Polyurethane resin, producing method of polyurethane resin, and molded article

Patent metadata

Field	Value
Publication number	US-11312815-B2
Application number	US-201816612057-A
Country	US
Kind code	B2
Filing date	May 9, 2018
Priority date	May 11, 2017
Publication date	Apr 26, 2022
Grant date	Apr 26, 2022

Abstract

A polyurethane resin is a reaction product of a polyisocyanate component containing a bis(isocyanatomethyl)cyclohexane with a macropolyol component having a number average molecular weight of above 400 and 5000 or less. The shore A hardness thereof is 80 or less, a temperature at which a storage elastic modulus E′ thereof shows 1×10 6 Pa is 200° C. or more, and a ratio (E′ 150 /E′ 50 ) of a storage elastic modulus E′ 150 at 150° C. with respect to a storage elastic modulus E′ 50 at 50° C. is 0.1 or more and 1.4 or less.

First claim

The invention claimed is:

1. A polyurethane resin comprising:
a reaction product of a material component consisting of:
a polyisocyanate component containing a bis(isocyanatomethyl)cyclohexane; and
a macropolyol component having a number average molecular weight of above 400 and 5000 or less, wherein
the shore A hardness thereof is 80 or less,
a temperature at which a storage elastic modulus E′ thereof shows 1×10 6 Pa is 200° C. or more, and
a ratio (E′ 150 /E′ 50 ) of a storage elastic modulus E′ 150 at 150° C. with respect to a storage elastic modulus E′ 50 at 50° C. is 0.1 or more and 1.4 or less.

2. The polyurethane resin according to claim 1 , wherein the bis(isocyanatomethyl)cyclohexane comprises a 1,4-bis(isocyanatomethyl)cyclohexane.

3. The polyurethane resin according to claim 2 , wherein
the 1,4-bis(isocyanatomethyl)cyclohexane contains a trans-isomer at a ratio of 70 mol % or more and 99 mol % or less.

4. The polyurethane resin according to claim 1 , wherein
the macropolyol component consists of a bifunctional polyol.

5. The polyurethane resin according to claim 1 , wherein
the macropolyol component contains a crystalline macropolyol that is solid at 15° C.

6. A method for producing a polyurethane resin comprising:
a first step of obtaining a reaction mixture containing an isocyanate group-terminated prepolymer by reacting a material component consisting of a polyisocyanate component containing a bis(isocyanatomethyl)cyclohexane and a macropolyol component having a number average molecular weight of above 400 and 5000 or less, and
a second step of obtaining a polyurethane resin by reacting the reaction mixture obtained in the first step with a macropolyol component having a number average molecular weight of above 400 and 5000 or less, wherein
in the first step, an equivalent ratio of an isocyanate group in the polyisocyanate component with respect to a hydroxyl group in the macropolyol component is 2 or more and 5 or less.

7. A molded article containing the polyurethane resin according to claim 1 .

Assignees

• Mitsui Chemicals Inc

Inventors

• Hasegawa Daisuke
• Honda Hidetaka
• Kanayama Hiroshi
• Morita Hirofumi
• Yamasaki Satoshi

Classifications

• C08G18/10

  Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step · CPC title

• C08G18/4854

  Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group · CPC title

• C08G18/4277

  Caprolactone and/or substituted caprolactone · 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

• C08G18/75

  cycloaliphatic · CPC title