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Chem Asian J. 2016 May 06;11(9):1382-7. doi: 10.1002/asia.201501366. Epub 2016 Jan 21.

Pi-Extended Diindole-Fused Azapentacenone: Synthesis, Characterization, and Photophysical and Lithium-Storage Properties.

Chemistry, an Asian journal

Jianfeng Zhao, Renping Li, Wei Ai, Dai Dong, Jiewei Li, Lin Chen, Linghai Xie, Ting Yu, Wei Huang

Affiliations

  1. Key Laboratory of Flexible Electronics (KLOFE) and, Institute of Advanced Materials (IAM), Jiangsu National Synergetic Innovation Center, for Advanced Materials (SICAM), Nanjing Tech University (NanjingTech), 30 South Puzhu Road, Nanjing, 211816, P.R. China.
  2. Key Laboratory for Organic Electronics and, Information Displays (KLOEID) and Institute of Advanced Materials, Nanjing University of Posts & Telecommunications, Nanjing, 210023, P.R. China.
  3. Division of Physics and Applied Physics, School of Physical and Mathematical Sciences, Nanyang Technological University, 637371, Singapore.
  4. Nanjing Polytechnic Institute, Nanjing, 210048, P.R. China.
  5. Key Laboratory for Organic Electronics and, Information Displays (KLOEID) and Institute of Advanced Materials, Nanjing University of Posts & Telecommunications, Nanjing, 210023, P.R. China. [email protected].
  6. Division of Physics and Applied Physics, School of Physical and Mathematical Sciences, Nanyang Technological University, 637371, Singapore. [email protected].
  7. Key Laboratory of Flexible Electronics (KLOFE) and, Institute of Advanced Materials (IAM), Jiangsu National Synergetic Innovation Center, for Advanced Materials (SICAM), Nanjing Tech University (NanjingTech), 30 South Puzhu Road, Nanjing, 211816, P.R. China. [email protected].
  8. Key Laboratory for Organic Electronics and, Information Displays (KLOEID) and Institute of Advanced Materials, Nanjing University of Posts & Telecommunications, Nanjing, 210023, P.R. China. [email protected].

PMID: 26717256 DOI: 10.1002/asia.201501366

Abstract

Pi-extended polyaromatics tend to exhibit improved electronic properties with respect to the intrinsic structures. Herein, the rational design of a π-extended diindole-fused diazapentacenone (IP), with a nine-ring-fused core, obtained by applying an intramolecular Friedel-Crafts diacylation synthetic routine, is reported. The chemical structure, physical properties, and morphology of IP were fully characterized. Serving as an organic cathode material for a lithium-ion battery, the as-prepared nanorods of π-extended IP display higher conductivity and superior electrochemical performance than those of the naked diazapentacenone without diindole fusion.

© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: charge transfer; conjugation; electrochemistry; lithium; polyaromatics

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