Kinetic Study of the Diels–Alder Reaction between Maleimide and Furan-Containing Polystyrene Using Infrared Spectroscopy

The Diels–Alder (D–A) reaction between furan and maleimide is a thermally reversible reaction that has become a vital chemical technique for designing polymer structures and functions. The kinetics of this reaction, particularly in polymer bulk states, have significant practical implications. In thi...

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Main Authors: Tongtong Wang, Dali Gao, Hua Yin, Jiawei Zhao, Xingguo Wang, Hui Niu
Format: Article
Language:English
Published: MDPI AG 2024-02-01
Series:Polymers
Subjects:
Online Access:https://www.mdpi.com/2073-4360/16/3/441
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author Tongtong Wang
Dali Gao
Hua Yin
Jiawei Zhao
Xingguo Wang
Hui Niu
author_facet Tongtong Wang
Dali Gao
Hua Yin
Jiawei Zhao
Xingguo Wang
Hui Niu
author_sort Tongtong Wang
collection DOAJ
description The Diels–Alder (D–A) reaction between furan and maleimide is a thermally reversible reaction that has become a vital chemical technique for designing polymer structures and functions. The kinetics of this reaction, particularly in polymer bulk states, have significant practical implications. In this study, we investigated the feasibility of utilizing infrared spectroscopy to measure the D–A reaction kinetics in bulk-state polymer. Specifically, we synthesized furan-functionalized polystyrene and added a maleimide small-molecule compound to form a D–A adduct. The intensity of the characteristic absorption peak of the D–A adduct was quantitatively measured by infrared spectroscopy, and the dependence of conversion of the D–A reaction on time was obtained at different temperatures. Subsequently, the D–A reaction apparent kinetic coefficient <i>k</i><sub>app</sub> and the Arrhenius activation energy <i>E</i><sub>a,D–A</sub> were calculated. These results were compared with those determined from <sup>1</sup>H-NMR in the polymer solution states.
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spelling doaj.art-5a3abc3fe21a4d1e8134de418be354b72024-02-09T15:21:04ZengMDPI AGPolymers2073-43602024-02-0116344110.3390/polym16030441Kinetic Study of the Diels–Alder Reaction between Maleimide and Furan-Containing Polystyrene Using Infrared SpectroscopyTongtong Wang0Dali Gao1Hua Yin2Jiawei Zhao3Xingguo Wang4Hui Niu5Department of Polymer Science and Engineering, School of Chemical Engineering, Dalian University of Technology, Dalian 116024, ChinaSINOPEC (Beijing) Research Institute of Chemical Industry Co., Ltd., Beijing 100013, ChinaSINOPEC (Beijing) Research Institute of Chemical Industry Co., Ltd., Beijing 100013, ChinaSINOPEC (Beijing) Research Institute of Chemical Industry Co., Ltd., Beijing 100013, ChinaSINOPEC (Beijing) Research Institute of Chemical Industry Co., Ltd., Beijing 100013, ChinaDepartment of Polymer Science and Engineering, School of Chemical Engineering, Dalian University of Technology, Dalian 116024, ChinaThe Diels–Alder (D–A) reaction between furan and maleimide is a thermally reversible reaction that has become a vital chemical technique for designing polymer structures and functions. The kinetics of this reaction, particularly in polymer bulk states, have significant practical implications. In this study, we investigated the feasibility of utilizing infrared spectroscopy to measure the D–A reaction kinetics in bulk-state polymer. Specifically, we synthesized furan-functionalized polystyrene and added a maleimide small-molecule compound to form a D–A adduct. The intensity of the characteristic absorption peak of the D–A adduct was quantitatively measured by infrared spectroscopy, and the dependence of conversion of the D–A reaction on time was obtained at different temperatures. Subsequently, the D–A reaction apparent kinetic coefficient <i>k</i><sub>app</sub> and the Arrhenius activation energy <i>E</i><sub>a,D–A</sub> were calculated. These results were compared with those determined from <sup>1</sup>H-NMR in the polymer solution states.https://www.mdpi.com/2073-4360/16/3/441Diels–Alder reactionkineticsinfrared spectroscopy
spellingShingle Tongtong Wang
Dali Gao
Hua Yin
Jiawei Zhao
Xingguo Wang
Hui Niu
Kinetic Study of the Diels–Alder Reaction between Maleimide and Furan-Containing Polystyrene Using Infrared Spectroscopy
Polymers
Diels–Alder reaction
kinetics
infrared spectroscopy
title Kinetic Study of the Diels–Alder Reaction between Maleimide and Furan-Containing Polystyrene Using Infrared Spectroscopy
title_full Kinetic Study of the Diels–Alder Reaction between Maleimide and Furan-Containing Polystyrene Using Infrared Spectroscopy
title_fullStr Kinetic Study of the Diels–Alder Reaction between Maleimide and Furan-Containing Polystyrene Using Infrared Spectroscopy
title_full_unstemmed Kinetic Study of the Diels–Alder Reaction between Maleimide and Furan-Containing Polystyrene Using Infrared Spectroscopy
title_short Kinetic Study of the Diels–Alder Reaction between Maleimide and Furan-Containing Polystyrene Using Infrared Spectroscopy
title_sort kinetic study of the diels alder reaction between maleimide and furan containing polystyrene using infrared spectroscopy
topic Diels–Alder reaction
kinetics
infrared spectroscopy
url https://www.mdpi.com/2073-4360/16/3/441
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