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ISSN 1070-4272, Russian Journal of Applied Chemistry, 2016, Vol. 89, No. 2, pp. 280−286. © Pleiades Publishing, Ltd., 2016.
VARIOUS TECHNOLOGICAL
PROCESSES
Removal of Unsaturated Aliphatic Carboxylic Acid
from Aqueous Effluent Using Quaternary Amine
1
Akanksha Swarnkar
*
, Amit Keshav,
Pankaj Verma, and A. B. Soni
Department of Chemical Engineering, National Institute of Technology, Raipur–492010, India
*e-mail: akanksha.swarnkar@yahoo.com
Received September 18, 2015
Abstract—Maleic acid, present in the effluent from organic intermediate producing industries, is an industrially
important raw material. Its use in manufacture of alkyd and polyester resins, surface coatings, lubricant additives,
plasticizers, co-polymers and agricultural chemicals, makes it necessary to explore for best possible techniques to
recover it from aqueous solutions. The present work investigates the recovery of maleic acid from aqueous solution
at ambient temperature. N–Methyl–n, n–dioctyloctan–1–ammonium chloride, (commercially known as Aliquat
336) is used as an extractant with three different diluents, belonging to different chemical classes: an aromatic
hydrocarbon, a ketone, and an acetate. The chemical extraction results are reported in the terms of distribution
coefficient, degree of extraction, and loading ratios. The results were modeled by mass action equilibria model
as well as differential evolution technique. Differential evolution algorithm has been prepared. The model and
experimental observations were compared and fairly good agreement was observed.
DOI: 10.1134/S1070427216002018X
1
The text was submitted by the authors in English.
INTRODUCTION
Maleic acid (also called cis-butenedioic acid), is an
unsaturated aliphatic dicarboxylic acid. It is a white crystal
solid, easily soluble in water, acetone, and alcohol. It is
an industrial raw material for the production of glyoxalic
acid. Also, it may be used to form acid addition salts with
drugs to make them more stable, such as indacaterol
maleate. It also finds a significant use in the field of
wastewater treatment. Commercially available polymer,
copolymer of maleic acid and acrylic acid (PMA–100),
can be used for the efficient removal of heavy metal ions
(Cu
2+
, Zn
2+
, Ni
2+
, and Mn
2+
) from an aqueous solution
by the complexation–ultrafiltration process [1].
During the industrial production of some of organic
intermediates, maleic acid is found in the process effluent
(below 10 wt %), after the main product has been isolated
[2]. For the sake of environmental concern, it is essential
to find an efficient and low cost method to recover maleic
acid from industrial wastewaters. Reactive extraction,
with specified extractant giving a higher distribution
coefficient, has been proposed as a promising technique
for intensifying the recovery of maleic acid from aqueous
phase. Reactive extraction employs an extractant
and diluent for operation. The extractant used in this
work, Aliquat 336 (A336), has a good extractability
for carboxylic acids under both acidic and neutral pH.
However, because of its high viscosity (1450 cP at
30°C) use of a suitable diluent provides easy handling.
It has been found that diluents significantly influence
the process of reactive extraction. Diluents which have
functional groups that enable a greater solvation of the
acid–amine complex include chlorinated hydrocarbon,
ketone, alcohol and halogenated aromatic solvents. Other
diluents which include alkanes, benzene, and alkyl-
substituted aromatics provide a very low distribution of
the acid in the solvent phase [3].
Zhenu et al. [4] investigated the phase equilibrium
governing the reactive extraction of maleic acid from
aqueous solution into solutions of TOA in the diluents
chloroform, 4-methyl-2-pentanone (MIBK), n-hexane,
and n-octanol and showed that amine formed 1 : 1
complexation with maleic acid. They also proposed a