Color Change of (E)-2,3-Bis(2,3,4,5,6-Pentafluorophenyl)-3-[2,3,5,6-tetrafluoro-4-(cyanomethyl)phenyl]acrylonitrile by the Addition of Amines

Abstract

Abstract (E)-2,3-Bis(2,3,4,5,6-pentafluorophenyl)-3-[2,3,5,6-tetrafluoro-4-(cyanomethyl)phenyl]acrylonitrile(3E) was synthesized. A benzene solution of 3E turns into a brilliant red color by the addition of aliphatic amines. The coloration mechanism is studied by optical absorption, conductivity and product analyses. It has become apparent that ion-pair formations between 3E and the amines by proton transfer reactions are responsible for the coloration. Structural requirements of the amines for the ion-pair formation are discussed.