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纤维素类碳水化合物转化为糠醛的研究进展

  • 谈 金 ,
  • 王晨光 ,
  • 陈伦刚 ,
  • 徐 莹 ,
  • 张 琦 ,
  • 马隆龙
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  • 1. 中国科学院广州能源研究所,广州 510640;
    2. 中国科学院可再生能源重点实验室,广州 510640;                                
    3. 广东省新能源和可再生能源研究开发与应用重点实验室,广州 510640
谈 金(1984-),男,博士,助理研究员,主要从事生物质转化与利用的研究。

收稿日期: 2018-01-02

  修回日期: 2018-02-13

  网络出版日期: 2018-02-28

基金资助

国家自然科学基金项目(51536009);
广东省特支计划青年拔尖人才项目(2015TQ01N652);
中国科学院“百人计划”项目

Progress on Conversion of Cellulosic Carbohydrates into Furfural

  • TAN Jin ,
  • WANG Chen-guang ,
  • CHEN Lun-gang ,
  • XU Ying ,
  • ZHANG Qi ,
  • MA Long-long
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  • 1. Guangzhou Institute of Energy Conversion, Chinese Academy of Sciences, Guangzhou 510640, China;
    2. CAS Key Laboratory of Renewable Energy, Guangzhou 510640, China;
    3. Guangdong Provincial Key Laboratory of New and Renewable Energy Research and Development, Guangzhou 510640, China

Received date: 2018-01-02

  Revised date: 2018-02-13

  Online published: 2018-02-28

摘要

糠醛是一种用于制备高附加价值液体燃料和其他精细化学品的重要的生物质平台化合物。通常,木质纤维素中的半纤维素在水介质中经酸催化剂作用解聚得到五碳糖后进一步脱水可转化为糠醛,该工艺技术已趋于成熟并用于工业化生产。纤维素在水或一般的双相反应体系中解聚为六碳糖后脱水通常生成5-羟甲基糠醛与乙酰丙酸,而难以甚至不能转化为糠醛。最近的一些文献报道了纤维素类碳水化合物在特定的反应介质中经酸催化剂作用后可转化为糠醛,且提出了不同的反应历程。基于当前研究背景,本文针对纤维素类碳水化合物转化为糠醛的反应特点,综述了已有报道中纤维素类碳水化合物转化为糠醛的反应机理、反应路径和反应体系的特点及反应介质对该反应的影响。最后,对未来纤维素类碳水化合物转化为糠醛的研究方向和发展前景进行了展望。

本文引用格式

谈 金 , 王晨光 , 陈伦刚 , 徐 莹 , 张 琦 , 马隆龙 . 纤维素类碳水化合物转化为糠醛的研究进展[J]. 新能源进展, 2018 , 6(1) : 1 -7 . DOI: 10.3969/j.issn.2095-560X.2018.01.001

Abstract

Furfural is an important platform chemical for synthesizing high value-added liquid fuels and other fine chemicals. Usually, hemicellulose contained in lignocellulose can be hydrolyzed into pentose and further dehydrated into furfural over acid catalyst in pure water medium easily. This is a mature technology which has been applied in the industrialization. Hexose derived from cellulose can be dehydrated over an acid catalyst in water to form 5-hydroxymethylfurfural and levulinic acid, while furfural is barely generated in water or even in the general biphasic reaction system by using solid or liquid acid catalysts. Recently, some literatures showed that furfural can be achieved from cellulosic carbohydrates with high yield only in the combined reaction system of special reaction medium and acid catalyst, and different reaction pathways corresponding to reaction systems were proposed. Based on the present research situation, this review focus on the characteristics of reaction mechanism, reaction pathway, reaction system and summarize the effect of reaction medium on conversion of cellulosic carbohydrates into furfural. Finally, the future research direction and development significance on conversion of cellulosic carbohydrates into furfural were prospected.

