(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-HEPTADEKAFLORODESİLL) (METİL) SULFAN SÜBSTİTÜE TİTANYUM FTALOSİYANİN TÜREVLERİNİN SENTEZİ VE KARAKTERİZASYONU
SYNTHESIS AND CHARACTERIZATION OF SOME (3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-HEPTADECAFLUORODECYL) (METHYL) SULFANE SUBSTITUTED TITANIUM PHTHALOCYANINE DERIVATIVES
Symmetrically substituted phthalocyanine derivatives have been synthesized from the reaction of anhydrous metal salts of titanium with 4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecylthio) phthalonitrile (3). 4-phthalonitrile (1) and 4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecylthiol) (2) in dry dimethylformamide as solvent and using K2CO3 as base via the common method of nucleophilic substitution of an activated nitro group in an aromatic ring. The compound 3,9,17,23-bis[ethane-1,1-p-phenol-2,2-p-phenokxy]phthalocyaninatocobalt (II) (FlTi2CoPc) (4) was reacted with the compound 4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecylthio) phthalocyaninatotinanium (IV) (5), which is similar to those synthesized in the past, to syhthesize a new derivative containing three phthalocyanines 3,9,17,23-bis[ethane-1,1-p-(4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecylthio) phthalocyaninatotinanium (IV))-2,2-p-phenokxy]phthalocyaninatocobalt (II) (FlTi2CoPc) (6). The synthesized molecules have been characterized by 19F NMR, HETCOR, MALDI-TOFF, UV-Vis and IR spectroscopies.
___
- Arslanoglu, Y., Sevim, A.M., Hamuryudan, E., Gul, A., (2006). Near-IR Absorbing Phthalocyanines, Dyes and Pigments, 68, 129-132.
- Bıyıkoğlu, Z., (2013). Water-soluble Axially Disubstituted Non-aggregated Silicon Phthalocyanines and Their Electrochemical Properties. Dyes and Pigments, 99, 59–66.
- Wilfred L.F. Armarego and Christina Li Lin
- Ceyhan, T., Altındal, A., Erbil, M. K., Bekaroğlu, Ö., (2006). Synthesis, Characterization, Conduction and Gas Sensing Properties of Novel Multinuclear Metallo Phthalocyanines (Zn, Co) With Alkylthio Substituents. Polyhedron, 25, ,737–746.
- Yılmaz, Ö., (2006), Yeni Tip Okso- Titanyum
- Gullotti, M., Pasini, A., (1975). Schiff Base Complexes of Oxocatiohs. Part III*. Oxotitanium(IV) Complexes with Tetradentate Optically Active Schiff Bases. Inorganica Chimica Acta, 15, 129- 136.
- Jin, L., Chen, D., (2012). Enhancement in Photovoltaic Performance of Phthalocyanine-sensitized Solar cells by Attapulgite Nanoparticles. Electrochimica Acta, 72, 40–45.
- Kobayashi, S., (2002). Dimers, Trimers and Oligomers of Phthalocyanines and Related Compounds, Coordination Chemistry Reviews, 227, 129-152.
- Lokesh,K. S., Adriaens, A., (2013). Synthesis and Characterization of Tetra-Substituted Palladium Phthalocyanine Complexes. Dyes and Pigments, 96, 1, 269-277.
- Moussaron, A., Arnoux, P., Vanderesse, R., Sibille, E., (2013). Lipophilic Phthalocyanines for Their Potential Interest in Photodynamic Therapy: Synthesis and photo-physical properties. Tetrahedron, 69, 47, 10116–10122.
- Shumov,Y. S., Heyrovský, M., (1975). The Relation Between Catalytic and Photoelectro-chemical Properties of Phthalocyanine Films. Journal of Electroanalytical Chemistry and Interfacial Electrochemistry, 65, 1, 469– 471.
- Simon, J.; Andre, J.J. (1985). Molecular semiconductors; Chapter 3, 73-149, Springer; Berlin. Chai, (2009), Purification of Laboratory Chemicals (Sixth Edition), ISBN: 978-1- 85617-567-8, Elsevier Inc., Oxford OX2 8DP, UK). (IV) Ftalosiyaninlerin Sentezi ve Karakterizasyonu, Yüksek Lisans Tezi, T.C. Gebze Yüksek Teknoloji Enstitüsü Mühendislik ve Fen Bilimleri Enstitüsü.
- Zakharov, A.V., Girichev, G. V., (2008). Theoretical Study of The Structure, Vibrational Spectra, and Electronic Spectra of Oxotitanium Porphyrin, Octamethylporphyrin, Porphyrazine, and Phthalocyanine Complexes. Journal of Molecular Structure: THEOCHEM, Volume 851, 1–3,183-196.
- Zugle, R., Nyokong, T., (2013). Zinc(II) 2,9,16,23-Tetrakis[4-(N-Methylpyridyloxy)]- Phthalocyanine Anchored on An Electrospun Polysulfone Polymer Fiber: Application for Photosensitized Conversion of Methyl Orange. Journal of Molecular Catalysis A: Chemical, 366, 247-253.