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Current Topics in Electrochemistry   Volumes    Volume 9 
Synthetic, electro- and photo-chemistry of phthalocyanine derivatives and analogous for the latest function
Keiichi Sakamoto, Eiko Ohno-Okumura
Pages: 117 - 156
Number of pages: 40
Current Topics in Electrochemistry
Volume 9 

Copyright © 2003 Research Trends. All rights reserved


Metal phthalocyanine derivatives have been utilized in important functional materials in many fields. The functions are attributed to high electron transfer abilities of metal phthalocyanines.

Electrochemical characteristics of the synthesized soluble metal phthalocyanine derivatives and analogous which are expected to apply sensitizers such as photodynamic therapy of cancer, photovoltalic cell and laser printing system are described.

Metal phthalocyanine tetrasulfonic acids, metal phthalocyanine octacarboxylic acids, metal octakis(hexyloxymethyl) phthalocyannines, and a new type of phthalocyanine derivative, metal anthraquinocyanine have been synthesized. Then, the cyclotetramerization products from a 1:1 mol mixture of 3, 6-didecylphthalonitrile and 3, 4-dicynopyridine, zinc bis (1, 4-didecylbenzo) bis(3, 4- pyrido)porphyrazines were synthesized. The cyclotetramerization products have position isomers. The isomers of zinc bis(1,4-didecylbenzo)bis(3,4-pyrido)porphyrazine was separated into fore fractions. Moreover, metal phthalocyanine analogous, subphthalocyanine and its derivatives which possessed substituents such as thiobutyl and thiophenyl were synthesized.

Electrochemical measurements were performed above mentioned phthalocyanine derivatives and analogous in order to examine their electron transfer abilities and electrochemical mechanism in an organic solvent.

Photochemical properties were measured the triplet state lifetime using laser-flash photolysis.

The triplet state of zinc non-peripheral substituted alkylbenzopyridoporphyrazines and position isomers were measured, using laser-flash photolysis in poly(methyl-metacrylate) film. The triplet lifetime increased with an increasing pyridine number in the molecule. The lowest symmetric isomer having two pyridine rings in the molecule showed the longest triplet state lifetime. The compound was suitable for the use of photosensitizer as  a photodynamic therapy of cancer.

Thiobutyl and thiophenyl substituted subphthalocyanine derivates were measured sensitization properties. Sensitization properties of subphthalocyanine derivates with 2,4,6-tris(trichloromethyl)-1,3,5-triazine as radical generation reaction in a poly(methyl methacrylate) film have been investigated by laser-flash photolysis.

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