Advertisement

Journal of Electronic Materials

, Volume 48, Issue 2, pp 861–866 | Cite as

Optical Characteristics and Structural Properties of 3-(p-Nitrophenyl)-5-phenyl-1H-pyrazole

  • K. H. IbnaoufEmail author
  • A. O. Elzupir
  • M. A. Ibrahem
  • M. K. M. Ali
  • Muhanna K. Al-Muhanna
Article
  • 14 Downloads

Abstract

In this study, a conjugated 3-(p-nitrophenyl)-5-phenyl-1H-pyrazole (NPP) was synthesized using a microwave-assisted reaction. The photophysical characteristics of NPP, such as absorption, fluorescence, Stokes shift, and fluorescence quantum yield, under different solvent environments, concentrations, and pH values were studied. NPP in ethanol showed an absorption band at 316 nm. Moreover, the shape of the absorption spectrum was not affected by an increase in the concentration. Therefore, there was no aggregation formed in the ground state for all concentrations. On the other hand, the fluorescence spectrum of NPP in ethanol exhibited three distinctive bands around 411 nm, 436 nm, and 463 nm. The intensity of the fluorescence was directly proportional to the concentration even at higher concentrations. Most of the 1H-pyrazoles are affected by the alkalinity and acidity of media. Nevertheless, NPP was not significantly affected by the acidic or alkaline media in the ground or excited states.

Keywords

1H-pyrazole spectral properties pH effect proton transfer 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Notes

Conflict of interest

The authors declare that they have no conflict of interest.

