Process to produce polycarbamate, polycarbamate produced thereby and a coating composition comprising the polycarbamate
US-2018265458-A1 · Sep 20, 2018 · US
US9504632B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9504632-B2 |
| Application number | US-201213471765-A |
| Country | US |
| Kind code | B2 |
| Filing date | May 15, 2012 |
| Priority date | May 16, 2011 |
| Publication date | Nov 29, 2016 |
| Grant date | Nov 29, 2016 |
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The present invention provides a novel compound and a composition including the compound that exhibit small polymerization shrinkage particularly during curing and are producible at low cost on the industrial scale. The compound of the present invention is represented by Formula (1):
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What is claimed is: 1. A compound having the structure of Formula (1): wherein in Formula (1), R 1 and R 2 both indicate hydrogen atoms, A is a divalent organic group selected from the group consisting of structures (a) to (h) described below, X 1 and X 2 each indicate a divalent organic group, at least one of X 1 and X 2 is a divalent organic group selected from the group consisting of structures (i) to (m) described below, and the groups A, X 1 and X 2 have three or more ring structures in total (with the proviso that the compound is not a compound in which A is the structure (c) or (d) and X 1 and X 2 are both the structures (i) in which R 3 is a phenyl group, a compound in which A is the structure (a), R 1 and R 2 are both methyl groups and X 1 and X 2 are both the structures (i) in which R 3 is a phenyl group, a compound having the structure of Formula (2-7) or a compound having the structure of Formula (4)): wherein with respect to the organic groups (a) to (m), R 3 is an aryl group or a cycloalkyl group which may have a substituent, R 4 , R 5 , R 6 and R 7 each independently indicate a hydrogen atom or a methyl group, and R 8 is an alkyl group having 4 to 20 carbon atoms, 2. The compound according to claim 1 , which has the structure of Formula (1) in which the group A is a divalent organic group selected from the group consisting of the structures (a), (b), (c), (d), (e) and (h). 3. The compound according to claim 1 , which has the structure of Formula (1) in which the group A is a divalent organic group selected from the group consisting of the structures (a), (c), (e) and (h). 4. The compound according to claim 1 , which has the structure of Formula (1) in which the group A is a divalent organic group selected from the group consisting of the structures (a), (e) and (h). 5. The compound according to claim 1 , which has the structure of Formula (1) in which the divalent organic group A is the structure (a). 6. The compound according to claim 1 , which has the structure of Formula (1) in which at least one of X 1 and X 2 is a divalent organic group selected from the group consisting of the structures (i), (j), (l) and (m). 7. The compound according to claim 1 , which has the structure of Formula (1) in which one of X 1 and X 2 is a divalent organic group selected from the group consisting of the structures (i), (j) and (m). 8. The compound according to claim 1 , which has the structure of Formula (1) in which the group A is any of the structures (a), (b), (c) and (e) and X 1 and X 2 are both the structures (i). 9. The compound according to claim 1 , which has the structure of Formula (1) with the proviso that the compound is not: a compound in which A is the structure (a), (b), (c) or (d) and X 1 and X 2 are both the structures (i) in which R 3 is a phenyl group, a compound in which A is the structure (a), (b), (c) or (d) and X 1 and X 2 are both the structures (1) in which R 3 is an alkyl group having 4 to 20 carbon atoms, a compound in which A is the structure (a), R 1 and R 2 are both methyl groups and X 1 and X 2 are both the structures (i) in which R 3 is a phenyl group, a compound having the structure of Formula (2-7) or a compound having the structure of Formula (4). 10. The compound according to claim 1 , which is a compound selected from compounds having the structures of Formulas (2), (3) and (5) below: 11. A composition which comprises the compound according to claim 1 . 12. The composition according to claim 11 , further comprising a polymerization initiator (B) and a filler (C). 13. The composition according to claim 11 , further comprising a polymerizable monomer (D). 14. The composition according to claim 13 , wherein the polymerizable monomer (D) has the structure of Formula 6: wherein in Formula (6), R each independently indicate a hydrogen atom or a methyl group, m and n each indicate an integer of 0 to 10, and m+n=0 to 10. 15. The composition according to claim 14 , wherein in Formula (6), R each indicate a hydrogen atom, m and n each indicate an integer of 0 to 6, and m+n=2 to 6. 16. A cured product obtained by curing the compound according to claim 1 . 17. A cured product obtained by curing the composition according claim 11 . 18. The compound according to claim 1 , wherein R 3 in structure (i) is a phenyl group or a nonyl phenyl group.
and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate · CPC title
with epoxy compounds having no active hydrogen (with epoxy resins containing active hydrogen C08G18/58) · CPC title
with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms · CPC title
with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring · CPC title
with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a ring other than a six-membered aromatic ring · CPC title
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