参考文献

[1] HUBER G W, IBORRA S, CORMA A. Synthesis of transportation fuels from biomass: chemistry, catalysts, and engineering[J]. Chemical Reviews, 2006, 106(9): 4044-4098. DOI: 10.1021/cr068360d.
[2] TONG X L, MA Y, LI Y D. Biomass into chemicals: conversion of sugars to furan derivatives by catalytic processes[J]. Applied catalysis a: general, 2010, 385(1/2): 1-13. DOI: 10.1016/j.apcata.2010.06.049.
[3] 谭天伟, 王芳. 生物炼制发展现状及前景展望[J]. 现代化工, 2006, 26(4): 6-9, 11. DOI: 10.3321/j.issn:0253- 4320.2006.04.002.
[4] 刘菲, 郑明远, 王爱琴, 等. 酸催化制备糠醛研究进展[J]. 化工进展, 2017, 36(1): 156-165. DOI: 10.16085/ j.issn.1000-6613.2017.01.020.
[5] 薄德臣, 李凭力. 糠醛生产技术发展及展望[J]. 林产化学与工业, 2013, 33(6): 128-134. DOI: 10.3969/j.issn. 0253-2417.2013.06.024.
[6] LANGE J P, VAN DER HEIDE E, VAN BUIJTENEN J, et al. Furfural—a promising platform for lignocellulosic biofuels[J]. ChemSusChem, 2012, 5(1): 150-166. DOI: 10.1002/cssc.201100648.
[7] 叶代勇, 黄洪, 傅和青, 等. 纤维素化学研究进展[J]. 化工学报, 2006, 57(8): 1782-1791. DOI: 10.3321/j.issn: 0438-1157.2006.08.010.
[8] SUHAS, GUPTA V K, CARROTT P J M, et al. Cellulose: a review as natural, modified and activated carbon adsorbent[J]. Bioresource technology, 2016, 216: 1066-1076. DOI: 10.1016/j.biortech.2016.05.106.
[9] HUBER T, MÜSSIG J, CURNOW O, et al. A critical review of all-cellulose composites[J]. Journal of materials science, 2012, 47(3): 1171-1186. DOI: 10.1007/s10853- 011-5774-3.
[10] ZUGENMAIER P. Conformation and packing of various crystalline cellulose fibers[J]. Progress in polymer science, 2001, 26(9): 1341-1417. DOI: 10.1016/S0079- 6700(01)00019-3.
[11] KLEMM D, HEUBLEIN B, FINK H P, et al. Cellulose: Fascinating biopolymer and sustainable raw material[J]. Angewandte chemie, 2005, 44(22): 3358-3393. DOI: 10.1002/anie.200460587.
[12] SROKOL Z, BOUCHE A G, VAN ESTRIK A, et al. Hydrothermal upgrading of biomass to biofuel; studies on some monosaccharide model compounds[J]. Carbohydrate research, 2004, 339(10): 1717-1726. DOI: 10.1016/j.carres. 2004.04.018.
[13] KABYEMELA B M, ADSCHIRI T, MALALUAN R M, et al. Glucose and fructose decomposition in subcritical and supercritical water: detailed reaction pathway, mechanisms, and kinetics[J]. Industrial & engineering chemistry research, 1999, 38(8): 2888-2895. DOI: 10.1021/ie9806390.
[14] CUI J L, TAN J J, DENG T S, et al. Conversion of carbohydrates to furfural via selective cleavage of the carbon-carbon bond: the cooperative effects of zeolite and solvent[J]. Green chemistry, 2016, 18(6): 1619-1624. DOI: 10.1039/C5GC01948F.
[15] AIDA T M, SATO Y, WATANABE M, et al. Dehydration Of D-glucose in high temperature water at pressures up to 80 MPa[J]. The journal of supercritical fluids, 2007, 40(3): 381-388. DOI: 10.1016/j.supflu.2006.07.027.
[16] GÜRBÜZ E I, GALLO J M R, ALONSO D M, et al. Conversion of hemicellulose into furfural using solid acid catalysts in γ-valerolactone[J]. Angewandte chemie international edition, 2013, 52(4):  1270-1274. DOI: 10.1002/anie.201207334.
