Phthalonitrile → Phthalocyanine

Participants

Reaction Steps

20.0 g of phthalodinitrile was dissolved in 200 ml of α-chloronaphthalene, and to the resultant solution was added dropwise 9.0 g of titanium tetrachloride in an atmosphere of nitrogen gas. After completion of the addition, the resultant mixture was heated at 240° C. for 3 hours while stirring, and then, the reaction was terminated. The resultant precipitated crystal was collected by filtration and washed well with α-chloronaphthalene and methanol, to thereby obtain dichlorotitanyl phthalocyanine. The obtained dichlorotitanyl phthalocyanine was heated under reflux while stirring, together with 150 ml of concentrated aqueous ammonia. After 1 hour, the reaction was terminated, and the resultant crystal was collected by filtration, to thereby obtain 17.4 g of a TiOPc. A crystal structure of the obtained TiOPc was confirmed by measuring an X-ray diffraction spectrum with an X-ray of Cu Kα, using an X-ray diffractometer, Model RAD-C System (trade name, manufactured by Rigaku Denki K. K.). The measurement result is shown in FIG. 1.

Provenance & Evidence