Characterization of Furan- and Thiophene-Containing Bispyridyl Oligomers via Spectroscopic, Electrochemical, and TD-DFT Methods
Characterization of Furan- and Thiophene-Containing Bispyridyl Oligomers via Spectroscopic, Electrochemical, and TD-DFT Methods
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DOI：
10.1021/acs.jpcc.9b01510
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发表时间：
2019-05
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通讯作者：
April E. Steen;Thomas L. Ellington;Suong T. T. Nguyen-Suong-T.-T.-Nguyen-38746987;Sivaraman Balasubramaniam;Indika Chandrasiri;J. Delcamp;Gregory S. Tschumper;N. Hammer;Davita L. Watkins
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作者：
April E. Steen;Thomas L. Ellington;Suong T. T. Nguyen-Suong-T.-T.-Nguyen-38746987;Sivaraman Balasubramaniam;Indika Chandrasiri;J. Delcamp;Gregory S. Tschumper;N. Hammer;Davita L. Watkins
π-共轭低聚物的研究由于其在有机光电子器件如有机发光二极管或有机场效应晶体管中的应用而引起了极大的兴趣。本文中，我们改变了由呋喃（F）和噻吩（T）亚基组成的吡啶基（Pyr）封端的π-共轭低聚物的内部杂环单元，以提供作为适用的半导体结构单元的同聚体（Pyr 2F 3和Pyr 2 T3）和异聚体（Pyr 2F 2 T和Pyr 2 T2 F）分子。低聚物的合成，其特征在于，其溶液和固态光谱特性。与它们的噻吩同系物相比，与呋喃直接连接到吡啶基部分（Pyr 2F 3和Pyr 2F 2 T）的低聚物引起更大的溶液态量子产率和光学带隙。另一方面，发现具有中心呋喃亚基（Pyr 2F 3和Pyr 2 T2 F）的低聚物在固态下几乎不发射，这归因于可能由π-π堆积相互作用引起的非辐射衰变。嗯...
The study of π-conjugated oligomers has garnered significant interest because of their use in organic optoelectronic devices, such as organic light-emitting diodes or organic field-effect transistors. Herein, we varied the inner heterocyclic units of pyridyl (Pyr)-capped π-conjugated oligomers consisting of furan (F) and thiophene (T) subunits to afford homomeric (Pyr2F3 and Pyr2T3) and heteromeric (Pyr2F2T and Pyr2T2F) molecules as applicable semiconducting building blocks. The oligomers were synthesized, and their solution- and solid-state spectroscopic properties were characterized. Compared to their thiophene congeners, oligomers with furans directly attached to the pyridyl moieties (Pyr2F3 and Pyr2F2T) gave rise to larger solution-state quantum yields and optical band gaps. Oligomers possessing a central furan subunit (Pyr2F3 and Pyr2T2F), on the other hand, were found to be nearly nonemissive in the solid state, which is attributed to nonradiative decay likely caused by π–π stacking interactions. Un...