Review Article

Status of the Reactive Extraction as a Method of Separation

Table 1

Extractant/diluent system for the recovery of carboxylic acid by reactive extraction: equilibrium studies.

SL numberCarboxylic acidExtractantDiluent Parameters studiedFindingsReferences

1Different carboxylic acidsOrganophosphorous and aliphatic aminesAlcohols, ketones, ethers, and hydrocarbonsVarious aqueous and organic phase parametersReviewed the extraction chemistry of carboxylic acids[3]

2Lactic acidTOAHexaneType of acid and initial acid concentrationHydrophobicity of the acid controls equilibrium constants[20]

3Acetic, lactic, succinic, malonic, fumaric, and maleicTri-alkyl amine (Alamine 336)Methyl isobutyl ketone (MIBK), n-heptane, dichloromethane (DCM), and nitrobenzeneEffects of diluent-complex interactionsEquilibrium constants, partition coefficient and dimerization constant determined[13]

4CitricAlamine 336-Xylene, toluene, benzene, MIBK, 1-octanol, DCM, and chloroformEffect of diluents, and are correlated with solvatochromic parameters[12]

6LacticTOAXyleneTemperature, acid and TOA concentration(1 : 1), (1 : 2), and (3 : 1) acid-TOA complexes formed[21]

7(L+) lacticTri-propyl amine (TPA) and TOA1-octanol and heptaneAcid and amine concentrationMixed tertiary amine of short and long chain can facilitate easy phase separation[22]

8Citric, lactic, and malicTri-iso-octyl amine (TIOA)1-octanol and heptaneEffect of modifier and type of acidExtraction mechanism is proposed considering physical and chemical extraction[23]

9Glyoxylic, glycolic, acrylic, and benzoicTri-alkyl phosphine oxide (TRPO)KeroseneAqueous and organic phase compositionsEquilibrium model for is proposed[24]

10PropionicAliquat 336Cyclohexane, hexane, toluene, MIBK, ethyl acetate, hexane + MIBK, hexane + toluene, and MIBK + tolueneEffect of diluent and diluent mixture, acid and amine concentrationOrder of extraction: ethyl acetate > MIBK > MIBK + toluene > toluene > hexane + MIBK > toluene + hexane > cyclohexane > hexane[25]

11PropionicTri--butyl phosphate (TBP), TOA, and Aliquat 3361-OctanolAcid and extractant concentrationOrder of extractibility is found to be TOA > Aliquat 336 > TBP, 1 : 1 complex formed[26]

12Itaconic, maleic, malic, oxalic, tartaric, and succinicTBPDo-decanepH and initial acid concentrationMechanism of di-carboxylic acids is proposed[27]

13NicotinicTOPO and TBPBenzene, heptane, kerosene, 1-octanol, MIBK, diethyl ether, decane, kerosene + 1-octanol, and heptane + 1-octanolEffect of diluent, extractant type, initial acid, and extractant concentrationSolvation number and equilibrium extraction constants are determined [28]

14Levulinic-Lauryl tri-alkyl-methyl amine (Amberlite LA-2)Dimethyl phthalate, dimethyl adipate, dimethyl succinate, dimethyl glutarate, diethyl carbonate, isoamyl alcohol, 1-hexanol, 1-octanol, 1-nonanol, 1-decanol, diisobutyl ketone (DIBK), and MIBKDiluent effect, and amine concentrationLSER model proposed and , , and are determined[29]

15FormicAmberlite LA-2Dimethyl phthalate, dimethyl adipate, dimethyl succinate, dimethyl glutarate, diethyl carbonate, isoamyl alcohol, 1-hexanol, 1-octanol, 1-nonanol, 1-decanol, DIBK, and MIBKEffect of diluent and amine concentrationExtraction constants (, , and ) were determined and LSER model proposed[30]

16NicotinicOrganophosphorous and aliphatic aminesAlcohols, ketones, ethers, and hydrocarbonsVarious aqueous and organic phase parametersReviewed the extraction chemistry of nicotinic acid[31]

