Electrochromic materials using mechanically interlocked molecules

Abstract

Recent investigations on the design and synthesis of electrochromic materials based on switchable three-station [2] catenanes are summarized. The reasoning and preliminary experiments behind the design of electrochemically controllable red-green-blue (RGB), donor-acceptor [2] catenanes are presented. A basis for color generation is discussed in which the tetracationic cyclophane, cyclobis(paraquat-p-phenylene), serves as the pi-electron deficient ring which circumrotates between three pi-electron rich recognition sites within a macrocyclic polyether, generating the three different colors (RGB) based on the different charge transfer interactions between the tetracationic cyclophane and recognition sites based on 1,5-dioxynaphthalene (R), tetrathiafulvalene (G) and benzidine (B). Issues relating to the realization of an RGB [2] catenane are raised and discussed: they include (i) color tuning, (ii) thermodynamic considerations, (iii) electrochemistry on model compounds, (iv) molecular design, (v) the electrochemical behavior of three-station [2] catenanes and (vi) electrochromism in polymer gel matrices. Finally, the challenges that need to be met in the future if the ideal RGB catenane is to be prepared, are outlined.