The thiol‐ene reaction between
trans‐limonene oxide (
trans‐LO) and ethane‐1,2‐dithiol in the presence of triethylborane affords a bio‐based bis‐functional epoxide (bis‐
trans‐LO). The crosslinking reaction of bis‐
trans‐LO with branched polyethyleneimine (BPEI;
Mn = 600; BPEI
600) at a feed ratio of bis‐
trans‐LO/BPEI
600 = 57/43 (wt/wt) yields the corresponding network polymer with
Td10 (10% thermal decomposition temperature) of 304.7 °C in 98% yield. In contrast, negligible amounts of network polymer are obtained by the reaction of bis‐LO (bis‐functional epoxide derived from
cis and
trans‐LO) and BPEI
600 regardless of the feed ratio. The mechanical strengths as measured by direct tensile tests of the network polymers derived from bis‐
trans‐LO and BPEI
600,1800 (
Mn = 600 and 1800) were approximately 16 and 11 times higher than that of bis‐LO and BPEI
1800, respectively. The tensile shear strengths of the metal‐to‐metal adhesive bonds induced by bis‐
trans‐LO and BPEI
600,1800 were 9.5 and 14.1 MPa, respectively. DMA revealed that the storage modulus of the network polymer derived from bis‐
trans‐LO and BPEI
1800 in the rubber region was higher than that of the material prepared from bis‐LO and BPEI
1800, indicating higher crosslink density of the bis‐
trans‐LO/BPEI
1800 system. © 2019 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019 ,
57, 2466–2473
相似文献