Synthesis and Biodegradation of Poly(l-lactide-co-β-propiolactone)

Although the copolymerizations of l-lactide (LA) with seven- or six-membered ring lactones have been extensively studied, the copolymerizations of LA with four-membered ring lactones have scarcely been reported. In this work, we studied the copolymerization of LA with β-propiolactone (PL) and the pr...

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Main Authors: Yuushou Nakayama, Kazuki Aihara, Zhengguo Cai, Takeshi Shiono, Chikara Tsutsumi
Format: Article
Language:English
Published: MDPI AG 2017-06-01
Series:International Journal of Molecular Sciences
Subjects:
Online Access:http://www.mdpi.com/1422-0067/18/6/1312
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spelling doaj-32351a216bf8409aab9368e8da49c4d72020-11-24T22:07:36ZengMDPI AGInternational Journal of Molecular Sciences1422-00672017-06-01186131210.3390/ijms18061312ijms18061312Synthesis and Biodegradation of Poly(l-lactide-co-β-propiolactone)Yuushou Nakayama0Kazuki Aihara1Zhengguo Cai2Takeshi Shiono3Chikara Tsutsumi4Department of Applied Chemistry, Graduate School of Engineering, Hiroshima University, Higashi-Hiroshima 739-8527, JapanDepartment of Applied Chemistry, Graduate School of Engineering, Hiroshima University, Higashi-Hiroshima 739-8527, JapanState Key Laboratory for Modification of Chemical Fibers and Polymer Materials, College of Material Science and Engineering, Donghua University, Shanghai 201620, ChinaDepartment of Applied Chemistry, Graduate School of Engineering, Hiroshima University, Higashi-Hiroshima 739-8527, JapanDepartment of Applied Chemistry and Biotechnology, Niihama National College of Technology, Niihama 792-8580, JapanAlthough the copolymerizations of l-lactide (LA) with seven- or six-membered ring lactones have been extensively studied, the copolymerizations of LA with four-membered ring lactones have scarcely been reported. In this work, we studied the copolymerization of LA with β-propiolactone (PL) and the properties of the obtained copolymers. The copolymerization of LA with PL was carried out using trifluoromethanesulfonic acid as a catalyst and methanol as an initiator to produce poly(LA-co-PL) with Mn of ~50,000 and PL-content of 6–67 mol %. The Tg values of the copolymers were rapidly lowered with increasing PL-contents. The Tm and ΔHm of the copolymers gradually decreased with increasing PL-contents, indicating their decreased crystallinity. Biodegradation test of the copolymers in compost demonstrated their improved biodegradability in comparison with the homopolymer of LA.http://www.mdpi.com/1422-0067/18/6/1312copolymerization">l-lactideβ-propiolactonetrifluoromethanesulfonic acidpoly(">l-lactide-co-β-propiolactone)thermal propertiesbiodegradation
collection DOAJ
language English
format Article
sources DOAJ
author Yuushou Nakayama
Kazuki Aihara
Zhengguo Cai
Takeshi Shiono
Chikara Tsutsumi
spellingShingle Yuushou Nakayama
Kazuki Aihara
Zhengguo Cai
Takeshi Shiono
Chikara Tsutsumi
Synthesis and Biodegradation of Poly(l-lactide-co-β-propiolactone)
International Journal of Molecular Sciences
copolymerization
">l-lactide
β-propiolactone
trifluoromethanesulfonic acid
poly(
">l-lactide-co-β-propiolactone)
thermal properties
biodegradation
author_facet Yuushou Nakayama
Kazuki Aihara
Zhengguo Cai
Takeshi Shiono
Chikara Tsutsumi
author_sort Yuushou Nakayama
title Synthesis and Biodegradation of Poly(l-lactide-co-β-propiolactone)
title_short Synthesis and Biodegradation of Poly(l-lactide-co-β-propiolactone)
title_full Synthesis and Biodegradation of Poly(l-lactide-co-β-propiolactone)
title_fullStr Synthesis and Biodegradation of Poly(l-lactide-co-β-propiolactone)
title_full_unstemmed Synthesis and Biodegradation of Poly(l-lactide-co-β-propiolactone)
title_sort synthesis and biodegradation of poly(l-lactide-co-β-propiolactone)
publisher MDPI AG
series International Journal of Molecular Sciences
issn 1422-0067
publishDate 2017-06-01
description Although the copolymerizations of l-lactide (LA) with seven- or six-membered ring lactones have been extensively studied, the copolymerizations of LA with four-membered ring lactones have scarcely been reported. In this work, we studied the copolymerization of LA with β-propiolactone (PL) and the properties of the obtained copolymers. The copolymerization of LA with PL was carried out using trifluoromethanesulfonic acid as a catalyst and methanol as an initiator to produce poly(LA-co-PL) with Mn of ~50,000 and PL-content of 6–67 mol %. The Tg values of the copolymers were rapidly lowered with increasing PL-contents. The Tm and ΔHm of the copolymers gradually decreased with increasing PL-contents, indicating their decreased crystallinity. Biodegradation test of the copolymers in compost demonstrated their improved biodegradability in comparison with the homopolymer of LA.
topic copolymerization
">l-lactide
β-propiolactone
trifluoromethanesulfonic acid
poly(
">l-lactide-co-β-propiolactone)
thermal properties
biodegradation
url http://www.mdpi.com/1422-0067/18/6/1312
work_keys_str_mv AT yuushounakayama synthesisandbiodegradationofpolyllactidecobpropiolactone
AT kazukiaihara synthesisandbiodegradationofpolyllactidecobpropiolactone
AT zhengguocai synthesisandbiodegradationofpolyllactidecobpropiolactone
AT takeshishiono synthesisandbiodegradationofpolyllactidecobpropiolactone
AT chikaratsutsumi synthesisandbiodegradationofpolyllactidecobpropiolactone
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