Photodecomposition of Aminoanthraquinone Disperse Dyes on Poly(ethylene terephthalate)

Abstract

The rapid fading on polyester fibres of certain blue anthraquinone disperse dyes under normal conditions of exposure is due to the ease of photochemical de‐alkylation of their substituted‐amino groups. The products of the photoelimination reaction for a series of dyes have been identified, and a mechanism for the reaction is proposed. The higher photochemical stability of these dyes on cellulose acetate and nylon is perhaps due to hydrogen bonding of the alkylamino groups to the polymer. The influence of wavelength of irradiation, oxygen, moisture and the physical structure of the polymer is discussed.

Excited Singlet (S1) State Interactions of 6,11-Dihydroxy-5,12-naphthacenequinone with Aromatic Hydrocarbons

“…Hydroxy and amino substituted quinones have immense importance in the dye industry, biology, and pharmaceutical chemistry. , Hydroxy quinones constitute the basic chromophoric part of a number of quinone-based antitumor agents, such as daunorubicin, adriamycin, etc. Radiation and photochemistry of these quinones have direct implications in understanding the activities of these antitumor agents in the biological systems. − A large number of hydroxy and amino substituted quinones have also been used as coloring materials for synthetic polymers such as nylons, polyesters, cellulose acetates, etc. , The hydroxy substituted quinones are in particular of considerable commercial importance in this respect due to their excellent light fastness properties on synthetic fibers . Hydroxy and amino substituted quinones are also used as model probes for studying the effect of intra- and intermolecular hydrogen bonding on the photophysical properties of the excited states. − The presence of the hydroxy and amino substituents often causes the quinonoid compounds to have reasonably good fluorescence quantum yields (Φ f ), allowing their excited-state properties to be studied using fluorescence detection as a convenient tool. − Due to the presence of the quinone moiety, these compounds are also good electron acceptors, and have widely been studied by pulse radiolytic techniques for understanding their redox characteristics. − …”

“…[5][6][7] A large number of hydroxy and amino substituted quinones have also been used as coloring materials for synthetic polymers such as nylons, polyesters, cellulose acetates, etc. 8,9 The hydroxy substituted quinones are in particular of considerable commercial importance in this respect due to their excellent light fastness properties on synthetic fibers. 9 Hydroxy and amino substituted quinones are also used as model probes for studying the effect of intra-and intermolecular hydrogen bonding on the photophysical properties of the excited states.…”