IMIDAZOLIUM MONOCARBOXYLATE SALT AND METHOD FOR PREPARATION THEREOF

• US 20120157688A1
• Filed: 12/20/2010
• Published: 06/21/2012
• Est. Priority Date: 12/20/2010
• Status: Abandoned Application

• Current Assignee: E. I. du Pont de Nemours and Company (Corteva, Inc.)
• Original Assignee: E. I. du Pont de Nemours and Company (Corteva, Inc.)
• Inventors: RAJENDRAN, GOVINDASAMY PARAMASIVAM
• Application Number:
  US12/972,622
• Publication Number:
  US 20120157688A1
• Time in Patent Office: Days
• US Class Current: 548/335.1
• CPC Class Codes: C07D 233/56 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
• CPC Class Codes: C07D 233/96 having three double bonds between ring members or between ring members and non-ring members

Abstract

Imidazolium monocarboxylate salt compositions are suitable for use as latent catalysts in curable epoxy compositions. The curable compositions prepared therefrom are used to prepare coated substrates, and to produce conformally sealed printed wiring boards. Method for preparation and curing are also provided. Of particular utility are compositions comprising 2-ethyl-4-methyl imidazolium monocarboxylate salts.

Claims

1. A composition comprising an imidazolium monocarboxylate salt represented by Structure I,

2. The composition of claim 1 wherein R₁ is aryl.

3. The composition of claim 1 wherein R₁ is phenyl, 4-methyl phenyl, naphthyl, 4-ethyl phenyl, or hexyl.

4. The composition of claim 3 wherein R₁ is phenyl.

5. The composition of claim 1 wherein R₄ is H.

6. The composition of claim 1 wherein R₂ is ethyl and R₃ is methyl.

7. The composition of claim 4 wherein R₂ is ethyl and R₃ is methyl.

8. The composition of claim 1 wherein the imidazolium monocarboxylate salt is 2-ethyl-4-methyl imidazolium benzoate.

9. A process comprising combining in a mutual solvent an imidazole and a carboxylic acid to form a reaction mixture, heating said reaction mixture to reflux temperature and holding thereat at least until the desired degree of conversion has been reached;

wherein the carboxylic acid is an aliphatic carboxylic acid, including aryl aliphatic carboxylic acid, or aromatic carboxylic acid; and

wherein the imidazole is represented by Structure II,

10. The process of claim 9 wherein the carboxylic acid is aromatic

11. The process of claim 9 wherein the caroboxylic acid is benzoic acid, tolueic acid (4-methyl benzoic acid), napthanoic acid, 4-ethyl benzoic acid or hexanoic acid.

12. The process of claim 11 wherein R₁ is benzoic acid.

13. The process of claim 9 wherein R₄ is H.

14. The process of claim 9 wherein R₂ is ethyl and R₄ is methyl.

15. The process of claim 12 wherein R₂ is ethyl and R₄ is methyl.

16. The process of claim 9 wherein the imidazole is monocarboxylate salt is 2-ethyl-4-methyl imidazole and the carboxylic acid is benzoic acid.

17. The process of claim 16 wherein the reflux temperature is 85°

C.