Research progress on lignocellulose liquefaction in polyhydric alcohol and upgrading of liquefaction product

doi:10.11949/0438-1157.20201579

CIESC Journal ›› 2021, Vol. 72 ›› Issue (6): 3228-3238.DOI: 10.11949/0438-1157.20201579

• Reviews and monographs • Previous Articles Next Articles

Research progress on lignocellulose liquefaction in polyhydric alcohol and upgrading of liquefaction product

GUO Haijun^1,^2,^3,⁴(),ZHANG Hairong^1,^2,^3,⁴,DING Shuai^1,^2,^3,^4,⁵,LI Hailong^1,^2,^3,⁴,PENG Fen^1,^2,^3,⁴,XIONG Lian^1,^2,^3,⁴,CHEN Xinde^1,^2,^3,⁴()

^1.Guangzhou Institute of Energy Conversion, Chinese Academy of Sciences, Guangzhou 510640, Guangdong, China
^2.Key Laboratory of Renewable Energy, Chinese Academy of Sciences, Guangzhou 510640, Guangdong, China
^3.Guangdong Key Laboratory of New and Renewable Energy Research and Development, Guangzhou 510640, Guangdong, China
^4.R&D Center of Xuyi Attapulgite Energy and Environmental Materials, Xuyi 211700, Jiangsu, China
^5.Nano Science and Technology Institute, University of Science and Technology of China, Suzhou 215123, Jiangsu, China.

Received:2020-11-03 Revised:2020-12-02 Online:2021-06-05 Published:2021-06-05
Contact: CHEN Xinde

木质纤维素多元醇液化及液化产物提质的研究进展

郭海军^1,^2,^3,⁴(),张海荣^1,^2,^3,⁴,丁帅^1,^2,^3,^4,⁵,黎海龙^1,^2,^3,⁴,彭芬^1,^2,^3,⁴,熊莲^1,^2,^3,⁴,陈新德^1,^2,^3,⁴()

^1.中国科学院广州能源研究所，广东广州 510640
^2.中国科学院可再生能源重点实验室，广东广州 510640
^3.广东省新能源和可再生能源研究开发与应用重点实验室，广东广州 510640
^4.盱眙凹土能源环保材料研发中心，江苏盱眙 211700
^5.中国科学技术大学纳米科学技术学院，江苏苏州 215123

通讯作者: 陈新德
作者简介:郭海军（1986—），男，博士，副研究员，guohj@ms.giec.ac.cn
基金资助:
广东省自然科学基金项目(2018A030313150);江苏省科技计划项目(BE2018342);国家自然科学基金项目(51876207);广东省基础与应用基础研究基金项目(2020A1515010516);中国科学院可再生能源重点实验室基金项目(E151010301)

Abstract

Abstract:

As the sole renewable carbon-containing resource, biomass can be converted into fuels and chemicals with high added value through thermochemical liquefaction. The lignocellulosic polyol liquefaction products with adjustable hydroxyl value and viscosity are abundant of active hydroxyl groups and have been extensively applied in polyurethane production. Due to the side reactions such as condensation and rearrangement during liquefaction, carbonyl compounds such as aldehydes, ketones, acids and esters are present in liquefaction products. The hydrogenation upgrading of liquefaction products over suitable catalyst is the necessary step to improve the quality of downstream polyurethane foam. In this paper, the technology, kinetics and mechanism of lignocellulosic polyol liquefaction were summarized. The selection of upgrading method and process technology of liquefaction products were elaborated. The new technology of “liquefaction coupling upgrading” was proposed, and the feasible suggestions for the future research focus and development trend were put forward.

Key words: biomass, liquefaction, carbonyl compounds, upgrading, hydrogenation, catalyst

摘要：

生物质作为唯一的可再生含碳资源，通过热化学液化可以实现其高附加值转化为燃料和化学品。木质纤维素多元醇液化产物富含活性羟基，具有可调变的羟值和黏度，在聚氨酯材料的生产中得到了广泛的应用。由于液化过程中同时存在缩聚、重排等副反应的发生，导致液化产物中含有醛、酮、酸、酯等羰基化合物，使用合适的催化剂对液化产物进行加氢提质是提高下游聚氨酯泡沫品质的必需步骤。为此，对木质纤维素多元醇液化工艺、液化动力学和液化机理等方面进行了总结，对液化产物的提质方法及工艺技术的选取进行了阐述，提出了“液化耦合提质”的新工艺，并对未来的研究重点及发展趋势提出了可行的建议。

关键词: 生物质, 液化, 羰基化合物, 提质, 加氢, 催化剂

CLC Number:

O 636

GUO Haijun, ZHANG Hairong, DING Shuai, LI Hailong, PENG Fen, XIONG Lian, CHEN Xinde. Research progress on lignocellulose liquefaction in polyhydric alcohol and upgrading of liquefaction product[J]. CIESC Journal, 2021, 72(6): 3228-3238.

