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甲苯在基于己内酰胺的离子液体-硝酸/乙酐体系中的区域选择性硝化反应

Regioselective Nitration of Toluene with HNO3/Ac2O Catalyzed by Caprolactam-Based Brфnsted Acidic Ionic Liquids

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【作者】 齐秀芳程广斌吕春绪钱德胜

【Author】 Qi Xiu-Fang,CHENG Guang-Bin,L Chun-Xu,QIAN De-Sheng(School of Chemical Engineering,Nanjing University of Science & Technology,Nanjing 210094)

【机构】 南京理工大学化工学院南京理工大学化工学院 南京210094南京210094

【摘要】 合成了一系列新型的低毒且价廉的基于己内酰胺阳离子的Brφnsted酸性离子液体[Caprolactam]X(X-=pTSO-对甲苯磺酸根,BSO-苯磺酸根,BF4-,NO3-),应用于催化有机合成反应,在甲苯的硝酸/乙酐硝化中显示出良好的催化作用,获得高的收率和较好的区域选择性。[Caprolactam]pTSO显示了最好的催化活性,当硝酸与甲苯摩尔比为1:1,[Caprolactam]pTSO的摩尔分数为10%时,在室温反应2h,一硝基甲苯的收率为99.7%,同时显示了良好的对位选择性,邻/对位为1.03。IL1重复使用第4次时,一硝基甲苯的收率为93.4%,邻/对位为1.12。

【Abstract】 Several new caprolactam-based Brфnsted acidic ionic liquids [Caprolactam]X(X-=pTSO-,BSO-,BF-4,NO-3) with relatively low cost and low toxicity were synthesized and used for the first time in catalyzing organic reaction.They showed good catalytic activity in the nitration of toluene with HNO3/Ac2O.Among them,[Caprolactam]pTSO was the best one probably because of its better affinity for aromatics than the others.[Caprolactam]pTSO catalyzed the reaction at room temperature for 2 h,achieving a high yield(99.7% from GC) of mono-nitrotoluenes and good para-selectivity(ortho/para=1.03) when the molar ratio of nitric acid to toluene was 1:1 and the molar fraction of [Caprolactam]pTSO was 10%.When [Capro-lactam]pTSO was reused for the fourth time,the yield of mono-nitrotoluenes was 93.4%(from GC) and the ortho/para ratio was 1.12.

【基金】 国防科工委“十五”预研项目(40406020103)
  • 【文献出处】 应用化学 ,Chinese Journal of Applied Chemistry , 编辑部邮箱 ,2008年02期
  • 【分类号】O621.2
  • 【被引频次】19
  • 【下载频次】401
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