Urethane adhesive composition
The present invention is to provide a urethane adhesive composition which exhibits excellent heat-resistant adhesion after storage to resin. The present invention relates to a urethane adhesive composition including: a urethane prepolymer having an isocyanate group; an isocyanurate compound having an isocyanurate ring; a terpene compound having active hydrogen; and a vinyl silane coupling agent represented by Formula (A) below: (where in Formula (A), R 1 and R 3 each independently represent a monovalent hydrocarbon group, R 2 represents a (n+1) valent hydrocarbon group, Vi represents —CH═CH 2 , m1 is from 1 to 3, m2 is from 1 to 3, m3 is from 0 to 2, m1+m2+m3 is 4, and n is 1 or greater).
1. A urethane adhesive composition comprising:
a urethane prepolymer having an isocyanate group;
an isocyanurate compound having an isocyanurate ring;
a terpene compound having active hydrogen; and
a vinyl silane coupling agent represented by Formula (A) below:
where in Formula (A), R 1 and R 3 each independently represent a monovalent hydrocarbon group, R 2 represents a (n+1) valent hydrocarbon group, Vi represents —CH═CH 2 , m1 is from 1 to 3, m2 is from 1 to 3, m3 is from 0 to 2, m1+m2+m3 is 4, and n is 1 or greater.
2. The urethane adhesive composition according to claim 1 , wherein a content of the vinyl silane coupling agent is from 5 to 0.01 parts by mass with reference to 100 parts by mass of the urethane prepolymer.
3. The urethane adhesive composition according to claim 2 , wherein in Formula (A), the (n+1) valent hydrocarbon group is a linear aliphatic hydrocarbon group.
4. The urethane adhesive composition according to claim 2 , wherein in Formula (A), a number of carbons of the (n+1) valent hydrocarbon group is from 3 to 12.
5. The urethane adhesive composition according to claim 2 , wherein in Formula (A), at least one Vi binds to a terminal of R 2 .
6. The urethane adhesive composition according to claim 2 , wherein in Formula (A), m1 is 3, m2 is 1, m3 is 0, and n is 1.
7. The urethane adhesive composition according to claim 2 , wherein the isocyanurate compound is an isocyanurate compound of an aliphatic diisocyanate.
8. The urethane adhesive composition according to claim 2 , wherein the isocyanurate compound is an isocyanurate of pentamethylene diisocyanate.
9. The urethane adhesive composition according to claim 2 , wherein the active hydrogen is derived from a phenol compound.
10. The urethane adhesive composition according to claim 2 , wherein the terpene compound is a phenol-modified product of an oligomer of a monoterpene or a hydrogenated monoterpene, or a modified monoterpene.
11. The urethane adhesive composition according to claim 1 , wherein in Formula (A), the (n+1) valent hydrocarbon group is a linear aliphatic hydrocarbon group.
12. The urethane adhesive composition according to claim 1 , wherein in Formula (A), a number of carbons of the (n+1) valent hydrocarbon group is from 3 to 12.
13. The urethane adhesive composition according to claim 1 , wherein in Formula (A), at least one Vi binds to a terminal of R 2 .
14. The urethane adhesive composition according to claim 1 , wherein in Formula (A), m1 is 3, m2 is 1, m3 is 0, and n is 1.
15. The urethane adhesive composition according to claim 1 , wherein the isocyanurate compound is an isocyanurate compound of an aliphatic diisocyanate.
16. The urethane adhesive composition according to claim 1 , wherein the isocyanurate compound is an isocyanurate of pentamethylene diisocyanate.
17. The urethane adhesive composition according to claim 1 , wherein the active hydrogen is derived from a phenol compound.
18. The urethane adhesive composition according to claim 1 , wherein the terpene compound is a phenol-modified product of an oligomer of a monoterpene or a hydrogenated monoterpene, or a modified monoterpene.
19. The urethane adhesive composition according to claim 1 , wherein the urethane adhesive composition is two-part and has a main agent and a curing agent,
wherein the main agent contains the urethane prepolymer, the isocyanurate compound, and the vinyl silane coupling agent;
the curing agent contains a compound having a plurality of active hydrogen-containing groups in one molecule; and
the main agent and/or the curing agent contain(s) the terpene compound.
20. An adhered article comprising the urethane adhesive composition according to claim 1 , and an olefin resin-based substrate.