Phthalocyanine - Synthesis

Synthesis

Phthalocyanine forms upon heating phthalic acid derivatives that contain nitrogen functional groups. Classical precursors are phthalonitrile and diiminoisoindole. In the presence of urea, the heating of phthalanhydride is a useful route to H2Pc. These reactions are more efficient in the presence of metal salts. Other precursors include o-cyanobenzamide and phthalimide. Several of these starting materials are shown in the figure below (right side). Using such methods, approximately 57000 tons of various phthalocyanines were produced in 1985.

Halogenated and sulfonated derivatives of copper phthalocyanines are commercially important. Such compounds are prepared by treating CuPc with chlorine, bromine or oleum.

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