What question did this study set out to answer?

The aim is to synthesize high CO2 content polycarbonates and polyesters through ROCOP using a CO2-derived epoxide.

May 17, 2026ACS Macro Letters0 citations

Ring-Opening Copolymerization of a CO 2 /Butadiene-Derived Epoxide with CO 2 or Cyclic Anhydrides Leading to High CO 2 Content Polycarbonates and High T g Polyesters

AMAnweshika MajiUniversity of Minnesota RRRachel M. RapagnaniUniversity of Minnesota ADArron C. DeacyUniversity of Minnesota

Key Points

The aim is to synthesize high CO2 content polycarbonates and polyesters through ROCOP using a CO2-derived epoxide.
Synthesis of epoxide from CO2/butadiene-derived lactone for use in ROCOP.
Copolymers created using (salen)CrCl catalyst with various anhydrides, achieving >75% yields.
Testing glass transition temperatures (Tg) for thermal properties of resulting materials.
Polyesters showed Tg modulation from 75 °C to 112 °C with good thermal stability (Td > 180 °C).
Polycarbonates exhibited >99% selectivity and 41 wt % CO2 content with a Tg of 73 °C, the highest reported for >40% CO2 materials.

Abstract

An epoxide 3-ethyl-6-(oxiran-2-yl)tetrahydro-2H-pyran-2-one (EtOP) synthesized from a CO2/butadiene-derived lactone (3-ethylidene-6-vinyltetrahydro-2H-pyran-2-one, EVP) is used in ring-opening copolymerization (ROCOP) with a series of anhydrides and carbon dioxide. Anhydride copolymerizations were carried out using the catalyst N,N-bis(salicylidene)-cyclohexanediamine chromium(III) chloride ((salen)CrCl) in combination with bis(triphenylphosphine)iminium chloride (PPNCl), resulting in high yields (>75%) of moderate molar mass (20–40 kDa) polyesters. The glass transition temperatures (Tg) of the polyesters could be modulated from 75 °C (maleic anhydride, MA) to 112 °C (norbornene anhydride, NA) while maintaining good thermal stability (Td > 180 °C). These glass transition temperatures are significantly higher than other polyesters derived from EVP, which are typically 99% selectivity. The resultant polycarbonate has a CO2 content of 41 wt %, and its Tg value of 73 °C represents the highest Tg reported for a material with a CO2 wt % above 40%.

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Cite This Study

Maji et al. (Fri,) studied this question.

synapsesocial.com/papers/6a095c3f7880e6d24efe256a https://doi.org/https://doi.org/10.1021/acsmacrolett.6c00183

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