, injection compression molding, two-color molding, gas-assisted hollow molding, molding using an insulated mold, molding using a rapidly heated mold, foam molding (including supercritical fluid), insert molding, IMC (in-mold coating molding), extrusion molding, sheet molding, thermoforming, rotational molding, laminate molding, and press molding. A molding method using a hot runner system can also be used.

[0116] <8. Other Resins> The polysiloxane compound of the present invention may contain, as necessary, components other than the polysiloxane compound of the present invention, such as resins other than the polysiloxane compound of the present invention, as long as the desired physical properties are not significantly impaired. Examples of such other resins include thermoplastic polyester resins such as polycarbonate resins other than the polysiloxane compound of the present invention, polyethylene terephthalate resins (PET resins), polytrimethylene terephthalate resins (PTT resins), and polybutylene terephthalate resins (PBT resins); styrene-based resins such as polystyrene resins (PS resins), high-impact polystyrene resins (HIPS), acrylonitrile-styrene copolymers (AS resins), and methyl methacrylate-styrene copolymers (MS resins); and methyl methacrylate-acrylic rubber-styrene copolymers (MAS resins). Examples of suitable elastomers include core / shell elastomers such as those mentioned above, and polyester-based elastomers; polyolefin resins such as cyclic cycloolefin resins (COP resins) and cyclic cycloolefin (COP) copolymer resins; polyamide resins (PA resins); polyimide resins (PI resins); polyetherimide resins (PEI resins); polyurethane resins (PU resins); polyphenylene ether resins (PPE resins); polyphenylene sulfide resins (PPS resins); polysulfone resins (PSU resins); polymethacrylate resins (PMMA resins); and polycaprolactone. The polysiloxane compound of the present invention contains components other than polysiloxane in an amount of, for example, 10% by weight or less, 5% by weight or less, 3% by weight or more, 2% by weight or less, or 1% by weight or less, based on the total weight of the polysiloxane compound. [Example]

[0117] The present invention will be described in more detail below with reference to examples. However, the present invention is not limited to the following examples and can be practiced with any modifications within the scope of the present invention.

[0118] Example 1 112.00 g (0.49 mol) of 2,2-bis(4-hydroxyphenyl)propane, 134.25 g (0.55 mol) of dimethyldiphenoxysilane, and 10.0 μmol / mol of tetraphenylphosphonium tetraphenylborate (catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) were placed in a 500 ml four-neck flask equipped with a stirrer, and the system was purged with a nitrogen atmosphere. The raw materials were heated and melted at 180°C, and the reaction solution was sampled 10, 20, and 30 minutes after all the raw materials had melted. The resulting reaction solution was dissolved in chloroform to prepare a 1,000 μg / mL solution, which was then analyzed and quantified by GC / FID. The phenol conversion rate after 10 minutes was 34%, after 20 minutes was 50%, and after 30 minutes was 54%.

[0119] Example 2 112.00 g (0.49 mol) of 2,2-bis(4-hydroxyphenyl)propane, 134.25 g (0.55 mol) of dimethyldiphenoxysilane, and 10.0 μmol / mol of tetraphenylphosphonium phenoxide (catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) were placed in a 500 ml four-neck flask equipped with a stirrer, and the system was purged with a nitrogen atmosphere. The raw materials were heated and melted at 180°C, and the reaction solution was sampled 10, 20, and 30 minutes after all the raw materials had melted. The resulting reaction solution was dissolved in chloroform to prepare a 1,000 μg / mL solution, which was then analyzed and quantified by GC / FID. The phenol conversion rate after 10 minutes was 30%, after 20 minutes it was 46%, and after 30 minutes it was 52%.

[0120] Example 3 112.00 g (0.49 mol) of 2,2-bis(4-hydroxyphenyl)propane, 134.25 g (0.55 mol) of dimethyldiphenoxysilane, and 3.0 μmol / mol of tetraphenylphosphonium tetraphenolborate (catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) were placed in a 500 ml four-neck flask equipped with a stirrer, and the system was purged with a nitrogen atmosphere. The raw materials were heated and melted at 180°C, and the reaction solution was sampled 10, 20, and 30 minutes after all the raw materials had melted. The resulting reaction solution was dissolved in chloroform to prepare a 1,000 μg / mL solution, which was then analyzed and quantified by GC / FID. The phenol conversion rate after 10 minutes was 23%, after 20 minutes was 40%, and after 30 minutes was 52%.

