IP Library Granted Patent US 9,321,886
Granted Patent B2
US 9,321,886 · App. 14/612,733 · Granted Apr 26, 2016

Silane compound, method for preparing the same, and polycarbonate resin composition including the same

Inventors: Su Hak Bae (Uiwang-si, KR); Sung Hee Ahn (Uiwang-si, KR); Hyun Joo Han (Uiwang-si, KR); Ha Na Ra (Uiwang-si, KR); Hyun Ho Lee (Uiwang-si, KR)
Assignee: Cheil Industries Inc.
C08G64/42C08G64/085C08L69/00
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Quick Facts
Patent No.
US 9,321,886
App. No.
14/612,733
Granted
Apr 26, 2016
Kind
B2
Abstract

A silane compound is represented by Formula 1: wherein each R 1 is independently a single bond, an ether group, a carbonyl group, a thioether group, a sulfone group, or a substituted or unsubstituted C 1 to C 20 hydrocarbon group, R 2 and R 3 are each independently a substituted or unsubstituted C 1 to C 20 hydrocarbon group, each R 4 is independently hydrogen or a C 1 to C 5 hydrocarbon group, each X is independently halogen, a hydroxyl group, C 1 to C 20 alkoxy, or C 6 to C 20 aryloxy, each Y is independently a single bond, an amide group, a thioester group, a hydroxyethylene group, a carbonyl group, an aromatic group or an ester group, a and b are each independently an integer from 1 to 3, a+b is 4, no is an integer from 0 to 5, n is an integer from 5 to 50, and p and q are each independently an integer from 0 to 4.

Claims (29)

1. A silane compound represented by Formula 1:

wherein each R 1 is independently a single bond, an ether group, a carbonyl group, a thioether group, a sulfone group, or a substituted or unsubstituted C 1 to C 20 hydrocarbon group, R 2 and R 3 are the same or different and are each independently a substituted or unsubstituted C 1 to C 20 hydrocarbon group, each R 4 is independently hydrogen or a C 1 to C 5 hydrocarbon group, each X is independently halogen, a hydroxyl group, C 1 to C 20 alkoxy, or C 6 to C 20 aryloxy, each Y is independently a single bond, an amide group, a thioester group, a hydroxyethylene group, a carbonyl group, an aromatic group or an ester group, a and b are the same or different and are each independently an integer from 1 to 3, a+b is 4, m is an integer from 0 to 5, n is an integer from 5 to 50, and p and q are the same or different and are each independently an integer from 0 to 4.

2. The silane compound according to claim 1 , wherein each Y is independently a single bond, an amide group, or a hydroxyethylene group.

3. The silane compound according to claim 1 , wherein the silane compound has a weight average molecular weight from about 2,000 g/mol to about 17,000 g/mol.

4. The silane compound according to claim 1 , wherein X is a hydroxyl group.

5. The silane compound according to claim 1 , wherein X is C 6 to C 20 aryloxy.

6. A method for preparing a silane compound of Formula 1, comprising: reacting a silane compound represented by Formula 2 with an aromatic carbonate compound represented by Formula 3;

wherein each R 1 is independently a single bond, an ether group, a carbonyl group, a thioether group, a sulfone group, or a substituted or unsubstituted C 1 to C 20 hydrocarbon group, R 2 and R 3 are the same or different and are each independently a substituted or unsubstituted C 1 to C 20 hydrocarbon group, each R 4 is independently hydrogen or a C 1 to C 5 hydrocarbon group, each X is independently halogen, a hydroxyl group, C 1 to C 20 alkoxy, or C 6 to C 20 aryloxy, each Y is independently a single bond, an amide group, a thioester group, a hydroxyethylene group, a carbonyl group, an aromatic group or an ester group, a and b are the same or different and are each independently an integer from 1 to 3, a+b is 4, m is an integer from 0 to 5, n is an integer from 5 to 50, and p and q are the same or different and are each independently an integer from 0 to 4;

wherein R 4 , a, b and m are as defined in formula 1, and each Z is independently halogen, an isocyanate group, a thiocyanate group, an epoxy group, a carboxyl group, or a halogenated carbonyl group;

wherein R 1 , R 2 , R 3 , X, n, p and q are as defined in formula 1.

