Two-pack curable urethane adhesive
A two-component curable urethane adhesive that is easy to handle while it is substantially solvent-free, having weak to strong adhesive properties, and being capable of forming a cured film having excellent physical properties. The two-component curable urethane adhesive contains: a main agent; and a curing agent, the main agent containing at least one of a hydroxy group-containing urethane prepolymer (P1) or a polyol component (A), the hydroxy group-containing urethane prepolymer (P1) being a reaction product between the polyol component (A) and an organic polyisocyanate component (B), the curing agent containing at least one of an isocyanate group-containing urethane prepolymer (P2) or an organic polyisocyanate component (B), the isocyanate group-containing urethane prepolymer (P2) being a reaction product between the polyol component (A) and the organic polyisocyanate component (B), and the two-component curable urethane adhesive satisfies properties (1) to (5) disclosed herein.
1. A two-component curable urethane adhesive comprising:
a main agent; and
a curing agent,
the main agent containing at least one of a hydroxy group-containing urethane prepolymer (P1) or a polyol component (A), the hydroxy group-containing urethane prepolymer (P1) being a reaction product between the polyol component (A) and an organic polyisocyanate component (B),
the curing agent containing at least one of an isocyanate group-containing urethane prepolymer (P2) or an organic polyisocyanate component (B), the isocyanate group-containing urethane prepolymer (P2) being a reaction product between the polyol component (A) and the organic polyisocyanate component (B),
the main agent containing the urethane prepolymer (P1), or the curing agent containing the urethane prepolymer (P2), or the main agent and the curing agent containing the urethane prepolymer (P1) and the urethane prepolymer (P2), respectively,
wherein the two-component curable urethane adhesive satisfies the following properties (1) to (5):
(1) at least one of the polyol component (A) used in the hydroxy group-containing urethane prepolymer (P1) or the polyol component (A) used as the main agent contains a polyol (A1) having at least one of a group represented by a formula (1) or a group represented by a formula (2) at a molecular end thereof, and a total number of groups represented by the formula (1) in the polyol (A1) accounts for 40% or more based on a total number of groups represented by the formulas (1) and (2) in the polyol (A1),
wherein in the formulas (1) and (2), each a is independently an integer of 0 or greater;
(2) an average total unsaturation degree of all the polyol components (A) used in the two-component curable urethane adhesive is 0.010 meq/g or less;
(3) a weight average molecular weight of each of the urethane prepolymer (P1) and the urethane prepolymer (P2) is 1,000 to 100,000;
(4) a chemical formula weight or number average molecular weight of each of the polyol component (A) and the organic polyisocyanate component (B) is 20,000 or less; and
(5) a total weight of solvents in the main agent excluding the polyol component (A) and solvents in the curing agent excluding the organic polyisocyanate component (B) accounts for 5 wt % or less based on a total weight of the main agent and the curing agent.
2. The two-component curable urethane adhesive according to claim 1 ,
wherein at least one of the polyol (A1) used in the urethane prepolymer (P1) or the polyol (A1) used as the main agent is at least one of a polyoxyalkylene polyol (a1) having a hydroxypropyl group at a molecular end thereof represented by a formula (3) or an ethylene oxide adduct (a2) of the polyoxyalkylene polyol (a1),
[Chem. 3]
X (A-O) p -(Z—O) q -H] m (3)
wherein X is a m-valent residue produced by removing active hydrogen atoms from a compound having m active hydrogen atoms; A is a C2-C12 alkylene group in which one or more hydrogen atoms are optionally replaced by phenyl groups, halogenated phenyl groups, or halogen atoms; Z is a propylene group; m is an integer of 2 to 20; p is an integer of 0 to 199, q is an integer of 1 to 200, with p and q satisfying the following formula 1≤p+q≤200.
3. A cured product of the two-component curable urethane adhesive according to claim 2 .
4. A urethane adhesive sheet comprising:
the cured product of the two-component curable urethane adhesive according to claim 3 .
5. A cured product of the two-component curable urethane adhesive according to claim 1 .
6. A urethane adhesive sheet comprising:
the cured product of the two-component curable urethane adhesive according to claim 5 .