Synthesis of a Novel Donor Unit for Organic Light-Emitting Materials: 10-octyl-3,7-di(thiophen-2-Yl)-10H-Phenothiazine

Abstract:

A novel electron donor unit based on phenothiazine has been designed and constructed. The target compound 10-octyl-3,7-di (thiophen-2-yl)-10H-phenothiazine was easily synthesized in high yields with a milder and efficient route via the Suzuki coupling reaction. Optical spectra show that, from the solution to the solid state, both the absorption and fluorescence spectra of the target compound are small blue-shifted. Moreover, the fluorescence spectra exhibit the emission maxima of the target compound ranging from 485 nm to 496 nm, which belongs to blue-green light region. As expected, the target compound should be a promising donor to construct D-A type materials for applications in organic light-emitting diodes (OLEDs).

• Periodical: Advanced Materials Research (Volumes 989-994)
• Pages: 284-287
• DOI: https://doi.org/10.4028/www.scientific.net/AMR.989-994.284
• Online since: July 2014
• Authors: Ze Biao Tang, Xiao Xia Sun*, Le Ping Miao, Hua Yin Shen
• Keywords: Donor Unit, Light-Emitting Material, Organic Molecule

References

[1] Jiao, G. S.; Thoresen, L. H.; Burgess, K. J. Am. Chem. Soc. 2003, 125, 14668-14669.

[2] Lai, R. Y.; Fabrizio, E. F.; Lu, L.; Jenekhe, S. A.; Bard, A. J. J. Am. Chem. Soc. 2001, 123, 9112-9118.

[3] Li, J. Y.; Liu, D.; Hong, Z. R.; Tong, S. W.; Wang, P. F.; Ma, C. W.; Lengyel, O.; Lee, C. S.; Kwong, H. L.; Lee, S. T. Chem. Mater. 2003, 15, 1486-1490.

DOI: 10.1021/cm0209822

[4] (a) Tang, C. W.; VanSlyke, S. A.; Chen, C. H. J. Appl. Phys. 1989, 65, 3610-3616. (b)Zhang, X. H.; Chen, B. J.; Lin, X. Q.; Wong, O. Y.; Lee. C. S.; Kwong, H. L.; Lee, S. T.; Wu, S. K. Chem. Mater. 2001, 13, 1565-1569. (c) Li, J. Y.; Liu, D.; Hong, Z. R.; Tong, S. W.; Wang, P. F.; Ma, C. W.; Lengyel, O.; Lee, C. S.; Kwong, H. L.; Lee, S. T. Chem. Mater. 2003, 15, 1486-1490.

DOI: 10.1021/cm0209822

[5] Sun, X. B.; Liu, Y. Q,; Xu, X. J,; Yang, C. H,; Yu, G,; Chen, S. Y,; Zhao, Z. H,; Qiu, W. F,; Li, Y. F,; Zhu, D. B,; J. Phys. Chem. B, 2005, 109, 21.

[6] (a) Goes, M.; Verhoeven, J. W.; Hofstraat, H.; Brunner, K. Chem. Phys. Chem 2003, 4, 349. (b) Kulkarni, A. P.; Tonzola, C. J.; Babel, A.; Jenekhe, S. A. Chem. Mater. 2004, 16, 4556. (c) Yan, H.; Lee, P.; Armstrong, N. R.; Graham, A.; Evmenenko, G. A.; Dutta, P.; Marks, T. J. J. Am. Chem. Soc. 2005, 127, 3172.

DOI: 10.1021/cm049473l

[7] Kulkarni, A. P.; Tonzola, C. J.; Babel, A.; Jenekhe, S. A. Chem. Mater. 2004, 16, 4556. (b) Shirota, Y. J. Mater. Chem. 2005, 15, 75.

DOI: 10.1021/cm049473l

[8] Chen, C. H.; Tang, C. W. Appl. Phys. Lett. 2001, 79, 3711. (b) Justin Thomas, K. R.; Lin, J. T.; Tao, Y. T.; Ko, C. W. J. Am. Chem. Soc. 2001, 123, 9404. (c) Morin, J. F.; Drolet, N.; Tao, Y.; Leclerc, M. Chem. Mater. 2004, 16, 4619.

[9] (a) Kong, X.; Kulkarni, A. P.; Jenekhe, S. A. Macromolecules 2003, 36, 8992. (b) Hwang, D. H.; Kim, S. K.; Park, M. J.; Lee, J. H.; Koo, B. W.; Kang, I. N.; Kim, S. H.; Zyung, T. Chem. Mater. 2004, 16, 1298.

[10] J. Cao, J. W. K amkf and M. D. Cuetis. Chem. Mater., 2003, 15, 404.