A hydroxyphenyl-terminated polysiloxane, a polysiloxane-polycarbonate copolymer containing the hydroxyphenyl-terminated polysiloxane as a repeating unit, exhibiting excellent transparency and improved flame retardancy, and a method for producing the copolymer.

Abstract

The present invention relates to a hydroxyphenyl-terminated polysiloxane, a polysiloxane-polycarbonate copolymer containing this as a repeating unit, and a method for producing the copolymer. More specifically, the present invention relates to a polysiloxane of a specific structure having terminal silane units containing an arbitrarily substituted hydroxyphenyl group, and a polysiloxane-polycarbonate copolymer which contains the polysiloxane and a polycarbonate block as repeating units and which exhibits transparency equal to or greater than that of conventional polysiloxane-polycarbonate copolymers and further has significantly improved flame retardancy, and a method for producing the copolymer.

Description

Technical Field

[0001] The present invention relates to a hydroxyphenyl-terminated polysiloxane, a polysiloxane-polycarbonate copolymer containing the same as a repeating unit, and a method for producing the copolymer. More specifically, the present invention relates to a polysiloxane having a specific structure with a terminal silane unit containing an optionally substituted hydroxyphenyl group, and a polysiloxane-polycarbonate copolymer containing the polysiloxane and a polycarbonate block as a repeating unit, which exhibits transparency equivalent to or better than that of conventional polysiloxane-polycarbonate copolymers and has significantly improved flame retardancy, and a method for producing the same.

Background Art

[0002] Polycarbonate resins are widely used as electrical components, mechanical components, and industrial resins because of their excellent heat resistance, mechanical properties (especially impact strength), and transparency. Particularly in the electrical and electronic fields, when polycarbonate resins are used for television casings, computer monitor casings, copiers, printers, laptop computer batteries, lithium battery case materials, etc., a considerable amount of heat is released, so not only heat resistance and mechanical properties but also good flame retardancy are required.

[0003] The conventional method for imparting flame retardancy to polycarbonate resin involves mixing the polycarbonate resin with halogen-based flame retardants such as brominated or chlorinated compounds. While halogen-based flame retardants exhibit sufficient flame retardancy during fire, they generate hydrogen halogen gas during resin processing, causing not only corrosion of castings and environmental pollution, but also potentially generating dioxins harmful to human health during combustion. As a result, there is a growing movement to restrict their use. To address these regulations, flame-retardant polycarbonate resin compositions have been developed that use alkali metal salts as non-halogenated flame retardants and fluorinated polyolefin resins as anti-dripping agents. However, using fluorinated ethylene resins and metal salt flame retardants to ensure the flame retardancy of polycarbonate resin reduces its transparency, one of its advantages.

[0004] To overcome this decrease in transparency, alloying with silicon-based additives and silicon-based copolymers has been proposed. However, while non-halogen-based flame retardants have environmental advantages, technologies using silicon-based additives still suffer from low light transparency, relatively high costs, and limitations in coloring when used as exterior materials. Furthermore, poor fluidity makes application to large molded products by injection molding difficult.

[0005] Therefore, in order to improve flame retardancy without reducing transparency, it has been proposed to incorporate siloxane units having one or two hydroxyphenyl side chains into the polymer chain of a polysiloxane-polycarbonate copolymer (Patent Document 1). However, the polysiloxane-polycarbonate copolymer disclosed in Patent Document 1 required further improvement in terms of the balance between transparency and flame retardancy, particularly in terms of flame retardancy.

[0006] Therefore, there is a need to develop polysiloxane-polycarbonate copolymers that exhibit transparency equal to or better than conventional polysiloxane-polycarbonate copolymers, while also having significantly improved flame retardancy. [Prior art documents] [Patent Documents]

[0007] [Patent Document 1] Korean Patent No. 10-1841684 [Overview of the Initiative] [Problems that the invention aims to solve]

[0008] The present invention solves the problems of the prior art described above, and the object of the present invention is to provide a polysiloxane that can provide a polysiloxane-polycarbonate copolymer that exhibits transparency equal to or better than that of conventional polysiloxane-polycarbonate copolymers, significantly improved flame retardancy, and good properties such as fluidity and low-temperature impact strength, as well as a polysiloxane-polycarbonate copolymer containing the same as a repeating unit, and a method for producing the same. [Means for solving the problem]

[0009] To achieve the above objective, the present invention relates to the following chemical formula (1-1) [ka] (In the formula, R1 independently represents a hydrogen atom, a hydrocarbon group having 1 to 13 carbon atoms, or a hydroxyl group; R2 independently represents a hydrocarbon group having 1 to 13 carbon atoms, or a hydroxyl group; R3 independently represents an alkylene group having 2 to 8 carbon atoms; R4 independently represents a hydrogen atom, a halogen atom, a hydroxyl group, an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, or an aryl group having 6 to 10 carbon atoms; a and b independently represent integers from 0 to 10, provided that at least one of a and b is not 0; and c represents an integer from 1 to 2.)

[0010] Or the following chemical formula (1-2) [ka] The present invention provides a hydroxyphenyl-terminated polysiloxane represented by the formula (wherein R1 independently represents a hydrogen atom, a hydrocarbon group having 1 to 13 carbon atoms, or a hydroxyl group; R2 independently represents a hydrocarbon group having 1 to 13 carbon atoms, or a hydroxyl group; R3 independently represents an alkylene group having 2 to 8 carbon atoms; R4 independently represents a hydrogen atom, a halogen atom, a hydroxyl group, an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, or an aryl group having 6 to 10 carbon atoms; a and b independently represent integers from 0 to 10, provided that at least one of a and b is not 0, and c represents an integer from 1 to 2).

[0011] Another aspect of the present invention provides a polysiloxane-polycarbonate copolymer comprising a hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-1) or chemical formula (1-2) and a polycarbonate block as repeating units.

[0012] A further aspect of the present invention provides a method for producing a polysiloxane-polycarbonate copolymer, comprising the steps of: reacting a hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-1) or chemical formula (1-2) with an oligomeric polycarbonate under interfacial reaction conditions to form a polysiloxane-polycarbonate intermediate; and polymerizing the intermediate using a first polymerization catalyst.

[0013] Another aspect of the present invention provides a molded article comprising the polysiloxane-polycarbonate copolymer. [Effects of the Invention]

[0014] The polysiloxane-polycarbonate copolymer according to the present invention can maintain excellent inherent physical properties of polycarbonate such as fluidity, impact resistance (particularly, low-temperature impact strength), and transparency, and can ensure excellent flame retardancy without adding a flame retardant. In particular, compared with the level of conventional polysiloxane-polycarbonate copolymers, it exhibits excellent transparency equal to or higher than that of conventional ones, and its flame retardancy is significantly improved. Therefore, it can be applied to various uses such as building materials, automotive parts, and electrical / electronic parts.

