Synthesis of Thermoplastic Xylan-Lactide Copolymer with Amidine-Mediated Organocatalyst in Ionic Liquid

Abstract Ring-opening graft polymerization (ROGP) of l-Lactide (l-LA) is a practical method of altering the physical and chemical properties of lignocellulose. Previous studies have mainly investigated cellulose and tin-based catalysts, particularly of tin(II) 2-ethylhexanoate (Sn(oct)2), at high te...

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Autores principales: Xueqin Zhang, Huihui Wang, Chuanfu Liu, Aiping Zhang, Junli Ren
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Publicado: Nature Portfolio 2017
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spelling oai:doaj.org-article:2039b9b60f644219b49aef8a923062bd2021-12-02T11:40:14ZSynthesis of Thermoplastic Xylan-Lactide Copolymer with Amidine-Mediated Organocatalyst in Ionic Liquid10.1038/s41598-017-00464-62045-2322https://doaj.org/article/2039b9b60f644219b49aef8a923062bd2017-04-01T00:00:00Zhttps://doi.org/10.1038/s41598-017-00464-6https://doaj.org/toc/2045-2322Abstract Ring-opening graft polymerization (ROGP) of l-Lactide (l-LA) is a practical method of altering the physical and chemical properties of lignocellulose. Previous studies have mainly investigated cellulose and tin-based catalysts, particularly of tin(II) 2-ethylhexanoate (Sn(oct)2), at high temperatures and reported low graft efficiencies. In the present study, ROGP of l-LA was successfully achieved on xylan-type hemicelluloses in ionic liquid (IL) 1-allyl-3-methylimidazolium chloride ([Amim]Cl) using 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as an effective organic catalyst. Mild reaction condition (50 °C) was used to limit transesterification, and thus enhance the graft efficiency. The hydroxyl groups on xylan acted as initiators in the polymerization, and DBU, enhanced the nucleophilicity of the initiator and the propagating chain. Xylan-graft-poly(l-Lactide) (xylan-g-PLA) copolymer with a degree of substitution (DS) of 0.58 and a degree of polymerization (DP) of 5.51 was obtained. In addition, the structures of the xylan-g-PLA copolymers were characterized by GPC, FT-IR and NMR, confirming the success of the ROGP reaction. Thermal analysis revealed that the copolymers exhibited a single glass-transition temperature (T g), which decreased with increasing molar substitution (MS). Thus, modification resulted in the graft copolymers with thermoplastic behavior and tunable T g.Xueqin ZhangHuihui WangChuanfu LiuAiping ZhangJunli RenNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 7, Iss 1, Pp 1-10 (2017)
institution DOAJ
collection DOAJ
language EN
topic Medicine
R
Science
Q
spellingShingle Medicine
R
Science
Q
Xueqin Zhang
Huihui Wang
Chuanfu Liu
Aiping Zhang
Junli Ren
Synthesis of Thermoplastic Xylan-Lactide Copolymer with Amidine-Mediated Organocatalyst in Ionic Liquid
description Abstract Ring-opening graft polymerization (ROGP) of l-Lactide (l-LA) is a practical method of altering the physical and chemical properties of lignocellulose. Previous studies have mainly investigated cellulose and tin-based catalysts, particularly of tin(II) 2-ethylhexanoate (Sn(oct)2), at high temperatures and reported low graft efficiencies. In the present study, ROGP of l-LA was successfully achieved on xylan-type hemicelluloses in ionic liquid (IL) 1-allyl-3-methylimidazolium chloride ([Amim]Cl) using 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as an effective organic catalyst. Mild reaction condition (50 °C) was used to limit transesterification, and thus enhance the graft efficiency. The hydroxyl groups on xylan acted as initiators in the polymerization, and DBU, enhanced the nucleophilicity of the initiator and the propagating chain. Xylan-graft-poly(l-Lactide) (xylan-g-PLA) copolymer with a degree of substitution (DS) of 0.58 and a degree of polymerization (DP) of 5.51 was obtained. In addition, the structures of the xylan-g-PLA copolymers were characterized by GPC, FT-IR and NMR, confirming the success of the ROGP reaction. Thermal analysis revealed that the copolymers exhibited a single glass-transition temperature (T g), which decreased with increasing molar substitution (MS). Thus, modification resulted in the graft copolymers with thermoplastic behavior and tunable T g.
format article
author Xueqin Zhang
Huihui Wang
Chuanfu Liu
Aiping Zhang
Junli Ren
author_facet Xueqin Zhang
Huihui Wang
Chuanfu Liu
Aiping Zhang
Junli Ren
author_sort Xueqin Zhang
title Synthesis of Thermoplastic Xylan-Lactide Copolymer with Amidine-Mediated Organocatalyst in Ionic Liquid
title_short Synthesis of Thermoplastic Xylan-Lactide Copolymer with Amidine-Mediated Organocatalyst in Ionic Liquid
title_full Synthesis of Thermoplastic Xylan-Lactide Copolymer with Amidine-Mediated Organocatalyst in Ionic Liquid
title_fullStr Synthesis of Thermoplastic Xylan-Lactide Copolymer with Amidine-Mediated Organocatalyst in Ionic Liquid
title_full_unstemmed Synthesis of Thermoplastic Xylan-Lactide Copolymer with Amidine-Mediated Organocatalyst in Ionic Liquid
title_sort synthesis of thermoplastic xylan-lactide copolymer with amidine-mediated organocatalyst in ionic liquid
publisher Nature Portfolio
publishDate 2017
url https://doaj.org/article/2039b9b60f644219b49aef8a923062bd
work_keys_str_mv AT xueqinzhang synthesisofthermoplasticxylanlactidecopolymerwithamidinemediatedorganocatalystinionicliquid
AT huihuiwang synthesisofthermoplasticxylanlactidecopolymerwithamidinemediatedorganocatalystinionicliquid
AT chuanfuliu synthesisofthermoplasticxylanlactidecopolymerwithamidinemediatedorganocatalystinionicliquid
AT aipingzhang synthesisofthermoplasticxylanlactidecopolymerwithamidinemediatedorganocatalystinionicliquid
AT junliren synthesisofthermoplasticxylanlactidecopolymerwithamidinemediatedorganocatalystinionicliquid
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