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Characterization and Hydrogenation Removal of Acid-Soluble Oil in Ionic Liquid Catalysts for Isobutane Alkylation
Industrial & Engineering Chemistry Research ( IF 3.8 ) Pub Date : 2021-09-15 , DOI: 10.1021/acs.iecr.1c02376 Yaxing Li 1 , Rui Zhang 1 , Xianghai Meng 1 , Ping Ouyang 1 , Haiyan Liu 1 , Chunming Xu 1 , Zhichang Liu 1
Industrial & Engineering Chemistry Research ( IF 3.8 ) Pub Date : 2021-09-15 , DOI: 10.1021/acs.iecr.1c02376 Yaxing Li 1 , Rui Zhang 1 , Xianghai Meng 1 , Ping Ouyang 1 , Haiyan Liu 1 , Chunming Xu 1 , Zhichang Liu 1
Affiliation
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Acid-soluble oil (ASO) was produced during isobutane alkylation catalyzed by chloroaluminate ionic liquids (CAILs). However, the ASO composition characterizations and deactivated CAIL regeneration pathway were not clarified. In this work, a series of characterizations (elemental analysis and infrared, ultraviolet, and mass spectroscopy) were performed to reveal the ASO composition. The result showed that ASO contained numerous conjugated cycloolefins with various alkyl substituents and a few O1–O5 compounds. The activity index (AI) value of fresh CAILs was 1.74 and decreased to 1.18 with the addition of 9.09 wt % ASO because the [Al2Cl7]− anion in CAILs was complexed by C═C and C═O bonds in ASO. The hydrogenation regeneration of deactivated CAILs on the Pd/C catalyst was studied. The AI value of regenerated CAILs increased to 1.45 because unsaturated bonds in ASO were hydrogenated to saturation. Recovery of unsaturated hydrocarbons followed the order benzene > 1-methylcyclopentene > pentamethylcyclopentadiene. This work demonstrated that low ASO recovery was attributed to the partial occupation of the π-electron of unsaturated bonds by the [Al2Cl7]− anion.
中文翻译：
异丁烷烷基化离子液体催化剂中酸溶性油的表征和加氢去除
酸溶性油 (ASO) 是在氯铝酸盐离子液体 (CAIL) 催化的异丁烷烷基化过程中产生的。然而，ASO 的组成特征和失活的 CAIL 再生途径并未阐明。在这项工作中，进行了一系列表征（元素分析和红外、紫外和质谱）以揭示 ASO 的组成。结果表明，ASO 含有大量具有各种烷基取代基的共轭环烯烃和少量O 1 -O 5化合物。新鲜 CAILs 的活性指数 (AI) 值为 1.74，并在添加 9.09 wt % ASO 后降至 1.18，因为 [Al 2 Cl 7 ] -CAILs 中的阴离子通过 ASO 中的 C=C 和 C=O 键络合。研究了失活的 CAILs 在 Pd/C 催化剂上的加氢再生。由于 ASO 中的不饱和键被氢化至饱和，再生 CAILs 的 AI 值增加到 1.45。不饱和烃的回收顺序为苯>1-甲基环戊烯>五甲基环戊二烯。这项工作表明，低 ASO 回收率归因于 [Al 2 Cl 7 ] -阴离子部分占据不饱和键的 π 电子。
更新日期：2021-09-29
中文翻译：
异丁烷烷基化离子液体催化剂中酸溶性油的表征和加氢去除
酸溶性油 (ASO) 是在氯铝酸盐离子液体 (CAIL) 催化的异丁烷烷基化过程中产生的。然而，ASO 的组成特征和失活的 CAIL 再生途径并未阐明。在这项工作中，进行了一系列表征（元素分析和红外、紫外和质谱）以揭示 ASO 的组成。结果表明，ASO 含有大量具有各种烷基取代基的共轭环烯烃和少量O 1 -O 5化合物。新鲜 CAILs 的活性指数 (AI) 值为 1.74，并在添加 9.09 wt % ASO 后降至 1.18，因为 [Al 2 Cl 7 ] -CAILs 中的阴离子通过 ASO 中的 C=C 和 C=O 键络合。研究了失活的 CAILs 在 Pd/C 催化剂上的加氢再生。由于 ASO 中的不饱和键被氢化至饱和，再生 CAILs 的 AI 值增加到 1.45。不饱和烃的回收顺序为苯>1-甲基环戊烯>五甲基环戊二烯。这项工作表明，低 ASO 回收率归因于 [Al 2 Cl 7 ] -阴离子部分占据不饱和键的 π 电子。
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