Skip to main content
Log in

Synthesis, structure, photo- and electroluminescence studies of bis[2-(N-tosylamino)benzylidene-4′-dimethylaminophenylaminato]zinc

  • Full Articles
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

A new bis[2-(N-tosylamino)benzylidene-4′-dimethylaminophenylaminato]zinc complex was synthesized, its structure was studied by methods of elemental analysis, IR spectroscopy, 1H NMR spectroscopy, X-ray absorption spectroscopy, and quantum chemical calculations. Electron absorption and photoluminescence spectra of the zinc complex were investigated. An OLED device based on it was made and found to emit “soft” yellow light with CIE coordinates (x = 0.431, y = 0.537) and radiation luminance 1300 cd m−2 at a working voltage of 14 V.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. I. K. Yakushchenko, M. G. Kaplunov, S. N. Shamaev, O. N. Efimov, G. V. Nikolaeva, M. Yu. Belov, A. P. Pivovarov, A. G. Skvortsov, V. A. Voronina, Pat. RF No. 2155204, publ. 27.08.2000 (in Russian); http://www.findpatent.ru/patent/215/2155204.html

  2. J. Xie, J. Qiao, L. Wang, J. Xie, Y. Qiu, Inorg. Chim. Acta, 2005, 358, 4451.

    Article  CAS  Google Scholar 

  3. L. P. Wang, S. B. Jiao, W. F. Zhang, Y. Q. Liu, G. Yu, Chin. Sci. Bull., 2013, 58, 2733.

    Article  CAS  Google Scholar 

  4. L. Chen, J. Qiao, J. Xie, L. Duan, D. Zhang, L. Wang, Y. Qiu, Inorg. Chim. Acta, 2009, 362, 2327.

    Article  CAS  Google Scholar 

  5. A. P. Pivovarov, M. G. Kaplunov, I. K. Yakuscchenko, M. Yu. Belov, G. V. Nikolaeva, O. N. Efimov, Russ. Chem. Bull. (Int. Ed.), 2002, 51, 67 [Izv. Akad. Nauk, Ser. Khim., 2002, 65].

    Article  CAS  Google Scholar 

  6. M. G. Kaplunov, I. K. Yakuscchenko, S. S. Krasnikova, S. N. Shamaev, A. P. Pivovarov, O. N. Efimov, Russ. Chem. Bull. (Int. Ed.), 2004, 53, 2148 [Izv. Akad. Nauk, Ser. Khim., 2004, 2056].

    Article  CAS  Google Scholar 

  7. A. V. Metelitsa, A. S. Burlov, S. O. Bezuglyi, A. D. Garnovskii, V. A. Bren’, V. I. Minkin, N. N. Kharabaev, Pat. RF No. 2295527, publ. 20.03.2007, Byull. [Bull.] No. 8 (in Russian); http://www.findpatent.ru/patent/229/2295527.html

  8. A. V. Metelitsa, A. S. Burlov, S. O. Bezuglyi, I. G. Borodkina, I. S. Vasil’chenko, D. A. Garnovskii, S. A. Mashchenko, G. S. Borodkin, A. D. Garnovskii, V. I. Minkin, Pat. RF No. 2395512, publ. 27.07.2010, Byull. [Bull.] No. 21 (in Russian); http://www.findpatent.ru/patent/239/2395512.html

  9. M. R. Bermejo, M. Vasquez, J. Sanmartin, A. M. Garcia-Deibe, M. Fondo, C. Lodeiro, New J. Chem., 2002, 26, 1365.

    Article  CAS  Google Scholar 

  10. M. Vazquez, A. Taglietti, D. Gatteschi, L. Sorace, C. Sangregorio, A. M. Gonzalez, M. Maneiro, R. M. Pedrido, M. R. Bermejo, Chem. Commun., 2003, 15, 1840.

    Article  Google Scholar 

  11. M. Vazquez, M. R. Bermejo, M. Licchelli, A. M. Gonzalez-Noya, R. M. Pedrido, C. Sangregorio, L. Sorace, A. M. Garcia-Deibe, J. Sanmartin, Eur. J. Inorg. Chem., 2005, 17, 3479.

    Article  Google Scholar 

  12. L. Rodriguez, E. Labisbal, A. Sousa-Pedrares, J. Romero, J.-A. G. Vazquez, A. Sousa, Z. Anorg. Allg. Chem., 2007, 633, 1832.

    Article  CAS  Google Scholar 

  13. N. I. Chernova, Yu. S. Ryabokobylko, V. G. Brudz’, B. M. Bolotin, Zh. Org. Khim., 1971, 7, 1680 [J. Org. Chem. USSR (Engl. Transl.), 1971, 7, No. 8].

    CAS  Google Scholar 

  14. M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian 03, Revision A.1, Gaussian, Inc., Pittsburgh (PA), USA, 2003.

    Google Scholar 

  15. C. Lee, W. Yang, R. G. Parr, Phys. Rev. B., 1988, 37, 785.

    Article  CAS  Google Scholar 

  16. A. D. Becke, J. Chem. Phys., 1993, 98, 5648.

    Article  CAS  Google Scholar 

  17. A. D. McLean, G. S. Chandler, J. Chem. Phys., 1980, 72, 5639.

    Article  CAS  Google Scholar 

  18. R. Krishnan, J. S. Binkley, R. Seeger, J. A. Pople, J. Chem. Phys., 1980, 72, 650.

    Article  CAS  Google Scholar 

  19. A. A. Chernyshov, A. A. Veligzhanin, Y. V. Zubavichus, Nucl. Instr. Meth. Phys. Res. A., 2009, 603, 95.

    Article  CAS  Google Scholar 

  20. M. Newville, J. Synchrotron Rad., 2001, 8, 96.

    Article  CAS  Google Scholar 

  21. S. I. Zabinski, J. J. Rehr, A. Ankudinov, R. C. Alber, Phys. Rev. B, 1995, 52, 2995.

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to A. S. Burlov.

Additional information

Based on the materials of the XI International Seminar on Magnetic Resonance (Spectroscopy, Tomography, and Ecology) (September 9–14, 2013, Rostov-on-Don).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1759–1764, August, 2014.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Burlov, A.S., Mal’tsev, E.I., Vlasenko, V.G. et al. Synthesis, structure, photo- and electroluminescence studies of bis[2-(N-tosylamino)benzylidene-4′-dimethylaminophenylaminato]zinc. Russ Chem Bull 63, 1759–1764 (2014). https://doi.org/10.1007/s11172-014-0664-x

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-014-0664-x

Key words

Navigation