生物质化学工程 ›› 2023, Vol. 57 ›› Issue (1): 73-83.doi: 10.3969/j.issn.1673-5854.2023.01.009
收稿日期:
2021-10-12
出版日期:
2023-01-30
发布日期:
2023-02-03
通讯作者:
李志强
E-mail:lizq@icbr.ac.cn
作者简介:
李志强, 博士, 硕士生导师, 研究领域: 竹藤生物质液体燃料及化学品; E-mail: lizq@icbr.ac.cn基金资助:
Meixin WANG, Yawei ZHAN, Tengfei MA, Zhiqiang LI()
Received:
2021-10-12
Online:
2023-01-30
Published:
2023-02-03
Contact:
Zhiqiang LI
E-mail:lizq@icbr.ac.cn
摘要:
5-羟甲基糠醛(HMF)是一种重要的平台化合物, 是制取生物液体燃料和其它许多重要精细化工品的前驱体, 由生物质制备HMF是生物质资源综合利用的研究热点之一。竹子具有生长快、成材周期短、产量高、一次种植即可连年持续利用的优点, 而且竹材中含有大量的纤维素, 纤维素水解可以转化得到葡萄糖, 而葡萄糖经脱水反应可以制备HMF。因此, 以竹材为原料催化转化制备HMF具有原料资源丰富和技术路线绿色可行的优势。为了实现竹材到HMF的高效转化, 催化体系的设计和选择是关键因素。本文对近年来利用竹材催化转化制备HMF的研究进行了综述, 主要从竹材的原料组成及特性出发, 首先对竹材的化学组成和微观结构进行分析, 再进一步阐述催化转化机理。特别是对均相催化剂、非均相催化剂和其他催化剂等不同催化剂类型对催化竹材转化制备HMF的影响机制进行了详细分析, 同时也对溶剂体系的选择进行了探讨。最后, 结合发展趋势, 指出了其未来发展方向, 为竹材制备HMF技术的发展与工业应用探索提供建设性意见。
中图分类号:
王美鑫, 战雅微, 马腾飞, 李志强. 竹材催化转化制备5-羟甲基糠醛的研究进展[J]. 生物质化学工程, 2023, 57(1): 73-83.
Meixin WANG, Yawei ZHAN, Tengfei MA, Zhiqiang LI. Catalytic Conversion of Bamboo for 5-Hydroxymethyl Furfural Production: A Review[J]. Biomass Chemical Engineering, 2023, 57(1): 73-83.
表1
不同竹材原料的化学组成"
种类 species | 纤维素/% cellulose | 半纤维素/% hemicellulose | 木质素/% lignin | 灰分/% ash | 参考文献 reference |
毛竹Phyllostachys pubescens | 48.96 | 14.52 | 23.91 | 1.29 | [ |
黄竹Dendrocalamus membranaceus Munro | 52.02 | 18.66 | 21.85 | 2.82 | [ |
撑绿竹Bambusa pervariabilis×Dendrocalamposis daii Keng f. | 45.85 | 20.08 | 23.75 | 2.61 | [ |
绵竹Bambusa intermedia Hsueh et Yi. | 53.12 | 19.56 | 25.23 | 2.54 | [ |
巨竹Gigantochloa levis(Bles) Merr | 48.97 | 20.27 | 22.73 | 3.24 | [ |
马甲竹Bambusa tulda Roxb | 48.53 | 22.91 | 23.05 | 1.38 | [ |
硬头黄竹Bambusa rigida Keng et Keng f. | 48.62 | 23.75 | 23.15 | 1.31 | [ |
梁山慈竹Dendrocalamus farinosus | 46.64 | 21.68 | 20.28 | 3.00 | [ |
粉单竹Bambusa chungii McClure | 48.46 | 20.82 | 22.36 | 1.31 | [ |
表2
不同催化体系中竹材催化转化制备HMF"
催化剂类型 type of catalyst | 催化剂 catalyst | 竹材 bamboo | 反应条件 reaction condition | 溶剂 solvent | HMF得率/% yield of HMF | 参考文献 reference |