郭海军, 张海荣, 丁帅, 黎海龙, 彭芬, 熊莲, 陈新德. 木质纤维素多元醇液化及液化产物提质的研究进展[J]. 化工学报, 2021, 72(6): 3228-3238.

Figures/Tables 2

References 96

97	Zou X H, Chen T H, Zhang P, et al. High catalytic performance of Fe-Ni/palygorskite in the steam reforming of toluene for hydrogen production[J]. Applied Energy, 2018, 226: 827-837.
98	Lycourghiotis S, Kordouli E, Sygellou L, et al. Nickel catalysts supported on palygorskite for transformation of waste cooking oils into green diesel[J]. Applied Catalysis B-Environmental, 2019, 259: 118059.
99	Wang X Y, Qin G X, Li C, et al. Hydrogen production from catalytic microwave-assisted pyrolysis of corncob over transition metal (Fe, Co and Ni) modified palygorskite[J]. Journal of Biobased Materials and Bioenergy, 2020, 14(1): 126-132.
100	Wu M, Xu Y, Jang J, et al. Preparation of Pd-B/palygorskite amorphous catalyst for the selective hydrogenation of o-chloronitrobenzene to o-chloroaniline[J]. Micro & Nano Letters, 2016, 11(6): 315-318.
101	Guo H J, Zhang H R, Chen X F, et al. Catalytic upgrading of biopolyols derived from liquefaction of wheat straw over a high-performance and stable supported amorphous alloy catalyst[J]. Energy Conversion & Management, 2018, 156: 130-139.
102	Rezzoug S A, Capart R. Liquefaction of wood in two successive steps: solvolysis in ethylene-glycol and catalytic hydrotreatment[J]. Applied Energy, 2002, 72(3/4): 631-644.
103	Liu X R, Wang X C, Yao S X, et al. Recent advances in the production of polyols from lignocellulosic biomass and biomass-derived compounds[J]. RSC Advances, 2014, 4(90): 49501-49520.
1	Serrano-Ruiz J C, Dumesic J A. Catalytic routes for the conversion of biomass into liquid hydrocarbon transportation fuels[J]. Energy & Environmental Science, 2011, 4(1): 83-99.
2	Brown T R. A techno-economic review of thermochemical cellulosic biofuel pathways[J]. Bioresource Technology, 2015, 178: 166-176.
104	Cheng S Y, Wei L, Rabnawaz M. Catalytic liquefaction of pine sawdust and in-situ hydrogenation of bio-crude over bifunctional Co-Zn/HZSM-5 catalysts [J]. Fuel, 2018, 223: 252-260.
105	Wang J D, Li W Z, Wang H Z, et al. Liquefaction of kraft lignin by hydrocracking with simultaneous use of a novel dual acid-base catalyst and a hydrogenation catalyst [J]. Bioresource Technology, 2017, 243: 100-106.
3	许文茸, 张洁, 郑凤昳, 等. 纤维素与甲壳素常压酸催化液化生成小分子化学品的机理研究进展[J]. 化工学报, 2018, 69(4): 1288-1298.
	Xu W R, Zhang J, Zheng F Y, et al. Research progress on mechanisms of acid-catalyzed cellulose and chitin liquefaction to small molecular chemicals under atmospheric pressure[J]. CIESC Journal, 2018, 69(4): 1288-1298.
106	Ma Q H, Chen D D, Wei L F, et al. Bio-oil production from hydrogenation liquefaction of rice straw over metal (Ni, Co, Cu)-modified CeO₂ catalysts [J]. Energy Sources, Part A: Recovery, Utilization, and Environmental Effects, 2017, 40(2): 200-206.
4	Pan H. Synthesis of polymers from organic solvent liquefied biomass: a review[J]. Renewable & Sustainable Energy Reviews, 2011, 15(7): 3454-3463.
5	孟繁蓉, 李瑞松, 张玉苍. 木质类废弃物液化及其高效利用研究进展[J]. 化工进展, 2016, 35(6): 1905-1913.
	Meng F R, Li R S, Zhang Y C. Research progress on liquefaction of lignocellulosic waste and its efficient application [J]. Chemical Industry and Engineering Progress, 2016, 35(6): 1905-1913.
6	D'souza J, Yan N. Producing bark-based polyols through liquefaction: effect of liquefaction temperature[J]. ACS Sustainable Chemistry & Engineering, 2013, 1(5): 534-540.