Mode for Carrying Out the Invention

[0015] Hereinafter, the present invention will be described in more detail. The term "reaction product" used in this specification means a substance produced by reacting two or more reactants. In addition, in this specification, terms such as "first" and "second" are used in the description of the polymerization catalyst, but the polymerization catalyst is not limited by these terms. For example, the first polymerization catalyst and the second polymerization catalyst may be the same type of catalyst or different types of catalysts. In the formulas described in this specification, although the English letter "R" representing hydrogen, a halogen atom, and / or a hydrocarbon group has a numerical subscript, the "R" is not limited by the subscript. The "R" independently represents hydrogen, a halogen atom, and / or a hydrocarbon group, etc. For example, regardless of whether two or more "R"s have the same subscript number, such "R"s may represent the same hydrocarbon group or different hydrocarbon groups.

[0016] <Polysiloxane> The hydroxyphenyl-terminated polysiloxane according to the present invention is a compound containing a silane unit having a hydroxyphenyl group at the terminal and a siloxane optionally having a hydroxyphenyl group in the middle of the chain, and has the following chemical formula (1-1)

Chemical formula

[0017] or the following chemical formula (1-2)

Chemical formula

[0018]

[0019] More specifically, the hydrocarbon group having 1 to 13 carbon atoms may be an alkyl group or an alkoxy group having 1 to 13 carbon atoms, an alkenyl group or an alkenyloxy group having 2 to 13 carbon atoms, a cycloalkyl group or a cycloalkoxy group having 3 to 6 carbon atoms, an aryloxy group having 6 to 10 carbon atoms, an aralkyl group or an aralkoxy group having 7 to 13 carbon atoms, or an alkaryl group or an alkaryloxy group having 7 to 13 carbon atoms.For example, the alkyl group may be methyl, ethyl, or propyl; the alkylene group may be ethylene or propylene; the halogen atom may be Cl or Br; the alkoxy group may be methoxy, ethoxy, or propoxy; and the aryl group may be phenyl, chlorophenyl, or tolyl (preferably phenyl).

[0020] In the chemical formulas (1-1) and (1-2) above, "a" can more specifically represent an integer from 0 to 8, more specifically an integer from 1 to 8, or more specifically an integer from 1 to 7, and "b" can more specifically represent an integer from 1 to 10, more specifically an integer from 1 to 5, or more specifically an integer from 1 to 3, but at least one of a and b is not 0.

[0021] In one embodiment, the hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-1) is as follows: [ka] (In the formula, R1, R2, a, b, and c have the same meanings as those defined in chemical formula (1-1) above.) Polysiloxane represented by the following chemical formula (4) [ka] The reaction product may be a compound represented by (wherein R4 is the same as defined in chemical formula (1-1) above, and h represents an integer from 1 to 7).

[0022] For the production of the hydroxyphenyl-terminated polysiloxane of chemical formula (1-1), the molar ratio of the compound of chemical formula (3-1) to the compound of chemical formula (4) is preferably maintained in the range of 1:4 to 1:1, and more preferably in the range of 1:3 to 1:2. If the molar ratio of the compound of chemical formula (3-1) to the compound of chemical formula (4) falls outside this range, it may affect the degree of polymerization of the polysiloxane and polycarbonate, potentially leading to a decrease in flame retardancy and transparency.

[0023] In one embodiment, the hydroxyphenyl-terminated polysiloxane represented by the chemical formula (1-2) is the following chemical formula (3-2) [ka] The reaction product may be a reaction between a polysiloxane represented by (wherein R1, R2, a, b, and c are the same as those defined in chemical formula (1-2) above) and a compound represented by chemical formula (4) above.

[0024] For the production of the hydroxyphenyl-terminated polysiloxane of chemical formula (1-2), the molar ratio of the compound of chemical formula (3-2) to the compound of chemical formula (4) is preferably maintained in the range of 1:4 to 1:1, and more preferably in the range of 1:3 to 1:2. If the molar ratio of the compound of chemical formula (3-2) to the compound of chemical formula (4) falls outside this range, it may affect the degree of polymerization of the polysiloxane and polycarbonate, potentially leading to a decrease in flame retardancy and transparency.

[0025] <Polysiloxane-polycarbonate copolymer> The polysiloxane-polycarbonate copolymer according to the present invention is a copolymer comprising, as repeating units, a hydroxyphenyl-terminated polysiloxane represented by the chemical formula (1-1) or the chemical formula (1-2) (i.e., a polysiloxane block consisting of a silane unit having a hydroxyphenyl group at the terminal and a siloxane optionally having a hydroxyphenyl group in the middle of the chain) and a polycarbonate block.

[0026] In one embodiment, the polycarbonate block is a polycarbonate block with the following chemical formula (2) [ka] [In the formula, R5 represents an aromatic hydrocarbon group having 6 to 30 carbon atoms that is substituted or unsubstituted with one or more substituents selected from the group consisting of alkyl groups (e.g., alkyl groups having 1 to 20 carbon atoms or 1 to 13 carbon atoms), cycloalkyl groups (e.g., cycloalkyl groups having 3 to 6 carbon atoms), alkenyl groups (e.g., alkenyl groups having 2 to 20 carbon atoms or 2 to 13 carbon atoms), alkoxy groups (e.g., alkoxy groups having 1 to 20 carbon atoms or 1 to 13 carbon atoms), halogen atoms (Cl, Br, etc.), and nitro groups.] The structure can be represented by the above. In the above, the aromatic hydrocarbon group is, for example, the following chemical formula (5)

[0027] [ka] [In the formula, X represents a linear, branched, or cyclic alkylene group without functional groups; or a linear, branched, or cyclic alkylene group containing one or more functional groups selected from the group consisting of sulfide groups, ether groups, sulfoxide groups, sulfone groups, ketone groups, naphthyl groups, and isobutylphenyl groups (for example, a linear alkylene group having 1 to 10 carbon atoms, or a branched or cyclic alkylene group having 3 to 10 carbon atoms)] R6 and R7 each independently represent a halogen atom (e.g., Cl, Br); or a linear, branched, or cyclic alkyl group (e.g., a linear chain with 1 to 10 carbon atoms, or a branched or cyclic alkyl group with 3 to 10 carbon atoms). p and q each independently represent integers from 0 to 4. They may also originate from the compound indicated by [ ].

