We prerared a series of new 1H-pyrazolo [5, 1-c]-1, 2, 4-triazole magenta couplers linked to a light stabilizer. We found that the light stability of the CD-3 azomethine dyes derived from these couplers appears to depend on an optimum length of the group linking the coupler nucleus and the stabilizer moiety. A 5-atom-long linking group was most effective in achieving light stability. Molecular dynamic calculation and
1HNMR studies suggested that the sulfonyl group of the light stabilizer moiety and the sulfonamide group (-NHSO
2-) of the CD-3 moiety form a macro-cyclic intra-molecular hydrogen bond and the phenyl ling of the light stabilizer moiety is closed to the pyrazolotriazole ling by π electron-π electron interaction in the dye when the number of atoms of the linking group is 4 or 5, which brings the light stabilizer moiety in close proximity to the dye nucleus.
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