Benzo[b]selenophene/thieno[3,2-b]indole-Based N,S,Se-Heteroacenes for Hole-Transporting Layers

被引：18
|
作者：
Demina, Nadezhda S. [1 ,2 ]
Rasputin, Nikolay A. [1 ,2 ]
Irgashev, Roman A. [1 ,2 ]
Tameev, Alexey R. [1 ,3 ]
Nekrasova, Natalia, V [4 ]
Rusinov, Gennady L. [1 ,2 ]
Nunzi, Jean-Michel [5 ]
Charushin, Valery N. [1 ,2 ]
机构：
[1] Russian Acad Sci, IA Postovsky Inst Organ Synth, Ural Div, Ekaterinburg 620990, Russia
[2] Ural Fed Univ, Ekaterinburg 620002, Russia
[3] Russian Acad Sci, AN Frumkin Inst Phys Chem & Electrochem, Ekaterinburg 620990, Russia
[4] Russian Acad Sci, AN Frumkin Inst Phys Chem & Electrochem, Moscow 119071, Russia
[5] Queens Univ, Dept Phys, Dept Chem Engn Phys & Astron, Kingston, ON K7L 3N6, Canada
来源：
ACS OMEGA | 2020年 / 5卷 / 16期
基金：
俄罗斯科学基金会;
关键词：
DISORDERED ORGANIC MATERIALS; MOLECULAR-ORBITAL METHODS; BASIS-SETS; DYES; SEMICONDUCTORS; HETEROARENES; THIOPHENE; MOBILITY; FACILE; DONOR;
D O I：
10.1021/acsomega.0c00383
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Two series of new N,S,Se-heteroacenes, namely, 6H-benzo[4',S' selenopheno[2',3':4,5]thieno[3,2-b]indoles and 12H-benzo[4 '',5 '']selenopheno[2 '',3 '':4',5']thieno[2',3'4,5]thieno[3,2-b]indoles, were successfully obtained using an effective strategy based on Fiesselmann thiophene and Fischer indole synthesis. The new molecules exhibit a large optical band gap (2.82 eV < E-g(opt) < 3.23 eV) and their highest occupied molecular orbital (HOMO) energy formed by the plane pi-core ranges between -5.2 and -5.6 eV, with the narrower optical band gap and lower HOMO level corresponding to selenated heteroacenes. In thin solid films of the heteroacenes, hole mobility measured using the conventional CELIV technique ranges between 10(-5) and 10(-4) cm(2).V-1, s(-1). All these make the proposed condensed-ring compounds a promising platform for the development of hole-transporting materials applicable in organic electronics.
引用
收藏
页码：9377 / 9383
页数：7
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