Journal of Hebei University(Natural Science Edition) >

2024 , Vol. 44 >Issue 3: 281 - 289

DOI: https://doi.org/10.3969/j.issn.1000-1565.2024.03.007

Effect of ［BMIM］HSO4 on physicochemical structure and thermal behavior of regenerated lignin

  • YANG Huamei ,
  • CHEN Ziqin ,
  • LUO Kai ,
  • WANG Beilei ,
  • YU Mengjun
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  • School of Materials and Chemical Engineering, Xuzhou University of Technology, Xuzhou 221018, China

Received date: 2023-12-10

  Online published: 2024-07-01

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Abstract

The effect of ionic liquid dissolution treatment on the thermal behavior of regenerated lignin was investigated. Taken regenerated lignin pretreated by 1-butyl-3-methylimidazole hydrogen sulfate(［BMIM］HSO4)as the research object, the structure and composition of regenerated lignin were characterized by elemental analysis, XRD, FTIR, SEM. The thermal weight loss process of regenerated lignin was analyzed using a thermogravimetric analyzer and a distributed activation energy model. The effects of dissolution temperature and time on the structure and thermal weight loss process of ［BMIM］HSO4 regenerated lignin were investigated. The results showed that the arrangement of lignin molecules is effectively adjusted during the lignin regeneration process, due to the occupying effect of ［BMIM］HSO4. Compared with lignin raw materials, the thermal behavior of ［BMIM］HSO4 regenerated lignin all shift towards the high-temperature range. Based on the calculation and analysis of the distributed activation energy model, the activation energy during the thermal weight loss process of regenerated lignin is higher than that of lignin raw materials. After the dissolution treatment of ［BMIM］HSO4, the thermal stability of lignin is improved. The theoretical reference is provided for the development of lignin resource utilization technology.

Key words： lignin; 1-butyl-3-methylimidazole hydrogen sulfate; thermal behavior; physicochemical structure

Cite this article

YANG Huamei , CHEN Ziqin , LUO Kai , WANG Beilei , YU Mengjun . Effect of ［BMIM］HSO4 on physicochemical structure and thermal behavior of regenerated lignin[J]. Journal of Hebei University(Natural Science Edition), 2024 , 44(3) : 281 -289 . DOI: 10.3969/j.issn.1000-1565.2024.03.007

