Regiocontrolled synthesis of ester-functionalized polythiophenes via direct arylation polycondensation

Taiki Menda; Tatsuya Mori; Takuma Yasuda

doi:10.1038/s41428-020-00421-7

Regiocontrolled synthesis of ester-functionalized polythiophenes via direct arylation polycondensation

Taiki Menda, Tatsuya Mori, Takuma Yasuda

Research output: Contribution to journal › Article › peer-review

2 Citations (Scopus)

Abstract

A series of ester-functionalized polythiophenes (P3OETs) with precisely controlled head-to-tail (HT) ratios was synthesized via palladium-catalyzed direct arylation polycondensation (DArP). The ionization potentials and optical bandgaps of P3OETs decreased as their HT ratios increased because of the increased backbone coplanarity and extensive π-electron delocalization. The method of precisely controlling the regioregularity and HT ratio can contribute to the design of new polythiophene derivatives with enhanced electronic functionality.

Original language	English
Pages (from-to)	403-408
Number of pages	6
Journal	Polymer Journal
Volume	53
Issue number	2
DOIs	https://doi.org/10.1038/s41428-020-00421-7
Publication status	Published - Feb 2021

All Science Journal Classification (ASJC) codes

Polymers and Plastics
Materials Chemistry

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10.1038/s41428-020-00421-7

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title = "Regiocontrolled synthesis of ester-functionalized polythiophenes via direct arylation polycondensation",

abstract = "A series of ester-functionalized polythiophenes (P3OETs) with precisely controlled head-to-tail (HT) ratios was synthesized via palladium-catalyzed direct arylation polycondensation (DArP). The ionization potentials and optical bandgaps of P3OETs decreased as their HT ratios increased because of the increased backbone coplanarity and extensive π-electron delocalization. The method of precisely controlling the regioregularity and HT ratio can contribute to the design of new polythiophene derivatives with enhanced electronic functionality.",

author = "Taiki Menda and Tatsuya Mori and Takuma Yasuda",

note = "Funding Information: Acknowledgements This work was supported in part by Grants-in-Aid for JSPS KAKENHI (Grant Nos. JP18H02048 (TY) and JP18J22297 (TM)), the Amano Institute of Technology (TY) and the Iwatani Naoji Foundation (TY). The authors acknowledge the support of the Cooperative Research Program “Network Joint Research Center for Materials and Devices”. Publisher Copyright: {\textcopyright} 2020, The Society of Polymer Science, Japan.",

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doi = "10.1038/s41428-020-00421-7",

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AU - Menda, Taiki

AU - Mori, Tatsuya

AU - Yasuda, Takuma

N1 - Funding Information: Acknowledgements This work was supported in part by Grants-in-Aid for JSPS KAKENHI (Grant Nos. JP18H02048 (TY) and JP18J22297 (TM)), the Amano Institute of Technology (TY) and the Iwatani Naoji Foundation (TY). The authors acknowledge the support of the Cooperative Research Program “Network Joint Research Center for Materials and Devices”. Publisher Copyright: © 2020, The Society of Polymer Science, Japan.

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N2 - A series of ester-functionalized polythiophenes (P3OETs) with precisely controlled head-to-tail (HT) ratios was synthesized via palladium-catalyzed direct arylation polycondensation (DArP). The ionization potentials and optical bandgaps of P3OETs decreased as their HT ratios increased because of the increased backbone coplanarity and extensive π-electron delocalization. The method of precisely controlling the regioregularity and HT ratio can contribute to the design of new polythiophene derivatives with enhanced electronic functionality.

AB - A series of ester-functionalized polythiophenes (P3OETs) with precisely controlled head-to-tail (HT) ratios was synthesized via palladium-catalyzed direct arylation polycondensation (DArP). The ionization potentials and optical bandgaps of P3OETs decreased as their HT ratios increased because of the increased backbone coplanarity and extensive π-electron delocalization. The method of precisely controlling the regioregularity and HT ratio can contribute to the design of new polythiophene derivatives with enhanced electronic functionality.

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Regiocontrolled synthesis of ester-functionalized polythiophenes via direct arylation polycondensation

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