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US 12,674,033 B2Granted
Polycarbonate-polyorganosiloxane copolymer
AssigneeIdemitsu Kosan Co., Ltd.
InventorsYasuhiro Ishikawa, Hajime Watanabe, Aki Yamada
Life of this patent
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Abstract
A polycarbonate-polyorganosiloxane copolymer comprises a polycarbonate block (A-1) formed of a repeating unit with a specific structure and a polyorganosiloxane block (A-2) containing a repeating unit with a specific structure. A difference between the haze value (haze A) after retention for 3 minutes and the haze value (haze B) after retention for 20 minutes, of the polycarbonate-polyorganosiloxane copolymer or a resin composition thereof at 300° C. or 340° C., Δhaze, is less than 0.4.
Claims16
A polycarbonate-polyorganosiloxane copolymer composition comprising a polycarbonate block (A-1) formed of a repeating unit represented by the following general formula (I) and a polyorganosiloxane block (A-2) containing a repeating unit represented by the following general formula (II),
- wherein a difference between a haze value (haze A) after retention for 3 minutes and a haze value (haze B) after retention for 20 minutes, of the polycarbonate-polyorganosiloxane copolymer at 300° C. or 340° C., Δhaze, is less than 0.4:
- wherein R1 and R2 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, an arylene group having 6 to 12 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—, —SO2—, —O— or —CO—;
- a and b each independently represent an integer of 0 to 4;
- R3 to R6 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 the average chain length of polyorganosiloxane, and n−1 represents the number of repetitions of the polyorganosiloxane unit and is an integer of 1 or more;
- Z represents a divalent hydrocarbon group, and at least one of the hydrogen atoms contained in the divalent hydrocarbon group is optionally replaced by a halogen atom or a monovalent hydrocarbon group having 1 to 20 carbon atoms;
- at least one of the carbon atoms in the divalent hydrocarbon group or the monovalent hydrocarbon group is optionally replaced by an oxygen atom, a nitrogen atom or a sulfur atom;
- and k represents an integer of 2 or 3.
6 more elements
A polycarbonate-polyorganosiloxane copolymer produced by copolymerizing a carbinol-modified polyorganosiloxane with a divalent phenol and a carbonate precursor, the carbinol-modified polyorganosiloxane being obtained through a hydrosilylation reaction of an organohydrogensiloxane represented by the following general formula (2), a compound represented by the following general formula (3), and a platinum catalyst that are continuously supplied to a reactor and passed through the reactor;
- or produced by copolymerizing the carbinol-modified polyorganosiloxane with an oligomer having a repeating unit represented by the following general formula (I):
- wherein R3 to R6 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;
- a plurality of R3 to R6 may be identical to or different from each other;
- and f is an integer of 0 to 500;
- wherein R22 represents a vinyl group or an allyl group, Z represents a divalent hydrocarbon group, and at least one of the hydrogen atoms contained in the divalent hydrocarbon group is optionally replaced by a halogen atom or a monovalent hydrocarbon group having 1 to 20 carbon atoms;
- and at least one of the carbon atoms in each of the divalent hydrocarbon group and the monovalent hydrocarbon group is optionally replaced by an oxygen atom, a nitrogen atom or a sulfur atom;
- wherein R1 and R2 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, an arylene group having 6 to 12 carbon atoms, and 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—, —SO2—, —O— or —CO—;
- and a and b each independently represent an integer of 0 to 4, wherein the platinum catalyst is used in an amount of 0.005 mass ppm or more and less than 1.0 mass ppm in terms of platinum metal relative to the total amount of the organohydrogensiloxane represented by the general formula (2), the compound represented by the general formula (3), and the platinum catalyst, and
- wherein, as the carbinol-modified polyorganosiloxane, a carbinol-modified polyorganosiloxane represented by the following general formula (222), with Ra in formula (222) having a ratio [number of group represented by formula (vi)]/[total number of group represented by formula (v) and group represented by formula (vi)] of less than 0.01, is used:
- wherein R3 to R6 and f are as described above, and each Ra is independently a group represented by the following general formula (v) or (vi):
- wherein Z is as described above, and k is 2 or 3;
- wherein Z is as described above;
- R33 represents a vinyl group, an allyl group, or a terminal group having —(CH2)k—SiR5R6O— derived from a reaction between Si—H of the following general formula (2) and a vinyl group or an allyl group;
- and k is 2 or 3:
- wherein R3 to R6 and f are as described above.
