フラン環を有する二官能環状カーボネートとジアミンからのポリウレタン合成

Abstract

In order to develop biomass-based polymeric materials, a furan-based bifunctional five-membered cyclic carbonates was reacted with 1,6-diaminohexane. The polyaddition reaction in DMSO catalyzed with 10 mol% 1,5,7-triazabicyclo[4.4.0]dec-5-ene afforded the corresponding polyurethane (PU) in a 72% yield. The structure was characterized by FT-IR and 1H NMR spectroscopic analyses. All signals in the 1H NMR spectrum was assigned to the protons of the PU obtained, and the molar ratio of primary hydroxy group to secondary one in the PU was estimated to 37 : 63. Temperatures of 5% weight loss and glass transition of PU was 237 and 11.7 C, respectively. The hydroxyl groups were further reacted with acetic anhydride to obtain the corresponding acetylated PU. A number-average molecular weight of the acetylated PU was 3460 estimated by gel permeation chromatography. The thermal properties of the acetylated PU were similar to those of the original PU.