The pairing of 1,3-di-tert-butylimidazol-2-ylidene (NHCtBu) and methylaluminum bis(2,6-di-tert-butyl-4-methylphenoxide) (MAD) acted as an interacting Lewis pair (ILP) for anionic polymerization of several acrylates. The ILP showed higher polymerization activity for ethyl...
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) × 10 3 ; molecular weight distribution (M w /M n ), 1.6−2.5). In differential scanning calorimetry, the poly(ester-thioether)s showed single T g s between −25 and −8 °C. In biochemical oxygen demand (BOD) tests using activated sludge, poly(L-BTA-alt-EBTG) and poly(L-BTA-alt-ED) showed 32 and 8% biodegradability, which is comparable to that of similar L-malatecontaining poly(ester-thioether)s (23 and 13% biodegradation, respectively). Notably, we observed enantio and diastereo effects on biodegradation because poly(L-BTA-alt-EBTG), poly(D-BTA-alt-EBTG), and poly(meso-BTA-alt-EBTG) showed different degradation behaviors during the biodegradation test (BOD/theoretical oxygen demand (TOD) values after 28 days, 32, 70, and 43%, respectively). Our findings provide insights into the design of biomass-based biodegradable polymers containing chiral centers.
Catenane formation occurs by two-step polymerization of ethyl sorbate (ES), in which, after complete monomer consumption in toluene followed by purification by reprecipitation, a second addition of ES monomer in another pot results in formation of polycatenane.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.