Fully Conjugated Tri(perylene bisimides): An Approach to the Construction of n-Type Graphene Nanoribbons

被引:154
作者
Qian, Hualei [2 ,4 ]
Negri, Fabrizia [1 ,3 ]
Wang, Chunru [2 ]
Wang, Zhaohui [2 ]
机构
[1] G Ciamician Univ Bologna, Dipartimento Chim, I-40126 Bologna, Italy
[2] Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
[3] UdR Bologna, INSTM, Bologna, Italy
[4] Chinese Acad Sci, Grad Sch, Beijing 100190, Peoples R China
基金
中国国家自然科学基金;
关键词
D O I
10.1021/ja807803j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We present an experimental study encompassing synthesis and characterization of fully conjugated tri(perylene bisimides) (triPBIs), having 19 six-membered carbon rings in the core and six imide groups at the edges. Two structural isomers of triPBIs resulting from the two probable coupling positions were successfully separated by HPLC. To assist the identification of the two structural isomers, quantum-chemical calculations of electronic structure, NMR, and optical spectra were carried out. Calculations predict stable helical and nonhelical configurations for both triPBIs isomers and allow the assignment of triPBIs 6 unequivocally to the most bathochromically shifted absorption spectrum. Increasing the number of PBI units in oligo-PBIs leads to an expansion of the pi system, in turn associated with a reduction of the transport and optical band gaps, and a remarkable increase in electron affinities, which make oligo-PBIs promising n-type functional components in optoelectronic devices.
引用
收藏
页码:17970 / 17976
页数:7
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