[0028] The compound of chemical formula (5) is, for example, bis(4-hydroxyphenyl)methane, bis(4-hydroxyphenyl)phenylmethane, bis(4-hydroxyphenyl)naphthylmethane, bis(4-hydroxyphenyl)-(4-isobutylphenyl)methane, 1,1-bis(4-hydroxyphenyl)ethane, 1-ethyl-1,1-bis(4-hydroxyphenyl)propane, 1-phenyl-1,1-bis(4-hydroxyphenyl)ethane, 1-naphthyl-1,1-bis(4-hydroxyphenyl)ethane, 1,2-bis(4-hydroxyphenyl) Nyl)ethane, 1,10-bis(4-hydroxyphenyl)decane, 2-methyl-1,1-bis(4-hydroxyphenyl)propane, 2,2-bis(4-hydroxyphenyl)propane, 2,2-bis(4-hydroxyphenyl)butane, 2,2-bis(4-hydroxyphenyl)pentane, 2,2-bis(4-hydroxyphenyl)hexane, 2,2-bis(4-hydroxyphenyl)nonane, 2,2-bis(3-methyl-4-hydroxyphenyl)propane, 2,2-bis(3-fluoro-4-hydroxyphenyl)propane, 4-methyl -2,2-bis(4-hydroxyphenyl)pentane, 4,4-bis(4-hydroxyphenyl)heptane, diphenyl-bis(4-hydroxyphenyl)methane, resorcinol, hydroquinone, 4,4'-dihydroxyphenyl ether [bis(4-hydroxyphenyl) ether], 4,4'-dihydroxy-2,5-dihydroxydiphenyl ether, 4,4'-dihydroxy-3,3'-dichlorodiphenyl ether, bis(3,5-dimethyl-4-hydroxyphenyl) ether Tel, bis(3,5-dichloro-4-hydroxyphenyl) ether, 1,4-dihydroxy-2,5-dichlorobenzene, 1,4-dihydroxy-3-methylbenzene, 4,4'-dihydroxydiphenol[p,p'-dihydroxyphenyl], 3,3'-dichloro-4,4'-dihydroxyphenyl, 1,1-bis(4-hydroxyphenyl)cyclohexane, 1,1-bis(3,5-dimethyl-4-hydroxyphenyl)cyclohexane, 1,1-bis(3,5-dimethyl-4-hydroxyphenyl)cyclododecane, 1,1-bis(4-hydroxyphenyl)cyclododecane, 1,1-bis(4-hydroxyphenyl)butane, 1,1-bis(4-hydroxyphenyl)decane, 1,4-bis(4-hydroxyphenyl)propane, 1,4-bis(4-hydroxyphenyl)butane, 1,4-bis(4-hydroxyphenyl)isobutane, 2,2-bis(4-hydroxyphenyl)butane, 2,2-bis(3-chloro-4-hydroxyphenyl)propane, bis(3,5-dimethyl-4-hydroxyphenyl)methane, bis(3,5-dichloro-4-hydroxyphenyl)methane, 2,2-bis(3,5-dimethyl-4-hydroxyphenyl)propane, 2,2-bis(3,5-dibromo-4-hydroxyphenyl)propane, 2,2-bis(3,5-dichloro-4-hydroxyphenyl)propane, 2,4-bis( The following are some of the options available, but are not limited to: 4-hydroxyphenyl)-2-methyl-butane, 4,4'-thiodiphenol [bis(4-hydroxyphenyl)sulfone], bis(3,5-dimethyl-4-hydroxyphenyl)sulfone, bis(3-chloro-4-hydroxyphenyl)sulfone, bis(4-hydroxyphenyl)sulfide, bis(4-hydroxyphenyl)sulfoxide, bis(3-methyl-4-hydroxyphenyl)sulfide, bis(3,5-dimethyl-4-hydroxyphenyl)sulfide, bis(3,5-dibromo-4-hydroxyphenyl)sulfoxide, 4,4'-dihydroxybenzophenone, 3,3',5,5'-tetramethyl-4,4'-dihydroxybenzophenone, 4,4'-dihydroxydiphenyl, methylhydroquinone, 1,5-dihydroxynaphthalene, or 2,6-dihydroxynaphthalene. Among these, 2,2-bis(4-hydroxyphenyl)propane (bisphenol A) is a representative example. For other functional dihydric phenols, see U.S. Patents US2,999,835, US3,028,365, US3,153,008, and US3,334,154, etc. These dihydric phenols may be used individually or in combination of two or more.

[0029] As another monomer for the polycarbonate block, carbonate precursors such as carbonyl chloride (phosgene), carbonyl bromide, bishaloformate, diphenyl carbonate, or dimethyl carbonate can be used.

[0030] In one embodiment, the content of the hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-1) or chemical formula (1-2) in the polysiloxane-polycarbonate copolymer of the present invention may be 0.2 to 24% by weight, specifically 0.5 to 20% by weight, more specifically 1 to 15% by weight, and even more specifically 2 to 10% by weight, based on the total weight of the copolymer, and the polycarbonate content may be 76 to 99.8% by weight, specifically 80 to 99.5% by weight, more specifically 85 to 99% by weight, and even more specifically 90 to 98% by weight, based on the total weight of the copolymer. If the content of the hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-1) or chemical formula (1-2) in the polysiloxane-polycarbonate copolymer of the present invention is less than 0.2% by weight, flame retardancy may decrease, and if the content exceeds 24% by weight, transparency may decrease, and flame retardancy may further decrease.

[0031] In one embodiment, the viscosity-average molecular weight (Mv) of the polysiloxane-polycarbonate copolymer according to the present invention may be 15,000 to 200,000, more specifically 15,000 to 100,000, or more specifically 20,000 to 80,000. If the viscosity-average molecular weight of the polysiloxane-polycarbonate copolymer is less than 15,000, the mechanical properties may deteriorate significantly, and if the viscosity-average molecular weight exceeds 200,000, problems may arise in processing the resin due to an increase in melt viscosity.

[0032] The polysiloxane-polycarbonate copolymer according to the present invention is (1) A step of reacting a hydroxyphenyl-terminated polysiloxane represented by the chemical formula (1-1) or the chemical formula (1-2) with an oligomeric polycarbonate under interfacial reaction conditions to form a polysiloxane-polycarbonate intermediate; and (2) A step of polymerizing the intermediate using a first polymerization catalyst; It can be produced by a method for producing a polysiloxane-polycarbonate copolymer containing [the specified compound].

[0033] In a preferred embodiment, step (1) for forming a polysiloxane-polycarbonate intermediate may include mixing a hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-1) or chemical formula (1-2) with an oligomeric polycarbonate in a weight ratio of 0.2:99.8 to 24:76 (preferably 0.5:99.5 to 20:80, more preferably 1:99 to 15:85, and most preferably 2:98 to 10:90). If the mixing weight ratio of the hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-1) or chemical formula (1-2) is less than 0.2, flame retardancy may decrease, and if the mixing weight ratio exceeds 24, transparency may decrease, and flame retardancy may further decrease.

[0034] The oligomeric polycarbonate used in the production of the polysiloxane-polycarbonate copolymer according to the present invention may be an oligomeric polycarbonate having a viscosity-average molecular weight of 800 to 20,000 (more preferably 1,000 to 15,000). If the viscosity-average molecular weight of the polycarbonate is less than 800, the molecular weight distribution may broaden and the physical properties may deteriorate, and if the viscosity-average molecular weight exceeds 20,000, the reactivity may decrease.

[0035] In one embodiment, the oligomeric polycarbonate can be produced by adding the aforementioned divalent phenol compound to an alkaline aqueous solution to form a phenol salt, and then adding the phenol salt to dichloromethane containing injected phosgene gas and reacting the mixture. To produce the oligomer, it is preferable to maintain the molar ratio of phosgene to the divalent phenol compound (e.g., bisphenol A) in the range of about 1:1 to 1.5:1, more preferably about 1:1 to 1.2:1. If the molar ratio of phosgene to the divalent phenol compound (e.g., bisphenol A) is less than 1, the reactivity may decrease, and if the molar ratio of phosgene to the divalent phenol compound (e.g., bisphenol A) exceeds 1.5, the molecular weight becomes excessively large, which may cause problems with processability.

[0036] The oligomeric polycarbonate formation reaction can usually be carried out at a temperature of about 15 to 60°C, and alkali metal hydroxides (e.g., sodium hydroxide) can be used to adjust the pH of the reaction mixture.

