Synthesis, characterization, and aggregation properties of functionalized polyfluorinated metallo-phthalocyanines

Abstract

The reaction of 4-(2′,3′,4′,5′,6′-pentafluorobenzyloxy)phthalonitrile with 2,2,3,3,4,4,5,5octafluoropentanol leads to the formation of 4-[2′,3′,5′,6′-tetrafluoro-4′-(octafluoropentoxy) benzyloxy]phthalonitrile. The reaction was achieved by regioselective substitution reaction of the p-fluorine atoms of pentafluorobenzyloxy group by perfluoroalkoxy group. The tetramerization of the new dinitrile derivative in the presence of zinc, cobalt, copper or manganese salts results in the corresponding phthalocyanines. The prepared compounds have been characterized by elemental analyses, FT-IR, UVvis, 1 H NMR, 13 C NMR, 19 F NMR and mass spectroscopies, consistent with the proposed structures. The influence of solvent and concentrations on the aggregation of the phthalocyanine complexes was studied by electronic spectroscopy.

Synthesis and electrochemical and spectroelectrochemical characterization of chloromanganese(III) phthalocyanines

“…We have mentioned earlier that various functionalized fluorinated phthalocyanines were prepared by regioselective substitution reaction of the para-fluorine atoms of 4-(2',3',4',5',6'-pentafluorobenzyloxy) phthalonitrile by several nucleophiles. 21,24,25 Pcs have low solubility in most organic solvents; however, introduction of substituents on the Pc core increases the solubility. All studied Pcs 1-4 (Scheme) were soluble in most organic solvents, such as THF, DMF, CHCl 3 , acetone, and DMSO (except for 3).…”

Synthesis, Photophysical and Biological Properties of New Phthalocyanines Bearing Peripherally 4‐(Trifluoromethoxy)phenoxy Groups

“…According to the solvent type, the shift of the Q‐band to red region increased in the following order: toluene < CHCl 3 < DMF < THF< EtAc< acetone. Bayliss method was applied to analyze the related spectra (Figure B) . The linearity of Q band frequency‐ refractive index plot confirms effect of solvation on the red shifts of the Q band.…”

“…Hence, the fluorine containing Pcs can become proper alternatives for development of the Pcs performance in the different applications. Therefore, study of their synthesis and characterization sounds useful …”

Sol-Jel Yöntemiyle Hazırlanan Kobalt Ftalosiyanin Katkılı TiO2 Filmlerin Optik ve Yapısal Özelliklerinin İncelenmesi

“…Bu gibi çalışmalardan, üretilen organik-inorganik hibrit filmlerin güneş pili uygulamalarında önemli bir yer kaplayacak potansiyele sahip oldukları anlaşılmaktadır. ftalosiyanin [11] Ftalosiyanin (Pc), p-tipi yarı iletken özelliği gösteren, kimyasal ve termal dayanıklılığı yüksek, üstün optik ve kimyasal özelliklere sahip geniş molekül ailesidir [3,4]. Pc' lerin kimyasal ve elektronik özellikleri 16 üyeli halkanın sahip olduğu 18- elektron sisteminden kaynaklanmaktadır.…”