Citation: SUI Meng, LI Fa-she, WU Xue-hua, WANG Shuang, LI Ming. Preparation of anionic functionalized ionic liquid antioxidant[X] [C₆H₅COO] for biodiesel[J]. Journal of Fuel Chemistry and Technology, ;2019, 47(1): 66-73. shu

Preparation of anionic functionalized ionic liquid antioxidant[X] [C₆H₅COO] for biodiesel

SUI Meng ^1,2 ,
LI Fa-she ^1,2,, ,
WU Xue-hua ^1,3 ,
WANG Shuang ² ,
LI Ming ⁴

1.
Faculty of Metallurgical and Energy Engineering, Kunming University of Science and Technology, Kunming 650093, China
2.
Engineering Research Center of Metallurgical Energy Conservation & Emission Reduction, Ministry of Education, Kunming 650093, China
3.
Kunming University of Science and Technology, Kunming 650093, China
4.
Guangzhou Institute of Energy Conversion, Chinese Academy of Sciences, Guangzhou 510000, China

Corresponding author: LI Fa-she, asan97@qq.com
Received Date: 6 August 2018
Revised Date: 6 November 2018

Fund Project: Natural Science Foundation of Yunnan Province 2015FB128State Key Laboratory of Clean and Applied Utilization of Complex Nonferrous Metal Resources CNMRCUTS1704The project was supported by the National Natural Science Foundation of China(51766007), Natural Science Foundation of Yunnan Province(2015FB128, 2018FB092), NSFC-Yunnan Joint Fund Project(U1602272), State Key Laboratory of Clean and Applied Utilization of Complex Nonferrous Metal Resources(CNMRCUTS1704) and Yunnan Science and Technology Department Foundation Youth project (2016FD055)Yunnan Science and Technology Department Foundation Youth project 2016FD055Natural Science Foundation of Yunnan Province 2018FB092NSFC-Yunnan Joint Fund Project U1602272the National Natural Science Foundation of China 51766007

Figures(12)

