Urethane adhesive composition
A two-part urethane adhesive composition includes a main agent containing a filler and a urethane prepolymer having an isocyanate group and formed from a polyisocyanate A and a polyol 1 with two to three hydroxy groups per molecule and a number-average molecular weight of ≥1800. Isocyanate group content in the main agent is ≥5 mass % of a main agent total content. The composition includes a curing agent containing a polyoxyalkylene polyol, a polyol 2, a urethanization reaction catalyst, a filler, and zeolite, the polyoxyalkylene polyol having two to three hydroxy groups per molecule and having a number-average molecular weight of ≥1800, the polyol 2 having two or more hydroxy groups per molecule and having a number-average molecular weight of ≤200. The urethanization reaction catalyst contains an organic tin catalyst, and an amine catalyst represented by Formula (1) or an amine catalyst blocked with an acid.
1. A urethane adhesive composition being a two-part urethane adhesive composition comprising a main agent and a curing agent,
wherein the main agent contains a urethane prepolymer and a filler, the urethane prepolymer having an isocyanate group and being formed from a polyisocyanate A and a polyol 1 that has two to three hydroxy groups per molecule and has a number-average molecular weight of not less than 1800,
a content of isocyanate groups in the main agent is not less than 5 mass % of a total amount of the main agent,
the curing agent contains a polyoxyalkylene polyol, a polyol 2, a urethanization reaction catalyst, a filler, and zeolite, the polyoxyalkylene polyol having two to three hydroxy groups per molecule and having a number-average molecular weight of not less than 1800, the polyol 2 having two or more hydroxy groups per molecule and having a number-average molecular weight of not more than 200, and
the urethanization reaction catalyst contains an organic tin catalyst, and an amine catalyst represented by Formula (1) or a blocked amine catalyst in which the amine catalyst is blocked with an acid,
where X represents an oxygen atom, or a nitrogen atom to which one alkyl group is bonded, R 1 to R 4 each independently represent an alkyl group, the alkyl group may have an ether bond, R 1 and R 2 may be bonded together to form a cyclic structure, and R 3 and R 4 may be bonded together to form a cyclic structure, wherein number-average molecular weights are standard polystyrene equivalent values obtained by gel permeation chromatography measurement with a tetrahydrofuran solvent and an RI detector.
2. The urethane adhesive composition according to claim 1 ,
wherein the main agent further contains a polyisocyanate B.
3. The urethane adhesive composition according to claim 2 ,
wherein the polyisocyanate A and the polyisocyanate B each independently include at least one selected from the group consisting of diphenylmethane diisocyanate, polymeric MDI, and modified MDI.
4. The urethane adhesive composition according to claim 1 ,
wherein the urethane prepolymer further contains unreacted polyisocyanate A.
5. The urethane adhesive composition according to claim 1 ,
wherein in the organic tin catalyst, a ligand coordinated to a tin atom has a sulfur atom as a coordinating atom coordinated to the tin atom.
6. The urethane adhesive composition according to claim 1 ,
wherein the polyol 1 includes at least a polyol having three hydroxy groups per molecule and having a number-average molecular weight of not less than 4800.
7. The urethane adhesive composition according to claim 1 ,
wherein the polyoxyalkylene polyol has three hydroxy groups per molecule and has a number-average molecular weight of not less than 4,800.
8. The urethane adhesive composition according to claim 1 ,
wherein the polyol 2 has two hydroxy groups per molecule.
9. The urethane adhesive composition according to claim 1 ,
wherein the polyol 2 is 1,4-butanediol.
10. The urethane adhesive composition according to claim 1 ,
wherein a content of the zeolite is not less than 3 mass % of a total amount of the curing agent.
11. The urethane adhesive composition according to claim 1 ,
wherein a ratio of the number of isocyanate reactive groups in the curing agent to the number of all isocyanate groups in the main agent is 0.6 to 1.0.
12. The urethane adhesive composition according to claim 1 ,
wherein a content of the urethanization reaction catalyst is 0.001 to 1.0 mass % of a total amount of the curing agent.
13. The urethane adhesive composition according to claim 1 ,
wherein a tensile elastic modulus after full curing is not less than 15 MPa, as measured by a tensile test according to JIS K 6850:1999 at a pulling rate of 200 mm/min and a temperature of 23° C.
14. The urethane adhesive composition according to claim 1 ,
wherein the curing agent further contains a polyamine.