Abstract:

The 1-(1-Napthyl)-2,5-pyrrolidinedione (NPr) was synthesized by reaction of 1-aminonaphthalene with succinic anhydride, the structure and properties of NPr were studied by FT-IR, DSC, NMR, X-ray diffraction and fluorescence spectra. The results of DSC and X-ray diffraction show that the correct melting point of pure NPr should be 158.3±0.2℃, which is inconsistent with that reported by John L. Hubbard et al.; the sample quenched from melting state in liquid N₂ is partially crystallized and undergoes cold crystallization at definite temperature. FT-IR measurement indicates that the stretch vibration of the carbonyl groups splits into two bands at 1705 cm^-1 and 1779 cm^-1、which correspond to antisymmetrical and symmetrical vibrations, respectively, while the fluorescence spectra further suggest that NPr and naphthalene ring are quite similar in electron distribution structure, which is possibly due to the induction and conjugation effect of the carbonyl groups on the nitrogen atom.

Key words: 1-(1-Napthyl)-2,5-pyrrolidinedione, FT-IR, fluorescence, DSC