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Synthesis, Characterization, DFT Studies, and Photodiode Application of Azo-azomethine-Based Ligand and Its Transition-Metal Complexes

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Abstract

An azo-azomethine-based ligand (H2L) and its transition-metal complexes were prepared, and the electronic structure of the synthesized compounds obtained computationally using density functional theory at B3LYP/6-31G (d,p) level. Furthermore, organic–inorganic heterojunctions were fabricated by forming thin films of complexes of H2L and Co(II), Ni(II), and Pd(II) metal on n-Si substrate. The fundamental electrical parameters of the rectifying heterojunctions were identified based on current–voltage data obtained in the dark at room temperature. The photosensing properties of the devices were investigated under illumination at various intensities from 40 mW/cm2 to 100 mW/cm2. The results showed that the photoelectrical characteristics of the devices could be modified by the thin film of metal complex, with the best photosensing properties being obtained for the heterojunction based on compound 1.

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References

  1. Z. Shaghaghi, Spectrochim. Acta A 131, 67 (2014).

    Article  CAS  Google Scholar 

  2. M. Gulcan, S. Özdemir, A. Dündar, E. Ispir, and M. Kurtoglu, Z. Anorg. Allg. Chem. 640, 1754 (2014).

    Article  CAS  Google Scholar 

  3. G. Yeğiner, M. Gülcan, S. Işık, G.Ö. ürüt, S. Özdemir, and M. Kurtoglu, J. Fluoresc. 27, 2239 (2017).

    Article  Google Scholar 

  4. H. Khanmohammadi, M. Erfantalab, A. Bayat, A. Babaei, and M. Sohrabi, Spectrochim. Acta A 97, 876 (2012).

    Article  CAS  Google Scholar 

  5. K.Y. Lau, A. Mayr, and K.K. Cheung, Inorg. Chim. Acta 285, 223 (1999).

    Article  CAS  Google Scholar 

  6. S. Eskikanbur, K. Sayin, M. Kose, H. Zengin, V. McKee, and M. Kurtoglu, J. Mol. Struct. 1094, 183 (2015).

    Article  CAS  Google Scholar 

  7. R. Egli, A.P. Peter, and H.S. Freeman, Colour Chemistry: The Design and Synthesis of Organic Dyes and Pigments, Chapter VII (London: Elsevier, 1991).

    Google Scholar 

  8. B.K. So, M.C. Jang, J.H. Park, K.S. Lee, H.H. Song, and S.M. Lee, Opt. Mater. 21, 685 (2002).

    Article  Google Scholar 

  9. F. Karipcin, B. Dede, S.P. Ockorucuklu, and E. Kabalcilar, Dyes Pigments 84, 14 (2010).

    Article  CAS  Google Scholar 

  10. B. Cabir, B. Avar, M. Gülcan, A. Kayraldız, and M. Kurtoglu, Turk. J. Chem. 37, 422 (2013).

    CAS  Google Scholar 

  11. Q.T. Le, L. Yan, Y. Gao, M.G. Mason, D.J. Giesen, and C.W. Tang, J. Appl. Phys. 87, 375 (2000).

    Article  CAS  Google Scholar 

  12. K. Rafikova, N. Kystaubayeva, M. Aydemir, C. Kayan, Y.S. Ocak, H. Temel, A. Zazybin, N. Gürbüz, and I. Özdemir, J. Organomet. Chem. 758, 1 (2014).

    Article  CAS  Google Scholar 

  13. R.K. Gupta, M. Cavas, A.A. Al-Ghamdi, Z.H. Gafer, F. El-Tantawy, and F. Yakuphanoglu, Sol. Energy 92, 150 (2013).

    Article  Google Scholar 

  14. L. Giribabu, V.K. Singh, T. Jella, Y. Soujanya, A. Amat, F. De Angelis, A. Yella, P. Gau, and M.K. Nazeeruddin, Dyes Pigments 98, 518 (2013).

