Process for the production of polyisocyanates of isocyanurate structure

• US 3,996,223 A
• Filed: 10/28/1975
• Issued: 12/07/1976
• Est. Priority Date: 11/06/1974
• Status: Expired due to Term

• Current Assignee: Bayer AG
• Original Assignee: Bayer AG
• Inventors: Nast, Roland, Windemuth, Erwin, Gupta, Pramod
• Primary Examiner(s): Gotts, Lewis
• Assistant Examiner(s): Torrence, Dolph H.
• Application Number:
  US05/626,404
• Time in Patent Office: 406 Days
• Field of Search: 260/248 NS
• US Class Current: 544/193
• CPC Class Codes: C08G 18/022 the polymeric products containing isocyanurate groups
• CPC Class Codes: Y10S 521/902 Cellular polymer containing an isocyanurate structure

Abstract

Soluble polyisocyanates of isocyanurate structure are produced by heating polyisocyanates in the presence of Mannich bases and carbamic acid esters of isocyanates and secondary alcohols. When such a process is used, the polymerization reactions begin without incubation times and the catalysts need not be inactivated by introducing additives because they deactivate themselves at high temperatures.

Claims

1. A process for the production of organic polyisocyanates of isocyanurate structure comprising polymerizing organic polyisocyanates in the presence of catalysts which accelerate the trimerization of isocyanate groups to form isocyanurates, said catalyst comprising a mixture of Mannich bases and carbamic acid esters of isocyanates and alcohols with secondary hydroxyl groups.

2. The process of claim 1 comprising the further step of thermally deactivating the catalyst by heating the reaction mixture to a temperature of from about 90°

C to about 150°

C to thereby terminate the polymerization reaction.

3. The process of claim 2 wherein the deactivation of the catalyst occurs at an NCO content of the polyisocyanate mixture formed which corresponds to between 505 and 90% of the isocyanate content of the polyisocyanate mixture used at the beginning of the polymerization reaction.

4. The process of claim 1 wherein the carbamic acid esters used as co-catalysts are prepared in situ from isocyanates and secondary alcohols by adding a secondary alcohol to the polyisocyanate to be polymerized.

5. The process of claim 4 wherein the NCO:

OH molar ratio is between 4;

1 and 15;

1.

6. The process of claim 4 wherein the NCO:

OH molar ratio is between 6;

1 and 10;

1.

7. The process of claim 1 wherein the starting polyisocyanate and the carbamic acid ester based on isocyanates and secondary alcohols is heated to from 100°

to 130°

C and the Mannich base is added to the reaction mixture at that temperature.

8. The process of claim 1 wherein the Mannich bases are used in quantities of from 50 to 3000 ppm based on the reaction mixture as a whole.

9. The process of claim 1 wherein the Mannich bases are used in quantities of from 200 to 2000 ppm based on the reaction mixture as a whole.

10. The process of claim 1 wherein the Mannich bases used are prepared from phenol, formaldehyde and dimethyl amine.

11. The process of claim 1 wherein the starting polyisocyanate used is selected from the group consisting of 2,4-, 2,6-tolylene diisocyanate and a polyisocyanate of the diphenyl methane series.