Synthesis of Ultrahighly Electron-Deficient Pyrrolo[3,4-d]pyridazine-5,7-dione by Inverse Electron Demand Diels–Alder Reaction and Its Application as Electrochromic Materials

A new electron acceptor 6-alkylpyrrolo[3,4-d]pyridazine-5,7-dione (PPD) with a very low LUMO level has been synthesized via a challenging inverse electron demand Diels–Alder reaction between thiophene and furan-decorated tetrazine substrates and an electron-deficient 1-alkyl-1H-pyrrole-2,5-dione uni...

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Main Authors: Ye, Qun, Neo, Wei Teng, Cho, Ching Mui, Yang, Shuo Wang, Lin, Tingting, Zhou, Hui, Yan, Hong, Lu, Xuehong, Chi, Chunyan, Xu, Jianwei
Other Authors: School of Materials Science & Engineering
Format: Article
Language:English
Published: 2016
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Online Access:https://hdl.handle.net/10356/83861
http://hdl.handle.net/10220/41507
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-838612020-06-01T10:26:38Z Synthesis of Ultrahighly Electron-Deficient Pyrrolo[3,4-d]pyridazine-5,7-dione by Inverse Electron Demand Diels–Alder Reaction and Its Application as Electrochromic Materials Ye, Qun Neo, Wei Teng Cho, Ching Mui Yang, Shuo Wang Lin, Tingting Zhou, Hui Yan, Hong Lu, Xuehong Chi, Chunyan Xu, Jianwei School of Materials Science & Engineering field-effect transistors pi-conjugated polymers A new electron acceptor 6-alkylpyrrolo[3,4-d]pyridazine-5,7-dione (PPD) with a very low LUMO level has been synthesized via a challenging inverse electron demand Diels–Alder reaction between thiophene and furan-decorated tetrazine substrates and an electron-deficient 1-alkyl-1H-pyrrole-2,5-dione unit. The PPD monomer has been incorporated into a series of donor–acceptor-type conjugated polymers as electrochromic materials with good optical contrast, fast switching speed, and high coloration efficiency. ASTAR (Agency for Sci., Tech. and Research, S’pore) 2016-09-28T05:57:37Z 2019-12-06T15:33:19Z 2016-09-28T05:57:37Z 2019-12-06T15:33:19Z 2014 Journal Article Ye, Q., Neo, W. T., Cho, C. M., Yang, S. W., Lin, T., Zhou, H., et al. (2014). Synthesis of Ultrahighly Electron-Deficient Pyrrolo[3,4-d]pyridazine-5,7-dione by Inverse Electron Demand Diels–Alder Reaction and Its Application as Electrochromic Materials. Organic Letters, 16(24), 6386-6389. 1523-7060 https://hdl.handle.net/10356/83861 http://hdl.handle.net/10220/41507 10.1021/ol503178m en Organic Letters © 2014 American Chemical Society.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
topic field-effect transistors
pi-conjugated polymers
spellingShingle field-effect transistors
pi-conjugated polymers
Ye, Qun
Neo, Wei Teng
Cho, Ching Mui
Yang, Shuo Wang
Lin, Tingting
Zhou, Hui
Yan, Hong
Lu, Xuehong
Chi, Chunyan
Xu, Jianwei
Synthesis of Ultrahighly Electron-Deficient Pyrrolo[3,4-d]pyridazine-5,7-dione by Inverse Electron Demand Diels–Alder Reaction and Its Application as Electrochromic Materials
description A new electron acceptor 6-alkylpyrrolo[3,4-d]pyridazine-5,7-dione (PPD) with a very low LUMO level has been synthesized via a challenging inverse electron demand Diels–Alder reaction between thiophene and furan-decorated tetrazine substrates and an electron-deficient 1-alkyl-1H-pyrrole-2,5-dione unit. The PPD monomer has been incorporated into a series of donor–acceptor-type conjugated polymers as electrochromic materials with good optical contrast, fast switching speed, and high coloration efficiency.
author2 School of Materials Science & Engineering
author_facet School of Materials Science & Engineering
Ye, Qun
Neo, Wei Teng
Cho, Ching Mui
Yang, Shuo Wang
Lin, Tingting
Zhou, Hui
Yan, Hong
Lu, Xuehong
Chi, Chunyan
Xu, Jianwei
format Article
author Ye, Qun
Neo, Wei Teng
Cho, Ching Mui
Yang, Shuo Wang
Lin, Tingting
Zhou, Hui
Yan, Hong
Lu, Xuehong
Chi, Chunyan
Xu, Jianwei
author_sort Ye, Qun
title Synthesis of Ultrahighly Electron-Deficient Pyrrolo[3,4-d]pyridazine-5,7-dione by Inverse Electron Demand Diels–Alder Reaction and Its Application as Electrochromic Materials
title_short Synthesis of Ultrahighly Electron-Deficient Pyrrolo[3,4-d]pyridazine-5,7-dione by Inverse Electron Demand Diels–Alder Reaction and Its Application as Electrochromic Materials
title_full Synthesis of Ultrahighly Electron-Deficient Pyrrolo[3,4-d]pyridazine-5,7-dione by Inverse Electron Demand Diels–Alder Reaction and Its Application as Electrochromic Materials
title_fullStr Synthesis of Ultrahighly Electron-Deficient Pyrrolo[3,4-d]pyridazine-5,7-dione by Inverse Electron Demand Diels–Alder Reaction and Its Application as Electrochromic Materials
title_full_unstemmed Synthesis of Ultrahighly Electron-Deficient Pyrrolo[3,4-d]pyridazine-5,7-dione by Inverse Electron Demand Diels–Alder Reaction and Its Application as Electrochromic Materials
title_sort synthesis of ultrahighly electron-deficient pyrrolo[3,4-d]pyridazine-5,7-dione by inverse electron demand diels–alder reaction and its application as electrochromic materials
publishDate 2016
url https://hdl.handle.net/10356/83861
http://hdl.handle.net/10220/41507
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