7	D'souza J, Camargo R, Yan N. Biomass liquefaction and alkoxylation: a review of structural characterization methods for bio-based polyols[J]. Polymer Reviews, 2017, 57(4): 668-694.
8	Hu S J, Luo X L, Li Y B. Polyols and polyurethanes from the liquefaction of lignocellulosic biomass[J]. ChemSusChem, 2014, 7(1): 66-72.
9	van Rossum G, Zhao W, Castellvi Barnes M, et al. Liquefaction of lignocellulosic biomass: solvent, process parameter, and recycle oil screening[J]. ChemSusChem, 2014, 7(1): 253-259.
10	Zhang T, Zhou Y J, Liu D H, et al. Qualitative analysis of products formed during the acid catalyzed liquefaction of bagasse in ethylene glycol[J]. Bioresource Technology, 2007, 98(7): 1454-1459.
11	Zhang H R, Ding F, Luo C R, et al. Liquefaction and characterization of acid hydrolysis residue of corncob in polyhydric alcohols[J]. Industrial Crops and Products, 2012, 39: 47-51.
12	Yamada T, Aratani M, Kubo S, et al. Chemical analysis of the product in acid-catalyzed solvolysis of cellulose using polyethylene glycol and ethylene carbonate[J]. Journal of Wood Science, 2007, 53(6): 487-493.
13	Jo Y J, Ly H V, Kim J, et al. Preparation of biopolyol by liquefaction of palm kernel cake using PEG#400 blended glycerol [J]. Journal of Industrial and Engineering Chemistry, 2015, 29: 304-313.
14	Pan H, Zheng Z F, Hse C Y. Microwave-assisted liquefaction of wood with polyhydric alcohols and its application in preparation of polyurethane (PU) foams[J]. European Journal of Wood & Wood Products, 2012, 70(4): 461-470.
15	Kržan A, Žagar E. Microwave driven wood liquefaction with glycols[J]. Bioresource Technology, 2009, 100(12): 3143-3146.
16	李改云, 朱显超, 邹献武, 等. 5种生物质的微波辅助多元醇液化研究[J]. 林产化学与工业, 2015, 35(1): 107-112.
	Li G Y, Zhu X C, Zou X W, et al. Microwave-assisted liquefaction of five types of biomass in polyhydric alcohols[J]. Chemistry & Industry of Forest Products, 2015, 35(1): 107-112.
17	Zhang H R, Yang H J, Guo H J, et al. Kinetic study on the liquefaction of wood and its three cell wall component in polyhydric alcohols[J]. Applied Energy, 2014, 113: 1596-1600.
18	Lee S H, Teramoto Y, Shiraishi N. Biodegradable polyurethane foam from liquefied waste paper and its thermal stability, biodegradability, and genotoxicity[J]. Journal of Applied Polymer Science, 2002, 83(7): 1482-1489.
19	Gong G Z, Zou X C. Preparation and characterization of biopolyol via liquefaction of rice straw[J]. Russian Journal of Applied Chemistry, 2016, 89(8): 1360-1364.
20	Zhang H R, Luo J, Li Y Y, et al. Acid-catalyzed liquefaction of bagasse in the presence of polyhydric alcohol[J]. Applied Biochemistry and Biotechnology, 2013, 170(7): 1780-1791.
21	Kurimoto Y, Doi S, Tamura Y. Species effects on wood-liquefaction in polyhydric alcohols[J]. Holzforschung, 1999, 53(6): 617-622.
22	Hassan E B M, Shukry N. Polyhydric alcohol liquefaction of some lignocellulosic agricultural residues[J]. Industrial Crops and Products, 2008, 27(1): 33-38.
23	Kim K H, Jo Y J, Lee C G, et al. Solvothermal liquefaction of microalgal Tetraselmis sp. biomass to prepare biopolyols by using PEG#400-blended glycerol[J]. Algal Research-Biomass Biofuels and Bioproducts, 2015, 12: 539-544.
24	Yao Y, Yoshioka M, Shiraishi N. Combined liquefaction of wood and starch in a polyethylene glycol/glycerin blended solvent[J]. Mokuzai Gakkaishi, 1993, 39(8): 930-938.
