IP Library › Granted Patent US 6,946,581
Granted Patent B2
US 6,946,581 · App. 10/603,814 · Granted Sep 20, 2005

Bisphenol compound composition having excellent thermal stability

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Quick Facts
Patent No.
US 6,946,581
App. No.
10/603,814
Granted
Sep 20, 2005
Kind
B2
Abstract

The purpose of the invention is to improve thermal stability of bisphenol compounds. The resolving means of the invention is to include a pyridine compound in bisphenol compounds.

Claims (38)

1. A bisphenol compound composition having excellent thermal stability, comprising:

a bisphenol compound; and

a pyridine compound in an amount of from 1 ppt to 10 ppm calculated as pyridine;

wherein said bisphenol compound composition is crystallized.

2. The bisphenol compound composition according to claim 1 , wherein the pyridine compound is a mercaptoalkylpyridine.

3. The bisphenol compound composition according to claim 1 , comprising the pyridine compound in an amount of 10 ppt or more calculated as pyridine.

4. The bisphenol compound composition according to claim 1 , comprising the pyridine compound in an amount of 1 ppm or less calculated as pyridine.

5. A method for improving thermal stability of a bisphenol compound, comprising:

adding from 1 ppt to 10 ppm of a pyridine compound to a purified bisphenol compound.

6. The bisphenol compound composition according to claim 1 , wherein said bisphenol compound is bisphenol A.

7. The bisphenol compound composition according to claim 1 , wherein said bisphenol compound is produced by reacting a phenol compound with a ketone compound in the presence of an acid catalyst.

8. The bisphenol compound composition according to claim 1 , wherein said bisphenol compound is produced produced by reacting a phenol having a substituent group on the ring with a ketone.

9. The bisphenol compound composition according to claim 1 , wherein said pyridine compound is pyridine or a substituted pyridine having a substituent group on a carbon atom of the ring.

10. The bisphenol compound composition according to claim 1 , wherein said pyridine compound is selected from the group consisting of alkylpyridines, alkenylpyridines, mercaptoalkylpyridines and mixtures thereof.

11. The bisphenol compound composition according to claim 1 , wherein said pyridine compound is selected from the group consisting of 2-mercaptomethylpyridine, 3-mercaptomethylpyridine, 4-mercaptomethylpyridine, 2-(2-mercaptoethyl)pyridine, 3-(2-mercaptoethyl)pyridine, 4-(2-mercaptoethyl)pyridine, 2-(3-mercaptopropyl)pyridine, 3-(3-mercaptopropyl)pyridine, 4-(3-mercaptopropyl)pyridine, 2-(4-mercaptobutyl)pyridine, 3-(4-mercaptobutyl)pyridine, 4-(4-mercaptobutyl)pyridine and mixtures thereof.

12. The bisphenol compound composition according to claim 1 , wherein said pyridine compound is selected from the group consisting of 4-vinylpyridine, 2-vinylpyridine, 4-methylpyridine, 2-methylpyridine, 4-ethylpyridine, 2-ethylpyridine, 2,4-dimethylpyridine, and mixtures thereof.

13. The bisphenol compound composition according to claim 1 , wherein said pyridine compound is selected from the group consisting of 2:1 condensation products of a mercapto group of a mercaptoalkylpyridine with a ketone compound;

wherein said mercaptoalkylpyridine is selected from the group consisting of 2-mercaptomethylpyridine, 3-mercaptomethylpyridine, 4-mercaptomethylpyridine, 2-(2-mercaptoethyl)pyridine, 3-(2-mercaptoethyl)pyridine, 4-(2-mercaptoethyl)pyridine, 2-(3-mercaptopropyl)pyridine, 3-(3-mercaptopropyl)pyridine, 4-(3-mercaptopropyl)pyridine, 2-(4-mercaptobutyl)pyridine, 3-(4-mercaptobutyl)pyridine, 4-(4-mercaptobutyl)pyridine and mixtures thereof.

