Journal
NATURE CHEMISTRY
Volume 14, Issue 8, Pages 877-+Publisher
NATURE PORTFOLIO
DOI: 10.1038/s41557-022-00969-2
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Funding
- NSF Center for Sustainable Polymers at the University of Minnesota [CHE-1901635]
- National Institutes of Health [S10OD011952]
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This study presents an alternative route to functionalizable, recyclable polyesters derived from CO2, butadiene, and hydrogen. By catalytic ring-opening polymerization, polyesters with vinyl side chains were synthesized, which have a low ceiling temperature and are inherently biodegradable. This expands access to new polymer feedstocks that were once considered unfeasible.
Carbon dioxide is inexpensive and abundant, and its prevalence as waste makes it attractive as a sustainable chemical feed-stock. Although there are examples of copolymerizations of CO2 with high-energy monomers, the direct copolymerization of CO2 with olefins has not been reported. Here an alternative route to functionalizable, recyclable polyesters derived from CO2 butadiene and hydrogen via an intermediary lactone, 3-ethyl-6-vinyltetrahydro-2H-pyran-2-one, is described. Catalytic ring-opening polymerization of the lactone by 1,5,7-triazabicyclo[4.4.0]dec-5-ene yields polyesters with molar masses up to 13.6 kg mol(-1) land pendent vinyl side chains that can undergo post-polymerization functionalization. The polymer has a low ceiling temperature of 138 degrees C, allowing for facile chemical recycling, and is inherently biodegradable under aerobic aqueous conditions (OECD-301B protocol). These results show that a well-defined polyester can be derived from CO2, olefins and hydrogen, expanding access to new polymer feedstocks that were once considered unfeasible.
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