To provide a metal phthalocyanine compound the absorption spectrum of which shifts to the side of longer wavelengths when it is crystallized, whereby it can produce high photoconductivity and optical nonlinearity, by using a compound having a specified molecular structure.
This metal phthalocyanine compound is represented by the formula. This compound is obtained by thermally condensing 2,3- naphthalenedicarbonitrile with phthalonitrile in the presence of a titanium compound or a vanadium compound and separating the aimed compound from the obtained product by sublimation. Examples of the titanium compounds and vanadium compounds used include halides, such as chlorides or bromides, and of titanium or vanadium, and their acetates, sulfates, nitrates, carbonates, cyanides and acetylacetonates. The thermal condensation is carried out by thoroughly mixing the compounds in the form of powders and heating the resulting mixture at high temperatures in the absence of any solvent. The temperature is desirably about 210-250°C. Alternatively, condensation is carried out by refluxing in a high-boiling solvent (e.g. dimethylformamide) for a long time.
SAKATA SEIZO
YAMASHITA AKIRA
HAYASHI TAKAYOSHI