References

[1] LI C Z, ZHAO X C, WANG A Q, et al. Catalytic transformation of lignin for the production of chemicals and fuels[J]. Chemi Rev, 2015, 115(21): 11559-11624. DOI:10.1021/acs.chemrev.5b00155.
[2] HA JEONGMYEONG, HWANG KYUNG-RAN, KIM YOUNGMIN, et al. Recent progress in the thermal and catalytic conversion of lignin[J]. Renew Sustain Energy Rev, 2019, 111: 422-441. DOI:10.1016/j.rser.2019.05.034.
[3] JING Y X, GUO Y, XIA Q N, et al. Catalytic production of value-added chemicals and liquid fuels from lignocellulosic biomass[J]. Chem, 2019, 5(10): 2520-2546. DOI:10.1016/j.chempr.2019.05.022.
[4] GUO H W, ZHANG B, QI Z J, et al. Valorization of lignin to simple phenolic compounds over tungsten carbide: impact of lignin structure[J]. ChemSusChem, 2017,10(3): 523-532. DOI:10.1002/cssc.201601326.
[5] ABDELAZIZ OMAR Y, CLEMMENSEN IDA, MEIER SEBASTIAN, et al. On the oxidative valorization of lignin to high-value chemicals: a critical review of opportunities and challenges[J]. ChemSusChem, 2022,15(20): e202201232. DOI:10.1002/cssc.202201232.
[6] YANG HUAMEI, APPARIA SRINIVAS, KUDO SHINJI, et al. Detailed chemical kinetic modeling of vapor-phase reactions of volatiles derived from fast pyrolysis of lignin[J]. Ind Eng Chem Res, 2015, 54(27):6855-6864. DOI:10.1021/acs.iecr.5b01289.
[7] YANG H M, APPARIA SRINIVAS, KUDO SHINJI, et al. Chemical structures and primary pyrolysis characteristics of lignins obtained from different preparation methods[J]. J Jpn Ins Energy, 2014, 93(10): 986-994. DOI:10.3775/jie.93.986.
[8] ABDELAZIZ OMAR Y, HULTEBERG P CHRISTIAN. Lignin depolymerization under continuous-flow conditions: highlights of recent developments[J]. ChemSusChem, 2020, 13(17): 4382-4384. DOI:10.1002/cssc.202001225.
[9] ZHU X Y, PENG C, CHEN H X, et al. Opportunities of ionic liquids for lignin utilization from biorefinery[J]. Chemistry Select, 2018, 3(27): 7945-7962. DOI:10.1002/slct.201801393.
[10] GE M M, FANG T M, ZHOU G H, et al. Insight into the dual effect of water on lignin dissolution in ionic liquids[J]. Int J Biol Macromol, 2022, 205: 178-184. DOI:10.1016/j.ijbiomac.2022.02.079.
[11] AZIZI DARIUSH, LARACHI FAICAL. Immiscible dual ionic liquid-ionic liquid mineral separation of rare-earth minerals[J]. Sep Purif Technol, 2018, 191: 340-353. DOI:10.1016/j.seppur.2017.09.061.
[12] BELESOV ARTYOM V, LADESOV ANTON V, PIKOVSKOI I ILYA, et al. Characterization of ionic liquid lignins isolated from spruce wood with 1-butyl-3-methylimidazolium acetate and methyl sulfate and their binary mixtures with DMSO[J]. Molecules, 2020, 25(11): 25112479. DOI:10.3390/molecules25112479.
[13] TINDALL GRAHAM W, CHONG JOSH, MIYASATO EVAN, et al. Fractionating and purifying softwood kraft lignin with aqueous renewable solvents: liquid-liquid equilibrium for the lignin-ethanol-water system[J]. ChemSusChem, 2020, 13(17): 4587-4594. DOI:10.1002/cssc.202000701.
[14] RAWAT SHIVAM, KUMAR ADARSH, BHASKAR THALLADA, et al. Ionic liquids for separation of lignin and transformation into value-added chemicals[J]. Curr Opini Green Sustain Chem, 2022, 34: 100582. DOI:10.1016/j.cogsc.2021.100582
[15] YANG T, YANG J T, DENG X, et al. Modifying the electrocatalytic selectivity of oxidation reactions with ionic liquids[J]. Angew Chem Int Ed Engl, 2022, 61(29): e202202957. DOI:10.1002/anie.202202957. DOI:10.1002/anie.202202957.
[16] LIU G Y, WANG Q, YANG D X, et al. Insights into the electrochemical degradation of phenolic lignin model compounds in a protic ionic liquid-water system[J]. Green Chem, 2021, 23(4): 1665-1677. DOI: 10.1039/d0gc03551c.
