木质纤维生物质精炼中木质素的分离及高值化利用
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摘要
木质纤维素作为最有前途的可再生资源,可替代现有的液体燃料。因此,木质素作为木质纤维生物质细胞壁的主要成分之一,由其开发的高附加值产品将大大提高从可循环利用生物质生产能源的经济性。本文回顾了自催化乙醇精炼技术的优势,相对于其他制浆技术不仅可以高效地从木质纤维生物质中分离出高活性的木质素,还可以获得高附加值的副产品(如糠醛、低聚糖、乙酰丙酸、甲酸、乙酸等)。同时,抽提液可循环利用。基于自催化乙醇精炼木质纤维生物质的特点,介绍了用自催化乙醇精炼所分离出的高活性木质素进行高值化利用的优势,以及用木质素生产高附加值产品的研究及利用,从而为木质纤维生物质中木质素在工业上大量开发利用提供了一条新的途径。
As the most promising renewable resource,lignocellulose may replace the existing liquid fuel. Lignin is one of the main components of lignocellulose biomass cell walls and therefore developing high value-added products from lignin will greatly improve the economic efficiency in recycling biomass to energy. This paper reviewed the advantages of the auto-catalytic ethanol refining technology. Compared with other pulping technology,it can not only separate highly active lignin from lignocellulose biomass feedstock,but also attain high-value co-products,for instance the furfural,oligosaccharide,levulinic acid,formic acid and acetic acid,etc. Simultaneously,the extracting liquor can be recycled. In the review, based on the characteristics of auto-catalytic ethanol refining lignocellulose biomass feedstocks,we introduced the advantages of high value application of highly active lignin separated from the lignocellulose biomass via autocatalytic ethanol refining. Furthermore,the utilizations of products prepared from the lignin were reported,which provides a new way in large scale development and utilization of lignocellulose biomass lignin in industries.
As the most promising renewable resource,lignocellulose may replace the existing liquid fuel. Lignin is one of the main components of lignocellulose biomass cell walls and therefore developing high value-added products from lignin will greatly improve the economic efficiency in recycling biomass to energy. This paper reviewed the advantages of the auto-catalytic ethanol refining technology. Compared with other pulping technology,it can not only separate highly active lignin from lignocellulose biomass feedstock,but also attain high-value co-products,for instance the furfural,oligosaccharide,levulinic acid,formic acid and acetic acid,etc. Simultaneously,the extracting liquor can be recycled. In the review, based on the characteristics of auto-catalytic ethanol refining lignocellulose biomass feedstocks,we introduced the advantages of high value application of highly active lignin separated from the lignocellulose biomass via autocatalytic ethanol refining. Furthermore,the utilizations of products prepared from the lignin were reported,which provides a new way in large scale development and utilization of lignocellulose biomass lignin in industries.
引文
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[31]SEYED Hamidreza Ghaffar,MIZI Fan.Lignin in straw and its applications as an adhesive[J].International Journal of Adhesion&Adhesives,2014,48:92-101.
[32]张琦,马隆龙,张兴华.生物质转化为高品位烃类燃料研究进展[J].农业机械学报,2015,46(1):176-185.
[33]TOLEDANO A,SERRANO L,BALU A M,et al.Fractionation of organosolv lignin from olive tree clippings and its valorization to simple phenolic compounds[J].Chem Sus Chem,2013,6(3):529-536.
[34]刘晓欢,张明明,王基夫,等.水热法碱活化生物质乙醇木质素的化学结构变化[J].光谱学与光谱分析,2013,11,33(11):2940-2944.
[35]GE Yuanyuan,WEI Qiang,LI Zhili.Preparation and evaluation of the free radical scavenging activities of nanoscale lignin biomaterials[J].Bio Resources,2014,9(4):6699-6706.
[36]KIM Moo Sung,LEE Dong Hun,KIM Chang Hyo,et al.Shell-core structured carbon fibers via melt spinning of petroleum and wood-processing waste blends[J].Carbon,2015,85:194-200.