均相催化剂 homogeneous catalyst | 盐酸HCl | 金镶玉竹 Phyllostachys aureosulcata | 177 ℃,60 min | 水/甲基异丁基酮 H2O/MIBK | 42.4 | [ |
四氯化锡SnCl4 | 竹bamboo | 200 ℃,120 min | 水/环丁砜 H2O/sulfolane | 41.2 | [ | |
水合氯化铁FeCl4 | 笋壳 bamboo shoot shell | 89.56 ℃,420 min | 1-丁基-3-甲基咪唑盐 [C4MIM] | 35.9 | [ | |
氯化铬CrCl3 | 竹bamboo | 160 ℃,180 min | 1-烯丙基-3-甲基咪唑醋酸盐 [AMIM]OAc | 56.8 | [ | |
非均相催化剂 heterogeneous catalyst | 氢型丝光沸石 H-MOR | 竹bamboo | 180 ℃,120 min | 水/甲基异丁基酮 H2O/MIBK | 21.0 | [ |
氨基磺酸 NH2SO3H | 慈竹 Neosinocalamus affinis | 180 ℃,40 min | 水/四氢呋喃 H2O/THF | 52.2 | [ |
表3
固体催化剂在其他生物质转化方面的应用"
原料 material | 固体酸催化剂 solid acid catalyst | 反应条件 reaction condition | HMF得率/% yield of HMF | 参考文献 reference |
竹材bamboo | 氢型丝光沸石H-MOR | 180 ℃,120 min | 21 | [ |
竹纤维bamboo fiber | 氨基磺酸NH2SO3H | 180 ℃,40 min | 52.2 | [ |
纤维素cellulose | H型β-分子筛Hβ-zeolite | 150 ℃,50 min | 46.5 | [ |
菊粉inulin | 商业酸性树脂Amberlyst A-70 | 180 ℃,20 min | 43 | [ |
菊粉inulin | 氧化石墨烯GO | 120 ℃,100 min | 61.2 | [ |
纤维素cellulose | 磷酸铪基催化剂HfO(PO4)2.0 | 190 ℃,240 min | 69.8 | [ |
纤维素cellulose | 磷酸铁FePO4 | 160 ℃,80 min | 40 | [ |
微晶纤维素microcrystalline cellulose | 交联二氧化钛的磺酸树脂微球SMF-TiO2 | 180 ℃,240 min | 21 | [ |
淀粉starch | 具有β分子筛拓扑结构含锡分子筛Sn-β | 180 ℃,100 min | 52 | [ |
玉米茎corn stalk | 碳质固体酸催化剂HCSS | 150 ℃,30 min | 44.1 | [ |
表4
木质纤维生物质原料在双相溶剂体系中生产HMF"
原料 material | 溶剂体系 solvent system | 反应条件 reaction condition | HMF得率/% yield of HMF | 参考文献 reference |
毛竹Phyllostachys pubescens | 水/甲基异丁基酮H2O/MIBK | 177 ℃,60 min | 42.4 | [ |
慈竹Neosinocalamus affinis | 水/氯化钠/氨基磺酸/四氢呋喃 H2O/NaCl/NH2SO3H/THF | 180 ℃,40 min | 52.2 | [ |
稻草rice straw | 水/甲基异丁基酮H2O/MIBK | 150 ℃,60 min | 41 | [ |
纤维素cellulose | 水/氯化钠/三氯化铟/四氢呋喃 H2O/NaCl/InCl3/THF | 200 ℃,120 min | 39.7 | [ |
微晶纤维素 microcrystalline cellulose | 盐酸/氯化锌/甲基异丁基酮 HCl/ZnCl2/MIBK | 150 ℃,40 min | 81 | [ |
微晶纤维素 microcrystalline cellulose | 水/氯化钠/三氯化钌/丁醇 H2O/NaCl/RuCl3/butanol | 220 ℃,30 min | 83.3 | [ |
微晶纤维素 microcrystalline cellulose | 吡咯烷酮类双酸性离子液体[Hnmp]Zn2Cl5 | 130 ℃,360 min | 39.29 | [ |
淀粉starch | 水/氯化钠/氯化铝/四氢呋喃H2O/NaCl/AlCl3/THF | 160 ℃,10 min | 50 | [ |
玉米芯corncob | 氯化胆碱/水/丙酮ChCl/H2O/acetone | 190 ℃,10 min | 64.21 | [ |
