Chemistry and Industry of Forest Products ›› 2024, Vol. 44 ›› Issue (2): 79-86.doi: 10.3969/j.issn.0253-2417.2024.02.011
Previous Articles Next Articles
Teng FAN1, Ronghua ZHANG1, Kui WANG2, Hui PAN1, Junfeng FENG1,*()
Received:
2023-02-21
Online:
2024-04-28
Published:
2024-04-23
Contact:
Junfeng FENG
E-mail:2018149@njfu.edu.cn
CLC Number:
Teng FAN, Ronghua ZHANG, Kui WANG, Hui PAN, Junfeng FENG. Preparation of Bifunctional Carbon-based Solid Acid and Its Catalytic Alcoholysis of Cellobiose[J]. Chemistry and Industry of Forest Products, 2024, 44(2): 79-86.
Table 2
Influence of catalyst carbonation temperature on the alcoholysis of cellobiose"
催化剂catalyst | 转化率/%conversion | LA产率/%LA yield | ML产率/%ML yield |
空白blank | 75.3 | 0 | 0 |
600-ACN-Fe-SO3H | 96.6 | 8.2 | 45.1 |
700-ACN-Fe-SO3H | 98.6 | 10.1 | 50.7 |
800-ACN-Fe-SO3H | 99.6 | 12.6 | 55.6 |
900-ACN-Fe-SO3H | 99.2 | 9.5 | 44.9 |
800-ACN-SO3H | 99.3 | 10.3 | 45.1 |
1 |
ZHANG Y Y , HU M , SHAO Z , et al. Keggin-type polyoxometalate-containing metal-organic hybrids as friction materials for triboelectric nanogenerators[J]. CrystEngComm, 2021, 23 (30): 5184- 5189.
doi: 10.1039/D1CE00332A |
2 | TIAN Y J, ZHANG F F, WANG J N, et al. A review on solid acid catalysis for sustainable production of levulinic acid and levulinate esters from biomass derivatives[J/OL]. Bioresource Technology, 2021, 342: 125977[2023-01-05]. https://doi.org/10.1016/j.biortech.2021.125977. |
3 | DI MENNO DI BUCCHIANICO D, BUVAT J C, MIGNOT M, et al. Role of solvent in enhancing the production of butyl levulinate from fructose[J/OL]. Fuel, 2022, 318: 123703[2023-01-05]. https://doi.org/10.1016/j.fuel.2022.123703. |
4 | MURANAKA Y , SUZUKI T , SAWANISHI H , et al. Effective production of levulinic acid from biomass through pretreatment using phosphoric acid, hydrochloric acid, or ionic liquid[J]. Industrial & Engineering Chemistry Research, 2014, 53, 11611- 11621. |
5 |
DAI J , PENG L , LI H . Intensified ethyl levulinate production from cellulose using a combination of low loading H2SO4 and Al(OTf)3[J]. Catalysis Communications, 2018, 103, 116- 119.
doi: 10.1016/j.catcom.2017.10.007 |
6 |
SONG C , LIU S , PENG X , et al. Catalytic conversion of carbohydrates to levulinate ester over heteropolyanion-based ionic liquids[J]. ChemSusChem, 2016, 9, 3307- 3316.
doi: 10.1002/cssc.201601080 |
7 | 王颖慧, 马亚丽, 郑强, 等. 钨盐催化糠醇高效转化制乙酰丙酸己酯[J]. 化学工程, 2023, 51 (9): 14- 18. |
WANG Y H , MA Y L , ZHENG Q , et al. Tungsten salt catalyzed efficient conversion of furfuryl alcohol to hexyl levulinates[J]. Chemical Engineering(China), 2023, 51 (9): 14- 18. | |
8 | ZHANG T W, WEI H Y, LING R X, et al. Efficient production of 5-hydroxymethylfurfural from glucose over silica-tin oxide composite catalysts[J/OL]. Microporous and Mesoporous Materials, 2021, 311: 110717[2023-01-05]. https://doi.org/10.1016/j.micromeso.2020.110717. |
9 | XU S Q , YIN C Y , PAN D H , et al. Efficient conversion of glucose into 5-hydroxymethylfurfural using a bifunctional Fe3+ modified Amberlyst-15 catalyst[J]. Sustainable Energy & Fuels, 2019, 3 (2): 390- 395. |
10 | LI Y L, MENG X Y X, LUO R W, et al. Aluminum/Tin-doped UiO-66 as Lewis acid catalysts for enhanced glucose isomerization to fructose[J/OL]. Applied Catalysis A: General, 2022, 632: 118501[2023-01-05]. https://doi.org/10.1016/j.apcata.2022.118501. |
11 |
KONWAR L J , MÄKI-ARVELA P , MIKKOLA J P . SO3H-Containing functional carbon materials: Synthesis, structure, and acid catalysis[J]. Chemical Reviews, 2019, 119 (22): 11576- 11630.
