Preparation of new red perylene fluoroionophores containing azacrown and their lonophorie properties

A novel red-light emitting perylene fluoroionophore (2) was prepared by reacting N,N'-dipropyl-1, 7-dibromo-3, 4, 9, 10-perylene tetracarboxy diimide (1) with monoazacrown. Also, an alternative copolymer, with a similar repeating unit, was prepared by reacting bisazacrown-6 with 1. When ionophoric characteristics were investigated by binding alkali, alkali earth and various other metal ions, the polymeric ionophores (3) displayed large decreases in the fluorescence effect with K+, Ag+ and Ba2+, which were rationalized as being due to photo-induced charge transfer (PCT).