US 11,993,732 B2
Two-part curable adhesive composition
Kazushi Kimura, Hiratsuka (JP); Hirokazu Kageyama, Hiratsuka (JP); and Yutaro Yamamoto, Hiratsuka (JP)
Assigned to The Yokohama Rubber Co., Ltd., Tokyo (JP)
Appl. No. 17/280,029
Filed by THE YOKOHAMA RUBBER CO., LTD., Tokyo (JP)
PCT Filed Sep. 27, 2019, PCT No. PCT/JP2019/038398
§ 371(c)(1), (2) Date Mar. 25, 2021,
PCT Pub. No. WO2020/067529, PCT Pub. Date Apr. 2, 2020.
Claims priority of application No. 2018-185949 (JP), filed on Sep. 28, 2018.
Prior Publication US 2022/0056325 A1, Feb. 24, 2022
Int. Cl. C09J 175/12 (2006.01); C08G 18/10 (2006.01); C08G 18/32 (2006.01); C08G 18/40 (2006.01); C08G 18/44 (2006.01); C08G 18/48 (2006.01); C08G 18/65 (2006.01); C08G 18/66 (2006.01); C08G 18/76 (2006.01); C09J 7/30 (2018.01); C09J 175/08 (2006.01)
CPC C09J 175/12 (2013.01) [C08G 18/10 (2013.01); C08G 18/324 (2013.01); C08G 18/4018 (2013.01); C08G 18/4063 (2013.01); C08G 18/44 (2013.01); C08G 18/4808 (2013.01); C08G 18/4812 (2013.01); C08G 18/4845 (2013.01); C08G 18/6529 (2013.01); C08G 18/6685 (2013.01); C08G 18/7671 (2013.01); C09J 7/30 (2018.01); C09J 175/08 (2013.01); C09J 2475/00 (2013.01)] 9 Claims
OG exemplary drawing
 
1. A two-part curable adhesive composition comprising:
a main agent (A) containing a urethane prepolymer (a1); and
a curing agent (B) containing a non-crystalline polyol compound (b1) and a polyamine compound (b2),
the urethane prepolymer (a1) being obtained by reacting a raw polyisocyanate and a crystalline polyol compound having a number average molecular weight of 500 or greater and having at least one hydroxyl group per molecule in such a manner that an equivalent ratio of an isocyanate group in the raw polyisocyanate to the hydroxyl group in the crystalline polyol compound is from 2.05 to 12 and all of the crystalline polyol compounds are monomer units of the urethane prepolymer (a1),
the crystalline polyol compound being at least one selected from polyester polyol, polytetramethylene ether glycol, polycarbonate polyol, and polycaprolactone polyol,
the main agent (A) further containing, in addition to the urethane prepolymer (a1), a remaining polyisocyanate (a2) that is a remainder of the raw polyisocyanate that has not been reacted with the crystalline polyol compound,
the non-crystalline polyol compound (b1) being a compound having a number average molecular weight of 1000 or more and having at least two hydroxyl groups per molecule, and being at least one selected from polyoxypropylene glycol, polybutadiene polyol, polyisoprene polyol, and acrylic polyol,
the equivalent ratio of the isocyanate group in the main agent (A) to total active hydrogen groups in the curing agent (B) being from 0.5 to 4,
the equivalent ratio of the isocyanate group in the main agent (A) to the hydroxyl group in the non-crystalline polyol compound (b1) being from 2 to 12, and
a ratio of a mass of the crystalline polyol compound to a mass of the non-crystalline polyol compound (b1) being 1 or less.