Intensified, Kilogram-Scaled, and Environment-Friendly: Chemoenzymatic Synthesis of Bio-Based Acylated Hydroxystyrenes

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

Autoren

  • Philipp Petermeier
  • Pablo Domínguez de María
  • Emil Byström
  • Selin Kara

Organisationseinheiten

Externe Organisationen

  • Aarhus University
  • SpinChem AB
  • Sustainable Momentum SL
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Details

OriginalspracheEnglisch
Seiten (von - bis)12869-12878
Seitenumfang10
FachzeitschriftACS Sustainable Chemistry and Engineering
Jahrgang12
Ausgabenummer34
Frühes Online-Datum15 Aug. 2024
PublikationsstatusVeröffentlicht - 26 Aug. 2024

Abstract

Lignin-derived styrene derivatives are versatile building blocks for the manufacture of biobased polymers. As shown previously, phenol-protected hydroxystyrenes are accessible under industrially sound conditions (>100 g L-1, >95% yield) by subjecting biogenic phenolic acids to enzymatic decarboxylation and base-catalyzed acylation in nonaqueous media (wet cyclopentyl methyl ether, CPME). Herein, we demonstrate the production of 1 kg of 4-acetoxy-3-methoxy-styrene in a 10 L reactor and present practical adjustments to the up- and downstream processing that warrant a straightforward process and high isolated yields. Additionally, an environmental assessment is conducted, starting with a thorough E factor analysis to identify the sources that contribute most to the environmental burden (solvent and downstream processing). Also, the total CO2 production of the process is studied, including contributions from energy use and the treatment of generated wastes. The energy impact is evaluated through thermodynamic analysis, and the environmental footprint contributions by wastes-organic and aqueous fractions-are assessed based on CO2 emissions from solvent incineration and wastewater treatment, respectively. Overall, the holistic assessment of the process, its optimization, scale-up, product isolation, and environmental analysis indicate the feasibility of multistep chemoenzymatic reactions to deliver high-volume, low-value chemicals from biorefineries.

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Intensified, Kilogram-Scaled, and Environment-Friendly: Chemoenzymatic Synthesis of Bio-Based Acylated Hydroxystyrenes. / Petermeier, Philipp; Domínguez de María, Pablo; Byström, Emil et al.
in: ACS Sustainable Chemistry and Engineering, Jahrgang 12, Nr. 34, 26.08.2024, S. 12869-12878.

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

Petermeier P, Domínguez de María P, Byström E, Kara S. Intensified, Kilogram-Scaled, and Environment-Friendly: Chemoenzymatic Synthesis of Bio-Based Acylated Hydroxystyrenes. ACS Sustainable Chemistry and Engineering. 2024 Aug 26;12(34):12869-12878. Epub 2024 Aug 15. doi: 10.1021/acssuschemeng.4c03648
Petermeier, Philipp ; Domínguez de María, Pablo ; Byström, Emil et al. / Intensified, Kilogram-Scaled, and Environment-Friendly: Chemoenzymatic Synthesis of Bio-Based Acylated Hydroxystyrenes. in: ACS Sustainable Chemistry and Engineering. 2024 ; Jahrgang 12, Nr. 34. S. 12869-12878.
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AU - Petermeier, Philipp

AU - Domínguez de María, Pablo

AU - Byström, Emil

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N1 - Publisher Copyright: © 2024 The Authors. Published by American Chemical Society.

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