离子液体在生物质转化中的应用与研究进展
Application and progress of ionic liquid in biomass conversion
-
摘要: 综述了离子液体在纤维素及其衍生物、半纤维素及其衍生物和木质素及其模型化合物降解转化中的主要作用等方面的研究成果与最新进展.认为离子液体是生物质转化过程中常用的溶剂和催化剂.针对不同类型的生物质,离子液体/无机酸或离子液体/金属氯化物(Lewis酸)是目前研究生物质转化催化剂的主流体系.鉴于目前离子液体体系在生物质催化转化应用中存在成本较高、回收困难等问题,提出了未来的研究方向,主要包括:一是合成性能更好的新的离子液体来催化生物质转化;二是开发新的复合催化体系,有针对性地在离子液体中添加一种甚至多种有助生物质溶解或催化转化的添加剂或催化剂;三是开发成本低廉、性能优越、易于回收的离子液体催化体系.Abstract: The research results and recent developments of ionic liquids in the main role of the degradation and transformation in cellulose and its derivatives, hemicellulose and its derivatives,lignin and its model compounds were reviewed. Ionic liquids were considered to be solvents and catalysts commonly used in biomass conversion processes. For different types of biomass, ionic liquid/inorganic acid or ionic liquid/metal chloride (Lewis acid) was the mainstream system for postgraduate material conversion catalysts.The problems of the current ionic liquid system in the catalytic conversion of biomass were analyzed. The current ionic liquid system had the problems of high cost and difficult recovery in the application of biomass catalytic conversion. It proposed research directions for further research in the future. The main ones were:one was a new ionic liquid with better synthesis performance to catalyze the conversion of biomass; the second was to develop a new composite catalytic system, specifically a converted additive or catalyst was added into one or more kinds of biomass to dissolve or catalyze the ionic liquid; the third was to develop an ionic liquid catalytic system with low cost, superior performance and easy recovery.
-
Key words:
- ionic liquid /
- biomass /
- lignocellulose /
- glucose /
- hemicellulose /
- renewable resource
-
-
[1]
HUBER G W,IBORRA S,CORMA A.Synthesis of transportation fuels from biomass:chemistry,catalysts,and engineering[J].Chem Rev,2006,106(9):4044.
-
[2]
GALLEZOT P.Conversion of biomass to selected chemical products[J].Chem Soc Rev,2012,41(4):1538.
-
[3]
TUCK C O,PEREZ E,HORVATH I T,et al.Valorization of biomass:deriving more value from waste[J].Science,2012,337(6095):695.
-
[4]
ALONSO D M,WETTSTEIN S G,DUMESIC J A.Bimetallic catalysts for upgrading of biomass to fuels and chemicals[J].Chem Soc Rev,2012,41(24):8075.
-
[5]
CHATTERJEE C,PONG F,SEN A.Chemical conversion pathways for carbohydrates[J].Green Chemistry,2015,17(1):40.
-
[6]
SUN N,RODRIGUEZ H,RAHMAN M,et al.Where are ionic liquid strategies most suited in the pursuit of chemicals and energy from lignocellulosic biomass?[J].Chem Commun (Camb),2011,47(5):1405.
-
[7]
ROGERS R D,SEDDON K R.Ionic liquids-solvents of the future?[J].Science,2003,302(5646):792.
-
[8]
MATON C,DE VOS N,STEVENS C V.Ionic liquid thermal stabilities:decomposition mechanisms and analysis tools[J].Chem Soc Rev,2013,42(13):5963.
-
[9]
XIAO J,CHEN G,LI N.Ionic liquid solutions as a green tool for the extraction and isolation of natural products[J].Molecules,2018,23(7):1765.
-
[10]
PODGORSEK A,JACQUEMIN J,PADUA A A,et al.Mixing enthalpy for binary mixtures containing ionic liquids[J].Chem Rev,2016,116(10):6075.
-
[11]
HAPIOT P,LAGROST C.Electrochemical reactivity in room-temperature ionic liquids[J].Chem Rev,2008,108(7):2238.
