ESTERIFICATION OF CITRIC ACID WITH ALIPHATIC ALCOHOLS С&lt;sub&gt;2&lt;/sub&gt;-С&lt;sub&gt;5&lt;/sub&gt;

Sushkova, Svetlana V.; Levanova, S. V.; Glazko, I. L.; Alexandrov, A.

doi:10.32362/2410-6593-2017-12-3-28-32

Cited by 4 publications

(1 citation statement)

References 4 publications

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“…Особый интерес представляют сложные эфиры гидроксокарбоновых кислот, получаемых из возобновляемых природных ресурсов. Например, тризамещенные эфиры лимонной кислоты -триалкил цитраты, получаемые этерификацией лимонной кислоты алифатическими спиртами C 2 и C 4 , используются в качестве нетоксичных пластификаторов для ПВХ-изделий или растворителей при производстве пищевых добавок, детских игрушек, бытовых упаковок [2]. Пластификаторы на основе сложных эфиров лимонной кислоты экологичны и обладают высокой пластифицирующей способностью.…”

Section: Introductionunclassified

Esterification of malic acid on various catalysts

2020

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Objectives. The study aims to identify the optimal choice of an effective catalyst for the esterification of malic acid to produce esters of high purity. Methods. To determine the qualitative and quantitative composition of reaction masses, the following analysis methods were used: mass-spectroscopy (using FinniganTrace DSQ device with NIST 2002, Xcalibur 1.31 Sp 5 database) and gas–liquid chromatography (using the Kristall 2000M software and hardware complex). Results. Esters of malic acid and butyl alcohol of normal structure were synthesized using the following catalysts: sulfuric, orthophosphoric, p-toluenesulfonic acid, Amberlyst 36 Dry, Amberlyst 36 Wet, KU-2-FPP, and KIF-T. The obtained products were analyzed by gas–liquid chromatography. The structure of the products was confirmed by mass spectrometry. Schemes for the formation of byproducts are proposed. The yields and purity of the malic acid butyl esters obtained using different catalysts were evaluated. The results show that the heterogeneous catalyst Amberlyst 36 Dry is optimal for obtaining a pure malic acid ester with a maximum yield. Conclusions. The results show that during the esterification of malic acid with butyl alcohol of normal structure, byproducts, such as esters of fumaric and maleic acids, are formed using different catalysts. An accumulation of byproducts occurs as a result of reactions of dehydration of malic acid or its ester. The results also show that the number of byproducts is almost independent of the catalyst, with the exception of sulfuric acid. The Amberlyst 36 Dry catalyst provides an optimal ratio between conversion and selectivity for malic acid dibutyl ester production.

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Section: Introductionunclassified

Esterification of malic acid on various catalysts

2020

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Synthesis, Identification, and Isolation of Esters of Pentaerythritol and Linear С4–С7 Carboxylic Acids

et al. 2021

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Development of Technology for Production of Plasticizers on the Basis of Trimethylolpropane

et al. 2019

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Polyhydric alcohols - neopolyols and their derivatives due to the nature of the structure have a row of unique properties - high thermal stability, moisture resistance, chemical resistance and are widely used in the production of synthetic oils, resins, varnishes, surfactants and plasticizers. Esters of neopolyols with several ester groups have excellent characteristics at low temperatures, as well as high environmental friendliness, which meets modern requirements. The variation in the production of esters of neopolyols, alcohol and acid components in various combinations allows to obtain a wide range of products with different characteristics and consumer properties. Currently, neopolyol esters are not produced in Russia. However, the technical capabilities of the development of R-Oxo technology based on natural gas are not in doubt, which will allow in the near future to organize its own production of neopolyol esters for the production of high-tech materials. In the present work, the possibility of obtaining plasticizers based on trimethylolpropane esters and C2-C5 acids of various structures was investigated. Samples of 7 trimethylolpropane triesters were synthesized and their certain physicochemical properties were determined. It is shown that the most promising is the synthesis of a plasticizer using acetic acid. Conducted kinetic studies on the esterification of trimethylolpropane with acetic acid. A differential method was used to estimate the reaction rate from the initial consumption rates of acetic acid. The first orders of reaction are determined by alcohol and catalyst under the conditions studied; the value of the observed activation energy of the obtained reaction of the pseudo-second order, in the temperature range of 80-115 °C, was 57.9±8.1 kJ/mol. The results obtained allow us to recommend the conditions for the implementation of the process in the industry.

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ESTERIFICATION OF CITRIC ACID WITH ALIPHATIC ALCOHOLS С<sub>2</sub>-С<sub>5</sub>

Cited by 4 publications

References 4 publications

Esterification of malic acid on various catalysts

Esterification of malic acid on various catalysts

Synthesis, Identification, and Isolation of Esters of Pentaerythritol and Linear С4–С7 Carboxylic Acids

Development of Technology for Production of Plasticizers on the Basis of Trimethylolpropane

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