Acta Phys. -Chim. Sin. ›› 2012, Vol. 28 ›› Issue (07): 1651-1657.doi: 10.3866/PKU.WHXB201204194


Electronic, Optical and Charge Transport Properties of D-π-A-π-D Type Naphthalene-Based Derivatives

HU Bo1,2, YAO Chan1,2, WANG Qing-Wei1,2, ZHANG Hao3, YU Jian-Kang4,3   

  1. 1. Faculty of Chemistry, Jilin Normal University, Siping 136000, Jilin Province, P. R. China;
    2. Key Laboratory of Preparation and Applications of Environmental Friendly Materials of Ministry of Education, Jilin Normal University, Siping 136000, Jilin Province, P. R. China;
    3. State Key Laboratory of Theoretical and Computational Chemistry, Jilin University, Changchun 130023, P. R. China;
    4. Institute of Applied Physics and Technology, The Foundation Department of Liaoning Technical University, Huludao 123000, Liaoning Province, P. R. China
  • Received:2011-12-30 Revised:2012-04-19 Published:2012-06-07
  • Contact: HU Bo
  • Supported by:

    The project was supported by the“11th Five-Year Plan”Science and Technology Research Funds of Jilin Province Education Department, China (2010142) and Science and Technology Plan Funds of Siping City, China (2010009).


A luminescent donor-π-bridge-acceptor-π-bridge-donor (D-π-A-π-D) type naphthalene-based derivative and its“CH”/N substituted derivatives have been designed and their electronic, optical, and charge transport properties were investigated using quantum chemical approaches. Our calculations have shown that changes in molecular structure lead to modifications in the electronic structure, resulting in a modulation of the electronic bandgap and hence of the optical properties. Remarkably, the calculated emission spectra can nearly cover the full UV-Vis spectrum (from 447.7 to 743.1 nm). Also, large Stokes shifts were observed, ranging from 106.1 to 222.4 nm, resulting from a more planar conformation of the excited state between the two adjacent units in the molecular backbone relative to the ground state. Calculated results also showed that the designed compounds could be used as hole transport materials in organic light-emitting diodes.

Key words: Organic light-emitting diode, Naphthalene, “CH”/N substitution, Electronic property, Optical property, Reorganization energy