Comparison of Extraction Equilibria of Succinic and Tartaric Acids from Aqueous Solutions with Tri-<i>n</i>-octylamine

Juang, Ruey-Shin; Huang, Ren-Hour

doi:10.1021/ie950652+

Cited by 37 publications

(35 citation statements)

References 26 publications

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“…First, it was reported before that salts and substrate can have an influence on the extraction conversion X RE, i . Second, as other carboxylic acids are co‐extracted beside IA, less T‐C8 is available for the formation of a complex with IA in comparison to the aqueous model solution .…”

Section: Resultsmentioning

confidence: 99%

Integrated process development of a reactive extraction concept for itaconic acid and application to a real fermentation broth

Gorden

Geiser

Wierckx

et al. 2017

Engineering in Life Sciences

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Integrated process development of a reactive extraction concept for itaconic acid and application to a real fermentation brothItaconic acid (IA) has a high potential to be used as a bio-based platform chemical and its biocatalytic production via fermentation has significantly improved within the last decade. Additionally downstream processing using reactive extraction (RE) was described, potentially enabling a more efficient sustainable bioprocess producing IA. The bottleneck to overcome is the connection of up-and downstream processing, caused by lack of biocompatibility of the RE systems and direct application to fermentation broth. Within this study, a biocompatible RE system for IA is defined (pH dependency, extraction mechanism) and used for direct application to a fermentation broth. By optimizing the biocatalyst, the production medium, and the extraction system in an integrated approach, it was possible to define critical parameters that enabled a tuning of the overall bioprocess. With an extraction yield of Y IA = 0.80 ± 0.03, IA could be produced as sole carboxylic acid (b aq IA,0 = 0.490 mol/kg aq ) using a RE system consisting of ethyl oleate as organic solvent and tri-n-octylamine as extractant (b org T-C8 = 0.6 mol/kg org ). This work is a proof of concept and demonstrates that by joint consideration of up-and downstream processing, optimized bioprocesses can be developed.

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Section: Resultsmentioning

confidence: 99%

Integrated process development of a reactive extraction concept for itaconic acid and application to a real fermentation broth

Gorden

Geiser

Wierckx

et al. 2017

Engineering in Life Sciences

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“…Intrinsic Reaction Rate Equations. Under the concentration ranges studied, one TOA molecule reacted with one succinic acid molecule in a complex on an average (21, 26). Under steady state, the interfacial concentration of each species can be obtained from the extraction rates (12).…”

Section: Resultsmentioning

confidence: 99%

“…It has been shown that tertiary amines extract only undissociated molecules of carboxylic acids. Therefore, the following stoichiometric relationship was reported (21): …”

Section: Resultsmentioning

confidence: 99%

Kinetics of the Extraction of Succinic Acid with Tri‐n‐octylamine in 1‐Octanol Solution

Jun

Huh

Hong

et al. 2005

Biotechnology Progress

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Kinetic studies for the extraction of succinic acid from aqueous solution with 1-octanol solutions of tri-n-octylamine (TOA) were carried out using a stirred cell with a microporous hydrophobic membrane. The interfacial concentrations of species were correlated and thus the intrinsic kinetics was obtained. The overall extraction process was controlled by the chemical reaction at or near the interface between the aqueous and organic phases. The formation reaction of succinic acid-TOA complex was found to be first order with respect to the concentration of succinic acid in the aqueous phase and the order of 0.5 with respect to that of TOA in the organic phase with a rate constant of (3.14 +/- 0.6) x 10(-8) m(2.5) x mol(-0.5) x s(-1). The dissociation reaction of succinic acid-TOA complex was found to be the second-order with respect to that of succinic acid-TOA complex in the organic phase and the order of -2 with respect to that of TOA in the organic phase with a rate constant of (1.44 +/- 1.4) x 10(-4) mol x m(-2) x s(-1).

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“…In pY qY r complex, p, q, and r indicate the succinic acid, amine, and diluent, respectively. Also it has been reported that some organic dicarboxylic acids such as bisucciniate, bimalonate, bimalate, biphthalate, and bitartarate can undergo appreciable intramolecular hydrogen bonding between the carboxyl and carboxylate groups [14]. However, the basicity of amine increases with the chain length of amine, thereby, (1,1) and (1,1,1) complexes are obtained from the long chain amine such as TOA.…”

Section: Reactive Extraction With Various Amines In Active Diluentsmentioning

confidence: 99%

Equilibrium studies on reactive extraction of succinic acid from aqueous solutions with tertiary amines

Hong

2000

Bioprocess Engineering

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Reactive extraction of succinic acid from aqueous solutions with various tertiary amines dissolved in 1-octanol and n-heptane has been studied as a function of the acid concentration and the chain length of tertiary amine. When 1-octanol was used as diluent, the extractability of the tertiary amine was proportional to the chain length of tertiary amine at the same concentration of amines. The loading values were also proportional to the chain length of tertiary amine. However, when n-heptane was used as diluent, the extractability and loading values of the tertiary amine were inversely proportional to the chain length of amines. It was due to the aggregate formation of the acid-amine complex.

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Comparison of Extraction Equilibria of Succinic and Tartaric Acids from Aqueous Solutions with Tri-n-octylamine

Cited by 37 publications

References 26 publications

Integrated process development of a reactive extraction concept for itaconic acid and application to a real fermentation broth

Integrated process development of a reactive extraction concept for itaconic acid and application to a real fermentation broth

Kinetics of the Extraction of Succinic Acid with Tri‐n‐octylamine in 1‐Octanol Solution

Equilibrium studies on reactive extraction of succinic acid from aqueous solutions with tertiary amines

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