[37]LANGHOLTZ M,DOWNING M,GRAHAM R,et al.Lignin-derived carbon fiber as a co-product of refining cellulosic biomass[J].SAE international,2014,7(1):115-121.
[38]GUPTA Arun Kumar,MOHANTY Smita,NAYAK S K.Synthesis,characterization and application of lignin nanoparticles(LNPs)[J].Materials Focus,2014,3:444-454.
[39]GUO Zibin,LIU Zhe,YE Li,et al.The production of lignin-phenolformaldehyde resin derived carbon fibers stabilized by BN preceramic polymer[J].Materials Letters,2015,142:49-51.
[40]IULIAN Andrei Gilca,VALENTIN I Popa,CLAUDIA Crestini.Obtaining lignin nanoparticles by sonication[J].Ultrasonics Sonochemistry,2015,23:369-375.
[41]JIANG C,HE H,YU P,et al.Plane-interface-induced lignin-based nanosheets and its reinforcing effect on styrene-butadiene rubber[J].Express Polymer Letters,2014,9:619-634.
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[44]罗佳佳,吕秋丰.木质素-聚吡咯复合纳米粒子的制备及其Ag吸附性能[J].高分子材料科学与工程,2015,31(2):130-134.
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[47]GLEN H K,JENNIFER A L.Comb polymer architecture effects on the rheological property evolution of concentrated cement suspensions[J].Journal of the American Ceramic Society,2004,87(9):1643-1652.
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[51]杨东杰,李旭昭,李会景,等.竹浆木质素高效分散剂在酚水水煤浆中的应用[J].华南理工大学学报(自然科学版),2014,42(2):1-6.
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[2]ARACRI E,DíAZ BLANCO C,TZANOV T.An enzymatic approach to develop a lignin-based adhesive for wool floor coverings[J].Green Chem.,2014,16:2597-2603.
[3]JAIRO H L,WOLFGANG G G.Recent industrial applications of lignin:a sustainable alternative to nonrenewable materials[J].Journal of Polymers and the Environment,2002,10(1-2):39-48.
[4]JOSEPH J Bozell,STUART K Black,MICHELE Myers,et al.Solvent fractionation of renewable woody feedstocks:organosolv generation of biorefinery process streams for the production of biobased chemicals[J].Biomass and Bioenergy,2011,35:3197-4208.
[5]TUNC M Sefik,CHHEDA Juben,VAN DER HEIDE Evert,et al.Two-stage fractionation and fiber production of lignocellulosic biomass for liquid fuels and chemicals[J].I&EC Research,2013,52:13209-13216.
[6]SAEED A,JAHAN M S,LI H,et al.Mass balances of components dissolved in the pre-hydrolysis liquor of kraft-based dissolving pulp production process from Canadian hardwoods[J].Biomass Bioenergy,2012,39:14-19.
[7]ALEXEY Vishtal,ANDRZEJ Kraslawski.Challenges in industrial applications of technical lignin[J].Bioresources,2011,6(3):3547-3568.
[8]PATRICK Obama,GUILLAUME Ricochon,LIONEL Muniglia,et al.Combination of enzymatic hydrolysis and ethanol organosolv pretreatments:effect on lignin structures,delignification yields and cellulose-to-glucose conversion[J].Bioresource Technology,2012,112:156-163.
[9]ARTHUR J R,GREGG T B,MARY J B,et al.Lignin valorization:improving lignin processing in the biorefinery[J].Science,2014,344:709-719.
[10]MARTINI N D,LIEN S J F.Rede rick impact of integrated pulp mill/biorefinery on the chemical recovery cycle[C]//Proceeding of International Conference on Pulping,Papermaking and Biotechnology 2008.Nanjing,2008:176-183.
[11]ISAO Hasegawa,YUSUKE Inoue,YOSUKE Muranaka,et al.Selective production of organic acids and depolymerization of lignin by hydrothermal oxidation with diluted hydrogen peroxide[J].Energy Fuels,2011,25:791-796
[12]麻长发.制浆造纸生物质精炼技术研究进展[J].科技创新与应用,2014(5):77.
