Amidopolyamines with Enhanced Gel-Time for Elevated Temperature Applications

Patent metadata

Field	Value
Publication number	US-2016122467-A1
Application number	US-201514932095-A
Country	US
Kind code	A1
Filing date	Nov 4, 2015
Priority date	Nov 4, 2014
Publication date	May 5, 2016
Grant date	—

Abstract

An epoxy curing agent is disclosed that can be obtained by reacting at least one carboxylic acid with at least one polyamine. The disclosed curing agent can be obtained by preparing an amidoamine with about 0.15 to about 0.30 molar excess of carboxylic acid.

First claim

1 . An epoxide-based composition, comprising
(A) an epoxide component comprising at least one phenyl glycidyl ether polyepoxide having at least two epoxide group of oxirane structure in the molecule; and, (B) A curing agent component comprising an amidoamine of a polyamine with tall oil fatty acid which is obtained by reacting one molar equivalent of the polyamine with 1.15-1.30 molar equivalent of tall oil fatty acid.

2 . The composition of claim 1 wherein the composition has a viscosity of less than about 20,000 cP within about 11 to about 30 h of combining the epoxide component and the curing agent component.

3 . The composition of claim 1 wherein the composition has a curing temperature between about 60 to about 100° C.

4 . A method for producing a curing agent comprising reacting at least one carboxylic acid with at least one polyamine.

5 . The method of claim 4 wherein about 0.15 to about 0.30 molar excess of carboxylic acid to polyamines is reacted at a temperature above 190° C.

6 . The method of claim 4 wherein the carboxylic acid comprise at least one member selected from the group consisting of octanoic acid, 2-ethylhexanoic acid, decanoic acid, dodecanoic acid, and tall oil fatty acid and dimer fatty acid.

7 . The method of claim 4 wherein the polyamine comprises at least one member selected from the group consisting of polyethyleneamines, dipropylenetriamine, polypropyleneamines, N-3-aminopropyl ethylenediamine, aminopropylated ethylenediamines, aminopropylated propylenediamines, 1,6-hexanediamine, 3,3,5-trimethyl-1,6-hexanediamine, tripropylenetetramine, N-3-aminopropyl-1,3-diaminopropane, N,N′-bis(3-aminopropyl)-1,3-diaminopropane, N,N,N′-tris(3-aminopropyl)-1,3-diaminopropane, 2-methyl-1,5-pentanediamine, N,N′-bis(3-aminopropyl) ethylenediamine (N4), N,N,N′-tris(3-aminopropyl) ethylenediamine (N5), and any combination thereof.

8 . The method of claim 4 wherein the curing agent has a structure of:

R=alkyl chain of 8-20 carbon atoms n=2-3, R′=polyalkylamine chain with or without an imidazoline ring.

9 . The composition of claim 1 wherein the curing agent is produced by the method of claim 4 .

10 . Use of the composition of claim 1 for making a coating.

11 . The use of claim 10 wherein the coating is applied onto the interior of a pipeline.

12 . The use of claim 10 wherein the coating comprises about 100 parts resin to about 80 parts of the curing agent.

Assignees

• Air Prod & Chem

Inventors

• Lal Gauri Sankar
• Ananthachar Sudhir
• Boyce Stephen Michael

Classifications

• C09D163/00

  Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins · CPC title

• C08G59/54 Primary

  Amino amides> · CPC title

• C07C233/38

  having the carbon atom of the carboxamide group bound to a carbon atom of an acyclic unsaturated carbon skeleton · CPC title

• C08G59/22

  Di-epoxy compounds · CPC title