通过 C─H/C─H 氧化直接芳基化缩聚合成的苯甲醚可加工 n 型共轭聚合物,用于有机电化学晶体管。

IF 4.2 3区 化学 Q2 POLYMER SCIENCE Macromolecular Rapid Communications Pub Date : 2024-11-27 DOI:10.1002/marc.202400757
Zerui Yu, Xingyu Jiang, Cheng Shi, Yibo Shi, Lizhen Huang, Yang Han, Yunfeng Deng, Yanhou Geng
{"title":"通过 C─H/C─H 氧化直接芳基化缩聚合成的苯甲醚可加工 n 型共轭聚合物,用于有机电化学晶体管。","authors":"Zerui Yu, Xingyu Jiang, Cheng Shi, Yibo Shi, Lizhen Huang, Yang Han, Yunfeng Deng, Yanhou Geng","doi":"10.1002/marc.202400757","DOIUrl":null,"url":null,"abstract":"<p><p>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.</p>","PeriodicalId":205,"journal":{"name":"Macromolecular Rapid Communications","volume":" ","pages":"e2400757"},"PeriodicalIF":4.2000,"publicationDate":"2024-11-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Anisole Processible n-Type Conjugated Polymers Synthesized via C─H/C─H Oxidative Direct Arylation Polycondensation for Organic Electrochemical Transistors.\",\"authors\":\"Zerui Yu, Xingyu Jiang, Cheng Shi, Yibo Shi, Lizhen Huang, Yang Han, Yunfeng Deng, Yanhou Geng\",\"doi\":\"10.1002/marc.202400757\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>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.</p>\",\"PeriodicalId\":205,\"journal\":{\"name\":\"Macromolecular Rapid Communications\",\"volume\":\" \",\"pages\":\"e2400757\"},\"PeriodicalIF\":4.2000,\"publicationDate\":\"2024-11-27\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Macromolecular Rapid Communications\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1002/marc.202400757\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"POLYMER SCIENCE\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Macromolecular Rapid Communications","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/marc.202400757","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"POLYMER SCIENCE","Score":null,"Total":0}
引用次数: 0

摘要

用于有机电化学晶体管(OECT)的 n 型聚合物的开发远远落后于 p 型聚合物。此外,这些聚合物通常是通过 Stille 缩聚法合成的。在此,我们通过 C─H/C─H 氧化直接芳基化缩聚(Oxi-DArP)合成了三种以噻唑侧翼二酮吡咯为单体的聚合物。该方案采用非官能化(C─H 端)单体,生成的副产品对环境无害。缺电子聚合物骨架使这些聚合物的 LUMO 能级低于 -4.20 eV,从而使它们在 OECTs 中均表现出 n 型特性。此外,这些聚合物还可溶于绿色溶剂苯甲醚。聚合物 gTzDPP-C8 在低聚(乙二醇)侧链和共轭骨架之间采用了优化的烷基间隔,显示出最佳的器件性能,几何归一化跨导(gm,norm)高达 6.31 S cm-1,µC* 高达 23.1 F V-1 cm-1 s-1。这项工作成功证明,C─H/C─H Oxi-DArP 是合成 n 型 OMIEC 以实现高性能 OECT 的一种可行方法。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
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 (gm,norm) up to 6.31 S cm-1 and µC* up to 23.1 F V-1 cm-1 s-1. 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.

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
Macromolecular Rapid Communications
Macromolecular Rapid Communications 工程技术-高分子科学
CiteScore
7.70
自引率
6.50%
发文量
477
审稿时长
1.4 months
期刊介绍: Macromolecular Rapid Communications publishes original research in polymer science, ranging from chemistry and physics of polymers to polymers in materials science and life sciences.
期刊最新文献
Adaptable Intelligent Filters of Dual Thermo- and pH- Responsive Filter Material. Cyclooctyne End-Functionalized Poly(morpholine-2,5-dione)s. Anisole Processible n-Type Conjugated Polymers Synthesized via C─H/C─H Oxidative Direct Arylation Polycondensation for Organic Electrochemical Transistors. Exploiting Seeded RAFT Polymerization for the Preparation of Graft Copolymer Nanoparticles. Polyphenols and Functionalized Hydrogels for Osteoporotic Bone Regeneration.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1