doi: 10.1021/acs.chemrev.9b00199 |
12 |
TIWARI M S , GAWADE A B , YADAV G D . Magnetically separable sulfated zirconia as highly active acidic catalysts for selective synthesis of ethyl levulinate from furfuryl alcohol[J]. Green Chemistry, 2017, 19 (4): 963- 976.
doi: 10.1039/C6GC02466A |
13 |
CHEN T , PENG L C , YU X , et al. Magnetically recyclable cellulose-derived carbonaceous solid acid catalyzed the biofuel 5-ethoxymethylfurfural synthesis from renewable carbohydrates[J]. Fuel, 2018, 219, 344- 352.
doi: 10.1016/j.fuel.2018.01.129 |
14 | WANG W T, CAO X M, GUO H S. Carbon-based solid acid derived from lignin and polyvinyl chloride for conversion of xylose and crop wastes to furfural[J/OL]. Molecular Catalysis, 2022, 524: 112329[2023-01-05]. https://doi.org/10.1016/j.mcat.2022.112329. |
15 |
WU Q , WANG L , ZHAO B Z , et al. Highly selective hydrogenation of phenol to cyclohexanone over a Pd-loaded N-doped carbon catalyst derived from chitosan[J]. Journal of Colloid and Interface Science, 2022, 605, 82- 90.
doi: 10.1016/j.jcis.2021.07.077 |
16 | QIU M , BAI C X , YAN L L , et al. Efficient mechanochemical-assisted production of glucose from cellulose in aqueous solutions by carbonaceous solid acid catalysts[J]. ACS Sustainable Chemistry & Engineering, 2018, 6 (11): 13826- 13833. |
17 |
ZHANG J , CHEN J Z . Modified solid acids derived from biomass based cellulose for one-step conversion of carbohydrates into ethyl levulinate[J]. Journal of Energy Chemistry, 2016, 25 (5): 747- 753.
doi: 10.1016/j.jechem.2016.06.005 |
18 |
SHEN S G , CAI B , WANG C Y , et al. Preparation of a novel carbon-based solid acid from cocarbonized starch and polyvinyl chloride for cellulose hydrolysis[J]. Applied Catalysis A: General, 2014, 473, 70- 74.
doi: 10.1016/j.apcata.2013.12.037 |
19 | WANG S, EBERHARDT T L, PAN H. Efficient dehydration of fructose into 5-HMF using a weakly-acidic catalyst prepared from a lignin-derived mesoporous carbon[J/OL]. Fuel, 2022, 316: 123255[2023-01-05]. https://doi.org/10.1016/j.fuel.2022.123255. |
20 |
ZHU Q , WANG F S , ZHANG F W , et al. Renewable chitosan-derived cobalt@N-doped porous carbon for efficient aerobic esterification of alcohols under air[J]. Nanoscale, 2019, 11 (38): 17736- 17745.
doi: 10.1039/C9NR04867G |
21 |
ZHANG T W , LI W , JIN Y C , et al. Synthesis of sulfonated chitosan-derived carbon-based catalysts and their applications in the production of 5-hydroxymethylfurfural[J]. International Journal of Biological Macromolecules, 2020, 157, 368- 376.
doi: 10.1016/j.ijbiomac.2020.04.148 |
22 |
SONG W L , ZHANG Y , VARYAMBATH A , et al. Sulfonic acid modified hollow polymer nanospheres with tunable wall-thickness for improving biodiesel synthesis efficiency[J]. Green Chem, 2020, 22 (11): 3572- 3583.
doi: 10.1039/D0GC00905A |
23 | LU C X, ZHOU Y Z, LI L Z, et al. Conversion of glucose into 5-hydroxymethylfurfural catalyzed by Cr-and Fe-containing mixed-metal metal-organic frameworks[J/OL]. Fuel, 2023, 333: 126415[2023-01-05]. https://doi.org/10.1016/j.fuel.2022.126415. |
24 |
TIONG Y W , YAP C L , GAN S Y , et al. One-pot conversion of oil palm empty fruit bunch and mesocarp fiber biomass to levulinic acid and upgrading to ethyl levulinate via indium trichloride-ionic liquids[J]. Journal of Cleaner Production, 2017, 168, 1251- 1261.
doi: 10.1016/j.jclepro.2017.09.050 |
25 |
XU S Q , PAN D H , HU F , et al. Highly efficient Cr/β zeolite catalyst for conversion of carbohydrates into 5-hydroxymethylfurfural: Characterization and performance[J]. Fuel Processing Technology, 2019, 190, 38- 46.
