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Biazulene diimides: a new building block for organic electronic materials.


ABSTRACT: Azulene, a 10-π-electron isomer of naphthalene, is a nonbenzenoid bicyclic aromatic hydrocarbon with a beautiful blue color and a large dipole moment. We present here the first class of azulene-based aromatic diimides, 2,2'-biazulene-1,1',3,3'-tetracarboxylic diimides (BAzDIs), which comprise a 2,2'-biazulene moiety and two seven-membered imide groups. DFT calculations, thermal, optical and electrochemical properties of two BAzDI derivatives as well as single crystal analysis and the charge transport behavior were studied. The results demonstrate that BAzDIs have unique photophysical properties and are promising for organic electronic materials.

SUBMITTER: Xin H 

PROVIDER: S-EPMC5355808 | biostudies-literature | 2016 Nov

REPOSITORIES: biostudies-literature

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Biazulene diimides: a new building block for organic electronic materials.

Xin Hanshen H   Ge Congwu C   Yang Xiaodi X   Gao Honglei H   Yang Xiaochun X   Gao Xike X  

Chemical science 20160719 11


Azulene, a 10-π-electron isomer of naphthalene, is a nonbenzenoid bicyclic aromatic hydrocarbon with a beautiful blue color and a large dipole moment. We present here the first class of azulene-based aromatic diimides, 2,2'-biazulene-1,1',3,3'-tetracarboxylic diimides (BAzDIs), which comprise a 2,2'-biazulene moiety and two seven-membered imide groups. DFT calculations, thermal, optical and electrochemical properties of two BAzDI derivatives as well as single crystal analysis and the charge tran  ...[more]

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