-
[12]
HALLETT J P,WELTON T.Room-temperature ionic liquids:solvents for synthesis and catalysis 2[J].Chem Rev,2011,111(5):3508.
-
[13]
ZHANG S,SUN J,ZHANG X,et al.Ionic liquid-based green processes for energy production[J].Chem Soc Rev,2014,43(22):7838.
-
[14]
FU D,MAZZA G,TAMAKI Y.Lignin extraction from straw by ionic liquids and enzymatic hydrolysis of the cellulosic residues[J].J Agric Food Chem,2010,58(5):2915.
-
[15]
YANG J M,LU X M,LIU X M,et al.Rapid and productive extraction of high purity cellulose material via selective depolymerization of the lignin-carbohydrate complex at mild conditions[J].Green Chemistry,2017,19(9):2234.
-
[16]
YANG S Q,LU X M,ZHANG Y Q,et al.Separation and characterization of cellulose I material from corn straw by low-cost polyhydric protic ionic liquids[J].Cellulose,2018,25(6):3241.
-
[17]
LI W Y,SUN N,STONER B,et al.Rapid dissolution of lignocellulosic biomass in ionic liquids using temperatures above the glass transition of lignin[J].Green Chemistry,2011,13(8):2038.
-
[18]
TAN S S Y,MACFARLANE D R,UPFAL J,et al.Extraction of lignin from lignocellulose at atmospheric pressure using alkylbenzenesulfonate ionic liquid[J].Green Chemistry,2009,11(3):339.
-
[19]
SUN N,RAHMAN M,QIN Y,et al.Complete dissolution and partial delignification of wood in the ionic liquid 1-ethyl-3-methylimidazolium acetate[J].Green Chemistry,2009,11(5):646.
-
[20]
ZHENG J,REHMANN L.Extrusion pretreatment of lignocellulosic biomass:a review[J].Int J Mol Sci,2014,15(10):18967.
-
[21]
KRATKY L,JIROUT T.Biomass size reduction machines for enhancing biogas production[J].Chemical Engineering & Technology,2011,34(3):391.
-
[22]
JIN F,ZHOU Z,MORIYA T,et al.Controlling hydrothermal reaction pathways to improve acetic acid production from carbohydrate biomass[J].Environ Sci Technol,2005,39(6):1893.
-
[23]
LEE J W,JEFFRIES T W.Efficiencies of acid catalysts in the hydrolysis of lignocellulosic biomass over a range of combined severity factors[J].Bioresour Technol,2011,102(10):5884.
-
[24]
ZHU J,WAN C,LI Y.Enhanced solid-state anaerobic digestion of corn stover by alkaline pretreatment[J].Bioresour Technol,2010,101(19):7523.
-
[25]
ZHENG Y,ZHAO J,XU F Q,et al.Pretreatment of lignocellulosic biomass for enhanced biogas production[J].Progress in Energy and Combustion Science,2014,42:35.
-
[26]
BRUNI E,JENSEN A P,ANGELIDAKI I.Comparative study of mechanical,hydrothermal,chemical and enzymatic treatments of digested biofibers to improve biogas production[J].Bioresour Technol,2010,101(22):8713.
-
[27]
ZHANG Y L,CHEN X H,GU Y,et al.A physicochemical method for increasing methane production from rice straw:extrusion combined with alkali pretreatment[J].Applied Energy,2015,160:39.
-
[28]
BEHERA S,ARORA R,NANDHAGOPAL N,et al.Importance of chemical pretreatment for bioconversion of lignocellulosic biomass[J].Renewable & Sustainable Energy Reviews,2014,36:91.
-
[29]
GRAENACHER C.Cellulose solution:1943176[P].1930-09-27[2018-11-02].
-
[30]
SWATLOSKI R P,SPEAR S K,HOLBREY J D,et al.Dissolution of cellulose[correction of cellose] with ionic liquids[J].J Am Chem Soc,2002,124(18):4974.
