Thiophene-embedded conjugated microporous polymers for photocatalysis

Various photoactive building blocks can be incorporated into porous organic polymers (POPs). The intrinsic properties, such as various synthetic methods, outstanding inherent porosity, easy tunability, rigid conjugated skeletons and high stability, endow the polymeric organic networks with wonderful...

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Published inCatalysis science & technology Vol. 1; no. 15; pp. 5171 - 518
Main Authors An, Wan-Kai, Zheng, Shi-Jia, Du, Ya-Nan, Ding, San-Yuan, Li, Zhi-Jun, Jiang, Song, Qin, Yuchen, Liu, Xiaobiao, Wei, Pi-Feng, Cao, Zhan-Qi, Song, Meirong, Pan, Zhenliang
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 05.08.2020
Subjects
Catalytic activity
Chemical synthesis
Energy bands
Infrared spectroscopy
NMR
Nuclear magnetic resonance
Photocatalysis
Photocatalysts
Polymers
Porosity
Reaction mechanisms
Recyclability
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Abstract Various photoactive building blocks can be incorporated into porous organic polymers (POPs). The intrinsic properties, such as various synthetic methods, outstanding inherent porosity, easy tunability, rigid conjugated skeletons and high stability, endow the polymeric organic networks with wonderful potential to act as heterogeneous photocatalytic platforms. However, exploitation of efficient synthetic strategies for metal-free and nontoxic heterogenous photocatalysts, and further insights into the photocatalytic process in organic transformations are still necessary. In this context, we report the concise synthesis of two polymeric frameworks (BTP-CMP and TBTP-CMP) incorporated into bithiophene and thiophthene units via a "bottom-up" strategy. BTP-CMP and TBTP-CMP were employed as heterogeneous photocatalysts in the synthesis of benzimidazoles, and exhibited excellent catalytic activity (up to 98% yield, at least 15 iterative runs). Therefore, the thiophene-embedded networks can serve as stable efficient and recyclable heterogeneous photocatalysts. Additionally, based on the catalytic results of control experiments and the energy band structures of the materials and intermediates, a possible photocatalytic reaction mechanism has been proposed. "Bottom-up" embedding of thiophene derivatives into CMPs for highly efficient heterogeneous photocatalysis is reported.
AbstractList Various photoactive building blocks can be incorporated into porous organic polymers (POPs). The intrinsic properties, such as various synthetic methods, outstanding inherent porosity, easy tunability, rigid conjugated skeletons and high stability, endow the polymeric organic networks with wonderful potential to act as heterogeneous photocatalytic platforms. However, exploitation of efficient synthetic strategies for metal-free and nontoxic heterogenous photocatalysts, and further insights into the photocatalytic process in organic transformations are still necessary. In this context, we report the concise synthesis of two polymeric frameworks (BTP-CMP and TBTP-CMP) incorporated into bithiophene and thiophthene units via a “bottom-up” strategy. BTP-CMP and TBTP-CMP were employed as heterogeneous photocatalysts in the synthesis of benzimidazoles, and exhibited excellent catalytic activity (up to 98% yield, at least 15 iterative runs). Therefore, the thiophene-embedded networks can serve as stable efficient and recyclable heterogeneous photocatalysts. Additionally, based on the catalytic results of control experiments and the energy band structures of the materials and intermediates, a possible photocatalytic reaction mechanism has been proposed.
Various photoactive building blocks can be incorporated into porous organic polymers (POPs). The intrinsic properties, such as various synthetic methods, outstanding inherent porosity, easy tunability, rigid conjugated skeletons and high stability, endow the polymeric organic networks with wonderful potential to act as heterogeneous photocatalytic platforms. However, exploitation of efficient synthetic strategies for metal-free and nontoxic heterogenous photocatalysts, and further insights into the photocatalytic process in organic transformations are still necessary. In this context, we report the concise synthesis of two polymeric frameworks (BTP-CMP and TBTP-CMP) incorporated into bithiophene and thiophthene units via a "bottom-up" strategy. BTP-CMP and TBTP-CMP were employed as heterogeneous photocatalysts in the synthesis of benzimidazoles, and exhibited excellent catalytic activity (up to 98% yield, at least 15 iterative runs). Therefore, the thiophene-embedded networks can serve as stable efficient and recyclable heterogeneous photocatalysts. Additionally, based on the catalytic results of control experiments and the energy band structures of the materials and intermediates, a possible photocatalytic reaction mechanism has been proposed. "Bottom-up" embedding of thiophene derivatives into CMPs for highly efficient heterogeneous photocatalysis is reported.
Various photoactive building blocks can be incorporated into porous organic polymers (POPs). The intrinsic properties, such as various synthetic methods, outstanding inherent porosity, easy tunability, rigid conjugated skeletons and high stability, endow the polymeric organic networks with wonderful potential to act as heterogeneous photocatalytic platforms. However, exploitation of efficient synthetic strategies for metal-free and nontoxic heterogenous photocatalysts, and further insights into the photocatalytic process in organic transformations are still necessary. In this context, we report the concise synthesis of two polymeric frameworks (BTP-CMP and TBTP-CMP) incorporated into bithiophene and thiophthene units via a “bottom-up” strategy. BTP-CMP and TBTP-CMP were employed as heterogeneous photocatalysts in the synthesis of benzimidazoles, and exhibited excellent catalytic activity (up to 98% yield, at least 15 iterative runs). Therefore, the thiophene-embedded networks can serve as stable efficient and recyclable heterogeneous photocatalysts. Additionally, based on the catalytic results of control experiments and the energy band structures of the materials and intermediates, a possible photocatalytic reaction mechanism has been proposed.
Author Wei, Pi-Feng
Li, Zhi-Jun
Du, Ya-Nan
Pan, Zhenliang
An, Wan-Kai
Qin, Yuchen
Zheng, Shi-Jia
Liu, Xiaobiao
Ding, San-Yuan
Cao, Zhan-Qi
Song, Meirong
Jiang, Song
AuthorAffiliation State Key Laboratory of Applied Organic Chemistry
Lanzhou University
Longdong University
College of Science
Henan Agricultural University
Linyi University
School of Chemistry & Chemical Engineering
College of Chemistry and Chemical Engineering
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– name: Linyi University
– name: Henan Agricultural University
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– name: Lanzhou University
– name: College of Science
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Notes Electronic supplementary information (ESI) available: Synthesis of monomers and TP-CMPs, SEM, TEM, TGA, PXRD, EDS and CV of TP-CMPs, FT-IR spectra of the fresh and recycled catalyst, recyclability test of BTP-CMP, and NMR spectra of the products. See DOI
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SSID ssj0000491082
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Snippet Various photoactive building blocks can be incorporated into porous organic polymers (POPs). The intrinsic properties, such as various synthetic methods,...
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SubjectTerms Catalytic activity
Chemical synthesis
Energy bands
Infrared spectroscopy
NMR
Nuclear magnetic resonance
Photocatalysis
Photocatalysts
Polymers
Porosity
Reaction mechanisms
Recyclability
Title Thiophene-embedded conjugated microporous polymers for photocatalysis
URI https://www.proquest.com/docview/2430330195
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