中文   |   English   |   Email Alert

木质素氧化还原解聚研究现状

沈晓骏, 黄攀丽, 文甲龙, 孙润仓*

化学进展 ›› 2017, Vol. 29 ›› Issue (1) :162-178

PDF (8758KB)
化学进展 ›› 2017, Vol. 29 ›› Issue (1) :162-178 DOI: 10.7536/PC161002
综述
扫码查看或转发全文

木质素氧化还原解聚研究现状

    沈晓骏, 黄攀丽, 文甲龙, 孙润仓*
作者信息 +

Research Status of Lignin Oxidative and Reductive Depolymerization

  • Xiaojun Shen, Panli Huang, Jialong Wen, Runcang Sun*
Author information +
文章历史 +

摘要

木质素是自然界中含量巨大的天然酚类聚合物,其总量仅次于纤维素。由于其结构复杂性,仅有不到2%的木质素用于工业生产,因此实现木质素的高效综合利用是目前该领域的难题,而木质素的氧化还原转化为芳香化合物是目前一个重要且有前景的手段:木质素氧化解聚能显著降低其主要化学键键能,促进木质素转化为香草醛、紫丁香醛和高香草醛等高度官能化的单体;而木质素还原解聚可将其结构中含氧官能团脱除,转化为低氧/无氧木质素生物油,可作为高热值生物燃油,且在反应中能显著抑制缩合反应的进行。本文简要介绍了木质素的结构单元以及联接方式,同时从反应条件和催化剂等方面全面综述了国内外木质素氧化还原解聚的最新研究进展,并对其反应机理进行了详细探讨。在此基础上,针对当前木质素解聚过程中的难题提出了未来该领域的研究重点和方向。

Abstract

Lignin is a natural phenolic polymer and the second most abundant component next to cellulose in almost all plant biomass. However, only 2% of lignin is applied to industrial production due to the complexity of lignin structure. Therefore, the importance of comprehensive utilization of lignin should be addressed. It is a very important and promising approach for oxidative and reductive depolymerization of lignin polymer into aromatic compounds in lignin valorization. Oxidative depolymerization of lignin can significantly reduce the bond energy of main chemical bonds in lignin, which promotes the conversion of lignin into highly functionalized lignin monomer, such as vanillin, syringaldehyde, homovanillin.The reductive depolymerization can remove the oxygen-containing functional groups of the lignin and facilitate the transformation of lignin into low-oxygen and oxygen-free bio-oil, which can be applied to high caloric value bio-fuel. Besides, condensation reaction is conspicuously suppressed during reductive depolymerization. A brief introduction of the lignin structure unit, connecting and the recent progress in oxidative and reductive depolymerization of lignin are reviewed intensively. In addition, the catalytic mechanism for the depolymerization of lignin is also discussed. Furthermore, forthcoming research emphasis and directions of lignin depolymerization are proposed at the end of the review based on existing problems in this area.

Contents
1 Introduction
2 Lignin structure
3 Lignin catalytic depolymerization
4 Reductive depolymerization
4.1 Hydrogenolysis
4.2 Hydrodeoxygenation
4.3 Hydrogenation
4.4 Integrated hydrogen-processing
5 Oxidation Oxidatine depolymerization
5.1 Organometallic catalysis
5.2 Metal-free organocatalysis
5.3 Base catalysis
5.4 Polyoxometalates catalysis
5.5 Electrocatalytic oxidation
5.6 Photocatalytic oxidation
6 Conclusion and outlook

Graphical abstract

关键词

木质素 / 氧化解聚 / 还原解聚 / 反应机理

Key words

lignin / oxidative depolymerization / reductive depolymerization / reaction mechanism

引用本文

引用格式 ▾
沈晓骏, 黄攀丽, 文甲龙, 孙润仓. 木质素氧化还原解聚研究现状[J]. 化学进展, 2017, 29(1): 162-178 DOI:10.7536/PC161002
Xiaojun Shen, Panli Huang, Jialong Wen, Runcang Sun. Research Status of Lignin Oxidative and Reductive Depolymerization[J]. Progress in Chemistry, 2017, 29(1): 162-178 DOI:10.7536/PC161002

