Synthesis of soluble new-phtalocyanine for photodynamic therapy

The compounds which were called phthalocyanines discovered as an accident in 1907, by Braun and Tcherniac during preparation of o-cyanobenzamide from phthalimide and acetic acid. After the investigations of Linstead and X-ray studies of Robertson the structure of phthalocyanines were elucitated between 1933 and 1940.Phthalocyanines?stability to light, heat, acids and alkalies have been outstanding peculiarity.They are extensively used in printing inks, coatings, paints and plastics as blues and greens pigments. The phthalocyanines find use also in catalylts for control of sulfur effluents, lasers, lubricants, photodynamic reagents for cancer therapy, optical information storage systems, photography and xerography, high energy density batteries, chemical sensors, electrochoromic display devices and liquid crystal colour display applications.Phthalocynanines are usually synthesized starting from the appropriate phthalonitriles and their derivatives (ex.: phthalimide, phthalicacid, etc.) or their substitution yield as metal-free phthalociyanine and metallophthalocyanines which obtained especially in high temperatures with the presence of a suitable anhydrous metal salt.The two variables are central metal ion and the peripheral substituents: when there is the possiblty of inserting a great number of different metal ions which are combined with the unlimited number and type of substituents into the phthalociyanine core, the possibilty of obtaining novel product is infinite.According to master of science thesis, we have synthesized new watersoluable phthalociyanines. In the present work, we have synthesized for the first 3-(2-tiyokinolin) phthalonitrile, which also soluble in some organic solvents like DMF,DMSO. Conversation of 3 (2-tiyokinolin)-phthalonitrile to Titanium(II), Zinc (II), Magnesium(II), substituted gren phthalocyanines were accomplished through the usual cyclotetramerization reactions in the presence of a suitable metal salt and solvent. The purification of these compounds were made by using silica-gel coloumn chromatography. UV/vis, IR, 1H-NMR spectra confirm the proposed structure of the synthesized compounds.Key Words: DMSO, DMF, phthalonitrile, photodynamic therapy