14. The method according to claim 5 , wherein the pyridine compound is a mercaptoalkylpyridine.

15. The method according to claim 5 , comprising adding the pyridine compound in an amount of 10 ppt or more calculated as pyridine.

16. The method according to claim 5 , comprising adding the pyridine compound in an amount of 1 ppm or less calculated as pyridine.

17. The method according to claim 5 , wherein said bisphenol compound is bisphenol A.

18. The method according to claim 5 , wherein said bisphenol compound is produced by reacting a phenol compound with a ketone compound in the presence of an acid catalyst.

19. The method according to claim 5 , wherein said bisphenol compound is produced produced by reacting a phenol having a substituent group on the ring with a ketone.

20. The method according to claim 5 , wherein said pyridine compound is pyridine or a substituted pyridine having a substituent group on a carbon atom of the ring.

21. The method according to claim 5 , wherein said pyridine compound is selected from the group consisting of alkylpyridines, alkenylpyridines, mercaptoalkylpyridines and mixtures thereof.

22. The method according to claim 5 , wherein said pyridine compound is selected from the group consisting of 2-mercaptomethylpyridine, 3-mercaptomethylpyridine, 4-mercaptomethylpyridine, 2-(2-mercaptoethyl)pyridine, 3-(2-mercaptoethyl)pyridine, 4-(2-mercaptoethyl)pyridine, 2-(3-mercaptopropyl)pyridine, 3-(3-mercaptopropyl)pyridine, 4-(3-mercaptopropyl)pyridine, 2-(4-mercaptobutyl)pyridine, 3-(4-mercaptobutyl)pyridine, 4-(4-mercaptobutyl)pyridine and mixtures thereof.

23. The method according to claim 5 , wherein said pyridine compound is selected from the group consisting of 4-vinylpyridine, 2-vinylpyridine, 4-methylpyridine, 2-methylpyridine, 4-ethylpyridine, 2-ethylpyridine, 2,4-dimethylpyridine, and mixtures thereof.

24. The method according to claim 5 , wherein said pyridine compound is selected from the group consisting of 2:1 condensation products of a mercapto group of a mercaptoalkylpyridine with a ketone compound;

wherein said mercaptoalkylpyridine is selected from the group consisting of 2-mercaptomethylpyridine, 3-mercaptomethylpyridine, 4-mercaptomethylpyridine, 2-(2-mercaptoethyl)pyridine, 3-(2-mercaptoethyl)pyridine, 4-(2-mercaptoethyl)pyridine, 2-(3-mercaptopropyl)pyridine, 3-(3-mercaptopropyl)pyridine, 4-(3-mercaptopropyl)pyridine, 2-(4-mercaptobutyl)pyridine, 3-(4-mercaptobutyl)pyridine, 4-(4-mercaptobutyl)pyridine and mixtures thereof.

25. The bisphenol compound composition according to claim 1 , wherein said pyridine compound is 4-vinylpyridine.

26. The bisphenol compound composition according to claim 1 , wherein said pyridine compound is 4-(2-mercaptoethyl)-pyridine.

27. The method according to claim 5 , wherein said pyridine compound is 4-vinylpyridine.

28. The method according to claim 5 , wherein said pyridine compound is 4-(2-mercaptoethyl)-pyridine.

29. A bisphenol compound composition having excellent thermal stability, comprising:

a bisphenol compound; and

a pyridine compound in an amount of from 1 ppt to 10 ppm calculated as pyridine;

wherein said bisphenol compound is purified by crystallization.

Assignments (2)
CHANGE OF NAME Recorded Sep 5, 2017
From: MITSUBISHI RAYON CO., LTD.
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 043750/0834 →
MERGER Recorded Sep 4, 2017
From: MITSUBISHI CHEMICAL CORPORATION
To: MITSUBISHI RAYON CO., LTD.
Reel/Frame 043750/0207 →