硝基富勒烯吡咯烷衍生物的合成与结构表征

摘要

以氨基酸、硝基苯甲醛、C60和硝基卤苯等为原料,通过1,3-偶极环加成反应和亲核取代反应合成得到了六种硝基富勒烯吡咯烷衍生物,经紫外可见光谱、红外光谱、质谱和核磁共振谱等结构表征手段对这六种产物的结构进行了表征;探讨了其中四种产物对HMX的钝感作用,结果表明添加1%的N-甲基-2-(3-硝基苯基)吡咯烷[3′,4′1,2][60]富勒烯可以使HMX的摩擦感度由100%降低到48%,撞击感度降低到50%.%Six nitro fulleropyrrolidine derivatives were synthesized by the 1,3-dipolar cycloaddition reactions of [60]fullerene and the nucleophilic substitution reaction of N-unsubstituted fulleropyrrolidine. The structures of the products were characterized by ultraviolet-visible spectroscopy(UV-Vis), Fourier transform infrared spectrometer(FT-IR), mass spectrometry(MS) and 1H, 13C nuclear magnetic resonance(NMR) techniques. The effects of the different products on the impact sensitivity and friction sensitivity of HMX were tested. The friction and impact sensitivities of HMX reduces from 100% to 48% and to 50%, respectively when 1% N-methyl-2-(3-nitrophenyl)fulleropyrrolidine 2 added in HMX.