Research progress on extractants and processes for removal of oxygenated compounds from Fischer-Tropsch synthetic oil

CHU Yuexin; ZHANG Xianming; JI Guojun

doi:10.12434/j.issn.2097-2547.20240304

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Research progress on extractants and processes for removal of oxygenated compounds from Fischer-Tropsch synthetic oil

- Research progress on extractants and processes for removal of oxygenated compounds from Fischer-Tropsch synthetic oil
- Vol. 50, Issue 1, Pages: 76-86(2025)
- 作者机构：
  
  1.内蒙古工业大学化工学院，内蒙古呼和浩特 010051
  2.鄂尔多斯应用技术学院，内蒙古鄂尔多斯 017000
- 作者简介：
- 基金信息：
- DOI：10.12434/j.issn.2097-2547.20240304
  CLC： TQ028.3
- Published：25 January 2025，
  
  Received：18 July 2024，
  
  Revised：06 August 2024，
- 稿件说明：
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CHU YUEXIN, ZHANG XIANMING, JI GUOJUN. Research progress on extractants and processes for removal of oxygenated compounds from Fischer-Tropsch synthetic oil. [J]. Low-carbon chemistry and chemical engineering, 2025, 50(1): 76-86.
DOI：

CHU YUEXIN, ZHANG XIANMING, JI GUOJUN. Research progress on extractants and processes for removal of oxygenated compounds from Fischer-Tropsch synthetic oil. [J]. Low-carbon chemistry and chemical engineering, 2025, 50(1): 76-86. DOI： 10.12434/j.issn.2097-2547.20240304.

摘要

脱除含氧化合物是费托合成油高值化利用亟待解决的问题之一。综述了萃取法脱除费托合成油中含氧化合物的研究进展。首先总结了各类萃取剂的萃取性能及可能存在的问题，包括砜类、醇类、胺类和酯类化合物等传统溶剂，以及离子液体和低共熔溶剂等新型溶剂。然后简述了液液萃取和萃取精馏等适用于脱除费托合成油中含氧化合物的工艺流程。最后对萃取脱除费托合成油中含氧化合物进行了总结和展望，以期为相关技术的研究和工业化应用提供参考。

Abstract

The removal of oxygenated compounds is one of the critical challenges for the high-value utilization of Fischer-Tropsch (F-T) synthetic oil. The research progress on the extraction-based removal of oxygenated compounds from F-T synthetic oil was summarized. Firstly

the extraction performance and potential issues of various extractants were discussed

including traditional solvents such as sulfone

alcohol

amine

and ester compounds

as well as novel solvents such as ionic liquids and deep eutectic solvents. Subsequently

process flows suitable for removing oxygenated compounds from F-T synthetic oil

such as liquid-liquid extraction and extractive distillation

were briefly introduced. Finally

a summary and outlook on the extraction-based removal of oxygenated compounds from F-T synthetic oil were provided

aiming to offer insights for research and industrial applications in related technologies.

关键词

费托合成油含氧化合物萃取离子液体低共熔溶剂

Keywords

Fischer-Tropsch synthetic oiloxygenated compoundsextractionionic liquidsdeep eutectic solvents

references

郭威, 吴裕根, 杨丽丽. 基于能源安全协同保障的煤制油产业发展研究[J]. 石油科技论坛, 2024, 43(3): 32-39.

GUO W, WU Y G, YANG L L. Research on coal-to-oil industrial development based on collaborative guarantee of energy security [J]. Petroleum Science and Technology Forum, 2024, 43(3): 32-39.

LIN T J, AN Y L, FEI Y, et al. Advances in selectivity control for Fischer-Tropsch synthesis to fuels and chemicals with high carbon efficiency [J]. ACS Catalysis, 2022, 12(19): 12092-12112.

CHENG K, KANG J C, KING D L, et al. Advances in catalysis for syngas conversion to hydrocarbons [J]. Advances in Catalysis, 2017, 60: 125-208.

刘雪, 张晓龙, 刘宏宇, 等. 费-托合成油中含氧化合物的脱除[J]. 炼油技术与工程, 2022, 52(3): 21-25.