25	Hu S J, Wan C X, Li Y B. Production and characterization of biopolyols and polyurethane foams from crude glycerol based liquefaction of soybean straw[J]. Bioresource Technology, 2012, 103(1): 227-233.
26	Hu S J, Li Y B. Polyols and polyurethane foams from acid-catalyzed biomass liquefaction by crude glycerol: effects of crude glycerol impurities[J]. Journal of Applied Polymer Science, 2014, 131(18): 40739.
27	Kosmela P, Hejna A, Formela K, et al. The study on application of biopolyols obtained by cellulose biomass liquefaction performed with crude glycerol for the synthesis of rigid polyurethane foams[J]. Journal of Polymers and the Environment, 2018, 26(6): 2546-2554.
28	Kosmela P, Hejna A, Formela K, et al. Biopolyols obtained via crude glycerol-based liquefaction of cellulose: their structural, rheological and thermal characterization[J]. Cellulose, 2016, 23(5): 2929-2942.
29	Hu S J, Li Y B. Two-step sequential liquefaction of lignocellulosic biomass by crude glycerol for the production of polyols and polyurethane foams[J]. Bioresource Technology, 2014, 161: 410-415.
30	Demirbaş A. Mechanisms of liquefaction and pyrolysis reactions of biomass[J]. Energy Conversion & Management, 2000, 41(6): 633-646.
31	Alma M H, Shiraishi N. Preparation of polyurethane-like foams from NaOH-catalyzed liquefied wood[J]. Holz als Roh-und Werkstoff, 1998, 56(4): 245-246.
32	Hu S J, Li Y B. Polyols and polyurethane foams from base-catalyzed liquefaction of lignocellulosic biomass by crude glycerol: effects of crude glycerol impurities[J]. Industrial Crops & Products, 2014, 57(2): 188-194.
33	乐治平, 张宏, 洪立智. 固体超强酸Cl^-/Fe₂O₃的制备及催化液化生物质[J]. 化工进展, 2007, 26(2): 246-248.
	Le Z P, Zhang H, Hong L Z. Liquefaction of biomass by using solid superacid as catalyst[J]. Chemical Industry and Engineering Progress, 2007, 26(2): 246-248.
34	Lu Z X, Zheng H Y, Fan L W, et al. Liquefaction of sawdust in 1-octanol using acidic ionic liquids as catalyst[J]. Bioresource Technology, 2013, 142(4): 579-584.
35	Lu Z X, Fan L W, Wu Z G, et al. Efficient liquefaction of woody biomass in polyhydric alcohol with acidic ionic liquid as a green catalyst[J]. Biomass & Bioenergy, 2015, 81: 154-161.
36	Shao Q, Li H Q, Huang C P, et al. Biopolyol preparation from liquefaction of grape seeds [J]. Journal of Applied Polymer Science, 2016, 133 (34): 43835.
37	梁凌云. 秸秆热化学液化工艺和机理的研究 [D]. 北京: 中国农业大学, 2005.
	Liang L Y. Research on the technique and mechanism of crop stalks thermochemical liquefaction [D]. Beijing: China Agricultural University, 2005.
38	Liu H M, Xie X N, Ren J L, et al. 8-Lump reaction pathways of cornstalk liquefaction in sub- and super-critical ethanol [J]. Industrial Crops and Products, 2012, 35 (1): 250-256.
39	Aiouache F, McAleer L, Gan Q, et al. Path lumping kinetic model for aqueous phase reforming of sorbitol [J]. Applied Catalysis A: General, 2013, 466: 240-255.
40	Grilc M, Likozar B, Levec J. Hydrodeoxygenation and hydrocracking of solvolysed lignocellulosic biomass by oxide, reduced and sulphide form of NiMo, Ni, Mo and Pd catalysts [J]. Applied Catalysis B: Environmental, 2014, 150/151: 275-287.
41	王娅莉, 战晓青, 解新安, 等. 秸秆纤维素亚/超临界液化中平台化合物的5集总动力学研究 [J]. 造纸科学与技术, 2016, 35 (3): 22-27.
