Table of Contents Author Guidelines Submit a Manuscript
Journal of Chemistry
Volume 2017, Article ID 9715069, 9 pages
https://doi.org/10.1155/2017/9715069
Research Article

Synthesis of Peripherally Tetrasubstituted Phthalocyanines and Their Applications in Schottky Barrier Diodes

1Faculty of Arts and Science, Department of Chemistry, Yildiz Technical University, Esenler, 34210 Istanbul, Turkey
2Faculty of Chemical and Metallurgical Engineering, Department of Metallurgical and Materials Engineering, Yildiz Technical University, Esenler, 34210 Istanbul, Turkey
3Faculty of Arts and Science, Department of Physics, Yildiz Technical University, Esenler, 34210 Istanbul, Turkey
4Department of Occupational Health and Safety, Esenyurt University, Esenyurt, 34510 Istanbul, Turkey

Correspondence should be addressed to Semih Gorduk; moc.liamtoh@kdrg_himes and Ulvi Avciata; moc.liamg@ataicvau

Received 28 September 2017; Accepted 1 November 2017; Published 6 December 2017

Academic Editor: Maria F. Carvalho

Copyright © 2017 Semih Gorduk et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. N. B. McKeown, Phthalocyanine Materials: Synthesis, Structure and Function, Cambridge University Press, Cambridge, UK, 1998.
  2. C. C. Leznoff, A. B. P. Lever, P. Stuzhin, O. Khelevina, and B. Berezin, Phthalocyanines: Properties and Applications, VCH Publishers, New York, NY, USA, 1996.
  3. M. Bouvet, P. Gaudillat, and J.-M. Suisse, “Phthalocyanine-based hybrid materials for chemosensing,” Journal of Porphyrins and Phthalocyanines, vol. 17, no. 10, pp. 913–919, 2013. View at Publisher · View at Google Scholar · View at Scopus
  4. C. G. Claessens, U. Hahn, and T. Torres, “Phthalocyanines: From outstanding electronic properties to emerging applications,” The Chemical Record, vol. 8, no. 2, pp. 75–97, 2008. View at Publisher · View at Google Scholar · View at Scopus
  5. M. Kraus, S. Richler, A. Opitz et al., “High-mobility copper-phthalocyanine field-effect transistors with tetratetracontane passivation layer and organic metal contacts,” Journal of Applied Physics, vol. 107, no. 9, Article ID 094503, 2010. View at Publisher · View at Google Scholar · View at Scopus
  6. T. Basova, A. Hassan, M. Durmuş, A. G. Gürek, and V. Ahsen, “Liquid crystalline metal phthalocyanines: Structural organization on the substrate surface,” Coordination Chemistry Reviews, vol. 310, pp. 131–153, 2016. View at Publisher · View at Google Scholar · View at Scopus
  7. D. S. Weiss and M. Abkowitz, “Advances in organic photoconductor technology,” Chemical Reviews, vol. 110, no. 1, pp. 479–526, 2010. View at Publisher · View at Google Scholar · View at Scopus
  8. R. Ao, L. Kümmerl, and D. Haarer, “Present limits of data storage using dye molecules in solid matrices,” Advanced Materials, vol. 7, no. 5, pp. 495–499, 1995. View at Publisher · View at Google Scholar · View at Scopus
  9. M.-E. Ragoussi, M. Ince, and T. Torres, “Recent advances in phthalocyanine-based sensitizers for dye-sensitized solar cells,” European Journal of Organic Chemistry, no. 29, pp. 6475–6489, 2013. View at Publisher · View at Google Scholar · View at Scopus
  10. Y. Zhang, X. Cai, Y. Bian, and J. Jiang, “Organic semiconductors of phthalocyanine compounds for field effect transistors (FETs),” in Functional Phthalocyanine Molecular Materials, J. Jiang, Ed., vol. 135 of Structure and Bonding, pp. 275–321, Springer, Berlin, Germany, 2010. View at Google Scholar
  11. D. Dini, M. J. F. Calvete, and M. Hanack, “Nonlinear optical materials for the smart filtering of optical radiation,” Chemical Reviews, vol. 116, no. 22, pp. 13043–13233, 2016. View at Publisher · View at Google Scholar · View at Scopus
  12. A. Altindal, Ş. Abdurrahmanoǧlu, M. Bulut, and Ö. Bekaroǧlu, “Charge transport mechanism in bis(double-decker lutetium(III) phthalocyanine) (Lu2Pc4) thin film,” Synthetic Metals, vol. 150, no. 2, pp. 181–187, 2005. View at Publisher · View at Google Scholar · View at Scopus
  13. T. S. Shafai and T. D. Anthopoulos, “Junction properties of nickel phthalocyanine thin film devices utilising indium injecting electrodes,” Thin Solid Films, vol. 398-399, pp. 361–367, 2001. View at Publisher · View at Google Scholar · View at Scopus
  14. N. N. Halder, P. Biswas, S. Kundu, and P. Banerji, “Au/p-Si Schottky junction solar cell: Effect of barrier height modification by InP quantum dots,” Solar Energy Materials & Solar Cells, vol. 132, pp. 230–236, 2015. View at Publisher · View at Google Scholar · View at Scopus
  15. E. Rhoderick and R. Williams, Metal–Semiconductor Contacts, Clarendon, Oxford, UK, 2nd edition, 1988.