[17] ZHANG L X, XI G Y, YU K, et al. Furfural production from biomass-derived carbohydrates and lignocellulosic residues via heterogeneous acid catalysts[J]. Industrial crops and products, 2017, 98: 68-75. DOI: 10.1016/j. indcrop.2017.01.014.
[18] ZHANG L X, XI G Y, CHEN Z, et al. Highly selective conversion of glucose into furfural over modified zeolites[J]. Chemical engineering journal, 2017, 307: 868-876. DOI: 10.1016/j.cej.2016.09.001.
[19] LI W Z, ZHU Y S, LU Y J, et al. Enhanced furfural production from raw corn Stover employing a novel heterogeneous acid catalyst[J]. Bioresource technology, 2017, 245: 258-265. DOI: 10.1016/j.biortech.2017.08.077.
[20] WANG K, YE J, ZHOU M H, et al. Selective conversion of cellulose to levulinic acid and furfural in sulfolane/ water solvent[J]. Cellulose, 2017, 24(3): 1383-1394. DOI: 10.1007/s10570-016-1184-7.
[21] 常春, 马晓建, 岑沛霖. 新型绿色平台化合物乙酰丙酸的生产及应用研究进展[J]. 化工进展, 2005, 24(4): 350-356. DOI: 10.3321/j.issn:1000-6613.2005.04.003.
[22] CHANG C, CEN P L, MA X J. Levulinic acid production from wheat straw[J]. Bioresource technology, 2007, 98(7): 1448-1453. DOI: 10.1016/j.biortech.2006. 03.031.
[23] RACKEMANN D W, BARTLEY J P, DOHERTY W O S. Methanesulfonic acid-catalyzed conversion of glucose and xylose mixtures to levulinic acid and furfural[J]. Industrial crops and products, 2014, 52: 46-57. DOI: 10.1016/j.indcrop.2013.10.026.
[24] SHI N, LIU Q Y, ZHANG Q, et al. High yield production of 5-hydroxymethylfurfural from cellulose by high concentration of sulfates in biphasic system[J]. Green chemistry, 2013, 15(7): 1967-1974. DOI: 10.1039/ C3GC40667A.
[25] SHUAI L, LUTERBACHER J. Organic solvent effects in biomass conversion reactions[J]. ChemSusChem, 2016, 9(2): 133-155. DOI: 10.1002/cssc.201501148.
[26] MELLMER M A, SENER C, GALLO J M R, et al. Solvent effects in acid-catalyzed biomass conversion reactions[J]. Angewandte chemie international edition, 2014, 53(44): 11872-11875. DOI: 10.1002/anie.201408359.
[27] YAO Y G, YOSHIOKA M, SHIRAISHI N, et al. Soluble properties of liquefied biomass prepared in organic- solvents. 1. The soluble behavior of liquefied biomass in various diluents[J]. Mokuzai gakkaishi, 1994, 40(2): 176-184.
[28] UEMATSU M, FRANK E U. Static dielectric constant of water and steam[J]. Journal of physical and chemical reference data, 1980, 9(4): 1291-1306. DOI: 10.1063/ 1.555632.
[29] KARINEN R, VILONEN K, NIEMELÄ M. Biorefining: heterogeneously catalyzed reactions of carbohydrates for the production of furfural and hydroxymethylfurfural[J]. ChemSusChem, 2011, 4(8): 1002-1016. DOI: 10.1002/ cssc.201000375.
[30] GONZÁLEZ MALDONADO G M, ASSARY R S, DUMESIC J, et al. Experimental and theoretical studies of the acid-catalyzed conversion of furfuryl alcohol to levulinic acid in aqueous solution[J]. Energy & environmental science, 2012, 5(5): 6981-6989. DOI: 10.1039/C2EE03465D.
[31] HU X, WESTERHOF R J M, DONG D H, et al. Acid-catalyzed conversion of xylose in 20 solvents: insight into interactions of the solvents with xylose, furfural, and the acid catalyst[J]. ACS sustainable chemistry & engineering, 2014, 2(11): 2562-2575. DOI: 10.1021/sc5004659.
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