Citation: WU Han, WU Kai, ZHANG Hui-yan. Fenton pretreatment of lignin to remove methoxy in pyrolytic bio-oil[J]. Journal of Fuel Chemistry and Technology, ;2020, 48(10): 1186-1192. shu

Fenton pretreatment of lignin to remove methoxy in pyrolytic bio-oil

Key Laboratory of Energy Thermal Conversion and Control Ministry of Education, Southeast University, Nanjing 210096, China

Corresponding author: ZHANG Hui-yan, hyzhang@seu.edu.cn
Received Date: 25 August 2020
Revised Date: 4 October 2020

Fund Project: The project was supported by the National Key Research and Development Program of China (2019YFD1100602), the National Nature Science Fund for Excellent Young Scholar (China)(51822604) and the Nature Science Fund of Jiangsu Province for Distinguished Young Scholar (China) (BK20180014)The Nature Science Fund of Jiangsu Province for Distinguished Young Scholar (China) BK20180014the National Key Research and Development Program of China 2019YFD1100602The National Nature Science Fund for Excellent Young Scholar (China) 51822604

Figures(6)

A Fenton solution with different H₂O₂ concentrations was used to pretreat an alkali lignin (AL), and combined with fast pyrolysis, the change in the content of phenolic compounds containing methoxy group in light bio-oil was explored, also, the influence of the Fenton solution on the structure of the alkali lignin was also studied. The results show that the peak area of phenolic compounds containing methoxy groups in light bio-oil decreases from 7.3×10⁹ with AL (untreated alkali lignin) to 5.2×10⁹ with 13-FML (pretreated alkali lignin with Fenton solution at a concentration of 13 mL/g H₂O₂), decreasing by about 29%. While the peak area of phenolic compounds containing methyl groups and ethyl groups increases from 3.9×10⁹ with AL to 7.2×10⁹ with 13-FML, increasing by about 1.85 times. At the same time, the yield of light bio-oil increases from 22.4% to 28.7%. Through FT-IR, ¹H NMR and ¹³C NMR analysis, it is found that Fenton pretreatment can destroy the condensational structural units of lignin and reduce the content of methoxy, thus providing favorable conditions for subsequent fast pyrolysis to produce bio-oil with low methoxy content.
- lignin,
- fenton pretreatment,
- fast pyrolysis,
- methoxy removal
1. [1]
  HUANG Yu-qian, WU Yu-ting, ZHENG An-qing, ZHAO Zeng-li, LI Hai-bin. Co-pyrolysis characteristics of lignin and lignite:Analytical Py-GC-MS study[J]. J Circ Syst, 2017,5(5):333-340.
2. [2]
  PONNUSAMY V K, DINH D N, DHARMARAJA J, SHOBANA S, BANU J R, SARATALE R G, CHANG S W, KUMAR G. A review on lignin structure, pretreatments, fermentation reactions and biorefinery potential[J]. Bioresour Technol, 2019,271:462-472. doi: 10.1016/j.biortech.2018.09.070
3. [3]
  RAGAUSKAS A J, BECKHAM G T, BIDDY M J, CHANDRA R, CHEN F, DAVIS M F, DAVISON B H, DIXON R A, GILNA P, KELLER M, LANGAN P, NASKAR A K, SADDLER J N, TSCHAPLINSKI T J, TUSKAN G A, WYMAN C E. Lignin valorization:Improving lignin processing in the biorefinery[J]. Science, 2014,344(12468436185)709.
4. [4]
  DONG Zhi-guo, LIU Zi-hao, LI Jian, YANG Hai-ping, WANG Lei, CHEN Han-ping. Study on catalytic pyrolysis characteristics of lignin ultrafiltrated from black liquor[J]. Acta Energ Sol Sin, 2020,41(2):58-65.
5. [5]
