负载1-丁基-3-甲基咪唑氯的固体炭磺酸催化水解纤维素
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摘要
纤维素作为可再生资源,其催化水解得到的平台化合物对缓解能源压力具有重要的意义。本文以生物质竹子为原料选择700℃预碳化、150℃磺化得到的固体炭磺酸为基体,负载1-丁基-3-甲基咪唑氯后得到离子液体功能化固体炭磺酸催化剂。结果表明,催化剂最优条件下水解纤维素得到的总还原糖产率相对于固体炭磺酸提升了15. 2%,循环使用后,依然表现出良好的催化性能。
Cellulose is a renewable resource. Compounds obtained by the hydrolysis of cellulose are of great significance to ease the energy pressure. Herein,the hydrolysis of cellulose catalyzed by solid carbon sulfonic acid supported 1-butyl-3-methylimidazolium chloride is reported. The solid carbon sulfonic acid obtained from bamboo biomass by pre-carbonization at 700 ℃ and sulfonation at 150 ℃ was used as the matrix. Ionic liquid functionalized solid carbon sulfonic acid catalyst was obtained by loading 1-butyl-3-methylimidazolium chloride. The results show that the total reducing sugar yield under optimal conditions is increased by 15. 2%relative to the total reducing sugar yield by exploiting solid carbon sulfonic acid. The catalyst still exhibits good performance after recycling.
Cellulose is a renewable resource. Compounds obtained by the hydrolysis of cellulose are of great significance to ease the energy pressure. Herein,the hydrolysis of cellulose catalyzed by solid carbon sulfonic acid supported 1-butyl-3-methylimidazolium chloride is reported. The solid carbon sulfonic acid obtained from bamboo biomass by pre-carbonization at 700 ℃ and sulfonation at 150 ℃ was used as the matrix. Ionic liquid functionalized solid carbon sulfonic acid catalyst was obtained by loading 1-butyl-3-methylimidazolium chloride. The results show that the total reducing sugar yield under optimal conditions is increased by 15. 2%relative to the total reducing sugar yield by exploiting solid carbon sulfonic acid. The catalyst still exhibits good performance after recycling.
引文
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[19]MA Hao,LIAO Chunyan,FAN Meilin,et al.Solubility of Cellulose Anion-Functionalized Ionic Liquids on Cellulose[J].Chinese J Appl Chem,2018,35(4):449-456(in Chinese).马浩,廖春燕,樊梅林,等.羧酸根阴离子型功能化离子液体对纤维素的溶解性能[J].应用化学,2018,35(4):449-456.
[20]Zhang C,Fu Z H,Liu Y C,et al.Ionic Liquid-Functionalized Biochar Sulfonic Acid as a Biomimetic Catalyst for Hydrolysis of Cellulose and Bamboo under Microwave Irradiation[J].Green Chem,2012,14(7):1928-1934.
[21]Fu Z,Wan H,Hu X,et al.Preparation and Catalytic Performance of a Carbon-Based Solid Acid Catalyst with High Specific Surface Area[J].React Kinet Mech Catal,2012,107(1):203-213.
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[23]CAI Xinxing,WANG Zhusheng,LI Ying,et al.Preparation of Biomass Carbon Sulfonic Acid and Its Catalytic Hydrolysis of Cellulose[J].CIESC J,2015,66(8):3106-3112(in Chinese).蔡新兴,汪祝胜,李瑛,等.生物质碳磺酸的制备及其催化水解纤维素性能[J].化工学报,2015,66(8):3106-3112.
[2]Ogaki Y,Yu S,Hara T,et al.Hemicellulose Decomposition and Saccharides Production from Various Plant Biomass by Sulfonated Allophane Catalyst[J].Catal Today,2011,164(1):415-418.
[3]Xu A,Wang J,Wang H.Effects of Anionic Structure and Lithium Salts Addition on the Dissolution of Cellulose in 1-Butyl-3-methylimidazolium-based Ionic Liquid Solvent Systems[J].Green Chem,2010,12(2):268-275.
[4]Alonso D M,Gallo J M R,Mellmer M A,et al.Direct Conversion of Cellulose to Levulinic Acid and Gamma-Valerolactone Using Solid Acid Catalysts[J].Catal Sci Technol,2013,3(4):927-931.
[5]Goswami M,Meena S,Navatha S,et al.Hydrolysis of Biomass Using a Reusable Solid Carbon Acid Catalyst and Fermentation of the Catalytic Hydrolysate to Ethanol[J].Bioresour Technol,2015,188:99-102.
[6]OUYANG Siyu,XU Qiong,FU Zaihui,et al.New Progress in Acid Catalysis of Biomass Conversion to5-Hydroxymethylfurfural[J].Chem Ind Eng Prog,2014,33(5):1077-1085(in Chinese).欧阳四余,徐琼,伏再辉,等.生物质转化制5-羟甲基糠醛的酸催化研究新进展[J].化工进展,2014,33(5):1077-1085.
