中国石油大学(北京)重质油全国重点实验室,北京102249
邓开鑫(1998—),男,博士研究生,dkx17951@163.com
孟祥海(1977—),男,博士,教授,mengxh@cup.edu.cn
收稿:2026-06-11,
修回:2026-07-21,
录用:2026-07-22,
移动端阅览
邓开鑫, 王思敏, 冯冠男, 等. 杂原子化合物及烃类在离子液体中溶解性能的在线红外研究方法[J/OL]. 化工学报, 2026.
DENG Kaixin, WANG Simin, FENG Guannan, et al. In-situ infrared spectroscopic method for measuring solubility of heteroatom-containing compounds and hydrocarbons in ionic liquids[J/OL]. CIESC Journal, 2026.
邓开鑫, 王思敏, 冯冠男, 等. 杂原子化合物及烃类在离子液体中溶解性能的在线红外研究方法[J/OL]. 化工学报, 2026. DOI: 10.11949/0438-1157.20260804.
DENG Kaixin, WANG Simin, FENG Guannan, et al. In-situ infrared spectroscopic method for measuring solubility of heteroatom-containing compounds and hydrocarbons in ionic liquids[J/OL]. CIESC Journal, 2026. DOI: 10.11949/0438-1157.20260804.
离子液体因蒸气压低、结构可设计且溶解性能优异,在杂原子化合物与烃类的萃取分离中展现出良好的应用前景。然而离子液体体系复杂,准确测定溶质的溶解性能仍存在困难。基于在线红外光谱与偏最小二乘法相结合的iC-Quant定量分析方法,建立了一种适用于离子液体体系的溶解性能测定方法。以丁二酸-水为模型体系,对其溶解度进行测定并与文献数据对比,验证了方法的可靠性与准确性。将该方法应用于测定典型杂原子化合物及烃类在离子液体中的溶解性能,并实现多组分体系的实时监测与定量分析。本研究为离子液体体系中溶解性能的测定提供了一种可行的新策略,并为油品中杂原子化合物与烃类的高效分离提供了方法学支持。
Ionic liquids show great promise for the extraction and separation of heteroatom-containing compounds and hydrocarbons owing to their negligible vapor pressure
tunable structures
and excellent solvation capability. However
the complexity of ionic liquid systems makes the accurate evaluation of solute dissolution performance challenging. In this work
a method for evaluating the dissolution performance of solutes in ionic liquid systems was established using online infrared spectroscopy coupled with partial least squares regression and the iC-Quant quantitative analysis method. A succinic acid-water system was used as a model system
and its solubility was measured and compared with literature data to verify the reliability and accuracy of the method. The developed method was further applied to evaluate the dissolution performance of representative heteroatom-containing compounds and hydrocarbons in ionic liquids
and real-time monitoring and quantitative analysis of each solute in multicomponent systems were achieved. This study provides a feasible new strategy for determining dissolution performance in ionic liquid systems and offers methodological support for the efficient separation of heteroatom-containing compounds and hydrocarbons in oil.
Dembaremba T O , Majodina S , Walmsley R S , et al . Perspectives on strategies for improving ultra-deep desulfurization of liquid fuels through hydrotreatment: Catalyst improvement and feedstock pre-treatment [J ] . Frontiers in Chemistry , 2022 , 10 : 807225 .
Wang X C , Klemeš J J , Dong X B , et al . Air pollution terrain nexus: a review considering energy generation and consumption [J ] . Renewable and Sustainable Energy Reviews , 2019 , 105 : 71 - 85 .
Chen R , Zhang T S , Guo Y Q , et al . Recent advances in simultaneous removal of SO 2 and NO x from exhaust gases: Removal process, mechanism and kinetics [J ] . Chemical Engineering Journal , 2021 , 420 : 127588 .
殷梦凡 , 唐政 , 张睿 , 等 . 离子液体液液萃取分离正辛烷/邻二甲苯 [J ] . 化工学报 , 2021 , 72 ( 12 ): 6282 - 6290 .
Yin M F , Tang Z , Zhang R , et al . Separation of n-octane and o-xylene by liquid-liquid extraction with ionic liquids [J ] . CIESC Journal , 2021 , 72 ( 12 ): 6282 - 6290 .
徐春明 , 殷梦凡 , 童浩 , 等 . 离子液体萃取分离石脑油中芳烃的理论计算与试验验证 [J ] . 中国石油大学学报(自然科学版) , 2023 , 47 ( 5 ): 138 - 145 .