玉米芯corncob | 1-甲基3-正辛基咪唑六氟磷酸盐[MOMIM][PF6] | 200 ℃,50 min | 66.6 | [ |
玉米秸秆corn stover | 1-丁基-3-甲基咪唑氯化物/二甲基亚砜 [Bmim]Cl/DMSO | 150 ℃,80 min | 53.3 | [ |
菊粉inulin | 低共熔溶剂/乙腈DES/MeCN | 100 ℃,240 min | 61.5 | [ |
菊粉inulin | 二氧化碳-水-异丙醇CO2-H2O-isopropanol | 190 ℃,150 min | 46.65 | [ |
蔗糖sucrose | 二氧化碳-水-异丙醇CO2-H2O-isopropanol | 200 ℃,150 min | 50.52 | [ |
甲壳素chitin | 二甲基亚砜/水DMSO/H2O | 180 ℃,360 min | 33.9 | [ |
棕榈叶、松子壳 carnauba leaves, pine nut shell | 离子液体/环丁砜ionic liquid/sulfolane | 140 ℃,30 min | 53.24 | [ |
1 | 李全生, 张凯. 我国能源绿色开发利用路径研究[J]. 中国工程科学, 2021, 23 (1): 101- 111. |
2 |
ZHANG M , LIU Y Q , LIU B Y , et al. Trimetallic NiCoFe-layered double hydroxides nanosheets efficient for oxygen evolution and highly selective oxidation of biomass-derived 5-hydroxymethylfurfural[J]. Acs Catalysis, 2020, 10 (9): 5179- 5189.
doi: 10.1021/acscatal.0c00007 |
3 | 刘连永, 张东升, 王延吉. 5-羟甲基糠醛的制备与应用进展[J]. 现代化工, 2020, 40 (8): 49- 53.49-53, 57 |
4 |
IBARRA-GONZALEZ P , RONG B G . A review of the current state of biofuels production from lignocellulosic biomass using thermochemical conversion routes[J]. Chinese Journal of Chemical Engineering, 2019, 27 (7): 1523- 1535.
doi: 10.1016/j.cjche.2018.09.018 |
5 | GIN A W, HASSAN H, AHMAD M A, et al. Recent progress on catalytic co-pyrolysis of plastic waste and lignocellulosic biomass to liquid fuel: The influence of technical and reaction kinetic parameters[J/OL]. Arabian Journal of Chemistry, 2021, 14(4): 103035[2021-08-12]. https://doi.org/10.1016/j.arabjc.2021.103035. |
6 | 岳光耀, 孙滨. 我国木材企业贸易发展新挑战[J]. 林产工业, 2021, 58 (8): 123- 125. |
7 | 费本华. 践行新理念提速竹产业[J]. 世界竹藤通讯, 2019, 17 (2): 1- 6. |
8 |
国务院第三次全国国土调查领导小组办公室. 国务院第三次全国国土调查领导小组办公室关于第三次全国国土调查有关事项的通知[J]. 自然资源通讯, 2021, (17): 9.
doi: 10.3969/j.issn.1009-9654.2021.17.005 |
9 | 刘悦, 张力月, 李志强. 竹材在溶剂中的催化液化技术研究进展[J]. 林产工业, 2019, 46 (7): 3- 6. |
10 |
XIE J L , HSE C Y , SHUPE T F , et al. Influence of solvent type on microwave-assisted liquefaction of bamboo[J]. European Journal of Wood and Wood Products, 2016, 74 (2): 249- 254.