登录浏览全文

4963

注册一个新账户 忘记密码

参考文献

[1] Li C, Zhao X, Wang A, Huber G W, Zhang T. Chemical Reviews, 2015, 115(21):11559.
[2] Alvira P, Tomas-Pejo E, Ballesteros M, Negro M J. Bioresour Technol, 2010, 101(13):4851.
[3] Klein A P, Beach E S, Emerson J W, Zimmerman J B. Journal of Agricultural and Food Chemistry, 2010, 58(18):10045.
[4] Xu C, Arancon R A, Labidi J, Luque R. Chem Soc Rev, 2014, 43(22):7485.
[5] 龙金星(Long J X), 徐莹(Xu Y), 王铁军(Wang T J), 张兴华(Zhang X H), 张琦(Zhang Q), 马隆龙(Ma L L), 李宇萍(Li Y P). 新能源进展(Journal of Circuits and Systems), 2014, 2(2):83.
[6] Kamm B, Gruber P R, Kamm M. Biorefineries-Industrial Processes and Products. Wiley, 2006.
[7] Calvo-Flores F G, Dobado J A. ChemSusChem, 2010, 3(11):1227.
[8] Ralph J, Lundquist K, Brunow G, Lu F, Kim H, Schatz P F, Marita J M, Hatfield R D, Ralph S A, Christensen J H. Phytochemistry Reviews, 2004, 3(1/2):29.
[9] Sakakibara A. Wood Science and Technology, 1980, 14(2):89.
[10] Ralph J, Lu F. Organic & Biomolecular Chemistry, 2004, 2(19):2714.
[11] Lu F, Ralph J. Cereal Straw as a Resource for Sustainable Biomaterials and Biofuels, Amsterdam:Elsevier, 2010. 169.
[12] Vanholme R, Morreel K, Ralph J, Boerjan W. Current Opinion in Plant Biology, 2008, 11(3):278.
[13] Mansfield S D, Kim H, Lu F, Ralph J. Nature Protocols, 2012, 7(9):1579.
[14] Li S H, Liu S, Colmenares J C, Xu Y J. Green Chemistry, 2016,18(3):594.
[15] Zakzeski J, Bruijnincx P C, Jongerius A L, Weckhuysen B M. Chemical Reviews, 2010, 110(6):3552.
[16] Dorrestijn E, Laarhoven L J J, Arends I W C E, Mulder P. Journal of Analytical and Applied Pyrolysis, 2000, 54(1/2):153.
[17] Chakar F S, Ragauskas A J. Industrial Crops and Products, 2004, 20(2):131.
[18] Rodrigues Pinto P C, Borges Da Silva E A, Rodrigues A R E D. Industrial & Engineering Chemistry Research, 2010, 50(2):741.
[19] Zhang A, Lu F, Sun R, Ralph J. Planta, 2009, 229(5):1099.
[20] Yaghoubi K, Pazouki M, Shojaosadati S A. Bioresource Technology, 2008, 99(10):4321.
[21] Ghampson I T, Sepúlveda C, Garcia R, Fierro J G, Escalona N, Desisto W J. Applied Catalysis A:General, 2012, 435:51.
[22] Barta K, Warner G R, Beach E S, Anastas P T. Green Chem, 2014, 16(1):191.
[23] Warner G, Hansen T S, Riisager A, Beach E S, Barta K, Anastas P T. Bioresource Technology, 2014, 161:78.
[24] Song Q, Wang F, Xu J. Chem Commun (Camb), 2012, 48(56):7019.
[25] Kloekhorst A, Heeres H J. ACS Sustainable Chemistry & Engineering, 2015, 3(9):1905.
[26] Sergeev A G, Hartwig J F. Science, 2011, 332(6028):439.
[27] Sergeev A G, Webb J D, Hartwig J F. Journal of the American Chemical Society, 2012, 134(50):20226.
[28] Song Q, Wang F, Cai J, Wang Y, Zhang J, Yu W, Xu J. Energy & Environmental Science, 2013, 6(3):994.
[29] Yakovlev V, Khromova S, Sherstyuk O, Dundich V, Ermakov, D, Novopashina V, Lebedev M, Bulavchenko O, Parmon, V. Catalysis Today, 2009, 144(3):362.
[30] Xu W, Miller S J, Agrawal P K, Jones C W. ChemSusChem, 2012, 5(4):667.
[31] Ferrini P, Rinaldi R. Angewandte Chemie-International Edition, 2014, 53(33):8634.
