Polyamide model compound containing the urea group as selective colorimetric sensing probe towards aromatic diamines

A colorimetric diacid monomer for aromatic diamine sensing containing the urea binding site has been synthesised and characterised. A colour development from colourless to blue, brown or yellow was observed upon addition of metha, para or ortho-phenylenediamine, respectively, to polar aprotic organic solvent solutions of the monomers. The solutions remained colourless upon addition of other amines or diamines. The model polyamide compound derived from the diacid monomer maintains the colorimetric sensing selectivity towards the aromatic diamines; so the polyamides derived from the diacid monomer described herein are supposed to retain the ability to interact selectively with the aromatic diamines; hence cheap future sensing devices could be built by means of easy-to-use naked eye polyamide film chemosensor or by incorporating a polyamide coating in the end of an optic fibre connected to a portable diode array visible detector. A novel polyamide model compounds for aromatic diamine colorimetric sensing is described. Colourless solutions of the models in NMP develop a yellow-greenish, red or blue colour upon addition of ortho, meta or para-phenylenediamine, respectively, while remain silent upon addition of other aliphatic and aromatic amines and diamines.

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