doi: 10.1016/j.fuproc.2019.03.012 |
26 | LIANG X C, FU Y, CHANG J. Sustainable production of methyl levulinate from biomass in ionic liquid-methanol system with biomass-based catalyst[J/OL]. Fuel, 2020, 259: 116246[2023-01-05]. https://doi.org/10.1016/j.fuel.2019.116246. |
[1] | Yadong DU, Chunhui MA, Yu YIN, Wei LI, Sha LUO, Shouxin LIU. Catalytic Performance of Carbon-based Solid Acid H-Al/AC in Glucose to 5-Hydroxymethylfurfural Reaction [J]. Chemistry and Industry of Forest Products, 2021, 41(4): 62-68. |
[2] | Yuan WU, Zihua WANG, Chun CHANG, Pan LI, Guizhuan XU. Synthesis of Methyl Levulinate by Glucose Alcoholysis Catalyzed by Mixed Acid in Alcohol/Water System [J]. Chemistry and Industry of Forest Products, 2021, 41(2): 39-46. |
[3] | Xueting SHAO, Zhong SUN, Junyou SHI, Xixin DUAN. Investigation of RuPMoV Polyoxometalates in Preparation of γ-Valerolactone [J]. Chemistry and Industry of Forest Products, 2021, 41(2): 65-72. |
[4] | Linshan WEI,Jiaping ZHAO,Jun YE,Kui WANG,Jianchun JIANG. Preparation of Levulinic Acid and Methyl Levulinate from Cellulose Catalyzed by Solid Iron Phosphate [J]. Chemistry and Industry of Forest Products, 2020, 40(5): 69-74. |
[5] | LI Miao, LIU Qiumei, CAI Qinjie, ZHANG Suping. Levulinic Acid Synthesis from Furfural Residue with Synergistic Effect of Catalyst and NaCl [J]. Chemistry and Industry of Forest Products, 2018, 38(4): 69-73. |
[6] | ZHANG Ying, LI Chuang, FU Yao. Recent Progress in Hydrogenation of Levulinic Acid and Its Esters to γ-Valerolactone [J]. Chemistry and Industry of Forest Products, 2017, 37(3): 10-20. |
[7] | CHANG Chun, DENG Lin, QI Xiaoge, BAI Jing, FANG Shuqi. Progress of Application of Solid Catalysts in Levulinic Acid and Alkyl Levulinates Produced from Biomass [J]. Chemistry and Industry of Forest Products, 2017, 37(2): 11-21. |
[8] | WANG Qiong, ZHUANG Xin-shu, YUAN Zhen-hong, XU Jing-liang, QI Wei, YU Qiang. Research Status Analysis of Acid Catalyzed Hydrolysis of Biomass to Levulinic Acid [J]. Chemistry and Industry of Forest Products, 2014, 34(6): 155-164. |
[9] | ZENG Shan-shan;LIN Lu;LIU Di. Decomposition Kinetics of 5-Hydromethylfurfural Catalyzed by Solid Acids [J]. , 2013, 33(4): 32-36. |
[10] | LI Ji-biao;WU Shu-bin;ZHANG Jun. Direct Catalytic Conversion of Cellobiose into Sorbitol in Extremely Low Acid over Ruthenium Catalysts [J]. , 2012, 32(6): 37-40. |
[11] | CHANG Chun;WANG Duo;WEI Wei;JIANG Xiao-xian. Effects of Extremely-low-concentration Acid Hydrolysis on Levulinic Acid Production from Rice Husk and Characterization of Cellulosic Structure [J]. , 2011, 31(3): 23-27. |
[12] | JIANG Hua-chang;ZENG Ling;YIN Bing-long;GAN Jun-jiang;LIU Bao-jian. Preparation of SO42-/Fe2O3-Al2O3-SiO2 Solid Superacid Catalyst for Producing Levulinic Acid from Hydrolysis of Sucrose [J]. , 2010, 30(6): 61-65. |
[13] | YAN Zhi-pei;LIN Lu. Synthesis of γ-Valerolactone from Biomass-based Levulinic Acid over Ru/C Catalyst [J]. , 2010, 30(1): 11-16. |
[14] | QU Li-li;ZHU Jun-jun;LIU Min;YONG Qiang;YU Shi-yuan. Study on Preparation of β-Glucosidase and Its Application in Enzymatic Hydrolysis of Cellulose [J]. , 2009, 29(1): 13-17. |
[15] | ZHAO Lin-guo;XIA Wen-jing;SU Jian;YU Shi-yuan. 教育部科学技术研究重点项目(204054) [J]. , 2008, 28(6): 6-10. |
Viewed | ||||||
Full text |
|
|||||
Abstract |
|
|||||