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Enzymatic synthesis of lignin derivable pyridine based polyesters for the substitution of petroleum derived plastics

Author

Listed:
  • Alessandro Pellis

    (Green Chemistry Centre of Excellence)

  • James W. Comerford

    (Green Chemistry Centre of Excellence)

  • Simone Weinberger

    (Institute of Environmental Biotechnology)

  • Georg M. Guebitz

    (Institute of Environmental Biotechnology
    Austrian Centre of Industrial Biotechnology)

  • James H. Clark

    (Green Chemistry Centre of Excellence)

  • Thomas J. Farmer

    (Green Chemistry Centre of Excellence)

Abstract

Following concerns over increasing global plastic pollution, interest in the production and characterization of bio-based and biodegradable alternatives is rising. In the present work, the synthesis of a series of fully bio-based alternatives based on 2,4-, 2,5-, and 2,6-pyridinedicarboxylic acid-derived polymers produced via enzymatic catalysis are reported. A similar series of aromatic-aliphatic polyesters based on diethyl-2,5-furandicarboxylate and of the petroleum-based diethyl terephthalate and diethyl isophthalate were also synthesized. Here we show that the enzymatic synthesis starting from 2,4-diethyl pyridinedicarboxylate leads to the best polymers in terms of molecular weights (Mn = 14.3 and Mw of 32.1 kDa when combined with 1,8-octanediol) when polymerized in diphenyl ether. Polymerization in solventless conditions were also successful leading to the synthesis of bio-based oligoesters that can be further functionalized. DSC analysis show a clear similarity in the thermal behavior between 2,4-diethyl pyridinedicarboxylate and diethyl isophthalate (amorphous polymers) and between 2,5-diethyl pyridinedicarboxylate and diethyl terephthalate (crystalline polymers).

Suggested Citation

  • Alessandro Pellis & James W. Comerford & Simone Weinberger & Georg M. Guebitz & James H. Clark & Thomas J. Farmer, 2019. "Enzymatic synthesis of lignin derivable pyridine based polyesters for the substitution of petroleum derived plastics," Nature Communications, Nature, vol. 10(1), pages 1-9, December.
  • Handle: RePEc:nat:natcom:v:10:y:2019:i:1:d:10.1038_s41467-019-09817-3
    DOI: 10.1038/s41467-019-09817-3
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    Cited by:

    1. Jamie Wordsworth & Nadia Khan & Jack Blackburn & Jason E. Camp & Athanasios Angelis-Dimakis, 2021. "Technoeconomic Assessment of Organic Halide Based Gold Recovery from Waste Electronic and Electrical Equipment," Resources, MDPI, vol. 10(2), pages 1-12, February.
    2. Li Xu & Meifang Cao & Jiefeng Zhou & Yuxia Pang & Zhixian Li & Dongjie Yang & Shao-Yuan Leu & Hongming Lou & Xuejun Pan & Xueqing Qiu, 2024. "Aqueous amine enables sustainable monosaccharide, monophenol, and pyridine base coproduction in lignocellulosic biorefineries," Nature Communications, Nature, vol. 15(1), pages 1-12, December.

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