  MA Huan-huan, WAN Yi-ling, XIE Ling-xiang, MENG Fan-rui, ZHOU Jian-bin. Structural characterization and pyrolysis characteristics of apricot shell lignin[J]. Biomass Chem Eng, 2019,53(6):27-32.
6. [6]
  WANG Fei, ZHENG Yun-wu, ZHENG Zhi-feng. Yields and compositions of products by pyrolysis of yunnan pine[J]. Biomass Chem Eng, 2015,49(4):14-18.
7. [7]
  ZHENG An-qing, ZHAO Zeng-li, JIANG Hong-ming, ZHANG Wei, CHANG Sheng, WU Wen-qiang, LI Hai-bin. Effect of pretreatment temperature of pine on bio-oil characteristics[J]. J Fuel Chem Technol, 2012,40(1):29-36.
8. [8]
  ZHANG H, XIAO R, WANG D, ZHONG Z, SONG M, PAN Q, HE G. Catalytic fast pyrolysis of biomass in a fluidized bed with fresh and spent fluidized catalytic cracking (FCC) catalysts[J]. Energy Fuels, 2009,23(12):6199-6206. doi: 10.1021/ef900720m
9. [9]
  DAI G, ZOU Q, WANG S, ZHAO Y, ZHU L, HUANG Q. Effect of torrefaction on the structure and pyrolysis behavior of lignin[J]. Energy Fuels, 2018,32(4):4160-4166.
10. [10]
  HONG Chen, XING Yi, SI Yan-xiao, WANG Zhi-qiang, LIU Min. Influence of Fenton's reagent oxidation on sludge dewaterability[J]. Res Environ Sci, 2014,27(6):615-622.
11. [11]
  WU K, YING W, SHI Z, YANG H, ZHENG Z, ZHANG J, YANG J. Enhancing effect of residual lignins from D. sinicus pretreated with fenton chemistry on enzymatic digestibility of cellulose[J]. Energy Technol, 2018,6(9):1755-1762. doi: 10.1002/ente.201700880
12. [12]
  WU K, YING W, SHI Z, YANG H, ZHENG Z, ZHANG J, YANG J. Fenton reaction-oxidized bamboo lignin surface and structural modification to reduce nonproductive cellulase binding and improve enzyme digestion of cellulose[J]. ACS Sustainable Chem. Eng, 2018,6(3):3853-3861.
13. [13]
  ASMADI M, KAWAMOTO H, SAKA S. Thermal reactions of guaiacol and syringol as lignin model aromatic nuclei[J]. J Anal Appl Pyrolysis, 2011,92(1):88-98. doi: 10.1016/j.jaap.2011.04.011
14. [14]
  WU K, WU H, ZHANG H, ZHANG B, WEN C, HU C, LIU C, LIU Q. Enhancing levoglucosan production from waste biomass pyrolysis by Fenton pretreatment[J]. Waste Manage, 2020,108:70-77. doi: 10.1016/j.wasman.2020.04.023
15. [15]
  MENG Xin. Selectivity pyrolysis of biomass for chemical of levoglucosan and levoglucosenone[D]. Nanjing: Southeast University, 2017.
16. [16]
  LIU Q, WANG S, ZHENG Y, LUO Z, CEN K. Mechanism study of wood lignin pyrolysis by using TG-FTIR analysis[J]. J Anal Appl Pyrolysis, 2008,82(1):170-177. doi: 10.1016/j.jaap.2008.03.007
17. [17]
  CARLSON T R, JAE J, LIN Y, TOMPSETT G A, HUBER G W. Catalytic fast pyrolysis of glucose with HZSM-5:The combined homogeneous and heterogeneous reactions[J]. J Catal, 2010,270(1):110-124.
18. [18]
  WU J, CHANG G, LI X, LI J, GUO Q. Effects of NaOH on the catalytic pyrolysis of lignin/HZSM-5 to prepare aromatic hydrocarbons[J]. J Anal Appl Pyrolysis, 2020,146(104775).
19. [19]
  ZHANG J, KIM K H, CHOI Y S, MOTAGAMWALA A H, DUMESIC J A, BROWN R C, SHANKS B H. Comparison of fast pyrolysis behavior of cornstover lignins isolated by different methods[J]. ACS Sustainable Chem Eng, 2017,5(7):5657-5661. doi: 10.1021/acssuschemeng.7b01393
20. [20]
  OUYANG Xin-ping, TAN You-dan, QIU Xue-qing. Oxidative degradation of lignin for producing monophenolic compounds[J]. J Fuel Chem Technol, 2014,42(6):677-682.
21. [21]