[32] Toledano A, Serrano L, Pineda A, Romero A A, Luque R, Labidi J. Applied Catalysis B:Environmental, 2014, 145:43.
[33] Torr K M, Van De Pas D J, Cazeils E, Suckling I D. Bioresource Technology, 2011, 102(16):7608.
[34] Ye Y, Zhang Y, Fan J, Chang J. Bioresour Technol, 2012, 118:648.
[35] Deuss P J, Scott M, Tran F, Westwood N J, De Vries J G, Barta K. Journal of the American Chemical Society, 2015, 137(23):7456.
[36] Van Den Bosch S, Schutyser W, Vanholme R, Driessen T, Koelewijn S F, Renders T, De Meester B, Huijgen W J J, Dehaen W, Courtin C M, Lagrain B, Boerjan W, Sels B F. Energy & Environmental Science, 2015, 8(6):1748.
[37] Schutyser W, Van Den Bosch S, Renders T, De Boe T, Koelewijn S F, Dewaele A, Ennaert T, Verkinderen O, Goderis B, Courtin C M, Sels B F. Green Chemistry, 2015, 17(11):5035.
[38] Wang H, Ruan H, Pei H, Wang H, Chen X, Tucker M P, Cort J R, Yang B. Green Chemistry, 2015, 17(12):5131.
[39] Nichols J M, Bishop L M, Bergman R G, Ellman J A. Journal of the American Chemical Society, 2010, 132(36):12554.
[40] Barta K, Ford P C. Accounts of Chemical Research, 2014, 47(5):1503.
[41] Wu A, Patrick B O, Chung E, James B R. Dalton Transactions, 2012, 41(36):11093.
[42] Huo W, Li W, Zhang M, Fan, W, Chang, H. M, Jameel, H. Catalysis Letters, 2014, 144(7):1159.
[43] Prasomsri T, Shetty M, Murugappan K, Roman-Leshkov Y. Energy & Environmental Science, 2014, 7(8):2660.
[44] Lee W S, Wang Z, Wu R J, Bhan A. Journal of Catalysis, 2014, 319:44.
[45] Ghampson I T, Sepúlveda C, Garcia R, Radovic L R, Fierro J G, Desisto W J, Escalona N. Applied Catalysis A:General, 2012, 439:111.
[46] Ma R, Hao W, Ma X, Tian Y, Li Y. Angew Chem Int Ed Engl, 2014, 53(28):7310.
[47] Ding L N, Wang A Q, Zheng M Y, Zhang T. ChemSusChem, 2010, 3(7):818.
[48] Guanhong Z, Zheng M, Aiqin W, Zhang T. Chinese Journal of Catalysis, 2010, 31(8):928.
[49] Zhao H, Li D, Bui P, Oyama S. Applied Catalysis A:General, 2011, 391(1):305.
[50] Ma X, Tian Y, Hao W, Ma R, Li Y. Applied Catalysis A:General, 2014, 481:64.
[41] De Rogatis L, Montini T, Cognigni A, Olivi L, Fornasiero P. Catalysis Today, 2009, 145(1):176.
[52] Lee J H, Lee E G, Joo O S, Jung K D. Applied Catalysis A:General, 2004, 269(1):1.
[53] Bykova M, Ermakov D Y, Kaichev V, Bulavchenko O, Saraev A, Lebedev M Y, Yakovlev V. Applied Catalysis B:Environmental, 2012, 113:296.
[54] Nimmanwudipong T, Runnebaum R C, Block D E, Gates B C. Energy & Fuels, 2011, 25(8):3417.
[55] Xu X, Li Y, Gong Y, Zhang P, Li H, Wang Y. Journal of the American Chemical Society, 2012, 134(41):16987.
[56] Parsell T H, Owen B C, Klein I, Jarrell T M, Marcum C L, Haupert L J, Amundson L M, Kenttämaa H I, Ribeiro F, Miller J T. Chemical Science, 2013, 4(2):806.
[57] Lin Y C, Li C L, Wan H P, Lee H T, Liu C F. Energy & Fuels, 2011, 25(3):890.
[58] González-Borja M, Resasco D E. Energy & Fuels, 2011, 25(9):4155.
[59] Feng B, Kobayashi H, Ohta H, Fukuoka A. Journal of Molecular Catalysis A:Chemical, 2014, 388:41.
[60] Ohta H, Feng B, Kobayashi H, Hara K, Fukuoka A. Catalysis Today, 2014, 234:139.
