Synthesis, Characterization And Properties Of Aryl Zinc Phthalocyanine

Metallophthalocyanines are a kind of new functional materials, which have wideapplication range and exhibit excellent electrochemical and photochemical properties. Theyhave been found different applications in many fields ranging from industrial, technological tomedical. They are attractive as sensitizer dyes for Dye-sensitized solar cells (DSSCs) as well.Several groups have tested phthalocyanines as sensitizers for TiO2electrodes. Applications ofphthalocyanines are restricted owing to their insolubility in common organic solvents and theformation of molecular aggregates onto the semiconductor nanoparticles. It has been foundthat suitable functional groups on the peripheral benzene rings of the phthalocyanine structurecan improve the solubility and extending the Ï€-system of Pc ring for matching wavelengths ofthe used light sources. In the manuscript, several aromatic groups, i.e., phenoxy, naphthoxyand quinolyl were introduced into the phthalocyanine core to improve their electrochemicaland photochemical properties in order to make them ideal light-harvesting materials inorganic solar cells.Four asymmetrical zinc phthalocyanines:9,16,23-Tri-β-naphthoxy-2-(4-carboxy-phenoxy)zinc phthalocyanine (PPc),9,16,23-Tri-β-naphthoxy-2-(N,N-two acetic acidamino)zinc phthalocyanine(APc),9,16,23-tri(benzopyridine oxygen)-2-(N,N-two acetic acidamino)zinc phthalocyanine(OPC),9,16,23-(N,N-two acetic acid amino)-2-(N,N-twoaniline)zinc phthalocyanine(BPC) were synthesized. The main raw materials are4-nitrophthalonitrile,4-hydroxybenzoic acid,8-hydroxyquinoline,1-naphthalenol andiminodiacetic acid.1,8-Diazabicyclo[5.4.0]-undec-7-ene(DBU) was chosen as catalyst.The new phthalocyanines were completely characterized by using IR,1HNMR,UV–Visible and fluorescence spectroscopies as well as cyclic voltammetry.The structures are in accordance with the spectral data.The photovoltaic performance of the newlysynthesized phthalocyanines were determined from measurements on photovoltaic cells.In conclusion, the Q-band and Soret-band of four phthalocyanines showed strongbathochromic shift compared to unsubstituted phthalocyanine.The Q-band of diphenylaminemoiety contained phthalocyanine was observed as a single high intensity band due to Ï€â†'Ï€*transition at700nm.Both electrochemical studies indicate that LUMO of four newphthalocyanines were above the TiO2conduction band.The energy levels of the singlet excitedstates (LUMO) of four new phthalocyanines were determined to be-0.92V,-0.90V,-0.89V,-0.82V respectively.The solar energy-to-electricity conversionefficiency(η) were0.64%,0.66%,0.67%,0.71%respectively.