Synthesis of μ-oxo-bridged hetero-metal phthalocyanine dimer analogues and application for charge generating material in photoreceptor

It was found that the concentrated sulfuric acid treatment of an equimolar mixture of a halo-metal phthalocyanine and an oxo-metal phthalocyanine followed by treating in a basic solution gives selectively μ-oxo-bridged hetero-metal phthalocyanine dimer in fairly good yield. This methodology can also serve μ-oxo-bridged hetero-metal phthalocyanine and naphthalocyanine mixed dimers. A specific polymorph of one of the above analogues showed good photoreceptor properties.