Selective thionation of naphtho[2,3-b] thiophene diimide: tuning of the optoelectronic properties and packing structure

被引：12

作者：

Chen, Wangqiao ^{[1
,2
]}

Nakano, Masahiro ^{[1
]}

Takimiya, Kazuo ^{[1
]}

Zhang, Qichun ^{[2
]}

机构：

[1] RIKEN, CEMS, Emergent Mol Funct Res Grp, 2-1 Hirosawa, Wako, Saitama 3510198, Japan

[2] Nanyang Technol Univ, Sch Mat Sci & Engn, 50 Nanyang Ave, Singapore 639798, Singapore

来源：

ORGANIC CHEMISTRY FRONTIERS | 2017年 / 4卷 / 05期

关键词：

POLYMER; SEMICONDUCTOR; COPOLYMERS; AMBIPOLAR; MOBILITY; DESIGN; ROUTE;

D O I：

10.1039/c6qo00871b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Naphtho[2,3-b] thiophene diimide (NTI) was found to be selectively thionated to afford naphtho[2,3-b] thiophene-4,9-dicarboxy-5,8-dithiocarboxydiimide (NTI-2S). By elucidating its electrochemical, optical, and structural properties, the effects of thionation on the molecular electronic structure and crystal structure were discussed. Although thionation can greatly lower the LUMO energy level and enhance the intermolecular interaction in the solid state, its chemical lability is a drawback as an organic semiconducting material.

引用

页码：704 / 710

页数：7

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