Synthesis and properties of porous polymers synthesized by Michael addition reactions of multi-functional acrylate, diamine, and dithiol compounds

Abstract

Porous polymers have been synthesized by Michael addition reactions of multi-functional acrylate and diamine or dithiol compounds. Aza-Michael addition reaction of multi-functional acrylate, trimethylolpropane propoxylate triacrylate (TPT) and hexamethylene diamine (HDA) in dimethyl sulfoxide (DMSO) successfully yielded the porous polymer. The porous structure was characterized by connected globules or co-continuous structure, and could be controlled by the reaction conditions. Mechanical properties of the porous polymers were investigated by compression test. The porous polymers with co-continuous structure showed higher Young's modulus than those with connected globules. The porous polymer absorbed some organic solvents, especially CHCl₃. The porous polymer as prepared in DMSO state showed coloring induced by Christiansen filter effect depending on the reaction time and observation temperature. The thio-Michael addition reaction of TPT and 1,6-hexanedithiol (HDT) in DMSO using different base catalysts also yielded the porous polymer. The porous structure could be controlled by the catalysts amount when the reaction was initiated by a photo-base generator as the base catalyst. The present reaction systems make it possible to synthesize the porous polymers with simple process without phase separator.