	Wang Y L, Zhan X Q, Xie X A, et al. 5-Lumps kinetics of platform chemical compounds from cellulose liquefaction in sub- and supercritical ethanol [J]. Paper Science & Technology, 2016, 35 (3): 22-27.
42	Chen F G, Lu Z M. Liquefaction of wheat straw and preparation of rigid polyurethane foam from the liquefaction products[J]. Journal of Applied Polymer Science, 2009, 111(1): 508-516.
43	Meng F R, Zhang X X, Yu W F, et al. Kinetic analysis of cellulose extraction from banana pseudo-stem by liquefaction in polyhydric alcohols[J]. Industrial Crops and Products, 2019, 137: 377-385.
44	张海荣, 计红果, 石锦志, 等. 桉树木粉的有机磺酸催化热化学液化研究[J]. 林产化学与工业, 2010, 30(6): 35-39.
	Zhang H R, Ji H G, Shi J Z, et al. Study on liquefaction of eucalyptus wood powder in polyhydric alcohol catalyzed by organic sulfonic acid[J]. Chemistry and Industry of Forest Products, 2010, 30(6): 35-39.
45	Remón J, Broust F, Valette J, et al. Production of a hydrogen-rich gas from fast pyrolysis bio-oils: comparison between homogeneous and catalytic steam reforming routes[J]. International Journal of Hydrogen Energy, 2014, 39(1): 171-182.
46	Widayatno W B, Guan G, Rizkiana J, et al. Selective catalytic conversion of bio-oil over high-silica zeolites[J]. Bioresource Technology, 2015, 179: 518-523.
47	Wu Q H, Wang Y P, Jiang L, et al. Microwave-assisted catalytic upgrading of co-pyrolysis vapor using HZSM-5 and MCM-41 for bio-oil production: co-feeding of soapstock and straw in a downdraft reactor[J]. Bioresource Technology, 2020, 299: 122611.
48	Kumar R, Strezov V, Lovell E, et al. Bio-oil upgrading with catalytic pyrolysis of biomass using copper/zeolite-nickel/zeolite and copper-nickel/zeolite catalysts[J]. Bioresource Technology, 2019, 279: 404-409.
49	Sanna A, Vispute T P, Huber G W. Hydrodeoxygenation of the aqueous fraction of bio-oil with Ru/C and Pt/C catalysts[J]. Applied Catalysis B Environmental, 2015, 165(10): 446-456.
50	Yang Y X, Hao J S, Lv G Q. Comparative study of catalytic hydrodeoxygenation performance over SBA-15 and TiO₂ supported 20 wt% Ni for bio-oil upgrading[J]. Fuel, 2019, 253: 630-636.
51	Li Z Y, Jiang E C, Xu X W, et al. Hydrodeoxygenation of phenols, acids, and ketones as model bio-oil for hydrocarbon fuel over Ni-based catalysts modified by Al, La and Ga[J]. Renewable Energy, 2020, 146: 1991-2007.
52	Auersvald M, Shumeiko B, Stas M, et al. Quantitative study of straw bio-oil hydrodeoxygenation over a sulfided NiMo catalyst[J]. ACS Sustainable Chemistry & Engineering, 2019, 7(7): 7080-7093.
53	Huber G W, Dumesic J A. An overview of aqueous-phase catalytic processes for production of hydrogen and alkanes in a biorefinery[J]. Catalysis Today, 2006, 111(1): 119-132.
54	Huber G W, Iborra S, Corma A. Synthesis of transportation fuels from biomass: chemistry, catalysts, and engineering[J]. Chemical Reviews, 2006, 106(9): 4044-4098.
55	郑小娟, 周娅芬, 付海燕, 等. 酯加氢反应中影响羧基活化的因素[J]. 物理化学学报, 2010, 26(10): 2699-2704.
	Zheng X J, Zhou Y F, Fu H Y, et al. Activation factors for the carboxyl group in the hydrogenation of carboxylic esters[J]. Acta Physico-Chimica Sinica, 2010, 26(10): 2699-2704.
56	Chen J H, Wang S R, Lu L, et al. Improved catalytic upgrading of simulated bio-oil via mild hydrogenation over bimetallic catalysts[J]. Fuel Processing Technology, 2018, 179: 135-142.
57	Tamura M, Nakagawa Y, Tomishige K. Recent developments of heterogeneous catalysts for selective hydrogenation of unsaturated carbonyl compounds to unsaturated alcohols[J]. Journal of the Japan Petroleum Institute, 2019, 62(3): 106-119.
