Process for the production of polyisocyanates containing isocyanurate groups

• US 4,115,373 A
• Filed: 11/01/1976
• Issued: 09/19/1978
• Est. Priority Date: 11/18/1975
• Status: Expired due to Term

• Current Assignee: Bayer AG
• Original Assignee: Bayer AG
• Inventors: Henes, Gerhard, Zirner, Joachim, Gupta, Pramod, Muller, Hans Jurgen
• Primary Examiner(s): Cockeram, H.S.
• Application Number:
  US05/737,747
• Time in Patent Office: 687 Days
• Field of Search: 260/2.5 AW, 260/77.5 NC, 260/31.2 N, 260/31.8 R, 260/453 P
• US Class Current: 528/48
• CPC Class Codes: C07D 251/34 Cyanuric or isocyanuric esters
• CPC Class Codes: C08G 18/791 containing isocyanurate groups

Abstract

This invention relates to a new process for the production, in inert organic solvents, of physiologically compatible polyisocyanates containing isocyanurate groups which have a monomeric diisocyanate content, based on solids, of at most 0.7%, by weight. The process uses Mannich bases as the trimerizing catalyst at temperatures below 60° C and the reaction is terminated at the desired degree of trimerization by thermally decomposing the catalyst or by deactivating with a catalyst poison.

Claims

1. A process for the production of polyisocyanates containing isocyanurate groups and having a monomeric diisocyanate content, based on solids, of at most 0.7%, by weight, comprising (1) partially trimerizing the isocyanate groups in organic diisocyanates in the presence of catalysts which accelerate the trimerizing reaction of isocyanate groups and (2) terminating the trimerizing reaction at the desired degree of trimerization by thermally decomposing the catalyst used or by deactivating the catalyst used by adding a catalyst poison, wherein

(a) Mannich bases are used as catalysts and

(b) the trimerizing reaction is carried out in the presence of inert solvents at a temperature below 60°

C.

2. The process of claim 1, wherein 2,4-diisocyanato toluene is used as the organic diisocyanate.

3. The process of claim 1 wherein said solvent is an ester.

4. The process of claim 3 wherein the solvent is selected from the group consisting of butyl acetate, ethyl acetate, ethyl glycol acetate, dibutyl phthalate, and diphenyl octyl phthalate.

5. The process of claim 1 wherein said Mannich base is prepared from (A) a monohydric or polyhydric phenol containing at least one CH-bond condensable with respect to formaldehyde in the o- and/or p-position, (B) formaldehyde and (C) dimethyl amine.

6. The process of claim 1 wherein said catalyst poison is an alkylating or acylating agent.

7. The process of claim 1 wherein the Mannich base is used in a concentration of from 200 to 2,500 ppm based on the starting polyisocyanate.

8. The process of claim 1 wherein the reaction is stopped after from 60 to 70% of the isocyanate groups present in the starting isocyanate have been trimerized.

9. The product of the process of claim 1.

10. A process for the production of polyurethane plastics by reacting the polyisocyanates of claim 1 with compounds containing isocyanate-reactive hydrogen atoms by the isocyanate polyaddition process.