Synthesis of a Novel Hexa-functional Monomer for 2D Polymers: 2,4,6-Tris((diphenylmethylene) amino)benzene-1,3,5-tricarbaldehyde

Author(s):

David C McLeod, Kätchen K Lachmayr, Robert H Lambeth, Adam Switek, Audrey Murphy, Rose A Pesce-Rodriguez, and Steven R Lustig

Abstract:

This report details the synthesis, purification, and characterization of a novel hexa-functional monomer, 2,4,6-tris((diphenylmethylene)amino)benzene-1,3,5-tricarbaldehyde, which may be useful in the production of imine-based 2D polymers. Also detailed in this report are initial attempts to polymerize this monomer under acidic conditions. These attempts were unsuccessful, but did result in the stable, free amine form of the monomer, 2,4,6-triaminobenzene-1,3,5-tricarbaldehyde, which may also prove to be useful in the production of imine-based 2D polymers. To the best of our knowledge, this is the first report of the successful synthesis of a hexa-functional molecule consisting of a single benzene ring with three attached aldehyde groups alternating with either three attached benzophenone imine groups or three free primary amines.