[0121] Example 4 112.00 g (0.49 mol) of 2,2-bis(4-hydroxyphenyl)propane, 134.25 g (0.55 mol) of dimethyldiphenoxysilane, and 1.0 μmol / mol of tetraphenylphosphonium phenoxide (catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) were placed in a 500 ml four-neck flask equipped with a stirrer, and the system was purged with a nitrogen atmosphere. The raw materials were heated and melted at 180°C, and the reaction solution was sampled 10, 20, and 30 minutes after all the raw materials had melted. The resulting reaction solution was dissolved in chloroform to prepare a 1,000 μg / mL solution, which was then analyzed and quantified by GC / FID. The phenol conversion rate after 10 minutes was 11%, after 20 minutes was 23%, and after 30 minutes was 31%.

[0122] Example 5 112.00 g (0.49 mol) of 2,2-bis(4-hydroxyphenyl)propane, 134.25 g (0.55 mol) of dimethyldiphenoxysilane, and 0.5 μmol / mol of tetraphenylphosphonium phenoxide (catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) were placed in a 500 ml four-neck flask equipped with a stirrer, and the system was purged with a nitrogen atmosphere. The raw materials were heated and melted at 180°C, and the reaction solution was sampled 10, 20, and 30 minutes after all the raw materials had melted. The resulting reaction solution was dissolved in chloroform to prepare a 1,000 μg / mL solution, which was then analyzed and quantified by GC / FID. The phenol conversion rate after 10 minutes was 7%, after 20 minutes it was 14%, and after 30 minutes it was 20%.

[0123] Comparison Example 1 112.00 g (0.49 mol) of 2,2-bis(4-hydroxyphenyl)propane, 134.25 g (0.55 mol) of dimethyldiphenoxysilane, and 3.0 μmol / mol of sodium bicarbonate (catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) were placed in a 500 ml four-neck flask equipped with a stirrer, and the system was purged with a nitrogen atmosphere. The raw materials were heated and melted at 180°C, and the reaction solution was sampled 10, 20, and 30 minutes after all the raw materials had melted. The resulting reaction solution was dissolved in chloroform to prepare a 1,000 μg / mL solution, which was then analyzed and quantified by GC / FID. The phenol conversion rate after 10 minutes was 2%, after 20 minutes was 5%, and after 30 minutes was 8%.

[0124] The results of the above-mentioned Examples and Comparative Example 1 are shown in Table 1 below. [Table 1]

[0125] Example 6 80.13 g (0.35 mol) of 2,2-bis(4-hydroxyphenyl)propane, 64.30 g (0.26 mol) of dimethyldiphenoxysilane, 25.98 g (0.12 mol) of diphenyl carbonate, and 10.0 μmol / mol of tetraphenylphosphonium tetraphenylborate as a catalyst (the catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) were placed in a 300 ml four-neck flask equipped with a stirrer, and the system was purged with a nitrogen atmosphere. The raw materials were heated to melt at 190°C and stirred for 20 minutes. After that, over a period of 2 hours, the phenol distilled from the reaction system was condensed and removed using a cooling tube while the transesterification reaction was carried out. The temperature in the system was reduced to 260°C, the vacuum level was reduced to 2 hPa or less, and this was maintained for another hour to obtain a colorless and transparent polycarbonate copolymer having an arylenesiloxane structure. During the reduction in pressure, the pressure was adjusted to change stepwise from atmospheric pressure to 27,000 Pa, 24,000 Pa, 20,000 Pa, 17,000 Pa, 14,000 Pa, 10,000 Pa, 8,000 Pa, 6,000 Pa, 4,000 Pa, 2,000 Pa, 1,000 Pa, and 200 Pa or less. The Mw of the siloxane-containing polycarbonate copolymer was measured using GPC and found to be 38,352. Regarding the thermal decomposition temperature, the 1% weight loss was 363°C, and the mass retention rate at 500°C was 65%.

[0126] Example 7 80.13 g (0.35 mol) of 2,2-bis(4-hydroxyphenyl)propane, 60.40 g (0.25 mol) of dimethyldiphenoxysilane, 25.98 g (0.12 mol) of diphenyl carbonate, and 10.0 μmol / mol of tetraphenylphosphonium tetraphenylborate as a catalyst (the catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) were placed in a 300 ml four-neck flask equipped with a stirrer, and the system was purged with a nitrogen atmosphere. The raw materials were heated to 190°C and melted, and stirred for 20 minutes. After that, the transesterification reaction was carried out over 1 hour and 30 minutes while condensing and removing the phenol distilled from the reaction system using a cooling tube, and the temperature in the system was reduced to 260 ° C and the vacuum level was reduced to 2 hPa or less. This was maintained for another 2 hours to obtain a colorless and transparent polycarbonate copolymer having an arylenesiloxane structure. During the reduction in pressure, the pressure was adjusted to change stepwise from atmospheric pressure to 27,000 Pa, 24,000 Pa, 20,000 Pa, 17,000 Pa, 14,000 Pa, 10,000 Pa, 8,000 Pa, 6,000 Pa, 4,000 Pa, 2,000 Pa, 1,000 Pa, and 200 Pa or less. The Mw of the siloxane-containing polycarbonate copolymer was measured using GPC and found to be 44,030. Regarding the thermal decomposition temperature, the 1% weight loss was 361°C, and the mass retention rate at 500°C was 61%.