[7]Li C Z,Qian W,Zhao Z K.Acid in Ionic Liquid:An Efficient System for Hydrolysis of Lignocellulose[J].Green Chem,2008,10(2):177-182.
[8]LUO Yingling,XU Zhiquan,YI Weilin,et al.Ionic Liquid Pretreatment of Biomass Improves Saccharification Yield[J].Chinese J Appl Chem,2014,31(1):54-60(in Chinese).罗影龄,薛之权,易炜林,等.离子液体预处理生物质提高糖化产率[J].应用化学,2014,31(1):54-60.
[9]LIU Zhen,DAI Hui,WANG Jianji.Ionic Liquid Pretreatment of Enzymatic Hydrolysis of Cellulose[J].Chinese J Appl Chem,2009,26(9):1111-1113(in Chinese).刘振,代辉,王键吉.离子液体预处理的纤维素酶解糖化[J].应用化学,2009,26(9):1111-1113.
[10]Zhuo K,Du Q,Bai G,et al.Hydrolysis of Cellulose Catalyzed by Novel Acidic Ionic Liquids[J].Carbohydr Polym,2015,115:49-53.
[11]Liu X,Xu Q,Liu J,et al.Hydrolysis of Cellulose into Reducing Sugars in Ionic Liquids[J].Fuel,2016,164:46-50.
[12]YUE Caibo,WEI Yuyang,LV Minjie.Synthesis of Acetates in Novel Acidic Ionic Liquids[Hmim]HSO4[J].Chinese JAppl Chem,2006,23(11):1282-1285(in Chinese).岳彩波,魏运洋,吕敏杰.新型酸性离子液体[Hmim]HSO4中合成乙酸酯[J].应用化学,2006,23(11):1282-1285.
[13]WANG Fuyu,LIU Yanli,WANG Chong,et al.Dehydration of Fructose in Acidic Ionic Liquid to Produce5-Hydroxymethylfurfural[J].Chinese J Appl Chem,2014,31(4):424-430(in Chinese).王福余,刘艳丽,王崇,等.酸性离子液体中果糖脱水制备5-羟甲基糠醛[J].应用化学,2014,31(4):424-430.
[14]Hara M,Yoshida T,Takagaki A,et al.A Carbon Material as a Strong Protonic Acid[J].Angew Chem Int Ed,2004,43(22):2955-2958.
[15]Ba Y Y,Xiao L P,Sun R C.Microwave-Assisted Conversion of Biomass Derived Hemicelluloses into Xylo-Oligosaccharides by Novel Sulfonated Bamboo-Based Catalysts[J].Biomass Bioenergy,2015,75:245-253.
[16]Yan L,Liu N,Wang Y,et al.Production of 5-Hydroxymethylfurfural from Corn Stalk Catalyzed by Corn Stalk-Derived Carbonaceous Solid Acid Catalyst[J].Bioresour Technol,2014,173:462-466.
[17]Sun Z,Tao M,Zhao Q,et al.A Highly Active Willow-Derived Sulfonated Carbon Material with Macroporous Structure for Production of Glucose[J].Cellulose,2015,22(1):675-682.
[18]Hu L,Li Z,Wu Z,et al.Catalytic Hydrolysis of Microcrystalline and Rice Straw-Derived Cellulose over a Chlorine-Doped Magnetic Carbonaceous Solid Acid[J].Ind Crops Prod,2016,84:408-417.
[19]MA Hao,LIAO Chunyan,FAN Meilin,et al.Solubility of Cellulose Anion-Functionalized Ionic Liquids on Cellulose[J].Chinese J Appl Chem,2018,35(4):449-456(in Chinese).马浩,廖春燕,樊梅林,等.羧酸根阴离子型功能化离子液体对纤维素的溶解性能[J].应用化学,2018,35(4):449-456.
[20]Zhang C,Fu Z H,Liu Y C,et al.Ionic Liquid-Functionalized Biochar Sulfonic Acid as a Biomimetic Catalyst for Hydrolysis of Cellulose and Bamboo under Microwave Irradiation[J].Green Chem,2012,14(7):1928-1934.
[21]Fu Z,Wan H,Hu X,et al.Preparation and Catalytic Performance of a Carbon-Based Solid Acid Catalyst with High Specific Surface Area[J].React Kinet Mech Catal,2012,107(1):203-213.
[22]Li C Z,Zhao Z K.Efficient Acid-Catalyzed Hydrolysis of Cellulose in Ionic Liquid[J].Adv Synth Catal,2007,349(11/12):1847-1850.
[23]CAI Xinxing,WANG Zhusheng,LI Ying,et al.Preparation of Biomass Carbon Sulfonic Acid and Its Catalytic Hydrolysis of Cellulose[J].CIESC J,2015,66(8):3106-3112(in Chinese).蔡新兴,汪祝胜,李瑛,等.生物质碳磺酸的制备及其催化水解纤维素性能[J].化工学报,2015,66(8):3106-3112.
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