Practical synthesis, characterization and photo-physical properties of metallophthalocyanines bearing benzhydryloxy substituents

Practical synthesis, characterization and photo-physical properties of metallophthalocyanines bearing benzhydryloxy substituents

The aim of present study is to make practical synthesis of benzhydryloxy substituted phthalocyanines with high solubility. Therefore, the synthesis and characterization of benzhydryloxy substituted zinc and magnesium of phthalocyanines were performed. The characterization of the new compounds was made by spectra such as IR, NMR, UV and Mass spectra. In addition, fluorescence and aggregation behaviors of these new compounds were investigated. It was seen to be obtained the compounds more economically with the method used.

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  • 1. McKeown, N.B. Phthalocyanine Materials: Synthesis, Structure and Function, Cambridge University Press, Cambridge, 1998.
  • 2. Leznoff, C.C.; Lever, A.B.P. Eds. Phthalocyanines: Properties and Applications, vol. 4, VCH, New York, 1989.
  • 3. Garland, A.D.; Chambrier, I.; Cammidge, A.N.; Cook, M.J. Tetrahedron 2015, 71, 7310-7314.
  • 4. Lianga, Q.; Zhanga, M.; Liub, C.; Xua, S.; Li, Z. Appl. Catal. A. 2016, 519,107–115.
  • 5. Shi, J.; Luan, L.; Fang, W.; Zhao, T.; Liu, W.; Cui, D. Sens. Actuators B. 2014, 204, 218–223.
  • 6. Sánchez-Díaz, A.; Pacios, R.; Muñecas, U.; Torres, T.; Palomares, E. Org. Electron. 2011, 12: 329– 335.
  • 7. Lile, J.R.D.; Heine, T.; Zhou, S. Comp. Mater. Sci. 2017, 129, 24–36.
  • 8. Shao, X.; Wang, S:; Li, X.; Su, Z.; Chen, Y.; Xiao, Y. Dyes Pigments 2016, 132, 378-386.
  • 9. Deng, Z.; Lü, Z.; Chen, Y.; Yin, Y.; Zou, Y.; Xiao, J.; Wang, Y. Solid State Electron. 2013, 89, 22–25.
  • 10. Ma, D.; Pan, S.; Zhang, T.; Huang, B.; Xie, S.; Yang, H.; Peng, Y. Dyes Pigments 2016, 127,78-86.
  • 11. Sekhosana, K.E.; Nyokong, T. J. Mol. Struct. 2016, 1117,140-146.
  • 12. Wang, A.; Gui, L.; Lu, S.; Zhou, L.; Zhou, J.; Wei, S. Dyes Pigments. 2016, 126, 239-250.
  • 13. Erdoğmus, A.; Arıcı, M. J. Fluorine Chem. 2014, 166, 127–133.
  • 14. Ağırtaş, M.S. Dyes Pigments. 2008, 79, 247-51.
  • 15. Ağırtaş, M.S. Inorg. Chim. Acta 2007, 360, 2499–502.
  • 16. Bandera, Y.; Burdette, M.K.; Shetzline, J.A.; Jenkins, R.; Creager, S.E.; Foulger, S.H. Dyes Pigments 2016, 125, 72-79.
  • 17. Palewska, K.; Sworakowski, J.; Lipinski, J. Opt. Mater. 2012, 34, 1717–1724.
  • 18. Chen, J.; Zhang, T.; Wang, S.; Hu, R.; Li, S.; Ma, J.S.; Yang, G. Spectrochim. Acta A. 2015, 149, 426–433.
  • 19. Nyokong, T., Antunes, E. Photochemical and Photophysical Properties of Metallophthalocyanines. Handbook of Porphyrin Science, 2010, pp. 247-357.
  • 20. Claessens, C.G.; Hahn, U.; Torres, T. Chem. Rec. 2008, 8, 75-97.
  • 21. Tillo, A.; Stolarska, M.; Kryjewski, M.; Popenda, L.; Sobotta, L.; Jurga, S.; Mielcarek, J.; Goslinski, T. Dyes Pigments 2016, 127, 110-115.
  • 22. Armarego, W.L.F.; Chai, C.L.L. Purification of laboratory Chemicals, 7nd ed., Butterwordh-Heinemann, Oxford, 2013.
  • 23. Saka, E.T.; Kobak, R.Z.U.; Alp, H.; Sarkı, G.; Koca, A.; Kantekin, H. Synthetic Met. 2016, 217, 295–303.
  • 24. Fukuda, T.; Kobayashi, N. In: Kadish KM, Smith KM, Guilard R, editors. Handbook of porphyrin science with applications to chemistry, physics, materials science, engineering, biology and medicine, Singapore: World Scientific Publishing Co. Pte. Ltd, vol. 9, 2010.
  • 25. Mehraban, N.; Freeman, H.S. Materials 2015, 8, 4421-4456.
  • 26. Saka, E.T.; Durmuş, M.; Kantekin, H. J. Organomet. Chem. 2011, 696, 913-924.
  • 27. İşçi, Ü.; Beyreis, M.; Tortik, N.; Topal, S.Z.; Glueck, M.; Ahsen, V.; Dumoulina, F.; Kiesslich, T.; Plaetzer, K. Photodiagn. Photodyn. 2016, 13, 40–47.