Low-Temperature Terpolymerizable Benzoxazine Monomer Bearing Norbornene and Furan Groups: Synthesis, Characterization, Polymerization, and Properties of Its Polymer

There is an urgency to produce novel high-performance resins to support the rapid development of the aerospace field and the electronic industry. In the present work, we designed and consequently synthesized a benzoxazine monomer (<b><i>o</i>HPNI-fa</b>) bearing both norborne...

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Main Authors: Yin Lu, Yaliang Peng, Yi Yang, Jiahao Liu, Kan Zhang
Format: Article
Language:English
Published: MDPI AG 2023-05-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/28/9/3944
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author Yin Lu
Yaliang Peng
Yi Yang
Jiahao Liu
Kan Zhang
author_facet Yin Lu
Yaliang Peng
Yi Yang
Jiahao Liu
Kan Zhang
author_sort Yin Lu
collection DOAJ
description There is an urgency to produce novel high-performance resins to support the rapid development of the aerospace field and the electronic industry. In the present work, we designed and consequently synthesized a benzoxazine monomer (<b><i>o</i>HPNI-fa</b>) bearing both norbornene and furan groups through the flexible benzoxazine structural design capability. The molecular structure of <b><i>o</i>HPNI-fa</b> was verified by the combination characterization of nuclear magnetic resonance spectrum, FT-IR technology, and high-resolution mass spectrum. The thermally activated terpolymerization was monitored by in situ FT-IR as well as differential scanning calorimetry (DSC). Moreover, the low-temperature-curing characteristics of <b><i>o</i>HPNI-fa</b> have also been revealed and discussed in the current study. Furthermore, the curing kinetics of the <b><i>o</i>HPNI-fa</b> were investigated by the Kissinger and Ozawa methods. The resulting highly cross-linked thermoset based on <b><i>o</i>HPNI-fa</b> showed excellent thermal stability as well as flame retardancy (T<sub>d10</sub> of 425 °C, THR of 4.9 KJg<sup>−1</sup>). The strategy for molecular design utilized in the current work gives a guide to the development of high-performance resins which can potentially be applied in the aerospace and electronics industries.
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spelling doaj.art-182e3b0aa9f24de0b4affcd08d4590be2023-11-17T23:25:34ZengMDPI AGMolecules1420-30492023-05-01289394410.3390/molecules28093944Low-Temperature Terpolymerizable Benzoxazine Monomer Bearing Norbornene and Furan Groups: Synthesis, Characterization, Polymerization, and Properties of Its PolymerYin Lu0Yaliang Peng1Yi Yang2Jiahao Liu3Kan Zhang4Research School of Polymeric Materials, School of Materials Science and Engineering, Jiangsu University, Zhenjiang 212013, ChinaResearch School of Polymeric Materials, School of Materials Science and Engineering, Jiangsu University, Zhenjiang 212013, ChinaResearch School of Polymeric Materials, School of Materials Science and Engineering, Jiangsu University, Zhenjiang 212013, ChinaSchool of Mechanical Engineering, Jiangsu University, Zhenjiang 212013, ChinaResearch School of Polymeric Materials, School of Materials Science and Engineering, Jiangsu University, Zhenjiang 212013, ChinaThere is an urgency to produce novel high-performance resins to support the rapid development of the aerospace field and the electronic industry. In the present work, we designed and consequently synthesized a benzoxazine monomer (<b><i>o</i>HPNI-fa</b>) bearing both norbornene and furan groups through the flexible benzoxazine structural design capability. The molecular structure of <b><i>o</i>HPNI-fa</b> was verified by the combination characterization of nuclear magnetic resonance spectrum, FT-IR technology, and high-resolution mass spectrum. The thermally activated terpolymerization was monitored by in situ FT-IR as well as differential scanning calorimetry (DSC). Moreover, the low-temperature-curing characteristics of <b><i>o</i>HPNI-fa</b> have also been revealed and discussed in the current study. Furthermore, the curing kinetics of the <b><i>o</i>HPNI-fa</b> were investigated by the Kissinger and Ozawa methods. The resulting highly cross-linked thermoset based on <b><i>o</i>HPNI-fa</b> showed excellent thermal stability as well as flame retardancy (T<sub>d10</sub> of 425 °C, THR of 4.9 KJg<sup>−1</sup>). The strategy for molecular design utilized in the current work gives a guide to the development of high-performance resins which can potentially be applied in the aerospace and electronics industries.https://www.mdpi.com/1420-3049/28/9/3944benzoxazinenorbornenefuranthermosetsthermal stability
spellingShingle Yin Lu
Yaliang Peng
Yi Yang
Jiahao Liu
Kan Zhang
Low-Temperature Terpolymerizable Benzoxazine Monomer Bearing Norbornene and Furan Groups: Synthesis, Characterization, Polymerization, and Properties of Its Polymer
Molecules
benzoxazine
norbornene
furan
thermosets
thermal stability
title Low-Temperature Terpolymerizable Benzoxazine Monomer Bearing Norbornene and Furan Groups: Synthesis, Characterization, Polymerization, and Properties of Its Polymer
title_full Low-Temperature Terpolymerizable Benzoxazine Monomer Bearing Norbornene and Furan Groups: Synthesis, Characterization, Polymerization, and Properties of Its Polymer
title_fullStr Low-Temperature Terpolymerizable Benzoxazine Monomer Bearing Norbornene and Furan Groups: Synthesis, Characterization, Polymerization, and Properties of Its Polymer
title_full_unstemmed Low-Temperature Terpolymerizable Benzoxazine Monomer Bearing Norbornene and Furan Groups: Synthesis, Characterization, Polymerization, and Properties of Its Polymer
title_short Low-Temperature Terpolymerizable Benzoxazine Monomer Bearing Norbornene and Furan Groups: Synthesis, Characterization, Polymerization, and Properties of Its Polymer
title_sort low temperature terpolymerizable benzoxazine monomer bearing norbornene and furan groups synthesis characterization polymerization and properties of its polymer
topic benzoxazine
norbornene
furan
thermosets
thermal stability
url https://www.mdpi.com/1420-3049/28/9/3944
work_keys_str_mv AT yinlu lowtemperatureterpolymerizablebenzoxazinemonomerbearingnorborneneandfurangroupssynthesischaracterizationpolymerizationandpropertiesofitspolymer
AT yaliangpeng lowtemperatureterpolymerizablebenzoxazinemonomerbearingnorborneneandfurangroupssynthesischaracterizationpolymerizationandpropertiesofitspolymer
AT yiyang lowtemperatureterpolymerizablebenzoxazinemonomerbearingnorborneneandfurangroupssynthesischaracterizationpolymerizationandpropertiesofitspolymer
AT jiahaoliu lowtemperatureterpolymerizablebenzoxazinemonomerbearingnorborneneandfurangroupssynthesischaracterizationpolymerizationandpropertiesofitspolymer
AT kanzhang lowtemperatureterpolymerizablebenzoxazinemonomerbearingnorborneneandfurangroupssynthesischaracterizationpolymerizationandpropertiesofitspolymer