IP Library Granted Patent US 8,410,238
Granted Patent B2
US 8,410,238 · App. 12/980,422 · Granted Apr 2, 2013

Bishydroxyarylsiloxane compound and method of preparing the same

Inventors: Chang Hong Ko (Uiwang-si, KR); Min Soo Lee (Uiwang-si, KR); Sang Hyun Hong (Uiwang-si, KR); Beom Jun Joo (Uiwang-si, KR); Won Gi Lee (Uiwang-si, KR)
Assignee: Cheil Industries Inc.
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Quick Facts
Patent No.
US 8,410,238
App. No.
12/980,422
Granted
Apr 2, 2013
Kind
B2
Abstract

Disclosed is a bishydroxyarylsiloxane compound. The bishydroxyarylsiloxane compound has a novel structure in which a particular moiety is introduced between siloxane blocks. Due to this structure, the physical properties of a copolymer of the bishydroxyarylsiloxane compound and a polymer can be tuned. Further disclosed is a method for preparing the bishydroxyarylsiloxane compound.

Claims (35)

1. A bishydroxyarylsiloxane compound represented by Formula 1:

wherein:

R 1 and R 2 are each independently C 1 -C 10 alkyl or C 6 -C 18 aryl, optionally substituted with halogen or C 1 -C 6 alkoxy,

each A is independently C 1 -C 10 alkylene or C 6 -C 18 arylene, optionally including —O— or —S—,

Z is C 4 -C 18 alkylene, C 6 -C 18 cycloalkylene or ethylene disubstituted C 6 -C 18 arylene, optionally substituted with C 1 -C 6 alkyl, C 6 -C 18 aryl, or halogen,

each Y is independently hydrogen, halogen, C 1 -C 18 alkoxy, C 1 -C 10 alkyl or C 6 -C 18 aryl, and

each n is independently an integer from 4 to 100.

2. The bishydroxyarylsiloxane compound according to claim 1 , wherein R 1 and R 2 are C 1 -C 6 alkyl.

3. The bishydroxyarylsiloxane compound according to claim 2 , wherein R 1 and R 2 are C 1 -C 3 alkyl.

4. The bishydroxyarylsiloxane compound according to claim 1 , wherein each A is C 1 -C 6 alkylene.

5. The bishydroxyarylsiloxane compound according to claim 4 , wherein each A is C 1 -C 3 alkylene.

6. The bishydroxyarylsiloxane compound according to claim 1 , wherein Z is C 4 -C 10 alkylene, C 6 -C 10 cycloalkylene or ethylene disubstituted C 6 -C 10 arylene, optionally substituted with C 1 -C 6 alkyl.

7. The bishydroxyarylsiloxane compound according to claim 6 , wherein Z is C 4 -C 10 alkylene.

8. The bishydroxyarylsiloxane compound according to claim 6 , wherein Z is C 6 -C 10 cycloalkylene.

9. The bishydroxyarylsiloxane compound according to claim 6 , wherein Z is ethylene disubstituted C 6 -C 10 arylene.

10. The bishydroxyarylsiloxane compound according to claim 1 , wherein each Y is hydrogen or C 1 -C 3 alkoxy.

11. The bishydroxyarylsiloxane compound according to claim 10 , wherein each Y is hydrogen or methoxy.

12. The bishydroxyarylsiloxane compound according to claim 1 , comprising

13. The bishydroxyarylsiloxane compound according to claim 1 , comprising

14. The bishydroxyarylsiloxane compound according to claim 1 , comprising

15. The bishydroxyarylsiloxane compound according to claim 1 , comprising

16. The bishydroxyarylsiloxane compound according to claim 1 , comprising

17. The bishydroxyarylsiloxane compound according to claim 1 , comprising

18. A method for preparing a bishydroxyarylsiloxane compound of Formula 1:

wherein R 1 and R 2 are each independently C 1 -C 10 alkyl or C 6 -C 18 aryl, optionally substituted with halogen or C 1 -C 6 alkoxy, each A is independently C 1 -C 10 alkylene or C 6 -C 18 arylene, optionally including —O— or —S—, Z is C 4 -C 18 alkylene, C 6 -C 18 cycloalkylene or ethylene disubstituted C 6 -C 18 arylene, optionally substituted with C 1 -C 6 alkyl, C 6 -C 18 aryl, or halogen, each Y is independently hydrogen, halogen, C 1 -C 18 alkoxy, C 1 -C 10 alkyl or C 6 -C 18 aryl, and each n is independently an integer from 4 to 100,

the method comprising:

reacting a hydride terminated siloxane represented by Formula 2:

wherein R 1 , R 2 and n are as defined in Formula 1, with a phenol derivative represented by Formula 3:

wherein B is C 1 -C 10 alkylene or C 6 -C 18 arylene having a terminal double bond, optionally including —O— or —S— and Y is as defined in Formula 1, to synthesize a monohydroxyarylsiloxane compound represented by Formula 4:

wherein R 1 , R 2 , A, Y and n are as defined in Formula 1; and

reacting the monohydroxyarylsiloxane compound with a diene.

19. A copolymer comprising the bishydroxyarylsiloxane compound according to claim 1 as a monomer.

20. The copolymer according to claim 19 , wherein the copolymer comprises at least one polymer selected from the group consisting of polycarbonate, polyphosphate and polyester.

21. the bishydroxyarylsiloxane compound according to claim 1 , comprising

22. the bishydroxyarylsiloxane compound according to claim 1 , comprising

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 30, 2017
From: SAMSUNG SDI CO., LTD.
To: LOTTE ADVANCED MATERIALS CO., LTD.
Reel/Frame 042114/0895 →
MERGER Recorded Jul 14, 2016
From: CHEIL INDUSTRIES INC.
To: SAMSUNG SDI CO., LTD.
Reel/Frame 039360/0858 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 29, 2010
From: KO, CHANG HONG; LEE, MIN SOO; HONG, SANG HYUN; JOO, BEOM JUN; LEE, WON GI
To: CHEIL INDUSTRIES INC.
Reel/Frame 025551/0978 →
Priority Claims (1)
KR 10-2010-0083126 · Aug 26, 2010 · national
Continuity (1)
Related Publication 20120053316A1 · Mar 1, 2012