{"title":"基于二酮吡咯和2,2'-(噻吩[3,2-b] -2,5-二基)二乙腈的共轭聚合物的Knoevenagel缩合合成及光电表征","authors":"Kunlan Wu, Pinyu Chen, Tianqiang Cui, Baoxin Zhang, Chun-Lin Sun, Jianguo Wang, Xiangfeng Shao, Liangliang Chen, Yu Chen, Zitong Liu","doi":"10.1002/marc.202401055","DOIUrl":null,"url":null,"abstract":"<p>Conjugated polymers have attracted extensive attention as semiconducting materials in wearable and flexible electronics. In this study, we utilize atom-economical Knoevenagel reaction to construct two conjugated polymers, <b>PTDPP-CNTT</b> and <b>PFDPP-CNTT</b>, based on dialdehyde-thiophene/furan-flanked diketopyrrolopyrrole (DPP) and 2,2′-(thieno[3,2-<i>b</i>]thiophene-2,5-diyl)diacetonitrile (CNTT). The resulting polymers exhibited suitable highest occupied molecular orbital/lowest unoccupied molecular orbital (HOMO/LUMO) energy levels, small bandgaps, and broad UV–vis–NIR absorptions (≈400–1000 nm), endowing them with photothermal and balanced ambipolar semiconducting properties with hole and electron mobilities over 10<sup>−3</sup> cm<sup>2</sup>V<sup>−1</sup>s<sup>−1</sup>. Additionally, <b>PTDPP-CNTT</b>-based organic field-effect transistors (OFETs) devices show photo-responsive characteristics at 808 and 980 nm in the hole transport channel with the photo-responsivenesses of 9.0 × 10<sup>−3</sup> A/W and 0.4 A/W, respectively, suggesting potential application in organic NIR-phototransistors.</p>","PeriodicalId":205,"journal":{"name":"Macromolecular Rapid Communications","volume":"46 6","pages":""},"PeriodicalIF":4.2000,"publicationDate":"2025-01-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis and Optoelectronic Characterizations of Conjugated Polymers Based on Diketopyrrolopyrrole and 2,2′-(thieno[3,2-b]thiophene-2,5-diyl)diacetonitrile Via Knoevenagel Condensation\",\"authors\":\"Kunlan Wu, Pinyu Chen, Tianqiang Cui, Baoxin Zhang, Chun-Lin Sun, Jianguo Wang, Xiangfeng Shao, Liangliang Chen, Yu Chen, Zitong Liu\",\"doi\":\"10.1002/marc.202401055\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>Conjugated polymers have attracted extensive attention as semiconducting materials in wearable and flexible electronics. In this study, we utilize atom-economical Knoevenagel reaction to construct two conjugated polymers, <b>PTDPP-CNTT</b> and <b>PFDPP-CNTT</b>, based on dialdehyde-thiophene/furan-flanked diketopyrrolopyrrole (DPP) and 2,2′-(thieno[3,2-<i>b</i>]thiophene-2,5-diyl)diacetonitrile (CNTT). The resulting polymers exhibited suitable highest occupied molecular orbital/lowest unoccupied molecular orbital (HOMO/LUMO) energy levels, small bandgaps, and broad UV–vis–NIR absorptions (≈400–1000 nm), endowing them with photothermal and balanced ambipolar semiconducting properties with hole and electron mobilities over 10<sup>−3</sup> cm<sup>2</sup>V<sup>−1</sup>s<sup>−1</sup>. Additionally, <b>PTDPP-CNTT</b>-based organic field-effect transistors (OFETs) devices show photo-responsive characteristics at 808 and 980 nm in the hole transport channel with the photo-responsivenesses of 9.0 × 10<sup>−3</sup> A/W and 0.4 A/W, respectively, suggesting potential application in organic NIR-phototransistors.</p>\",\"PeriodicalId\":205,\"journal\":{\"name\":\"Macromolecular Rapid Communications\",\"volume\":\"46 6\",\"pages\":\"\"},\"PeriodicalIF\":4.2000,\"publicationDate\":\"2025-01-13\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Macromolecular Rapid Communications\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://onlinelibrary.wiley.com/doi/10.1002/marc.202401055\",\"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://onlinelibrary.wiley.com/doi/10.1002/marc.202401055","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"POLYMER SCIENCE","Score":null,"Total":0}
Synthesis and Optoelectronic Characterizations of Conjugated Polymers Based on Diketopyrrolopyrrole and 2,2′-(thieno[3,2-b]thiophene-2,5-diyl)diacetonitrile Via Knoevenagel Condensation
Conjugated polymers have attracted extensive attention as semiconducting materials in wearable and flexible electronics. In this study, we utilize atom-economical Knoevenagel reaction to construct two conjugated polymers, PTDPP-CNTT and PFDPP-CNTT, based on dialdehyde-thiophene/furan-flanked diketopyrrolopyrrole (DPP) and 2,2′-(thieno[3,2-b]thiophene-2,5-diyl)diacetonitrile (CNTT). The resulting polymers exhibited suitable highest occupied molecular orbital/lowest unoccupied molecular orbital (HOMO/LUMO) energy levels, small bandgaps, and broad UV–vis–NIR absorptions (≈400–1000 nm), endowing them with photothermal and balanced ambipolar semiconducting properties with hole and electron mobilities over 10−3 cm2V−1s−1. Additionally, PTDPP-CNTT-based organic field-effect transistors (OFETs) devices show photo-responsive characteristics at 808 and 980 nm in the hole transport channel with the photo-responsivenesses of 9.0 × 10−3 A/W and 0.4 A/W, respectively, suggesting potential application in organic NIR-phototransistors.
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.