-
[31]
LIU Q P,HOU X D,LI N,et al.Ionic liquids from renewable biomaterials:synthesis,characterization and application in the pretreatment of biomass[J].Green Chemistry,2012,14(2):304.
-
[32]
OUELLET M,DATTA S,DIBBLE D C,et al.Impact of ionic liquid pretreated plant biomass on Saccharomyces cerevisiae growth and biofuel production[J].Green Chemistry,2011,13(10):2743.
-
[33]
WU H,MORA-PALE M,MIAO J,et al.Facile pretreatment of lignocellulosic biomass at high loadings in room temperature ionic liquids[J].Biotechnol Bioeng,2011,108(12):2865.
-
[34]
FU D,MAZZA G.Aqueous ionic liquid pretreatment of straw[J].Bioresour Technol,2011,102(13):7008.
-
[35]
BRANDT A,RAY M J,TO T Q,et al.Ionic liquid pretreatment of lignocellulosic biomass with ionic liquid-water mixtures[J].Green Chemistry,2011,13(9):2489.
-
[36]
LI C Z,WANG Q,ZHAO Z K.Acid in ionic liquid:an efficient system for hydrolysis of lignocellulose[J].Green Chemistry,2008,10(2):177.
-
[37]
ZHANG Z,ZHAO Z K.Solid acid and microwave-assisted hydrolysis of cellulose in ionic liquid[J].Carbohydr Res,2009,344(15):2069.
-
[38]
ANUGWOM I,MAKI-ARVELA P,VIRTANEN P,et al.Selective extraction of hemicelluloses from spruce using switchable ionic liquids[J].Carbohydrate Polymers,2012,87(3):2005.
-
[39]
LIANG G,HE L,CHENG H,et al.ZSM-5-supported multiply-twinned nickel particles:formation,surface properties,and high catalytic performance in hydrolytic hydrogenation of cellulose[J].Journal of Catalysis,2015,325:79.
-
[40]
ALBERT J,WOLFEL R,BOSMANN A,et al.Selective oxidation of complex,water-insoluble biomass to formic acid using additives as reaction accelerators[J].Energy & Environmental Science,2012,5(7):7956.
-
[41]
NANDIWALE K Y,GALANDE N D,THAKUR P,et al.One-pot synthesis of 5-hydroxymethylfurfural by cellulose hydrolysis over highly active bimodal micro/mesoporous H-ZSM-5 catalyst[J].ACS Sustainable Chemistry & Engineering,2014,2(7):1928.
-
[42]
LI C Z,ZHAO Z K B.Efficient acid-catalyzed hydrolysis of cellulose in ionic liquid[J].Advanced Synthesis & Catalysis,2007,349(11/12):1847.
-
[43]
MORALES-DELAROSA S,CAMPOS-MARTIN J M,FIERRO J L G.High glucose yields from the hydrolysis of cellulose dissolved in ionic liquids[J].Chemical Engineering Journal,2012,181:538.
-
[44]
BINDER J B,RAINES R T.Fermentable sugars by chemical hydrolysis of biomass[J].Proc Natl Acad Sci U S A,2010,107(10):4516.
-
[45]
SU Y,BROWN H M,LI G S,et al.Accelerated cellulose depolymerization catalyzed by paired metal chlorides in ionic liquid solvent[J].Applied Catalysis A:General,2011,391(1/2):436.
-
[46]
KAMIMURA A,OKAGAWA T,OYAMA N,et al.Combination use of hydrophobic ionic liquids and LiCl as a good reaction system for the chemical conversion of cellulose to glucose[J].Green Chemistry,2012,14(10):2816.
-
[47]
RINALDI R,MEINE N,VOM STEIN J,et al.Which controls the depolymerization of cellulose in ionic liquids:the solid acid catalyst or cellulose?[J].Chem Sus Chem,2010,3(2):266.
-
[48]
YUAN X,CHENG G.From cellulose fibrils to single chains:understanding cellulose dissolution in ionic liquids[J].Phys Chem Chem Phys,2015,17(47):31592.
