Structural and fluorescence properties of 2-naphthylamine substituted cyclotriphosphazenes

Abstract

The reactions of hexachlorocyclotriphosphazene, N3P3Cl6 (trimer) (1), with 2-naphthylamine (2) in tetrahydrofuran solution were studied and six new 2-naphthylamine substituted cyclotriphosphazene compounds (3-8) were obtained in this study. All of these compounds were fully characterized by elemental analyses, MALDI-TOF mass spectrometry, H-1, C-13, P-31 NMR, electronic absorption and fluorescence spectroscopies. The molecular structure of compounds; mono- (3), geminal bis (4) and tetrakis (6) 2-naphthylaminocyclotriphosphazenes were also determined by X-ray crystallography. The fluorescence properties of newly synthesized compounds (3-8) were investigated and compared in tetrahydrofuran solution. The fluorescence quantum yield (Phi(F)) values of newly synthesized 2-naphthylamine substituted cyclotriphosphazenes (3-8) were also determined and compared in this solution. (C) 2014 Elsevier B.V. All rights reserved.