Synthesis of some polymerizable triazinylaminobenzotriazole stabilizers and benzanthrone dyes containing a stabilizer fragment

Four new monomer dyes, triazinylaminobenzanthrone derivatives, three of them containing a 2-hydroxybenzotriazole fragment, were synthesized. Two new polymerizable triazinylamino-benzotriazole stabilizers have been obtained as well. Two different synthetic routes for their synthesis have been experimented in order to find the better one. The course of the synthesis was monitored using a quantitative thin-layer chromatography (TLC). A benzanthrone dye, suitable for “one-step – in mass” coloration and stabilization of polymers, containing a tetramethylpiperidine (TMP) fragment, following a new approach, was synthesized. The compounds were characterized by TLC analysis, UV/vis, IR and 1H NMR spectra. The ability of the derivatives to copolymerize with methylmethacrylate (MMA) was demonstrated, thus polymers with an intense color and fluorescence stable to solvents, were obtained. The quantity of the dye chemically bonded in polymer was estimated. A new approach for the synthesis of a benzanthrone dye containing a tetramethylpiperidine fragment suitable for “one-step” in mass coloration and stabilization of polymers was demonstrated.