Selectivity of Formation and Yield of Dicarboxylic Acid Mono- and Diesters under Stationary Conditions

Stepan Melnyk and Bohdan Dzinyak
Lviv Polytechnic National Univeristy 12, S. Bandery str., 79013 Lviv, Ukraine;
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The effect of temperature, catalyst type, alcohol and dicarboxylic structures, as well as reagents ratio on the selectivity of formation and yield of mono- and diesters has been determined under stationary conditions for adipic (AA) and succinic acids (SA) esterification by C2–C5 aliphatic alcohols. It has been proved by the theory and experiments that maximum selectivity of dicarboxylic acids (DCA) monoesters formation during their esterification by alcohols is achieved at the ratio between flow rate constants of monoester and DCA less than 0.1. The high yield of monoester (40–60 %) was found to be for only such reaction systems as SA–2-methylpropan-1-ol (catalysts H2SO4 and n-toluenesulfoacid) and SA–pentan-1-ol (catalyst n-toluenesulfoacid).

[1] Freydlin G.: Alifaticheskie Dikarbonovye Kisloty. Khimiya, Moskwa 1978.

[2] Aptekman A. et al: Pat. RF 2280066. Publ. Jul. 20, 2006.

[3] Fizer L. and Fizer M.: Organicheskaya Khimija. Uglublennyi Kurs. Tom 2. Ripol Klassik, Moskwa 2013.

[4] Odabashyan G. and Shvets W.: Laboratornyi Practicum po Khimii i Technologii Osnovnogo Organicheskogo i Neftekhimicheskogo Sinteza. Khimiya, Moskwa 1992.

[5] Melnyk S.: Vostochno-Evrop. Zh. Peredovykh Techn., 2014, 67, 13.

[6] Melnyk S., Kachmar-Kos N., Melnyk Yu. and Reutskyy V.: IV Mezhdunar. Conf. "Suchasni Problemy Physichnoi Khimii", Ukraine, Donetsk 2009, 26.

[7] Pikh Z.: Theoriya Khimichnyh Protsesiv Organichnogo Syntezu. Vyd-vo Nats. Univ. "Lvivska politehnika", Lviv 2002.