-
[49]
DONG K,ZHANG S,WANG J.Understanding the hydrogen bonds in ionic liquids and their roles in properties and reactions[J].Chem Commun (Camb),2016,52(41):6744.
-
[50]
LONG J X,ZHANG Y Y,WANG L F,et al.Which is the determinant for cellulose degradation in cooperative ionic liquid pairs:dissolution or catalysis?[J].Science China-Chemistry,2016,59(5):557.
-
[51]
DE OLIVEIRA H F N,FARES C,RINALDI R.Beyond a solvent:the roles of 1-butyl-3-methylimidazolium chloride in the acid-catalysis for cellulose depolymerisation[J].Chem Sci,2015,6(9):5215.
-
[52]
AMARASEKARA A S,OWEREH O S.Hydrolysis and decomposition of cellulose in bronsted acidic ionic liquids under mild conditions[J].Industrial & Engineering Chemistry Research,2009,48(22):10152.
-
[53]
AMARASEKARA A S,WIREDU B.Chemocatalytic hydrolysis of cellulose at 37℃,1 atm[J].Catalysis Science & Technology,2016,6(2):426.
-
[54]
ZHUO K,DU Q,BAI G,et al.Hydrolysis of cellulose catalyzed by novel acidic ionic liquids[J].Carbohydr Polym,2015,115:49.
-
[55]
LI C,ZHAO Z K.Efficient acid-catalyzed hydrolysis of cellulose in ionic liquid[J].Advanced Synthesis & Catalysis,2007,349(11/12):1847.
-
[56]
ZHANG F,FANG Z.Hydrolysis of cellulose to glucose at the low temperature of 423 K with CaFe2O4-based solid catalyst[J].Bioresour Technol,2012,124:440.
-
[57]
JIANG F,ZHU Q J,MA D,et al.Direct conversion and NMR observation of cellulose to glucose and 5-hydroxymethylfurfural (HMF) catalyzed by the acidic ionic liquids[J].Journal of Molecular Catalysis A:Chemical,2011,334(1/2):8.
-
[58]
SUZUKI S,TAKEOKA Y,RIKUKAWA M,et al.Brønsted acidic ionic liquids for cellulose hydrolysis in an aqueous medium:structural effects on acidity and glucose yield[J].RSC Advances,2018,8(26):14623.
-
[59]
RINALDI R,PALKOVITS R,SCHUTH F.Depolymerization of cellulose using solid catalysts in ionic liquids[J].Angew Chem Int Ed Engl,2008,47(42):8047.
-
[60]
CAI H,LI C,WANG A,et al.Zeolite-promoted hydrolysis of cellulose in ionic liquid,insight into the mutual behavior of zeolite,cellulose and ionic liquid[J].Applied Catalysis B:Environmental,2012,123/124:333.
-
[61]
QIAN X H,LEI J,WICKRAMASINGHE S R.Novel polymeric solid acid catalysts for cellulose hydrolysis[J].RSC Advances,2013,3(46):24280.
-
[62]
JIANG G S,YUAN Y,WANG B C,et al.Analysis of regenerated cellulose fibers with ionic liquids as a solvent as spinning speed is increased[J].Cellulose,2012,19(4):1075.
-
[63]
HAURU L K J,HUMMEL M,MICHUD A,et al.Dry jet-wet spinning of strong cellulose filaments from ionic liquid solution[J].Cellulose,2014,21(6):4471.
-
[64]
ROSATELLA A A,SIMEONOV S P,FRADE R F M,et al.5-Hydroxymethylfurfural (HMF) as a building block platform:biological properties,synthesis and synthetic applications[J].Green Chemistry,2011,13(4):754.
-
[65]
VAN PUTTEN R J,VAN DER WAAL J C,DE JONG E,et al.Hydroxymethylfurfural,a versatile platform chemical made from renewable resources[J].Chem Rev,2013,113(3):1499.
