Intermediate polyisocyanurate comprising materials

Patent metadata

Field	Value
Publication number	US-9631043-B2
Application number	US-201314413459-A
Country	US
Kind code	B2
Filing date	Jun 18, 2013
Priority date	Jul 17, 2012
Publication date	Apr 25, 2017
Grant date	Apr 25, 2017

Abstract

A stable partly cured polyisocyanate composition is disclosed which comprises polyisocyanurate (intermediate polyisocyanurate comprising material) and which is further curable. Furthermore a process for making the intermediate (partly cured) polyisocyanurate comprising material and a process for further curing the partly cured polyisocyanurate composition is disclosed. Also polyisocyanurate comprising materials made or obtainable from partly cured intermediate polyisocyanurate comprising material are disclosed and processes for further curing a partly cured polyisocyanurate comprising composition (intermediate material).

First claim

The invention claimed is:

1. A process for making a polyisocyanurate composition, the process comprising:
mixing a polyisocyanate composition with one or more compounds which comprise a group having the structure —CO—NH 2 ;
mixing an amount of a trimerization catalyst compound with the polyisocyanate composition and the one or more compounds which comprise a group having the structure —CO—NH 2 to form a reaction mixture, wherein the amount of trimerization catalyst compound is such that the number of equivalents of compounds which comprise a group having the structure —CO—NH 2 over the number of trimerization catalyst equivalents is below 4 and higher than 0.75; and
allowing the reaction mixture to react to form a polyisocyanurate composition comprising polyisocyanurate compounds,
wherein the polyisocyanurate composition comprises 5 to 30 wt. % free isocyanate groups, and
wherein the concentration of the polyisocyanurate compounds in the polyisocyanurate composition does not change more than 10% from its initial value when kept at room temperature and ambient pressure for at least 5 hours.

2. The process according to claim 1 , wherein the step of allowing the composition to react gives rise to an elevated temperature below 90° C. without externally heating the mixture and naturally cools down to room temperature.

3. The process according to claim 1 , wherein the polyisocyanate composition further comprises a monool or polyol composition having an average molecular weight of preferably 32 to 6000 Daltons and an average nominal functionality of 1 to 8.

4. The process according to claim 1 , wherein the polyisocyanate compounds in the polyisocyanate composition are selected from a toluene diisocyanate, a methylene diphenyl diisocyanate or a polyisocyanate composition comprising a methylene diphenyl diisocyanate or a mixture of such polyisocyanates.

5. The process according to claim 1 , wherein the trimerization catalyst compound is selected from one or more organic salts.

6. The process according to claim 1 , wherein the trimerization catalyst compound is selected from a composition containing LiCl and an epoxy resin provided that the number of LiCl equivalents over the number of epoxy equivalents is in the range 1:2 to 1:80.

7. The process according to claim 1 , further comprising adding an epoxy resin to the polyisocyanate composition before or after the step of allowing the reaction mixture to react, wherein the amount of epoxy resin added is such that the number of equivalents of compounds having a —CO—NH 2 group in the polyisocyanate composition is smaller than or equal to the number of epoxy equivalents.

8. A polyisocyanurate composition obtained by the process according to claim 1 .

9. The polyisocyanurate composition according to claim 8 , further comprising additives, a to-be-bonded material, or combinations thereof.

10. The process according to claim 1 , wherein the polyisocyanurate composition comprises 15 to 25 wt. % free isocyanate groups.

11. The process according to claim 1 , wherein the final concentration of the polyisocyanurate compounds does not change more than 10% from its initial value when kept at room temperature and ambient pressure for at least 24 hours.

12. The process according to claim 1 , wherein the number of equivalents of compounds which comprise a group having the structure —CO—NH 2 over the number of trimerization catalysts equivalents is below 3 and higher than 1.

13. The process according to claim 1 , wherein the number of equivalents of compounds which comprise a group having the structure —CO—NH 2 over the number of trimerization catalysts equivalents is below 2 and higher than 1.

14. The process according to claim 1 , wherein the number of equivalents of compounds which comprise a group having the structure —CO—NH 2 over the number of trimerization catalysts equivalents is below 1.5 and higher than 1.

15. The process according to claim 3 , wherein the monool or polyol composition comprises polyester, polyether polyols, or combinations thereof.

16. The process according to claim 5 , wherein the organic salt is selected from alkali metal, earth alkali metal, organic salts, quaternary ammonium organic salts, carboxylates, alkoxides, or mixtures thereof.

17. The process according to claim 16 , wherein the carboxylates or alkoxides comprise potassium acetate, potassium hexanoate, potassium ethylhexanoate, potassium octanoate, potassium lactate, sodium ethoxide, sodium formate, potassium formate, sodium acetate, and potassium benzoate.

18. The process according to claim 6 , wherein the number of LiCl equivalents over the number of epoxy equivalents is in the range 1:2 to 1:40.

19. The process according to claim 6 , wherein the number of LiCl equivalents over the number of epoxy equivalents is in the range 1:4 to 1:30.

20. The process according to claim 1 , wherein the trimerization catalyst compound is simultaneously mixed with the polyisocyanate composition and the one or more compounds containing a group having the structure —CO—NH 2 to form the reaction mixture.

21. The polyisocyanurate composition according to claim 8 , wherein the polyisocyanurate composition further comprises an epoxy resin.

22. A process for further curing the polyisocyanurate composition according to claim 21 , comprising heating the material according to claim 21 at a temperature greater than or equal to 90° C. for a time ranging from 2 minutes to 2 hours.

23. The process according to claim 22 , said process further comprising adding a trimerization catalyst to the polyisocyanurate composition before heating the polyisocyanurate composition.

24. The process according to claim 22 , said process further comprising adding and mixing at least one of an additive and a to-be-bonded material with the polyisocyanurate composition before heating the polyisocyanurate composition.

25. A process for making a polyisocyanurate composition, the process comprising:
mixing a polyisocyanate composition with one or more compounds which comprise a group having the structure —CO—NH 2 ;
mixing an amount of a trimerization catalyst compound with the polyisocyanate composition and the one or more compounds which comprise a group having the structure —CO—NH 2 to form a reaction mixture, wherein the amount of trimerization catalyst compound is such that the number of equivalents of compounds which comprise a group having the structure —CO—NH 2 over the number of trimerization catalyst equivalents is below 4 and higher than 0.75; and
allowing the reaction mixture to react to form a polyisocyanurate composition comprising polyisocyanurate compounds and a compound having an acylurea group comprising the structure —CO—NH—CO—NH—,
wherein the polyisocyanurate composition comprises 5 to 30 wt. % free isocyanate groups, and
wherein the concentration of the polyisocyanurate compounds in the polyisocyanurate composition does not change more than 10% from its initial value when kept at room temperature and ambient pressure for at least 5 hours.

26. The process according to claim 25 , wherein the trimerization catalyst compound is simultaneously mixed with the polyisocyanate composition and the one or more compounds containing a group having the structure —CO—NH 2 to form the reaction mixture.

Assignees

• Huntsman Int Llc

Inventors

• Esbelin Christian
• Verbeke Hugo
• Verbeke Hans Godelieve Guido

Classifications

• C08G18/22

  containing metal compounds · CPC title

• C08G18/16 Primary

  Catalysts (catalysts in general B01J) · CPC title

• C08J2463/00

  Characterised by the use of epoxy resins; Derivatives of epoxy resins · CPC title

• C08G18/092

  oligomerisation to isocyanurate groups · CPC title

• C08G18/00 Primary

  Polymeric products of isocyanates or isothiocyanates · CPC title