Solvent-borne system for forming an n-acyl urea coating
US-10435499-B2 · Oct 8, 2019 · US
US9982083B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9982083-B2 |
| Application number | US-201515120292-A |
| Country | US |
| Kind code | B2 |
| Filing date | Feb 19, 2015 |
| Priority date | Feb 20, 2014 |
| Publication date | May 29, 2018 |
| Grant date | May 29, 2018 |
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A composition for forming a polyiso-urea includes a capped polycarbodiimide and a polyol. The capped polycarbodiimide comprises the reaction product of a diisocyanate and a monoisocyanate in the presence of an oxygen scavenger and a carbodiimidization catalyst and in the absence of solvent, has 0.25 wt. % or less of free isocyanate groups, and is a liquid at 25° C. A polyiso-urea comprises the reaction product of the capped polycarbodiimide and the polyol.
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What is claimed is: 1. A composition for forming a polyiso-urea, said composition comprising: a capped polycarbodiimide comprising the reaction product of a diisocyanate and a monoisocyanate reacted in the presence of an oxygen scavenger and a carbodiimidization catalyst which is different than said oxygen scavenger, and in the absence of solvent, wherein said capped polycarbodiimide is a liquid at 25° C. and has 0.25 wt. % or less of free isocyanate; and a polyether polyol and/or a catalytic polyol, wherein said catalytic polyol is derived from an amine-based initiator. 2. A composition as set forth in claim 1 wherein said diisocyanate is selected from 2,4-toluene diisocyanate, 2,6-toluene diisocyanate, and combinations thereof and said monoisocyanate is an aromatic monoisocyanate. 3. A composition as set forth in claim 1 wherein said capped polycarbodiimide has the following formula: R 2 —N═C═N—[R 1 —N═C═N] n —R 2 wherein each R 1 is an alkyl, a cycloalkyl, an aromatic, a heterocyclic, or a heteroaryl group, each R 2 is independently an alkyl, a cycloalkyl, an aromatic, a heterocyclic, or a heteroaryl group, and n is an integer from 1 to 100. 4. A composition as set forth in claim 3 wherein R 2 is a C 1 -C 12 alkyl, a C 1 -C 12 cycloalkyl, a C 6 -C 12 aromatic, a C 6 -C 12 heterocyclic, or a C 6 -C 12 heteroaryl. 5. A composition as set forth in claim 3 wherein R′ is a C 1 -C 12 alkyl, a C 1 -C 12 cycloalkyl, a C 6 -C 12 aromatic, a C 6 -C 12 heterocyclic, or a C 6 -C 12 heteroaryl group. 6. A composition as set forth in claim 1 wherein said polyol has a nominal functionality of from about 2 to about 8 and/or a number average molecular weight of equal to or less than about 1,500 g/mol. 7. A composition as set forth in claim 1 consisting essentially of said capped polycarbodiimide and said polyol. 8. A composition as set forth in claim 1 having a pot life of greater than 0.5 years. 9. A composition as set forth in claim 1 which is substantially free of any catalysts other than carbodiimidization catalysts. 10. A method of producing a polyiso-urea with the composition set forth in claim 1 , said method comprising the steps of: providing the capped polycarbodiimide; providing the polyol; combining the capped polycarbodiimide and the polyol component to form the composition set forth in claim 1 ; and reacting the capped polycarbodiimide and the polyol to form the polyiso-urea. 11. A method as set forth in claim 10 wherein the step of reacting the capped polycarbodiimide and the polyol to form the polyiso-urea is further defined as heating the composition to a temperature of about 60 to about 250° C. and/or is conducted in less than about 60 minutes. 12. A method as set forth in claim 10 wherein the step of reacting the capped polycarbodiimide and the polyol to form the polyiso-urea is conducted in the absence of a catalyst other than a carbodiimidization catalyst.
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