RECENT ADVANCES IN CATALYTIC SYNTHESIS OF BIOMASS-DERIVED GLYCOLIC ACID

Abstract

Abstract: Glycolic acid is a kind of α-hydroxy-carboxylic acid with the simplest structure, which is widely used in materials, medical treatment and environmental protection and so on. However, the current glycolic acid synthesis technology has some problems, such as complex process and high cost of impurity removal. Under the background of ‘double carbon’, it is of great significance to develop a new synthesis technology of bio-based glycolic acid. The research of biomass-derived glycolic acid synthesis began to rise 30 years ago, and became a research hotspot in the past 5 years. The characteristics of different synthesis methods, such as cellulose conversion method and saccharide liquid phase oxidation method, were compared in detail from two aspects of synthetic methods and technical routes. It is pointed out that emphasis in the future lies in the active to exploration of new catalyst design method and new process for synthesis of bio-based glycolic acid.

Key words: biomass-derived, glycolic acid, cellulose conversion, liquid oxidation

References

[1]商宽祥, 张大洲, 卢文新.乙醇酸市场前景及技术进展分析[J].化肥设计, 2022, 60(4):5-7 [2]张培，孟晓东. 用一氯乙酸生产乙醇酸的工艺[J].乙醛醋酸化工, 2014, 16(7):36-37 [3]Diana W, Daniel, Cusumano J, et al.BATCH KOCH CARBONYLATION PROCESS[J].EP0765347(B1), 1999, :- [4] 高雪莉.乙醇酸的合成工艺研究[D].河北工业大学, 2014, :1-44 [5] 陈栋梁, 瞿美臻, 白宇新, et al.乙醇酸的合成及应用[J].合成化学, 2001, 6(03):194-198 [6] U Matteoli A S a S P..On the mechanism of the platinum(O) -acid catalysed hydrogenation of alkenes[J][J].Journal of Organomerallic Chemistry, 1993, 476(2):145-151 [7] Cheng S, Meng T, Mao D, et al.Ni-Modified Ag/SiO2 Catalysts for Selective Hydrogenation of Dimethyl Oxalate to Methyl Glycolate[J][J].Nanomaterials (Basel), 2022, 12(3):1-17 [8] 江甜, 刘华伟.乙二醇化学氧化制备乙醇酸催化剂研究进展[J]. [J].天然气化工化学与化工, 2022, 47(10):1-7 [9]John M, Krochta, et al.Thermochemical conversion of polysaccharides in concentrated alkali to glycolic acid[J]. [J].Applied Biochemistry and Biotechnology, 1988, 17(10):23-32 [10]Zhang J Z, Liu X, Sun M, et al.Direct Conversion of Cellulose to Glycolic Acid with a Phosphomolybdic Acid Catalyst in a Water Medium[J].Acs Catalysis, 2012, 2(8):1698-1702 [11]Chen Y, Ren X, Wei Q.Conversion of Undaria pinnatifida residue to glycolic acid with recyclable methylamine in low temperature hydrothermal liquefaction[J][J].Bioresour Technol, 2017, 228(12):47-55 [12]Carnaroglio D, Tabasso S, Kwasek B, et al.From lignocellulosic biomass to lactic- and glycolic-acid oligomers: a gram-scale microwave-assisted protocol[J].ChemSusChem, 2015, 8(8):1342-9 [13]Wang F W, Wang Y Q, Jin F M, et al.One-Pot Hydrothermal Conversion of Cellulose into Organic Acids with CuO as an Oxidant[J].Industrial & Engineering Chemistry Research, 2014, 53(19):7939-7946 [14]Bayu A, Karnjanakom S, Yoshida A, et al.Polyoxomolybdates catalysed cascade conversions of cellulose to glycolic acid with molecular oxygen via selective aldohexoses pathways (an epimerization and a [2+4] Retro-aldol reaction)[J].