-
[66]
CHEN J,LIU R,GUO Y,et al.Selective hydrogenation of biomass-based 5-hydroxymethylfurfural over catalyst of palladium immobilized on amine-functionalized metal-organic frameworks[J].Acs Catalysis,2014,5(2):722.
-
[67]
LI S,SU K M,LI Z H,et al.Selective oxidation of 5-hydroxymethylfurfural with H2O2 catalyzed by a molybdenum complex[J].Green Chemistry,2016,18(7):2122.
-
[68]
ZHAO H,HOLLADAY J E,BROWN H,et al.Metal chlorides in ionic liquid solvents convert sugars to 5-hydroxymethylfurfural[J].Science,2007,316(5831):1597.
-
[69]
YONG G,ZHANG Y,YING J Y.Efficient catalytic system for the selective production of 5-hydroxymethylfurfural from glucose and fructose[J].Angew Chem Int Ed Engl,2008,47(48):9345.
-
[70]
HU S Q,ZHANG Z F,SONG J L,et al.Efficient conversion of glucose into 5-hydroxymethylfurfural catalyzed by a common Lewis acid SnCl4 in an ionic liquid[J].Green Chemistry,2009,11(11):1746.
-
[71]
STAHLBERG T,SORENSEN M G,RⅡSAGER A.Direct conversion of glucose to 5-(hydroxymethyl)furfural in ionic liquids with lanthanide catalysts[J].Green Chemistry,2010,12(2):321.
-
[72]
STAHLBERG T,RODRIGUEZ-RODRIGUEZ S,FRISTRUP P,et al.Metal-free dehydration of glucose to 5-(hydroxymethyl)furfural in ionic liquids with boric acid as a promoter[J].Chemistry,2011,17(5):1456.
-
[73]
HU L,SUN Y,LIN L,et al.Catalytic conversion of glucose into 5-hydroxymethylfurfural using double catalysts in ionic liquid[J].Journal of the Taiwan Institute of Chemical Engineers,2012,43(5):718.
-
[74]
LIU D,CHEN E Y X.Ubiquitous aluminum alkyls and alkoxides as effective catalysts for glucose to HMF conversion in ionic liquids[J].Applied Catalysis A:General,2012,435/436:78.
-
[75]
HE J,ZHANG Y,CHEN E Y.Chromium(0) nanoparticles as effective catalyst for the conversion of glucose into 5-hydroxymethylfurfural[J].ChemSusChem,2013,6(1):61.
-
[76]
ZHOU X,ZHANG Z,LIU B,et al.Microwave-assisted rapid conversion of carbohydrates into 5-hydroxymethylfurfural by ScCl3 in ionic liquids[J].Carbohydr Res,2013,375:68.
-
[77]
ZHOU L,LIANG R,MA Z,et al.Conversion of cellulose to HMF in ionic liquid catalyzed by bifunctional ionic liquids[J].Bioresour Technol,2013,129:450.
-
[78]
XUAN Y,HE R,HAN B,et al.Catalytic conversion of cellulose into 5-hydroxymethylfurfural using[PSMIM]HSO4 and ZnSO4·7H2O cocatalyst in biphasic system[J].Waste and Biomass Valorization,2016,9(3):401.
-
[79]
HU L,WU Z,XU J X,et al.Zeolite-promoted transformation of glucose into 5-hydroxymethylfurfural in ionic liquid[J].Chemical Engineering Journal,2014,244:137.
-
[80]
YAN K,JARVIS C,GU J,et al.Production and catalytic transformation of levulinic acid:a platform for speciality chemicals and fuels[J].Renewable & Sustainable Energy Reviews,2015,51:986.
-
[81]
PILEIDIS F D,TITIRICI M M.Levulinic acid biorefineries:new challenges for efficient utilization of biomass[J].ChemSusChem,2016,9(6):562.
-
[82]
SHEN Y,SUN J K,YI Y X,et al.One-pot synthesis of levulinic acid from cellulose in ionic liquids[J].Bioresour Technol,2015,192:812.