Two ionic liquid antioxidants ([MI] [C₆H₅COO], [Ch] [C₆H₅COO]) were designed, and synthesized, and measured by nuclear magnetic resonance spectra and Fourier infrared spectra.The effects of two ionic liquid antioxidants on the oxidation resistance, copper corrosion and oil solubility of Jatropha biodiesel were studied.The results show that ionic liquid antioxidants can effectively improve the oxidative stability of biodiesel. When the addition amount of[MI] [C₆H₅COO] is 0.3‰, the induction period of Jatropha biodiesel increases by 238%, exceeding the national standard (6 h). However, when the addition amount of[Ch] [C₆H₅COO] is 0.3‰, the induction period of Jatropha biodiesel increases by 141%, which does not meet the national standard. The order of oil solubility from large to small is[MI] [C₆H₅COO] > [Ch] [C₆H₅COO] > GA (raw material for synthesizing ionic liquid antioxidants).Moreover, the experiments show that the synthetic properties of[MI] [C₆H₅COO] containing lipophilic cations in the two ionic liquid antioxidants are significantly better than those containing hydrophilic cations[Ch] [C₆H₅COO].
- ionic liquid,
- biodiesel,
- antioxidants,
- oil solubility,
- oxidative stability
1. [1]
  BP Statistical Review of World Energy[R]. BP, 2018, 6.
2. [2]
  KAINAR P, WANG Tie. Analysis of combustion and emission differences of 0# diesel, F-T diesel and biodiesel fueled by diesel engines[J]. Sci Technol Eng, 2018,18(8):203-208.
3. [3]
  SHAN Zheng-shuai. Determination and optimization of oxidative stability of biodiesel[D]. Kunming: Kunming University of Science and Technology, 2017.
4. [4]
  SUI Meng, WANG Shuang, LI Fa-she, NIE Zi-cheng, LIU Zuo-wen, ZHOU Li, SHEN Jia-xu. Effect of phenolic antioxidant compound amine antioxidant on antioxidant property of biodiesel[J]. China Oils Fats, 2018,43(4):88-91. doi: 10.3969/j.issn.1003-7969.2018.04.021
5. [5]
  LI Fa-she, LI Ming, BAO Gui-rong, WANG Hua, LI Yi-zhe, DU Wei, WANG Zheng. Effects of ten antioxidants on oxidation stability of Jatropha curcas L. biodiesel[J]. China Oils Fats, 2014,39(1):50-54.
6. [6]
  LI Fa-she, BAO Gui-rong, WANG Hua. Research advance in oxidative stability of biodiesel[J]. China Oils Fats, 2009,34(2):1-5. doi: 10.3321/j.issn:1003-7969.2009.02.001
7. [7]
  CAI Zhen-ping. Study on efficient conversion of biomass by catalytic ionic liquids[D]. Guangzhou: South China University of Technology, 2016.
8. [8]
  PAN Ming-guang. Structural design of new functionalized ionic liquids and its research on regulation of acid gas capture[D]. Hangzhou: Zhejiang University, 2017.
9. [9]
  WANG Wen-zhi, LIU Ran, CAO Meng-meng, WU Yu, LÜ Jian-ping, ZHAO Di-shun. Research progress of esterification reaction catalyzed by functionalized ionic liquid[J]. Chin J Appl Chem, 2018,47(3):593-598. doi: 10.3969/j.issn.1671-3206.2018.03.041
10. [10]
  WANG Yin-hang, LI Wei, LUO Sha, LIU Shou-xin, MA Chun-hui, LI Jian. Research advances on the applications of immobilized ionic liquids functional materials[J]. Acta Chim Sin, 2018,76(2):85-94.
11. [11]
  KHIRATKAR A G, BALINGE K R, PATLE D S. Transesterification of castor oil using benzimidazolium based Bronsted acid ionic liquid catalyst[J]. Fuel, 2018,231:458-467. doi: 10.1016/j.fuel.2018.05.127
12. [12]
  ZHANG H, WU X Q, YUAN Y N. An io nic liquid functionalized graphene adsorbent with multiple adsorption mechanisms for pipette-tip solid-phase extraction of auxins in soybean sprouts[J]. Food Chem, 2018,265:290-297. doi: 10.1016/j.foodchem.2018.05.090
13. [13]
  LI Fa-she. Preparation of Jatropha biodiesel by supercritical two-step method and its anti-oxidation and low temperature resistance[D]. Kunming: Kunming University of Science and Technology, 2011.