[J].Catalysis Today, 2018, 332(05):28-34 [15]Wang F F, Dong W D, Qu D X, et al.Synergistic Catalytic Conversion of Cellulose into Glycolic Acid over Mn-Doped Bismuth Oxyiodide Catalyst Combined with H-ZSM-5[J].Industrial & Engineering Chemistry Research, 2022, 61(31):11382-11389 [16] 陈泳兴, 魏琦峰, 任秀莲.海藻残渣水热液化制备乙醇酸的研究[J].离子交换与吸附[J], 2017, 33(02):168-178 [17] 李宇展, 邱丽, 顾登平.草酸电还原制备乙醇酸[J].精细化工[J], 2003, 20(04):242-246 [18]Dhamankar H T Y, Martin C H, et al.Engineering E. coli for the biosynthesis of 3-hydroxy-γ-butyrolactone (3HBL) and 3, 4-dihydroxybutyric acid (3, 4-DHBA) as value-added chemicals from glucose as a sole carbon source[J][J].Metabolic Engineering, 2014, 25(06):72-81 [19]Deng Y, Mao Y, Zhang X.Metabolic engineering of E. coli for efficient production of glycolic acid from glucose[J][J].Biochemical Engineering Journal, 2015, 103(08):256-262 [20]Ji N, Zhang T, Zheng M, et al.Catalytic conversion of cellulose into ethylene glycol over supported carbide catalysts[J].Catalysis Today, 2009, 147(2):77-85 [21]Xiao Z, Fan Y, Cheng Y, et al.Metal particles supported on SiO2-OH nanosphere: New insight into interactions with metals for cellulose conversion to ethylene glycol[J][J].Fuel, 2018, 215(11):406-416 [22]Li N, Liu X, Zhou J, et al.Enhanced NiWTi Catalyst Stability from Ti–O–W Linkage for Effective Conversion of Cellulose into Ethylene Glycol[J].ACS Sustainable Chemistry & Engineering, 2020, 8(26):9650-9659 [23]Hamdy M S, Eissa M A, Keshk S M a S.New catalyst with multiple active sites for selective hydrogenolysis of cellulose to ethylene glycol[J].Green Chem., 2017, 19(21):5144-5151 [24]Jan J. Wiesfeld, Peter Per?olja, Floriane A. Rollier, et al.Cellulose conversion to ethylene glycol by tungsten oxide-based catalysts[J]. [J].Molecular Catalysis, 2019, 473(11):1-10 [25]Yuan Z F, Zhao W N, Liu Z P, et al.NaOH alone can be a homogeneous catalyst for selective aerobic oxidation of alcohols in water[J][J].Journal of Catalysis, 2017, 353(05):37-43 [26]Van Haasterecht T, Van Deelen T W, De Jong K P, et al.Transformations of polyols to organic acids and hydrogen in aqueous alkaline media[J].Catalysis Science & Technology, 2014, 4(8):2353-2366 [27]Zhan Y, Hou W, Li G, et al.Oxidant-Free Transformation of Ethylene Glycol toward Glycolic Acid in Water[J].ACS Sustainable Chemistry & Engineering, 2019, 7(21):17559-17564 [28]Du F, You Z, Meng K, et al.Dealuminization for a Modified (Si–OH)n–Pt Interface: Self-Activation of PtNaY Catalysts for Oxidation of Ethylene Glycol in a Base-Free Medium[J].ACS Sustainable Chemistry & Engineering, 2021, 9(43):14416-14429 [29]Sudarsanam P, Peeters E, Makshina E V, et al.Advances in porous and nanoscale catalysts for viable biomass conversion[J].Chemical Society Reviews, 2019, 48(8):2366-2421 [30]Pereira B, Li Z-J, De Mey M, et al.Efficient utilization of pentoses for bioproduction of the renewable two-carbon compounds ethylene glycol and glycolate[J][J].Metabolic Engineering, 2016, 34(12):80-87 [31]Cam Y, Alkim C, Trichez D, et al.Engineering of a Synthetic Metabolic Pathway for the Assimilation of (D)-Xylose into Value-Added Chemicals[J].Acs Synthetic Biology, 2016, 5(7):607-618