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Lipase-Catalyzed Synthesis, Properties Characterization, and Application of Bio-Based Dimer Acid Cyclocarbonate

Dimer acid cyclocarbonate (DACC) is synthesized from glycerol carbonate (GC) and Sapium sebiferum oil-derived dimer acid (DA, 9-[(Z)-non-3-enyl]-10-octylnonadecanedioic acid). Meanwhile, DACC can be used for synthetic materials of bio-based non-isocyanate polyurethane (bio-NIPU). In this study, DACC...

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Autores principales: He, Xin, Wu, Guiying, Xu, Li, Yan, Jinyong, Yan, Yunjun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6414830/
https://www.ncbi.nlm.nih.gov/pubmed/30966297
http://dx.doi.org/10.3390/polym10030262
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author He, Xin
Wu, Guiying
Xu, Li
Yan, Jinyong
Yan, Yunjun
author_facet He, Xin
Wu, Guiying
Xu, Li
Yan, Jinyong
Yan, Yunjun
author_sort He, Xin
collection PubMed
description Dimer acid cyclocarbonate (DACC) is synthesized from glycerol carbonate (GC) and Sapium sebiferum oil-derived dimer acid (DA, 9-[(Z)-non-3-enyl]-10-octylnonadecanedioic acid). Meanwhile, DACC can be used for synthetic materials of bio-based non-isocyanate polyurethane (bio-NIPU). In this study, DACC was synthesized by the esterification of dimer acid and glycerol carbonate using Novozym 435 (Candida antarctica lipase B) as the biocatalyst. Via the optimizing reaction conditions, the highest yield of 76.00% and the lowest acid value of 43.82 mg KOH/g were obtained. The product was confirmed and characterized by Fourier transform-infrared spectroscopy (FTIR) and nuclear magnetic resonance spectroscopy (NMR). Then, the synthetic DACC was further used to synthesize bio-NIPU, which was examined by FTIR, thermogravimetric analysis (TGA), and differential scanning calorimetry (DSC), indicating that it possesses very good physio-chemical properties and unique material quality with a potential prospect in applications.
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spelling pubmed-64148302019-04-02 Lipase-Catalyzed Synthesis, Properties Characterization, and Application of Bio-Based Dimer Acid Cyclocarbonate He, Xin Wu, Guiying Xu, Li Yan, Jinyong Yan, Yunjun Polymers (Basel) Article Dimer acid cyclocarbonate (DACC) is synthesized from glycerol carbonate (GC) and Sapium sebiferum oil-derived dimer acid (DA, 9-[(Z)-non-3-enyl]-10-octylnonadecanedioic acid). Meanwhile, DACC can be used for synthetic materials of bio-based non-isocyanate polyurethane (bio-NIPU). In this study, DACC was synthesized by the esterification of dimer acid and glycerol carbonate using Novozym 435 (Candida antarctica lipase B) as the biocatalyst. Via the optimizing reaction conditions, the highest yield of 76.00% and the lowest acid value of 43.82 mg KOH/g were obtained. The product was confirmed and characterized by Fourier transform-infrared spectroscopy (FTIR) and nuclear magnetic resonance spectroscopy (NMR). Then, the synthetic DACC was further used to synthesize bio-NIPU, which was examined by FTIR, thermogravimetric analysis (TGA), and differential scanning calorimetry (DSC), indicating that it possesses very good physio-chemical properties and unique material quality with a potential prospect in applications. MDPI 2018-03-03 /pmc/articles/PMC6414830/ /pubmed/30966297 http://dx.doi.org/10.3390/polym10030262 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
He, Xin
Wu, Guiying
Xu, Li
Yan, Jinyong
Yan, Yunjun
Lipase-Catalyzed Synthesis, Properties Characterization, and Application of Bio-Based Dimer Acid Cyclocarbonate
title Lipase-Catalyzed Synthesis, Properties Characterization, and Application of Bio-Based Dimer Acid Cyclocarbonate
title_full Lipase-Catalyzed Synthesis, Properties Characterization, and Application of Bio-Based Dimer Acid Cyclocarbonate
title_fullStr Lipase-Catalyzed Synthesis, Properties Characterization, and Application of Bio-Based Dimer Acid Cyclocarbonate
title_full_unstemmed Lipase-Catalyzed Synthesis, Properties Characterization, and Application of Bio-Based Dimer Acid Cyclocarbonate
title_short Lipase-Catalyzed Synthesis, Properties Characterization, and Application of Bio-Based Dimer Acid Cyclocarbonate
title_sort lipase-catalyzed synthesis, properties characterization, and application of bio-based dimer acid cyclocarbonate
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6414830/
https://www.ncbi.nlm.nih.gov/pubmed/30966297
http://dx.doi.org/10.3390/polym10030262
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