Synthesis and Biodegradability of Tartaric Acid-Based Poly(ester-thioether)s via Thiol-Ene Click Polymerization.

ABSTRACT: Using scandium triflate [Sc(OTf)₃] as a catalyst, chemoselective esterification of tartaric acids by 3-butene-1-ol was performed, and we produced three dialkene monomers: l-di(3-butenyl) tartrate (BTA), d-BTA, and meso-BTA. Thiol-ene polyaddition of these dialkenyl tartrates and dithiols including 1,2-ethanedithiol (ED), ethylene bis(thioglycolate) (EBTG), and d,l-dithiothreitol (DTT) proceeded in toluene at 70 °C under nitrogen to give tartrate-containing poly(ester-thioether)s (M_n, (4.2-9.0) × 10³; molecular weight distribution (M_w/M_n), 1.6-2.5). In differential scanning calorimetry, the poly(ester-thioether)s showed single T_gs between -25 and -8 °C. In biochemical oxygen demand (BOD) tes

SUBMITTER: Imamura R 

PROVIDER: S-EPMC10324057 | biostudies-literature | 2023 Jul

REPOSITORIES: biostudies-literature