|本期目录/Table of Contents|

[1]石林子,刘 丹,高家俊*,等.TEG-NCS/NBS复合溶剂的络合萃取脱氮性能研究[J].武汉工程大学学报,2022,44(04):395-402.[doi:10.19843/j.cnki.CN42-1779/TQ.202111022]
 SHI Linzi,LIU Dan,GAO Jiajun*,et al.Denitrification Performance of Triethylene Glycol-Succinimide Compound Complex Solvent[J].Journal of Wuhan Institute of Technology,2022,44(04):395-402.[doi:10.19843/j.cnki.CN42-1779/TQ.202111022]
点击复制

TEG-NCS/NBS复合溶剂的络合萃取脱氮性能研究(/HTML)
分享到:

《武汉工程大学学报》[ISSN:1674-2869/CN:42-1779/TQ]

卷:
44
期数:
2022年04期
页码:
395-402
栏目:
化学与化学工程
出版日期:
2022-08-31

文章信息/Info

Title:
Denitrification Performance of Triethylene Glycol-Succinimide Compound Complex Solvent
文章编号:
1674 - 2869(2022)04 - 0395 - 08
作者:
石林子1刘 丹1高家俊*1姜兴茂1康明林2
1. 湖北省新能源材料工程技术研究中心,绿色化工过程教育部重点实验室(武汉工程大学),新型反应器与绿色化学工艺湖北省重点实验室(武汉工程大学),武汉工程大学化工与制药学院,湖北 武汉 430205;2. 重庆阳江机械制造有限公司,重庆 401324
Author(s):
SHI Linzi1 LIU Dan1 GAO Jiajun*1 JIANG Xingmao1 KANG Minglin2
1. Hubei Provincial Research Centre of Engineering &Technology for New Energy Materials; Key Laboratory of Green Chemical Process(Wuhan Institute of Technology) ,Ministry of Education;Hubei Key Laboratory of Novel Reactor & Green Chemical Technology (Wuhan Institute of Technology) ; School of Chemical Engineering and Pharmacy, Wuhan Institute of Technology, Wuhan 430205, China; 2. Chongqing?Yangjiang?Machinery?Manufacturing?Co.,?Ltd, Chongqing 401324, China
关键词:
氯代琥珀酰亚胺溴代琥珀酰亚胺三乙二醇络合作用萃取脱氮
Keywords:
N-chlorosuccinimide N-bromosuccinimide triethylene glycol complexation extraction denitrification
分类号:
O658.2
DOI:
10.19843/j.cnki.CN42-1779/TQ.202111022
文献标志码:
A
摘要:
采用三乙二醇(TEG)-氯代琥珀酰亚胺(NCS)和溴代琥珀酰亚胺(NBS)复合溶剂作为萃取剂,研究其分别对模型油中喹啉、吖啶、吡啶、吲哚、吡咯以及催化裂化柴油中氮化物的脱除性能。结果表明:复合溶剂可将模型油中碱性氮和非碱性氮完全脱除。对于碱性氮,纯TEG对模型油中喹啉等的脱除率只有85%左右,而TEG-NCS、TEG-NBS复合溶剂对模型油中碱性氮的脱除率却能达99.9%以上,超高的脱氮性能来自于NCS、NBS与碱性氮之间发生的强络合作用。对于非碱性氮,TEG对吲哚、吡咯的脱除率均能达到99%以上,说明TEG与非碱性氮之间存在较强的氢键作用,研究还发现TEG-NBS与吲哚能发生强烈的络合作用,通过红外、紫外和1H-核磁共振等表征方法也进一步证实了上述这些相互作用。此外,复合溶剂对催化裂化柴油也表现出良好的脱氮性能。可见,对于萃取脱氮而言,TEG-NCS和TEG-NBS具有良好的应用前景。
Abstract:
Two composite solvents, i.e.,triethylene glycol (TEG) with N-chlorosuccinimide (NCS) and with N-bromosuccinimide (NBS),were used as extractants to study their N-removal performance of quinoline, acridine, pyridine, indole, and pyrrole in model oil and N-compounds in fluid?catalytic?cracking?(FCC) diesel. The results showed that both basic nitrogen and non-basic nitrogen in the model oil can be completely removed by the composite solvents used here.For basic nitrogen, the N-removal of quinoline etc. by pure TEG is only about 85%, but TEG-NCS and TEG-NBS can remove more than 99.9% of basic nitrogen in the model oil. The ultra-high denitrification performance is due to the strong complexation between NCS/NBS and basic nitrogen.For non-basic nitrogen, the N-removal of indole and pyrrole by TEG can be beyond 99%, indicating that there is a strong H-bond between TEG and non-basic nitrogen. The study also found that TEG-NBS and indole have a strong complexation, and the above mentioned interactions were further confirmed by characterization methods such as Fourier transform infrared spectroscopy, ultraviolet visible spectroscopy, and 1H-nuclear magnetic resonance.In addition, the composite solvent also shows great denitrification performance for FCC diesel. Apparently, TEG-NCS and TEG-NBS are the promising solvents for extractive denitrification.

