Phenyl-containing functional polysiloxanes and polycarbonate-polysiloxane copolymers made therefrom
View Patent ↗The invention is directed to phenyl-containing functional polysiloxanes and polycarbonate-polysiloxane copolymer compositions made therefrom having improved optical clarity and better low temperature impact resistance.
1. A copolymer of formula (I):
wherein:
A is an aromatic moiety derived from a compound having the structure (S), wherein S is a bisphenol A;
B is a bis-functionalized polydiorganosiloxane moiety derived from a compound having the structure
wherein R 4 is independently a direct link or a substituted or unsubstituted C1-C15 alkyl or C2-C15 alkylene group, optionally containing a heteronuclear atom selected from the group consisting of N, O, S, and P; R 5 is selected from the group consisting of alkyl, aryl, or a substituted aryl group of up to 15 carbon atoms; R 6 and R 7 are each independently an aliphatic or aromatic hydrocarbon group having from 1 to 15 carbon atoms or a cycloalkyl group having 1 to 15 carbon atoms; R 8 is selected from the group consisting of alkyl and aryl group having 1 to 15 carbon atoms; R 9 is an aliphatic group having 1 to 6 carbon atoms, a monovalent aromatic group having 6 to 15 carbon atoms, an alkoxy group having 6 to 15 carbon atoms; an aryloxy group of up to 12 carbon atoms; a group having the formula —Si—(R 12 ) 3 wherein R 12 is an alkyl group having 1 to 6 carbon atoms, an unsaturated group of from 2 to 12 carbon atoms, an aromatic group having 6 to 15 carbon atoms or an alkoxy group having 1 to 6 carbon atoms; R 10 is hydrogen, halogen, an aliphatic group having from 1 to 6 carbon atoms, an aromatic group having from 6 to 8 carbon atoms, an alkoxy group having from 1 to 6 carbon atoms, or an aryloxy group having up to 12 carbon atoms; R 11 is a hydroxy group;
wherein R 6 and R 7 are not the same group, wherein at least one of R 6 or R 7 is phenyl, and wherein R 8 and R 9 are not the same group;
wherein x ranges from 1 to 130;
y ranges from 1 to 15;
z ranges from 0 to 15;
n ranges from 1 to 15;
x+y ranges from 1 to 130;
y+z>0; and x+y+z<=130;
the ratio of y to x is 0.008 to 0.130;
a ranges from 99 to 75 wt % based on the total weight of the copolymer; and
b ranges from 1 to 25 wt % based on the total weight of the copolymer.
2. The copolymer of claim 1 wherein said halogen is selected from Cl, Br, or F.
3. The copolymer of claim 1 , wherein x ranges from 40 to 80.
4. The copolymer of claim 1 , wherein y ranges from 1 to 12.
5. The copolymer of claim 1 , wherein z ranges from 0 to 12.
6. The copolymer of claim 1 , wherein n ranges from 1 to 6.
7. A polymer blend composition, comprising
a polycarbonate homopolymer; and
the copolymer of claim 1 .
8. A method of producing the polymer blend composition of claim 7 , comprising blending the polycarbonate copolymer of Formula (I) with a polycarbonate homopolymer.
9. An article of manufacture comprising the polymer blend composition of claim 7 .
10. The article of claim 9 , selected from the group consisting of mobile phone housings, frozen food service equipment, helmets, automotive and motorcycle windshields, and automotive sunroofs, dashboards, headlamps, or electric screens.
11. A copolymer of Formula (II):
wherein
x ranges from 1 to 130;
y ranges from 1 to 12;
z ranges from 0 to 12;
x+y+z<=130;
the ratio of y to x is 0.008 to 0.130;
a ranges from 80 to 99 wt % based on the total weight of the copolymer; and
b ranges from 1 to 20 wt % based on the total weight of the copolymer.
12. A polymer blend composition, comprising:
a polycarbonate homopolymer; and
the copolymer of claim 11 .
13. An article of manufacture comprising the polymer blend composition of claim 12 .
14. The article of claim 13 , selected from the group consisting of mobile phone housings, frozen food service equipment, helmets, automotive and motorcycle windshields, and automotive sunroofs, dashboards, headlamps, or electric screens.
15. A method of producing a copolymer of Formula (I),
wherein:
A is an aromatic moiety derived from a compound having the structure (S), wherein S is a bisphenol A;
B is a bis-functionalized polydiorganosiloxane moiety derived from a compound having the structure
wherein R 4 is independently a direct link or a substituted or unsubstituted C1-C15 alkyl or C2-C15 alkylene group, optionally containing a heteronuclear atom selected from the group consisting of N, O, S, and P; R 5 is selected from the group consisting of alkyl, aryl, or a substituted aryl group of up to 15 carbon atoms; R 6 and R 7 are each independently an aliphatic or aromatic hydrocarbon group having from 1 to 15 carbon atoms or a cycloalkyl group having 1 to 15 carbon atoms; R 8 is selected from the group consisting of alkyl and aryl group having up to 15 carbon atoms; R 9 is an aliphatic group having 1 to 6 carbon atoms, a monovalent aromatic group having 6 to 15 carbon atoms, an alkoxy group having 6 to 15 carbon atoms; an aryloxy group; a group having the formula —Si—(R 12 ) 3 wherein R 12 is an alkyl group having 1 to 6 carbon atoms, an unsaturated group of from 2 to 10 carbon atoms, an aromatic group having 6 to 15 carbon atoms or an alkoxy group having 1 to 6 carbon atoms; R 10 is hydrogen, halogen, an aliphatic group having from 1 to 6 carbon atoms, an aromatic group having from 6 to 8 carbon atoms, an alkoxy group having from 1 to 6 carbon atoms, or an aryloxy group of up to 12 carbon atoms; R 11 is a hydroxy group;
wherein R 6 and R 7 are not the same group, wherein at least one of R 6 or R 7 is phenyl, and wherein R 8 and R 9 are not the same group;
wherein x ranges from 1 to 130;
y ranges from 1 to 15;
z ranges from 0 to 15;
n ranges from 1 to 15;
x+y ranges from 1 to 130;
y+z>0; and x+y+z<=130;
the ratio of y to x is 0.008 to 0.130;
a ranges from 99 to 75 wt % based on the total weight of the copolymer; and
b ranges from 1 to 25 wt % based on the total weight of the copolymer
wherein the method comprises reacting a dihydroxy aromatic compound having the general structural formula (S) with a bis-functionalized polydiorganosiloxane compound having the formula:
in the presence of carbonating agent to produce the copolymer of Formula (I).
16. The method of claim 15 , wherein said bis-functionalized polydiorganosiloxane compound is a hydroxyl-terminated bis-functionalized polydiorganosiloxane.