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Esterification of Pentaerythritol by Carboxylic Acids Full article

Общее Language: Английский, Genre: Full article,
Status: Published, Source type: Original
Journal Reaction Kinetics, Mechanisms and Catalysis
ISSN: 1878-5190 , E-ISSN: 1878-5204
Output data Year: 2016, Volume: 117, Number: 2, Pages: 417-427 Pages count : 11 DOI: 10.1007/s11144-015-0964-7
Tags Consecutive-parallel reactions, Esterification of pentaerythritol by carboxylic acids, Rate constants
Authors Kopyshev M.V. 1 , Khasin A.V. 1 , Minyukova T.P. 1 , Khassin A.A. 1 , Yurieva T.M. 1
Affiliations
1 Boreskov Institute of Catalysis SB RAS, 5, Prosp. Lavrentieva, Novosibirsk, Russia 630090

Funding (1)

1 Federal Agency for Scientific Organizations V.45.3.6.

Abstract: Our study of thermal esterification of pentaerythritol by caproic acid in kinetic regime and far from equilibrium has shown that the reaction proceeds via a series of consecutive-parallel steps through the formation of mono-, di- and tri-esters. At the excess of caprioic acid, and at 170 °C, the effective first-order rate constants reduced to a hydroxyl group are approximately equal to kOH1 = 2.0 h−1, kOH2 = 1.0 h−1, kOH3 = 0.84 h−1, and kOH4 = 0.72 h−1. The reaction rates of the consecutive replacements of the OH groups with acid groups during the formation of the monoester are the largest, and decrease for diester and triester formation. The influence of the length and degree of branching of a carboxylic acid residue on the reaction rate of complete esterification is demonstrated: the reaction is slower with a longer (C5, C6 and C8) and more branched (iso-C5 vs. C5) acid. The possibility of a catalytic acceleration of the esterification reaction in the presence of a heterogeneous acid–base catalyst is shown.
Cite: Kopyshev M.V. , Khasin A.V. , Minyukova T.P. , Khassin A.A. , Yurieva T.M.
Esterification of Pentaerythritol by Carboxylic Acids
Reaction Kinetics, Mechanisms and Catalysis. 2016. V.117. N2. P.417-427. DOI: 10.1007/s11144-015-0964-7 publication_identifier_short.wos_identifier_type publication_identifier_short.scopus_identifier_type publication_identifier_short.rinz_identifier_type
Dates:
Submitted: Oct 8, 2015
Accepted: Dec 2, 2015
Published online: Dec 16, 2015
Published print: Apr 1, 2016
Identifiers:
publication_identifier.wos_identifier_type WOS:000372544200002
publication_identifier.scopus_identifier_type 2-s2.0-84962135839
publication_identifier.rinz_identifier_type 27145496
publication_identifier.accession_number_identifier_type 2015:2046557
publication_identifier.chemical_accession_number_identifier_type 164:592733
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