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Extraction and esterification of low-titer short-chain volatile fatty acids from anaerobic fermentation with ionic liquids

Stephen Andersen (UGent) , Jan Berton (UGent) , Pieter Naert (UGent) , Sylvia Gildemyn (UGent) , Korneel Rabaey (UGent) and Christian Stevens (UGent)
(2016) CHEMSUSCHEM. 9(16). p.2059-2063
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Abstract
Ionic liquids can both act as a solvent and mediate esterification to valorize low-titer volatile fatty acids and generate organic solvents from renewable carbon sources including biowaste and CO2. In this study, four phosphonium ionic liquids were tested for single-stage extraction of acetic acid from a dilute stream and esterification to ethyl acetate with added ethanol and heat. The esterification proceeded with a maximum conversion of 85.9 +/- 1.3% after 30min at 75 degrees C at a 1:1 stoichiometric ratio of reactants. Extraction and esterification can be tailored using mixed-anion ionic liquids; this is demonstrated herein using a common trihexyl(tetradecyl)phosphonium cation and a mixed chloride and bis(trifluoromethylsulfonyl)imide anion ionic liquid. As a further proof-of-concept, ethyl acetate was generated from an ionic liquid-driven esterification of an acetic acid extractant generated using CO2 as the only carbon source by microbial electrosynthesis.
Keywords
ANIONS, WATER, biorefinery, esterification, ionic liquids, sustainable chemistry, volatile fatty acids

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MLA
Andersen, Stephen, Jan Berton, Pieter Naert, et al. “Extraction and Esterification of Low-titer Short-chain Volatile Fatty Acids from Anaerobic Fermentation with Ionic Liquids.” CHEMSUSCHEM 9.16 (2016): 2059–2063. Print.
APA
Andersen, S., Berton, J., Naert, P., Gildemyn, S., Rabaey, K., & Stevens, C. (2016). Extraction and esterification of low-titer short-chain volatile fatty acids from anaerobic fermentation with ionic liquids. CHEMSUSCHEM, 9(16), 2059–2063.
Chicago author-date
Andersen, Stephen, Jan Berton, Pieter Naert, Sylvia Gildemyn, Korneel Rabaey, and Christian Stevens. 2016. “Extraction and Esterification of Low-titer Short-chain Volatile Fatty Acids from Anaerobic Fermentation with Ionic Liquids.” Chemsuschem 9 (16): 2059–2063.
Chicago author-date (all authors)
Andersen, Stephen, Jan Berton, Pieter Naert, Sylvia Gildemyn, Korneel Rabaey, and Christian Stevens. 2016. “Extraction and Esterification of Low-titer Short-chain Volatile Fatty Acids from Anaerobic Fermentation with Ionic Liquids.” Chemsuschem 9 (16): 2059–2063.
Vancouver
1.
Andersen S, Berton J, Naert P, Gildemyn S, Rabaey K, Stevens C. Extraction and esterification of low-titer short-chain volatile fatty acids from anaerobic fermentation with ionic liquids. CHEMSUSCHEM. 2016;9(16):2059–63.
IEEE
[1]
S. Andersen, J. Berton, P. Naert, S. Gildemyn, K. Rabaey, and C. Stevens, “Extraction and esterification of low-titer short-chain volatile fatty acids from anaerobic fermentation with ionic liquids,” CHEMSUSCHEM, vol. 9, no. 16, pp. 2059–2063, 2016.
@article{8504338,
  abstract     = {Ionic liquids can both act as a solvent and mediate esterification to valorize low-titer volatile fatty acids and generate organic solvents from renewable carbon sources including biowaste and CO2. In this study, four phosphonium ionic liquids were tested for single-stage extraction of acetic acid from a dilute stream and esterification to ethyl acetate with added ethanol and heat. The esterification proceeded with a maximum conversion of 85.9 +/- 1.3% after 30min at 75 degrees C at a 1:1 stoichiometric ratio of reactants. Extraction and esterification can be tailored using mixed-anion ionic liquids; this is demonstrated herein using a common trihexyl(tetradecyl)phosphonium cation and a mixed chloride and bis(trifluoromethylsulfonyl)imide anion ionic liquid. As a further proof-of-concept, ethyl acetate was generated from an ionic liquid-driven esterification of an acetic acid extractant generated using CO2 as the only carbon source by microbial electrosynthesis.},
  author       = {Andersen, Stephen and Berton, Jan and Naert, Pieter and Gildemyn, Sylvia and Rabaey, Korneel and Stevens, Christian},
  issn         = {1864-5631},
  journal      = {CHEMSUSCHEM},
  keywords     = {ANIONS,WATER,biorefinery,esterification,ionic liquids,sustainable chemistry,volatile fatty acids},
  language     = {eng},
  number       = {16},
  pages        = {2059--2063},
  title        = {Extraction and esterification of low-titer short-chain volatile fatty acids from anaerobic fermentation with ionic liquids},
  url          = {http://dx.doi.org/10.1002/cssc.201600473},
  volume       = {9},
  year         = {2016},
}

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