[0127] Example 8 80.13g (0.35mol) of 2,2-bis(4-hydroxyphenyl)propane, 60.40g (0.25mol) of dimethyldiphenoxysilane, 25.98g (0.12mol) of diphenyl carbonate, and 10.0µmol / mol of tetraphenylphosphonium phenoxide as a catalyst (catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) were placed in a 300ml four-neck flask equipped with a stirrer, and the system was purged with a nitrogen atmosphere. The raw materials were heated to 190°C and melted, and stirred for 20 minutes. After that, the transesterification reaction was carried out over 1 hour and 30 minutes while condensing and removing the phenol distilled from the reaction system using a cooling tube, and the temperature in the system was reduced to 260 ° C and the vacuum level was reduced to 2 hPa or less. This was maintained for another 2 hours to obtain a colorless and transparent polycarbonate copolymer having an arylenesiloxane structure. During the reduction in pressure, the pressure was adjusted to change stepwise from atmospheric pressure to 27,000 Pa, 24,000 Pa, 20,000 Pa, 17,000 Pa, 14,000 Pa, 10,000 Pa, 8,000 Pa, 6,000 Pa, 4,000 Pa, 2,000 Pa, 1,000 Pa, and 200 Pa or less. The Mw of the siloxane-containing polycarbonate copolymer was measured using GPC and found to be 46,356. Regarding the thermal decomposition temperature, the 1% weight loss was 361°C, and the mass retention rate at 500°C was 52%.

[0128] Example 9 80.13 g (0.35 mol) of 2,2-bis(4-hydroxyphenyl)propane, 63.00 g (0.26 mol) of dimethyldiphenoxysilane, 25.98 g (0.12 mol) of diphenyl carbonate, and 3.0 μmol / mol of tetraphenylphosphonium phenoxide as a catalyst (the catalyst amount is the relative molar amount to the 2,2-bis(4-hydroxyphenyl)propane) were placed in a 300 ml four-neck flask equipped with a stirrer, and the system was purged with a nitrogen atmosphere. The raw materials were heated to melt at 190°C and stirred for 20 minutes. After that, the transesterification reaction was carried out over 1 hour and 45 minutes while condensing and removing the phenol distilled from the reaction system using a cooling tube, and the temperature in the system was reduced to 260 ° C and the vacuum level was reduced to 2 hPa or less. This was maintained for another 2 hours to obtain a colorless and transparent polycarbonate copolymer having an arylenesiloxane structure. During the reduction in pressure, the pressure was adjusted to change stepwise from atmospheric pressure to 27,000 Pa, 24,000 Pa, 20,000 Pa, 17,000 Pa, 14,000 Pa, 10,000 Pa, 8,000 Pa, 6,000 Pa, 4,000 Pa, 2,000 Pa, 1,000 Pa, and 200 Pa or less. The Mw of the siloxane-containing polycarbonate copolymer was measured using GPC and found to be 43,719. Regarding the thermal decomposition temperature, the 1% weight loss was 359°C, and the mass retention rate at 500°C was 66%.

[0129] Example 10 80.13g (0.35mol) of 2,2-bis(4-hydroxyphenyl)propane, 64.30g (0.26mol) of dimethyldiphenoxysilane, 25.98g (0.12mol) of diphenyl carbonate, and 1.0µmol / mol of tetraphenylphosphonium phenoxide (catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) and 1.0µmol / mol of sodium bicarbonate (catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) were placed in a 300ml four-neck flask equipped with a stirrer, and the system was purged with a nitrogen atmosphere. The raw materials were heated to 190°C and melted, and stirred for 20 minutes. After that, over 2 hours and 15 minutes, the phenol distilled from the reaction system was condensed and removed using a cooling tube while the transesterification reaction was carried out. The temperature in the system was reduced to 260 ° C, the vacuum level was reduced to 2 hPa or less, and this was maintained for another 1 hour and 45 minutes to obtain a colorless and transparent polycarbonate copolymer having an arylenesiloxane structure. During the decompression, the pressure was adjusted so that it changed stepwise from atmospheric pressure to 27,000 Pa, 24,000 Pa, 20,000 Pa, 17,000 Pa, 14,000 Pa, 10,000 Pa, 8,000 Pa, 6,000 Pa, 4,000 Pa, 2,000 Pa, 1,000 Pa, and 200 Pa or less. The Mw of the siloxane-containing polycarbonate copolymer was measured using GPC and found to be 44,081. Regarding the thermal decomposition temperature, the 1% weight loss was 349°C, and the mass retention rate at 500°C was 54%.