    Article  CAS  Google Scholar 

  15. S.E. Habas, H.A.S. Platt, M.F.A.M. van Hest, and D.S. Ginley, Chem. Rev. 110, 6571 (2010).

    Article  CAS  Google Scholar 

  16. J.H. Burroughes, D.D.C. Bradley, A.R. Brown, R.N. Mackay, R.H. Friend, P.L. Burns, and A.B. Holmes, Nature 347, 539 (1990).

    Article  CAS  Google Scholar 

  17. I. Kymissis, C.D. Dimitrapoulos, and S. Purushothaman, IEE Trans. Electron Dev. 48, 1060 (2001).

    Article  CAS  Google Scholar 

  18. A.G. Imer, R.H.B. Syan, M. Gülcan, Y.S. Ocak, and A. Tombak, J. Mater. Sci. Mater. Electron. 29, 898 (2018).

    Article  Google Scholar 

  19. A.D. Becke, Phys. Rev. A 38, 3098 (1998).

    Article  Google Scholar 

  20. M. Frisch, J. Trucks, G.W. Schlegel, H.B. Scuseria, G.E. Robb, M.A. Cheeseman, J.R. Scalmani, G. Barone, V. Mennucci, and B. Peterssonet, Gaussian 09, Revision D.01 (Wallingford: Gaussian Inc, 2013).

    Google Scholar 

  21. H. Gokce, O. Akyildirim, S. Bahceli, H. Yuksek, and O. Gursoy Kol, J. Mol. Struct. 1056, 273 (2014).

    Article  Google Scholar 

  22. P. Atkins, T. Overton, J. Rourke, M. Weller, and F. Armstrong, Shriver&Atkins Inorganic Chemistry, 4th ed. (Oxford: Oxford University Press, 2006).

    Google Scholar 

  23. A. Ugur, A.G. Imer, and Y.S. Ocak, Mater. Sci. Semicond. Proc. 39, 569 (2015).

    Article  CAS  Google Scholar 

  24. A. Korkut, Microelectron. Eng. 197, 45 (2018).

    Article  CAS  Google Scholar 

  25. Ş. Aydoğan, Ü. İncekara, and A. TÜrÜt, Thin Solid Films 518, 7156 (2010).

    Article  Google Scholar 

  26. S. Yaşar, S. Çekirdek, N. Ertekin Binbay, A. Tombak, Y.S. Ocak, N. Arslan, A. Baysal, M. Aydemir, and F. Durap, Optik 156, 514 (2018).

