Synthesis, electrochemical, and photophysical studies of hexadecachlorinatedphthalocyaninato zinc(II)

Shaya Y. Al-Raqa, Mouslim Messali, Saleem Al-Refae, Badr S. Ghanem, Ziad Moussa, Saleh Ahmed, Mohamed E. El-Khouly, Shunichi Fukuzumi

Research output: Contribution to journalArticlepeer-review

7 Scopus citations


Synthesis of a new symmetrical 1,4,8,11,15,18,22,25-octahexyloxy-2,3,9,10, 16,17,23,24-octa-(3,5-dichlorophenyl)phthalocyaninato zinc(II), ZnPc, has been described and characterized by 1H NMR, 13C NMR, MS, UV-Vis, and IR spectrometry. The newly prepared ZnPc is soluble in organic solvents and is not aggregated in solution. The photophysical properties were studied by steady-state absorption and emission, cyclic voltammetry, and nanosecond transient absorption techniques. The prepared ZnPc absorbs and emits at longer wavelengths compared to that of reported phthalocyanine derivatives. The electron-donating properties of the ZnPc have been examined by mixing it with the electron-accepting dicyanoperylene-3,4,9,10-bis(dicarboximide), PDICN2. The recorded nanosecond transient spectra in the visible/near-IR region showed clearly the electron-transfer from the triplet-excited state of the ZnPc to PDICN2 with a rate of 3.40 × 108 M-1 s-1. Light absorption in a wide section of the solar spectrum, favorable redox properties, and the electron-transfer properties suggest usefulness of the ZnPc in light-energy harvesting and developing optoelectronic devices.

Original languageEnglish
Pages (from-to)231-236
Number of pages6
JournalDyes and Pigments
Issue number2
StatePublished - Nov 2011

Bibliographical note

Funding Information:
The author gratefully acknowledges the financial support from Taibah University for the Faculty Research Grant ( 429/50 ). This work was supported by a Global COE program, "the Global Education and Research Center for Bio-Environmental Chemistry" from the Ministry of Education, Culture, Sports, Science and Technology, Japan .


  • Electron-transfer
  • Laser photolysis
  • Zinc phthalocyanine


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