[0130] Example 11 80.13g (0.35mol) of 2,2-bis(4-hydroxyphenyl)propane, 64.30g (0.26mol) of dimethyldiphenoxysilane, 25.98g (0.12mol) of diphenyl carbonate, and catalysts tetraphenylphosphonium phenoxide 0.5µmol / mol (catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) and sodium bicarbonate 1.0µmol / mol (catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) were placed in a 300ml four-neck flask equipped with a stirrer, and the system was purged with a nitrogen atmosphere. The raw materials were heated to 190°C and melted, and stirred for 20 minutes. After that, over 2 hours and 45 minutes, the phenol distilled from the reaction system was condensed and removed using a cooling tube while the transesterification reaction was carried out, and the temperature in the system was reduced to 260 ° C, the vacuum level was reduced to 2 hPa or less, and this was maintained for another 2 hours and 40 minutes to obtain a colorless and transparent polycarbonate copolymer having an arylenesiloxane structure. During the decompression, the pressure was adjusted so that it changed stepwise from atmospheric pressure to 27,000 Pa, 24,000 Pa, 20,000 Pa, 17,000 Pa, 14,000 Pa, 10,000 Pa, 8,000 Pa, 6,000 Pa, 4,000 Pa, 2,000 Pa, 1,000 Pa, and 200 Pa or less. The Mw of the siloxane-containing polycarbonate copolymer was measured using GPC and found to be 47,535. Regarding the thermal decomposition temperature, the 1% weight loss was 347°C, and the mass retention rate at 500°C was 58%.

[0131] Example 12 80.13g (0.35mol) of 2,2-bis(4-hydroxyphenyl)propane, 63.41g (0.26mol) of dimethyldiphenoxysilane, 25.62g (0.12mol) of diphenyl carbonate, and catalysts tetraphenylphosphonium phenoxide 6.0µmol / mol (catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) and sodium bicarbonate 1.5µmol / mol (catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) were placed in a 300ml four-neck flask equipped with a stirrer, and the system was purged with a nitrogen atmosphere. The raw materials were heated to melt at 190°C and stirred for 20 minutes. After that, the transesterification reaction was carried out over 1 hour and 30 minutes while condensing and removing the phenol distilled from the reaction system using a cooling tube, and the temperature in the system was reduced to 260 ° C and the vacuum level was reduced to 2 hPa or less. This was maintained for another 2 hours to obtain a colorless and transparent polycarbonate copolymer having an arylenesiloxane structure. During the reduction in pressure, the pressure was adjusted to change stepwise from atmospheric pressure to 27,000 Pa, 24,000 Pa, 20,000 Pa, 17,000 Pa, 14,000 Pa, 10,000 Pa, 8,000 Pa, 6,000 Pa, 4,000 Pa, 2,000 Pa, 1,000 Pa, and 200 Pa or less. The Mw of the siloxane-containing polycarbonate copolymer was measured using GPC and found to be 44,949. Regarding the thermal decomposition temperature, the 1% weight loss was 359°C, and the mass retention rate at 500°C was 47%.

[0132] Example 13 80.13g (0.35mol) of 2,2-bis(4-hydroxyphenyl)propane, 61.66g (0.25mol) of dimethyldiphenoxysilane, 24.90g (0.12mol) of diphenyl carbonate, and catalysts tetraphenylphosphonium phenoxide 10.0µmol / mol (catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) and sodium acetate 14µmol / mol (catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) were placed in a 300ml four-neck flask equipped with a stirrer, and the system was purged with a nitrogen atmosphere. The raw materials were heated to melt at 190°C and stirred for 20 minutes. After that, the transesterification reaction was carried out over 1 hour and 48 minutes while condensing and removing the phenol distilled from the reaction system using a cooling tube. The temperature in the system was reduced to 260 ° C, the vacuum level was reduced to 2 hPa or less, and this was maintained for another 2 hours to obtain a colorless and transparent polycarbonate copolymer having an arylenesiloxane structure. During the reduction in pressure, the pressure was adjusted to change stepwise from atmospheric pressure to 27,000 Pa, 24,000 Pa, 20,000 Pa, 17,000 Pa, 14,000 Pa, 10,000 Pa, 8,000 Pa, 6,000 Pa, 4,000 Pa, 2,000 Pa, 1,000 Pa, and 200 Pa or less. The Mw of the siloxane-containing polycarbonate copolymer was measured using GPC and found to be 63,619. The thermal decomposition temperature was 353°C for a 1% weight loss, and the mass retention rate at 500°C was 60%.