14. [14]
  WANG Le-le. Oxidative stability of biodiesel and its antioxidants[D]. Hangzhou: Zhejiang University of Technology, 2015.
15. [15]
  LI Fa-she, LI Ming, BAO Gui-rong, WANG Hua, DU Wei, SU Cheng-shuai, WANG Wei. Improvement of oxidative stability of rubber seed oil biodiesel with additives[J]. Chin J Process Eng, 2014,14(1):145-150.
16. [16]
  SHAN Zheng-shuai, LI Fa-she, BAO Gui-rong, SHEN Jia-xu. Determination and optimization of oxidation stability of eight kinds of biodiesels at room temperature[J]. China Oils Fats, 2017,42(10):106-109. doi: 10.3969/j.issn.1003-7969.2017.10.023
17. [17]
  SU Cheng-shuai, LI Fa-she, LI Ming, YANG Xue-yi, BAO Gui-rong, WANG Hua, DU Wei. Oil-solubility property of 10 kinds of antixoidants in biodiesel[J]. J Chin Cereals Oils Assoc, 2015,30(5):53-57. doi: 10.3969/j.issn.1003-0174.2015.05.010
18. [18]
  QIN Hai-lin, YU De-quan. Handbook of Analytical Chemistry[M]. Beijing:Chemical Industry Press, 2016, 10.
19. [19]
  FAZAL M A, JAKERIA M R, HASEEB A S M A. Effect of antioxidants on the stability and corrosiveness of palm biodiesel upon exposure of different metals[J]. Energy, 2017,135:220-226. doi: 10.1016/j.energy.2017.06.128
20. [20]
  FAZAL M A, JAKERIA M R, HASEEB A S M A. Effect of copper and mild steel on the stability of palm biodiesel properties:A comparative study. Indus[J]. Crops Prod, 2014,58(0):8-14.
21. [21]
  LI Ping, LIU Guo-qin. study on antioxidant activity and mechanism of several oil-soluble anti-oxidants in the different oils[J]. Agric Prod Process, 2012(6):50-55.
22. [22]
  CHEN Xiao-di, LIU Fei, XU Hong. State of the art of the study of natural liposoluble antioxidants[J]. Food Sci, 2017,38(3):299-304.
1. [1]
  Jiaxi Xu , Yuan Ma . Influence of Hyperconjugation on the Stability and Stable Conformation of Ethane, Hydrazine, and Hydrogen Peroxide. University Chemistry, 2024, 39(11): 374-377. doi: 10.3866/PKU.DXHX202402049
2. [2]
  Xuyang Wang , Jiapei Zhang , Lirui Zhao , Xiaowen Xu , Guizheng Zou , Bin Zhang . Theoretical Study on the Structure and Stability of Copper-Ammonia Coordination Ions. University Chemistry, 2024, 39(3): 384-389. doi: 10.3866/PKU.DXHX202309065
3. [3]
  Xiaoning TANG , Shu XIA , Jie LEI , Xingfu YANG , Qiuyang LUO , Junnan LIU , An XUE . Fluorine-doped MnO₂ with oxygen vacancy for stabilizing Zn-ion batteries. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1671-1678. doi: 10.11862/CJIC.20240149
4. [4]
  Shitao Fu , Jianming Zhang , Cancan Cao , Zhihui Wang , Chaoran Qin , Jian Zhang , Hui Xiong . Study on the Stability of Purple Cabbage Pigment. University Chemistry, 2024, 39(4): 367-372. doi: 10.3866/PKU.DXHX202401059
5. [5]
  Wenjun Zheng . Application in Inorganic Synthesis of Ionic Liquids. University Chemistry, 2024, 39(8): 163-168. doi: 10.3866/PKU.DXHX202401020
6. [6]
  Xiaoning TANG , Junnan LIU , Xingfu YANG , Jie LEI , Qiuyang LUO , Shu XIA , An XUE . Effect of sodium alginate-sodium carboxymethylcellulose gel layer on the stability of Zn anodes. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1452-1460. doi: 10.11862/CJIC.20240191
7. [7]
  Yingtong Shi , Guotong Xu , Guizeng Liang , Di Lan , Siyuan Zhang , Yanru Wang , Daohao Li , Guanglei Wu . PEG-VN改性PP隔膜用于高稳定性高效率锂硫电池. Acta Physico-Chimica Sinica, 2025, 41(7): 100082-. doi: 10.1016/j.actphy.2025.100082
8. [8]
  Lina Guo , Ruizhe Li , Chuang Sun , Xiaoli Luo , Yiqiu Shi , Hong Yuan , Shuxin Ouyang , Tierui Zhang . 层状双金属氢氧化物的层间阴离子对衍生的Ni-Al₂O₃催化剂光热催化CO₂甲烷化反应的影响. Acta Physico-Chimica Sinica, 2025, 41(1): 2309002-. doi: 10.3866/PKU.WHXB202309002
9. [9]
