{"title":"4-苯基-7-(5-(噻唑-2-基)噻吩-2-基)苯并[c][1,2,5]噻二唑--一种新的多杂环分子的合成和带隙测定,该分子有望用作有机光伏太阳能电池中的半导体","authors":"","doi":"10.1016/j.tetlet.2024.155305","DOIUrl":null,"url":null,"abstract":"<div><p>Organic photovoltaic (OPV) solar cells are a promising emerging technology for sustainable energy generation. In these cells, the absorbing layer consists of a repeated series of aromatic organic rings with a system of π delocalized electrons, a feature that allows these materials to absorb sunlight and facilitate electron transfer. In the present work, a new tetrameric molecule with high structural complexity, 4-phenyl-7-(5-(thiazol-2-yl) thien-2-yl)benzo[<em>c</em>][1,2,5]thiadiazole, was synthesized by a convergent pathway. The final step of the synthetic route was the Suzuki coupling of two new dimeric molecules, obtained from commercially available raw materials such as thiophene and <em>o</em>-phenylenediamine. The band gap of the final compound was found to be 2.5 eV using an optical methodology and 2.38 eV using an electrochemical methodology. The results suggest that this tetrameric molecule has potential for application in OPV cells.</p></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":null,"pages":null},"PeriodicalIF":1.5000,"publicationDate":"2024-09-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis and band gap determination for 4-phenyl-7-(5-(thiazol-2-yl) thien-2-yl)benzo[c][1,2,5]thiadiazole, a new polyheterocyclic molecule with potential applications as a semiconductor in organic photovoltaic solar cells\",\"authors\":\"\",\"doi\":\"10.1016/j.tetlet.2024.155305\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Organic photovoltaic (OPV) solar cells are a promising emerging technology for sustainable energy generation. In these cells, the absorbing layer consists of a repeated series of aromatic organic rings with a system of π delocalized electrons, a feature that allows these materials to absorb sunlight and facilitate electron transfer. In the present work, a new tetrameric molecule with high structural complexity, 4-phenyl-7-(5-(thiazol-2-yl) thien-2-yl)benzo[<em>c</em>][1,2,5]thiadiazole, was synthesized by a convergent pathway. The final step of the synthetic route was the Suzuki coupling of two new dimeric molecules, obtained from commercially available raw materials such as thiophene and <em>o</em>-phenylenediamine. The band gap of the final compound was found to be 2.5 eV using an optical methodology and 2.38 eV using an electrochemical methodology. The results suggest that this tetrameric molecule has potential for application in OPV cells.</p></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2024-09-16\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040403924004003\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040403924004003","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
摘要
有机光伏(OPV)太阳能电池是一种前景广阔的新兴可持续能源发电技术。在这些电池中,吸收层由一系列重复的芳香族有机环组成,具有π脱局电子系统,这一特点使这些材料能够吸收阳光并促进电子转移。在本研究中,我们通过聚合途径合成了一种结构高度复杂的新四元分子--4-苯基-7-(5-(噻唑-2-基)噻吩-2-基)苯并[c][1,2,5]噻二唑。合成路线的最后一步是将从噻吩和邻苯二胺等市售原料中获得的两个新的二聚分子进行铃木偶联。利用光学方法和电化学方法分别发现最终化合物的带隙为 2.5 eV 和 2.38 eV。结果表明,这种四聚分子具有应用于 OPV 电池的潜力。
Synthesis and band gap determination for 4-phenyl-7-(5-(thiazol-2-yl) thien-2-yl)benzo[c][1,2,5]thiadiazole, a new polyheterocyclic molecule with potential applications as a semiconductor in organic photovoltaic solar cells
Organic photovoltaic (OPV) solar cells are a promising emerging technology for sustainable energy generation. In these cells, the absorbing layer consists of a repeated series of aromatic organic rings with a system of π delocalized electrons, a feature that allows these materials to absorb sunlight and facilitate electron transfer. In the present work, a new tetrameric molecule with high structural complexity, 4-phenyl-7-(5-(thiazol-2-yl) thien-2-yl)benzo[c][1,2,5]thiadiazole, was synthesized by a convergent pathway. The final step of the synthetic route was the Suzuki coupling of two new dimeric molecules, obtained from commercially available raw materials such as thiophene and o-phenylenediamine. The band gap of the final compound was found to be 2.5 eV using an optical methodology and 2.38 eV using an electrochemical methodology. The results suggest that this tetrameric molecule has potential for application in OPV cells.
期刊介绍:
Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.