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Materials 2009, 2(3), 1127-1179; doi:10.3390/ma2031127

Syntheses and Functional Properties of Phthalocyanines

1,2,*  and 2,3,#
1 Department of Sustainable Engineering, College of Industrial Technology, Nihon University, 1-2-1 Izumi-cho, Narashino-shi, Chiba-ken 275-8575 Japan 2 Department of Applied Molecular Chemistry, College of Industrial Technology, Nihon University, 1- 2-1 Izumi-cho, Narashino-shi, Chiba-ken 275-8575 Japan 3 Research Institute of Chemical Science, Technology and Education, 8-37-1-104 Narashinodai, Funabashi-shi Chiba-ken 274-0063 Japan # Current address: Tokyo Chemical Industry Co. Ltd., 4-10-2 Nihombashi-honcho, Chuo-ku, Tokyo 103-0023 Japan
* Author to whom correspondence should be addressed.
Received: 27 June 2009 / Revised: 19 August 2009 / Accepted: 24 August 2009 / Published: 28 August 2009
(This article belongs to the Special Issue Functional Colorants)


Metal phthalocyanine tetrasulfonic acids, metal phthalocyanine octacarboxylic acids, metal octakis(hexyloxymethyl)phthalocyanines, and metal anthraquinocyanines have been synthesized. Then, zinc bis(1,4-didecylbenzo)-bis(3,4-pyrido)porphyrazines, the cyclotetramerization products of a 1:1 mixture of 3,6-didecylphthalonitrile and 3,4-dicyanopyridine, were synthesized. Futher, subphthalocyanine and its derivatives, with substituents such as thiobutyl and thiophenyl moieties were synthesized. Electrochemical measurements were performed on the abovementioned phthalocyanine derivatives and analogues in order to examine their electron transfer abilities and electrochemical reaction mechanisms in an organic solvent. Moreover, 1,4,8,11,15,18,22,25-octakis(thiophenylmethyl) phthalocyanes were synthesized. The Q-bands of the latter compounds appeared in the near-infrared region. Furthermore, non-colored transparent films in the visible region can be produced.
Keywords: phtalocyanine; subphthalocyanine; electrochemistry; near infrared absorption phtalocyanine; subphthalocyanine; electrochemistry; near infrared absorption
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Sakamoto, K.; Ohno-Okumura, E. Syntheses and Functional Properties of Phthalocyanines. Materials 2009, 2, 1127-1179.

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