[13]INGUNN S M,ANDREAS B,CLARA V.Environmental assessment of chemical products from a Norwegian biorefinery[J].Journal of Cleaner Production,2015,94:247-259.
[14]CHERUBINI K.The biorefinery concept:using biomass instead of oil for producing energy and chemicals[J].Energy Conversion Energy and Chemicals,2010,51(7):1412-1421.
[15]LI Jie,XIONG Lian,ZHANG Hairong,et al.Auto-catalytic ethanol pulping of corncob acid hydrolyzed residua[J].Advanced Materials Research,2012,560-561:428-433.
[16]DíAZ M J,ALFARO A,GARCíA M M,et al.Ethanol pulping from tagasaste(chamaecytisus proliferus L.F.ssp palmensis).A new promising source for cellulose pulp[J].I&EC Research,2004,43(8):1875-1881.
[17]李丽珍,章华婷,陈欢,等.多级乙醇法提取加拿大一枝黄花纤维工艺的研究[J].台州学院学报,2014,3(36):24-28.
[18]武书彬,徐绍华.蔗渣乙醇预处理及其对酶解的影响[J].华南理工大学学报(自然科学版),2014,42(7):124-130.
[19]HU Libin,LUO Yiping,CAI Bin,et al.The degradation of the lignin in Phyllostachys heterocycla cv.pubescens in an ethanol solvothermal system[J].Green Chemistry,2014,16:3107-3116.
[20]PYE E K,LORA J H.The Alcell process:a proven alternative to kraft pulping[J].Tappi,1991,74(3):113-117.
[21]靳金虎,卢军,刘秋荣,等.醇溶剂对提取松木中木质素影响的研究[J].广州化工,2014,42(8):71-73.
[22]WILLIAM O S D,PAYAM M,CHRISTOPHER M F.Value-adding to cellulosic ethanol lignin polymers[J].Queensland University and Technology,2011,33(2):259-276.
[23]WU Yingpeng,YI Ningbo,HUANG Lu,et al.Three-dimensionally bonded spongy graphene material with super compressive elasticity and near-zero Poisson’s ratio[J].Nature Nanotechnology,2015,3:1-8.
[24]张宏喜,耿莉莉,曾永明,等.乙二醇法提取棉秆中木质素的研究[J].湖北农业科学,2013,52(18):4359-4362.
[25]JIANG Weikun,LYU Gaojin,LIU Yu,et al.Quantitative analyses of lignin hydrothermolysates from subcritical water and water-ethanol systems[J].I&EC Research,2014,53:10328-10334.
[26]LORA J H,PYE E K.The Alcell process:an environmentally sound approach to annual fibres pulping[J].Pulp&Paper,1994(2):96-98.
[27]PAN Xuejun,ARATO Claudio,GILKES Neil,et al.Biorefining of softwoods using ethanol organosolv pulping:preliminary evaluation of process streams for manufacture of fuel-grade ethanol and co-products[J].Biotechnology and Bioengineering,2005,90(4):473-481.
[28]MABEE W E,SSDDLER J N.The potential of bioconversion to produce fuels and chemicals[C]//Proceedings of the 92nd PAPTA Conference,Montreal Q C,2006.
[29]OLIET M,RODRíGUEZ F,GARCíA J,et al.The effect of autocatalyzed ethanol pulping on lignin characteristics[J].Journal of Wood Chemistry and Technology,2001,21(1):81-95.
[30]PAN Xuejun,KADLA John F,EHARA Katsunobu,et al.Organosolv ethanol lignin from hybrid poplar as a radical scavenger:relationship between lignin structure,extraction conditions,and antioxidant activity[J].Journal of Agricultural and Food Chemistry,2006,54:5806-5813
[31]SEYED Hamidreza Ghaffar,MIZI Fan.Lignin in straw and its applications as an adhesive[J].International Journal of Adhesion&Adhesives,2014,48:92-101.
