Synthesis and some optical results of long chain substituted phthalocyanines

Synthesis and some optical results of long chain substituted phthalocyanines

Four metallo (zinc, copper, vanadyl, and indium) phthalocyanine derivatives bearing four aliphatic (hexylthio) groups were prepared from corresponding phthalonitrile compounds. The metallophthalocyanines were characterized with ultraviolet{visible spectroscopy (UV-Vis), proton nuclear magnetic resonance ( 1 H NMR), Fourier transform-infrared spectroscopy (FT-IR), and mass and elemental analyses techniques. Aggregation properties of metallophthalocyanines in solution were studied in varied concentration ranges. Thin lms of metallophthalocyanines were obtained by spin coating technique. Optical measurements showed that transmittance values of metallophthalocyanine thin lms obviously changed with respect to the metal ion in the phthalocyanines. Transmittance spectra of the phthalocyanines synthesized using different metal ions showed a variation of about 8% and 15% in transmittance spectra of the Q band region was obtained by mixing the two metal phthalocyanine (indium and zinc) solutions.

___

  • 1. McKeown, N. B. Phthalocyanine Materials: Materials: Synthesis, Structure, and Function ; Cambridge University Press: Cambridge, UK, 1998.
  • 2. Leznoff, C. C.; Lever, A. B. P . Phthalocyanines: Properties and Applications ; VCH Publishers: New York, NY, USA, 1989.
  • 3.  Ozcesmeci, _ I.; Sorar, _ I.; Gul, A. Inorg. Chem. Commun. 2011 , 14 , 1254-1257.
  • 4. Li, L.; Tang, Q.; Li, H.; Hu, W.; Yang, X.; Shuai, Z.; Liu, Y.; Zhu, D. Pure Appl. Chem. 2008 , 80 , 2231-2240.
  • 5. Sorar, _ I.; Sener, M. K.; Tepehan, F.; Gul, A. Thin Solid Films 2008 , 516 , 2894-2898.
  • 6. Komino, T.; Matsuda, M.; Tajima, H. Thin Solid Films 2009 , 518 , 688-691.
  • 7.  Ozcesmeci, _ I.; Sorar, _ I.; Gul, A. Philos. Mag. 2016 , 96 , 2986-2999.
  • 8. Banimuslem, H.; Hassan, A.; Basova, T.; Gulmez, A. D.; Tuncel, S.; Durmus, M.; Gurek, A. G.; Ahsen, V. Sensor Actuat B-Chem. 2014 , 190 , 990-998.
  • 9. Basova, T. V.; Parkhomenko, R. G.; Polyakov, M., Gurek, A. G.; Atilla, D.; Yuksel, F.; Ryabchikova, E. I.; Kadem, B. Y.; Hassan, A. K. Dyes Pigm. 2016 , 125 , 266-273.
  • 10. Matsuda, H.; Okada, S.; Masaki, A.; Nakanishi, H.; Suda, Y.; Shigehara, K.; Yamada, A. Proc. SPIE. 1990 , 1337 , 105- 113.
  • 11. Gurol, _ I.; Ahsen, V.; Bekaroglu,  O. J. Chem. Soc. Dalton. Trans. 1994 , 497-500.
  • 12. Gurek, A. G.; Ahsen, V.; Heinemann, F.; Zugenmaier, P. Mol. Cryst. Liq. Cryst . 2000 , 338 , 75-97.
  • 13. Gursel, Y. H.; Senkal, B. F.; Kandaz, M.; Yakuphanoglu, F. Polyhedron 2009 , 28 , 1490-1496.
  • 14. Suda, Y.; Shigehara, K.; Yamada, A.; Matsuda, H.; Okada, S.; Masaki, A.; Nakanishi, H. Proc. SPIE. 1991 , 1560 , 75-83.
  • 15. Bayr, Z. A. Dyes Pigm. 2005 , 65 , 235-242.
  • 16.  Ozcesmeci, _ I; Guner, S.; Okur, A. _ I.; Gul, A. J. Porphyrins Phthalocyanines 2007 , 11 , 531-536.
  • 17. Selcukoglu, M.; Hamuryudan, E. Dyes Pigm. 2007 , 74 , 17-20.
  • 18.  Ozcesmeci, M. J. Organomet. Chem. 2014 , 767 , 16-21.
  • 19. Evren, D.; Burat, A. K.;  Ozcesmeci, _ I.; Sesalan, B. S. Dyes Pigm. 2013 , 96 , 475-482.
  • 20.  Ozcesmeci, _ I. Synth. Met. 2013 , 176 , 128-133.
  • 21.  Ozcesmeci, M.;  Ozkan, E.; Hamuryudan, E. J. Porphyrins Phthalocyanines 2013 , 17 , 1-8.
  • 22. Jiang, Z.; Ou, Z.; Chen, N.; Wang, J.; Huang, J.; Shao, J.; Kadish, K. M. J. Porphyr. Phthalocyanines 2005 , 9 , 352-360.
  • 23. Adebayo, A. I.; Nyokong, T. Polyhedron 2009 , 28 , 2831-2838.
  • 24. Erdogmus, A.; Durmus, M.; Ugur, A. L.; Avciata, O.; Avciata, U.; Nyokong, T. Synth. Met. 2010 , 160 , 1868-1876.
  • 25. Kurt,  O.;  Ozcesmeci, _ I.; Gul, A.; Kocak M. B. J. Organomet. Chem. 2014 , 754 , 8-15.
  • 26. Nyokong, T. Coord. Chem. Rev. 2007 , 251 , 1707-1722.
  • 27.  Ozcesmeci, _ I.; Tekin, A.; Gul, A. Synth. Met. 2014 , 189 , 100-110.
  • 28. Perin, D. D.; Armarego, W. L. F.; Perin, D. R. Puri cation of Laboratory Chemicals ; 2nd ed. Pergamon Press: New York, NY, USA, 1985.
  • 29. Young, J. G.; Onyebuagu, W. J. Org. Chem . 1990 , 55 , 2155-2159.
  • 30.  Ozcesmeci, _ I.; Gelir, A.; Gul, A. Dyes Pigm. 2012 , 92 , 954-960.