Synthesis And Spectrum Properties Study Of The Different Substituted Metallophthalocyanine

Compared to the unsubstituted phthalocyanine, the substituted metallophthalocyaninenot only shows higher solubility in organic solvents,but also shows an extremely wideapplication prospect in the light, electricity and magnetic areas due to the existence of itselectronic conjugated π-system. Hence, it has attracted more and more interest in thedesign and synthesis of metallophthalocyanine with superior electroluminescent andphotovoltaic properties.The4-(3,4,5-trifluoro styryl) phthalonitrile has been synthesized from the4-methylphthalic anhydride by a series of reactions including ammonification reaction,dehydration reaction, NBS reaction, phosphonium salt reaction and Wittig reaction. The3,6-Dioctyloxyphthalonitrile and4-cholestphthalonitrile have also been respectivelysynthesized with the3,6-dihydroxyphthalonitrile and4-nitrophthalonitrile solved in DMF(N,N-dimethyl formamide) being raw materials under the catalysis of anhydrouspotassium carbonate.Subsequently, the targeted metallophthalocyanine has beensynthesized at the existence of a liquid alkali catalysis-DBU. Both the intermediates andtargeted product have been characterized by FT-IR and1H NMR to investigate theirstructures, and the studies of their optical properties and state of aggregation have beencarried out by UV-vis absorption spectra, fluorescence spectra, polarizing microscope andX-ray diffraction analysis.As followed are the experimental results, In U-Vis absorption spectrum, the Q-bandappear in the different position for the three kinds of substituted metallophthalocyanine:Q-band for alkoxy copper phthalocyanine occurred at about760nm; and for cholesterolphthalocyanine zinc and fluoro phthalocyanine zinc arose respectively in the680nm and690nm, that is to say blue-shift. The maximum emission wavelength of alkoxy copperphthalocyanine appeared at about860nm, and for cholesterol phthalocyanine zinc andfluoro phthalocyanine zinc the maximum emission wavelength were respectively atapproximate720nm and710nm in Fluorescence emission spectrum. With the loss of thesolution concentration, the maximum emission wavelength appeared the blue-shift. the Q-band absorption intensity of the metallophthalocyanine have differed in solutions withdifferent concentrations, however, neither obvious red-shift nor blue-shift has shown in theUV-vis absorption spectrum. And compared with the weak polarity solvent, the blue-shiftoccurred in the same concentration of different solvents. The aggregation of themetallophthalocyanine have also been analyzed by in such spectrum. And we have foundthat the metallophthalocyanine existed mainly as monomolecule and H aggregates.Meanwhile, we have observed that the alkoxy copper phthalocyanine existed as acicular orstick, while cholest phthalocyanine zinc existed as granular by polarizing microscope.None crystal has been observed when we converted polarization observation, which canbe attributed to the existence of the substituent.