Polycarbonate-polyorganosiloxane copolymer and method for producing same

Patent metadata

Field	Value
Publication number	US-2016017102-A1
Application number	US-201414771619-A
Country	US
Kind code	A1
Filing date	Sep 22, 2014
Priority date	Dec 10, 2013
Publication date	Jan 21, 2016
Grant date	—

Abstract

Provided is a polycarbonate-polyorganosiloxane copolymer, including a specific polycarbonate block unit (A) and a specific polyorganosiloxane block unit (B), in which in a differential molecular weight distribution curve obtained from measurement of the polyorganosiloxane block unit (B) by gel permeation chromatography using the polystyrene calibration curve, the curve having an axis of abscissa indicating a logarithmic value log(M) of a molecular weight M and an axis of ordinate indicating dw/d log(M) obtained by differentiating a concentration fraction w with respect to the logarithmic value log(M) of the molecular weight, (1) a dw/d log(M) value becomes maximum in a range of 3.4≦log(M)≦4.0, and (2) in the differential molecular weight distribution curve, a ratio of a value obtained by integrating the dw/d log(M) value over a range of 4.0≦Log(M)≦4.5 to a value obtained by integrating the dw/d log(M) value over the entire range of the log(M) is 6% or more and 40% or less.

First claim

1 . A polycarbonate-polyorganosiloxane copolymer, comprising:
a polycarbonate block (A) comprising a repeating unit represented by the following general formula (I); and a polyorganosiloxane block (B) comprising a repeating unit represented by the following general formula (II), wherein in a differential molecular weight distribution curve obtained from measurement of the polyorganosiloxane block (B) by gel permeation chromatography using the polystyrene calibration curve, the curve having an axis of abscissa indicating a logarithmic value log(M) of a molecular weight M and an axis of ordinate indicating dw/d log(M) obtained by differentiating a concentration fraction w with respect to the logarithmic value log(M) of the molecular weight, (1) a dw/d log(M) value becomes maximum in a range of 3.4≦log(M)≦4.0, and (2) in the differential molecular weight distribution curve, a ratio of a value obtained by integrating the dw/d log(M) value over a range of 4.0≦log(M)≦4.5 to a value obtained by integrating the dw/d log(M) value over an entire range of the log(M) is 6% or more and 40% or less:

wherein R 1 and R 2 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—, R 3 and 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, and a and b each independently represent an integer of 0 to 4.

2 . The polycarbonate-polyorganosiloxane copolymer according to claim 1 , wherein the polyorganosiloxane block (B) has an average chain length of 20 to 85.

3 . The polycarbonate-polyorganosiloxane copolymer according to claim 1 , wherein a content of the polyorganosiloxane block (B) is 0.5 mass % to 20.0 mass % of the polycarbonate-polyorganosiloxane copolymer.

4 . The polycarbonate-polyorganosiloxane copolymer according to claim 1 , wherein the polycarbonate-polyorganosiloxane copolymer has a viscosity-average molecular weight of 12,000 to 40,000.

5 . The polycarbonate-polyorganosiloxane copolymer according to claim 1 , wherein in the general formula (I), a and b each represent 0, and X represents a single bond or an alkylene group having 1 to 8 carbon atoms.

6 . The polycarbonate-polyorganosiloxane copolymer according to claim 1 , wherein in the general formula (I), a and b each represent 0, and X represents an alkylene group having 3 carbon atoms.

7 . The polycarbonate-polyorganosiloxane copolymer according to claim 1 , wherein in the general formula (II), R 3 and R 4 each represent a methyl group.

8 . A molded article, which is obtained by molding the polycarbonate-polyorganosiloxane copolymer of claim 1 .

