Preparation and characterization of chromophor group containing cyclotriphosphazenes: I imino chromophor carrying some cyclotriphosphazenes

Abstract

Some new substituted cyclotriphosphazenes were prepared by the reaction of hexachlorocyclotriphophazene and 4-hydroxy or 4?-hydroxy Schiff bases as 4?-hydroxybenzylideneaniline, 4?-hydroxy-4-chlorobenzylideneaniline, 4?-hydroxy-2-chlorobenzylidenaniline, 4?-hydroxyfurfurylidenaniline, 4-hydroxybenzylidene-2?-methylaniline, 4-hydroxybenzylidene-2?,6?-dimethylaniline, 4-hydroxybenzylidene-2?-chloroaniline, 4-hydroxybenzylidene-4?-tert-butylaniline, 4?-hydroxybenzylidene-3,4-15-Crown-5-aniline. The structure of compounds with a general formula [NP(OC6H4CH=N-Ar)2]3, or [NP(OC6H4N=CH-Ar)2]3, was determined by IR, UV, 1H-NMR and elemental analysis. IR spectra of all compounds showed four characteristic bands located at 1633-1601cm-1, 1242-1150cm-1, 1278-1261cm-1 and 958-943cm-1, respectively, corresponding to CH=N, P=N, P-N-P (asymmetric) and P-N-P (symmetric) vibrations. Charasterictic UV bands, named as Band I, Band II, Band III and Band IV located at 346-308nm, 294-271nm, 262-216nm and 240-210nm respectively, are due to electronic transitions. The 1H-NMR spectra of 4-hydroxyfurfurylidene and the phosphazene derivative shows cis-trans izomerization below 305°K and 295°K.