Alternating Copolymerization of Limonene Oxide and Carbon Dioxide
Abstract
The alternating copolymerization of (R)- or (S)-limonene oxide and CO2 using beta-diiminate zinc acetate catalysts is reported. At 100 psi CO2 and 25 degrees C, the catalyst exhibits a high selectivity for the trans isomer and produces regioregular polycarbonate. The copolymer contains >99% carbonate linkages, a narrow molecular weight distribution, and an Mn value consistent with the [epoxide]/[Zn] ratio.
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Some epoxides and anhydrides can be prepared from biomass such as limonene oxide (from terpene) and maleic anhydride (from furfuraldehyde), which are attractive monomers for fully renewable aliphatic polyesters and polycarbonates.
“Some epoxides and anhydrides can be prepared from biomass (Figure 7) such as limonene oxide (from terpene) 365,366 and maleic anhydride (from furfuraldehyde) 138 , which are attractive monomers for fully renewable aliphatic polyesters and polycarbonates.”
From Catalysis as an Enabling Science for Sustainable Polymers (2018) · cites this paper as [365]
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Self-citation
- Authors
- Byrne, C. M., Allen, S. D., Lobkovsky, E. B., & Coates, G. W.
- Affiliations
- Cornell University (US)
- ORCID
- Coates, Geoffrey W.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2004-08-24
- Volume
- 126
- Issue
- 37
- Pages
- 11404-11405
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2060406819
- Cited by
- 428
- References
- 12
- Citations by year
- 2026: 4 · 2025: 16 · 2024: 19 · 2023: 21 · 2022: 28 · 2021: 26 · 2020: 31 · 2019: 26 · 2018: 30 · 2017: 28 · 2016: 33 · 2015: 24 · 2014: 27 · 2013: 16 · 2012: 20
- FWCI
- 15.30
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of the American Chemical Society (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Physical Sciences › Chemical Engineering › Process Chemistry and Technology › Carbon dioxide utilization in catalysis
- Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
- Physical Sciences › Chemistry › Organic Chemistry › Advanced Polymer Synthesis and Characterization
- Keywords
- limonene oxide, carbon dioxide, alternating copolymerization, epoxide ring opening, carbonate linkages, molecular weight distribution, polymerization kinetics
- MeSH terms
- Cyclohexane Monoterpenes, Carbon Dioxide, Citrus, Models, Molecular, Plant Oils, Polymers, Monoterpenes
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