-
[83]
RAMLI N A S,AMIN N A S.A new functionalized ionic liquid for efficient glucose conversion to 5-hydroxymethyl furfural and levulinic acid[J].Journal of Molecular Catalysis A:Chemical,2015,407:113.
-
[84]
SUN Z,CHENG M X,LI H C,et al.One-pot depolymerization of cellulose into glucose and levulinic acid by heteropolyacid ionic liquid catalysis[J].RSC Advances,2012,2(24):9058.
-
[85]
DUTTA S,DE S,SAHA B,et al.Advances in conversion of hemicellulosic biomass to furfural and upgrading to biofuels[J].Catalysis Science & Technology,2012,2(10):2025.
-
[86]
MAKI-ARVELA P,SALMI T,HOLMBOM B,et al.Synthesis of sugars by hydrolysis of hemicelluloses:a review[J].Chem Rev,2011,111(9):5638.
-
[87]
ENSLOW K R,BELL A T.The kinetics of Brønsted acid-catalyzed hydrolysis of hemicellulose dissolved in 1-ethyl-3-methylimidazolium chloride[J].RSC Advances,2012,2(26):10028.
-
[88]
MATSAGAR B M,DHEPE P L.Bronsted acidic ionic liquid-catalyzed conversion of hemicellulose into sugars[J].Catalysis Science & Technology,2015,5(1):531.
-
[89]
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.
-
[90]
SIEVERS C,MUSIN I,MARZIALETTI T,et al.Acid-catalyzed conversion of sugars and furfurals in an ionic-liquid phase[J].ChemSusChem,2009,2(7):665.
-
[91]
ZHANG Z,DU B,QUAN Z J,et al.Dehydration of biomass to furfural catalyzed by reusable polymer bound sulfonic acid (PEG-OSO3H) in ionic liquid[J].Catalysis Science & Technology,2014,4(3):633.
-
[92]
ZHANG L,YU H,WANG P,et al.Conversion of xylan,d-xylose and lignocellulosic biomass into furfural using AlCl3 as catalyst in ionic liquid[J].Bioresour Technol,2013,130:110.
-
[93]
ZHANG L X,YU H,YU H B,et al.Conversion of xylose and xylan into furfural in biorenewable choline chloride-oxalic acid deep eutectic solvent with the addition of metal chloride[J].Chinese Chemical Letters,2014,25(8):1132.
-
[94]
ZHANG L,YU H,WANG P.Solid acids as catalysts for the conversion of D-xylose,xylan and lignocellulosics into furfural in ionic liquid[J].Bioresour Technol,2013,136:515.
-
[95]
WU C,CHEN W,ZHONG L,et al.Conversion of xylose into furfural using lignosulfonic acid as catalyst in ionic liquid[J].J Agric Food Chem,2014,62(30):7430.
-
[96]
PELETEIRO S,LOPES A M D,GARROTE G,et al.Simple and efficient furfural production from xylose in media containing 1-butyl-3-methylimidazolium hydrogen sulfate[J].Industrial & Engineering Chemistry Research,2015,54(33):8368.
-
[97]
MATSAGAR B M,HOSSAIN S A,ISLAM T,et al.Direct production of furfural in one-pot fashion from raw biomass using Brønsted acidic ionic liquids[J].Scientific Reports,2017,7(1):13508.
-
[98]
THIERRY M,MAJIRA A,PéGOT B,et al.Imidazolium-based ionic liquids as efficient reagents for the C-O bond cleavage of lignin[J].ChemSusChem,2018,11(2):439.
-
[99]
BINDER J B,GRAY M J,WHITE J F,et al.Reactions of lignin model compounds in ionic liquids[J].Biomass & Bioenergy,2009,33(9):1122.
-
[100]
JIA S,COX B J,GUO X,et al.Hydrolytic cleavage of β-O-4 ether bonds of lignin model compounds in an ionic liquid with metal chlorides[J].Industrial & Engineering Chemistry Research,2011,50(2):849.