Xu C M , Yin M F , Tong H , et al . Theoretical calculation and experimental verification of aromatics extraction from naphtha by ionic liquids [J ] . Journal of China University of Petroleum(Edition of Natural Science) , 2023 , 47 ( 5 ): 138 - 145 .
吴沛文 , 荀苏杭 , 蒋伟 , 等 . 离子液体反应型萃取燃油脱硫研究进展 [J ] . 化工学报 , 2021 , 72 ( 1 ): 276 - 291 .
Wu P W , Xun S H , Jiang W , et al . Recent progress on extractive desulfurization of fuel oils through reactions based on ionic liquids as solvents and catalysts [J ] . CIESC Journal , 2021 , 72 ( 1 ): 276 - 291 .
Shang Z J , Liu Y P , Shang W Z , et al . Green separation pathway for hydrocarbon compounds: Ionic liquid extraction technology [J ] . Separation and Purification Technology , 2025 , 362 : 131858 .
Abro R , Abdeltawab A A , Al-Deyab S S , et al . A review of extractive desulfurization of fuel oils using ionic liquids [J ] . RSC Adv , 2014 , 4 ( 67 ): 35302 - 35317 .
Paucar N E , Kiggins P , Blad B , et al . Ionic liquids for the removal of sulfur and nitrogen compounds in fuels: a review [J ] . Environmental Chemistry Letters , 2021 , 19 ( 2 ): 1205 - 1228 .
Hayes R , Warr G G , Atkin R . Structure and nanostructure in ionic liquids [J ] . Chemical Reviews , 2015 , 115 ( 13 ): 6357 - 6426 .
Yuan Y F , Zhang J M , Zhang B Q , et al . Polymer solubility in ionic liquids: dominated by hydrogen bonding [J ] . Physical Chemistry Chemical Physics , 2021 , 23 ( 38 ): 21893 - 21900 .
Hansmeier A R , Meindersma G W , de Haan A B . Desulfurization and denitrogenation of gasoline and diesel fuels by means of ionic liquids [J ] . Green Chemistry , 2011 , 13 ( 7 ): 1907 - 1913 .
Ventura S P M , e Silva F A , Quental M V , et al . Ionic-liquid-mediated extraction and separation processes for bioactive compounds: past, present, and future trends [J ] . Chemical Reviews , 2017 , 117 ( 10 ): 6984 - 7052 .
Zhang Y , Pan Y Q , Zhang T , et al . A comprehensive method of ionic liquid screening and experimental verification for simultaneous separation of multiple sulfides from oil [J ] . Separation and Purification Technology , 2023 , 315 : 123714 .
Li H R , Jiang S X , Sun X Y , et al . Equilibrium solubility determination, correlation, and Hansen solubility parameters of 2-[4-(dibutylamino)-2-hydroxybenzoyl] benzoic acid in 12 pure solvents [J ] . Journal of Chemical & Engineering Data , 2024 , 69 ( 11 ): 4186 - 4196 .
Königsberger E . Editorial: guidelines for the measurement of solid–liquid solubility data at atmospheric pressure [J ] . Journal of Chemical & Engineering Data , 2019 , 64 ( 2 ): 381 - 385 .
Letinski D J , Redman A D , Birch H , et al . Inter-laboratory comparison of water solubility methods applied to difficult-to-test substances [J ] . BMC Chemistry , 2021 , 15 ( 1 ): 52 .
胡程耀 , 黄培 . 固体溶解度测定方法的近期研究进展 [J ] . 药物分析杂志 , 2010 , 30 ( 4 ): 761 - 766 .
Hu C Y , Huang P . Recent research and development on determination of solid solubility [J ] . Chinese Journal of Pharmaceutical Analysis , 2010 , 30 ( 4 ): 761 - 766 .
Zhang Y , Wei S , Wang H H , et al . Solubility measurement and the correlation of 1-naphthaleneacetic acid in pure and methanol + water binary solvents from T = (278.25 to 323.55) K [J ] . Journal of Chemical & Engineering Data , 2017 , 62 ( 4 ): 1292 - 1301 .
徐文 , 孙进 , 张婷婷 , 等 . HPLC法测定冬凌草甲素的平衡溶解度和表观油水分配系数 [J ] . 沈阳药科大学学报 , 2007 , 24 ( 4 ): 220 - 222 .
Xu W , Sun J , Zhang T T , et al . Determination of equilibrium solubility of oridonin and its apparent oil/water partition coefficient by HPLC [J ] . Journal of Shenyang Pharmaceutical University , 2007 , 24 ( 4 ): 220 - 222 .
