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Microwave-assisted synthesis of high thermal stability and colourless polyimides containing pyridine

A novel aromatic diamine containing pyridyl side group, 4-pyridine-4,4-bis(3,5-dimethyl-5-aminophenyl)methane (PyDPM), was successfully synthesized via electrophilic substitution reaction. The polyimides (PIs) containing pyridine were obtained via the microwave-assisted one-step polycondensation of...

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Autores principales: Cheng, Kai, Hu, Jie-pin, Wu, Yan-cheng, Shi, Chu-qi, Chen, Zhi-geng, Liu, Shu-mei, Yuan, Yan-chao, Mo, Yue-qi, Zhao, Jian-qing
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6599801/
https://www.ncbi.nlm.nih.gov/pubmed/31312489
http://dx.doi.org/10.1098/rsos.190196
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author Cheng, Kai
Hu, Jie-pin
Wu, Yan-cheng
Shi, Chu-qi
Chen, Zhi-geng
Liu, Shu-mei
Yuan, Yan-chao
Mo, Yue-qi
Zhao, Jian-qing
author_facet Cheng, Kai
Hu, Jie-pin
Wu, Yan-cheng
Shi, Chu-qi
Chen, Zhi-geng
Liu, Shu-mei
Yuan, Yan-chao
Mo, Yue-qi
Zhao, Jian-qing
author_sort Cheng, Kai
collection PubMed
description A novel aromatic diamine containing pyridyl side group, 4-pyridine-4,4-bis(3,5-dimethyl-5-aminophenyl)methane (PyDPM), was successfully synthesized via electrophilic substitution reaction. The polyimides (PIs) containing pyridine were obtained via the microwave-assisted one-step polycondensation of the PyDPM with pyromellitic dianhydride (PMDA), 3,3′,4,4′-biphenyltetracarboxylic dianhydride (BPDA), 3,3′,4,4′-diphenylether tetracarboxylic dianhydride (ODPA) and 4,4′-(hexafluoroisopropylidene)diphthalic anhydride (6FDA). Contrarily to the reported similar PIs, these PIs exhibit much higher thermal stability or heat resistance, i.e. high glass transition temperatures (T(g)s) in the range of 358–473°C, and the decomposition temperatures at 5% weight loss over 476°C under nitrogen. They can afford flexible and strong films with tensile strength of 82.1–93.3 MPa, elongation at break of 3.7%–15.2%, and Young's modulus of 3.3–3.8 GPa. Furthermore, The PI films exhibit good optical transparency with the cut-off wavelength at 313–366 nm and transmittance higher than 73% at 450 nm. The excellent thermal and optical transmittance can be attributed to synthesis method and the introduction of pyridine rings and ortho-methyl groups. The inherent viscosities of PIs via one-step method were found to be 0.58–1.12 dl g(−1) in DMAc, much higher than those via two-step method. These results indicate these PIs could be potential candidates for optical substrates of organic light emitting diodes (OLEDs).
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spelling pubmed-65998012019-07-16 Microwave-assisted synthesis of high thermal stability and colourless polyimides containing pyridine Cheng, Kai Hu, Jie-pin Wu, Yan-cheng Shi, Chu-qi Chen, Zhi-geng Liu, Shu-mei Yuan, Yan-chao Mo, Yue-qi Zhao, Jian-qing R Soc Open Sci Chemistry A novel aromatic diamine containing pyridyl side group, 4-pyridine-4,4-bis(3,5-dimethyl-5-aminophenyl)methane (PyDPM), was successfully synthesized via electrophilic substitution reaction. The polyimides (PIs) containing pyridine were obtained via the microwave-assisted one-step polycondensation of the PyDPM with pyromellitic dianhydride (PMDA), 3,3′,4,4′-biphenyltetracarboxylic dianhydride (BPDA), 3,3′,4,4′-diphenylether tetracarboxylic dianhydride (ODPA) and 4,4′-(hexafluoroisopropylidene)diphthalic anhydride (6FDA). Contrarily to the reported similar PIs, these PIs exhibit much higher thermal stability or heat resistance, i.e. high glass transition temperatures (T(g)s) in the range of 358–473°C, and the decomposition temperatures at 5% weight loss over 476°C under nitrogen. They can afford flexible and strong films with tensile strength of 82.1–93.3 MPa, elongation at break of 3.7%–15.2%, and Young's modulus of 3.3–3.8 GPa. Furthermore, The PI films exhibit good optical transparency with the cut-off wavelength at 313–366 nm and transmittance higher than 73% at 450 nm. The excellent thermal and optical transmittance can be attributed to synthesis method and the introduction of pyridine rings and ortho-methyl groups. The inherent viscosities of PIs via one-step method were found to be 0.58–1.12 dl g(−1) in DMAc, much higher than those via two-step method. These results indicate these PIs could be potential candidates for optical substrates of organic light emitting diodes (OLEDs). The Royal Society 2019-06-05 /pmc/articles/PMC6599801/ /pubmed/31312489 http://dx.doi.org/10.1098/rsos.190196 Text en © 2019 The Authors. http://creativecommons.org/licenses/by/4.0/ Published by the Royal Society under the terms of the Creative Commons Attribution License http://creativecommons.org/licenses/by/4.0/, which permits unrestricted use, provided the original author and source are credited.
spellingShingle Chemistry
Cheng, Kai
Hu, Jie-pin
Wu, Yan-cheng
Shi, Chu-qi
Chen, Zhi-geng
Liu, Shu-mei
Yuan, Yan-chao
Mo, Yue-qi
Zhao, Jian-qing
Microwave-assisted synthesis of high thermal stability and colourless polyimides containing pyridine
title Microwave-assisted synthesis of high thermal stability and colourless polyimides containing pyridine
title_full Microwave-assisted synthesis of high thermal stability and colourless polyimides containing pyridine
title_fullStr Microwave-assisted synthesis of high thermal stability and colourless polyimides containing pyridine
title_full_unstemmed Microwave-assisted synthesis of high thermal stability and colourless polyimides containing pyridine
title_short Microwave-assisted synthesis of high thermal stability and colourless polyimides containing pyridine
title_sort microwave-assisted synthesis of high thermal stability and colourless polyimides containing pyridine
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6599801/
https://www.ncbi.nlm.nih.gov/pubmed/31312489
http://dx.doi.org/10.1098/rsos.190196
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