Polycarbonate-polyorganosiloxane copolymer and method for continuously producing same
US-9850351-B2 · Dec 26, 2017 · US
US10059832B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10059832-B2 |
| Application number | US-201414779429-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 28, 2014 |
| Priority date | Mar 29, 2013 |
| Publication date | Aug 28, 2018 |
| Grant date | Aug 28, 2018 |
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Provided is a method of producing a polyorganosiloxane, including bringing a polyorganosiloxane produced by using a transition metal-based catalyst into contact with an adsorbent having an average pore diameter of 1,000 Å or less.
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The invention claimed is: 1. A method of producing a polycarbonate-polyorganosiloxane copolymer, comprising: (i) dissolving an aromatic polycarbonate oligomer and a polyorganosiloxane in a water-insoluble organic solvent, to obtain a solution, wherein the polyorganosiloxane is produced by a method comprising bringing a polyorganosiloxane produced by using a transition metal-based catalyst into contact with an adsorbent having an average pore diameter of 1,000 Å or less, wherein, after the polyorganosiloxane has been brought into contact with the adsorbent, the polyorganosiloxane has a platinum content of 1 ppm by mass or less, and wherein the polyorganosiloxane is represented by the following general formula (1-1): wherein R 1 to R 4 each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or an aryl group having 6 to 12 carbon atoms, Y represents a single bond, or an organic residue containing an aliphatic or aromatic moiety, the organic residue being bonded to Si and O or to Si and Z, n represents an average number of repetitions, m represents 0 or 1, Z each independently represent a halogen, —R 5 OH, —R 5 COOH, —R 5 NH 2 , —R 5 NHR 6 , —COOH, or —SH, R 5 represents a linear, branched, or cyclic alkylene group, an aryl-substituted alkylene group, an aryl-substituted alkylene group which may have an alkoxy group on a ring thereof, or an arylene group, and R 6 represents an alkyl group, an alkenyl group, an aryl group, or an aralkyl group; (ii) adding an aqueous solution of a dihydric phenol-based compound in an alkaline compound to the solution obtained in (i), to obtain a mixture; and (iii) subjecting the mixture obtained in (ii) to an interfacial polycondensation reaction by contacting the mixture with a tertiary amine or a quaternary ammonium salt as a polymerization catalyst in the presence of a terminal stopper, wherein the polycarbonate-polyorganosiloxane copolymer comprises a polyorganosiloxane moiety as a repeating unit having a structure represented by the following general formula (I) and a polycarbonate moiety as a repeating unit having a structure represented by the following general formula (II): wherein R 11 to R 14 each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or an aryl group having 6 to 12 carbon atoms, Y 1 represents a single bond, or an organic residue containing an aliphatic or aromatic moiety, n1 represents an average number of repetitions, R 21 and R 22 each independently represent a halogen atom, an alkyl group having 1 to 6 carbon atoms, or an alkoxy group having 1 to 6 carbon atoms, X represents a single bond, an alkylene group having 1 to 8 carbon atoms, an alkylidene group having 2 to 8 carbon atoms, a cycloalkylene group having 5 to 15 carbon atoms, a cycloalkylidene group having 5 to 15 carbon atoms, a fluorenediyl group, an arylalkylene group having 7 to 15 carbon atoms, an arylalkylidene group having 7 to 15 carbon atoms, —S—, —SO—, —SO 2 —, —O—, or —CO—, and b and c each independently represent an integer of 0 to 4. 2. The method according to claim 1 , wherein the adsorbent comprises a porous adsorbent. 3. The method according to claim 1 , wherein the adsorbent comprises at least one selected from the group consisting of activated clay, acid clay, activated carbon, a synthetic zeolite, a natural zeolite, activated alumina, silica, and a silica-magnesia-based adsorbent. 4. The method according to claim 1 , wherein R 1 to R 4 each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or an aryl group having 6 to 12 carbon atoms, and Z each independently represent —R 5 OH, —R 5 COOH, —R 5 NH 2 , —R 5 NHR 6 , —COOH, or —SH. 5. The method according to claim 1 , wherein the polyorganosiloxane is represented by the following general formula (1-2) or (1-4): wherein R 1 to R 4 each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or an aryl group having 6 to 12 carbon atoms, n represents an average number of repetitions, and a represents a positive integer. 6. The method according to claim 1 , wherein R 1 to R 4 each represent a methyl group.
Purification · CPC title
of aluminium · CPC title
Silica · CPC title
Clay · CPC title
containing polycarbonate sequences · CPC title
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