  YANG Q, SHI J, LIN L. Characterization of structural changes of lignin in the process of cooking of bagasse with solid alkali and active oxygen as a pretreatment for lignin conversion[J]. Energy Fuels, 2012,26(11):6999-7004. doi: 10.1021/ef300983h
22. [22]
  LIN X, SUI S, TAN S, J R. PITTMAN C U, SUN J, ZHANG Z. Fast pyrolysis of four lignins from different isolation processes using Py-GC/MS[J]. Energies, 2015,8(6):5107-5121. doi: 10.3390/en8065107
23. [23]
  LI H, CHAI X, LIU M, DENG Y. Novel method for the determination of the methoxyl content in lignin by headspace gas chromatography[J]. J Agric Food Chem, 2012,60(21):5307-5310. doi: 10.1021/jf300455g
24. [24]
  MOUSAVIOUN P, DOHERTY W O S. Chemical and thermal properties of fractionated bagasse soda lignin[J]. Ind. Crop. Prod, 2010,31(1):52-58. doi: 10.1016/j.indcrop.2009.09.001
25. [25]
  WANG S, RU B, LIN H, SUN W, LUO Z. Pyrolysis behaviors of four lignin polymers isolated from the same pine wood[J]. Bioresour Technol, 2015,182:120-127. doi: 10.1016/j.biortech.2015.01.127
1. [1]
  Yujia LI , Tianyu WANG , Fuxue WANG , Chongchen WANG . Direct Z-scheme MIL-100(Fe)/BiOBr heterojunctions: Construction and photo-Fenton degradation for sulfamethoxazole. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 481-495. doi: 10.11862/CJIC.20230314
2. [2]
  Di Yang , Jiayi Wei , Hong Zhai , Xin Wang , Taiming Sun , Haole Song , Haiyan Wang . Rapid Detection of SARS-CoV-2 Using an Innovative “Magic Strip”. University Chemistry, 2024, 39(4): 373-381. doi: 10.3866/PKU.DXHX202312023
3. [3]
  Zhuo WANG , Junshan ZHANG , Shaoyan YANG , Lingyan ZHOU , Yedi LI , Yuanpei LAN . Preparation and photocatalytic performance of CeO₂-reduced graphene oxide by thermal decomposition. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1708-1718. doi: 10.11862/CJIC.20240067
4. [4]
  Zhuomin Zhang , Hanbing Huang , Liangqiu Lin , Jingsong Liu , Gongke Li . Course Construction of Instrumental Analysis Experiment: Surface-Enhanced Raman Spectroscopy for Rapid Detection of Edible Pigments. University Chemistry, 2024, 39(2): 133-139. doi: 10.3866/PKU.DXHX202308034
5. [5]
  Min Gu , Huiwen Xiong , Liling Liu , Jilie Kong , Xueen Fang . Rapid Quantitative Detection of Procalcitonin by Microfluidics: An Instrumental Analytical Chemistry Experiment. University Chemistry, 2024, 39(4): 87-93. doi: 10.3866/PKU.DXHX202310120
6. [6]
  Yang Lv , Yingping Jia , Yanhua Li , Hexiang Zhong , Xinping Wang . Integrating the Ideological Elements with the “Chemical Reaction Heat” Teaching. University Chemistry, 2024, 39(11): 44-51. doi: 10.12461/PKU.DXHX202402059
7. [7]
  Liangzhen Hu , Li Ni , Ziyi Liu , Xiaohui Zhang , Bo Qin , Yan Xiong . A Green Chemistry Experiment on Electrochemical Synthesis of Benzophenone. University Chemistry, 2024, 39(6): 350-356. doi: 10.3866/PKU.DXHX202312001
8. [8]
  Limei CHEN , Mengfei ZHAO , Lin CHEN , Ding LI , Wei LI , Weiye HAN , Hongbin WANG . Preparation and performance of paraffin/alkali modified diatomite/expanded graphite composite phase change thermal storage material. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 533-543. doi: 10.11862/CJIC.20230312
9. [9]
  Yuena Yu , Fang Fang . Microwave-Assisted Synthesis of Safinamide Methanesulfonate. University Chemistry, 2024, 39(11): 210-216. doi: 10.3866/PKU.DXHX202401076
10. [10]