LIU X, ZHANG X L, LIU H Y, et al. Removal of oxygenated compounds from Fischer-Tropsch synthetic oils [J]. Petroleum Refinery Engineering, 2022, 52(3): 21-25.

王玉如, 王玉龙, 于祺, 等. 费托合成油中含氧化合物脱除方法的研究进展[J]. 精细石油化工进展, 2019, 20(1): 42-45.

WANG Y R, WANG Y L, YU Q, et al. Progress of research on methods of removing oxygenates from Fisher-Tropsch oil [J]. Advances in Fine Petrochemicals, 2019, 20(1): 42-45.

何金学, 石好亮, 安良成. 费托合成α-烯烃脱除含氧化合物方法的研究进展[J]. 合成材料老化与应用, 2020, 49(2): 128-131.

HE J X, SHI H L, AN L C. Research progress of removal method for oxygenates from Fischer-Tropsch reaction [J]. Journal Synthetic Materials Aging and Application, 2020, 49(2): 128-131.

张先明, 张晓龙, 钱震, 等. 费托合成油含氧化合物吸附脱除研究进展[J]. 炼油技术与工程, 2023, 53(1): 26-30.

ZHANG X M, ZHANG X L, QIAN Z, et al. Research progress in adsorption and removal of oxygenates from Fischer-Tropsch synthetic oils [J]. Petroleum Refinery Engineering, 2023, 53(1): 26-30.

李洲, 秦炜. 液-液萃取[M]. 北京: 化学工业出版社, 2013: 4-59.

LI Z, QIN W. Liquid-liquid extraction [M]. Beijing: Chemical Industry Press, 2013: 4-59.

戴猷元. 液液萃取化工基础[M]. 北京: 化学工业出版社, 2015: 1-15.

DAI Y Y. Fundamentals of chemical engineering for liquid-liquid extraction [M]. Beijing: Chemical Industry Press, 2015: 1-15.

DESIRAJU G R, STEINER T. The weak hydrogen bond in structural chemistry and biology [M]. Oxford: Oxford University Press, 1999: 29-121.

钱震, 李俊诚, 刘宏宇, 等. 一种脱除费托油中含氧化合物的连续工艺: 113684056B [P]. 2023-03-24.

QIAN Z, LI J C, LIU H Y, et al. A continuous process for removing oxygenated compounds from Fischer-Tropsch oils: 113684056B [P]. 2023-03-24.

刘欢, 邹琥, 史军军, 等. 一种脱除费托合成轻油中含氧化合物的方法: 112745908A [P]. 2021-05-04.

LIU H, ZOU H, SHI J J, et al. A method for removing oxygenated compounds from Fischer-Tropsch synthetic light oils: 112745908A [P]. 2021-05-04.

QUANN R J, TABAK S A. Process for removing oxygenated compounds or other impurities from hydrocarbon streams: US4686317A [P]. 1987-08-11.

YANG Q, SHENG M, LI X Y, et al. Potential explosion hazards associated with the autocatalytic thermal decomposition of dimethyl sulfoxide and its mixtures [J]. Organic Process Research & Development, 2020, 24(6): 916-939.

GALLO S G, ROSELLE N J. Recovery of alcohols from hydrocarbon oils: US2610977A [P]. 1947-12-06.

德韦J P, 詹森W, 雅各布森P. 从烃流中萃取含氧物: 1764619A [P]. 2006-04-26.

WET J P, JANSEN W, JACOBSON P. Extraction of oxygenates from hydrocarbon streams: 1764619A [P]. 2006-04-26.

郭军军, 马时锋, 张一波. 一种脱除费托合成α-烯烃中含氧化物的方法: 109054886A [P]. 2018-12-21.

GUO J J, MA S F, ZHANG Y B. A method for removing oxides contained in Fischer-Tropsch synthesised α-olefins: 109054886A [P]. 2018-12-21.

格里格尔I, 肖尔茨J H, 德韦J P, 等. 线性烷基苯的制造方法: 1764618A [P]. 2006-04-26.

