Copper-tetra-4-(butyloxycarbonyl) phthalocyanine, copper-tetra-4-(octyloxycarbonyl) phthalocyanine and copper-tetra-4-(dodecoxycarboxyl) phthalocyanine were synthesized by the phase transfer catalysis reaction. The reaction has several advantages in comparison with the previous carboxyl-esterified method, such as the milder conditions, the shorter reaction time(3—6 h), the higher yield(>95%), and so on. Because of the difference in the substituent group length of these compounds, the morphology and the congregation of the molecules in their casting films is different, leading to the different photoconductivities of them.