[0037] In one embodiment, step (1) for forming a polysiloxane-polycarbonate intermediate includes a step of forming a mixture containing a hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-1) or chemical formula (1-2) and an oligomeric polycarbonate, wherein the mixture may further contain a phase transfer catalyst, a molecular weight regulator, and a second polymerization catalyst. Alternatively, step (1) for forming a polysiloxane-polycarbonate intermediate includes a step of forming a mixture containing a hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-1) or chemical formula (1-2) and an oligomeric polycarbonate; and a step (2) for extracting an organic phase from the mixture after the reaction between the hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-1) or chemical formula (1-2) and the oligomeric polycarbonate is complete, wherein step (2) for polymerizing the polysiloxane-polycarbonate intermediate may include a step of supplying a first polymerization catalyst to the extracted organic phase.

[0038] Specifically, the polysiloxane-polycarbonate copolymer according to the present invention can be produced by adding a hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-1) or chemical formula (1-2) to an organic-aqueous phase mixture containing oligomeric polycarbonate, followed by the addition of a molecular weight modifier and a catalyst.

[0039] As the molecular weight modifier, monofunctional compounds similar to those used in the production of polycarbonates can be used. Examples of monofunctional compounds include phenolic derivatives such as p-isopropylphenol, p-tert-butylphenol (PTBP), p-cumylphenol, p-isooctylphenol, and p-isononylphenol; or aliphatic alcohols. Preferably, p-tert-butylphenol (PTBP) can be used.

[0040] As the catalyst, a polymerization catalyst and / or a phase transfer catalyst can be used. The polymerization catalyst is, for example, triethylamine (TEA), and the phase transfer catalyst is, for example, the following chemical formula (6) [ka] The compound may be represented by [wherein R8 represents an alkyl group having 1 to 10 carbon atoms, Q represents nitrogen or phosphorus, and X represents a halogen atom or -OR9 (wherein R9 represents a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, or an aryl group having 6 to 18 carbon atoms)].

[0041] Specifically, the phase transfer catalyst may be, for example, [CH3(CH2)3]4NX, [CH3(CH2)3]4PX, [CH3(CH2)5]4NX, [CH3(CH2)6]4NX, [CH3(CH2)4]4NX, CH3[CH3(CH2)3]3NX, or CH3[CH3(CH2)2]3NX. In the above chemical formula, X represents Cl, Br, or -OR9, where R9 represents a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, or an aryl group having 6 to 18 carbon atoms.

[0042] The content of the phase transfer catalyst is preferably about 0.01 to 10% by weight relative to the total weight of the mixture of the hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-1) or chemical formula (1-2) and the oligomeric polycarbonate. If the content is less than 0.01% by weight, the reactivity may decrease, and if the content exceeds 10% by weight, the phase transfer catalyst may precipitate or the transparency may decrease.

[0043] In one embodiment, after producing a polysiloxane-polycarbonate copolymer, the organic phase dispersed in methylene chloride is washed with alkali and separated. Subsequently, the organic phase is washed with a 0.1N hydrochloric acid solution and then rinsed two or three times with distilled water. After washing, the concentration of the organic phase dispersed in methylene chloride is adjusted to a constant level, and granulation is carried out using a constant amount of pure water at a temperature of 70-80°C. If the temperature of the pure water is lower than 70°C, the granulation rate will be slow and the granulation time may become too long. If the temperature of the pure water is higher than 80°C, it may be difficult to obtain polycarbonate in a uniform size. After granulation is complete, it is preferable to first dry at 100-110°C for 5-10 hours, and then dry at 110-120°C for 5-10 hours.

[0044] The polysiloxane-polycarbonate copolymer according to the present invention can maintain the excellent physical properties inherent to polycarbonate, such as impact resistance (especially low-temperature impact strength) and transparency, while also ensuring excellent flame retardancy without the addition of flame retardants. Therefore, it can be applied to various uses such as building materials, automobile parts, and electrical / electronic components.

[0045] Accordingly, according to yet another aspect of the present invention, it is possible to provide a molded article comprising the polysiloxane-polycarbonate copolymer of the present invention. There are no particular limitations on the method for producing a molded article by molding the polysiloxane-polycarbonate copolymer of the present invention. The molded article can be produced using methods commonly used for plastic molding (e.g., extrusion molding, injection molding, etc.) either as is or with appropriate modifications. The present invention will be described in more detail through the following embodiments. However, the scope of the present invention is not limited in any way thereto. [Examples]

[0046] <Production of polysiloxanes> Example A1: Preparation of polysiloxane of chemical formula (E1) In a 500 mL three-necked flask with a condenser, under a nitrogen atmosphere, 72.64 g (0.1 mole) of polysiloxane corresponding to the above chemical formula (3-1) (APSP318, manufactured by Miwon Commercial Co., Ltd., a colorless, transparent liquid with a viscosity of 5 cP) was dissolved in 100 mL of toluene, and 0.007 g (100 ppm) of platinum (Pt) catalyst (Pt-CS-1.8CS, manufactured by UMICORE) was added. While the resulting solution was heated, 26.80 g (0.2 mole) of 2-allylphenol was slowly added over 1 hour, and the mixture was refluxed for 5 hours. After the reaction was complete, the toluene solvent was removed from the reaction solution, and the mixture was dried in a vacuum oven for 24 hours to produce the polysiloxane of the following chemical formula (E1). [ka]

[0047] Example A2: Preparation of polysiloxane of chemical formula (E2) In a 500 mL three-necked flask with a condenser, under a nitrogen atmosphere, 71.18 g (0.1 mole) of polysiloxane corresponding to the above chemical formula (3-1) (APSP319, manufactured by Miwon Commercial Co., Ltd., a colorless, transparent liquid with a viscosity of 5 cP) was dissolved in 100 mL of toluene, and 0.007 g (100 ppm) of platinum (Pt) catalyst (Pt-CS-1.8CS, manufactured by UMICORE) was added. While the resulting solution was heated, 40.30 g (0.3 mole) of 2-allylphenol was slowly added over 1 hour, and the mixture was refluxed for 5 hours. After the reaction was complete, the toluene solvent was removed from the reaction solution, and the mixture was dried in a vacuum oven for 24 hours to produce the polysiloxane of the following chemical formula (E2). [ka]

[0048] Comparative Example A1: Production of polysiloxane of chemical formula (C1) In a 500 mL three-necked flask with a condenser, 49.04 g (0.1 mol) of polysiloxane (F5032, manufactured by Dami Polychem, a colorless, transparent liquid with a viscosity of 5 cP) was dissolved in 50 mL of toluene under a nitrogen atmosphere, and 0.008 g (100 ppm) of platinum (Pt) catalyst (CP101, manufactured by Dami Polychem) was added. While the resulting solution was heated, 40.2 g (0.3 mol) of 2-allylphenol was slowly added over 1 hour, and the mixture was refluxed for 5 hours. After the reaction was complete, the toluene solvent was removed from the reaction solution, and the mixture was dried in a vacuum oven for 24 hours to produce the polysiloxane of the following chemical formula (C1). [ka]

