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Synthesis of a New Class of Polyphenylated Phthalocyanines and Metallophthalocyanines

Published online by Cambridge University Press:  10 February 2011

Christopher J. Walsh  and
Braja K. Mandal
Christopher J. Walsh
Affiliation:
Department of Biological, Chemical, and Physical Sciences, Illinois Institute of Technology, Chicago, IL 60616
Braja K. Mandal
Affiliation:
Department of Biological, Chemical, and Physical Sciences, Illinois Institute of Technology, Chicago, IL 60616
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Abstract

We wish to report the synthesis of a new class of peripherally modified, polyphenylated phthalocyanines (Pcs) and metallophthalocyanines (MPcs). These compounds were synthesized by cyclic tetramerization of functionalized pentaphenylbenzophthalonitriles. The phthalonitriles were made in several steps via Diels-Alder cycloaddition between phenylethynylphthalonitrile and substituted tetracyclones. The polyphenylated design leads to enhanced solubility. Thin films can be cast from solutions of the butoxy and dodecaoxy substituted polyphenylated Pcs and MPcs. Cyclodehydrogenation of the Pcs was studied in an attempt to produce planar systems. Preliminary results indicate the pentaphenyl substituent is too bulky to planarize under the conditions employed.

Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 488: Symposium J – Electrical, Optical & Magnetic Properties of Organic IV , 1997 , 265
Copyright
Copyright © Materials Research Society 1998

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