Abstract
AbstractThe syntheses of a series of new ketohydrazone dyes and pigment lakes with a unique structural motif derived from 4‐morpholino‐2‐naphthol are described. The morpholine substituent is responsible for the hypsochromically shifted absorption maxima with significantly enhanced molar extinction coefficients of the new dyes; this conclusion is supported by time‐dependent DFT (TD‐DFT) simulations. The location of the morpholine substituent at a sterically demanding site in the pigment lake obstructs further coordination of the bridging sulfonate groups in the solid state and prevents the formation of a 1‐dimensional polymeric system, which is common for other pigment lakes.
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