IP Library Granted Patent US 8,642,714
Granted Patent B2
US 8,642,714 · App. 12/162,277 · Granted Feb 4, 2014

Phenol resin and resin composition

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Quick Facts
Patent No.
US 8,642,714
App. No.
12/162,277
Granted
Feb 4, 2014
Kind
B2
Abstract

The present invention provides a phenol resin having, as a unit in its main-chain skeleton, a structure represented by the following general formula (I), as well as a resin composition using the same. According to the phenol resin of the invention, epoxylation thereof, chemical modification thereof, reaction thereof with an epoxy resin, and the like are facilitated. Phenol resins ranging from low-molecular-weight resins rich in fluidity to high-melting resins can be synthesized, and these phenol resins are industrially useful. When the phenol resin of the present invention is used as a hardening agent for epoxy resin etc., its resin composition can give a cured product of high Tg without deteriorating adhesiveness.

Claims (44)

1. A novolac phenol resin having, as a unit in a main-chain skeleton of the resin, a structure represented by the following general formula (I):

wherein the novolac phenol resin has a structure represented by general formulae (V),

wherein m and n each represent a positive number, and Ar represents at least one of organic groups represented by formulae (VIa) and (VIb) below,

wherein R 1 and R 4 are selected from a hydroxyl group and a hydrogen atom, and R 2 and R 3 are independently selected from a hydrogen atom and an alkyl group having 1 to 8 carbon atoms, and wherein the novolac phenol resin has an average hydroxyl equivalent of 65 to 130.

2. A novolac phenol resin having, as a unit in a main-chain skeleton of the resin, a structure represented by the following general formula (II):

wherein the novolac phenol resin has a structure represented by general formulae (VII),

wherein m and n each represent a positive number, and Ar represents at least one of organic groups represented by formulae (VIa) and (VIb) below,

wherein R 1 and R 4 are selected from a hydroxyl group and a hydrogen atom, and R 2 and R 3 are independently selected from a hydrogen atom and an alkyl group having 1 to 8 carbon atoms, and wherein the novolac phenol resin has an average hydroxyl equivalent of 65 to 130.

3. A novolac phenol resin having, as a unit in a main-chain skeleton of the resin, a structure represented by the following general formula (III):

wherein the novolac phenol resin has a structure represented by general formulae (VIII),

wherein m and n each represent a positive number, and Ar represents at least one of organic groups represented by formulae (VIa) and (VIb) below,

wherein R 1 and R 4 are selected from a hydroxyl group and a hydrogen atom, and R 2 and R 3 are independently selected from a hydrogen atom and an alkyl group having 1 to 8 carbon atoms, and wherein the novolac phenol resin has an average hydroxyl equivalent of 65 to 130.

4. A novolac phenol resin having, as a unit in a main-chain skeleton of the resin, a structure represented by the following general formula (IV):

wherein the novolac phenol resin has a structure represented by general formulae (IX),

wherein m and n each represent a positive number, and Ar represents at least one of organic groups represented by formulae (VIa) and (VIb) below,

wherein R 1 and R 4 are selected from a hydroxyl group and a hydrogen atom, and R 2 and R 3 are independently selected from a hydrogen atom and an alkyl group having 1 to 8 carbon atoms, and wherein the novolac phenol resin has an average hydroxyl equivalent of 65 to 130.

5. A resin composition comprising the novolac phenol resin of claim 1 .

6. A resin composition comprising the novolac phenol resin of claim 2 .

7. A resin composition comprising the novolac phenol resin of claim 3 .

8. A resin composition comprising the novolac phenol resin of claim 4 .

9. A novolac phenol resin having, as a unit in a main-chain skeleton of the resin, a structure represented by the following general formula (I):

wherein the novolac phenol resin has a structure represented by general formulae (V),

wherein m and n each represent a positive number, and Ar represents at least one of organic groups represented by formulae (VIa) and (VIb) below,

wherein R 1 and R 4 are selected from a hydroxyl group and a hydrogen atom, and R 2 and R 3 are independently selected from a hydrogen atom and an alkyl group having 1 to 8 carbon atoms, and wherein the novolac phenol resin is obtained by reaction between a dihydroxybenzene and an aldehyde, and has an average hydroxyl equivalent of 65 to 130.

