IP Library › Granted Patent US 8,722,752
Granted Patent B2
US 8,722,752 · App. 12/682,714 · Granted May 13, 2014

Polyurethane resin

Inventors: Goro Kuwamura (Chiba, JP); Toshihiko Nakagawa (Ichihara, JP); Daisuke Hasegawa (Ichihara, JP); Satoshi Yamasaki (Chiba, JP)
Assignee: Mitsui Chemicals, Inc.
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Quick Facts
Patent No.
US 8,722,752
App. No.
12/682,714
Granted
May 13, 2014
Kind
B2
Abstract

Disclosed is a polyurethane resin which is obtained by a reaction between a polyisocyanate component, which contains 1,4-bis(isocyanatomethyl)cyclohexane including not less than 80% by mole of trans isomers, and an active hydrogen compound component.

Claims (42)

1. A polyurethane resin obtained by a reaction between a polyisocyanate component comprising

polyisocyanate component consisting of 1,4-bis(isoeyanatomethyl)cyclohexane consisting of 80-93% by mole of trans isomers and the remaining 7-20% by mole of cis isomers, wherein the cis and the trans isomers equal 100% by mole, and

an active hydrogen compound component,

wherein the active hydrogen compound component comprises at least one component selected from the group consisting of: a polyol component having two or more hydroxyl groups, a polythiol component having two or more mercapto groups, and a polyamine component having two or more amino groups.

2. The polyurethane resin according to claim 1 , wherein the 1,4-bis(isocyanatomethyl)cyclohexane comprises 80-86% by mole of trans isomers.

3. The polyurethane resin according to claim 1 , being a molding resin.

4. The polyurethane resin according to claim 1 , being an optical polyurethane resin.

5. The polyurethane resin according to claim 4 , wherein the active hydrogen compound component is a polyol component having a hydroxyl value of 280 to 1240 mg KOH/g and an average functionality of more than 2 and less than 5.

6. A polyurethane resin obtained by a reaction between a polyisocyanate component and an active hydrogen compound component, wherein the polyisocyanate component comprises:

1,4-bis(isocyanatomethyl)cyclohexane consisting of 80-93% by mole of trans isomers and the remaining 7-20% by mole of cis isomers wherein the cis and the trans isomers equal 100% by mole and

a polyisocyanate other than the 1,4-bis(isocyanatomethyl)eyclohexane;

the active hydrogen compound component comprises:

a high-molecular-weight polyol, an active hydrogen compound comprising a hydrophilic group and a chain extender; and

first, the polyisocyanate component is allowed to react with the high-molecular-weight polyol and the active hydrogen compound comprising a hydrophilic group to prepare an isocyanate group-terminated prepolymer, and

subsequently, the isocyanate group-terminated prepolymer and the chain extender are allowed to react to thereby obtain an aqueous polyurethane resin.

7. A film, being made of the polyurethane resin as defined in claim 6 .

8. Artificial and synthetic leather, using the polyurethane resin as defined in claim 6 .

9. The polyurethane resin according to claim 1 , being a granular polyurethane resin.

10. The polyurethane resin according to claim 9 , being used for slush molding.

11. A slush molded article, being obtained by slush molding of the polyurethane resin as defined in claim 9 .

12. The polyurethane resin according to claim 1 , being a polyurethane resin for elastic molding.

13. An elastic molded article using the polyurethane resin as defined in claim 12 .

14. The polyurethane resin according to claim 1 ,

wherein the polyisocyanate component further comprises a polyisocyanate other than the 1,4-bis(isocyanatomethyl)cyclohexane including 80-93% by mole of trans isomers), which is an isocyanurate-modified product of at least either one of alicyclic polyisocyanate and aralkyl polyisocyanate, and

the polyurethane resin is a polyurethane resin for reaction injection molding.

15. The polyurethane resin according to claim 14 , wherein

the alicyclic polyisocyanate and the aralkyl polyisocyanate are at least one kind selected from the group consisting of 1,3-bis(isocyanatomethyl)cyclohexane, 1,4-bis(isocyanatomethyl)cyclohexane,2,5-di(isocyanatomethyl)bicyclo[2,2,1]heptane, 2,6-di(isocyanatomethyl)bicyclo[2,2,1]heptane, isophorone diisocyanate, 1,3-bis(isocyanatomethyl)benzene, and 1,4-bis(isocyanatomethyl)benzene.

16. A reaction injection molded article being formed from the polyurethane resin as defined in claim 14 .

17. The polyurethane resin according to claim 1 , wherein

the polyisocyanate component further comprises

an allophanate-modified 1,4-bis(isocyanatomethyl)cyclohexane including 80-93% by mole of trans isomers and

an isocyanurate-modified 1,4-bis(isocyanatomethyl)cyclohexane including 80-93% by mole of trans isomers

so as to have an allophanate/isoeyanurate composition ratio of 50/50 to 100/0,

to be prepared as a two-part curing polyurethane resin.

18. The polyurethane resin according to claim 1 ,

further comprising a foaming agent and

being obtained as a polyurethane foam by foaming and reaction.

19. The polyurethane resin according to claim 17 , wherein

the active hydrogen compound component is a polyol component,

the polyol component having a hydroxyl value of 10 to 120 mg KOH/g and

a primary hydroxyl group at its molecular end of not less than 40% by mole or more.

20. The polyurethane resin according to claim 17 , being used as a molded article for clothing, sanitary, or shoes.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 12, 2010
From: KUWAMURA, GORO; NAKAGAWA, TOSHIHIKO; HASEGAWA, DAISUKE; YAMASAKI, SATOSHI
To: MITSUI CHEMICALS, INC.
Reel/Frame 024219/0052 →
Priority Claims (8)
JP 2007-268013 · Oct 15, 2007 · national
JP 2007-298374 · Nov 16, 2007 · national
JP 2007-298375 · Nov 16, 2007 · national
JP 2007-303324 · Nov 22, 2007 · national
JP 2007-306094 · Nov 27, 2007 · national
JP 2007-307366 · Nov 28, 2007 · national
JP 2007-321159 · Dec 12, 2007 · national
JP 2008-194377 · Jul 29, 2008 · national
Continuity (1)
Related Publication 20100216905A1 · Aug 26, 2010