[0133] Example 14 80.13g (0.35mol) of 2,2-bis(4-hydroxyphenyl)propane, 61.66g (0.25mol) of dimethyldiphenoxysilane, 24.90g (0.12mol) of diphenyl carbonate, and catalysts tetraphenylphosphonium phenoxide 10.0µmol / mol (catalyst amount is the relative molar number to 2,2-bis(4-hydroxyphenyl)propane) and sodium benzoate 26µmol / mol (catalyst amount is the relative molar number to 2,2-bis(4-hydroxyphenyl)propane) were placed in a 300ml four-neck flask equipped with a stirrer, and the system was purged with a nitrogen atmosphere. The raw materials were heated to melt at 190°C and stirred for 20 minutes. After that, the transesterification reaction was carried out over 1 hour and 43 minutes while condensing and removing the phenol distilled from the reaction system using a cooling tube. The temperature in the system was reduced to 260 ° C, the vacuum level was reduced to 2 hPa or less, and this was maintained for another 2 hours to obtain a colorless and transparent polycarbonate copolymer having an arylenesiloxane structure. During the reduction in pressure, the pressure was adjusted to change stepwise from atmospheric pressure to 27,000 Pa, 24,000 Pa, 20,000 Pa, 17,000 Pa, 14,000 Pa, 10,000 Pa, 8,000 Pa, 6,000 Pa, 4,000 Pa, 2,000 Pa, 1,000 Pa, and 200 Pa or less. The Mw of the siloxane-containing polycarbonate copolymer was measured using GPC and found to be 63,619. The thermal decomposition temperature was 349°C for a 1% weight loss, and the mass retention rate at 500°C was 59%.

[0134] Example 15 80.13g (0.35mol) of 2,2-bis(4-hydroxyphenyl)propane, 63.41g (0.26mol) of dimethyldiphenoxysilane, 25.62g (0.12mol) of diphenyl carbonate, and catalysts tetraphenylphosphonium phenoxide 3.0µmol / mol (catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) and sodium acetate 6µmol / mol (catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) were placed in a 300ml four-neck flask equipped with a stirrer, and the system was purged with a nitrogen atmosphere. The raw materials were heated to 190°C and melted, and stirred for 20 minutes. After that, over 1 hour and 52 minutes, the phenol distilled from the reaction system was condensed and removed using a cooling tube while the transesterification reaction was carried out. The temperature in the system was reduced to 260 ° C, the vacuum level was reduced to 2 hPa or less, and this was maintained for another 2 hours to obtain a colorless and transparent polycarbonate copolymer having an arylenesiloxane structure. During the decompression, the pressure was adjusted so that it changed stepwise from atmospheric pressure to 27,000 Pa, 24,000 Pa, 20,000 Pa, 17,000 Pa, 14,000 Pa, 10,000 Pa, 8,000 Pa, 6,000 Pa, 4,000 Pa, 2,000 Pa, 1,000 Pa, and 200 Pa or less. The Mw of the siloxane-containing polycarbonate copolymer was measured using GPC and found to be 63,619. The thermal decomposition temperature was 351°C for a 1% weight loss, and the mass retention rate at 500°C was 66%.

[0135] Comparative Example 2 80.13 g (0.35 mol) of 2,2-bis(4-hydroxyphenyl)propane, 67.30 g (0.28 mol) of dimethyldiphenoxysilane, 25.98 g (0.12 mol) of diphenyl carbonate, and 3.0 μmol / mol of sodium bicarbonate (catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) were placed in a 300 ml four-neck flask equipped with a stirrer, and the system was purged with a nitrogen atmosphere. The raw materials were heated to melt at 190°C and stirred for 20 minutes. After that, over 2 hours and 40 minutes, the phenol distilled from the reaction system was condensed and removed using a cooling tube while the transesterification reaction was carried out. The temperature in the system was reduced to 260 ° C, the vacuum level was reduced to 2 hPa or less, and this was maintained for another 2 hours and 30 minutes to obtain a colorless and transparent polycarbonate copolymer having an arylenesiloxane structure. During the decompression, the pressure was adjusted so that it changed stepwise from atmospheric pressure to 27,000 Pa, 24,000 Pa, 20,000 Pa, 17,000 Pa, 14,000 Pa, 10,000 Pa, 8,000 Pa, 6,000 Pa, 4,000 Pa, 2,000 Pa, 1,000 Pa, and 200 Pa or less. The Mw of the siloxane-containing polycarbonate copolymer was measured using GPC and found to be 56,695. Regarding the thermal decomposition temperature, the 1% weight loss was 359°C, and the mass retention rate at 500°C was 66%.

