Acta Phys. -Chim. Sin. ›› 2011, Vol. 27 ›› Issue (03): 589-594.doi: 10.3866/PKU.WHXB20110303


Effect of Substituents on the Optical Properties of 3(5)-(9-Anthryl) Pyrazole

WANG Kun-Peng, WANG Chang-Sheng   

  1. School of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029, Liaoning Province, P. R. China
  • Received:2010-10-29 Revised:2010-12-27 Published:2011-03-03
  • Contact: WANG Chang-Sheng
  • Supported by:

    The project was supported by the National Natural Science Foundation of China (20973088) and Research Fund of the Educational Department of Liaoning Province, China (2007T091, 2008T106).


The ground state (S0) structures of 3(5)-(9-anthryl) pyrazole and its derivatives were obtained using the density functional theory (DFT) B3LYP/6-31G(d) method. The first singlet excited state (S1) structures were optimized using the singlet-excitation configuration interaction (CIS)/6-31G(d) method. The absorption and emission spectra were then evaluated using the time-dependent density functional theory (TD-DFT) B3LYP method with the 6-311++G(d,p) basis set. Our calculation results reveal that for all the derivatives (electron-withdrawing groups or electron-donating groups) the calculated absorption and fluorescence emission wavelength values all show red shifts compared with the parent 3(5)-(9-anthryl) pyrazole. We also find that compared with the parent 3(5)-(9-anthryl) pyrazole, the derivatives with ―R=―BH2, ―CCl3, ―CHO, ―NH2 are good candidates for longer absorption wavelength materials and for longer fluorescence emission wavelength materials.

Key words: Absorption spectrum, Fluorescence emission spectrum, 3(5)-(9-Anthryl) pyrazole, Excited state