引入一种新型的七元环稠合二茚酮-二噻吩并[3,2-b:2',3'-d]噻吩单元，作为有机半导体材料的一种有前景的组分。
Introducing a new 7-ring fused diindenone-dithieno[3,2-:2',3'-]thiophene unit as a promising component for organic semiconductor materials.
作者信息
Fell Valentin H K, Cameron Joseph, Kanibolotsky Alexander L, Hussien Eman J, Skabara Peter J
机构信息
WestCHEM, School of Chemistry, University of Glasgow, Joseph Black Building, University Avenue, Glasgow, G12 8QQ, Scotland.
Institute of Physical-Organic Chemistry and Coal Chemistry, 02160 Kyiv, Ukraine.
出版信息
Beilstein J Org Chem. 2022 Aug 1;18:944-955. doi: 10.3762/bjoc.18.94. eCollection 2022.
A novel π-conjugated molecule, is reported, which is fused, rigid, and planar, featuring the electron-rich dithieno[3,2-:2',3'-]thiophene (DTT) unit in the core of the structure. Adjacent to the electron-donating DTT core, there are indenone units with electron-withdrawing keto groups. To enable solubility in common organic solvents, the fused system is flanked by ethylhexylthiophene groups. The material is a dark, amorphous solid with an onset of absorption at 638 nm in CHCl solution, which corresponds to an optical gap of 1.94 eV. In films, the absorption onset wavelength is at 701 nm, which corresponds to 1.77 eV. An ionisation energy of 5.5 eV and an electron affinity of 3.3 eV were estimated by cyclic voltammetry measurements. We have applied this new molecule in organic field effect transistors. The material exhibited a p-type mobility up to 1.33 × 10 cm V s.
报道了一种新型的π共轭分子，它具有稠合、刚性和平面结构，在结构核心含有富电子的二噻吩并[3,2-b:2',3'-d]噻吩（DTT）单元。在给电子的DTT核心相邻位置，有带有吸电子酮基的茚酮单元。为了使其能溶解于常见有机溶剂中，稠合体系两侧连接着乙基己基噻吩基团。该材料是一种深色非晶态固体，在CHCl溶液中的吸收起始波长为638 nm，对应的光学带隙为1.94 eV。在薄膜中，吸收起始波长为701 nm，对应1.77 eV。通过循环伏安法测量估计其电离能为5.5 eV，电子亲和能为3.3 eV。我们已将这种新分子应用于有机场效应晶体管中。该材料表现出高达1.33×10⁻³ cm² V⁻¹ s⁻¹的p型迁移率。
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