[0136] Comparative Example 3 80.13 g (0.35 mol) of 2,2-bis(4-hydroxyphenyl)propane, 64.30 g (0.28 mol) of dimethyldiphenoxysilane, 25.98 g (0.12 mol) of diphenyl carbonate, and 1.5 μmol / mol of sodium bicarbonate (catalyst amount is the relative molar amount to 2,2-bis(4-hydroxyphenyl)propane) were placed in a 300 ml four-neck flask equipped with a stirrer, and the system was purged with a nitrogen atmosphere. The raw materials were heated to melt at 190°C and stirred for 20 minutes. After that, the transesterification reaction was carried out over 3 hours and 20 minutes while condensing and removing the phenol distilled from the reaction system using a cooling tube, and the system was heated to 260 ° C and the vacuum level was reduced to 2 hPa or less. This was maintained for another 2 hours to obtain a colorless and transparent polycarbonate copolymer having an arylenesiloxane structure. During the vacuum reduction, the pressure was adjusted to change stepwise from atmospheric pressure to 27,000 Pa, 24,000 Pa, 20,000 Pa, 17,000 Pa, 14,000 Pa, 10,000 Pa, 8,000 Pa, 6,000 Pa, 4,000 Pa, 2,000 Pa, 1,000 Pa, and 200 Pa or less. The Mw of the siloxane-containing polycarbonate copolymer was measured using GPC and found to be 37,590. Regarding the thermal decomposition temperature, the mass loss of 1% was 365°C, and the mass retention rate at 500°C was 62%.

[0137] The results of the above-mentioned Examples and Comparative Examples 2 and 3 are shown in Table 2 below. [Table 2]

[0138] Analysis method <Measurement of phenol conversion rate> The method for measuring the phenol conversion rate in each of the Examples and Comparative Examples is as follows. The samples of the examples and comparative examples were dissolved in chloroform to prepare 1,000 μg / mL solutions, which were then analyzed and quantified by GC / FID. The quantitative value is a phenol-equivalent value obtained from a previously prepared phenol calibration curve shown in FIG. The amount of phenol produced in the reaction solution was calculated from the phenol equivalent value. (Calculation formula (A)) (Amount of phenol produced (g) / Theoretical amount of phenol produced (g)) × 100 = Phenol conversion (%) (A) The phenol conversion rate (%) was calculated using the above formula (A).

[0139] [GC / FID measurement conditions] The conditions for GC / FID measurement in each example and comparative example are as follows. Equipment: Shimadzu GC2025 Column: Capillary column DB-35, 30 mm x 0.25 mm x 0.25 μm Heating conditions: 40℃ - 300℃ (5 min hold), 10℃ / min Injection port temperature: 300°C, injection volume: 1.0 μL (split ratio 1:20) Carrier gas: He ·Air flow rate: 400mL / min ·H2 flow rate: 40mL / min Make-up gas: 30mL / min Standard substance: phenol

[0140] <Thermal decomposition temperature> 1%-Thermal mass loss starting temperature and mass loss rate at 500℃ A 10 mg measurement sample was precisely weighed into an aluminum pan (Al open-type sample container, φ5.2, H2.5 mm). Measurements were performed under atmospheric pressure. 0.00519 g of α-alumina was used as the reference material. The sample temperature was adjusted to 30°C and heated to 500°C at a rate of 10°C / min. The temperature at which a 1% mass loss occurred was defined as the "1%-thermal mass loss onset temperature." The percentage of mass loss at 500°C, based on the mass of the sample before heating, was defined as the "500°C mass loss percentage (%)." In the table above, the "mass retention (%) at 500°C" is shown, i.e., 100-"500°C mass loss percentage (%)." Measuring device: Simultaneous differential thermal and thermal mass measuring device (TG / DTA) (manufactured by Hitachi High-Tech Science, TG / DTA7300)

[0141] <Measurement of polystyrene equivalent weight average molecular weight (Mw)> Using GPC (gel permeation chromatography), a calibration curve was created using standard polystyrene (Shodex STANDARD, SM-105) with a known molecular weight (molecular weight distribution = 1) and chloroform as the developing solvent. The elution time and molecular weight value of each peak from the measured standard polystyrene were plotted, and a cubic fit was performed to create a calibration curve. Then, based on the obtained calibration curve, the weight average molecular weight (Mw) was calculated as a polystyrene equivalent value using the following formula. [Calculation formula] Mw = Σ(Wi × Mi) / Σ(Wi) (In the above formula, i represents the ith division point when dividing the molecular weight M, Wi represents the ith weight, and Mi represents the ith molecular weight. Furthermore, the molecular weight M represents the molecular weight in polystyrene equivalent at the same elution time on the calibration curve.) [Measurement conditions] Equipment: Shimadzu Labsolutions Columns: Guard column (Shodex GPC KG 4A) x 1, analytical column (Shodex GPC K-805L) x 2 Solvent: Chloroform (HPLC grade) ·Injection volume: 10μL Sample concentration: 2000 ppm Solvent flow rate: 1 mL / min ·Measurement temperature: 40℃ Detector: RI

