Catalysts based on different halo‐alkanes structures with durable catalytic performance were synthesized and applied to the Friedel–Crafts alkylation of long‐chain alkenes (mixed C_16–24 olefins) with toluene. Surprisingly, compared with the usual industrial catalysts (~10 runs), the cyclic times of the ionic liquid (IL) catalysts reached up to 24 runs, which greatly promotes the industrialization process. Then, Lewis acids of catalysts with different precursor/AlCl₃ molar ratios were investigated and a close relation was discovered between the Lewis acid and catalytic activity. In addition, a comparison of the different halo‐alkanes structures about those catalysts was made. The results showed that the [C₆Et₃N]Cl–AlCl₃ had the strongest Lewis acid, corresponding to the highest catalytic performance. Also, the structures of precursors and the specific gravity and active site species of catalysts were investigated by Fourier transform infrared and Magic Angle Spinning Nuclear Magnetic Resonance (MAS NMR). Meanwhile, the various parameters (catalyst dosage, toluene/olefin molar ratio, reaction temperature and reaction time) of long‐chain alkenes alkylation with toluene were studied. Finally, under the optimized reaction conditions, the conversion and selectivity of long‐chain alkenes alkylation reached 99.92 and 32.99%, respectively.

中文翻译：

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长链烯烃Friedel-Crafts烷基化工业化离子液体催化剂的研究

合成了基于具有持久催化性能的不同卤代烷烃结构的催化剂，并将其用于长链烯烃（混合C _16-24烯烃）与甲苯的Friedel-Crafts烷基化反应。令人惊讶的是，与通常的工业催化剂（约10次运行）相比，离子液体（IL）催化剂的循环时间高达24次，这极大地促进了工业化过程。然后，研究了不同前驱体/ AlCl ₃摩尔比的催化剂的路易斯酸，发现路易斯酸与催化活性之间存在密切的关系。此外，对这些催化剂的不同卤代烷结构进行了比较。结果表明，[C ₆ Et ₃ N] Cl–AlCl ₃具有最强的路易斯酸，对应最高的催化性能。此外，通过傅立叶变换红外和魔角旋转核磁共振（MAS NMR）研究了前驱体的结构以及比重和催化剂的活性位点种类。同时，研究了长链烯烃与甲苯烷基化的各种参数（催化剂用量，甲苯/烯烃摩尔比，反应温度和反应时间）。最后，在优化的反应条件下，长链烯烃烷基化的转化率和选择性分别达到99.92％和32.99％。