IP Library Granted Patent US 11,624,016
Granted Patent B2
US 11,624,016 · App. 16/096,335 · Granted Apr 11, 2023

Moisture-curable reactive hot-melt adhesive composition and method for producing the same

Inventors: Chika Kuramochi (Tokyo, JP); Souichirou Komiya (Tokyo, JP); Kazuyuki Magome (Tokyo, JP); Kohji Suzumura (Tokyo, JP)
Assignee: SHOWA DENKO MATERIALS CO., LTD.
C09J175/16C08G18/10C08G18/12C08G18/30C08G18/40C08G18/4018C08G18/4063C08G18/4202C08G18/4211C08G18/4238C08G18/4825C08G18/6208C08G18/69C08G18/698C08G18/7614C08G18/7621C08G18/7642C08G18/7671C08K5/13C09J5/06C09J11/00C09J11/06C09J175/04C08G2170/20C09J2301/304C09J2475/00
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Quick Facts
Patent No.
US 11,624,016
App. No.
16/096,335
Granted
Apr 11, 2023
Kind
B2
Abstract

A moisture-curable reactive hot-melt adhesive composition comprises: a urethane prepolymer having an isocyanate group, the urethane prepolymer being a reaction product of a polyol component comprising a polyester polyol, a polyether polyol and a polybutadiene polyol with an isocyanate component; and an antioxidant.

Claims (22)

1. A moisture-curable reactive hot-melt adhesive composition, comprising:

a urethane prepolymer having an isocyanate group, the urethane prepolymer being a reaction product of a polyol component comprising a polyester polyol, a polyether polyol and a polybutadiene polyol with an isocyanate component, the polyester polyol comprising a crystalline polyester polyol, an amorphous polyester polyol having a number average molecular weight of 3000 or less and an amorphous polyester polyol having a number average molecular weight of 5000 or more; and

an antioxidant.

2. The moisture-curable reactive hot-melt adhesive composition according to claim 1 , wherein the polybutadiene polyol has 20% or more of a structural unit having a 1,2-vinyl bond and represented by the following formula (1)

3. The moisture-curable reactive hot-melt adhesive composition according to claim 1 , wherein a content of the polybutadiene polyol is 5 to 45 parts by mass based on a total amount of the polyol component of 100 parts by mass.

4. The moisture-curable reactive hot-melt adhesive composition according to claim 1 , wherein a content of the antioxidant is 0.05 to 5 parts by mass per 100 parts by mass of the urethane prepolymer having an isocyanate group.

5. A method for producing a moisture-curable reactive hot-melt adhesive composition comprising a urethane prepolymer having an isocyanate group and an antioxidant, the method comprising:

a step of reacting a polyol component comprising a polyester polyol, a polyether polyol and a polybutadiene polyol with an isocyanate component to obtain the urethane prepolymer having an isocyanate group, the polyester polyol comprising a crystalline polyester polyol, an amorphous polyester polyol having a number average molecular weight of 3000 or less and an amorphous polyester polyol having a number average molecular weight of 5000 or more.

6. The moisture-curable reactive hot-melt adhesive composition according to claim 2 , wherein a content of the polybutadiene polyol is 5 to 45 parts by mass based on a total amount of the polyol component of 100 parts by mass.

7. The moisture-curable reactive hot-melt adhesive composition according to claim 2 , wherein a content of the antioxidant is 0.05 to 5 parts by mass per 100 parts by mass of the urethane prepolymer having an isocyanate group.

8. The moisture-curable reactive hot-melt adhesive composition according to claim 3 , wherein the content of the antioxidant is 0.05 to 5 parts by mass per 100 parts by mass of the urethane prepolymer having an isocyanate group.

9. The moisture-curable reactive hot-melt adhesive composition according to claim 6 , wherein the content of the antioxidant is 0.05 to 5 parts by mass per 100 parts by mass of the urethane prepolymer having an isocyanate group.

10. The moisture-curable reactive hot-melt adhesive composition according to claim 1 , wherein the amorphous polyester polyol having a number average molecular weight of 5000 or more has a number average molecular weight in the range of 7000 to 8000.

11. The moisture-curable reactive hot-melt adhesive composition according to claim 1 , wherein a content of the polyester polyol is 40 to 70 parts by mass based on a total amount of the polyol component of 100 parts by mass.

12. The moisture-curable reactive hot-melt adhesive composition according to claim 1 , wherein a content of the polyether polyol is 10 to 30 parts by mass based on a total amount of the polyol component of 100 parts by mass.

13. The moisture-curable reactive hot-melt adhesive composition according to claim 1 , wherein the polybutadiene polyol has a number average molecular weight in the range of 1000 to 2800.

14. The moisture-curable reactive hot-melt adhesive composition according to claim 1 , wherein the amorphous polyester polyol having a number average molecular weight of 3000 or less has a number average molecular weight in the range of 500 to 3000, and the amorphous polyester polyol having a number average molecular weight of 5000 or more has a number average molecular weight in the range of 5000 to 9000.

15. The method according to claim 5 , wherein the amorphous polyester polyol having a number average molecular weight of 5000 or more has a number average molecular weight in the range of 7000 to 8000.

16. The method according to claim 5 , wherein a content of the polyester polyol is 40 to 70 parts by mass based on a total amount of the polyol component of 100 parts by mass.

17. The method according to claim 5 , wherein a content of the polyether polyol is 10 to 30 parts by mass based on a total amount of the polyol component of 100 parts by mass.

18. The method according to claim 5 , wherein the polybutadiene polyol has a number average molecular weight in the range of 1000 to 2800.

19. The method according to claim 5 , wherein the amorphous polyester polyol having a number average molecular weight of 3000 or less has a number average molecular weight in the range of 500 to 3000, and the amorphous polyester polyol having a number average molecular weight of 5000 or more has a number average molecular weight in the range of 5000 to 9000.

Assignments (5)
CHANGE OF ADDRESS Recorded Feb 14, 2024
From: RESONAC CORPORATION
To: RESONAC CORPORATION
Reel/Frame 066599/0037 →
CHANGE OF NAME Recorded Mar 3, 2023
From: SHOWA DENKO MATERIALS CO., LTD.
To: RESONAC CORPORATION
Reel/Frame 062946/0125 →
CHANGE OF NAME Recorded Mar 2, 2023
From: HITACHI CHEMICAL COMPANY, LTD.
To: SHOWA DENKO MATERIALS CO., LTD.
Reel/Frame 062917/0865 →
CHANGE OF NAME Recorded Feb 7, 2023
From: HITACHI CHEMICAL COMPANY, LTD.
To: SHOWA DENKO MATERIALS CO., LTD.
Reel/Frame 062673/0289 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 25, 2018
From: KURAMOCHI, CHIKA; KOMIYA, SOUICHIROU; MAGOME, KAZUYUKI; SUZUMURA, KOHJI
To: HITACHI CHEMICAL COMPANY, LTD.
Reel/Frame 047307/0282 →