[0049] <Production of polysiloxane-polycarbonate copolymer> Example B1: Production of polysiloxane-polycarbonate copolymer using the polysiloxane (content: 2% by weight) from Example A1. An interfacial reaction between bisphenol A in an aqueous solution and phosgene gas was carried out in the presence of methylene chloride to produce an oligomeric polycarbonate mixture with a viscosity-average molecular weight of approximately 1,000. The organic phase was extracted from the obtained oligomeric polycarbonate mixture, and an aqueous sodium hydroxide solution, the polysiloxane of chemical formula (E1) obtained in Example A1 (2% by weight of the total weight of the copolymer), tetrabutylammonium chloride (TBACl, 0.1% by weight of the total weight of the copolymer), methylene chloride, and p-tert-butylphenol (PTBP, 0.4% by weight of the total weight of the copolymer) were mixed therein and reacted for 2 hours. After phase separation, only the organic phase was collected, and an aqueous sodium hydroxide solution, methylene chloride, and triethylamine (TEA, 0.015% by weight of the total weight of the copolymer) were added therein and reacted for 3 hours. Triethylamine (TEA, 0.02% by weight of the total weight of the copolymer) was added again to the reacted organic phase, and the reaction was continued for 2 hours. After phase separation, the organic phase with increased viscosity was collected, and distilled water and methylene chloride were added to it to wash the organic phase with alkali, and it was separated again. Next, the organic phase was washed with a 0.1N hydrochloric acid aqueous solution, and then washed 2 to 3 times with distilled water. After washing, the organic phase was granulated at 76°C using a certain amount of pure water. After granulation, it was dried first at 110°C for 8 hours, and then at 120°C for 10 hours to produce a polysiloxane-polycarbonate copolymer. The physical properties of the produced polysiloxane-polycarbonate copolymer were measured and are shown in Table 1 below.

[0050] Example B2: Production of polysiloxane-polycarbonate copolymer using the polysiloxane (content: 2% by weight) from Example A2. A polysiloxane-polycarbonate copolymer was produced in the same manner as in Example B1, except that the polysiloxane of chemical formula (E2) obtained in Example A2 (in an amount of 2% by weight relative to the total weight of the copolymer) was used instead of the polysiloxane of chemical formula (E1) obtained in Example A1. The physical properties of the produced polysiloxane-polycarbonate copolymer were measured and are shown in Table 1 below.

[0051] Example B3: Production of polysiloxane-polycarbonate copolymer using the polysiloxane (content: 5% by weight) from Example A1. A polysiloxane-polycarbonate copolymer was prepared in the same manner as in Example B1, except that the polysiloxane of chemical formula (E1) obtained in Example A1 was used at a content of 5% by weight relative to the total weight of the copolymer. The physical properties of the prepared polysiloxane-polycarbonate copolymer were measured and are shown in Table 1 below.

[0052] Example B4: Production of polysiloxane-polycarbonate copolymer using the polysiloxane (content: 7% by weight) from Example A1. A polysiloxane-polycarbonate copolymer was prepared in the same manner as in Example B1, except that the polysiloxane content of chemical formula (E1) obtained in Example A1 was used at 7% by weight relative to the total weight of the copolymer. The physical properties of the prepared polysiloxane-polycarbonate copolymer were measured and are shown in Table 1 below.

[0053] Example B5: Production of polysiloxane-polycarbonate copolymer using the polysiloxane (content: 10% by weight) from Example A1. A polysiloxane-polycarbonate copolymer was prepared in the same manner as in Example B1, except that 10% by weight of the polysiloxane of chemical formula (E1) obtained in Example A1 was used relative to the total weight of the copolymer. The physical properties of the prepared polysiloxane-polycarbonate copolymer were measured and are shown in Table 1 below.

[0054] Example B6: Production of polysiloxane-polycarbonate copolymer using the polysiloxane (content: 7% by weight) from Example A2. A polysiloxane-polycarbonate copolymer was produced in the same manner as in Example B1, except that the polysiloxane of chemical formula (E2) obtained in Example A2 (in an amount of 7% by weight relative to the total weight of the copolymer) was used instead of the polysiloxane of chemical formula (E1) obtained in Example A1. The physical properties of the produced polysiloxane-polycarbonate copolymer were measured and are shown in Table 1 below.

[0055] Example B7: Production of polysiloxane-polycarbonate copolymer using the polysiloxane (content: 5% by weight) from Example A1. A polysiloxane-polycarbonate copolymer with a viscosity-average molecular weight of 70,500 g / mol was prepared in the same manner as in Example B1, except that the polysiloxane content of chemical formula (E1) obtained in Example A1 was changed to 5% by weight relative to the total weight of the copolymer, and the p-tert-butylphenol content was changed to 0.2% by weight relative to the total weight of the copolymer. The physical properties of the prepared polysiloxane-polycarbonate copolymer were measured and are shown in Table 1 below.

[0056] Example B8: Production of polysiloxane-polycarbonate copolymer using the polysiloxane (content: 0.5 wt%) from Example A1. A polysiloxane-polycarbonate copolymer was prepared in the same manner as in Example B1, except that the polysiloxane content of chemical formula (E1) obtained in Example A1 was changed to 0.5% by weight relative to the total weight of the copolymer, and the p-tert-butylphenol content was changed to 0.2% by weight relative to the total weight of the copolymer. The physical properties of the prepared polysiloxane-polycarbonate copolymer were measured and are shown in Table 1 below.

[0057] Example B9: Production of polysiloxane-polycarbonate copolymer using the polysiloxane (content: 20% by weight) from Example A1. A polysiloxane-polycarbonate copolymer was prepared in the same manner as in Example B1, except that 20% by weight of the polysiloxane of chemical formula (E1) obtained in Example A1 was used relative to the total weight of the copolymer. The physical properties of the prepared polysiloxane-polycarbonate copolymer were measured and are shown in Table 1 below.

[0058] Comparative Example B1: Linear polycarbonate resin with viscosity-average molecular weight of 21,200 g / mol The physical properties of a linear polycarbonate resin (TRIREX3022IR, manufactured by Samyang) with a viscosity-average molecular weight of 21,200 g / mol were measured and are shown in Table 1 below.

[0059] Comparative Example B2: Linear polycarbonate resin with viscosity-average molecular weight of 70,900 g / mol A linear polycarbonate resin with a viscosity-average molecular weight of 70,900 g / mol was produced in the same manner as in Example B1, except that the polysiloxane of chemical formula (E1) obtained in Example A1 was used. The physical properties of the produced polycarbonate resin were measured and are shown in Table 1 below.

[0060] Comparative Example B3: Production of polysiloxane-polycarbonate copolymer using hydroxy-terminated polysiloxane of chemical formula (C2) (content: 9% by weight) A polysiloxane-polycarbonate copolymer was prepared in the same manner as in Example B1, except that a hydroxy-terminated polysiloxane of chemical formula (C2) (in an amount of 9% by weight relative to the total weight of the copolymer) was used instead of the polysiloxane of chemical formula (E1) obtained in Example A1. The physical properties of the prepared polysiloxane-polycarbonate copolymer were measured and are shown in Table 1 below. [ka]

[0061] Comparative Example B4: Production of polysiloxane-polycarbonate copolymer using the polysiloxane (content: 7% by weight) from Comparative Example A1. A polysiloxane-polycarbonate copolymer was produced in the same manner as in Example B1, except that the polysiloxane of formula (C1) obtained in Comparative Example A1 (in an amount of 7% by weight relative to the total weight of the copolymer) was used instead of the polysiloxane of formula (E1) obtained in Example A1. The physical properties of the produced polysiloxane-polycarbonate copolymer were measured and are shown in Table 1 below.