Claims

1. a diaryloxysilane compound containing at least one of a dialkyldiaryloxysilane, a diaryldiaryloxysilane, and a monoalkylmonoaryldiaryloxysilane; a dialkoxysilane compound containing at least one of a dialkyldialkoxysilane, a diaryldialkoxysilane, and a monoalkylmonoaryldialkoxysilane; a silicon compound containing at least one of a cyclic siloxane compound and a linear siloxane compound; a silane-based compound selected from the group consisting of a polymerization step of polymerizing a diol compound including an aromatic diol compound or an alicyclic diol compound, A method for producing a polysiloxane having a siloxane constituent unit represented by any one of the following formulas (1-1) to (1-4), wherein a transesterification catalyst containing a phosphorus compound is used in a polymerization step: 【Chemical 1】 (In formulas (1-1) to (1-4), R １ , and R ２ each independently represents an alkyl group having a total of 1 to 20 carbon atoms, which may have a substituent, or an aryl group having a total of 6 to 30 carbon atoms, which may have a substituent; R ３ ~R １０ and R ３０ ~R ３３ each independently represent hydrogen, halogen, alkoxy, an alkyl group having 1 to 20 carbon atoms in total which may have a substituent, an alkenyl group having 2 to 20 carbon atoms in total which may have a substituent, or an aryl group having 6 to 30 carbon atoms in total which may have a substituent, Z １ and Z ２ each independently represents an alkylene group having a total of 1 to 5 carbon atoms which may have a substituent, J １ each independently represents an integer of 0 to 5, K １ each independently represents an integer of 0 to 5, A １ and A ２ each independently represents -O- or -CH-; L １ and L ２ each independently represents an integer of 0 to 3, X is a single bond or any one of the structural formulas represented by the following formula (2): 【Chemistry 2】 (In formula (2), R １１ , and R １２ each independently represents hydrogen, halogen, an alkyl group having a total of 1 to 20 carbon atoms which may have a substituent, or an aryl group having a total of 6 to 30 carbon atoms which may have a substituent, or R １１ and R １２ are bonded to each other to form a carbocyclic or heterocyclic ring having 1 to 20 carbon atoms, which may have a substituent; the substituents are each independently any one of a halogen, a cyano group, an alkenyl group, an alkynyl group, and an alkoxy group; a and b each independently represent 0 or an integer of 1 to 5,000.

2. 2. The method for producing a polysiloxane according to claim 1, wherein the phosphorus compound comprises a compound represented by the following general formula (I): (PRe ４ ) ＋ (Xc) － ・・・(I) In general formula (I), each Re independently represents an alkyl group, an aryl group, or an alkylaryl group, and a plurality of Re may be bonded to each other to form a ring structure. Xc is a hydroxyl group, a halogen atom, an alkyloxy group, an aryloxy group, an alkylcarbonyloxy group, an arylcarbonyloxy group, or HCO ３ , or BRf ４ (Each Rf independently represents a hydrogen atom, an alkyl group, or an aryl group.)

3. 2. The method for producing polysiloxane according to claim 1, wherein the phosphorus compound comprises any one of biphenyltriphenylphosphonium hydroxide, biphenyltriphenylphosphonium tetraphenylborate, biphenyltriphenylphosphonium phenoxide, biphenyltriphenylphosphonium chloride, tetraphenylphosphonium hydroxide, methoxyphenyltriphenylphosphonium hydroxide, phenoxyphenyltriphenylphosphonium hydroxide, naphthylphenyltriphenylphosphonium hydroxide, tetraphenylphosphonium phenoxide, tetraphenylphosphonium tetraphenylborate, methoxyphenyltriphenylphosphonium tetraphenylborate, phenoxyphenyltriphenylphosphonium tetraphenylborate, naphthylphenyltriphenylphosphonium tetraphenylborate, tetraphenylphosphonium phenoxide, methoxyphenyltriphenylphosphonium phenoxide, phenoxyphenyltriphenylphosphonium phenoxide, naphthylphenyltriphenylphosphonium phenoxide, tetraphenylphosphonium chloride, methoxyphenyltriphenylphosphonium chloride, phenoxyphenyltriphenylphosphonium chloride, and naphthylphenyltriphenylphosphonium chloride.

4. 4. The method for producing polysiloxane according to claim 3, wherein the phosphorus compound includes at least one of tetraphenylphosphonium phenoxide and tetraphenylphosphonium tetraphenylborate.

