Aldehyde comprising compounds suitable for making curable polyisocyanate compositions

Patent metadata

Field	Value
Publication number	US-10227439-B2
Application number	US-201414890639-A
Country	US
Kind code	B2
Filing date	May 9, 2014
Priority date	May 24, 2013
Publication date	Mar 12, 2019
Grant date	Mar 12, 2019

Abstract

A curable polyisocyanate composition comprising at least one or more polyisocyanate compounds, at least one or more trimerization catalyst compounds, at least one or more aldehyde compounds wherein the aldehyde compound is selected from compounds with the structure R—CHO wherein CHO is an aldehyde group and R is a hydrocarbyl group selected from an alkyl, alkenyl or aryl having 1-50 carbon atoms, preferably 1-20 carbon atoms, and at least one or more compounds selected from compounds which comprise a carboxamide group having the structure —CO—NH2 and/or from compounds which comprise a group having the structure —CO—NH—CO—.

First claim

The invention claimed is:

1. A process for making a polyisocyanurate material, said process comprising at least the steps of:
(a) forming an polysisocyanate composition by combining and mixing one or more polyisocyanates, one or more compounds selected from compounds which comprise a carboxamide group having the structure —CO—NH 2 and from compounds which comprise a group having the structure —CO—NH—CO—, and one or more trimerization catalyst compounds wherein the compounds which comprise the carboxamide group inhibit the catalytic effect of the trimerization catalyst compounds;
(b) adding one or more aldehyde compounds to the polyisocyanate composition of step (a) wherein the aldehyde compounds reactivate the catalytic effect of the trimerization catalyst; and wherein the number of equivalents of compounds having a —CO—NH—CO-group in the curable polyisocyanate composition is smaller or equal than the number of aldehyde equivalents;
(c) forming an intermediate and further curable polyisocyanurate material by allowing the polyisocyanate composition formed in step (b) to react at an elevated temperature, wherein the elevated temperature is greater than room temperature but below 90° C.;
(d) cooling the intermediate polyisocyanurate material formed in step (c) back to room temperature; and
(e) heating the intermediate polyisocyanurate material after step (d) to above 90° C. to cure the intermediate polyisocyanurate material thereby forming the polyisocyanruate material.

2. The process for making the polyisocyanurate material according to claim 1 , wherein the number of equivalents of compounds comprising a carboxamide group having the structure —CO—NH 2 is at least 4 times higher than the number of catalyst compound equivalents and the final concentration of the compound comprising a —CO—NH—CO—group in the curable polyisocyanate composition is such that the ratio of —CO—NH—CO—groups to the number of isocyanate groups is at most 1.

3. The process for making the polyisocyanurate material according to claim 1 , adding an additive to the intermediate polyisocyanurate material after step (b) but before step (d), wherein said additive comprises wood chips, wood dust, wood flakes, wooden plates; paper and cardboard; sand, vermiculite, clay, cement and other silicates; ground rubber, ground thermoplastics, ground thermoset materials; honeycombs of any material; metal particles and plates; cork; natural fibers; synthetic fibers; mineral fibers; mineral fillers; nanoparticles; glass beads, ground glass, hollow glass beads; expanded or expandable beads; untreated or treated waste; woven and non-woven textiles; and combinations thereof.

4. The process for making the polyisocyanurate material according to claim 1 , wherein the polyisocyanruate material is heated for at least a few minutes and up to 2 hours.

5. The process for making the polyisocyanurate material according to claim 1 , wherein before step (d) adding additional trimerization catalyst to the intermediate polyisocyanurate material.

6. The process for making the polyisocyanurate material according to claim 1 , wherein the intermediate polyisocyanurate material has an NCO value ranging from 5-30% by weight and has a final concentration of polyisocyanurate compounds which does not change more than 10% from its initial value (calculated as a change in NCO value) when kept at room temperature and ambient pressure for a time period that is greater or equal than 5 hours.

Assignees

• Huntsman Int Llc
• Huntsman Europe Bvba

Inventors

• Verbeke Hugo
• Verbeke Hans Godelieve Guido
• Esbelin Christian

Classifications

• C08G18/797

  containing carbodiimide and/or uretone-imine groups · CPC title

• C08G18/791

  containing isocyanurate groups · CPC title

• C08G18/7818

  containing ureum or ureum derivative groups · CPC title

• C08G18/7671

  containing only one alkylene bisphenyl group · CPC title

• C08G18/4845

  containing oxypropylene or higher oxyalkylene end groups · CPC title