doi: 10.1007/s00107-016-1009-2 |
11 | 江泽慧, 邓丽萍, 宋荣臻, 等. 木竹材声学振动特性研究进展[J]. 世界林业研究, 2021, 34 (2): 1- 7. |
12 |
薛崇昀, 贺文明, 聂怡. 八种竹子材质性能的研究[J]. 中华纸业, 2009, 30 (17): 83- 88.
doi: 10.3969/j.issn.1007-9211.2009.17.033 |
13 | 张娟, 赵燕, 杨益琴. 4种竹子化学成分与纤维形态[J]. 纸和造纸, 2011, 30 (10): 33- 35. |
14 | 金叶. 粉单竹竹青成分分析及其对SCMP制浆和返黄的影响[D]. 南宁: 广西大学, 2018. |
15 | 熊建华, 程昊, 王双飞. 几种竹子原料的化学组成与纤维形态及其CMP制浆性能的研究[J]. 造纸科学与技术, 2010, 29 (1): 1- 5. |
16 | 杨淑慧. 植物纤维化学[M]. 北京: 中国轻工业出版社, 2001. |
17 | LU Q L , LU L N , LI Y G , et al. Facile manufacture of cellulose nanoparticles in high yields by efficient cleavage of hydrogen bonds via mechanochemical synergy[J]. Cellulose, 2019, 26 (13): 7741- 7751. |
18 |
HUANG Y X , MENG F D , LIU R , et al. Morphology and supramolecular structure characterization of cellulose isolated from heat-treated moso bamboo[J]. Cellulose, 2019, 26 (12): 7067- 7078.
doi: 10.1007/s10570-019-02614-7 |
19 | 李志强, 江泽慧, 费本华. 竹材制取生物乙醇原料预处理技术研究进展[J]. 化工进展, 2012, 31 (3): 533- 540. |
20 |
陈瑞, 朱圣东, 杨武, 等. 竹子化学成分的测定[J]. 武汉工程大学学报, 2013, 35 (2): 57- 59.
doi: 10.3969/j.issn.1674-2869.2013.02.012 |
21 | 梁坚坤, 李浙星, 李权, 等. 厚壁毛竹的主要化学成分及其稀酸水解成分分析[J]. 西南林业大学学报(自然科学), 2019, 39 (4): 161- 165. |
22 | ZHANG Y N , CHEN P , LIU S Y , et al. Effects of feedstock characteristics on microwave-assisted pyrolysis: A review[J]. Bioresource Technology, 2017, 230 (1): 143- 151. |
23 | DAI L L, WANG Y P, LIU Y H, et al. Microwave-assisted pyrolysis of formic acid pretreated bamboo sawdust for bio-oil production[J/OL]. Environmental Research, 2020, 182(1): 108988[2021-08-12]. https://doi.org/10.1016/j.envres.2019.108988. |
24 | 李志强, 费本华, 江泽慧. 竹青表面蜡质对纤维素酶解的影响研究进展[J]. 化工进展, 2016, 35 (增刊): 267- 271. |
25 | 张群, 傅佳佳, 王鸿博, 等. 纤维素酶和木聚糖酶在降解竹粉中的作用[J]. 化工新型材料, 2016, 44 (3): 220- 222.220-222, 225 |
26 | 王朝晖. 竹材材性变异规律及其加工利用关系研究[D]. 北京: 中国林业科学研究院, 2001. |
27 |
CASTANET E , LI Q X , DUMEE L F , et al. Structure-property relationships of elementary bamboo fibers[J]. Cellulose, 2016, 23 (6): 3521- 3534.
doi: 10.1007/s10570-016-1078-8 |
28 |
李晖, 朱一辛, 杨志斌, 等. 我国竹材微观构造及竹纤维应用研究综述[J]. 林业科技开发, 2013, 27 (3): 1- 5.
doi: 10.3969/j.issn.1000-8101.2013.03.001 |
29 |
周春长, 杜亚填, 彭凤珍. 14种植物的韧皮木材竹材和秸秆纤维制取与显微结构比较[J]. 安徽农业科学, 2020, 48 (16): 13- 19.