[0062] <Physical property measurement method> (1)H-NMR (nuclear magnetic resonance spectroscopy) Measurements were performed using an Avance DRX 300 (Bruker). ¹H-NMR analysis revealed peaks of methyl groups in dimethylsiloxane at 0.2 ppm, methylene groups in the polysiloxane-polycarbonate bond at 2.6 ppm, and methoxy groups in the polysiloxane-polycarbonate bond at 3.9 ppm, confirming the copolymer.

[0063] (2) Viscosity average molecular weight (Mv:g / mol) The viscosity of the methylene chloride solution was measured at 20°C using an Ubbelohde viscometer, and the intrinsic viscosity [η] was calculated using the following formula. [η] = 1.23 × 10 -5 Mv 0.83

[0064] (3) Transmittance (%) The transmittance was measured using a haze meter (HAZE-GARDPLUS, manufactured by BYK GARDNER).

[0065] (4) Flame retardant Flame retardancy was measured according to the UL-94 flame retardancy test method (UL: Underwriter's Laboratory Inc., US). This test involves fixing a test specimen of a certain size vertically and evaluating flame retardancy from the burning time or particle dripping after burning for 10 seconds. Burning time is the time the test specimen continued to burn after being removed from the ignition source. Ignition of the cotton layer was determined by the ignition of the cotton layer placed approximately 300 mm below the test specimen due to the fall of ignition particles from the test specimen. The evaluation of flame retardancy is shown below.

[0066] [Table 1]

[0067] [Table 2]

[0068] [Table 3]

[0069] As shown in Table 1 above, compared to the linear polycarbonate resin produced in Comparative Examples B1 and B2 and the polysiloxane-polycarbonate copolymer produced in Comparative Examples B3 and B4, the polysiloxane-polycarbonate copolymer produced in Examples B1 to B9 of the present invention exhibits remarkably superior flame retardancy (the total burning time of the five test pieces is relatively short) and also shows excellent permeability.

Claims

1. The following chemical formula (1-1) 【Chemistry 1】 (In the formula, R 1 Each of these independently consists of a hydrogen atom, a hydrocarbon group having 1 to 13 carbon atoms, or hydr It represents a roxy group, R 2 Each of these independently represents a hydrocarbon group or hydroxyl group having 1 to 13 carbon atoms. R 3 Each of these independently represents an alkylene group with 2 to 8 carbon atoms. R 4 These are, independently, a hydrogen atom, a halogen atom, a hydroxyl group, and a carbon atom with 1 to 20 carbon atoms. This represents an alkyl group, an alkoxy group having 1 to 20 carbon atoms, or an aryl group having 6 to 10 carbon atoms. a represents an integer from 0 to 10, b represents an integer from 1 to 5, and c represents an integer from 1 to 2. ） Or the following chemical formula (1-2) 【Chemistry 2】 (In the formula, R 1 Each of these independently consists of a hydrogen atom, a hydrocarbon group having 1 to 13 carbon atoms, or hydr It represents a roxy group, R 2 Each of these independently represents a hydrocarbon group or hydroxyl group having 1 to 13 carbon atoms. R 3 Each of these independently represents an alkylene group with 2 to 8 carbon atoms. R 4 These are, independently, a hydrogen atom, a halogen atom, a hydroxyl group, and a carbon atom with 1 to 20 carbon atoms. This represents an alkyl group, an alkoxy group having 1 to 20 carbon atoms, or an aryl group having 6 to 10 carbon atoms. a represents an integer from 1 to 10, b represents an integer from 1 to 10, and c represents an integer from 1 to 2. A hydroxyphenyl-terminated polysiloxane represented by . ).

2. The hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-1) is the same as the following chemical formula ( ３－１） 【Transformation 3】 (wherein, R 1 , R 2 , a, b and c are synonymous with those defined in formula (1-1) of claim 1 There is a polysiloxane represented by (4) below. 【Chemistry 4】 (In the formula, R 4 This is equivalent to the definition in the chemical formula (1-1) of claim 1, and h is 1 The polysilokine described in claim 1 is a reaction product of a compound represented by (representing an integer of ~7). San.

3. The hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-2) is the following chemical formula ( ３－２） 【Transformation 5】 (In the formula, R 1 , R 2 a, b, and c are the same as those defined in chemical formula (1-2) of claim 1. It is correct.) Polysiloxane represented by the following chemical formula (4) 【Transformation 6】 (In the formula, R 4 This is equivalent to what is defined in the chemical formula (1-2) of claim 1, and h is 1 The polysilokine described in claim 1 is a reaction product of a compound represented by (representing an integer of ~7). San.

4. The repeating unit is the following chemical formula (1-1) 【Transformation 7】 (In the formula, R 1 Each of these independently consists of a hydrogen atom, a hydrocarbon group having 1 to 13 carbon atoms, or hydr It represents a roxy group, R 2 Each of these independently represents a hydrocarbon group or hydroxyl group having 1 to 13 carbon atoms. R 3 Each of these independently represents an alkylene group with 2 to 8 carbon atoms. R 4 These are, independently, a hydrogen atom, a halogen atom, a hydroxyl group, and a carbon atom with 1 to 20 carbon atoms. This represents an alkyl group, an alkoxy group having 1 to 20 carbon atoms, or an aryl group having 6 to 10 carbon atoms. a represents an integer from 0 to 10, b represents an integer from 1 to 10, and c represents an integer from 1 to 2. 。） Or the following chemical formula (1-2) 【Transformation 8】 (In the formula, R 1 Each of these independently consists of a hydrogen atom, a hydrocarbon group having 1 to 13 carbon atoms, or hydr It represents a roxy group, R 2 Each of these independently represents a hydrocarbon group or hydroxyl group having 1 to 13 carbon atoms. R 3 Each of these independently represents an alkylene group with 2 to 8 carbon atoms. R 4 These are, independently, a hydrogen atom, a halogen atom, a hydroxyl group, and a carbon atom with 1 to 20 carbon atoms. This represents an alkyl group, an alkoxy group having 1 to 20 carbon atoms, or an aryl group having 6 to 10 carbon atoms. a represents an integer from 0 to 10, b represents an integer from 1 to 10, and c represents an integer from 1 to 2. .) hydroxyphenyl-terminated polysiloxanes; and Polycarbonate block; A polysiloxane-polycarbonate copolymer containing [the specified compound].

5. The hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-1) is the same as the following chemical formula ( ３－１） 【Chemistry 9】 (In the formula, R 1 , R 2 a, b, and c are the same as those defined in chemical formula (1-1) of claim 4. It is correct.) Polysiloxane represented by the following formula (4) 【Chemistry 10】 (In the formula, R 4 This is equivalent to the definition in the chemical formula (1-1) of claim 4, and h is 1 The polysilokine according to claim 4 is a reaction product of a compound represented by (representing an integer of ~7). Sun-polycarbonate copolymer.

