Journal of the American Chemical Society
Journal of the American Chemical Society
5 years ago

CO2-Controlled One-Pot Synthesis of AB, ABA Block, and Statistical Terpolymers from β-Butyrolactone, Epoxides, and CO2

CO2-Controlled One-Pot Synthesis of AB, ABA Block, and Statistical Terpolymers from β-Butyrolactone, Epoxides, and CO2
Sebastian Kernbichl, Friederike Adams, Marina Reiter, Bernhard Rieger, Sergei Vagin
Terpolymerizations of (rac)-β-butyrolactone (BBL), cyclohexene oxide (CHO), and carbon dioxide were realized in one-pot reactions utilizing a Lewis acid BDICF3-Zn-N(SiMe3)2 (1) catalyst. The type of polymerization can be regulated and switched between ring-opening polymerization (ROP) of BBL and CHO/CO2 copolymerization by the presence of CO2 in the reaction mixture. Applying 3 bar CO2 to the three-component system leads to similar reaction rates for copolymerization and ROP and therefore to a terpolymer with a statistical composition, whereas 40 bar CO2 affords exclusive copolymerization of CHO/CO2. Two-dimensional NMR spectroscopy and polarimetry provided a deeper understanding of the underlying mechanism. Furthermore, copolymerization of cyclopentene oxide (CPO) and CO2 was performed, resulting in the highest reported TOF of 3200 h–1 together with 99% polycarbonate selectivity. Terpolymerizations of CPO/CO2 and BBL were successfully conducted using the established reaction pathways.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b01295

DOI: 10.1021/jacs.7b01295

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