2025 年 46 巻 2 号 p. 78-84
Bio-based bis-functional limonene cyclic carbonate (BLC) was synthesized in 95% yield by the reaction of bisfunctional epoxide (bis-trans-LO) and carbon dioxide at 3.0 MPa in the presence of tetra-n-butylammonium chloride for 21 h at 100 ºC. The cross-linking reaction between BLC and branched polyethyleneimine (BPEI) afforded polyurethane networks with glass transition temperature (Tg ) of -11.7 to 54.9 ºC in 34% to 90% yields as a methanol-insoluble part,which depends on the feed ratio of the primary amino group to the carbonate group ([carbonate group]0:[primary amino group]0=1:0.18, 1:0.37, 1:0.92, 1:1.8, 1:3.7 (mol:mol)). The good tensile strength (11.7, 13.0 MPa) and lap shear adhesive strength (22.4, 21.4 MPa) of the network polymer were achieved at [carbonate group]0:[primary amino group]0=1:0.92 and 1:1.8 (mol:mol), respectively.