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Novel organic material with potential NLO application - electronic and spectroscopic properties

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Central European Journal of Chemistry

Abstract

Novel dicyanoisophorone derivative, (E)-2-(3-(4-aminostyryl)-5,5-dimethylcyclohex-2-enylidene)malononitrile, is synthesized and its structure elucidated by means of conventional and linear polarized IR-spectroscopy of oriented colloids in nematic host, 1H, 13C, 1H, 1H-COSY NMR, HPLC tandem ESI MS-MS spectrometry, UV-VIS and thermal methods. Ab initio and DFT level of theory are used to theoretically obtain the electronic structure and optical properties, both in ground and exited state, of the compound.

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References

  1. H.S. Nalwa, S. Miyata, (Eds.), Nonlinear Optics of Organic Molecules and Polymers (CRC Press, Boca Raton, 1997)

    Google Scholar 

  2. J.J. Wolff, R. Wortmann, D. Bethell (Ed.), Advances in Physical Organic Chemistry, Vol. 32, 121, (1999)

  3. C. Bosshard et al., Organic Nonlinear Optical Materials (Cordon and Breach, Amsterdam, 1995)

    Google Scholar 

  4. T. Kolev et al., Z. Kristallogr. NCS 216, 67 (2001)

    Article  CAS  Google Scholar 

  5. T. Kolev et al., Acta Crystallogr. E57, o561 (2001)

    CAS  Google Scholar 

  6. T. Kolev et al., Acta Crystallogr. E57, o1166 (2001)

    CAS  Google Scholar 

  7. T. Kolev et al., Acta Crystallogr. E57, o760 (2001)

    CAS  Google Scholar 

  8. T. Kolev et al., Acta Crystallogr. E57, o966 (2001)

    CAS  Google Scholar 

  9. T. Kolev et al., Acta Crystallogr. E57, o964 (2001)

    CAS  Google Scholar 

  10. T. Kolev, D. Yancheva, B. Shivachev, R. Petrova, M. Spiteller, Acta Crystallogr. E61, o550 (2005)

    CAS  Google Scholar 

  11. T. Kolev, M. Schuermann, D.-Chr. Kleb, H. Preut, M. Spiteller, Acta Crystallogr. E58, o1172 (2002)

    CAS  Google Scholar 

  12. R. Lemke, Chem. Ber. 103, 1894 (1970)

    Article  CAS  Google Scholar 

  13. M. Desai, V.H. Shah, Indian J. Chem. Sec. B. 36, 668 (1997)

    Google Scholar 

  14. T. Kolev, J. Raman Spectr., submitted

  15. T. Kolev, D. Yancheva, B. Stamboliyska, Spectrochim. Acta 59A, 3325 (2003)

    CAS  Google Scholar 

  16. B.B. Ivanova, Spectrochim. Acta, 65A, 1035 (2006)

    CAS  Google Scholar 

  17. B.B. Koleva, T. Kolev, Spectrochim. Acta. Part A, in press

  18. T. Kolev, I. Kityk, J. Ebothe, B. Sahraoui, Chem. Phys. Lett. 443, 309 (2007)

    Article  CAS  Google Scholar 

  19. X. Ju et al., J. Chem. Phys. 124, 174711 (2006)

    Article  Google Scholar 

  20. B.B. Ivanova, M.G. Arnaudov, P.R. Bontchev, Spectrochim. Acta, Part A 60(4), 855(2004)

    Article  CAS  Google Scholar 

  21. B.B. Ivanova, D.L. Tsalev, M.G. Arnaudov, Talanta, 69, 822 (2006)

    Article  CAS  Google Scholar 

  22. B. Ivanova, V. Simeonov, M. Arnaudov, D. Tsalev, Spectrochim Acta 67a, 66 (2007)

    CAS  Google Scholar 

  23. B.B. Koleva et al., J. Inclus. Prenome DOI: 10.1007/s10847-008-9425-5

  24. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, V.G. Zakrzewski, J.A., Jr. Montgomery, R.E. Stratmann, J.C. Burant, S. Dapprich, J.M. Millam, A.D. Daniels, K.N. Kudin, M.C. Strain, Ö. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G.A. Petersson, P.Y. Ayala, Q. Cui, K. Morokuma, P. Salvador, J.J. Dannenberg, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J. Cioslowski, J.V. Ortiz, A.G. Baboul, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komáromi, R. Gomperts, 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, J.L. Andres, C. Gonzalez, M. Head-Gordon, E.S. Replogle, J.A. Pople, Gaussian 98, Gaussian, Inc., (Pittsburgh, PA, 1998)

    Google Scholar 

  25. “DALTON”, a molecular electronic structure program, Release 2.0 (2005), http://www.kjemi.uio.no/software/dalton/dalton.html.

  26. G.A. Zhurko, D.A. Zhurko, ChemCraft: Tool for treatment of chemical data, Lite version build 08 (2005)

  27. D. Tozer, N. Handy, Phys Chem. Chem. Phys. 2, 2117 (2000)

    Article  CAS  Google Scholar 

  28. J. Tomasi, M. Persico, Chem Rev. 94, 2027 (1994)

    Article  CAS  Google Scholar 

  29. R. Cammi, M. Cossi, J. Tomasi, J. Chem. Phys. 105, 4611 (1996)

    Article  Google Scholar 

  30. R. Cammi, M. Rossi, B. Bennucci, J. Tomasi, J. Chem. Phys. 105, 10556 (1996)

    Article  CAS  Google Scholar 

  31. S. Kwon, O-Pil Kwon, M. Jazbinsek, V. Gramlich, P. Gunter, Chem. Commun., DOI: 10.1039/b607107d

  32. O-Pil Kwon et al., Adv. Funct. Mater. 17, 1750 (2007)

    Article  CAS  Google Scholar 

  33. O-Pil Kwon et al., Chem. Mater. 18, 4049 (2006)

    Article  CAS  Google Scholar 

  34. C.K. Wang et al., J. Chem. Phys. 119, 1208 (2003)

    Article  CAS  Google Scholar 

Download references

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Koleva, B., Kolev, T., Nikolova, R. et al. Novel organic material with potential NLO application - electronic and spectroscopic properties. cent.eur.j.chem. 6, 592–599 (2008). https://doi.org/10.2478/s11532-008-0061-0

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  • DOI: https://doi.org/10.2478/s11532-008-0061-0

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