17 GlycolicAmberlite LA-21-Octanol, cyclohexane, iso-octane, toluene, 2-octanone, and MIBKSolvent type, amine and acid concentrationOrder of extraction: MIBK > 2-octanone > 1-octanol > toluene > iso-octane > cyclohexane[32]

18CitricTri-dodecylamine (TDDA) and Amberlite LA-2MIBK, 1-octanol, toluene, cyclohexane, 1-octanol + toluene, 1-octanol + MIBK, MIBK + toluene, 1-octanol + toluene, 1-octanol + MIBK, MIBK + toluene, and iso-octaneDiluent effect, amine and acid concentration1-Octanol proposed to be most effective solvent[33]

19GlutaricTOAIsoamyl alcohol, 1-octanol, 1-nonanol, 1-decanol, methyl ethyl ketone (MEK), diisobutyl
ketone (DIBK), hexan-2-one, toluene, kerosene, and hexane
Diluent effect, amine and acid concentrationKerosene is found to be the most effective diluent. Equilibrium constants for 1 : 1 and 2 : 1 complex are estimated.[34]

20LacticTBPDodecaneAcid and solvent composition, change in the phase volumes and pHApparent equilibrium constants and the number of reacting extractant molecules[35]

21AcrylicAmberlite LA-2Cyclohexane, 2-octanone, toluene, MIBK, iso-octane, hexane, and 1-octanolType of diluent, and amine concentration1 : 1 & 1 : 2 acid-amine complexes for proton-donating diluents and 1 : 1 & 2 : 3 for non-proton-donating diluents, overall extraction constants (, and )[36]

22FormicTDDA and TBPEthyl valerate, diethyl adipate, diethyl sebacate, 1-octanol, and heptaneEffect of diluent, acid and amine concentrationComparative study of physical and chemical extraction, TDDA suggested to be the best extractant[37]

23Penicillin GDi--octylamine, TOA, N235 (a mixture of tertiary amines), TBP, and di-(2-ethylhexyl) phosphoric acid (D2EHPA)n-Butyl acetate, MIBK, 2-ethyl hexanol, kerosene, and heptaneInitial acid concentration, pH and temperatureEffect of extractant on the stability of penicillin G mainly depends on temperature, degradation of penicillin G in alkali solution is governed by pH, mechanism of degradation discussed[38]

24SuccinicAmberlite LA-2Hexane, cyclohexane, toluene, iso-octane, MIBK, 2-octanone, and 1-octanolInitial extractant concentrationExtraction constants (1 : 1, 1 : 2 & 2 : 3) found out, order of extraction of diluents: 1-octanol > 2-octanone > MIBK > toluene > iso-octane > hexane > cyclohexane[39]

25ItaconicTBP and Aliquat 336Sunflower oilInitial acid and extractant concentrationNon toxic system proposed[40]

26PropionicTBPKerosene and 1-decanolAqueous and organic phase compositions, and temperatureModifier has a strong effect on degree of extraction [41]

27L (+) TartaricAmberlite LA-21-octanol, cyclohexane, isooctane, hexane, and MIBKOrganic phase compositionsExtractability of acid is high especially with polar solvents (MIBK and 1-octanol)[42]

28CaproicTBPMIBK and xylenePhase compositionsMIBK is a better solvent than xylene[43]

29AceticTOADCM, butyl acetate, heptanes, and 1-octanolOrganic phase compositions and pHThe solvent polarity controls the formed structure of the interfacial acid and TOA compounds[44]

30PicolinicTBPSunflower and castor oilAqueous and organic phase compositionsDifferent models are used to represent the equilibrium data[45]

31PicolinicTrialkylamine (N235), TBPTetrachloromethane, kerosene, and 1-octanolAqueous and organic phase compositions, and pHDistribution coefficient highly dependent on pH and the apparent alkalinity of N235/1-octanol[46]

32Acetic, propionic, butyric and valericTBPCyclohexane, sulfonated kerosene, and 1-octanolEquilibrium time, temperature and phase ratioConditions of extraction and stripping are found[47]

33CitricTOARice bran oil, sunflower oil, soybean oil, and sesame oilAqueous and organic and phase compositionsOverall extraction constants and association numbers[48]