Method for producing terminal acrylic-modified polybutadiene or terminal acrylic-modified hydrogenated polybutadiene, and composition containing same

摘要

The present invention provides a method for producing a terminal acrylic-modified polybutadiene or terminal acrylic-modified hydrogenated polybutadiene that does not become white and turbid, without using an organotin compound. The production method of the present invention comprises reacting an acrylate or methacrylate represented by formula (I), a diisocyanate compound represented by formula (II), and a polybutadiene or hydrogenated polybutadiene having a hydroxyl group at a polymer terminal, represented by formula (III), in the presence of at least one selected from an organobismuth compound and a tetraalkoxyzirconium compound.

主权项

1. A method for producing a terminal acrylic-modified polybutadiene or terminal acrylic-modified hydrogenated polybutadiene represented by formula (IV):where:
R1 represents a hydrogen atom or a methyl group; R2 represents a C1 to C10 alkylene group having a straight chain or a branched chain, or a C3 to C8 cycloalkylene group optionally having a C1 to C6 alkyl group as a substituent; R3 represents:
a C1 to C10 alkylene group having a straight chain or a branched chain;a C3 to C8 cycloalkylene group optionally having a C1 to C6 alkyl group as a substituent;an arylene group optionally having a halogen atom, a C1 to C6 alkyl group, or a C1 to C6 alkoxy group as a substituent;a heteroarylene group optionally having a halogen atom, a C1 to C6 alkyl group, or a C1 to C6 alkoxy group as a substituent; ora combined group thereof; m represents 1 or 2; and PB represents polybutadiene or hydrogenated polybutadiene,the method comprising reacting an acrylate or methacrylate represented by formula (I): with a diisocyanate compound represented by formula (II):
OCN—R3—NCO  (II) and with a polybutadiene or a hydrogenated polybutadiene having a hydroxyl group at a polymer terminal, represented by formula (III):
PBOH)m  (III) in the presence of a catalytic amount of at least one selected from:
an organobismuth compound represented by formula (XIII):where each R12 independently represents a C1 to C20 alkyl group having a straight chain or a branched chain, and
a tetraalkoxyzirconium compound represented by formula (IX):
Zr—(OR21)4  (IX)where each R21 independently represents a C1 to C20 alkyl group having a straight chain or a branched chain.