[32]张琦,马隆龙,张兴华.生物质转化为高品位烃类燃料研究进展[J].农业机械学报,2015,46(1):176-185.
[33]TOLEDANO A,SERRANO L,BALU A M,et al.Fractionation of organosolv lignin from olive tree clippings and its valorization to simple phenolic compounds[J].Chem Sus Chem,2013,6(3):529-536.
[34]刘晓欢,张明明,王基夫,等.水热法碱活化生物质乙醇木质素的化学结构变化[J].光谱学与光谱分析,2013,11,33(11):2940-2944.
[35]GE Yuanyuan,WEI Qiang,LI Zhili.Preparation and evaluation of the free radical scavenging activities of nanoscale lignin biomaterials[J].Bio Resources,2014,9(4):6699-6706.
[36]KIM Moo Sung,LEE Dong Hun,KIM Chang Hyo,et al.Shell-core structured carbon fibers via melt spinning of petroleum and wood-processing waste blends[J].Carbon,2015,85:194-200.
[37]LANGHOLTZ M,DOWNING M,GRAHAM R,et al.Lignin-derived carbon fiber as a co-product of refining cellulosic biomass[J].SAE international,2014,7(1):115-121.
[38]GUPTA Arun Kumar,MOHANTY Smita,NAYAK S K.Synthesis,characterization and application of lignin nanoparticles(LNPs)[J].Materials Focus,2014,3:444-454.
[39]GUO Zibin,LIU Zhe,YE Li,et al.The production of lignin-phenolformaldehyde resin derived carbon fibers stabilized by BN preceramic polymer[J].Materials Letters,2015,142:49-51.
[40]IULIAN Andrei Gilca,VALENTIN I Popa,CLAUDIA Crestini.Obtaining lignin nanoparticles by sonication[J].Ultrasonics Sonochemistry,2015,23:369-375.
[41]JIANG C,HE H,YU P,et al.Plane-interface-induced lignin-based nanosheets and its reinforcing effect on styrene-butadiene rubber[J].Express Polymer Letters,2014,9:619-634.
[42]VAZQILEZ,G,ANTORRENA,G,GONZALEZ,J,et a1.Lignin-phenol-form-aldehyde adhesives for exterior grade plywoods[J].Bioresource Technology,1995,51(3):187-192.
[43]PING Q W,LI H Y,YANG L Y.The use effect of reed ethanol lignin flocculant[J].Application of Chemical Engineering,2011,236-238:1216-1219.
[44]罗佳佳,吕秋丰.木质素-聚吡咯复合纳米粒子的制备及其Ag吸附性能[J].高分子材料科学与工程,2015,31(2):130-134.
[45]王洁,冯钠,魏立刚,等.离子液体中木质素的酯化及其对环氧树脂的改性[J].合成树脂及塑料,2014,31(5):39-43.
[46]ZHANG Wei,MA Yufeng,XU Yuzhi,et al.Lignocellulosic ethanol residue-based lignin-phenol-formaldehyde resin adhesive[J].International Journal of Adhesion&Adhesives,2013,40:11-18.
[47]GLEN H K,JENNIFER A L.Comb polymer architecture effects on the rheological property evolution of concentrated cement suspensions[J].Journal of the American Ceramic Society,2004,87(9):1643-1652.
[48]ABIDOLLAH J,MAJID H A.Evaluation of admixtures and their effect on concrete properties and mechanism of additives[J].Switzerland Research Park Journal,2013,102(11):1311-1326.
[49]LEI L,JOHANN P.Synthesis and properties of a vinyl ether-based polycarboxylate superplasticizer for concrete possessing clay tolerance[J].I&EC Research,2014,53(3):1048-1055.
[50]CHETALI G,MADELINE J S,NEWELL R W.Molecular architecture requirements for polymergrafted lignin superplasticizers[J].The Royal Society of Chemistry,2015,11:2691-2699.
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