    Article  Google Scholar 

  27. A. Gencer Imer, A. Tombak, and A. Korkut, J. Phys. Conf. Ser. 707, 012012 (2016).

    Article  Google Scholar 

  28. E.H. Rhoderick and R.H. Williams, Metal-Semiconductor Contacts, 2nd ed. (Oxford: Clarendon Press, 1988).

    Google Scholar 

  29. K. Akkılıc, Y.S. Ocak, T. Kilicoglu, S. İlhan, and H. Temel, Curr. Appl. Phys. 10, 337 (2010).

    Article  Google Scholar 

  30. L.S. Hung and C.H. Chen, Mater. Sci. Eng. 39, 143 (2002).

    Article  Google Scholar 

  31. U. Aydemir, I. Tascıoğlu, S. Altındal, and I. Uslu, Mater. Sci. Semicond. Process. 16, 1865 (2013).

    Article  CAS  Google Scholar 

  32. D.R.T. Zahn, T.U. Kampen, and H. Mendez, Appl. Surf. Sci. 423, 212 (2003).

    Google Scholar 

  33. A.A.M. Farag, B. Gunduz, F. Yakuphanoglu, and W.A. Farooq, Synth. Met. 160, 2559 (2010).

    Article  CAS  Google Scholar 

  34. H. Tang, Y. Li, B. Chen, Q. Chen, Q. Qiao, W. Yang, H. Wu, and Y. Cao, Dyes Pigments 100, 79 (2013).

    Article  Google Scholar 

  35. S.K. Cheung and N.W. Cheung, Appl. Phys. Lett. 49, 85 (1986).

    Article  CAS  Google Scholar 

  36. Y.S. Ocak, M.A. Ebeoglu, G. Topal, and T. Kılıcoğlu, Phys. B 405, 2329 (2010).

    Article  CAS  Google Scholar 

  37. K. Akkılıc, Y.S. Ocak, S. Ilhan, and T. Kılıcoglu, Synth. Met. 158, 969 (2008).

    Article  Google Scholar 

  38. M. Aydemir, Y.S. Ocak, K. Rafikova, N. Kystaubayeva, C. Kayan, A. Zazybin, F. Ok, A. Baysal, and H. Temel, Appl. Organomet. Chem. 28, 396 (2014).

    Article  CAS  Google Scholar 

  39. M. Altan, Y.S. Ocak, S. Pasa, H. Temel, A. Tombak, T. Kilicoglu, K. Akkilic, and M. Aydemir, Appl. Organomet. Chem. 29, 798 (2015).

    Article  Google Scholar 

  40. A. Tataroglu, R. Ocaya, A. Dere, O. Dayan, Z. Serbetci, A.G. Al-Sehemi, M. Soylu, A.A. Al-Ghamdi, and F. Yakuphanoglu, J. Electron. Mater. 47, 828 (2018).

    Article  CAS  Google Scholar 

  41. H. Temel, S. Pasa, Y.S. Ocak, I. Yılmaz, S. Demir, and I. Özdemir, Synth. Met. 161, 2765 (2012).

    Article  Google Scholar 

  42. H. Norde, J. Appl. Phys. 50, 5052 (1979).

    Article  CAS  Google Scholar 

  43. S. Ilican, K. Gorgun, Y. Caglar, and M. Caglar, J. Nanomater. (2017). https://doi.org/10.1155/2017/6308174.

    Article  Google Scholar 

  44. M. Soylu, M. Cavas, A.A. Al-Ghamdi, Z.H. Gafer, F. El-Tantawy, and F. Yakuphanoglu, Sol. Energy Mater. Sol. Cells 124, 180 (2014).

    Article  CAS  Google Scholar 

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Acknowledgements

Partial support of this work by Van Yüzüncü Yıl University (Project IDs: FHD 2018 7160, FYL 2018 7302) is gratefully acknowledged. R.H. Basha Syan and M. Gülcan synthesized compounds 1 to 4 according to the references, while S. Gümüş focused on the computational study. A. Gencer Imer, A. Tombak, and Y.S. Ocak fabricated the photodiodes using these compounds as an interlayer, and analyzed their electrical and photoelectrical properties.

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Authors and Affiliations

  1. Department of Physics, Faculty of Science, Batman University, Batman, Turkey

    Ahmet Tombak

  2. Department of Physics, Faculty of Science, Van Yüzüncü Yıl University, Van, Turkey

    Arife Gencer Imer

  3. Department of Chemistry, Faculty of Science, Van Yüzüncü Yıl University, Van, Turkey

    Ranjdar Hamad Basha Syan, Mehmet Gülcan & Selçuk Gümüş

  4. Department of Science, Faculty of Education, Dicle University, Diyarbakır, Turkey

    Yusuf Selim Ocak

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  1. Ahmet Tombak
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  2. Arife Gencer Imer
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  3. Ranjdar Hamad Basha Syan
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  4. Mehmet Gülcan
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  5. Selçuk Gümüş
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  6. Yusuf Selim Ocak
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Correspondence to Arife Gencer Imer.

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Tombak, A., Imer, A.G., Syan, R.H.B. et al. Synthesis, Characterization, DFT Studies, and Photodiode Application of Azo-azomethine-Based Ligand and Its Transition-Metal Complexes. J. Electron. Mater. 47, 7240–7250 (2018). https://doi.org/10.1007/s11664-018-6657-z

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  • DOI: https://doi.org/10.1007/s11664-018-6657-z

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