GREAGER I, SCHOLTZ J H, WET J P, et al. Method of manufacturing linear alkyl benzene: 1764618A [P]. 2006-04-26.

耿春宇, 陈彪, 贾瑞, 等. 一种从费托合成轻质油分离高纯度α-烯烃的方法及系统: 115746903A [P]. 2023-03-07.

GENG C Y, CHEN B, JIA R, et al. A method and system for separating high-purity α-olefins from Fischer-Tropsch synthetic light oils: 115746903A [P]. 2023-03-07.

李丽, 朱豫飞, 缪平, 等. 从费托合成油中脱除含氧化合物的方法: 111718748A [P]. 2020-09-29.

LI L, ZHU Y F, MIU P, et al. Method for removing oxygenated compounds from Fischer-Tropsch synthetic oils: 111718748A [P]. 2020-09-29.

史军军, 李林玥, 邹琥, 等. 一种脱除费托合成轻油中含氧化合物的方法: 112745909B [P]. 2022-10-21.

SHI J J, LI L Y, ZOU H, et al. A method for removing oxygenated compounds from Fischer-Tropsch synthetic light oils: 112745909B [P]. 2022-10-21.

王春生, 轩丽伟, 杨瑞营, 等. 一种针对费托油脱氧化物的复合萃取剂及其制备方法: 108822885B [P]. 2020-12-25.

WANG C S, XUAN L W, YANG R Y, et al. A composite extractant for Fischer-Tropsch oil deoxidation and its preparation method: 108822885B [P]. 2020-12-25.

李绍通. 费托合成轻质馏分油精制新工艺: 106753546A [P]. 2017-05-31.

LI S T. Fischer-Tropsch light distillate refining process: 106753546A [P]. 2017-05-31.

KUZMANOVIĆ B, KUIPERS N J M, HAAN A B, et al. Reactive extraction of carbonyl compounds from apolar hydrocarbons using aqueous salt solutions [J]. Industrial & Engineering Chemistry Research, 2003, 42: 2885-2896.

ZHANG S J, SUN J, ZHANG X C, et al. Ionic liquid-based green processes for energy production [J]. Chemical Society Reviews, 2014, 43: 7838-7869.

CLARKE C J, TU W, LEVERS O, et al. Green and sustainable solvents in chemical processes [J]. Chemical Reviews, 2018, 118(2): 747-800.

齐亚兵, 刘子炎. 离子液体萃取分离液相中酚类物质的研究进展[J]. 化工进展, 2024, 43(10): 5765-5777.

QI Y B, LIU Z Y. Research advances of extraction separation of phenolic compounds by ionic liquids [J]. Chemical Industry and Engineering Progress, 2024, 43(10): 5765-5777.

LI R L, XING H B, YANG Q W, et al. Selective extraction of 1-hexene against n-hexane in ionic liquids with or without silver salt [J]. Industrial & Engineering Chemistry Research, 2012, 51(25): 8588-8597.

杨启炜, 鲍宗必, 邢华斌, 等. 离子液体萃取分离结构相似化合物研究进展[J]. 化工进展, 2019, 38(1): 91-99.

YANG Q W, BAO Z B, XING H B, et al. Research progress on the extractive separation of structurally-related compounds by ionic liquids [J]. Chemical Industry and Engineering Progress, 2019, 38(1): 91-99.

张香平, 白银鸽, 闫瑞一, 等. 离子液体萃取分离有机物研究进展[J]. 化工进展, 2016, 35(6): 1587-1605.

ZHANG X P, BAI Y G, YAN R Y, et al. Progress in ionic liquids for extraction of organic compounds [J]. Chemical Industry and Engineering Progress, 2016, 35(6): 1587-1605.

YAN W W, WEI X Y, WANG M X, et al. Overview: Effective separation of oxygen-, nitrogen-, and sulfur containing aromatics in high-temperature coal tar by ionic liquids and deep eutectic solvents: Experimental and computational [J]. Industrial & Engineering Chemistry Research, 2022, 61(13): 4481-4492.

张安贵, 桂建舟, 何金学, 等. 脱除费托合成油中含氧化合物的方法: 115820294A [P]. 2023-03-21.

