POLYCONDENSATION OF SEBACIC ACID WITH PRIMARY AND SECONDARY HYDROXYL GROUPS CONTAINING DIOLS CATALYZED BY CANDIDA ANTARCTICA LIPASE B
The aliphatic polyesters are normally synthesized by ester interchange reactions or direct esterification of hydroxyacids or diacid/diol combinations. Biotransformation, utilizing the enzymes as catalysts, was accepted as an alternative route for the synthesis of aliphatic polyesters and offers vari...
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TAYLOR & FRANCIS INC
2012
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Online Access: | http://hdl.handle.net/10203/104052 https://doi.org/10.1080/00397911.2011.585267 |
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ftkoasas:oai:koasas.kaist.ac.kr:10203/104052 2023-05-15T14:01:40+02:00 POLYCONDENSATION OF SEBACIC ACID WITH PRIMARY AND SECONDARY HYDROXYL GROUPS CONTAINING DIOLS CATALYZED BY CANDIDA ANTARCTICA LIPASE B Yoon, KR Yoon, Kuk Ro Hong, SP Hong, Suk-Pyo Kong, B Kong, Bokyung Choi, IS Choi, Insung 2012 http://hdl.handle.net/10203/104052 https://doi.org/10.1080/00397911.2011.585267 ENG eng TAYLOR & FRANCIS INC ARTICLE A 2012 ftkoasas https://doi.org/10.1080/00397911.2011.585267 2013-12-15T19:13:43Z The aliphatic polyesters are normally synthesized by ester interchange reactions or direct esterification of hydroxyacids or diacid/diol combinations. Biotransformation, utilizing the enzymes as catalysts, was accepted as an alternative route for the synthesis of aliphatic polyesters and offers various advantages compared with the conventional, metal-catalyzed polymerization reactions. Previous studies indicated that lipase-catalyzed polycondensation reactions between diols and diacids occurred preferentially at primary hydroxyl groups of diols, when diols contained both primary and secondary hydroxyl groups. In this work, we investigated lipase-catalyzed polycondensation of diacids and secondary hydroxyl group-containing diols, and successfully synthesized polyesters by polycondensation with secondary hydroxyl groups as well as primary hydroxyl groups. Various diols, glycerol, 1,2-propanediol, 1,3-butanediol, 2,3-butanediol, and 2,4-pentanediol were tested for the polycondensation. The polymerization was achieved by heating a mixture of lipase B, sebacic acid, and the diols in anhydrous toluene at 100 degrees C for 72 h. The resulting polymers were characterized by H-1 and C-13 NMR spectroscopy, Fourier transform-infrared spectroscopy, thermogravimetric analysis, and gel permeation chromatography. 화학과 Article in Journal/Newspaper Antarc* Antarctica Korea Advanced Institute of Science and Technology: KOASAS - KAIST Open Access Self-Archiving System Synthetic Communications 42 23 3504 3512 |
institution |
Open Polar |
collection |
Korea Advanced Institute of Science and Technology: KOASAS - KAIST Open Access Self-Archiving System |
op_collection_id |
ftkoasas |
language |
English |
description |
The aliphatic polyesters are normally synthesized by ester interchange reactions or direct esterification of hydroxyacids or diacid/diol combinations. Biotransformation, utilizing the enzymes as catalysts, was accepted as an alternative route for the synthesis of aliphatic polyesters and offers various advantages compared with the conventional, metal-catalyzed polymerization reactions. Previous studies indicated that lipase-catalyzed polycondensation reactions between diols and diacids occurred preferentially at primary hydroxyl groups of diols, when diols contained both primary and secondary hydroxyl groups. In this work, we investigated lipase-catalyzed polycondensation of diacids and secondary hydroxyl group-containing diols, and successfully synthesized polyesters by polycondensation with secondary hydroxyl groups as well as primary hydroxyl groups. Various diols, glycerol, 1,2-propanediol, 1,3-butanediol, 2,3-butanediol, and 2,4-pentanediol were tested for the polycondensation. The polymerization was achieved by heating a mixture of lipase B, sebacic acid, and the diols in anhydrous toluene at 100 degrees C for 72 h. The resulting polymers were characterized by H-1 and C-13 NMR spectroscopy, Fourier transform-infrared spectroscopy, thermogravimetric analysis, and gel permeation chromatography. 화학과 |
format |
Article in Journal/Newspaper |
author |
Yoon, KR Yoon, Kuk Ro Hong, SP Hong, Suk-Pyo Kong, B Kong, Bokyung Choi, IS Choi, Insung |
spellingShingle |
Yoon, KR Yoon, Kuk Ro Hong, SP Hong, Suk-Pyo Kong, B Kong, Bokyung Choi, IS Choi, Insung POLYCONDENSATION OF SEBACIC ACID WITH PRIMARY AND SECONDARY HYDROXYL GROUPS CONTAINING DIOLS CATALYZED BY CANDIDA ANTARCTICA LIPASE B |
author_facet |
Yoon, KR Yoon, Kuk Ro Hong, SP Hong, Suk-Pyo Kong, B Kong, Bokyung Choi, IS Choi, Insung |
author_sort |
Yoon, KR Yoon, Kuk Ro |
title |
POLYCONDENSATION OF SEBACIC ACID WITH PRIMARY AND SECONDARY HYDROXYL GROUPS CONTAINING DIOLS CATALYZED BY CANDIDA ANTARCTICA LIPASE B |
title_short |
POLYCONDENSATION OF SEBACIC ACID WITH PRIMARY AND SECONDARY HYDROXYL GROUPS CONTAINING DIOLS CATALYZED BY CANDIDA ANTARCTICA LIPASE B |
title_full |
POLYCONDENSATION OF SEBACIC ACID WITH PRIMARY AND SECONDARY HYDROXYL GROUPS CONTAINING DIOLS CATALYZED BY CANDIDA ANTARCTICA LIPASE B |
title_fullStr |
POLYCONDENSATION OF SEBACIC ACID WITH PRIMARY AND SECONDARY HYDROXYL GROUPS CONTAINING DIOLS CATALYZED BY CANDIDA ANTARCTICA LIPASE B |
title_full_unstemmed |
POLYCONDENSATION OF SEBACIC ACID WITH PRIMARY AND SECONDARY HYDROXYL GROUPS CONTAINING DIOLS CATALYZED BY CANDIDA ANTARCTICA LIPASE B |
title_sort |
polycondensation of sebacic acid with primary and secondary hydroxyl groups containing diols catalyzed by candida antarctica lipase b |
publisher |
TAYLOR & FRANCIS INC |
publishDate |
2012 |
url |
http://hdl.handle.net/10203/104052 https://doi.org/10.1080/00397911.2011.585267 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_doi |
https://doi.org/10.1080/00397911.2011.585267 |
container_title |
Synthetic Communications |
container_volume |
42 |
container_issue |
23 |
container_start_page |
3504 |
op_container_end_page |
3512 |
_version_ |
1766271703866933248 |