13 more elements
A polycarbonate-polyorganosiloxane copolymer produced by copolymerizing a carbinol-modified polyorganosiloxane with a divalent phenol and a carbonate precursor, the carbinol-modified polyorganosiloxane being obtained through a hydrosilylation reaction of an organohydrogensiloxane represented by the following general formula (2), a compound represented by the following general formula (3), and a platinum catalyst that are continuously supplied to a reactor and passed through the reactor;
- or produced by copolymerizing the carbinol-modified polyorganosiloxane with an oligomer having a repeating unit represented by the following general formula (I):
- wherein R3 to R6 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;
- a plurality of R3 to R6 may be identical to or different from each other;
- and f is an integer of 0 to 500;
- wherein R22 represents a vinyl group or an allyl group, Z represents a divalent hydrocarbon group, and at least one of the hydrogen atoms contained in the divalent hydrocarbon group is optionally replaced by a halogen atom or a monovalent hydrocarbon group having 1 to 20 carbon atoms;
- and at least one of the carbon atoms in each of the divalent hydrocarbon group and the monovalent hydrocarbon group is optionally replaced by an oxygen atom, a nitrogen atom or a sulfur atom;
- wherein R1 and R2 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, an arylene group having 6 to 12 carbon atoms, and 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—, —SO2—, —O— or —CO—;
- and a and b each independently represent an integer of 0 to 4, wherein the platinum catalyst is used in an amount of 0.005 mass ppm or more and less than 1.0 mass ppm in terms of platinum metal relative to the total amount of the organohydrogensiloxane represented by the general formula (2), the compound represented by the general formula (3), and the platinum catalyst, and
- wherein the polycarbonate-polyorganosiloxane copolymer comprises:
- a polycarbonate-polyorganosiloxane copolymer having a polyorganosiloxane unit represented by the following general formula (222-i), a polycarbonate-polyorganosiloxane copolymer represented by the following general formula (b), and a compound represented by the following general formula (c), wherein a ratio [number of group represented by {—O—Z—R33} in formula (b) and formula (c)]/[total number of group represented by formula (v-i) and group represented by {—O—Z—R33} in formula (b) and formula (c)] is less than 0.01:
- wherein R3 to R6 and f are as described above, and each Ra is independently a group represented by the following general formula (v-i):
- wherein Z is as described above;
- an oxygen atom in formula (v-i) is bonded to a polycarbonate unit;
- and k is 2 or 3,
- wherein R3 to R6, Z, R33, f, and k are as described above, and (PC) represents a bond to a polycarbonate block,
- wherein R3 to R6, Z, R33, and f are as described above.
14 more elements
A polycarbonate-polyorganosiloxane copolymer produced by copolymerizing a carbinol-modified polyorganosiloxane with a divalent phenol and a carbonate precursor, the carbinol-modified polyorganosiloxane being obtained through a hydrosilylation reaction of an organohydrogensiloxane represented by the following general formula (2), a compound represented by the following general formula (3), and a platinum catalyst that are continuously supplied to a reactor and passed through the reactor;
- or produced by copolymerizing the carbinol-modified polyorganosiloxane with an oligomer having a repeating unit represented by the following general formula (I):
- wherein R3 to R6 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;
- a plurality of R3 to R6 may be identical to or different from each other;
- and f is an integer of 0 to 500;
- wherein R22 represents a vinyl group or an allyl group, Z represents a divalent hydrocarbon group, and at least one of the hydrogen atoms contained in the divalent hydrocarbon group is optionally replaced by a halogen atom or a monovalent hydrocarbon group having 1 to 20 carbon atoms;
- and at least one of the carbon atoms in each of the divalent hydrocarbon group and the monovalent hydrocarbon group is optionally replaced by an oxygen atom, a nitrogen atom or a sulfur atom;
- wherein R1 and R2 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, an arylene group having 6 to 12 carbon atoms, and 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—, —SO2—, —O— or —CO—;
- and a and b each independently represent an integer of 0 to 4, wherein the platinum catalyst is used in an amount of 0.005 mass ppm or more and less than 1.0 mass ppm in terms of platinum metal relative to the total amount of the organohydrogensiloxane represented by the general formula (2), the compound represented by the general formula (3), and the platinum catalyst, and
- wherein the polycarbonate-polyorganosiloxane copolymer comprises:
- a polycarbonate-polyorganosiloxane copolymer having a polyorganosiloxane unit represented by the following general formula (223-i);
- a polycarbonate-polyorganosiloxane copolymer represented by the following general formula (d);
- and
- a compound represented by the following general formula (e), wherein the compound represented by general formula (e) remains as impurity without reacting with the carbonate precursor, the dihydric phenol, or the polycarbonate oligomer,
- wherein a ratio [total number of hydroxy group in formula (d) and formula (e)]/[total number of group represented by formula (v-i) and hydroxy group in formula (d) and formula (e)] is less than 0.01:
- wherein R3 to R6 and f are as described above, and each Rb-i is independently a group represented by the following general formula (v-i):
- wherein Z is as described above;
- an oxygen atom in the formula (v-i) is bonded to a polycarbonate unit;
- and k is 2 or 3,
- wherein R3 to R6, f and k are as described above, and (PC) represents a bond to a polycarbonate block,
- wherein R3 to R6 and f are as described above.
18 more elements
Dependencies are inferred from the claim text.