Polyurethane resin

Patent metadata

Field	Value
Publication number	US-9796824-B2
Application number	US-201313965471-A
Country	US
Kind code	B2
Filing date	Aug 13, 2013
Priority date	Oct 15, 2007
Publication date	Oct 24, 2017
Grant date	Oct 24, 2017

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.

First claim

The invention claimed is:

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.

Assignees

• Kuwamura Goro
• Nakagawa Toshihiko
• Hasegawa Daisuke
• Yamasaki Satoshi
• Mitsui Chemicals Inc

Inventors

• Kuwamura Goro
• Nakagawa Toshihiko
• Hasegawa Daisuke
• Yamasaki Satoshi

Classifications

• C08K3/20

  Oxides; Hydroxides {(graphene oxides C08K3/042)} · CPC title

• C08G18/757 Primary

  containing at least two isocyanate or isothiocyanate groups linked to the cycloaliphatic ring by means of an aliphatic group · CPC title

• C08G18/6688

  with compounds of group C08G18/3271 · CPC title

• C08G18/6674

  with compounds of group C08G18/3203 · CPC title

• D01F6/70

  from polyurethanes · CPC title