Preparation of Red Perylene Fluoroionophore Containing Calix[4]azacrown Ether and Their Ionophoric Properties

摘要

Novel new red-light emitting perylene fluoroionophore N,N`-dipropyl-1,7-bis(calix[4]azacrown-5-crown-5)- 3,4,9,10-perylene tetracarboxy diimide (3) was prepared by reacting N,N`-dipropyl-1,7-dibromo-3,4,9,10- perylene tetracarboxy diimide (1) with calix[4]azacrown-5-crown-5. Also the alternating copolymer (4) with similar repeating unit was prepared reacting by calix[4]bisazacrown-5 with 1. Metal ion binding by 3 and 4 leads to a blue-shift of absorption band and emission spectra. When ionophoric characteristics were investigated by binding alkali, alkali earth metal and various metal ions, polymeric ionophores displayed large fluorescence decreasing effects with K+, Ag+ and Ba2+, which was rationalized by photo-induced charge transfer (PCT).