title: Synthesis, Photophysical and Electrochemical Properties, and Self-assembly Behavior of Two Hexaazatriphenylene Derivatives: A Single Bond Makes a Big Difference.
abstract: A hexaazatriphenylene (HAT) derivative (compound 1) that bears four n-octyl chains and two thienyl groups was designed and synthesized. Further light-induced oxidation coupling reaction led to thienyl-fused compound 2. Their photophysical and electrochemical properties and self-assembly behavior have been investigated by UV/Vis, fluorescence, and (1)H NMR spectroscopies, cyclic voltammetry (CV), scanning electron microscopy (SEM), and powder X-ray diffraction (PXRD). Although the difference in compounds 1 and 2 only lie in one single bond that connects the two thienyl segments, they displayed remarkably different properties, revealing an interesting structure-property relationship.
authors.affiliation: State Key Lab of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha, 410082, China.|Key Laboratory of Materials Science, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China.
authors.forename: Cheng
authors.initials: C
authors.lastname: Qian
authors.affiliation: State Key Lab of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha, 410082, China.
authors.forename: Wei-Hao
authors.initials: WH
authors.lastname: Zhao
authors.affiliation: State Key Lab of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha, 410082, China.|Key Laboratory of Materials Science, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China.
authors.forename: Yuan
authors.initials: Y
authors.lastname: Tian
authors.affiliation: State Key Lab of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha, 410082, China. gfjiang@hnu.edu.cn.
authors.forename: Guo-Fang
authors.initials: GF
authors.lastname: Jiang
authors.affiliation: Key Laboratory of Materials Science, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China. tgzhan@sioc.ac.cn.
authors.forename: Tian-Guang
authors.initials: TG
authors.lastname: Zhan
authors.affiliation: Key Laboratory of Materials Science, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China. xzhao@mail.sioc.ac.cn.
authors.forename: Xin
authors.initials: X
authors.lastname: Zhao
keywords: asymmetrical substitution; hexaazatriphenylene; photophysical and electrochemical properties; self-assembly; structure-property relationships; thienyl