Anisole Processible n‐Type Conjugated Polymers Synthesized via C─H/C─H Oxidative Direct Arylation Polycondensation for Organic Electrochemical Transistors

The development of n-type polymers for organic electrochemical transistors (OECTs) has lagged significantly behind their p-type counterparts. Moreover, these polymers are often synthesized via Stille polycondensation. Herein, three polymers with thiazole-flanked diketopyrrolopyrrole is synthesized as the monomer through C─H/C─H oxidative direct arylation polycondensation (Oxi-DArP). This protocol employs unfunctionalized (C─H terminated) monomers, and the generated byproducts are environmentally benign. The electron-deficient polymer backbone confers these polymers with LUMO energy levels below -4.20 eV, enabling all of them to exhibit n-type behavior in OECTs. Additionally, the resulting polymers are soluble in the green solvent anisole. With an optimized alkyl spacer between oligo(ethylene glycol) side chain and conjugated backbone, the polymer gTzDPP-C8 showed the best device performance with geometry normalized transconductance (g<sub>m,norm</sub>) up to 6.31 S cm<sup>-1</sup> and µC<sup>*</sup> up to 23.1 F V<sup>-1</sup> cm<sup>-1</sup> s<sup>-1</sup>. This work has successfully proved that C─H/C─H Oxi-DArP is a promising method for synthesizing n-type OMIECs to fulfill high-performance OECTs.

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Publication Details

Journal
Macromolecular Rapid Communications
Published
2024-11-27
DOI
https://doi.org/10.1002/marc.202400757
Citations
2
Primary Topic
Conducting polymers and applications
Type
article
Field-Weighted Citation Impact
0.34

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article

Anisole Processible n‐Type Conjugated Polymers Synthesized via C─H/C─H Oxidative Direct Arylation Polycondensation for Organic Electrochemical Transistors

Lizhen Huang, Yanhou Geng, Yunfeng Deng, Xingyu Jiang et al.
2 citations
Macromolecular Rapid Communications
Conducting polymers and applications
0.34
article

Anisole Processible n‐Type Conjugated Polymers Synthesized via C─H/C─H Oxidative Direct Arylation Polycondensation for Organic Electrochemical Transistors

Lizhen Huang, Yanhou Geng, Yunfeng Deng, Xingyu Jiang, Ziwei Yu, Yang Han, Yibo Shi, Cheng Shi
article en
2 citations

Abstract

The development of n-type polymers for organic electrochemical transistors (OECTs) has lagged significantly behind their p-type counterparts. Moreover, these polymers are often synthesized via Stille polycondensation. Herein, three polymers with thiazole-flanked diketopyrrolopyrrole is synthesized as the monomer through C─H/C─H oxidative direct arylation polycondensation (Oxi-DArP). This protocol employs unfunctionalized (C─H terminated) monomers, and the generated byproducts are environmentally benign. The electron-deficient polymer backbone confers these polymers with LUMO energy levels below -4.20 eV, enabling all of them to exhibit n-type behavior in OECTs. Additionally, the resulting polymers are soluble in the green solvent anisole. With an optimized alkyl spacer between oligo(ethylene glycol) side chain and conjugated backbone, the polymer gTzDPP-C8 showed the best device performance with geometry normalized transconductance (g<sub>m,norm</sub>) up to 6.31 S cm<sup>-1</sup> and µC<sup>*</sup> up to 23.1 F V<sup>-1</sup> cm<sup>-1</sup> s<sup>-1</sup>. This work has successfully proved that C─H/C─H Oxi-DArP is a promising method for synthesizing n-type OMIECs to fulfill high-performance OECTs.

Macromolecular Rapid CommunicationsVol. 46(4)
Tianjin University (CN), Soochow University (CN), Collaborative Innovation Center of Chemical Science and Engineering Tianjin (CN)
National Natural Science Foundation of China, Fundamental Research Funds for the Central Universities
Openalex Percentile: Top 48%
Conducting polymers and applications
0.34
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