Process model and economic analysis of itaconic acid production from dimethyl succinate and formaldehyde

Shekhawat, Dushyant; Jackson, James E.; Miller, Dennis J.

doi:10.1016/j.biortech.2005.02.036

Cited by 16 publications

(5 citation statements)

References 6 publications

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“…Itaconic acid (IA) or methylenesuccinic acid, is an unsaturated dicarboxylic acid with differentiated chemical properties, derived mainly from the conjugation of one of the carboxylic groups with the methylene group . As a compatibilizer, it has been studied as an agent to functionalize polyethylene (PE), aiming to utilize this modified product in blends of starch/PE .…”

Section: Introductionmentioning

confidence: 99%

Compatibilization of starch/poly(butylene adipate‐co‐terephthalate) blown films using itaconic acid and sodium hypophosphite

Garcia

Baron

Yamashita

et al. 2018

J of Applied Polymer Sci

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Itaconic acid (IA) has potential as a compatibilizing agent in polymeric blends due to its unique chemical characteristics. Sodium hypophosphite (SHP) has been studied as a catalyst in esterifying reactions using multicarboxylic acids. Starch/poly(butylene adipate‐co‐terephthalate) blown films containing IA, with and without SHP, were produced. The film containing IA presented higher tensile strength (8.166 MPa) and elongation (891.473%) than the control film (5.548 MPa and 487.637%, respectively). When SHP was added (sample IA‐SHP), tensile strength increased even more (9.215 MPa); however, elongation (636.821%) was lower than in the IA film. This behavior was attributed to crosslinking between two starch itaconoate molecules intermediated by SHP. The increase in the compatibility between the polymeric phases justified the lower permeability to water vapor of the IA‐SHP films and was responsible for the production of films with a more compact and homogeneous structure. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018, 135, 46629.

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Section: Introductionmentioning

confidence: 99%

Compatibilization of starch/poly(butylene adipate‐co‐terephthalate) blown films using itaconic acid and sodium hypophosphite

Garcia

Baron

Yamashita

et al. 2018

J of Applied Polymer Sci

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“…Itaconic acid can be manufactured by the catalytic condensation of succinic acid derivatives with formaldehyde. 2 Although the synthesis process is simple, it still suffers from a number of disadvantages: consumption of lot of chemicals, high energy utilization, and harmful byproduct generation. Fermentation is a relatively clean method to manufacture itaconic acid.…”

Section: Introductionmentioning

confidence: 99%

“…h i b i t e d . Nomenclature [A -] ) concentration of dissociated acid in the aqueous phase (kmol/m 3 ) [B] ) concentration of extractant in the organic phase (kmol/m 3 ) [H + ] ) H + ion concentration in the aqueous phase (kmol/m 3 ) [HA] ) acid concentration (kmol/m 3 ) [R 4 N + Cl -:(HA) 2 ] ) concentration of the 2:1 acid-extractant complex (kmol/m 3 ) [R 4 N + Cl -:(HA) n ] ) concentration of the n:1 acid-extractant complex (kmol/m 3 ) [R 4 N + Cl -:HA] ) concentration of the 1:1 acid-extractant complex (kmol/m 3 ) D ) dimerization constant (m 3 /kmol) E % ) degree of extraction K D ) distribution coefficient of acid in the organic phase K E(1:1)) extraction equilibrium constant for the 1:1 acid-extractant complex (m 3 /kmol) K E(2;1) ) extraction equilibrium constant for the 2:1 acid-extractant complex (m 3 /kmol)2 K E(n:1) ) extraction equilibrium constant for the n:1 acid-extractant complex (m 3 /kmol) n K HA ) ionization constant of itaconic acid )1.41 × 10 -4 kmol/ m 3 P ) partition coefficient z ) loading ratio Subscripts aq ) aqueous phase org ) organic phase 0 ) initial Superscripts diluent ) for diluent only overall ) for extractant + diluent Literature Cited…”

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confidence: 99%

Reactive Extraction of Itaconic Acid Using Quaternary Amine Aliquat 336 in Ethyl Acetate, Toluene, Hexane, and Kerosene

Wasewar¹,

Shende²,

Keshav³

2011

Ind. Eng. Chem. Res.

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The synthesis method of producing itaconic acid by catalytic condensation of succinic acid and formalin is unsustainable and expensive because it requires huge chemicals, consumes more energy, and discharges harmful chemicals. Production of this acid by fermentation is a relatively clean and less expensive process. The highest cost factor for the acid is the recovery of acid present in dilute form. Reactive extraction is one of the cleaner and more energy-efficient technologies for the recovery of carboxylic acids from dilute streams. Reactive extraction of itaconic acid from aqueous solution using Aliquat 336 (quaternary amine) as the extractant in various diluents was studied. The study highlighted the effects of ester (ethyl acetate), inert (kerosene), aromatic (toluene), and alkane (hexane) on the degree of solvation/ion exchange of the extractants. A comparison among the different categories of diluents was made. The results were presented in the form of distribution coefficient, loading ratio, and equilibrium complexation constant. In most cases, a 1:1 acid−amine complex was observed. Also, attempts were made to relate the distribution coefficient with the various physicochemical properties of the diluent.

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“…Later, industrial production processes have been established providing the market with itaconic acid. Important achievements in itaconic acid production have taken place before 1966 [5,6]. Later, researches about itaconic acid production have declined and in this term few publications have been made.…”

mentioning

confidence: 96%

A novel approach for itaconic acid extraction: Mixture of trioctylamine and tridodecylamine in different diluents

Aşçı

İncı̇

2012

Journal of Industrial and Engineering Chemistry

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Process model and economic analysis of itaconic acid production from dimethyl succinate and formaldehyde

Cited by 16 publications

References 6 publications

Compatibilization of starch/poly(butylene adipate‐co‐terephthalate) blown films using itaconic acid and sodium hypophosphite

Compatibilization of starch/poly(butylene adipate‐co‐terephthalate) blown films using itaconic acid and sodium hypophosphite

Reactive Extraction of Itaconic Acid Using Quaternary Amine Aliquat 336 in Ethyl Acetate, Toluene, Hexane, and Kerosene

A novel approach for itaconic acid extraction: Mixture of trioctylamine and tridodecylamine in different diluents

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