Abstract
Water-soluble novel cyan and magenta dyes, which show high light-fastness and ozone-fastness on porous photo media, have been invented for ink jet printing system. Control of dye energy levels, removal of sensitive groups towards ozone, and acceleration of copper-phthalocyanine complex (CuPc) aggregation were the dominant factors to improve both ozone-fastness and light-fastness significantly. For the development of the CuPc cyan skeleton, alkyl sulfonyl groups, all of which were located at beta positions on the CuPc skeleton, were effective to improve fastness. For the development of the magenta skeleton, the combination of aniline-substituted pyridine coupling component and pyrazole diazonium component was inherently important skeleton to improve fastness.Regarding the production process of the novel CuPc dye, solvent effect, control of pH and dehydration reagent such as an orthoester were the dominant parameters to improve cyclization yield. In the novel magenta dye, both introduction of plural functional groups at the same time and development of a highly regioselective reaction for sulfonation were key synthetic processes to establish a successful synthetic route.
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