用光锁动态共价键合成缺电子双氮杂环二亚胺共轭聚合物

IF 15.6 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY
Adèle Gapin, Elarbi Chatir, Olivier Alévêque, Clara Pasgrimaud, Arthur H. G. David, Anaïs De Maria, Mélanie Legros, Laura Le Bras*, Eric Levillain* and Antoine Goujon*, 
{"title":"用光锁动态共价键合成缺电子双氮杂环二亚胺共轭聚合物","authors":"Adèle Gapin,&nbsp;Elarbi Chatir,&nbsp;Olivier Alévêque,&nbsp;Clara Pasgrimaud,&nbsp;Arthur H. G. David,&nbsp;Anaïs De Maria,&nbsp;Mélanie Legros,&nbsp;Laura Le Bras*,&nbsp;Eric Levillain* and Antoine Goujon*,&nbsp;","doi":"10.1021/jacs.5c0135110.1021/jacs.5c01351","DOIUrl":null,"url":null,"abstract":"<p >We present a novel light-locked dynamic covalent polymerization methodology to synthesize conjugated polymers based on BisAzaCoroneneDiimides (BACDs). This metal-free process converts reversible poly imines into kinetically locked conjugated polymers using visible light, generating minimal side products. By incorporating aldehyde-functionalized comonomers, the approach enables the creation of diverse n-type semiconducting polymers with tunable optical band gaps and low LUMO levels. The polymers exhibit exceptional thermal, electrochemical, and photostability with strong interchain interactions upon electrochemical reduction observed in solution, attributed to the BACD core. Broad absorption from the visible to the near-infrared range underscores their potential in charge and energy transport applications for organic electronics. This scalable, sustainable strategy unlocks access to a versatile class of n-type diimide polymers.</p>","PeriodicalId":49,"journal":{"name":"Journal of the American Chemical Society","volume":"147 14","pages":"12218–12227 12218–12227"},"PeriodicalIF":15.6000,"publicationDate":"2025-03-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis of Electron-Deficient BisAzaCoroneneDiimide-Conjugated Polymers by Light-Locking Dynamic Covalent Bonds\",\"authors\":\"Adèle Gapin,&nbsp;Elarbi Chatir,&nbsp;Olivier Alévêque,&nbsp;Clara Pasgrimaud,&nbsp;Arthur H. G. David,&nbsp;Anaïs De Maria,&nbsp;Mélanie Legros,&nbsp;Laura Le Bras*,&nbsp;Eric Levillain* and Antoine Goujon*,&nbsp;\",\"doi\":\"10.1021/jacs.5c0135110.1021/jacs.5c01351\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >We present a novel light-locked dynamic covalent polymerization methodology to synthesize conjugated polymers based on BisAzaCoroneneDiimides (BACDs). This metal-free process converts reversible poly imines into kinetically locked conjugated polymers using visible light, generating minimal side products. By incorporating aldehyde-functionalized comonomers, the approach enables the creation of diverse n-type semiconducting polymers with tunable optical band gaps and low LUMO levels. The polymers exhibit exceptional thermal, electrochemical, and photostability with strong interchain interactions upon electrochemical reduction observed in solution, attributed to the BACD core. Broad absorption from the visible to the near-infrared range underscores their potential in charge and energy transport applications for organic electronics. This scalable, sustainable strategy unlocks access to a versatile class of n-type diimide polymers.</p>\",\"PeriodicalId\":49,\"journal\":{\"name\":\"Journal of the American Chemical Society\",\"volume\":\"147 14\",\"pages\":\"12218–12227 12218–12227\"},\"PeriodicalIF\":15.6000,\"publicationDate\":\"2025-03-29\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of the American Chemical Society\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/jacs.5c01351\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of the American Chemical Society","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/jacs.5c01351","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

摘要

提出了一种新的光锁动态共价聚合方法,用于合成双氮杂二酰亚胺(BACDs)共轭聚合物。这种不含金属的工艺利用可见光将可逆的聚亚胺转化为动力学锁定的共轭聚合物,产生最小的副产物。通过结合醛功能化单体,该方法可以创建多种n型半导体聚合物,具有可调的光学带隙和低LUMO水平。聚合物表现出优异的热、电化学和光稳定性,在溶液中观察到电化学还原时具有强的链间相互作用,这归因于BACD核心。从可见光到近红外范围的广泛吸收强调了它们在有机电子器件的电荷和能量传输应用中的潜力。这种可扩展的、可持续的策略解锁了一种通用的n型二亚胺聚合物。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Synthesis of Electron-Deficient BisAzaCoroneneDiimide-Conjugated Polymers by Light-Locking Dynamic Covalent Bonds

Synthesis of Electron-Deficient BisAzaCoroneneDiimide-Conjugated Polymers by Light-Locking Dynamic Covalent Bonds

We present a novel light-locked dynamic covalent polymerization methodology to synthesize conjugated polymers based on BisAzaCoroneneDiimides (BACDs). This metal-free process converts reversible poly imines into kinetically locked conjugated polymers using visible light, generating minimal side products. By incorporating aldehyde-functionalized comonomers, the approach enables the creation of diverse n-type semiconducting polymers with tunable optical band gaps and low LUMO levels. The polymers exhibit exceptional thermal, electrochemical, and photostability with strong interchain interactions upon electrochemical reduction observed in solution, attributed to the BACD core. Broad absorption from the visible to the near-infrared range underscores their potential in charge and energy transport applications for organic electronics. This scalable, sustainable strategy unlocks access to a versatile class of n-type diimide polymers.

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
CiteScore
24.40
自引率
6.00%
发文量
2398
审稿时长
1.6 months
期刊介绍: The flagship journal of the American Chemical Society, known as the Journal of the American Chemical Society (JACS), has been a prestigious publication since its establishment in 1879. It holds a preeminent position in the field of chemistry and related interdisciplinary sciences. JACS is committed to disseminating cutting-edge research papers, covering a wide range of topics, and encompasses approximately 19,000 pages of Articles, Communications, and Perspectives annually. With a weekly publication frequency, JACS plays a vital role in advancing the field of chemistry by providing essential research.
×
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
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
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 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信