10. A novolac phenol resin according to claim 1 , wherein R 1 , R 2 , R 3 and R 4 are each a hydrogen atom.

11. A novolac phenol resin according to claim 2 , wherein R 1 , R 2 , R 3 and R 4 are each a hydrogen atom.

12. A novolac phenol resin according to claim 3 , wherein R 1 , R 2 , R 3 and R 4 are each a hydrogen atom.

13. A novolac phenol resin according to claim 4 , wherein R 1 , R 2 , R 3 and R 4 are each a hydrogen atom.

14. A resin composition comprising the novolac phenol resin of claim 9 .

15. A novolac phenol resin having, as a unit in a main-chain skeleton of the resin, a structure represented by the following general formula (II):

wherein the novolac phenol resin has a structure represented by general formulae (VII),

wherein m and n each represent a positive number, and Ar represents at least one of organic groups represented by formulae (VIa) and (VIb) below,

wherein R 1 and R 4 are selected from a hydroxyl group and a hydrogen atom, and R 2 and R 3 are independently selected from a hydrogen atom and an alkyl group having 1 to 8 carbon atoms, and wherein the novolac phenol resin is obtained by reaction between a dihydroxybenzene and an aldehyde, and has an average hydroxyl equivalent of 65 to 130.

16. A novolac phenol resin having, as a unit in a main-chain skeleton of the resin, a structure represented by the following general formula (III):

wherein the novolac phenol resin has a structure represented by general formulae (VIII),

wherein m and n each represent a positive number, and Ar represents at least one of organic groups represented by formulae (VIa) and (VIb) below,

wherein R 1 and R 4 are selected from a hydroxyl group and a hydrogen atom, and R 2 and R 3 are independently selected from a hydrogen atom and an alkyl group having 1 to 8 carbon atoms, wherein the novolac phenol resin is obtained by reaction between a dihydroxybenzene and an aldehyde, and has an average hydroxyl equivalent of 65 to 130.

17. A novolac phenol resin having, as a unit in a main-chain skeleton of the resin, a structure represented by the following general formula (IV):

wherein the novolac phenol resin has a structure represented by general formulae (IX),

wherein m and n each represent a positive number, and Ar represents at least one of organic groups represented by formulae (VIa) and (VIb) below,

wherein R 1 and R 4 are selected from a hydroxyl group and a hydrogen atom, and R 2 and R 3 are independently selected from a hydrogen atom and an alkyl group having 1 to 8 carbon atoms, wherein the novolac phenol resin is obtained by reaction between a dihydroxybenzene and an aldehyde, and having an average hydroxyl equivalent of 65 to 130.

18. A resin composition comprising the novolac phenol resin of claim 15 .

19. A resin composition comprising the novolac phenol resin of claim 16 .

20. A resin composition comprising the novolac phenol resin of claim 17 .

Assignments (5)
CHANGE OF ADDRESS Recorded Feb 14, 2024
From: RESONAC CORPORATION
To: RESONAC CORPORATION
Reel/Frame 066599/0037 →
CHANGE OF NAME Recorded Mar 3, 2023
From: SHOWA DENKO MATERIALS CO., LTD.
To: RESONAC CORPORATION
Reel/Frame 062946/0125 →
CHANGE OF NAME Recorded Mar 2, 2023
From: HITACHI CHEMICAL COMPANY, LTD.
To: SHOWA DENKO MATERIALS CO., LTD.
Reel/Frame 062917/0865 →
CHANGE OF ADDRESS Recorded Nov 27, 2013
From: HITACHI CHEMICAL COMPANY, LTD.
To: HITACHI CHEMICAL COMPANY, LTD.
Reel/Frame 031744/0317 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 25, 2008
From: SUE, HARUAKI; SATOU, KUNIAKI; MATSUZAKA, OSAMU
To: HITACHI CHEMICAL CO., LTD.
Reel/Frame 021295/0555 →