IP Library › Granted Patent US 9,796,824
Granted Patent B2
US 9,796,824 · App. 13/965,471 · Granted Oct 24, 2017

Polyurethane resin

Inventors: Goro Kuwamura (Chiba, JP); Toshihiko Nakagawa (Ichihara, JP); Daisuke Hasegawa (Ichihara, JP); Satoshi Yamasaki (Chiba, JP)
Assignee: MITSUI CHEMICALS, INC.
C08J9/125B29C41/18C08G18/0823C08G18/10C08G18/12C08G18/2825C08G18/3206C08G18/341C08G18/3876C08G18/4018C08G18/6225C08G18/6659C08G18/6674C08G18/6688C08G18/722C08G18/757C08G18/758C08G18/7837C08G18/792C08J5/18C08K3/20C09D175/08C09D175/14G02B1/041B60R13/02C08G2101/005C08G2101/0083C08J2375/08D01F6/70
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Quick Facts
Patent No.
US 9,796,824
App. No.
13/965,471
Granted
Oct 24, 2017
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 (32)

1. A polyurethane resin obtained by a reaction between a polyisocyanate component comprising 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 an active hydrogen compound component, wherein the polyisocyanate component contains not less than 50% by mole of the 1,4-bis(isocyanatomethyl)cyclohexane,

and wherein the polyisocyanate component further comprises a polyisocyanate used in combination with the 1,4-bis(isocyanatomethyl)cyclohexane,

the polyisocyanate used in combination being selected from the group consisting of 3-isocyanatomethyl-3,5,5-trimethyl cyclohexyl isocyanate,4,4′-methylene-bis(cyclohexyl isocyanate), 1,4-cyclohexane diisocyanate, 1,3-bis(isocyanatomethyl)cyclohexane, 2,5- or 2,6-bis(isocyanatomethyl)norbornane and mixtures thereof, 1,5-pentamethylene diisocyanate, and 1,6-hexamethylene diisocyanate, and derivatives of these polyisocyanates.

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

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

4. The polyurethane resin according to claim 3 , 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.

5. The polyurethane resin according to claim 1 , wherein

the polyisocyanate component comprises a polyisocyanate containing the 1,4-bis (isocyanatomethyl) cyclohexane;

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 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.

6. A film, being made of the polyurethane resin as defined in claim 5 .

7. Artificial and synthetic leather, using the polyurethane resin as defined in claim 5 .

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

9. The polyurethane resin according to claim 8 , being used for slush molding.

10. A slush molded article, being obtained by slush molding of the polyurethane resin as defined in claim 8 .

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

12. An elastic molded article using the polyurethane resin as defined in claim 11 .

13. The polyurethane resin according to claim 1 , wherein the polyisocyanate component further comprises an isocyanaurate-modified product at least either one of alicyclic polyisocyanate and aralkyl polyisocyanate, and

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

14. The polyurethane resin according to claim 13 , 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, 1,3-bis(isocyanatomethyl)benzene, and 1,4-bis(isocyanatomethyl)benzene.

15. A reaction injection molded article being formed from the polyurethane resin as defined in claim 13 .

16. The polyurethane resin according to claim 1 , wherein the polyisocyanate component comprises

an allophanate-modified product of the 1,4-bis(isocyanatomethyl)cyclohexane and

an isocyanurate-modified product of the 1,4-bis(isocyanatomethyl)cyclohexane

so as to have an allophanate/isocyanurate composition ratio of 50/50 to 100/0, to be prepared as a two-part curing polyurethane resin.

17. The polyurethane resin according to claim 1 ,

further comprising a foaming agent and

being obtained as a polyurethane foam by foaming and reaction.

18. The polyurethane resin according to claim 16 , 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.

19. The polyurethane resin according to claim 16 , being used as a molded article for clothing, sanitary, or shoes.

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 (2)
Division 12682714
Related Publication 20130324631A1 · Dec 5, 2013