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摘要: 利用N-甲基甘氨酸、2,4-二硝基苯甲醛和C60反应,合成分离出了含有两个硝基的新型富勒烯吡咯烷衍生物1,并对其工艺条件进行了研究,探讨了反应物剂量比、温度和时间对产物1产率的影响,得到了合成产物1的最佳工艺条件:反应物剂量比为1∶2∶6、温度为95 ℃、反应时间为40 h,此时产物1产率可达到65.8%(以消耗的C60计)。同时用1H NMR、FT-IR、MS、UV-Vis等光谱手段确定了产物1的分子结构。Abstract: A new fullerene derivative 1 which contains energy-producing groups was prepared by the Prato reaction, and the reaction conditions affecting the yield of product 1 were investigated. The optimized reaction conditions which afforded 65.8% (based on consumed C60) of product 1 are: molar ratio of C60, 2, 4-dinitrobenzaldehyde and N-methylglycine 1∶2∶6, reaction temperature 95 ℃, reaction time 40 h. The structure of product 1 was characterized by UV-vis, FT-IR, 1H NMR and MS. Further study on the property and application of 1 is under way.
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Key words:
- N-methylglycine /
- 2 /
- 4-dinitrobenzaldehyde /
- C60 /
- energetic fullerene /
- synthetic technology
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Kroto H W, Heath J R, O'Brien S C, et al. C60: Buckminsterfullerene [J]. Nature, 1985, 318: 162-163. Hirsh A. The Chemistry of the Fullerene [M]. Stuttgart: George Thieme Verlag, 1994. Dresselhaus M S, Dresselhaus G, Eklund P C. Science of Fullerenes and Carbon Nanotubes [M]. San Diego, USA: Academic Press, 1996. Hirsch A. Addition Reactions of Buckminsterfullerene (C60) [J]. Synthesis, 1995, 8: 895-913. Peng R F, Wang G W, Shen Y B, et al. Solvent-Free Reactions of Fullerenes with Diethyl Bromomalonate in the Presence of Inorganic Bases under High-Speed Vibration Milling Conditions [J]. Synth Commun, 2004, 34: 2117-2126. Zhang T H, Wang G W, Lu P, et al. Solvent-Free Reactions of C60 with Active Methylene Compounds, Either with Or without CarbonTetrabromide, in the Presence of Bases under High-Speed Vibration Milling Conditions [J]. Org Biomol Chem, 2004, 2: 1698-1702. Wang G W, Li Y J, Peng R F, et al. Are the Pyrazolines Formed from the Reaction of [60]Fullerene with Alkyl Diazoacetates Unstable? [J]. Tetrahedron, 2004, 60: 3921-3925. Maggini M, Scorrano G, Prato M. Addition of Azomethine Ylides to C60: Synthesis, Characterization, and Functionalization of Fullerene Pyrrolidines [J]. J Am Chem Soc, 1993, 115: 9798-9799. Li S F, Gao F, Zhao F Q, et al. Catalytic Mechanism of fullerene in RDX-CMDB propellants [J]. J Propulsion Technology, 2000, 21(3): 75-78. (in Chinese) 李疏芬, 高帆, 赵凤起, 等. 富勒烯在RDX-CMDB推进剂中的催化机理 [J]. 推进技术, 2000, 21(3): 75-78. Wang N X. Potential Applications Prospect of Fullerene[60] Function Materials [J]. Advanced Materials Industry, 2003, 112(3): 23-25. (in Chinese) 王乃兴. Fullerene[60]功能材料的潜在应用前景 [J]. 新材料产业, 2003, 112(3): 23-25. Wang N X, Li J S. Synthesis of Trinitrophenyl C60 Derivative [J]. Energetic Materials, 1996, 4(1): 6-9. (in Chinese) 王乃兴, 李纪生. 苦基氮杂C60衍生物的合成研究 [J]. 含能材料, 1996, 4(1): 6-9. Zhang Y H, Ou Z W, Li B, et al. Study on the Synthesis of Nitro-hydroxy Fullerene C60 [J]. Journal of Chongqing University(Natural Science Edition), 1998, 21(3): 127-130. (in Chinese) 张云怀, 欧忠文, 李兵, 等. C60硝基-羟基化合物的合成研究 [J]. 重庆大学学报(自然科学版), 1998, 21(3): 127-130. Wang N X, Li J S. Study on the Synthesis of Nitrophenyl C60 Derivative [J]. Chinese Science Bulletin, 1995, 40(15): 1381-1382. (in Chinese) 王乃兴, 李纪生. 硝基苯类C60衍生物的合成研究 [J]. 科学通报, 1995, 40(15): 1381-1382.
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