IP Library Granted Patent US 7,812,076
Granted Patent B2
US 7,812,076 · App. 11/465,236 · Granted Oct 12, 2010

Anthrapyridone compounds

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Quick Facts
Patent No.
US 7,812,076
App. No.
11/465,236
Granted
Oct 12, 2010
Kind
B2
Abstract

A compound of Formula (I): wherein R 3 is an aromatic functionality selected from the group consisting of Formula II and Formula III: and wherein R 1 , R 2 , R 5 , R 6 , R 7 , R 9 , and R 10 are independently selected from the group consisting of an aliphatic functionality having 1 to 6 carbon atoms, an aromatic functionality having 3 to 20 carbon atoms, a cycloaliphatic functionality having 3 to 20 carbon atoms, a hydroxy group, a halogen group, and a cyano group; R 4 is an aliphatic functionality having 1 to 6 carbon atoms; R 8 is an aliphatic functionality having 1 to 6 carbon atoms; “n” has a value of 0 to 4; “m” has a value of 0 to 2; “p” has a value of 0 to 2; “u” has a value of 0 to 2; “q” has a value of 0 to 3; “t” has a value of 0 to 4; and “r” has a value of 0 to 5.

Claims (22)

1. An anthrapyridone compound of Formula (I):

wherein R 1 and R 2 are independently selected from the group consisting of an aliphatic functionality having 1 to 6 carbon atoms, an aromatic functionality having 3 to 20 carbon atoms, a cycloaliphatic functionality having 3 to 20 carbon atoms, a hydroxy group, a halogen group, and a cyano group; R 4 is an aliphatic functionality having 1 to 6 carbon atoms; “n” has a value of 0 to 4; “m” has a value of 0 to 2; and R 3 is an aromatic functionality selected from the group consisting of Formula II and Formula III:

wherein R 5 , R 6 , R 7 , R 9 and R 10 are independently selected from the group consisting of an aliphatic functionality having 1 to 6 carbon atoms, an aromatic functionality having 3 to 20 carbon atoms, a cycloaliphatic functionality having 3 to 20 carbon atoms, a hydroxy group, a halogen group, and a cyano group; R 8 is an aliphatic functionality having 1 to 6 carbon atoms; “p” has a value of 0 to 2; “q” and “u” each have a value of 0 to 3; “t” has a value of 0 to 4; and “r” has a value of 0 to 5;

further wherein the anthrapyridone compound has a decomposition onset temperature of greater than or equal to 350° C.

2. The anthrapyridone compound of claim 1 , wherein R 1 and R 2 are independently selected from the group consisting of a halogen group, a cyano group, an aliphatic functionality having 1 to 4 carbon atoms, an aromatic functionality having 6 to 12 carbon atoms, and a cycloaliphatic functionality having 6 to 10 carbon atoms.

3. The anthrapyridone compound of claim 1 , wherein R 5 , R 6 , R 7 , R 9 and R 10 are independently selected from the group consisting of an aliphatic functionality having 1 to 4 carbon atoms, an aromatic functionality having 6 to 12 carbon atoms, a cycloaliphatic functionality having 6 to 10 carbon atoms, a hydroxy, a halogen group, and a cyano group; R 8 is an aliphatic functionality having 1 to 4 carbon atoms; “p” has a value of 0 to 2; “q” and “u” each have a value of 0 to 3; “t” has a value of 0 to 4; and “r” has a value of 0 to 5.

4. The anthrapyridone compound of claim 1 , wherein R 4 is a methyl group; “n” and “m” each have a value of 0; and R 3 is an aromatic functionality having a Formula (IV):

5. The anthrapyridone compound of claim 1 , wherein R 4 is a methyl group; “n” and “m” each have a value of 0; and R 3 is an aromatic functionality having a Formula (V):

6. An article comprising the anthrapyridone compound of claim 1 .

7. The article of claim 6 , comprising the anthrapyridone compound of claim 1 wherein the anthrapyridone compound has a decomposition onset temperature greater than or equal to 350° C.

8. The article of claim 6 , wherein the article comprises polycarbonate and from about 0.01 weight percent to about 5 weight percent of the anthrapyridone compound of claim 1 based on the weight of the polycarbonate, wherein the article has a ΔE* of less than 10 after 300 hours when the article is subjected to a weatherability test in accordance with ASTM D4459 test method.

9. The article of claim 6 , wherein the article comprises polycarbonate and from about 0.01 weight percent to about 5 weight percent of the anthrapyridone compound of claim 1 based on the weight of the polycarbonate, wherein the article has a ΔC* of less than 10 after 300 hours when the article is subjected to a weatherability test in accordance with ASTM D4459 test method.

10. An anthrapyridone compound of Formula (VI):

11. An anthrapyridone compound of Formula (VII):

12. An article comprising the anthrapyridone compound of claim 10 .

13. The article of claim 12 , comprising the anthrapyridone compound of claim 10 wherein the anthrapyridone compound has a decomposition onset temperature greater than or equal to 350° C.

14. The article of claim 12 , wherein the article comprises polycarbonate and from about 0.01 weight percent to about 5 weight percent of the anthrapyridone compound of claim 10 based on the weight of the polycarbonate, wherein the article has a ΔE* of less than 10 after 300 hours when the article is subjected to a weatherability test in accordance with ASTM D4459 test method.

15. The article of claim 12 , wherein the article comprises polycarbonate and from about 0.01 weight percent to about 5 weight percent of the anthrapyridone compound of claim 10 based on the weight of the polycarbonate, wherein the article has a ΔC* of less than 10 after 300 hours when the article is subjected to a weatherability test in accordance with ASTM D4459 test method.

16. An article comprising the anthrapyridone compound of claim 11 .

17. The article of claim 16 , comprising the anthrapyridone compound of claim 11 wherein the anthrapyridone compound has a decomposition onset temperature greater than or equal to 350° C.

18. The article of claim 16 , wherein the article comprises polycarbonate and from about 0.01 weight percent to about 5 weight percent of the anthrapyridone compound of claim 11 based on the weight of the polycarbonate, wherein the article has a ΔE* of less than 10 after 300 hours when the article is subjected to a weatherability test in accordance with ASTM D4459 test method.

19. The article of claim 16 , wherein the article comprises polycarbonate and from about 0.01 weight percent to about 5 weight percent of the anthrapyridone compound of claim 11 based on the weight of the polycarbonate, wherein the article has a ΔC* of less than 10 after 300 hours when the article is subjected to a weatherability test in accordance with ASTM D4459 test method.

Assignments (6)
CORRECTIVE ASSIGNMENT TO CORRECT THE REMOVE THE APPLICATION NUMBER 15039474 PREVIOUSLY RECORDED AT REEL: 054528 FRAME: 0467. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Mar 23, 2021
From: SABIC GLOBAL TECHNOLOGIES B.V.
To: SHPP GLOBAL TECHNOLOGIES B.V.
Reel/Frame 057453/0680 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 26, 2020
From: SABIC GLOBAL TECHNOLOGIES B.V.
To: SHPP GLOBAL TECHNOLOGIES B.V.
Reel/Frame 054528/0467 →
CHANGE OF NAME Recorded Jun 6, 2016
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 038883/0824 →
RELEASE OF SECURITY INTEREST Recorded Mar 17, 2014
From: CITIBANK, N.A.
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 032459/0798 →
SECURITY AGREEMENT Recorded Aug 18, 2008
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 021423/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 1, 2008
From: GENERAL ELECTRIC COMPANY
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 020985/0551 →