Abstract

Abstract The effect of chain-binding on the reactivity of naphthyl groups towards intermolecular exciplex formation with triethylamine has been investigated. Polyamides of 2,6-bis(N-methyl methyl-amino)naphthalene with the diacid chlorides ClOC(CH2)x COCl (x = 2, 4, 6, and 8), designated P-2, P-4, P-6 and P-8, and 2,5-bis(n-methyl N-acetyl methylamino)naphthalene (MC) have been studied. Fluorescence spectra of dilute solutions of the poly-amides and their model compound have been obtained in the presence of varying amounts of triethylamine (TEA) as a quencher. The variations of exciplex monomer fluorescence intensity ratio, IE/IM, with quencher concentration indicates the following reactivity order: MC > P-8 > P-6 ± P-4 > P-2, which reflects the relative diffusion rate and accessibility of the naphthalene moiety. This order also represents the relative chain flexibilities of the polyamides studied. Monomer fluorescence quenching is explained in terms of a scheme involving formation of an exciplex, and a n...

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