ZHANG A G, GUI J Z, HE J X, et al. Method for removing oxygenated compounds from Fischer-Tropsch synthetic oils: 115820294A [P]. 2023-03-21.

RAŽIĆ S, GADŽURIĆ S, TRTIĆ-PETROVIĆ T. Ionic liquids in green analytical chemistry-are they that good and green enough? [J]. Analytical and Bioanalytical Chemistry, 2024, 416(9): 2023-2029.

MA J M, CAI L L, ZHANG B J, et al. Acute toxicity and effects of 1-alkyl-3-methylimidazolium bromide ionic liquids on green algae [J]. Ecotoxicology and Environmental Safety, 2010, 73(6): 1465-1469.

ZHANG Q H, VIGIER K O, ROYER S, et al. Deep eutectic solvents: Syntheses, properties and applications [J]. Chemical Society Reviews, 2012, 41(21): 7108-7146.

QIU X M, DENG C T, CAO X Y, et al. Green and designable deep eutectic solvents for extraction separation of oxygenated compounds in Fischer-Tropsch oil products: Hydrogen bond descriptors and structure-activity study [J]. Separation and Purification Technology, 2024, 330: 125540.

ESFAHANI H S, KHOSHSIMA A, PAZUKI G. Choline chloride-based deep eutectic solvents as green extractant for the efficient extraction of 1-butanol or 2-butanol from azeotropic n-heptane + butanol mixtures [J]. Journal of Molecular Liquids, 2020, 313: 113524.

YI L, FENG J, LI W Y, et al. High-performance separation of phenolic compounds from coal-based liquid oil by deep eutectic solvents [J]. ACS Sustainable Chemistry & Engineering, 2019, 7(8): 7777-7783.

SMITH E L, ABBOTT A P, RYDER K S. Deep eutectic solvents (DESs) and their applications [J]. Chemical Reviews, 2014, 114: 11060-11082.

MAJID M F, ZAID H F M, KAIT C F, et al. Futuristic advance and perspective of deep eutectic solvent for extractive desulfurization of fuel oil: A review [J]. Journal of Molecular Liquids, 2020, 306: 112870.

LI H, ZHANG Z S, SUN G L, et al. Performance and mechanism of the separation of C8 α-olefin from F-T synthesis products using novel Ag-DES [J]. AlChE Journal, 2021, 67(8): 17252.

WET J P, SCHOLTZ J J. Separation of oxygenates from a hydrocarbon stream: US0044263A [P]. 2004-03-04.

孙启文, 杨正伟, 张宗森. 一种从费托合成油品中分离含氧化合物和1-己烯的方法: 105777467B [P]. 2018-06-26.

SUN Q W, YANG Z W, ZHANG Z S. A method for separating oxygenated compounds and 1-hexene from Fischer-Tropsch synthetic oils: 105777467B [P]. 2018-06-26.

董立华, 郝栩, 曹立仁, 等. 费托合成油品脱酸和含氧化合物过程模拟[J]. 煤炭转化, 2009, 32(2): 14-17.

DONG L H, HAO X, CAO L R, et al. Progress simulation of removing acids and oxygenates from oil of Fischer-Tropsch synthesis [J]. Coal Conversion, 2009, 32(2): 14-17.

杨正伟, 孙启文, 张宗森. 萃取精馏脱高温费托合成C6馏分中的含氧化合物[J]. 石油化工, 2016, 45(4): 402-407.

YANG Z W, SUN Q W, ZHANG Z S. Removing oxygenates from C6 fraction in high-temperature Fischer-Tropsch synthesis products by extractive distillation [J]. Petrochemical Technology, 2016, 45(4): 402-407.

李洪, 赵悦, 李鑫钢, 等. 脱除费托合成油窄馏分中含氧化合物的方法与装置: 109096033A [P]. 2018-12-28.

LI H, ZHAO Y, LI X G, et al. Method and apparatus for removing oxygenated compounds from narrow fractions of Fischer-Tropsch synthetic oils: 109096033A [P]. 2018-12-28.

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