[61] Jongerius A L, Jastrzebski R, Bruijnincx P C, Weckhuysen B M. Journal of Catalysis, 2012, 285(1):315.
[62] Bui V N, Laurenti D, Delichère P, Geantet C. Applied Catalysis B:Environmental, 2011, 101(3):246.
[63] Romero Y, Richard F, Brunet S. Applied Catalysis B:Environmental, 2010, 98(3):213.
[64] Bui V N, Laurenti D, Afanasiev P, Geantet C. Applied Catalysis B:Environmental, 2011, 101(3):239.
[65] Romero Y, Richard F, Renème Y, Brunet S. Applied Catalysis A:General, 2009, 353(1):46.
[66] Popov A, Kondratieva E, Gilson J-P, Mariey L, Travert A, Maugé F. Catalysis Today, 2011, 172(1):132.
[67] Desnoyer A N, Fartel B, Macleod K C, Patrick B O, Smith K M. Organometallics, 2012, 31(21):7625.
[68] Wang W, Yang Y, Luo H, Peng H, He B, Liu W. Catalysis Communications, 2011, 12(14):1275.
[69] Wang W Y, Yang Y Q, Luo H A, Liu W Y. Catalysis Communications, 2010, 11(9):803.
[70] Zhao C, Kou Y, Lemonidou A A, Li X B, Lercher J A. Angew.Chem., Int.Ed., 2009, 48:3987.
[71] Chen Z, He J, Lemonidou A A, Li X, Lercher J A. Journal of Catalysis, 2011, 280(1):8.
[72] Güvenatam B, Kur?un O, Heeres E H, Pidko E A, Hensen E J. Catalysis Today, 2014, 233:83.
[73] Zhang W, Chen J, Liu R, Wang S, Chen L, Li K. ACS Sustainable Chemistry & Engineering, 2014, 2(4):683.
[74] Zhao C. ChemCatChem, 2012, 4(1):64.
[75] Zhu X, Lobban L L, Mallinson R G, Resasco D E. Journal of Catalysis, 2011, 281(1):21.
[76] Laskar D D, Tucker M P, Chen X, Helms G L, Yang B. Green Chemistry, 2014, 16(2):897.
[77] Huang Y B, Yang Z, Dai J J, Guo Q X, Fu Y. RSC Advances, 2012, 2(30):11211.
[78] Gallezot P, Richard D. Catalysis Reviews, 1998, 40(1/2):81.
[79] Liu W J, Zhang X S, Yanchao Q, Hong J, Yu H Q. Green Chemistry, 2012, 14(8):2226.
[80] Vispute T P, Zhang H, Sanna A, Xiao R, Huber G W. Science, 2010, 330(6008):1222.
[81] Nimmanwudipong T, Runnebaum R C, Ebeler S E, Block D E, Gates B C. Catalysis Letters, 2012, 142(2):151.
[82] Anderson J A, Athawale A, Imrie F E, Kenna F M M C, Cue A M C, Molyneux D, Power K, Shand M, Wells R P K. Journal of Catalysis, 2010, 270(1):9.
[83] Pérez Y, Fajardo M, Corma A. Catalysis Communications, 2011, 12(12):1071.
[84] Xu G, Guo J, Zhang Y, Fu Y, Chen J, Ma L, Guo Q. ChemCatChem, 2015, 7(16):2485.
[85] Li Z L, Garedew M, Lam C H, Jackson J E, Miller D J, Saffron C M. Green Chemistry, 2012, 14(9):2540.
[86] Lam C H, Lowe C B, Li Z, Longe K N, Rayburn J T, Caldwell M A, Houdek C E, Maguire J B, Saffron C M, Miller D J. Green Chemistry, 2014, 17(1):601.
[87] Zhao C, Camaioni D M, Lercher J A. Journal of Catalysis, 2012, 288(2):92.
[88] Runnebaum R C, Nimmanwudipong T, Block D E, Gates B C. Catalysis Science & Technology, 2011, 2(1):113.
[89] Runnebaum R C, Nimmanwudipong T, Limbo R R, Block D E, Gates B C. Catalysis Letters, 2012, 142(1):7.
[90] Runnebaum R C, Lobolapidus R J, Nimmanwudipong T, Block D E, Gates B C. Energy Fuels, 2011, 25(10):4776.
[91] Marker T, Roberts M, Linck M, Felix L, Ortiz-Toral P, Wangerow J, Tan E, Gephart J, Shonnard D. Office of Scientific & Technical Information Technical Reports, 2013.
