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

doi:10.1016/j.enzmictec.2019.04.014

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

Department of Public Health Sciences

Research output: Contribution to journal › Article › peer-review

8 Citations (Scopus)

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 language	English
Article number	109340
Journal	Enzyme and Microbial Technology
Volume	131
DOIs	https://doi.org/10.1016/j.enzmictec.2019.04.014
Publication status	Published - 2019 Dec

Keywords

Adipic acid
Diisononyl adipate
Esterification
Eversa lipase
Isononyl alcohol
Plasticizer

ASJC Scopus subject areas

Biotechnology
Bioengineering
Biochemistry
Applied Microbiology and Biotechnology

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10.1016/j.enzmictec.2019.04.014

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

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.",

keywords = "Adipic acid, Diisononyl adipate, Esterification, Eversa lipase, Isononyl alcohol, Plasticizer",

author = "Aree Lee and Heejin Kim and Nakyung Choi and Yoon, {Sung Won} and Yangha Kim and Kim, {Hak Ryul} and Kim, {In Hwan}",

note = "Funding Information: This research was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education (NRF- 2018R1D1A1B07049256 ) Funding Information: This research was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education (NRF-2018R1D1A1B07049256) Publisher Copyright: {\textcopyright} 2019 Elsevier Inc.",

year = "2019",

month = dec,

doi = "10.1016/j.enzmictec.2019.04.014",

language = "English",

volume = "131",

journal = "Enzyme and Microbial Technology",

issn = "0141-0229",

publisher = "Elsevier Inc.",

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T1 - Preparation of diisononyl adipate in a solvent-free system via an immobilized lipase-catalyzed esterification

AU - Lee, Aree

AU - Kim, Heejin

AU - Choi, Nakyung

AU - Yoon, Sung Won

AU - Kim, Yangha

AU - Kim, Hak Ryul

AU - Kim, In Hwan

N1 - Funding Information: This research was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education (NRF- 2018R1D1A1B07049256 ) Funding Information: This research was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education (NRF-2018R1D1A1B07049256) Publisher Copyright: © 2019 Elsevier Inc.

PY - 2019/12

Y1 - 2019/12

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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U2 - 10.1016/j.enzmictec.2019.04.014

DO - 10.1016/j.enzmictec.2019.04.014

M3 - Article

C2 - 31615683

AN - SCOPUS:85064986503

VL - 131

JO - Enzyme and Microbial Technology

JF - Enzyme and Microbial Technology

SN - 0141-0229

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ER -

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

Abstract

Keywords

ASJC Scopus subject areas

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