  Jing Wang , Pingping Li , Yuehui Wang , Yifan Xiu , Bingqian Zhang , Shuwen Wang , Hongtao Gao . Treatment and Discharge Evaluation of Phosphorus-Containing Wastewater. University Chemistry, 2024, 39(5): 52-62. doi: 10.3866/PKU.DXHX202309097
11. [11]
  Ping Song , Nan Zhang , Jie Wang , Rui Yan , Zhiqiang Wang , Yingxue Jin . Experimental Teaching Design on Synthesis and Antitumor Activity Study of Cu-Pyropheophorbide-a Methyl Ester. University Chemistry, 2024, 39(6): 278-286. doi: 10.3866/PKU.DXHX202310087
12. [12]
  Jingjie Tang , Luying Xie , Jiayu Liu , Shangyu Shi , Xinyu Sun , Jiayang Lin , Qikun Yang , Chuan'ang Yu , Zecheng Wang , Yingying Wang , Zengyang Xie . Efficient Rapid Synthesis and Antibacterial Activities of Tosylhydrazones: A Recommended Innovative Chemistry Experiment for Undergraduate Medical University. University Chemistry, 2024, 39(3): 316-326. doi: 10.3866/PKU.DXHX202309091
13. [13]
  Bing LIU , Huang ZHANG , Hongliang HAN , Changwen HU , Yinglei ZHANG . Visible light degradation of methylene blue from water by triangle Au@TiO₂ mesoporous catalyst. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 941-952. doi: 10.11862/CJIC.20230398
14. [14]
  Tao Cao , Fang Fang , Nianguang Li , Yinan Zhang , Qichen Zhan . Green Synthesis of p-Hydroxybenzonitrile Catalyzed by Spinach Extracts under Red-Light Irradiation: Research and Exploration of Innovative Experiments for Pharmacy Undergraduates. University Chemistry, 2024, 39(5): 63-69. doi: 10.3866/PKU.DXHX202309098
15. [15]
  Zhaohu Li , Weidong Wang , Yuhao Liu , Mingzhe Han , Lingling Wei , Huan Jiao . Research on the Safety Management and Disposal of Chemical Laboratory Waste. University Chemistry, 2024, 39(10): 128-136. doi: 10.3866/PKU.DXHX202312090
16. [16]
  Yahui HAN , Jinjin ZHAO , Ning REN , Jianjun ZHANG . Synthesis, crystal structure, thermal decomposition mechanism, and fluorescence properties of benzoic acid and 4-hydroxy-2, 2′: 6′, 2″-terpyridine lanthanide complexes. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 969-982. doi: 10.11862/CJIC.20240395
17. [17]
  Lisen Sun , Yongmei Hao , Zhen Huang , Yongmei Liu . Experimental Teaching Design for Viscosity Measurement Serves the Optimization of Operating Conditions for Kitchen Waste Treatment Equipment. University Chemistry, 2024, 39(2): 52-56. doi: 10.3866/PKU.DXHX202307063
18. [18]
  Kun Xu , Xinxin Song , Zhilei Yin , Jian Yang , Qisheng Song . Comprehensive Experimental Design of Preferential Orientation of Zinc Metal by Heat Treatment for Enhanced Electrochemical Performance. University Chemistry, 2024, 39(4): 192-197. doi: 10.3866/PKU.DXHX202309050
19. [19]
  Jingzhao Cheng , Shiyu Gao , Bei Cheng , Kai Yang , Wang Wang , Shaowen Cao . 4-氨基-1H-咪唑-5-甲腈修饰供体-受体型氮化碳光催化剂的构建及其高效光催化产氢研究. Acta Physico-Chimica Sinica, 2024, 40(11): 2406026-. doi: 10.3866/PKU.WHXB202406026
20. [20]
  Yinuo Wang , Siran Wang , Yilong Zhao , Dazhen Xu . Selective Synthesis of Diarylmethyl Anilines and Triarylmethanes via Multicomponent Reactions: Introduce a Comprehensive Experiment of Organic Chemistry. University Chemistry, 2024, 39(8): 324-330. doi: 10.3866/PKU.DXHX202401063

Get Citation

PDF

XML

Metrics

PDF Downloads(1)
Abstract views(1029)
HTML views(236)

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