doi: 10.3969/j.issn.0517-6611.2020.16.002 |
30 | 李兴会, 罗蓓, 何蕊. 青皮竹和慈竹不同发育期竹材解剖特征研究[J]. 世界竹藤通讯, 2017, 15 (4): 9- 12. |
31 |
李红晨, 何盛, 张仲凤, 等. 竹材显微构造与孔隙结构研究进展[J]. 竹子学报, 2019, 38 (3): 52- 58.52-58, 77
doi: 10.3969/j.issn.1000-6567.2019.03.008 |
32 | 张阳, 陆强, 廖航涛, 等. 葡萄糖热解生成5-羟甲基糠醛机理[J]. 燃烧科学与技术, 2015, 21 (1): 89- 95. |
33 | KHEMTHONG P, YIMSUKANAN C, NARKKUM T, et al. Advances in catalytic production of value-added biochemicals and biofuels via furfural platform derived lignocellulosic biomass[J/OL]. Biomass and Bioenergy, 2021, 148(1): 106033[2021-08-12]. https://doi.org/10.1016/j.biombioe.2021.106033. |
34 | VELAGA B , PARDE R P , SONI J , et al. Synthesized hierarchical mordenite zeolites for the biomass conversion to levulinic acid and the mechanistic insights into humins formation[J]. Microporous and Mesoporous Materials, 2019, 287 (1): 18- 28. |
35 | 杨鸿燕, 鲁俊良, 王哲, 等. 纤维素直接催化转化为5-羟甲基糠醛的过程和机理的研究进展[J]. 首都师范大学学报(自然科学版), 2020, 41 (1): 81- 86. |
36 | 唐玉梅. 生物质制5-HMF及其非均相催化剂-溶剂体系研究进展[J]. 广州化工, 2021, 49 (2): 16- 18. |
37 | 王超. 农林生物质催化溶剂解制备5-羟甲基糠醛和乙酰丙酸的研究[D]. 北京: 北京林业大学, 2018. |
38 | HU D, ZHANG M, XU H, et al. Recent advance on the catalytic system for efficient production of biomass-derived 5-hydroxymethylfurfural[J/OL]. Renewable and Sustainable Energy Reviews, 2021, 147(1): 111253[2021-08-12]. https://doi.org/10.1016/j.rser.2021.111253. |
39 | AJIEN G R , QI L , HORVATH I T . Molecular mapping of the acid catalysed dehydration of fructose[J]. Chemical Communications, 2012, 48 (47): 5850- 5852. |
40 | SWEYGERS N , HARRER J , DEWIL R , et al. A microwave-assisted process for the in-situ production of 5-hydroxymethylfurfural and furfural from lignocellulosic polysaccharides in a biphasic reaction system[J]. Journal of Cleaner Production, 2018, 187 (20): 1014- 1024. |
41 | LIU C , WEI M , WANG F , et al. Effective and facile conversion of bamboo into platform chemicals over SnCl4 in a sulfolane/water solution[J]. Journal of the Energy Institute, 2020, 93 (4): 1642- 1650. |
42 | 陈姝, 马寅, 庞林江, 等. 离子液降解笋壳纤维素制备5-HMF的工艺优化[J]. 食品与机械, 2013, 29 (6): 211- 215. |
43 | BEKBOLAT K. 基于离子液体的竹材水热转化残渣分离及转化研究[D]. 广州: 华南理工大学, 2018. |
44 | SUN J K , YUAN X D , SHEN Y , et al. Conversion of bamboo fiber into 5-hydroxymethylfurfural catalyzed by sulfamic acid with microwave assistance in biphasic system[J]. Industrial Crops and Products, 2015, 70 (1): 266- 271. |
45 | PEREZ G P , MUKHERJEE A , DUMONT M J . Insights into HMF catalysis[J]. Journal of Industrial and Engineering Chemistry, 2019, 70 (1): 1- 34. |