[92] Shen X J, Wang B, Pan Li H, Wen J L, Sun R C. RSC Advances, 2016, 6(51):45315.
[93] Ma R, Xu Y, Zhang X. ChemSusChem, 2015, 8(1):24.
[94] Crestini C, Pro P, Neri V, Saladino R. Bioorganic & Medicinal Chemistry, 2005, 13(7):2569.
[95] Crestini C, Crucianelli M, Orlandi M, Saladino R. Catalysis Today, 2010, 156(1):8.
[96] Crestini C, Caponi M C, Argyropoulos D S, Saladino R. Bioorganic & Medicinal Chemistry, 2006, 14(15):5292.
[97] Harms R G, Markovits I I E, Drees M, Cokoja M, Kühn D F E. Chemsuschem, 2014, 7(2):429.
[98] Haikarainen A, Pajunen A, Mutikainen I. Journal of the Chemical Society Dalton Transactions, 2001, 42(7):991.
[99] Zhou X F, Quin J X, Wang S R. Drewno, 2011, 54:15.
[100] Zoia L, Canevali C, Orlandi M, Sipila J, Morazzoni F, Tolppa E L. Bioresources, 2008, 3(1):21.
[101] Zhou X F. Journal of Applied Polymer Science, 2014, 131(18):40809.
[102] Zakzeski J, Bruijnincx P C A, Weckhuysen B M. Working Papers, 2011, 13(3):671.
[103] Sippola V, Krause O, Vuorinen T. Journal of Wood Chemistry & Technology, 2004, 24(4):323.
[104] Badamali S K, Luque R, Clark J H, Breeden S W. Catalysis Communications, 2009, 10(6):1010.
[105] Biannic B, Bozell J J. Organic Letters, 2013, 15(11):2730.
[106] Lange H, Decina S, Crestini C. European Polymer Journal, 2013, 49(6):1151.
[107] Zhou X F. Environmental Progress & Sustainable Energy, 2015, 34(4):1120.
[108] Bugg T D, Ahmad M, Hardiman E M, Rahmanpour R. Natural Product Reports, 2011, 28(12):1883.
[109] Herrmann W A, Fischer R W. Journal of the American Chemical Society, 1995, 117(11):3223.
[110] Shimada M, Habe T, Higuchi T, Okamoto T, Panijpan B. Holzforschung-International Journal of the Biology, Chemistry, Physics and Technology of Wood, 1987, 41(5):277.
[111] Jiang Q, Sheng W, Guo X, Tang J, Guo C. Journal of Molecular Catalysis A:Chemical, 2013, 373:121.
[112] Venkatasubbaiah K, Zhu X, Kays E, Hardcastle K I, Jones C W. ACS Catalysis, 2011, 1(5):489.
[113] Kumar A, Jain N, Chauhan S. Synlett, 2007, 9(3):0411.
[114] Zucca P, Sollai F, Garau A, Rescigno A, Sanjust E. Journal of Molecular Catalysis A Chemical, 2009, 306(1-2):89.
[115] Crestini C, Pastorini A, Tagliatesta P. European Journal of Inorganic Chemistry, 2004, 2004(22):4477.
[116] Crestini C, Saladino R, Tagliatesta P, Boschi T. Bioorganic & Medicinal Chemistry, 1999, 7(9):1897.
[117] Artaud I, Ben-Aziza K, Mansuy D. The Journal of Organic Chemistry, 1993, 58(12):3373.
[118] Adam W, Saha-Möller C R, Ganeshpure P A. Chemical Reviews, 2001, 101(11):3499.
[119] Rahimi A, Azarpira A, Kim H, Ralph J, Stahl S S. Journal of the American Chemical Society, 2013, 135(17):6415.
[120] Sedai B, DíAz-Urrutia C, Baker R T, Wu R, Silks L P, Hanson S K. ACS Catalysis, 2013, 3(12):3111.
[121] Sedai B, DíAz-Urrutia C, Baker R T, Wu R, Silks L P, Hanson S K. ACS Catalysis, 2011, 1(7):794.
[122] Rahimi A, Ulbrich A, Coon J J, Stahl S S. Nature, 2014, 515(7526):249.
