Efficient naphthenic acid extraction from high acidic oil using novel 1,5-diazabicyclo[4.3.0]non-5-ene based ionic liquids

烷基 化学 萃取(化学) 离子液体 环烷酸 酸值 色谱法 有机化学 催化作用 腐蚀 生物化学
作者
Tiezhu Su,Yin Li,Qingdian Yan,Xinyi Zhang,Haichen Lin,Shuliang Yang,Peifeng Su,Hongtao Wang,Yuzhong Su,Yanzhen Hong,Li Peng,Jun Li
出处
期刊:Journal of Cleaner Production [Elsevier BV]
卷期号:328: 129634-129634 被引量:8
标识
DOI:10.1016/j.jclepro.2021.129634
摘要

In this work, the high acidic crude oil deacidification study was performed with novel 1-alkyl-1,5-diazabicyclo[4.3.0]non-5-ene (DBN) based ionic liquids (ILs). Firstly, we took advantage of the systematic COSMO-RS (Conductor-like Screening Model for Real Solvents) calculations to screen the possible ILs with good acid extraction performance from the combinations of 94 cations and 56 anions. Four 1-alkyl-1,5-diazabicyclo[4.3.0]non-5-enium imidazolide ([DBN-R][IM]) ILs with varying alkyl chains were eventually identified and synthesized successfully. Their deacidification performances were tested experimentally and different factors, including the alkyl chain length, ILs/oil mass ratio, temperature, and the initial total acid number (TAN) value of the simulated acidic oil, were also studied in detail. The experimental results showed that [DBN-R][IM] exhibited excellent performances on naphthenic acids (NAs) removal and [DBN-Et][IM] could achieve 93% of NAs removal employing the ILs/oil mass ratio of 0.06 at room temperature for the acidic oil with the TAN value of 3.28 mg KOH/g. COSMO-RS analyses were also used to elucidate the unusual effects of the alkyl chain length and temperature on the NAs extraction performances. Additionally, a two-step deacidification strategy was proposed aiming at realizing more efficient NAs extraction. Finally, density functional theory (DFT) calculations were carried out and the independent gradient model (IGM) analyses were applied to the IL-NAs system to get insight into the deacidification mechanism of the ILs.
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