Sub-phthalocyanines (SubPc) are moderately stable macrocyclic systems consisting of three isoindole rings. SubPc are used in diverse technologies ranging from displays to solar cells to phototherapeutic agents because of their photonic properties. The goal of this work is to develop a greener synthesis of subPc by using the microwave heating, using less solvent, and reduced reaction time. We report an efficient procedure using a microwave heating to produce a range of SubPc with different substituents with yields similar to or greater than conventional heating. The method involves microwave heating three equivalents of the phthalonitrile with one equivalent of BCl3 in a minimum amount of toluene. The optimization of the reaction parameters and a diversity of phthalonitriles, such as the tetrafluorophthalonitrile, will be presented. The results of using phthalic acids and urea to form the subPc using the above methods will also be presented.

Greener synthesis of subphthalocyanines using microwave heating

244th National Meeting (2012)

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