7. The method according to claim 6 , wherein the reaction is performed by heating and stirring at a temperature of about 30° C. to about 110° C. in the presence of an organic solvent.

8. The method according to claim 6 , wherein X is a hydroxyl group.

9. The method according to claim 6 , wherein X is C 6 to C 20 aryloxy.

10. A polycarbonate resin composition, comprising:

a polycarbonate resin;

a silane compound of Formula 1; and

an inorganic filler;

wherein each R 1 is independently a single bond, an ether group, a carbonyl group, a thioether group, a sulfone group, or a substituted or unsubstituted C 1 to C 20 hydrocarbon group, R 2 and R 3 are the same or different and are each independently a substituted or unsubstituted C 1 to C 20 hydrocarbon group, each R 4 is independently hydrogen or a C 1 to C 5 hydrocarbon group, each X is independently halogen, a hydroxyl group, C 1 to C 20 alkoxy, or C 6 to C 20 aryloxy, each Y is independently a single bond, an amide group, a thioester group, a hydroxyethylene group, a carbonyl group, an aromatic group or an ester group, a and b are the same or different and are each independently an integer from 1 to 3, a+b is 4, m is an integer from 0 to 5, n is an integer from 5 to 50, and p and q are the same or different and are each independently an integer from 0 to 4.

11. The polycarbonate resin composition according to claim 10 , comprising:

about 1 part by weight to about 20 parts by weight of the silane compound, and about 5 parts by weight to about 50 parts by weights of the inorganic filler, each based on about 100 parts by weight of polycarbonate resin.

12. The polycarbonate resin composition according to claim 11 , wherein the silane compound and the inorganic filler are present in a weight ratio of about 1:about 4 to about 1:about 30.

13. The polycarbonate resin composition according to claim 10 , wherein the inorganic filler comprises silica, talc, glass fibers, mica, wollastonite, basalt fibers, whiskers, or a mixture thereof.

14. The polycarbonate resin composition according to claim 10 , wherein a portion or the entirety of the silane compound is chemically bonded to the inorganic filler.

15. The polycarbonate resin composition according to claim 10 , wherein the polycarbonate resin composition has a tensile strength of about 800 kgf/cm 2 to about 1,500 kgf/cm 2 measured in accordance with ASTM D638, a flexural strength of about 1,200 kgf/cm 2 to about 2,000 kgf/cm 2 measured in accordance with ASTM D790, a flexural modulus of about 30,000 kgf/cm 2 to about 110,000 kgf/cm 2 measured in accordance with ASTM D790, an Izod impact strength of about 5 kgf cm/cm to about 16 kgf cm/cm as measured on a ⅛″ thick specimen in accordance with ASTM D256, an FDI (falling dart impact) strength of about 10 J to about 40 J as measured on an about 1 mm thick specimen in accordance with the DuPont drop test method, and a melt flow index (MI) of about 10 g/10 min to about 80 g/10 min as measured in accordance with ASTM D1238.

16. The polycarbonate resin composition according to claim 10 , wherein X is a hydroxyl group.

17. The polycarbonate resin composition according to claim 10 , wherein X is C 6 to C 20 aryloxy.

18. The silane compound according to claim 1 , wherein R 1 is a substituted or unsubstituted C 1 to C 20 hydrocarbon group; X is C 6 to C 20 aryloxy; and Y is an amide group.

19. The method according to claim 6 , wherein R 1 is a substituted or unsubstituted C 1 to C 20 hydrocarbon group; X is C 6 to C 20 aryloxy; and Y is an amide group.

20. The polycarbonate resin composition according to claim 10 , wherein R 1 is a substituted or unsubstituted C 1 to C 20 hydrocarbon group; X is C 6 to C 20 aryloxy; and Y is an amide group.

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 Feb 3, 2015
From: BAE, SU HAK; AHN, SUNG HEE; HAN, HYUN JOO; RA, HA NA; LEE, HYUN HO
To: CHEIL INDUSTRIES INC.
Reel/Frame 034877/0095 →
Priority Claims (2)
KR 10-2013-0073347 · Jun 25, 2013 · national
KR 10-2013-0155764 · Dec 13, 2013 · national
Continuity (2)
Continuation In Part 14181894 · Feb 17, 2014
Related Publication 20150148471A1 · May 28, 2015