[17] MELRO ELODIE, ALVES LUIS, ANTUNES FILIPE E, et al. A brief overview on lignin dissolution[J]. J Mol Liq, 2018, 265: 578-584. DOI: 10.1016/j.molliq.2018.06.021.
[18] GRISHINA E P, RAMENSKAYA L M, GRUZDEV M S, et al. Water effect on physicochemical properties of 1-butyl-3-methylimidazolium based ionic liquids with inorganic anions[J]. J Mol Liq, 2013, 177: 267-272. DOI:10.1016/j.molliq.2012.10.023.
[19] PU Y Q, JIANG N, RAGAUSKAS ARTHUR J. Ionic liquid as a green solvent for lignin[J]. J Wood Chem Technol, 2007, 27(1): 23-33. DOI:10.1080/02773810701282330.
[20] WANG Y T, WEI L G, LI K L, et al. Lignin dissolution in dialkylimidazolium-based ionic liquid-water mixtures[J]. Bioresource Technol, 2014, 170: 499-505. DOI:10.1016/j.biortech.2014.08.020.
[21] MA Y C, ZHENG H D, ZHENG L L, et al. Rheological characterization of mixed aqueous solutions of enzymatic hydrolysis lignin and ionic liquid[J]. Chemistry Select, 2022, 7(21): e202200020. DOI: 10.1002/slct.202200020.
[22] ZHANG Y Q, HE H Y, DONG K, et al. A DFT study on lignin dissolution in imidazolium-based ionic liquids[J]. RSC Adv, 2017, 7(21): 12670-12681. DOI:10.1039/C6RA27059J.
[23] YANG H M, CHEN Z Q, LUO K, et al. Insight into the dissolution behaviour and rheological characterisation of lignin in 1-butyl-3-methylimidazole bisulphate-ethanol system[J]. Phy Chem Liq, 2023, 11:2289016. DOI: 10.1080/00319104.2023.2289016.
[24] SHI J, BALAMURUGAN KANAGASABAI, PARTHASARATHI RAMAKRISHNAN, et al. Understanding the role of water during ionic liquid pretreatment of lignocellulose: co-solvent or anti-solvent[J]. Green Chem, 2014,16(8): 3830-3840. DOI:10.1039/c4gc00373j.
[25] YANG H M, JIANG J, ZHANG B Z, et al. Experimental study on pretreatment effects of [BMIM] HSO4/ethanol on thermal behaviors of cellulose[J]. RSC Adv, 2022, 12(17):10366-10373. DOI:10.1039/d2ra00876a.
[26] WANG S R, RU B, DAI G X, et al. Mechanism study on the pyrolysis of a synthetic β-O-4 dimer as lignin model compound[J]. Proc Combust Inst, 2017, 36(2): 2225-2233. DOI:10.1016/j.proci.2016.07.129.
[27] CHOI YONG, RAHUI SINGH, ZHANG JONG, et al. Pyrolysis reaction networks for lignin model compounds: unraveling thermal deconstruction of β-O-4 and α-O-4 compounds[J]. Green Chem, 2016, 18: 1762-1773. DOI:10.1039/C5GC02268A.
[28] ZHOU S, GARCIA-PEREZ MANUEL, PECHA BRENNAN, et al. Secondary vapor phase reactions of lignin-derived oligomers obtained by fast pyrolysis of pine wood[J]. Energy Fuels, 2013, 27(3): 1428-1438. DOI:10.1021/ef3019832.
[29] CHO JOUNGMO, CHU SHENG, DAUENHAUER PAUL J, et al. Kinetics and reaction chemistry for slow pyrolysis of enzymatic hydrolysis lignin and organosolv extracted lignin derived from maplewood[J]. Green Chem, 2012, 14: 428-439. DOI:10.1039/C1GC16222E.
[30] HUANG J B, HE C, LIU C, et al. A computational study on thermal decomposition mechanism of β-1 linkage lignin dimer[J]. Comput Theor Chem, 2015, 1054: 80-87. DOI:10.1016/j.comptc.2014.12.007.
[31] CAO X B, ZHANG J, CEN K H, et al. Investigation of the relevance between thermal degradation behavior and physicochemical property of cellulose under different torrefaction severities[J]. Biomass Bioenergy, 2021, 148: 106061. DOI:10.1016/j.biombioe.2021.106061.
[32] JIANG L Q, LIN Q L, LIN Y, et al. Impact of ball-milling and ionic liquid pretreatments on pyrolysis kinetics and behaviors of crystalline cellulose[J]. Bioresour Technol, 2020, 305: 123044. DOI:10.1016/j.biortech.2020.123044. (
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