46 | NAZ S, UROOS M, MUHAMMAD N. Effect of molecular structure of cation and anions of ionic liquids and co-solvents on selectivity of 5-hydroxymethylfurfural from sugars, cellulose and real biomass[J/OL]. Journal of Molecular Liquids, 2021, 334(1): 116523[2021-08-12]. https://doi.org/10.1016/j.molliq.2021.116523. |
47 | 李昕, 史高峰, 王昭, 等. 生物质资源转化制备5-羟甲基糠醛的研究进展[J]. 现代化工, 2020, 40 (4): 22- 26. |
48 | BENOIT M , BRISSONNET Y , GUELOU E , et al. Acid-catalyzed dehydration of fructose and inulin with glycerol or glycerol carbonate as renewably sourced co-solvent[J]. ChemSusChem, 2010, 3 (11): 1304- 1309. |
49 | SARWONO A , MAN Z , MUHAMMAD N , et al. A new approach of probe sonication assisted ionic liquid conversion of glucose, cellulose and biomass into 5-hydroxymethylfurfural[J]. Ultrasonics Sonochemistry, 2017, 37 (1): 310- 319. |
50 | 余开荣, 庄军平, 王兰英, 等. 固体酸催化果糖合成5-羟甲基糠醛研究进展[J]. 应用化工, 2017, 46 (9): 1792- 1796. |
51 | 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 (1): 137- 144. |
52 | ANTONETTI C , GALLETTI A M R , FULIGNATI S , et al. Amberlyst A-70:A surprisingly active catalyst for the MW-assisted dehydration of fructose and inulin to HMF in water[J]. Catalysis Communications, 2017, 97 (1): 146- 150. |
53 | NIE G X , TONG X L , ZHANG Y Y , et al. Efficient production of 5-hydroxymethylfurfural(HMF) from D-fructose and inulin with graphite derivatives as the catalysts[J]. Catalysis Letters, 2014, 144 (10): 1759- 1765. |
54 | CAO Z , FAN Z X , CHEN Y , et al. Efficient preparation of 5-hydroxymethylfurfural from cellulose in a biphasic system over hafnyl phosphates[J]. Applied Catalysis B: Environmental, 2019, 244 (1): 170- 177. |
55 | LIU Y , LI Z L , YOU Y H , et al. Synthesis of different structured FePO4 for the enhanced conversion of methyl cellulose to 5-hydroxymethylfurfural[J]. RSC Advances, 2017, 7 (81): 51281- 51289. |
56 | 赵鹏. 固体酸微球催化降解碳水化合物制备5-羟甲基糠醛的研究[D]. 金华: 浙江师范大学, 2018. |
57 | NIKOLLA E , ROMAN-LESHKOV Y , MOLINER M , et al. "One-pot"synthesis of 5-(hydroxymethyl) furfural from carbohydrates using tin-beta zeolite[J]. Acs Catalysis, 2011, 1 (4): 408- 410. |
58 | YAN L L , LIU N , WANG Y , et al. Production of 5-hydroxymethylfurfural from corn stalk catalyzed by corn stalk-derived carbonaceous solid acid catalyst[J]. Bioresource Technology, 2014, 173 (1): 462- 466. |
59 | DE S , DUTTA S , SAHA B . Critical design of heterogeneous catalysts for biomass volorization: Current thrust and emerging prospects[J]. Catalysis Science & Technology, 2016, 6 (20): 7364- 7385. |
