To explore the effect of different positions and number of pyrrolidine bound to the carbon cage on the stabilization effect of fulleropyrrolidine derivatives to nitrocellulose (NC)/nitroglycerine (NG), we synthesized N-(4-methoxy) phenylpyrrolidine-C₆₀ and four different of bis(N-(4-methoxy) phenylpyrrolidine)-C₆₀ compounds through Prato reaction. Their structures were characterized by UV–vis, ¹H NMR, ¹³C NMR, high-resolution mass spectroscopy, and single-crystal X-ray diffraction. Their stabilization effect to NC/NG were investigated using differential scanning calorimetry, methyl violet, vacuum stabilization effect, weight loss, and accelerating rate calorimeter tests. The results indicated these compounds had excellent stabilization effect to NC/NG. The stabilization effect of the fulleropyrrolidine bisadducts to NC/NG is significantly better than that of fulleropyrrolidine monoadduct and C₆₀. Moreover, the position where pyrrolidine binds to fullerene in fulleropyrrolidine bisadducts is different, and its stabilization effect to NC is also different. The stabilization effect order of different bisadduct isomers to nitrocellulose is as follows: e-edge > trans-2> cis-2> trans-3. Electron paramagnetic resonance (EPR) and FT-IR were used to study the stabilization mechanism of fulleropyrrolidine derivatives to NC/NG. The EPR results also show that fulleropyrrolidine bisadducts with different addition sites have different abilities to absorb nitroxide, and their ability is better than that of the monoadduct and C₆₀, which is consistent with the results of stabilization effect performance test.

为了探索与碳笼结合的吡咯烷的不同位置和数量对富勒吡咯烷衍生物对硝化纤维素 (NC)/硝化甘油 (NG) 的稳定作用的影响，我们合成了N- (4-甲氧基) 苯基吡咯烷-C ₆₀和四种不同的通过普拉托反应合成双( N- (4-甲氧基)苯基吡咯烷)-C ₆₀化合物。它们的结构通过 UV-vis, ¹ H NMR, ¹³C NMR、高分辨率质谱和单晶 X 射线衍射。使用差示扫描量热法、甲基紫、真空稳定效应、失重和加速量热计测试研究它们对NC/NG的稳定作用。结果表明这些化合物对NC/NG具有良好的稳定作用。富勒吡咯烷双加合物对NC/NG的稳定作用明显优于富勒吡咯烷单加合物和C ₆₀. 而且，富勒吡咯烷双加合物中吡咯烷与富勒烯结合的位置不同，对NC的稳定作用也不同。不同双加合物异构体对硝化纤维素的稳定作用顺序为：e-edge>trans-2>cis-2>trans-3。电子顺磁共振 (EPR) 和 FT-IR 用于研究富勒吡咯烷衍生物对 NC/NG 的稳定机制。EPR结果还表明，不同加成位点的富勒吡咯烷双加合物对氮氧化物的吸收能力不同，其吸收能力优于单加合物和C ₆₀，这与稳定效果性能测试结果一致。