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用于有机场效应晶体管的π-扩展二苯并四硫富瓦烯衍生物中的HOMO稳定化

HOMO stabilisation in π-extended dibenzotetrathiafulvalene derivatives for their application in organic field-effect transistors.

作者信息

Geng Yan, Pfattner Raphael, Campos Antonio, Wang Wei, Jeannin Olivier, Hauser Jürg, Puigdollers Joaquim, Bromley Stefan T, Decurtins Silvio, Veciana Jaume, Rovira Concepció, Mas-Torrent Marta, Liu Shi-Xia

机构信息

Departement für Chemie und Biochemie, Universität Bern, Freiestrasse 3, 3012 Bern (Switzerland), Fax: (+41) 31-631-3995.

出版信息

Chemistry. 2014 Dec 8;20(50):16672-9. doi: 10.1002/chem.201404508. Epub 2014 Oct 15.

DOI:10.1002/chem.201404508
PMID:25318677
Abstract

Three new organic semiconductors, in which either two methoxy units are directly linked to a dibenzotetrathiafulvalene (DB-TTF) central core and a 2,1,3-chalcogendiazole is fused on the one side, or four methoxy groups are linked to the DB-TTF, have been synthesised as active materials for organic field-effect transistors (OFETs). Their electrochemical behaviour, electronic absorption and fluorescence emission as well as photoinduced intramolecular charge transfer were studied. The electron-withdrawing 2,1,3-chalcogendiazole unit significantly affects the electronic properties of these semiconductors, lowering both the HOMO and LUMO energy levels and hence increasing the stability of the semiconducting material. The solution-processed single-crystal transistors exhibit high performance with a hole mobility up to 0.04 cm(2)  V(-1)  s(-1) as well as good ambient stability.

摘要

三种新型有机半导体已被合成出来用作有机场效应晶体管(OFET)的活性材料。在这三种有机半导体中,一种是两个甲氧基单元直接连接到二苯并四硫富瓦烯(DB-TTF)中心核上,且一侧稠合有一个2,1,3-硫属二唑;另一种是四个甲氧基连接到DB-TTF上。研究了它们的电化学行为、电子吸收和荧光发射以及光致分子内电荷转移。吸电子的2,1,3-硫属二唑单元显著影响这些半导体的电子性质,降低了最高占据分子轨道(HOMO)和最低未占据分子轨道(LUMO)的能级,从而提高了半导体材料的稳定性。溶液处理的单晶晶体管表现出高性能,空穴迁移率高达0.04 cm² V⁻¹ s⁻¹,并且具有良好的环境稳定性。

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