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There is an ever increasing interest in the production and use of bio-based chemical substances for the preparation of polymeric materials designed to obtain children's toys, medical equipment and materials that are in contact with food. Trifunctional esters of citric acid - trialkyl citrates - obtained by esterification of citric acid with aliphatic alcohols C2-C5 are of hazard class 4, good plasticizing ability, compatibility with the polymer, a high flash temperature. Citric acid (global production of 0.85-1 mtpa) is a readily available raw material obtained from the waste of sugar production. The purpose of the study is to develop a model of citric acid esterification with linear alcohols C2-C5 in the presence of homogeneous acidic catalysts for the creation of a domestic technology for the synthesis of plasticizing compositions based on renewable raw materials. The selected catalyst is sulfuric acid. The correlation of reactivity of the aliphatic alcohols C2-C5 with their structure in the esterification of citric acid was studied. Some kinetic parameters (lnk0, Ea) were estimated. Synthesis modes were proposed. The reaction time of the preparation of trialkyl citrates at 96% conversion of citric acid (t = 90 °C) was calculated. Laboratory samples were obtained and tested. Some operational characteristics were determined.

About the Authors

S. V. Sushkova
Samara State Technical University
Russian Federation
Samara 443100, Russia

S. V. Levanova
Samara State Technical University
Russian Federation
Samara 443100, Russia

I. Glazko
Samara State Technical University
Russian Federation
Samara 443100, Russia

А. A. Alexandrov
Join Stock Company “Tarkett”
Russian Federation
Samara region, Otradny 446300, Russia


1. Kolah A.A., Asthana N.S., Vu D.T., Lira C.T., Miller D.J. Reaction kinetics of the catalytic esterification of citric acid with ethanol // Ind. & Eng. Chem. Res. 2007. V. 46. P. 3180–3187.

2. Yang H., Song H., Zhang H., Chen P., Zhao Z. Esterification of citric acid with n-butanol over zirconium sulfate supported on molecular sieves // J. Mol. Catal. A: Chem. 2014. № 381. P. 54–60.

3. Schröter J., Konetzke G., Weidemann F., Klein T., Bohnen H., Bergrath K., Schmidt K. Method for producing citric acid esters:Pat. WO 2003008369 A1. № PCT/ EP2002/007598; filled. 09.072002; publ. 30.01.2003.

4. Rahman M., Brazel C.S. The plasticizer market: an assessment of traditional plasticizers and research trends to meet new challenges // Progr. Polym. Sci. 2004. V. 29. P. 1223–1248.

5. Sushkova S.V., Levanova S.V., Glazko I.L., Pavlova K.V. Kinetic of esterification of citric acid in production of trialkyl citrates // Izv. Vyssh. Uchebn. Zaved. Khim. Khim. Tekhnol. 2017. V. 60. № 2. P. 74–78. (in Russ.).

6. Potekhin V.M., Potekhin V.V. Fundamentals of the theory of chemical processes of organic substances technology and refining. Saint-Petersburg: Khimizdat Publ., 2007. 946 p. (in Russ.).

7. Vereshchagin A.N. Inductive effect. Moscow: Nauka Publ., 1987. 326 p. (in Russ.).

For citation:

Sushkova S.V., Levanova S.V., Glazko I., Alexandrov .A. ESTERIFICATION OF CITRIC ACID WITH ALIPHATIC ALCOHOLS С25. Fine Chemical Technologies. 2017;12(3):28-32. (In Russ.)

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ISSN 2410-6593 (Print)
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