Synthesis,electrochemistry, and <Emphasis Type="BoldItalic">in situ</Emphasis> spectroelectrochemistry of a new water-soluble zinc phthalocyanine substituted with naphthoxy-4-sulfonic acid sodium salt |
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Authors: | Sonmez Arslan Ismail Yilmaz |
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Institution: | (1) Department of Chemistry, Technical University of Istanbul, 34469 Maslak, Istanbul, Turkey |
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Abstract: | A new water-soluble zinc phthalocyanine, 2,9,16,23-tetrakis4-(1-naphthoxy-4-sulfonic acid sodium salt)] phthalocyaninato
zinc NhtZnPc, where Nht indicates the naphthoxy-4-sulfonic acid sodium salt, was synthesized and its electrochemical and spectroelectrochemical
properties were investigated in DMSO solution. The formation of NhtZnPc was monitored with the UV–vis spectral changes of
NhtH2Pc in MeOH solution. The electrochemical studies showed that NhtZnPc displayed two reduction waves assigned to Pc(3−)/Pc(2−)
and Pc(4−)/Pc(3−) couples, while it also showed one oxidation wave which was assigned to Pc(−)/Pc(2−) couples. The half-wave
potential of the first reduction is shifted by 0.067 V compared to that of unsubstituted metal-free phthalocyanine (H2Pc). This result shows that the weak electron-withdrawing sulfonated-naphthoxy groups on macrocyle core make the reduction
processes of NhtZnPc easier in DMSO solution. The spectroelectrochemical results showed that the first reduction product exhibited
the characteristic spectral changes corresponding to mono-anionic species of zinc phthalocyanine having long-term stability
during the reduction process. But, the second reduction product resulted in unstable di-anionic forms in DMSO. |
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