参考文献/References:

[1] 李文深,王超,李建祥,等. 新型低共熔溶剂的合成及萃取脱氮性能[J]. 石油学报(石油加工), 2021, 37(2): 313-319.

[2] KATZER J R,SIVASUBRAMANIAN R. Process and catalyst needs for hydrodenitrogenation[J]. Catalysis Reviews, 1979, 20(2): 155-208.
[3] FURIMSKY E,MASSOTH F E. Hydrodenitrogenation of petroleum[J]. Catalysis Reviews: Science and Engineering, 2005, 47(3): 297-489.
[4] AMARASEKARA A S. Acidic ionic liquids[J]. Chem Rev, 2016, 116(10): 6133-6183.
[5] HIZADDIN H F, RAMALINGAM A, HASHIM M A, et al. Evaluating the performance of deep eutectic solvents for use in extractive denitrification of liquid fuels by the conductor-like screening model for real solvents[J]. Journal of Chemical & Engineering Data, 2014, 59(11): 3470-3487.
[6] KRISHNAN A, GOPINATH K P, Vo DV N, et al. Ionic liquids, deep eutectic solvents and liquid polymers as green solvents in carbon capture technologies: a review[J]. Environmental Chemistry Letters, 2020, 18(6): 2031-2054.
[7] HAJIPOUR A R, RAFIEE F. Acidic bronsted ionic liquids[J]. Organic Preparations and Procedures International, 2010, 42(4): 285-362.
[8] WANG H, XIE C, YU S, et al. Denitrification of simulated oil by extraction with H2PO4-based ionic liquids[J]. Chemical Engineering Journal, 2014, 237: 286-290.
[9] LI J, ZENG K, XU H X, et al. Denitrification of fuel oil by hydrogen-sulfate pyrazolium-based ionic liquids[J]. Chemistry Select, 2017, 2(35): 11469-11473.
[10] WARRAG S E E, DARWISH A S, ABUHATAB F O S, et al. Combined extractive dearomatization, desulfurization, and denitrogenation of oil fuels using deep eutectic solvents: a parametric study[J]. Industrial & Engineering Chemistry Research, 2020, 59(25): 11723-11733.
[11] ALI M C, YANG Q W, FINEA A, et al. Efficient removal of both basic and non-basic nitrogen compounds from fuels by deep eutectic solvents[J]. Green Chemistry, 2016,18:157-164.
[12] SANTANA-MAYOR á, RODRIGUEZ-RAMOS R, HERRERA-HERRERA A V, et al. Deep eutectic solvents. The new generation of green solvents in analytical chemistry[J]. Trends in Analytical Chemistry, 2021, 134: 116108:1-19.
[13] BYSTRZANOWSKA M, TOBISZEWSKI M. Assessment and design of greener deep eutectic solvents-a multicriteria decision analysis[J]. Journal of Molecular Liquids, 2021, 321: 114878:1-14.
[14] NAHAR Y, THICKETT S C. Greener, faster, stronger: the benefits of deep eutectic solvents in polymer and materials science[J]. Polymers (Basel), 2021, 13: 447:1-24.
[15] JIANG X, ZHU S, GAO J J, et al. Extractive removal of both basic and non-basic nitrogens from fuel oil by dicarboxyl-modified polyethylene glycol:performance and Mechanism[J]. Fuel, 2019, 254: 115626:1-10.
[16] 朱爽,朱海艳,全苇舟,等. 聚乙烯亚胺萃取脱除模型燃油中氮化物的研究[J]. 武汉工程大学学报, 2020, 42(5): 483-486.
[17] JI C, SCOTT K S, JONATHAN G H, et al. Polyethylene glycol and solutions of polyethylene glycol as green reaction media[J]. Green Chemistry, 2005, 7(2): 64-82.
[18] FAN J C, SHANG Z C, LIANG J, et al. The oxidation of alcohols to aldehydes and ketones with N-bromosuccinimide in polyethylene glycol: an experimental and theoretical study[J]. Journal of Physical Organic Chemistry,2008,21(11):945-953.

相似文献/References:

备注/Memo

备注/Memo:
收稿日期:2021-11-24
基金项目:国家自然科学基金(21808175);湖北省教育厅科学技术研究项目(Q20181504);武汉工程大学科学研究基金(17QD62)
作者简介:石林子,硕士研究生。Email:[email protected]
*通讯作者:高家俊,博士,副教授。Email: [email protected]
引文格式:石林子,刘丹,高家俊,等. TEG-NCS/NBS复合溶剂的络合萃取脱氮性能研究[J]. 武汉工程大学学报,2022,44(4):395-402.
更新日期/Last Update: 2022-08-25