References

  1. 1.
    S.M. Gomha, T.A. Salah, and A.O. Abdelhamid, Monatsh. Chem. 146, 149 (2015).CrossRefGoogle Scholar
  2. 2.
    J. Mysliwiec, L. Sznitko, A. Szukalski, K. Parafiniuk, S. Bartkiewicz, A. Miniewicz, B. Sahraoui, I. Rau, and F. Kajzar, Opt. Mater. 34, 1725 (2012).CrossRefGoogle Scholar
  3. 3.
    K. Parafiniuk, L. Sznitko, and J. Mysliwiec, Opt. Lett. 40, 1552 (2015).CrossRefGoogle Scholar
  4. 4.
    L. Sznitko, J. Mysliwiec, K. Parafiniuk, A. Szukalski, K. Palewska, S. Bartkiewicz, and A. Miniewicz, Chem. Phys. Lett. 512, 247 (2011).CrossRefGoogle Scholar
  5. 5.
    A. Abbas, S. Hussain, N. Hafeez, and M.M. Naseer, Spectrochim. Acta A 133, 182 (2014).CrossRefGoogle Scholar
  6. 6.
    J. Mysliwiec, A. Szukalski, L. Sznitko, A. Miniewicz, K. Haupa, K. Zygadlo, K. Matczyszyn, J. Olesiak-Banska, and M. Samoc, Dyes Pigments 102, 63 (2014).CrossRefGoogle Scholar
  7. 7.
    F.K. Keter and J. Darkwa, Biometals 25, 9 (2012).CrossRefGoogle Scholar
  8. 8.
    A. Marella, R. Ali, T. Alam, R. Saha, O. Tanwar, M. Akhter, M. Shaquiquzzaman, and M. Mumtaz Alam, Mini Rev. Med. Chem. 13, 921 (2013).CrossRefGoogle Scholar
  9. 9.
    S. Kumar, S. Bawa, S. Drabu, R. Kumar, and H. Gupta, Recent Pat. Anti Infect. Drug Discov. 4, 154 (2009).CrossRefGoogle Scholar
  10. 10.
    M.R. Shaaban, A.S. Mayhoub, and A.M. Farag, Expert Opin. Ther. Pat. 22, 253 (2012).CrossRefGoogle Scholar
  11. 11.
    S. Ningaiah, U.K. Bhadraiah, S. Keshavamurthy, and C. Javarasetty, Bioorg. Med. Chem. Lett. 23, 4532 (2013).CrossRefGoogle Scholar
  12. 12.
    T.M. Acker, A. Khatri, K.M. Vance, C. Slabber, J. Bacsa, J.P. Snyder, S.F. Traynelis, and D.C. Liotta, J. Med. Chem. 56, 6434 (2013).CrossRefGoogle Scholar
  13. 13.
    S.-J. Ji and H.-B. Shi, Dyes Pigments 70, 246 (2006).CrossRefGoogle Scholar
  14. 14.
    B. Bian, S.-J. Ji, and H.-B. Shi, Dyes Pigments 76, 348 (2008).CrossRefGoogle Scholar
  15. 15.
    X.-Q. Wei, G. Yang, J.-B. Cheng, Z.-Y. Lu, and M.-G. Xie, Opt. Mater. 29, 936 (2007).CrossRefGoogle Scholar
  16. 16.
    X.Q. Cao, X.H. Lin, Y. Zhu, Y.Q. Ge, and J.W. Wang, Spectrochim. Acta A 98, 76 (2012).CrossRefGoogle Scholar
  17. 17.
    S. Mert, R. Kasimogullari, and S. Ok, J. Postdoc. Res. 2, 64 (2014).Google Scholar
  18. 18.
    A. Schmidt and A. Dreger, Curr. Org. Chem. 15, 1423 (2011).CrossRefGoogle Scholar
  19. 19.
    S. Trofimenko, G.P. Yap, F.A. Jove, R.M. Claramunt, M.Á. García, M.D. Santa Maria, I. Alkorta, and J. Elguero, Tetrahedron 63, 8104 (2007).CrossRefGoogle Scholar
  20. 20.
    K. Ibnaouf, A. Elzupir, M. AlSalhi, and A.S. Alaamer, Opt. Mater. 76, 216 (2018).CrossRefGoogle Scholar
  21. 21.
    A. Elzupir, K. Ibnaouf, H. Idriss, M. Ibrahem, S. Prasad, M. Alrajhi, M. AlSalhi, and A. Alaamer, Acta Phys. Pol. A 133, 121 (2018).CrossRefGoogle Scholar
  22. 22.
    K.H. Ibnaouf, M.K.M. Ali, A.O. Elzupir, M.A. Ibrahem, H. Idriss, A.S. Alaamer, M.A. Alrajhi, M.S. Alsalhi, Dig. J. Nanomater. Bios. 12, 423 (2017)Google Scholar
  23. 23.
    B. Bhat, K. Dhar, S. Puri, A. Saxena, M. Shanmugavel, and G. Qazi, Bioorg. Med. Chem. Lett. 15, 3177 (2005).CrossRefGoogle Scholar
  24. 24.
    V. Colombo, S. Galli, H.J. Choi, G.D. Han, A. Maspero, G. Palmisano, N. Masciocchi, and J.R. Long, Chem. Sci. 2, 1311 (2011).CrossRefGoogle Scholar
  25. 25.
    J. Zhang, D.A. Parrish, and J.N.M. Shreeve, Chem. Asian J. 9, 2953 (2014).CrossRefGoogle Scholar
  26. 26.
    E.-M. Chang, C.-T. Lee, C.-Y. Chen, F.F. Wong, and M.-Y. Yeh, Aust. J. Chem. 61, 342 (2008).CrossRefGoogle Scholar
  27. 27.
    A. Elzupir, A.E.M. Saeed, I.E. Barakat, and J.H. Van Der Westhuizen, Int. J. Curr. Pharm. Res. 7, 7 (2015).Google Scholar
  28. 28.
    W.-S. Yu, C.-C. Cheng, Y.-M. Cheng, P.-C. Wu, Y.-H. Song, Y. Chi, and P.-T. Chou, J. Am. Chem. Soc. 125, 10800 (2003).CrossRefGoogle Scholar
  29. 29.
    K. Kreuer, A. Fuchs, M. Ise, M. Spaeth, and J. Maier, Electrochim. Acta 43, 1281 (1998).CrossRefGoogle Scholar
  30. 30.
    F. Hibbert, Adv. Phys. Org. Chem. 22, 113 (1986).Google Scholar
  31. 31.
    N. Mataga and K. Nishimoto, Z. Phys. Chem. 13, 140 (1957).CrossRefGoogle Scholar
  32. 32.
    K. Ibnaouf, J. Lumin. 192, 707 (2017).CrossRefGoogle Scholar
  33. 33.
    M. Fischer and J. Georges, Chem. Phys. Lett. 260, 115 (1996).CrossRefGoogle Scholar
  34. 34.
    D.D. Davis, K.L. Stevenson, and G.K. King, Inorg. Chem. 16, 670 (1977).CrossRefGoogle Scholar
  35. 35.
    M.M.F. Sabry, E.M. Ebeid, Y.M. Issa, and S.A. El-Daly, J. Chim. Phys. 86, 2163 (1989).CrossRefGoogle Scholar

Copyright information

© The Minerals, Metals & Materials Society 2018

Authors and Affiliations

  1. 1.Physics Department, College of ScienceAl Imam Mohammad Ibn Saud Islamic University (IMSIU)RiyadhSaudi Arabia
  2. 2.School of Physics, Faculty of Science and TechnologyAlneelain UniversityKhartoumSudan
  3. 3.Committee on Radiation and Environmental Pollution Protection, College of ScienceAl Imam Mohammad Ibn Saud Islamic University (IMSIU)RiyadhSaudi Arabia
  4. 4.Central LaboratoryMinistry of Higher EducationKhartoumSudan
  5. 5.National Nanotechnology CenterKing Abdulaziz City for Science and Technology (KACST)RiyadhSaudi Arabia

Personalised recommendations