Phenyl-containing functional polysiloxanes and polycarbonate-polysiloxane copolymers made therefrom

Patent metadata

Field	Value
Publication number	US-9376534-B2
Application number	US-201414291820-A
Country	US
Kind code	B2
Filing date	May 30, 2014
Priority date	May 31, 2013
Publication date	Jun 28, 2016
Grant date	Jun 28, 2016

Abstract

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.

First claim

What is claimed is:

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.

Assignees

• Momentive Performance Mat Jp

Inventors

• Kanuma Koji
• Horie Yataka
• Mittal Anuj
• Samantara Laxmi
• Ramakrishnan Indumathi
• Kumabe Naofumi
• Iyer Narayana Padmanabha
• Alam Samim

Classifications

• C08G77/80

  Siloxanes having aromatic substituents, e.g. phenyl side groups · CPC title

• C08G77/04

  Polysiloxanes · CPC title

• C08L83/10

  Block- or graft-copolymers containing polysiloxane sequences (obtained by polymerising a compound having a carbon-to-carbon double bond on to a polysiloxane C08L51/08, C08L53/00) · CPC title

• C08G77/38

  Polysiloxanes modified by chemical after-treatment · CPC title

• C08G77/448 Primary

  containing polycarbonate sequences · CPC title