LAUSR

Abstract In this study, the reactions of hexachlorocyclotriphosphazene with 5-chloro-salicylaldehyde and 5-bromo-salicylaldehyde were separately performed in the presence of K2CO3 and triethylamine as a base without using Ar or N2 atmosphere for the preparation of the organocyclotriphosphazene derivatives bearing six formyl groups (2 and 3) again. These reactions were monitored by 31P NMR spectroscopy to determine the formation time of the compounds (2 and 3). The result of this analysis showed that the compounds (2 and 3) occurred within 3 h under the above reaction conditions after the reactions begun. The 31P NMR spectra of the mixtures clearly displayed only singlet signal in the range of 8–9 ppm corresponding to characteristic phosphorus signals of cyclotriphosphazenes. Moreover, these two compounds were obtained in high yields even under such mild reaction conditions. In addition, the compounds (2 and 3) were reacted with aniline and some aniline derivatives for the production of new organocyclotriphosphazene derivatives bearing poly Schiff bases (2a–2k and 3a–3k). Although all the primary amines in these reactions were used more than necessary, it was detected that the organocyclotriphosphazene derivative including both formyl and Schiff base moieties (2k and 3k) occurred from only 4-nitro-aniline. Most importantly of all, hydrolysis of hexachlorocyclotriphosphazene in THF solution was also studied. It was determined that hexachlorocyclotriphosphazene did not hydrolysis under these conditions.