Column Chromatography: A Facile and Inexpensive Procedure to Purify the Red Dopant DCJ Applied for OLEDs

Abstract

DCJ, one of the DCM derivatives, has been used as a laser dye and a red emitter or a red dopant for OLED devices in recent decade. 4-(dicyanomethylene)-2-methyl-6-(julolidyl-9-enyl)-4H-pyran (DCJ) containing julolidine group has been synthesized for use as a red fluorescent dye molecule in organic light-emitting di- odes (OLEDs). In this paper, we reported a facile, simple and inexpensive procedure of purification of DCJ without necessity of HPLC analysis. The maximum absorption, emission, quantum efficiency are increasing in DCJ with the electron-donating of julolidine group.

Share and Cite:

K. Ghanbari, H. Aghajani, M. Golbabaee, E. Khah, S. Nabavi and A. Koohian, "Column Chromatography: A Facile and Inexpensive Procedure to Purify the Red Dopant DCJ Applied for OLEDs," Advances in Materials Physics and Chemistry, Vol. 1 No. 3, 2011, pp. 91-93. doi: 10.4236/ampc.2011.13015.

Conflicts of Interest

The authors declare no conflicts of interest.

References

[1] C. W. Tang and S. A. VanSkyle, “Organic Electrolumine- scence Diodes,” Applied Physics Letters, Vol. 51, No. 12, 1987, pp. 913-915. doi:10.1063/1.98799
[2] R. H. Young, C. W. Tang and A. P. Marchetti, “Current Induced Fluorescence Quenching in Organic Light Emitting Diodes,” Applied Physics Letters, Vol. 80, No. 5, 2002, p. 874. doi:10.1063/1.1445271
[3] E. Wit and J. McClure, “Statistics for Microarrays: Design, Analysis, and Inference,” 5th Edition, John Wiley & Sons Ltd., Chichester, 2004.
[4] L. Yang, M. Guan, Z. Bian, J. Xie, T. Chen and C. Huang, “Synthesis, Characterization, Photophysics and Electroluminescence Based on a Series of Pyran Containing Emitters,” Thin Solid Films, Vol. 500, No. 1-2, 2006, pp. 224-230. doi:10.1016/j.tsf.2005.11.011
[5] S. T. Lim, M. H. Chun, K. W. Lee and D. M. Shin, “Organic Light Emitting Diodes with Red Emission Using (2,6-Dimetyhl-4H-pyran-4’-ylidene) Malononitrile Moiety,” Optical Materials, Vol. 21, No. 1-3, 2003, pp. 217-220. doi:10.1016/S0925-3467(02)00139-8
[6] C. W. Tang, S. A. VanSkyle and C. H. Chen, “Electroluminecence of Doped Organic Thin Films,” Applied Physics Letters, Vol. 65, No. 9, 1989, p. 3610. doi:10.1063/1.343409
[7] B. C. Wang, H. R. Liao, W. H. Chen, Y. M. Chou, J. T. Yeh and J. C. Chang, “Theoretical Investigation of Electroluminescence Properties in Red Emission DCM, DCJ, RED and Derivatives,” Journal of Molecular Structure: THEOCHEM, Vol. 716, No. 1-3, 2005, pp. 19-25. doi:10.1016/j.theochem.2004.10.047
[8] Y. S. Yao, Q. X. Zhou, X. S. Wang, Y. Wang and B. W. Zhang, “A DCM Type Red Fluorescent Dopant for High Performance Organic Electroluminescent Devices,” Advanced Functional Materials, Vol. 17, No. 1, 2007, pp. 93-100. doi:10.1002/adfm.200600055
[9] C. Q. Ma, Z. Liang, X. S. Wang, B. W. Zhang, Y. Cao, L. D. Wang and Y. Qiu, “A Novel Family of Red Fluorescent Materials for Organic Light Emitting Diodes,” Synthetic Metals, Vol. 138, No. 3, 2003, pp. 537-542. doi:10.1016/S0379-6779(02)01242-0
[10] Chen, et al., “Red Organic Electroluminescent Materials,” United State Patent 5908581, 1999.
[11] L. L. Woods, “Some Further Reactions of 2,6-Dimethyl- 4-Pyrone,” The Journal of Organic Chemistry, Vol. 80, No. 6, 1957, pp. 1440-1442.

Copyright © 2024 by authors and Scientific Research Publishing Inc.

Creative Commons License

This work and the related PDF file are licensed under a Creative Commons Attribution 4.0 International License.