1-萘基-琥珀酰亚胺的合成与结构性能研究

本文报道用α-萘胺和琥珀酸酐合成1-萘基-琥珀酰亚胺(NPr),并用FT-IR、DSC、X-射线衍射和荧光等方法研究了该化合物的结构与性能.DSC和X-射线衍射结果表明,纯净NPr的熔点与John L. Hubbard报道结果(147~149℃)不同,应为(158.3±0.2℃);熔融淬火样品仍存在部分结晶,并且在一定温度下发生冷结晶;FT-IR结果表明羰基伸缩振动产生反对称振动(1705 cm^-1)和对称振动(1779 cm^-1)的能级分裂;荧光光谱结果则进-步表明该化合物的电子云排布结构与单体萘环相似, 其原因可归于羰基的诱导效应和共轭效应对氮原子的影响.

Studies on Synthesis, Structure and Properties of 1-(1-Napthyl)-2,5-pyrrolidinedione

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.