Mellein B R , Scurto A M , Shiflett M B . Gas solubility in ionic liquids [J ] . Current Opinion in Green and Sustainable Chemistry , 2021 , 28 : 100425 .
Birch H , Redman A D , Letinski D J , et al . Determining the water solubility of difficult-to-test substances: a tutorial review [J ] . Analytica Chimica Acta , 2019 , 1086 : 16 - 28 .
Hu Y F , Liu Z C , Xu C M , et al . The molecular characteristics dominating the solubility of gases in ionic liquids [J ] . Chemical Society Reviews , 2011 , 40 ( 7 ): 3802 - 3823 .
Tang N , Shi W , Yan W D . Modified method for measuring the solubility of pharmaceutical compounds in organic solvents by visual camera [J ] . Journal of Chemical & Engineering Data , 2016 , 61 ( 1 ): 35 - 40 .
李柏春 , 杜东雪 , 张文林 , 等 . 氯化锂、氯化钠在NMP中溶解度的测定与关联 [J ] . 化工学报 , 2014 , 65 ( 12 ): 4664 - 4668 .
Li B C , Du D X , Zhang W L , et al . Determination and correlation of solubilities of lithium chloride and sodium chloride in NMP [J ] . CIESC Journal , 2014 , 65 ( 12 ): 4664 - 4668 .
王斌 , 邓小川 , 史一飞 , 等 . 碳酸锂在水和NaCl-KCl溶液体系中溶解度的在线测定 [J ] . 无机盐工业 , 2021 , 53 ( 7 ): 73 - 79 .
Wang B , Deng X C , Shi Y F , et al . Online determination of the solubility of lithium carbonate in water and NaCl-KCl solution system [J ] . Inorganic Chemicals Industry , 2021 , 53 ( 7 ): 73 - 79 .
Ur Rehman N , Al-Harrasi A , Boqué R , et al . FT-NIRS coupled with PLS regression as a complement to HPLC routine analysis of caffeine in tea samples [J ] . Foods , 2020 , 9 ( 6 ): 827 .
Zhao N , Wu Z S , Zhang Q , et al . Optimization of parameter selection for partial least squares model development [J ] . Scientific Reports , 2015 , 5 : 11647 .
刘光启 . 化学化工物性数据手册-有机卷 [M ] . 北京 : 化学工业出版社 , 2002 : 9 .
Liu G Q . Handbook of Physical Properties of Chemistry and Chemical Engineering-Organic Volume [M ] . Beijing : Chemical Industry Press , 2002 : 9 .
Basalekou M , Pappas C , Kotseridis Y , et al . Red wine age estimation by the alteration of its color parameters: Fourier transform infrared spectroscopy as a tool to monitor wine maturation time [J ] . Journal of Analytical Methods in Chemistry , 2017 , 2017 : 5767613 .
Yan C Q , Huang W D , Xu J , et al . Quantification of re-refined engine oil bottoms (REOB) in asphalt binder using ATR-FTIR spectroscopy associated with partial least squares (PLS) regression [J ] . Road Materials and Pavement Design , 2022 , 23 ( 4 ): 958 - 972 .
Masithoh R E , Lohumi S , Yoon W S , et al . Development of multi-product calibration models of various root and tuber powders by Fourier transform near infra-red (FT-NIR) spectroscopy for the quantification of polysaccharide contents [J ] . Heliyon , 2020 , 6 ( 10 ): e05099 .
Takebayashi Y , Sue K , Yoda S , et al . Solubility of terephthalic acid in subcritical water [J ] . Journal of Chemical & Engineering Data , 2012 , 57 ( 6 ): 1810 - 1816 .
Jóźwiak K , Jezierska A , Panek J J , et al . Inter- vs. intramolecular hydrogen bond patterns and proton dynamics in nitrophthalic acid associates [J ] . Molecules , 2020 , 25 ( 20 ): 4720 .
Carneiro A P , Rodríguez O , Macedo E A . Fructose and glucose dissolution in ionic liquids: solubility and thermodynamic modeling [J ] . Industrial & Engineering Chemistry Research , 2013 , 52 ( 9 ): 3424 - 3435 .
Kuzmina O , Bordes E , Schmauck J , et al . Solubility of alkali metal halides in the ionic liquid [C 4 C 1 im ] [OTf ] [J ] . Physical Chemistry Chemical Physics , 2016 , 18 ( 24 ): 16161 - 16168 .
0
浏览量
0
下载量
0
CSCD
关联资源
相关文章
相关作者
相关机构
京公网安备11010102001995号