A novel tetrasubstituted metal-free phthalocyanine bearing phthalonitrile groups on the peripheral positions was synthesized accidentally by the cyclotetramerization reaction of the 4,4’-(1,3-phenylenebis(oxy))diphthalonitrile. For photodynamic therapy (PDT) application was described photophysical properties including fluorescence quantum yield (ΦF), fluorescence lifetime (τF), triplet state lifetime (τT) and triplet quantum yield (ΦT) and photochemical properties including singlet oxygen quantum yield (Φf) and photodegradation quantum yield (Φd) as well as magnetic circular dichroism (MCD) properties. The ΦT of phthalocyanine compound value was found 0.81. The obtained lifetime (τT) was 40 μs for metal-free Pc.
This work was supported by the Tubitak-BİDEB-2219 International Postdoctoral Research Scholarship Programme, Applying Number: 1059B191401081 and the Research Fund of the Yildiz Technical University (Project No: 2012-01-02-KAP12). The author is thankful to thank Prof. Kenneth K. Suslick and Prof. Tebello Nyokong for providing me the grant and the facilities in the lab during the research.
References
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1. Braun A, Tcherniac J. Uber die Producte der Einwirkung von Acetanhydrid auf Phatalamid, Ber. Deutsch. Chem. Ges., 40, 1907; 40: 2709- 2714.
2. Leznoff CC, Lever ABP. (Eds.),Phthalocyanines: Properties and applications, C.C.
VCH Publishers, New York, (1989, 1993, 1993, 1996); 1-4.
3. Kadish KM, Smith KM, Guilard R. (Eds.), The Porphyrin Handbook: Applications of Phthalocyanines, The Porphyrin Handbook, Academic Press, New York 2000; 19.
4. de la Torre G, Vásquez P, Agulló-López F, Torres T. Chem. Rev. 2004; 104: 3723.
5. Rella R, Serra A, Siciliano P, Tepore A, Troisi L, Valli L. Thin Solid Films. 1996; 284-285:870.