5. The method for producing a polysiloxane according to any one of claims 1 to 4, wherein the transesterification catalyst further comprises an alkali metal catalyst.

6. The method for producing a polysiloxane according to claim 5 , wherein the transesterification catalyst comprises an alkali metal-based transesterification catalyst containing at least sodium.

7. In the polymerization step, the amount of the transesterification catalyst relative to the diol compound is 1.0 × 10 in terms of molar ratio. －７ ~1.0 x 10 －２ The method for producing polysiloxane according to any one of claims 1 to 6, wherein

8. The method for producing polysiloxane according to any one of claims 1 to 7, wherein the reaction temperature in the polymerization step is in the range of 150°C or higher and 300°C or lower.

9. The method for producing polysiloxane according to any one of claims 1 to 8, wherein no solvent is used in the polymerization step.

10. 10. The method for producing a polysiloxane according to claim 1, wherein the ratio of the number of moles of the silane compound to the number of moles of the diol compound used in the polymerization step is 0.9 or more and 1.2 or less.

11. 11. The method for producing polysiloxane according to claim 1, wherein in the polymerization step, a carbonate compound is further polymerized with the silane compound and the diol compound.

12. The method for producing a polysiloxane according to claim 11, wherein the polysiloxane further has a polycarbonate structural unit derived from the carbonate compound and represented by any one of the following formulas (3-1) to (3-4): 【Chemistry 3】 (In general formulas (3-1) to (3-4), R ３ ~R １０ , R ２１ ~R ２６ and R ３１ ~R ３６ each independently represents a hydrogen atom, a halogen atom, an alkoxy group having 1 to 5 carbon atoms which may have a substituent, an alkyl group having 1 to 20 carbon atoms which may have a substituent, an alkenyl group having 2 to 20 carbon atoms which may have a substituent, or an aryl group having 6 to 30 carbon atoms which may have a substituent, Z １ and Z ２ each independently represents an alkylene group having 1 to 5 carbon atoms which may have a substituent, the substituent is any one of a halogen, a cyano group, an alkenyl group, an alkynyl group, and an alkoxy group, J １ each independently represents an integer of 0 to 5, K １ each independently represents an integer of 0 to 5, A １ and A ２ are each independently -O-, -CH ２ - represents either L １ and L ２ each independently represents an integer of 0 to 3, X is a single bond or any one of the structural formulae represented by the following formulas (1) to (7), 【Chemistry 4】 (In general formulas (1) to (7), R １１ and R １２ each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms which may have a substituent, or an aryl group having 6 to 30 carbon atoms which may have a substituent, or R １１ and R １２ are bonded to each other to form a carbocyclic or heterocyclic ring having 1 to 20 carbon atoms, which may have a substituent; the substituent is any one of a halogen, a cyano group, an alkenyl group, an alkynyl group, and an alkoxy group, r and s each independently represent an integer of 0 to 5000.

13. 13. The method for producing a polysiloxane according to claim 12, wherein the molar ratio of the total of the siloxane constituent units to the total of the polycarbonate constituent units is 0.1:99.9 to 100:

0.

14. 14. The method for producing a polysiloxane according to claim 12 or 13, wherein in the polymerization step, the silane compound and the diol compound are polymerized in a molten state under reduced pressure while removing alcohol derived from the carbonate compound.

15. The method for producing a polysiloxane according to any one of claims 1 to 10, wherein the polysiloxane consists solely of the siloxane structural unit.

16. The method for producing a polysiloxane according to any one of claims 1 to 15, wherein the polysiloxane has a weight average molecular weight (Mw) in terms of polystyrene of 10,000 to 300,000.

17. 17. The method for producing a polysiloxane according to claim 1, wherein the polysiloxane contains 1% by weight or less of low-molecular-weight compounds having a weight-average molecular weight of 1,000 or less.

18. 18. The method for producing a polysiloxane according to claim 17, wherein the proportion of low-molecular-weight compounds having a weight-average molecular weight of 1,000 or less in the polysiloxane is 1% by weight or less, as calculated from the GPC area ratio.

19. The method for producing a polysiloxane according to any one of claims 1 to 18, wherein the polysiloxane has a 1% mass loss thermal decomposition temperature of 300°C or higher.

20. The method for producing a polysiloxane according to any one of claims 1 to 19, wherein the polysiloxane has a mass retention rate of 40% or more at 500°C.

21. A method for producing a molded article, comprising obtaining a polysiloxane by the method according to any one of claims 1 to 20 and molding the polysiloxane.

22. A method for producing an optical lens, comprising obtaining a polysiloxane by the method according to any one of claims 1 to 20, and molding the polysiloxane.

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