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基于对甲苯磺酸的深共晶溶剂在脱氮中的性能:计算筛选与实验验证。

Performance of -Toluenesulfonic Acid-Based Deep Eutectic Solvent in Denitrogenation: Computational Screening and Experimental Validation.

机构信息

University of Malaya Centre for Ionic Liquids (UMCiL), University of Malaya, Kuala Lumpur 50603, Malaysia.

Department of Chemical Engineering, Faculty of Engineering, University of Malaya, Kuala Lumpur 50603, Malaysia.

出版信息

Molecules. 2020 Nov 3;25(21):5093. doi: 10.3390/molecules25215093.

DOI:10.3390/molecules25215093
PMID:33152997
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7662348/
Abstract

Deep eutectic solvents (DESs) are green solvents developed as an alternative to conventional organic solvents and ionic liquids to extract nitrogen compounds from fuel oil. DESs based on -toluenesulfonic acid (PTSA) are a new solvent class still under investigation for extraction/separation. This study investigated a new DES formed from a combination of tetrabutylphosphonium bromide (TBPBr) and PTSA at a 1:1 molar ratio. Two sets of ternary liquid-liquid equilibrium experiments were performed with different feed concentrations of nitrogen compounds ranging up to 20 mol% in gasoline and diesel model fuel oils. More than 99% of quinoline was extracted from heptane and pentadecane using the DES, leaving the minutest amount of the contaminant. Selectivity was up to 11,000 for the heptane system and up to 24,000 for the pentadecane system at room temperature. The raffinate phase's proton nuclear magnetic resonance (H-NMR) spectroscopy and GC analysis identified a significantly small amount of quinoline. The selectivity toward quinoline was significantly high at low solute concentrations. The root-mean-square deviation between experimental data and the non-random two-liquid (NRTL) model was 1.12% and 0.31% with heptane and pentadecane, respectively. The results showed that the TBPBr/PTSADES is considerably efficient in eliminating nitrogen compounds from fuel oil.

摘要

深共熔溶剂 (DESs) 是一种绿色溶剂,作为传统有机溶剂和离子液体的替代品开发,用于从燃料油中提取氮化合物。基于 - 对甲苯磺酸 (PTSA) 的 DES 是一种新的溶剂类别,仍在研究用于萃取/分离。本研究考察了一种由四丁基溴化膦 (TBPBr) 和 PTSA 以 1:1 摩尔比形成的新型 DES。进行了两组三元液液平衡实验,进料中氮化合物的浓度高达汽油和柴油模型燃料油中的 20 mol%。使用 DES 从庚烷和十五烷中萃取了超过 99%的喹啉,仅留下极少量的污染物。在室温下,对于庚烷体系的选择性高达 11,000,对于十五烷体系的选择性高达 24,000。萃余相的质子核磁共振 (H-NMR) 光谱和 GC 分析表明喹啉的含量非常少。在低溶质浓度下,对喹啉的选择性非常高。实验数据与非随机两液相 (NRTL) 模型之间的均方根偏差分别为 1.12%和 0.31%,分别用于庚烷和十五烷。结果表明,TBPBr/PTSA DES 从燃料油中去除氮化合物的效率相当高。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2454/7662348/ca9f52f1ffee/molecules-25-05093-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2454/7662348/5b2554a4efc5/molecules-25-05093-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2454/7662348/bb4aa0063d31/molecules-25-05093-g002a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2454/7662348/105e722b59ef/molecules-25-05093-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2454/7662348/a35f92badc71/molecules-25-05093-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2454/7662348/26c2be375dba/molecules-25-05093-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2454/7662348/0209fc8e3e62/molecules-25-05093-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2454/7662348/ee28aff38794/molecules-25-05093-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2454/7662348/f6e76bd090c9/molecules-25-05093-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2454/7662348/ca9f52f1ffee/molecules-25-05093-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2454/7662348/5b2554a4efc5/molecules-25-05093-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2454/7662348/bb4aa0063d31/molecules-25-05093-g002a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2454/7662348/105e722b59ef/molecules-25-05093-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2454/7662348/a35f92badc71/molecules-25-05093-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2454/7662348/26c2be375dba/molecules-25-05093-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2454/7662348/0209fc8e3e62/molecules-25-05093-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2454/7662348/ee28aff38794/molecules-25-05093-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2454/7662348/f6e76bd090c9/molecules-25-05093-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2454/7662348/ca9f52f1ffee/molecules-25-05093-g009.jpg

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