Polyurethane urea resin composition exhibiting UV-absorption-agent resistance, moulded body using said composition, and coating material

Patent metadata

Field	Value
Publication number	US-10428236-B2
Application number	US-201515322666-A
Country	US
Kind code	B2
Filing date	Jul 6, 2015
Priority date	Jul 7, 2014
Publication date	Oct 1, 2019
Grant date	Oct 1, 2019

Abstract

Provided is a polyurethane urea resin composition exhibiting UV absorption-agent resistance that achieves both durability and liquid resistance against UV absorption agents included in cosmetic products or the like, and that is capable of being used for a molded body and a coating material which exhibit excellent properties such as abrasion resistance, mar resistance, oleic acid resistance, water resistance, stain resistance, and weather resistance. The polyurethane urea resin composition exhibiting UV-absorption-agent resistance is obtained by reacting a polyol (A), a polyisocyanate (B), a molecular weight modifier (C), and a diamine (D), and can be used as a molded body and a member-coating material to impart durability and liquid resistance against UV absorption agents.

First claim

The invention claimed is:

1. A polyurethane urea resin composition having UV-absorption-agent resistance, comprising:
an organic solvent; and
a polyurethane urea resin dissolved in the organic solvent and comprising a monomer unit derived from a polyol, a monomer unit derived from a polyisocyanate, a monomer unit derived from a molecular weight modifier, and a monomer unit derived from a diamine, and the polyurethane urea resin has a urea group concentration in a range of 0.5 to 1 mmol/g, a urethane group concentration of 1 mmol/g or less, and a urethane group concentration ratio in a range of 40 to 59% where the urethane group concentration ratio=the urethane group concentration×100/(the urethane group concentration+the urea group concentration).

2. The polyurethane urea resin composition according to claim 1 , wherein the polyisocyanate is an alicyclic diisocyanate, and the molecular weight modifier is at least one selected from the group consisting of a C 1-20 end-capping alcohol and a C 1-20 end-capping amine.

3. The polyurethane urea resin composition according to claim 1 , wherein the polyurethane urea resin has a number average molecular weight of 60000 to 100000 based on gel permeation chromatography, and a molecular weight of 300000 or more in a molecular weight distribution is 20% or less in area ratio.

4. A method for producing a polyurethane urea resin composition having UV-absorption-agent resistance, comprising:
reacting a polyol, a polyisocyanate, a molecular weight modifier, and a diamine such that a polyurethane urea resin composition comprising an organic solvent and a polyurethane urea resin dissolved in the organic solvent is obtained,
wherein the polyurethane urea resin has a urea group concentration in a range of 0.5 to 1 mmol/g, a urethane group concentration of 1 mmol/g or less, and a urethane group concentration ratio in a range of 40 to 59% where the urethane group concentration ratio=the urethane group concentration×100/(the urethane group concentration+the urea group concentration).

5. The method according to claim 4 , wherein the reacting of the polyol, the polyisocyanate, the molecular weight modifier, and the diamine comprises producing an isocyanate group-terminated prepolymer I by feeding the polyol and the polyisocyanate in amounts such that an isocyanate group is in an excessive amount, and performing a urethane forming reaction, producing an isocyanate group-terminated prepolymer II by reacting the isocyanate group-terminated prepolymer I and the molecular weight modifier, and performing a urea forming reaction of the isocyanate group-terminated prepolymer II, the diamine, and optionally the molecular weight modifier.

6. A molding body produced by molding the polyurethane urea resin composition of claim 1 .

7. A coating material produced by coating the polyurethane urea resin composition of claim 1 onto a substrate.

8. The polyurethane urea resin composition according to claim 1 , wherein the molecular weight modifier is at least one selected from the group consisting of a C 1-20 end-capping monoalcohol having a side chain and a C 1-20 end-capping amine.

9. The polyurethane urea resin composition according to claim 1 , wherein the molecular weight modifier is at least one selected from the group consisting of 2-ethyl-1-hexanol and a C 1-20 end-capping amine.

10. The polyurethane urea resin composition according to claim 1 , wherein the molecular weight modifier is a C 1-20 end-capping monoalcohol having a side chain.

11. The polyurethane urea resin composition according to claim 1 , wherein a viscosity of the polyurethane urea resin composition is in a range from 5000 to 25000 mPa·s.

12. The method according to claim 4 , wherein the polyisocyanate is an alicyclic diisocyanate, and the molecular weight modifier is at least one selected from the group consisting of a C 1-20 end-capping alcohol and a C 1-20 end-capping amine.

13. The method according to claim 4 , wherein the polyurethane urea resin has a number average molecular weight of 60000 to 100000 based on gel permeation chromatography, and a molecular weight of 300000 or more in a molecular weight distribution is 20% or less in area ratio.

14. The method according to claim 4 , wherein the molecular weight modifier is at least one selected from the group consisting of a C 1-20 end-capping monoalcohol having a side chain and a C 1-20 end-capping amine.

15. The method according to claim 4 , wherein the molecular weight modifier is at least one selected from the group consisting of 2-ethyl-1-hexanol and a C 1-20 end-capping amine.

16. The method according to claim 4 , wherein the molecular weight modifier is a C 1-20 end-capping monoalcohol having a side chain.

17. The method according to claim 4 , wherein a viscosity of the polyurethane urea resin composition is in a range from 5000 to 25000 mPa·s.

18. The polyurethane urea resin composition according to claim 3 , wherein the polyisocyanate is an alicyclic diisocyanate, and the molecular weight modifier is at least one selected from the group consisting of a C 1-20 end-capping alcohol and a C 1-20 end-capping amine.

19. The polyurethane urea resin composition according to claim 3 , wherein the molecular weight modifier is at least one selected from the group consisting of a C 1-20 end-capping monoalcohol having a side chain and a C 1-20 end-capping amine.

20. The polyurethane urea resin composition according to claim 3 , wherein the molecular weight modifier is at least one selected from the group consisting of 2-ethyl-1-hexanol and a C 1-20 end-capping amine.

Assignees

• Tosoh Corp

Inventors

• Kawaguchi Tadayuki
• Tanaka Takahiro

Classifications

• C08G18/2825

  having at least 6 carbon atoms · CPC title

• C08G18/4238

  derived from dicarboxylic acids and dialcohols · CPC title

• C09D175/06

  from polyesters · CPC title

• C08G18/12

  using two or more compounds having active hydrogen in the first polymerisation step · CPC title

• C08G18/44

  Polycarbonates · CPC title