60 | 葛欣, 王文月, 沈俭一. 改性ZSM-5分子筛催化甲苯、甲醇苯环烷基化反应的研究进展[J]. 无机化学学报, 2001, (1): 17- 26. |
61 | 游婷婷. 离子液体-Amberlyst 35预处理芦竹酶解及解构机制研究[D]. 北京: 北京林业大学, 2017. |
62 | ZHANG Y L, GUAN W, SONG H Y, et al. Coupled acid and base UiO-66-type MOFs supported on g-C3N4 as a bi-functional catalyst for one-pot production of 5-HMF from glucose[J/OL]. Microporous and Mesoporous Materials, 2020, 305(1): 110328[2021-08-12]. https://doi.org/10.1016/j.micromeso.2020.110328. |
63 | MIRZAEI H M , KARIMI B . Sulphanilic acid as a recyclable bifunctional organocatalyst in the selective conversion of lignocellulosic biomass to 5-HMF[J]. Green Chemistry, 2016, 18 (8): 2282- 2286. |
64 | SHEN Y , SUN J K , YI Y X , et al. InCl3-catalyzed conversion of carbohydrates into 5-hydroxymethylfurfural in biphasic system[J]. Bioresource Technology, 2014, 172 (1): 457- 460. |
65 | ZHANG Y R , LI N , LI M F , et al. Highly efficient conversion of microcrystalline cellulose to 5-hydroxymethyl furfural in a homogeneous reaction system[J]. RSC Advances, 2016, 6 (26): 21347- 21351. |
66 | YAN L S , MA R S , WEI H X , et al. Ruthenium trichloride catalyzed conversion of cellulose into 5-hydroxymethylfurfural in biphasic system[J]. Bioresource Technology, 2019, 279 (1): 84- 91. |
67 | FANG J, ZHENG W W, LIU K, et al. Molecular design and experimental study on the synergistic catalysis of cellulose into 5-hydroxymethylfurfural with Brønsted-Lewis acidic ionic liquids[J/OL]. Chemical Engineering Journal, 2020, 385(1): 123796[2021-08-12]. https://doi.org/10.1016/j.cej.2019.123796. |
68 | YANG Y , HU C W , ABU-OMAR M M . Conversion of carbohydrates and lignocellulosic biomass into 5-hydroxymethylfurfural using AlCl36H2O catalyst in a biphasic solvent system[J]. Green Chemistry, 2012, 14 (2): 509- 513. |
69 | 郭琪. 高效催化木质纤维素制备生物基平台产物的研究[D]. 常州: 常州大学, 2018. |
70 | YUAN B , GUAN J , PENG J , et al. Green hydrolysis of corncob cellulose into 5-hydroxymethylfurfural using hydrophobic imidazole ionic liquids with a recyclable, magnetic metalloporphyrin catalyst[J]. Chemical Engineering Journal, 2017, 330 (1): 109- 119. |
71 | WANG L M , ZHANG Q , LIU S Y , et al. Preparation of 5-hydroxymethylfurfural from corn stover mediated by ionic liquids[J]. Chinese Journal of Bioprocess Engineering, 2017, 15 (3): 53- 58. |
72 | ZUO M , LE K , LI Z , et al. Green process for production of 5-hydroxymethylfurfural from carbohydrates with high purity in deep eutectic solvents[J]. Industrial Crops and Products, 2017, 99 (1): 1- 6. |