6. The hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-2) is the following chemical formula ( ３－２） 【Chemistry 11】 (In the formula, R 1 , R 2 , a, b and c are the same as those defined in chemical formula (1-2) of claim 4. It is correct.) Polysiloxane represented by the following chemical formula (4) 【Chemistry 12】 (In the formula, R 4 This is equivalent to what is defined in the chemical formula (1-2) of claim 4, and h is 1 The polysilokine according to claim 4 is a reaction product of a compound represented by (representing an integer of ~7). Sun-polycarbonate copolymer.

7. Polycarbonate blocks are formed by the following chemical formula (2) 【Chemistry 13】 (In the formula, R 5 These include alkyl groups, cycloalkyl groups, alkenyl groups, alkoxy groups, and halos. Substituted or unsubstituted with one or more substituents selected from the group consisting of gen atoms and nitro groups. The claim is for a structure having the form shown by (representing an aromatic hydrocarbon group having 6 to 30 carbon atoms). The polysiloxane-polycarbonate copolymer described in item 4.

8. The aromatic hydrocarbon group is as shown in chemical formula (5) below. 【Chemistry 14】 (wherein X is a linear, branched or cyclic alkylene group that does not have a functional group; or S Ether group, sulfoxide group, sulfone group, ketone group, naphthyl group and Linear, branched, and containing one or more functional groups selected from the group consisting of butylphenyl groups. Alternatively, it represents a cyclic alkylene group. R 6 and R 7 Each is independently a halogen atom; or linear, branched, or cyclic Represents an alkyl group, p and q each independently represent integers from 0 to 4. ) Derived from the compound shown in ). The polysiloxane-polycarbonate copolymer according to claim 7.

9. A hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-1) or chemical formula (1-2) The content of san is 0.2 to 24% by weight relative to the total weight of the copolymer, according to claim 4. Polysiloxane-polycarbonate copolymer.

10. The polysilokine according to claim 4, wherein the viscosity-average molecular weight is 15,000 to 200,000. Sun-polycarbonate copolymer.

11. A method for producing a polysiloxane-polycarbonate copolymer, (1) The following chemical formula (1-1) 【Chemistry 15】 (In the formula, R 1 Each of these independently consists of a hydrogen atom, a hydrocarbon group having 1 to 13 carbon atoms, or hydr It represents a roxy group, R 2 Each of these independently represents a hydrocarbon group or hydroxyl group having 1 to 13 carbon atoms. R 3 Each of these independently represents an alkylene group with 2 to 8 carbon atoms. R 4 These are, independently, a hydrogen atom, a halogen atom, a hydroxyl group, and a carbon atom with 1 to 20 carbon atoms. This represents an alkyl group, an alkoxy group having 1 to 20 carbon atoms, or an aryl group having 6 to 10 carbon atoms. a represents an integer from 0 to 10, b represents an integer from 1 to 10, and c represents an integer from 1 to 2. 。） Or the following chemical formula (1-2) 【Chemistry 16】 (In the formula, R 1 Each of these independently consists of a hydrogen atom, a hydrocarbon group having 1 to 13 carbon atoms, or hydr It represents a roxy group, R 2 Each of these independently represents a hydrocarbon group or hydroxyl group having 1 to 13 carbon atoms. R 3 Each of these independently represents an alkylene group with 2 to 8 carbon atoms. R 4 These are, independently, a hydrogen atom, a halogen atom, a hydroxyl group, and a carbon atom with 1 to 20 carbon atoms. This represents an alkyl group, an alkoxy group having 1 to 20 carbon atoms, or an aryl group having 6 to 10 carbon atoms. a represents an integer from 0 to 10, b represents an integer from 1 to 10, and c represents an integer from 1 to 2. Hydroxyphenyl-terminated polysiloxanes and oligomeric polycarbonates represented by . These are reacted under interfacial reaction conditions to form a polysiloxane-polycarbonate intermediate. Process; and (2) A step of polymerizing the intermediate using the first polymerization catalyst; A method for producing a polysiloxane-polycarbonate copolymer containing [a specific compound / substance].

12. Step (1) to form a polysiloxane-polycarbonate intermediate is chemical formula (1-1) Alternatively, oligomeric with hydroxyphenyl-terminated polysiloxanes represented by chemical formula (1-2). A claim including a step of mixing polycarbonate in a weight ratio of 0.2:99.8 to 24:

76. A method for producing a polysiloxane-polycarbonate copolymer as described in item 11.

13. Step (1) to form a polysiloxane-polycarbonate intermediate is chemical formula (1-1) Alternatively, oligomeric with hydroxyphenyl-terminated polysiloxanes represented by chemical formula (1-2). The process includes the step of forming a mixture containing polycarbonate, Claim 11: The mixture further comprises a phase transfer catalyst, a molecular weight regulator, and a second polymerization catalyst. A method for producing a polysiloxane-polycarbonate copolymer as described above.

14. Step (1) to form a polysiloxane-polycarbonate intermediate is chemical formula (1-1) Alternatively, oligomeric with hydroxyphenyl-terminated polysiloxanes represented by chemical formula (1-2). A process of forming a mixture containing polycarbonate; and A hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-1) or chemical formula (1-2) After the reaction between Sun and oligomeric polycarbonate is complete, the organic phase is extracted from the resulting mixture. The process of doing so; Includes, Step (2) polymerizes the polysiloxane-polycarbonate intermediate, and the first polymerization catalyst The polysiloxane-polycarbonate according to claim 11, which includes a step of supplying to the extracted organic phase. A method for producing a carbonate copolymer.

15. Claim that the viscosity-average molecular weight of the oligomeric polycarbonate is between 800 and 20,000. A method for producing a polysiloxane-polycarbonate copolymer as described in item 11.

16. A polysiloxane-polycarbonate copolymer according to any one of claims 4 to 10 Includes molded products.

17. The repeating unit is the following chemical formula (1-1) 【Chemistry 17】 (In the formula, R 1 Each of these independently consists of a hydrogen atom, a hydrocarbon group having 1 to 13 carbon atoms, or hydr It represents a roxy group, R 2 Each of these independently represents a hydrocarbon group or hydroxyl group having 1 to 13 carbon atoms. R 3 Each of these independently represents an alkylene group with 2 to 8 carbon atoms. R 4 These are, independently, a hydrogen atom, a halogen atom, a hydroxyl group, and a carbon atom with 1 to 20 carbon atoms. This represents an alkyl group, an alkoxy group having 1 to 20 carbon atoms, or an aryl group having 6 to 10 carbon atoms. a and b each independently represent integers from 0 to 10, provided that at least a and b The other is not 0; c represents an integer between 1 and 2. Or the following chemical formula (1-2) [Chemistry 18] (In the formula, R 1 Each of these independently consists of a hydrogen atom, a hydrocarbon group having 1 to 13 carbon atoms, or hydr It represents a roxy group, R 2 Each of these independently represents a hydrocarbon group or hydroxyl group having 1 to 13 carbon atoms. R 3 Each of these independently represents an alkylene group with 2 to 8 carbon atoms. R 4 These are, independently, a hydrogen atom, a halogen atom, a hydroxyl group, and a carbon atom with 1 to 20 carbon atoms. This represents an alkyl group, an alkoxy group having 1 to 20 carbon atoms, or an aryl group having 6 to 10 carbon atoms. a and b each independently represent integers from 0 to 10, provided that at least a and b The other side is not 0, and c represents an integer between 1 and 2. ) The hydroxyphenyl terminus is represented by ). Polysiloxanes; and Polycarbonate block; Includes, The hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-1) is subject to the following chemical Formula (3-1) 【Chemistry 19】 (In the formula, R 1 , R 2 a, b, and c are equivalent to those defined in chemical formula (1-1). ) Polysiloxane represented by the following formula (4) 【Chemistry 20】 (In the formula, R 4 This is equivalent to the definition in chemical formula (1-1), where h is an integer from 1 to 7. It represents the reaction product of the compound shown by ). It is a polysiloxane-polycarbonate copolymer, The copolymer wherein the viscosity-average molecular weight of the polysiloxane-polycarbonate copolymer is 15,000 to 200,000.