  16. S. Yadav and S. Ghosh, “Amorphous strontium titanate film as gate dielectric for higher performance and low voltage operation of transparent and flexible organic field effect transistor,” ACS Applied Materials & Interfaces, vol. 8, no. 16, pp. 10436–10442, 2016. View at Publisher · View at Google Scholar · View at Scopus
  17. J. Tardy, M. Erouel, A. L. Deman et al., “Organic thin film transistors with HfO2 high-k gate dielectric grown by anodic oxidation or deposited by sol-gel,” Microelectronics Reliability, vol. 47, no. 2-3, pp. 372–377, 2007. View at Publisher · View at Google Scholar · View at Scopus
  18. Ü. Demirbaş, M. Pişkin, B. Barut, R. Bayrak, M. Durmuş, and H. Kantekin, “Metal-free, zinc(II) and lead(II) phthalocyanines functioning with 3-(2H-benzo[d][1,2,3]triazol-2-yl)-4-hydroxyphenethyl methacrylate groups: Synthesis and investigation of photophysical and photochemical properties,” Synthetic Metals, vol. 220, pp. 276–285, 2016. View at Publisher · View at Google Scholar · View at Scopus
  19. Ü. Demirbaş, D. Akyüz, B. Barut, R. Bayrak, A. Koca, and H. Kantekin, “Electrochemical and spectroelectrochemical properties of thiadiazole substituted metallo-phthalocyanines,” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, vol. 153, pp. 71–78, 2016. View at Publisher · View at Google Scholar · View at Scopus
  20. G. Gümrükçü, M. Ü. Özgür, A. Altindal, A. R. Özkaya, B. Salih, and Ö. Bekaroǧlu, “Synthesis and electrochemical, electrical and gas sensing properties of novel mononuclear metal-free, Zn(II), Ni(II), Co(II), Cu(II), Lu(III) and double-decker Lu(III) phthalocyanines substituted with 2-(2H-1,2,3-benzotriazol- 2-yl)-4-(1,1,3,3-tetramethylbutyl) phenoxy,” Synthetic Metals, vol. 161, no. 1-2, pp. 112–123, 2011. View at Publisher · View at Google Scholar · View at Scopus
  21. Ö. Koyun, S. Gördük, B. Keskin, A. Çetinkaya, A. Koca, and U. Avciata, “Microwave-assisted synthesis, electrochemistry and spectroelectrochemistry of phthalocyanines bearing tetra terminal-alkynyl functionalities and click approach,” Polyhedron, vol. 113, pp. 35–49, 2016. View at Publisher · View at Google Scholar · View at Scopus
  22. G. K. Karaoğlan, G. Gümrükçü, S. Gördük, N. Can, and A. Gül, “Novel homoleptic, dimeric zinc(II) phthalocyanines as gate dielectric for OFET device,” Synthetic Metals, vol. 230, pp. 7–11, 2017. View at Publisher · View at Google Scholar
  23. Ö. F. Yüksel, N. Tuǧluoǧlu, H. Şafak, and M. Kuş, “The modification of Schottky barrier height of Au/p-Si Schottky devices by perylene-diimide,” Journal of Applied Physics, vol. 113, no. 4, Article ID 044507, 2013. View at Publisher · View at Google Scholar · View at Scopus
  24. H. M. J. Al-Ta’ii, Y. M. Amin, and V. Periasamy, “Calculation of the electronic parameters of an Al/DNA/p-Si schottky barrier diode influenced by alpha radiation,” Sensors, vol. 15, no. 3, pp. 4810–4822, 2015. View at Publisher · View at Google Scholar · View at Scopus
  25. B. Keskin, A. Altindal, U. Avciata, and A. Gül, “A.C. and D.C. Conduction processes in octakis[(4-tert-butylbenzylthio)- porphyrazinato]Cu(II) thin films with gold electrodes,” Bulletin of Materials Science, vol. 37, no. 3, pp. 461–468, 2014. View at Publisher · View at Google Scholar · View at Scopus
  26. B. Keskin, S. Arda Öztürkcan, and A. Altindal, “Ultrasound-assisted rapid one-pot synthesis, characterization and electrical properties of a β-aminoketone with a ferrocenyl moiety,” Polyhedron, vol. 69, pp. 135–140, 2014. View at Publisher · View at Google Scholar · View at Scopus
  27. F.-C. Chiu, “A review on conduction mechanisms in dielectric films,” Advances in Materials Science and Engineering, vol. 2014, Article ID 578168, 18 pages, 2014. View at Publisher · View at Google Scholar
  28. T. G. Abdel Malik and R. M. Abdel-Latif, “Ohmic and space-charge limited conduction in cobalt phthalocyanine thin films,” Thin Solid Films, vol. 305, no. 1-2, pp. 336–340, 1997. View at Publisher · View at Google Scholar · View at Scopus
  29. A. C. Varghese and C. S. Menon, “Electrical properties of nickel phthalocyanine thin films using gold and lead electrodes,” Journal of Materials Science: Materials in Electronics, vol. 17, no. 2, pp. 149–153, 2006. View at Publisher · View at Google Scholar · View at Scopus
  30. A. K. Hassan and R. D. Gould, “The electrical properties of copper phthalocyanine thin films using indium electrodes,” Journal of Physics D: Applied Physics, vol. 22, no. 8, pp. 1162–1168, 1989. View at Publisher · View at Google Scholar · View at Scopus