[123] Kim H G, Park Y. Industrial & Engineering Chemistry Research, 2013, 52(30):10059.
[124] Tarabanko V, Hendogina Y V, Petuhov D, Pervishina E. Reaction Kinetics and Catalysis Letters, 2000, 69(2):361.
[125] Deng H, Lin L, Sun Y, Pang C, Zhuang J, Ouyang P, Li Z, Liu S. Catalysis Letters, 2008, 126(1/2):106.
[126] Yang M, Xu A, Du H, Sun C, Li C. Journal of Hazardous Materials, 2007, 139(1):86.
[127] Deng H, Lin L, Sun Y, Pang C, Zhuang J, Ouyang P, Li J, Liu S. Energy & Fuels, 2009, 23(1):19.
[128] Kim Y S, Chang H M, Kadla J F. Holzforschung, 2008, 62(1):38.
[129] Weinstock I A, Atalla R H, Reiner R S, Moen M A, Hammel K E, Houtman C J, Hill C L, Harrup M K. Journal of Molecular Catalysis A:Chemical, 1997, 116(1):59.
[130] Argyropoulos D S. Oxidative Delignification Chemistry. American Chemical Society, 2001.
[131] Voitl T, Nagel M V, Von Rohr P R. Holzforschung, 2010, 64(1):13.
[132] Sonnen D M, Reiner R S, Atalla R H, Weinstock I A. Industrial & Engineering Chemistry Research, 1997, 36(10):4134.
[133] Yokoyama T, Chang H-M, Reiner R S, Atalla R H, Weinstock I A, Kadla J F. Holzforschung, 2004, 58(2):116.
[134] Weinstock I A, Hammel K E, Moen M A, Landucci L L, Ralph S, Sullivan C E, Reiner R S. Holzforschung-International Journal of the Biology, Chemistry, Physics and Technology of Wood, 1998, 52(3):311.
[135] Evtuguin D V, Daniel A I, Silvestre A J, Amado F M, Neto C P. Journal of Molecular Catalysis A:Chemical, 2000, 154(1):217.
[136] Sik Kim Y, Chang H M, Kadla J F. Journal of Wood Chemistry and Technology, 2007, 27(3/4):225.
[137] Ruuttunen K, Vuorinen T. Industrial & Engineering Chemistry Research, 2005, 44(12):4284.
[138] Bujanovic B, Ralph S, Reiner R, Hirth K, Atalla R. Materials, 2010, 3(3):1888.
[139] Bailey A, Brooks H. Journal of the American Chemical Society, 1946, 68(3):445.
[140] Tolba R, Tian M, Wen J, Jiang Z-H, Chen A. Journal of Electroanalytical Chemistry, 2010, 649(1):9.
[141] Shiraishi T, Takano T, Kamitakahara H, Nakatsubo F. Holzforschung, 2012, 66(3):311.
[142] Zhang Y M, Peng Y, Yin X L, Liu Z H, Li G. Journal of Chemical Technology and Biotechnology, 2014, 89(12):1954.
[143] Reichert E, Wintringer R, Volmer D A, Hempelmann R. Physical Chemistry Chemical Physics, 2012, 14(15):5214.
[144] Kobayakawa K, Sato Y, Nakamura S, Fujishima A. Bulletin of the Chemical Society of Japan, 1989, 62(11):3433.
[145] U?urlu M, Karao?lu M. Chemical Engineering Journal, 2011, 166(3):859.
[146] Ma Y S, Chang C N, Chiang Y P, Sung H F, Chao A C. Chemosphere, 2008, 71(5):998.
[147] Rangel R, Mercado G, Bartolo-Pérez P, García R. Science of Advanced Materials, 2012, 4(5-6):573.
[148] Portjanskaja E, Preis S. International Journal of Photoenergy, 2007, 2007:76730.
[149] Li W, Zhang M, Du Z, Ma Q, Jameel H, Chang H M. BioResources, 2015, 10(1):1245.
[150] Du Z, Li W, Xu Z, Wu H, Jameel H, Chang H M, Ma L L. Journal of Wood Chemistry and Technology, 2016, 36(5):365.
[151] Kamwilaisak K, Wright P C. Energy & Fuels, 2012, 26(4):2400.
PDF (8758KB)

5812

访问

0

被引

详细

导航
相关文章

/

〈 〉