18. The hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-2) is subject to the following chemical Formula (3-2) 【Chemistry 21】 (In the formula, R 1 , R 2 a, b and c are defined in the chemical formula (1-2) of claim 17. They are synonymous.) Polysiloxane represented by the following chemical formula (4) 【Chemistry 22】 (In the formula, R 4 is equivalent to the definition in the chemical formula (1-2) of claim 17, and h is, The policy according to claim 17 is a reaction product of a compound represented by an integer from 1 to 7. Roxane-polycarbonate copolymer.

19. The aforementioned polycarbonate block is given by the following chemical formula (2) 【Chemistry 23】 (In the formula, R 5 These include alkyl groups, cycloalkyl groups, alkenyl groups, alkoxy groups, and halos. Substituted or unsubstituted with one or more substituents selected from the group consisting of gen atoms and nitro groups. The claim is for a structure having the form shown by (representing an aromatic hydrocarbon group having 6 to 30 carbon atoms). The polysiloxane-polycarbonate copolymer described in item 17.

20. The aforementioned aromatic hydrocarbon group is represented by the following chemical formula (5) 【Chemistry 24】 (wherein X is a linear, branched or cyclic alkylene group that does not have a functional group; or S Ether group, sulfoxide group, sulfone group, ketone group, naphthyl group and Linear, branched, and containing one or more functional groups selected from the group consisting of butylphenyl groups. Alternatively, it represents a cyclic alkylene group. R 6 and R 7 Each is independently a halogen atom; or linear, branched, or cyclic Represents an alkyl group, p and q each independently represent integers from 0 to 4. ) Derived from the compound shown in ). The polysiloxane-polycarbonate copolymer according to claim 19.

21. The hydroxyphenyl-terminated polypropylene represented by chemical formula (1-1) or chemical formula (1-2) Claim 17, wherein the roxane content is 0.2 to 24% by weight relative to the total weight of the copolymer. The polysiloxane-polycarbonate copolymer described above.

22. A method for producing a polysiloxane-polycarbonate copolymer, (1) The following chemical formula (1-1) 【Chemistry 25】 (In the formula, R 1 Each of these independently consists of a hydrogen atom, a hydrocarbon group having 1 to 13 carbon atoms, or hydr It represents a roxy group, R 2 Each of these independently represents a hydrocarbon group or hydroxyl group having 1 to 13 carbon atoms. R 3 Each of these independently represents an alkylene group with 2 to 8 carbon atoms. R 4 These are, independently, a hydrogen atom, a halogen atom, a hydroxyl group, and a carbon atom with 1 to 20 carbon atoms. This represents an alkyl group, an alkoxy group having 1 to 20 carbon atoms, or an aryl group having 6 to 10 carbon atoms. a and b each independently represent integers from 0 to 10, provided that at least a and b The other is not 0; c represents an integer between 1 and 2. Or the following chemical formula (1-2) 【Chemistry 26】 (In the formula, R 1 Each of these independently consists of a hydrogen atom, a hydrocarbon group having 1 to 13 carbon atoms, or hydr It represents a roxy group, R 2 Each of these independently represents a hydrocarbon group or hydroxyl group having 1 to 13 carbon atoms. R 3 Each of these independently represents an alkylene group with 2 to 8 carbon atoms. R 4 These are, independently, a hydrogen atom, a halogen atom, a hydroxyl group, and a carbon atom with 1 to 20 carbon atoms. This represents an alkyl group, an alkoxy group having 1 to 20 carbon atoms, or an aryl group having 6 to 10 carbon atoms. a and b each independently represent integers from 0 to 10, provided that at least a and b The other side is not 0, and c represents an integer between 1 and 2. ) The hydroxyphenyl terminus is represented by ). Polysiloxane and oligomeric polycarbonate are reacted under interfacial reaction conditions, A step of forming a siloxane-polycarbonate intermediate; and (2) A step of polymerizing the intermediate using the first polymerization catalyst; Includes, The hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-1) is subject to the following chemical Formula (3-1) 【Chemistry 27】 (In the formula, R 1 , R 2 a, b, and c are equivalent to those defined in chemical formula (1-1). ) Polysiloxane represented by the following formula (4) 【Chemistry 28】 (In the formula, R 4 This is equivalent to the definition in chemical formula (1-1), where h is an integer from 1 to 7. It represents the reaction product of the compound shown by ). A method for producing a polysiloxane-polycarbonate copolymer.

23. The above step (1) for forming a polysiloxane-polycarbonate intermediate is a product of the chemical formula (1- 1) Hydroxyphenyl-terminated polysiloxanes represented by chemical formula (1-2) and oligosaccharides This process includes mixing polycarbonate in a weight ratio of 0.2:99.8 to 24:

76. A method for producing a polysiloxane-polycarbonate copolymer according to claim 22.

24. The above step (1) for forming a polysiloxane-polycarbonate intermediate is a product of the chemical formula (1- 1) Hydroxyphenyl-terminated polysiloxanes represented by chemical formula (1-2) and oligosaccharides The process includes the step of forming a mixture containing a polycarbonate, Claim 22: The mixture further comprises a phase transfer catalyst, a molecular weight regulator, and a second polymerization catalyst. A method for producing a polysiloxane-polycarbonate copolymer as described above.

25. Step (1) to form a polysiloxane-polycarbonate intermediate is chemical formula (1-1) Alternatively, oligomeric with hydroxyphenyl-terminated polysiloxanes represented by chemical formula (1-2). A process of forming a mixture containing polycarbonate; and A hydroxyphenyl-terminated polysiloxane represented by chemical formula (1-1) or chemical formula (1-2) After the reaction between Sun and oligomeric polycarbonate is complete, the organic phase is extracted from the resulting mixture. The process of doing so; Includes, Step (2) polymerizes the polysiloxane-polycarbonate intermediate, and the first polymerization catalyst The polysiloxane-polycarbonate according to claim 22, which includes the step of supplying to the extracted organic phase. A method for producing a carbonate copolymer.

26. Claim that the viscosity-average molecular weight of the oligomeric polycarbonate is between 800 and 20,000. A method for producing a polysiloxane-polycarbonate copolymer as described in item 22.

27. Polysiloxane-polycarbonate copolymer according to any one of claims 17 to 21 Molded products containing [the specified material].

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