Next Article in Journal
Two-Way Bending Properties of Shape Memory Composite with SMA and SMP
Next Article in Special Issue
Optimization of the Laser Properties of Polymer Films Doped with N,N´-Bis(3-methylphenyl)-N,-diphenylbenzidine
Previous Article in Journal
Biodegradability of Poly(hydroxyalkanoate) Materials
Previous Article in Special Issue
Characteristics of Color Produced by Awa Natural Indigo and Synthetic Indigo
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)
Download PDF [577 KB, uploaded 31 August 2009]


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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
MDPI and ACS Style

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

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here


Cited By

[Return to top]
Materials EISSN 1996-1944 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert