Synthesis and characterization of novel thin films derived from pyrazole-3-one and its metal complex with bivalent nickel ion to improve solar cell efficiency

  • Ahmad H. IsmailEmail author
  • Basim H. Al-Zaidi
  • Ahmed N. Abd
  • Nadir F. Habubi
Original Paper


In this work, an organic ligand and its metal complex with Ni (II) ion was synthesized and used to improve solar cell efficiency. The organic Schiff base ligand, 4-(1, 3-benzodioxol-5-ylmethylideneamino)-1, 5-dimethyl-2-phenylpyrazole-3-one [L], was produced by condensation reaction of 4-aminoantipyrine with piperonaldehyde in absolute ethanol. The synthesized organic ligand [L] was characterized using 1H and 13C NMR, FT-IR, UV–Vis, elemental analysis (C.H.N), X-ray diffraction (XRD), mass spectrum, and atomic force microscope (AFM). The Ni (II) complex [M] was obtained in a molar ratio (2:1) (L:M). The prepared complex was characterized using X-ray diffraction (XRD), magnetic susceptibility measurement, elemental analysis (C.H.N), electrical molar conductivity, Fourier-transform infrared FT-IR, UV–Vis spectroscopy, atomic force microscope (AFM) and flame atomic absorption technique. Results suggested an octahedral geometry around the bivalent Ni (II) ion. Drop casting method was employed to prepare thin films of nanoparticles of the synthesized compounds. The optical, morphological, and structural properties for those particles were also studied and they were used to improve the silicon solar cell after the depositing on the silicon slides. The efficiency of the resulted inorganic solar cell was higher than the organic solar cell.


Pyrazole-3-one Schiff base Nanoparticles Solar cell Thin films Ni (II) complex 



This work was supported by Mustansiriyah University—Department of Chemistry and Physics.

Compliance with ethical standards

Conflict of interest

We confirm that there is no conflict of any interest.