  Jing SU , Bingrong LI , Yiyan BAI , Wenjuan JI , Haiying YANG , Zhefeng Fan . Highly sensitive electrochemical dopamine sensor based on a highly stable In-based metal-organic framework with amino-enriched pores. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1337-1346. doi: 10.11862/CJIC.20230414
10. [10]
  Xuewei BA , Cheng CHENG , Huaikang ZHANG , Deqing ZHANG , Shuhua LI . Preparation and luminescent performance of Sr_1-xZrSi₂O₇∶xDy³⁺ phosphor with high thermal stability. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 357-364. doi: 10.11862/CJIC.20240096
11. [11]
  Renqing Lü , Shutao Wang , Fang Wang , Guoping Shen . Computational Chemistry Aided Organic Chemistry Teaching: A Case of Comparison of Basicity and Stability of Diazine Isomers. University Chemistry, 2025, 40(3): 76-82. doi: 10.12461/PKU.DXHX202404119
12. [12]
  Baitong Wei , Jinxin Guo , Xigong Liu , Rongxiu Zhu , Lei Liu . Theoretical Study on the Structure, Stability of Hydrocarbon Free Radicals and Selectivity of Alkane Chlorination Reaction. University Chemistry, 2025, 40(3): 402-407. doi: 10.12461/PKU.DXHX202406003
13. [13]
  Zeyi Yan , Ruitao Liu , Xinyu Qi , Yuxiang Zhang , Lulu Sun , Xiangyuan Li , Anchao Feng . Exploration of Suspension Polymerization: Preparation and Fluorescence Stability of Perovskite Polystyrene Microbeads. University Chemistry, 2025, 40(4): 72-79. doi: 10.12461/PKU.DXHX202405110
14. [14]
  Mingxuan Qi , Lanyu Jin , Honghe Yao , Zipeng Xu , Teng Cheng , Qi Chen , Cheng Zhu , Yang Bai . 钙钛矿太阳能电池在反向偏压下的电学失效及稳定性研究进展. Acta Physico-Chimica Sinica, 2025, 41(8): 100088-. doi: 10.1016/j.actphy.2025.100088
15. [15]
  Wei HE , Jing XI , Tianpei HE , Na CHEN , Quan YUAN . Application of solar-driven inorganic semiconductor-microbe hybrids in carbon dioxide fixation and biomanufacturing. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 35-44. doi: 10.11862/CJIC.20240364
16. [16]
  Xiaotian ZHU , Fangding HUANG , Wenchang ZHU , Jianqing ZHAO . Layered oxide cathode for sodium-ion batteries: Surface and interface modification and suppressed gas generation effect. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 254-266. doi: 10.11862/CJIC.20240260
17. [17]
  Aoyu Huang , Jun Xu , Yu Huang , Gui Chu , Mao Wang , Lili Wang , Yongqi Sun , Zhen Jiang , Xiaobo Zhu . Tailoring Electrode-Electrolyte Interfaces via a Simple Slurry Additive for Stable High-Voltage Lithium-Ion Batteries. Acta Physico-Chimica Sinica, 2025, 41(4): 100037-. doi: 10.3866/PKU.WHXB202408007
18. [18]
  Hailian Tang , Siyuan Chen , Qiaoyun Liu , Guoyi Bai , Botao Qiao , Fei Liu . Stabilized Rh/hydroxyapatite Catalyst for Furfuryl Alcohol Hydrogenation: Application of Oxidative Strong Metal-Support Interactions in Reducing Conditions. Acta Physico-Chimica Sinica, 2025, 41(4): 100036-. doi: 10.3866/PKU.WHXB202408004
19. [19]
  Yuchen Zhou , Huanmin Liu , Hongxing Li , Xinyu Song , Yonghua Tang , Peng Zhou . Designing thermodynamically stable noble metal single-atom photocatalysts for highly efficient non-oxidative conversion of ethanol into high-purity hydrogen and value-added acetaldehyde. Acta Physico-Chimica Sinica, 2025, 41(6): 100067-. doi: 10.1016/j.actphy.2025.100067
20. [20]
  Xuejie Wang , Guoqing Cui , Congkai Wang , Yang Yang , Guiyuan Jiang , Chunming Xu . 碳基催化剂催化有机液体氢载体脱氢研究进展. Acta Physico-Chimica Sinica, 2025, 41(5): 100044-. doi: 10.1016/j.actphy.2024.100044

Get Citation

PDF

XML

Metrics

PDF Downloads(4)
Abstract views(2480)
HTML views(127)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

Preparation of anionic functionalized ionic liquid antioxidant[X] [C6H5COO] for biodiesel

Metrics

通讯作者: 陈斌, bchen63@163.com

Preparation of anionic functionalized ionic liquid antioxidant[X] [C₆H₅COO] for biodiesel