IP Library › Patent Application 14423459
Patent Application
App. No. 14/423,459

CURABLE COMPOSITIONS

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Quick Facts
Patent No.
US None
App. No.
14/423,459
Abstract

A curing agent composition including (a) at least one phenalkamine blended with (b) at least one styrenated phenol or styrenated phenol novolac compound to form a curing agent composition for an epoxy compound; a curable resin composition including (I) at least one epoxy compound; and (II) at least one phenalkamine blended with (III) at least one styrenated phenol or styrenated phenol novolac compound; and a thermoset prepared from the above curable composition.

Claims (26)

1 . A curing agent composition comprising: (a) at least one phenalkamine; and (b) at least one styrenated phenol or styrenated phenol novolac compound.

2 . The curing agent composition of claim 1 , wherein the phenalkamine comprises a phenalkamine produced from ethylenediamine.

3 . The curing agent composition of claim 1 , wherein the phenalkamine comprises polymer of cashew nutshell liquid with formaldehyde and ethylenediamine.

4 . The curing agent composition of claim 1 , wherein the phenalkamine compound comprises a product prepared by a Mannich reaction of cashew nutshell liquid with formaldehyde and a polyamine.

5 . The curing agent composition of claim 1 , wherein the phenalkamine compound comprises a compound defined by Structure (I) as follows:

wherein R 0 and R 0 ′ each can be a straight alkyl with 15 carbons and 0 to 3 C═C bond(s) or a straight alkyl with 17 carbons and 1 to 3 C═C bond(s); R 1 and R 2 each can be hydrogen (—H), hydroxyl (—OH); R c can be hydrogen (—H) or carboxyl (—COOH); a can be 0 to 2; b can be 0 or a natural number less than or equal to 20; c can be 0 or 1; a+b+c≠0; and X 1 , X 2 , and X 3 each can be a bivalent or multivalent group.

6 . The curing agent composition of claim 5 , wherein R 0 and R 0 ′ each can be a straight alkyl with 15 carbons and 0 to 3 C═C bond(s) selected from the group consisting of —C 15 H 31 , —C 15 H 29 , —C 15 H 27 , and —C 15 H 25 , or a straight alkyl with 17 carbons and 1 to 3 C═C bond(s) selected from the group consisting of —C 17 H 33 , —C 17 H 31 , and —C 17 H 29 .

7 . The curing agent composition of claim 5 , wherein X 1 , X 2 , and X 3 each can be a bivalent or multivalent group selected from the group consisting of an ethylene aliphatic, an amino ethylene, a polyoxyalkylene, acycloaliphatic, an aromatic, and a polycyclic structure.

8 . The curing agent composition of claim 1 , wherein the at least one styrenated phenol or styrenated phenol novolac compound includes two substances in which a phenol or phenol novolac has at least one alpha-methylbenzyl or alpha,alpha-dimethylbenzyl substituent.

9 . The curing agent composition of claim 8 , wherein the alpha,alpha-dimethylbenzyl derivative carries one or more t-butyl groups.

10 . The curing agent composition of claim 9 , wherein the t-butyl groups are introduced by including isobutylene as a reactant in the composition.

11 . The curing agent composition of claim 8 , wherein the at least one styrenated phenol or styrenated phenol novolac compound is prepared from phenol or phenol novolac by acid-catalyzed alkylation with styrene or alpha-methylstyrene.

12 . The curing agent composition of claim 1 , wherein the weight ratio of the phenalkamine to the styrenated phenol or styrenated phenol novolac compound is sufficient to form a curing agent composition for an epoxy compound.

13 . The curing agent composition of claim 12 , wherein the weight ratio of the phenalkamine to the styrenated phenol or styrenated phenol novolac compound is from about 1:1 to about 99:1.

14 . The curing agent composition of claim 1 , wherein the curing agent composition has an exotherm release peak temperature at ambient temperature of less than about 125° C. while the curing agent composition maintains a reactivity of less than about 150 minutes.

15 . A process for preparing a curing agent composition comprising admixing: (a) at least one phenalkamine and (b) at least one styrenated phenol or styrenated phenol novolac compound to form a curing agent composition for an epoxy compound.

16 . A curable composition comprising: (I) at least one epoxy compound; (II) at least one phenalkamine, and (III) at least one styrenated phenol or styrenated phenol novolac compound.

17 . The curable composition of claim 16 , wherein the epoxide compound comprises at least one liquid epoxy resin (LER) component to form the epoxy matrix in a final curable composition.

18 . The curable composition of claim 16 , including a second curing agent separate and different from compounds (II) and (III), a filler, a reactive diluent, a flexibilizing agent, a processing aide, a toughening agent, or a mixture thereof.

19 . A process for preparing a curable composition comprising admixing: (I) at least one epoxy compound; (II) at least one phenalkamine; and (III) at least one styrenated phenol or styrenated phenol novolac compound.

20 . A process for preparing a thermoset comprising:

(i) providing a mixture of: (I) at least one epoxy compound; and (II) at least one phenalkamine; and (III) at least one styrenated phenol or styrenated phenol novolac compound; and

(ii) curing the curable composition of step (i).

21 . The process of claim 20 , wherein the curing step (ii) is carried out at a temperature of from about 15° C. to about 25° C.; and at a relative humidity of 55±5 percent.

22 . A cured thermoset article prepared by the process of claim 20 .

23 . The cured thermoset article of claim 22 , wherein the thermoset is a composite.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 24, 2015
From: DOW GLOBAL TECHNOLOGIES LLC
To: BLUE CUBE IP LLC
Reel/Frame 036397/0972 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 6, 2015
From: CHEN, CARRIE C.; ZHANG, YI; ZHOU, WEI
To: DOW CHEMICAL (CHINA) INVESTMENT COMPANY LIMITED
Reel/Frame 036268/0641 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 6, 2015
From: DOW CHEMICAL (CHINA) INVESTMENT COMPANY LIMITED
To: THE DOW CHEMICAL COMPANY
Reel/Frame 036268/0958 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 6, 2015
From: THE DOW CHEMICAL COMPANY
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 036293/0946 →