Extraction equilibria of organic acids with tri-n-octylphosphineoxide.

Hano, Tadashi; Matsumoto, Michiaki; Ohtake, Takaaki; Sasaki, Kiyotaka; Hori, Fumiaki; Kawano, Yoshinobu

doi:10.1252/jcej.23.734

Cited by 127 publications

(97 citation statements)

References 10 publications

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“…Tri-n-octylphosphine oxide (TOPO) [8,9], tri-n-butyl phosphate (TBP) [10,11], tri-octylamine (TOA) [5,12], Alamine 336 [13,14] and Aliquat [15,16] are some of the widely used extractants employed for the reactive extraction of carboxylic acids. TOPO was successfully used as an extractant due to its excellent chemical stability, high boiling point and low solubility in water [17].…”

Section: Introductionmentioning

confidence: 99%

“…A systematic comparison of the extracting powers of TBP, TOPO and di-n-octyl sulfoxides for the extraction of aromatic carboxylic acids and phenols was studied [11]. The extraction equilibria of organic acids (acetic, glycolic, lactic, butyric, succinic, fumaric, maleic, malic, itaconic, tartaric, citric and isocitric) with TOPO were measured by Hano et al [9]. The extraction equilibrium constant was found to be controlled by the hydrophobicity of the acid when hexane was used as the diluent.…”

Section: Introductionmentioning

confidence: 99%

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Equilibrium and Kinetics of the Extraction of Propionic Acid Using Tri‐n‐Octylphosphineoxide

2008

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Organophosphorous compounds have been widely used in inorganic analysis for the extraction and separation of inorganic acids or metal species. Since these compounds can form hydrogen bonds to proton donors, they can also be used for the extraction of acidic organic compounds. Therefore, the reactive extraction of propionic acid using tri-n-octylphosphine oxide (TOPO) in hexane was studied. Equilibrium and kinetics experiments were performed. The extraction of propionic acid using n-heptane, light liquid paraffin, heavy liquid paraffin and hexane was studied and hexane was found to be most suitable diluent. The equilibrium complexation constant for the propionic acid-TOPO complex was determined to be 0.702 m 3 /kmol. The extraction was found to be first order in propionic acid and first order in TOPO with the overall rate constant as 46.91 (m 3 /kmol) 2 /s.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Equilibrium and Kinetics of the Extraction of Propionic Acid Using Tri‐n‐Octylphosphineoxide

2008

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“…However, the extractive potential of the organic solvent can be enhanced by addition of lipophilic cationic or anionic extractants, which, at certain pH, can form extractable complexes with amino acids [1,2,3,4,5,6,7]. However, extraction is typically not efficient, and other substances might interfere.…”

Section: Introductionmentioning

confidence: 99%

Solvent extraction of amino acids into a room temperature ionic liquid with dicyclohexano-18-crown-6

Smirnova

Torocheshnikova

Formanovsky

et al. 2004

Analytical and Bioanalytical Chemistry

152

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Amino acids Trp, Gly, Ala, Leu are extracted efficiently from aqueous solution at pH 1.5-4.0 (Lys and Arg at pH 1.5-5.5) into the room temperature ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate (BmimPF(6)) with dicyclohexano-18-crown-6 (CE). The most hydrophilic amino acids such as Gly are extracted as efficiently as the less hydrophilic (92-96%). The influence of pH, amino acid and crown ether concentration, volume ratio of aqueous and organic phases, and presence of some cations on amino acid recovery were studied. The ratio of amino acid to crown ether in the extracted species is 1:1 for cationic Trp, Leu, Ala, and Gly and to 1:2 for dicationic Arg and Lys. This ionic liquid extraction system was used successfully for the recovery of amino acids from pharmaceutical samples and fermentation broth, and was followed by fluorimetric determination.

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“…Senol [16] deduced a molar loading of greater than one for carboxylic acids removal from water by alamine 336 in halogenated hydrocarbon diluents. The use of tri-n-ctylphosphine oxide (TOPO) as an extractant for the removal of fatty acids from aqueous solutions has been discussed in several papers [15,[18][19][20][21][22][23][24][25]. Because of its high hydrogen-bonding acceptor basicity, TOPO complexes strongly with a carboxylic acid in an organic phase, enhancing the transfer of the carboxylic acid to the extract phase.…”

Section: Introductionmentioning

confidence: 99%

Optimization and Evaluation of Organic Acid Recovery from Kraft Black Liquor Using Liquid-Liquid Extraction

Kwon¹,

Um²

2016

Korean Chemical Engineering Research

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− Liquid-liquid extraction (LLE) can be used for the recovery of acetic acid from black liquor prior to bioethanol fermentation. Recovery of value-added chemicals such as acetic-, formic-and lactic acid using LLE from Kraft black liquor was studied. Acetic acid and formic acid have been reported to be strong inhibitors in fermentation. The study elucidates the effect of three reaction parameters: pH (0.5~3.5), temperature (25~65 o C), and reaction time (24~48 min). Extraction performance using tri-n-octylphosphine oxide as the extractant was evaluated. The maximum acetic acid concentration achieved from hydrolyzates was 69.87% at 25°C, pH= 0.5, and 36 min. Factorial design was used to study the effects of pH, temperature, and reaction time on the maximum inhibitor extraction yield after LLE. The maximum potential extraction yield of acetic acid was 70.4% at 25.8°C, pH=0.6 and 37.2 min residence time.

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Extraction equilibria of organic acids with tri-n-octylphosphineoxide.

Cited by 127 publications

References 10 publications

Equilibrium and Kinetics of the Extraction of Propionic Acid Using Tri‐n‐Octylphosphineoxide

Equilibrium and Kinetics of the Extraction of Propionic Acid Using Tri‐n‐Octylphosphineoxide

Solvent extraction of amino acids into a room temperature ionic liquid with dicyclohexano-18-crown-6

Optimization and Evaluation of Organic Acid Recovery from Kraft Black Liquor Using Liquid-Liquid Extraction

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