9 . A method of producing the polycarbonate-polyorganosiloxane copolymer of claim 1 , comprising using a polyorganosiloxane represented by the following general formula (ii) or (iii) as a raw material:

wherein R 3 to R 6 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 and Y′ each independently represent a single bond, or an organic residue comprising —C(═O)—, an aliphatic moiety, or an 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 7 OH, —R 7 COOH, —R 7 NH 2 , —R 7 NHR 8 , —COOH, or —SH, R 7 represents a linear, branched, or cyclic alkylene group, an aryl-substituted alkylene group, an aryl-substituted alkylene group that may have an alkoxy group on a ring thereof, an arylene group that may be substituted, or an arylene alkyl-substituted aryl group, R 8 represents an alkyl group, an alkenyl group, an aryl group, or an aralkyl group, Z′ each independently represent —R 7 O—, —R 7 COO—, —R 7 NH—, —COO—, or —S—, R 7 represents a linear, branched, or cyclic alkylene group, an aryl-substituted alkylene group, an aryl-substituted alkylene group that may have an alkoxy group on a ring thereof, an arylene group that may be substituted, or an arylene alkyl-substituted aryl group, and β represents a divalent group derived from a diisocyanate compound or a divalent group derived from a dicarboxylic acid,
the raw material polyorganosiloxane satisfying the following (1) and (2):
in a differential molecular weight distribution curve obtained from measurement of the polyorganosiloxane by gel permeation chromatography using the polystyrene calibration curve, the curve having an axis of abscissa indicating a logarithmic value log(M) of a molecular weight M and an axis of ordinate indicating dw/d log(M) obtained by differentiating a concentration fraction w with respect to the logarithmic value log(M) of the molecular weight,
(1) a dw/d log(M) value becomes maximum in a range of 3.4≦log(M)≦4.0, and
(2) in the differential molecular weight distribution curve, a ratio of a value obtained by integrating the dw/d log(M) value over a range of 4.0≦log(M)≦4.5 to a value obtained by integrating the dw/d log(M) value over an entire range of the log(M) is 6% or more and 40% or less.

10 . The method of producing the polycarbonate-polyorganosiloxane copolymer according to claim 9 , wherein in the general formula (ii) or (iii), an average chain length n is 20 to 85.

11 . The method of producing the polycarbonate-polyorganosiloxane copolymer according to claim 9 , wherein in the general formula (ii) or (iii), R 3 and R 4 each represent a methyl group.

12 . A polyorganosiloxane, which is represented by the following general formula (ii) or (iii):

wherein R 3 to R 6 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 and Y′ each independently represent a single bond, or an organic residue comprising —C(═O)—, an aliphatic moiety, or an 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 7 OH, —R 7 COOH, —R 7 NH 2 , —R 7 NHR 8 , —COOH, or —SH, R 7 represents a linear, branched, or cyclic alkylene group, an aryl-substituted alkylene group, an aryl-substituted alkylene group that may have an alkoxy group on a ring thereof, an arylene group that may be substituted, or an arylene alkyl-substituted aryl group, R 8 represents an alkyl group, an alkenyl group, an aryl group, or an aralkyl group, Z′ each independently represent —R 7 O—, —R 7 COO—, —R 7 NH—, —COO—, or —S—, R 7 represents a linear, branched, or cyclic alkylene group, an aryl-substituted alkylene group, an aryl-substituted alkylene group that may have an alkoxy group on a ring thereof, an arylene group that may be substituted, or an arylene alkyl-substituted aryl gro

Assignees

• Idemitsu Kosan Co

Inventors

• Yamada Aki

Classifications

• C08G81/00 Primary

  Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers (involving only carbon-to-carbon unsaturated bond reactions C08F299/00 {; polyester-amides C08G69/44; polyester-imides C08G73/16; polyamides-imides C08G73/14; block- or graft polymers containing polysiloxane sequences C08G77/42}) · CPC title

• C08G77/04

  Polysiloxanes · CPC title

• C08G77/448 Primary

  containing polycarbonate sequences · CPC title

• C08G64/186

  containing polysiloxane sequences · CPC title