Preparation of diisononyl adipate in a solvent-free system via an immobilized lipase-catalyzed esterification

Aree Lee, Heejin Kim, Nakyung Choi, Sung Won Yoon, Yangha Kim, Hak Ryul Kim, In-Hwan Kim

Research output: Contribution to journalArticle

Abstract

Diisononyl adipate is a plasticizer which has excellent property of low temperature resistance and is permitted in food contact materials. In this study, diisononyl adipate was synthesized from adipic acid and isononyl alcohol in a solvent-free system via immobilized lipase-catalyzed esterification. Liquid Eversa lipase from Thermomyces lanuginosus was immobilized on Lewatit VP OC 1600 carrier. The effects of temperature, substrate molar ratio, water activity of enzyme, vacuum, and enzyme loading on the reaction efficiency were investigated. Application of vacuum played a key role to achieve a 100% conversion. The optimal temperature, molar ratio (adipic acid to isononyl alcohol), water activity of enzyme, vacuum were 50 °C, 1:3, 0.75, 13.3 kPa, and 10% (based on weight of total substrate). Under these conditions, 100% conversion was achieved within 6 h.

Original languageEnglish
JournalEnzyme and Microbial Technology
DOIs
Publication statusPublished - 2019 Jan 1

Fingerprint

Esterification
Lipases
Vacuum
Lipase
Enzymes
Temperature
Alcohols
Plasticizers
Acids
Water
Substrates
Catalyst activity
Weights and Measures
Food
Liquids
diisononyl adipate
adipic acid
isononyl alcohol

Keywords

  • Adipic acid
  • Diisononyl adipate
  • Esterification
  • Eversa lipase
  • Isononyl alcohol
  • Plasticizer

ASJC Scopus subject areas

  • Biotechnology
  • Bioengineering
  • Biochemistry
  • Applied Microbiology and Biotechnology

Cite this

Preparation of diisononyl adipate in a solvent-free system via an immobilized lipase-catalyzed esterification. / Lee, Aree; Kim, Heejin; Choi, Nakyung; Yoon, Sung Won; Kim, Yangha; Kim, Hak Ryul; Kim, In-Hwan.

In: Enzyme and Microbial Technology, 01.01.2019.

Research output: Contribution to journalArticle

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AU - Lee, Aree

AU - Kim, Heejin

AU - Choi, Nakyung

AU - Yoon, Sung Won

AU - Kim, Yangha

AU - Kim, Hak Ryul

AU - Kim, In-Hwan

PY - 2019/1/1

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N2 - Diisononyl adipate is a plasticizer which has excellent property of low temperature resistance and is permitted in food contact materials. In this study, diisononyl adipate was synthesized from adipic acid and isononyl alcohol in a solvent-free system via immobilized lipase-catalyzed esterification. Liquid Eversa lipase from Thermomyces lanuginosus was immobilized on Lewatit VP OC 1600 carrier. The effects of temperature, substrate molar ratio, water activity of enzyme, vacuum, and enzyme loading on the reaction efficiency were investigated. Application of vacuum played a key role to achieve a 100% conversion. The optimal temperature, molar ratio (adipic acid to isononyl alcohol), water activity of enzyme, vacuum were 50 °C, 1:3, 0.75, 13.3 kPa, and 10% (based on weight of total substrate). Under these conditions, 100% conversion was achieved within 6 h.

AB - Diisononyl adipate is a plasticizer which has excellent property of low temperature resistance and is permitted in food contact materials. In this study, diisononyl adipate was synthesized from adipic acid and isononyl alcohol in a solvent-free system via immobilized lipase-catalyzed esterification. Liquid Eversa lipase from Thermomyces lanuginosus was immobilized on Lewatit VP OC 1600 carrier. The effects of temperature, substrate molar ratio, water activity of enzyme, vacuum, and enzyme loading on the reaction efficiency were investigated. Application of vacuum played a key role to achieve a 100% conversion. The optimal temperature, molar ratio (adipic acid to isononyl alcohol), water activity of enzyme, vacuum were 50 °C, 1:3, 0.75, 13.3 kPa, and 10% (based on weight of total substrate). Under these conditions, 100% conversion was achieved within 6 h.

KW - Adipic acid

KW - Diisononyl adipate

KW - Esterification

KW - Eversa lipase

KW - Isononyl alcohol

KW - Plasticizer

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