  1. Al-Zaidi BH, Ismail AH, Naseaf AN, Khamis W (2018) Preparation, characterization and biological activity of new tridentate imine-oxime ligand (H 2 L) and its metal complexes. Asian J Chem 30:1157–1164. CrossRefGoogle Scholar
  2. Banasz R, Wałęsa-Chorab M (2019) Polymeric complexes of transition metal ions as electrochromic materials: synthesis and properties. Coord Chem Rev 389:1–18. CrossRefGoogle Scholar
  3. El-Ghamaz NA, Diab MA, El-Bindary AA, El-Sonbati AZ, Seyam HA (2014) Geometrical structure and optical properties of antipyrine Schiff base derivatives. Mater Sci Semicond Process 27:521–531. CrossRefGoogle Scholar
  4. El-Megharbel SM, Megahed AS, Refat MS (2016) Preparation, physical and chemical studies on metal complexes of Schiff bases as a nucleus key to prepare nanometer oxides have catalytic applications: nickel (II) complexes derived from 4-aminoantipyrine derivatives. J Mol Liq 216:608–614. CrossRefGoogle Scholar
  5. Frischeisen J, Yokoyama D, Endo A, Adachi C, Brütting W (2011) Increased light outcoupling efficiency in dye-doped small molecule organic light-emitting diodes with horizontally oriented emitters. Org Electron 12:809–817. CrossRefGoogle Scholar
  6. Gokce C, Gup R (2013) Synthesis and characterisation of Cu (II), Ni (II), and Zn (II) complexes of furfural derived from aroylhydrazones bearing aliphatic groups and their interactions with DNA. Chem Pap 67:1293–1303. CrossRefGoogle Scholar
  7. Gorczyński A, Wałęsa-Chorab M, Kubicki M, Korabik M, Patroniak V (2014) New complexes of 6, 6″-dimethyl-2, 2′:6′, 2″-terpyridine with Ni (II) ions: synthesis, structure and magnetic properties. Polyhedron 77:17–23. CrossRefGoogle Scholar
  8. Gulcan M, Zengin H, Çelebi M, Sönmez M, Berber I (2013) 2, 6-Bis((E)-((5-benzoyl-2-thioxo-4-phenylpyrimidin-1(2H)-yl)imino)methyl)-4-(methyl)phenol and its metal (II) complexes: synthesis, spectroscopy, biological activity, and photoluminescence features. Zeitschrift fur Anorg und Allg Chemie 639:2282–2289. CrossRefGoogle Scholar
  9. Hasan MR, Hossain MA, Salam MA, Uddin MN (2016) Nickel complexes of Schiff bases derived from mono/diketone with anthranilic acid: synthesis, characterization and microbial evaluation. J Taibah Univ Sci 10:766–773. CrossRefGoogle Scholar
  10. Karimov KS, Ahmed MM, Moiz SA, Fedorov MI (2005) Temperature-dependent properties of organic-on-inorganic Ag/p-CuPc/n-GaAs/Ag photoelectric cell. Sol Energy Mater Sol Cells 87:61–75. CrossRefGoogle Scholar
  11. Kumar Naik KH, Selvaraj S, Naik N (2014) Metal complexes of ONO donor Schiff base ligand as a new class of bioactive compounds; synthesis, characterization and biological evolution. Spectrochim Acta Part A Mol Biomol Spectrosc 131:599–605. CrossRefGoogle Scholar
  12. Raman N, Selvan A, Manisankar P (2010) Spectral, magnetic, biocidal screening, DNA binding and photocleavage studies of mononuclear Cu (II) and Zn (II) metal complexes of tricoordinate heterocyclic Schiff base ligands of pyrazolone and semicarbazide/thiosemicarbazide based derivatives. Spectrochim Acta Part A Mol Biomol Spectrosc 76:161–173. CrossRefGoogle Scholar
  13. Srivastava AN, Singh NP, Shriwastaw CK (2014) Synthesis and characterization of bioactive binuclear transition metal complexes of a Schiff base ligand derived from 4-amino-1H-pyrimidin-2-one, diacetyl and glycine. J Serb Chem Soc 79:421–433. CrossRefGoogle Scholar
  14. Surati PR, Shah BA (2015) Photochromic and molecular switching behaviour of Schiff base-containing pyrazolone ring. Chem Pap 69:368–375. CrossRefGoogle Scholar
  15. Topal G, Tümerdem R, Basaran I, Gümü A, Cakir U (2007) A study of complexation-ability of neutral Schiff bases to some metal cations. Int J Mol Sci 8:933–942. CrossRefPubMedCentralGoogle Scholar
  16. Walter MG, Rudine AB, Wamser CC (2010) Porphyrins and phthalocyanines in solar photovoltaic cells. J Porphyr Phthalocyanines 14:759–792. CrossRefGoogle Scholar
  17. Wu Y, Chen L, Yu J, Tong S, Yan Y (2013) Synthesis and spectroscopic characterization of meso-tetra (Schiff-base substituted phenyl) porphyrins and their zinc complexes. Dye Pigment 97:423–428. CrossRefGoogle Scholar
  18. Zhang X, Chi Z, Zhang Y, Liu S, Xu J (2013) Recent advances in mechanochromic luminescent metal complexes. J Mater Chem C 1:3376–3390. CrossRefGoogle Scholar
  19. Zhang J, Xu L, Wong W-Y (2018) Energy materials based on metal Schiff base complexes. Coord Chem Rev 355:180–198. CrossRefGoogle Scholar

Copyright information

© Institute of Chemistry, Slovak Academy of Sciences 2020

Authors and Affiliations

  1. 1.Department of Chemistry, College of ScienceMustansiriyah UniversityBaghdadIraq
  2. 2.Department of Physics, College of ScienceMustansiriyah UniversityBaghdadIraq
  3. 3.Department of Physics, College of EducationMustansiriyah UniversityBaghdadIraq

Personalised recommendations