IP Library Granted Patent US 10,017,603
Granted Patent B2
US 10,017,603 · App. 15/682,306 · Granted Jul 10, 2018

One component epoxy curing agents comprising hydroxyalkylamino cycloalkanes

Inventors: Gauri Sankar Lal (Whitehall, PA); Gamini Ananda Vedage (Bethlehem, PA); Stephen Michael Boyce (Bath, PA); Dilipkumar Nandlal Shah (Wescosville, PA); Atteye Houssein Abdourazak (Allentown, PA)
Assignee: Evonik Degussa GmbH
C08G59/56C08G59/506C08G59/5073
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Quick Facts
Patent No.
US 10,017,603
App. No.
15/682,306
Granted
Jul 10, 2018
Kind
B2
Abstract

Liquid epoxy curing agents that have improved latency over conventional liquid curing agents while retaining the physical properties of the cured material are disclosed. These liquid curing agents can be used for curing epoxy resins, or in combination with dicyandiamide (DICY) based curing agents in order to accelerate DICY curing.

Claims (13)

1. A latent curing and heat activated composition comprising: i) dicyandiamide, ii) at least one liquid tertiary amine salt curing agent accelerator having a viscosity of about 150 to about 200 cP, and iii) at least one epoxy resin; wherein the tertiary amine salt comprises a salt of at least one carboxylic acid and 1,4-bis(2-hydroxyethyl)piperazine, wherein the carboxylic acid comprises at least one member selected from the group consisting of acetic acid, propanoic acid, decanoic acid, dimer acid and mixtures thereof, wherein the amount of the curing agent accelerator ranges from about 1 phr to about 2 phr and wherein the composition is at least 85% cured when exposed to a temperature of 80° C. for 2 hours.

2. The composition of claim 1 wherein a cured composition has a Tg of about 90 to about 130° C.

3. The composition of claim 2 wherein the composition is substantially free of anhydrides and styrene and styrene containing compounds.

4. The composition of claim 1 wherein a cured composition has a flexural modulus when measured in accordance with ASTM C881 of about 14,000 to about 450,000 psi.

5. A cured epoxy resin obtained from the composition of claim 1 .

6. A latent heat curable composition consisting of: i) at least one epoxy resin, and ii) a curing agent consisting of dicyandiamide and a liquid carboxylic acid salt of 1,4-bis(2-hydroxyethyl)piperazine.

7. The composition of claim 6 wherein the composition is substantially free of anhydrides.

8. The composition of claim 6 wherein the ratio of amine to acid is about 1.0 to about 1.1.

9. The composition of claim 8 wherein the composition is at least 85% cured when exposed to a temperature of 80° C. for 2 hours.

10. The composition of claim 9 wherein the curing agent is between 5 weight percent and 7.4 weight percent of the composition.

11. The composition of claim 9 wherein the composition has a viscosity from about 6000 cp to about 20,000 cp for a period of about 2 days to about 8 days when measured at a temperature of 25° C.

12. The composition of claim 6 wherein the epoxy resin comprises bisphenol A diglycidyl ether.

13. The composition of claim 11 wherein the composition is cured when heated to a temperature of about 50 to about 150° C.

Assignments (3)
CHANGE OF NAME Recorded Dec 11, 2019
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051258/0207 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 17, 2018
From: AIR PRODUCTS AND CHEMICALS, INC.
To: EVONIK DEGUSSA GMBH
Reel/Frame 045967/0400 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 30, 2018
From: LAL, GAURI SANKAR; VEDAGE, GAMINI ANANDA; BOYCE, STEPHEN MICHAEL; SHAH, DILIPKUMAR NANDLAL; ABDOURAZAK, ATTEYE HOUSSEIN
To: AIR PRODUCTS AND CHEMICALS, INC.
Reel/Frame 045393/0879 →
Continuity (2)
Continuation 13857265 · Apr 5, 2013
Related Publication 20170342197A1 · Nov 30, 2017