73 | LIN H Z , XIONG Q G , ZHAO Y , et al. Conversion of carbohydrates into 5-hydroxymethylfurfural in a green reaction system of CO2-water-isopropanol[J]. AIChE Journal, 2017, 63 (1): 257- 265. |
74 | YU S B , ZANG H J , CHEN S , et al. Efficient conversion of chitin biomass into 5-hydroxymethylfurfural over metal salts catalysts in dimethyl sulfoxide-water mixture under hydrothermal conditions[J]. Polymer Degradation and Stability, 2016, 134 (1): 105- 114. |
75 | DA SILVA LACERDA V , LOEZ-SOTELO J B , CORREA-GUIMARAES A , et al. A kinetic study on microwave-assisted conversion of cellulose and lignocellulosic waste into hydroxymethylfurfural/furfural[J]. Bioresource Technology, 2015, 180 (1): 88- 96. |
76 | CHEN W C, LIN Y C, CHU I M, et al. Feasibility of enhancing production of 5-hydroxymethylfurfural using deep eutectic solvents as reaction media in a high-pressure reactor[J/OL]. Biochemical Engineering Journal, 2020, 154(1): 107440[2021-08-12]. https://doi.org/10.1016/j.bej.2019.107440. |
77 | 张雄飞, 于梦姣, 邱健豪, 等. 葡萄糖催化制备5-羟甲基糠醛研究新进展[J]. 林业工程学报, 2022, 7 (2): 14- 25. |
78 | RICHEL A , LAURENT P , WATHELET B , et al. Microwave-assisted conversion of carbohydrates.State of the art and outlook[J]. Comptes Rendus Chimie, 2011, 14 (2/3): 224- 234. |
[1] | 师晓鹏, 张忠峰, 王小茹, 李攀, 方书起, 常春. 炭基催化剂应用于热转化过程的研究进展[J]. 生物质化学工程, 2022, 56(5): 72-78. |
[2] | 代圣超, 梅德清, 赵卫东, 张登攀. 椰子油催化裂解制备生物燃料的研究[J]. 生物质化学工程, 2022, 56(2): 19-26. |
[3] | 杨冉, 吴玉乐, 关莹, 高慧. TEMPO氧化纳米纤维素的制备及其对纸张性能的影响[J]. 生物质化学工程, 2022, 56(2): 27-32. |
[4] | 仲美娟, 刘杏娥, 尚莉莉, 田根林, 杨淑敏, 马建锋. 植物基活性炭孔隙调控研究进展[J]. 生物质化学工程, 2022, 56(1): 57-66. |
[5] | 李晓望, 李煜东, 王鑫, 周加左, 孙晓晗, 赵禹森, 王成毓. 纤维素基超疏水材料的现状分析[J]. 生物质化学工程, 2022, 56(1): 67-74. |
[6] | 舒恒毅, 郑志锋, 李水荣, 刘守庆, 何宏舟, 黄元波. 油酸甲酯烯烃复分解合成1-癸烯的工艺优化[J]. 生物质化学工程, 2021, 55(5): 8-14. |
[7] | 赵红叶, 邬怡, 杜政江, 刘全生, 周华从. 钴-桔皮炭氢转移催化剂的制备及其催化加氢性能研究[J]. 生物质化学工程, 2021, 55(4): 14-20. |
[8] | 刘志超, 王妍艳, 郑方栋, 万迪. 基于Py-GC/MS的玉米秸秆快速热解实验研究[J]. 生物质化学工程, 2021, 55(4): 29-33. |
[9] | 王晓璐, 姚雪峰, 陈宇新, 周华从, 刘全生. 锆/铪基催化剂催化转移加氢反应的研究进展[J]. 生物质化学工程, 2021, 55(4): 66-76. |
[10] | 吴迪超, 陈超, 侯兴隆, 孙康. 热解温度对纤维素和木质素成炭结构的影响[J]. 生物质化学工程, 2021, 55(3): 1-9. |
[11] | 刘震涛, 刘乐群, 和晴晴, 孙思佳, 赵莹, 王盟盟. 竹材液化树脂制发泡栽培基质材料工艺优化[J]. 生物质化学工程, 2021, 55(1): 70-76. |
[12] | 王丽娜, 马晓军. 植物纤维素基碳气凝胶的制备及应用研究进展[J]. 生物质化学工程, 2021, 55(1): 83-90. |
[13] | 张洁, 段荣帅, 李子江, 王慧, 张宁, 张淑亚, 司传领. 生物质基碳气凝胶的研究进展[J]. 生物质化学工程, 2021, 55(1): 91-100. |
[14] | 尚双, 兰奎, 王艳, 张娟娟, 秦振华, 李建芬. 生物质焦油重整催化剂的研究进展[J]. 生物质化学工程, 2020, 54(6): 65-73. |
[15] | 阚玉娜, 陈冰炜, 翟胜丞, 潘明珠, 梅长彤. 有机溶剂自催化和协同预处理促进木质纤维原料酶解研究进展[J]. 生物质化学工程, 2020, 54(6): 74-82. |
阅读次数 | ||||||
全文 |
|
|||||
摘要 |
|
|||||