-
[101]
JIA S,COX B J,GUO X,et al.Cleaving the β-O-4 bonds of lignin model compounds in an acidic ionic liquid,1-h-3-methylimidazolium chloride:an optional strategy for the degradation of lignin[J].ChemSusChem,2010,3(9):1078.
-
[102]
COX B J,JIA S Y,ZHANG Z C,et al.Catalytic degradation of lignin model compounds in acidic imidazolium based ionic liquids:hammett acidity and anion effects[J].Polymer Degradation and Stability,2011,96(4):426.
-
[103]
COX B J,EKERDT J G.Depolymerization of oak wood lignin under mild conditions using the acidic ionic liquid 1-H-3-methylimidazolium chloride as both solvent and catalyst[J].Bioresour Technol,2012,118:584.
-
[104]
ZHANG B,LI C Z,DAI T,et al.Microwave-assisted fast conversion of lignin model compounds and organosolv lignin over methyltrioxorhenium in ionic liquids[J].RSC Advances,2015,5(103):84967.
-
[105]
JONGERIUS A L,BRUIJNINCX P C A,WECKHUYSEN B M.Liquid-phase reforming and hydrodeoxygenation as a two-step route to aromatics from lignin[J].Green Chemistry,2013,15(11):3049.
-
[106]
SCOTT M,DEUSS P J,DE VRIES J G,et al.New insights into the catalytic cleavage of the lignin β-O-4 linkage in multifunctional ionic liquid media[J].Catalysis Science & Technology,2016,6(6):1882.
-
[107]
CHEN L,XIN J Y,NI L L,et al.Conversion of lignin model compounds under mild conditions in pseudo-homogeneous systems[J].Green Chemistry,2016,18(8):2341.
-
[108]
LIU F,LIU Q Y,WANG A Q,et al.Direct catalytic hydrogenolysis of kraft lignin to phenols in choline-derived ionic liquids[J].ACS Sustainable Chemistry & Engineering,2016,4(7):3850.
-
[109]
YAN N,YUAN Y,DYKEMAN R,et al.Hydrodeoxygenation of lignin-derived phenols into alkanes by using nanoparticle catalysts combined with Bronsted acidic ionic liquids[J].Angew Chem Int Ed Engl,2010,49(32):5549.
-
[110]
SUN K K,LU G P,ZHANG J W,et al.The selective hydrogenolysis of C-O bonds in lignin model compounds by Pd-Ni bimetallic nanoparticles in ionic liquids[J].Dalton Trans,2017,46(35):11884.
-
[111]
QIN Y,LU X,SUN N,et al.Dissolution or extraction of crustacean shells using ionic liquids to obtain high molecular weight purified chitin and direct production of chitin films and fibers[J].Green Chemistry,2010,12(6):968.
-
[112]
BARBER P S,GRIGGS C S,GURAU G,et al.Coagulation of chitin and cellulose from 1-ethyl-3-methylimidazolium acetate ionic-liquid solutions using carbon dioxide[J].Angew Chem Int Ed Engl,2013,52(47):12350.
-
[113]
LI L,YUAN B,LIU S W,et al.Preparation of high strength chitosan fibers by using ionic liquid as spinning solution[J].Journal of Materials Chemistry,2012,22(17):8585.
-
[114]
MA B M,ZHANG M,HE C J,et al.New binary ionic liquid system for the preparation of chitosan/cellulose composite fibers[J].Carbohydrate Polymers,2012,88(1):347.
-
[115]
XIE H B,LI S H,ZHANG S B.Ionic liquids as novel solvents for the dissolution and blending of wool keratin fibers[J].Green Chemistry,2005,7(8):606.
-
[116]
ZHENG S S,NIE Y,ZHANG S J,et al.Highly efficient dissolution of wool keratin by dimethylphosphate ionic liquids[J].ACS Sustainable Chemistry & Engineering,2015,3(11):2925.
-
[1]
计量
- PDF下载量: 56
- 文章访问数: 2463
- 引证文献数: 0