58	Li C Z, Zhao X C, Wang A Q, et al. Catalytic transformation of lignin for the production of chemicals and fuels[J]. Chemical Reviews, 2015, 115(21): 11559-11624.
59	Attia S, Schmidt M C, Schroder C, et al. Keto-enol tautomerization as a first step in hydrogenation of carbonyl compounds[J]. Journal of Physical Chemistry C, 2019, 123(48): 29271-29277.
60	Lan X C, Wang T F. Highly selective catalysts for the hydrogenation of unsaturated aldehydes: a review[J]. ACS Catalysis, 2020, 10(4): 2764-2790.
61	Zhang X H, Wang T J, Ma L L, et al. Characterization and catalytic properties of Ni and NiCu catalysts supported on ZrO₂-SiO₂ for guaiacol hydrodeoxygenation[J]. Catalysis Communications, 2013, 33: 15-19.
62	于玉肖, 徐莹, 王铁军, 等. 木质素降解模型化合物愈创木酚及苯酚原位加氢制备环己醇[J]. 燃料化学学报, 2013, 41(4): 443-448.
	Yu Y X, Xu Y, Wang T J, et al. In-situ hydrogenation of lignin depolymerization model compounds to cyclohexanol[J]. Journal of Fuel Chemistry and Technology, 2013, 41(4): 443-448.
63	Rodiansono, Khairi S, Hara T, et al. Highly efficient and selective hydrogenation of unsaturated carbonyl compounds using Ni-Sn alloy catalysts[J]. Catalysis Science & Technology, 2012, 2(10): 2139-2145.
64	Yao S X, Wang X C, Jiang Y J, et al. One-step conversion of biomass-derived 5-hydroxymethylfurfural to 1,2,6-hexanetriol over Ni-Co-Al mixed oxide catalysts under mild conditions[J]. ACS Sustainable Chemistry & Engineering, 2014, 2(2): 173-180.
65	李辉, 徐烨, 乔明华, 等. 非晶态合金及其催化应用[M]. 北京:科学出版社, 2014.
	Li H, Xu Y, Qiao M H, et al. Amorphous Alloy and their Catalytic Applications[M]. Beijing: Science Press, 2014.
66	Smith G V, Brower W E, Matyjaszczyk M S, et al. Metallic glasses: new catalyst systems [M]//Seivama T, Tanabe K. Studies in Surface Science and Catalysis. Elsevier, 1981: 355-363.
67	Li H, Chai W M, Luo H S, et al. Hydrogenation of furfural to furfuryl alcohol over Co-B amorphous catalysts prepared by chemical reduction in variable media[J]. Chinese Journal of Chemistry, 2006, 24(12): 1704-1708.
68	Li H, Liu J, Yang H X, et al. Influence of pore structure on catalytic properties of mesoporous silica-supported Co-B amorphous alloys in hydrogenation of cinnamaldehyde to cinnamyl alcohol[J]. Chinese Journal of Chemistry, 2009, 27(12): 2316-2322.
69	Li H X, Zhang S Y, Luo H S. A Ce-promoted Ni-B amorphous alloy catalyst (Ni-Ce-B) for liquid-phase furfural hydrogenation to furfural alcohol[J]. Materials Letters, 2004, 58(22/23): 2741-2746.
70	Bai G Y, Niu L B, Zhao Z, et al. Ni-La-B amorphous alloys supported on SiO₂ and gamma-Al₂O₃ for selective hydrogenation of benzophenone[J]. Journal of Molecular Catalysis A: Chemical, 2012, 363/364: 411-416.
71	Guo H J, Zhang H R, Tang W C, et al. Furfural hydrogenation over amorphous alloy catalysts prepared by different reducing agents[J]. BioResources, 2017, 12(4): 8755-8774.
72	Padmanaban S, Gunasekar G H, Lee M, et al. Recyclable covalent triazine framework-based Ru catalyst for transfer hydrogenation of carbonyl compounds in water[J]. ACS Sustainable Chemistry & Engineering, 2019, 7(9): 8893-8899.
73	Michel C, Gallezot P. Why is ruthenium an efficient catalyst for the aqueous-phase hydrogenation of biosourced carbonyl compounds[J]. ACS Catalysis, 2015, 5(7): 4130-4132.
74	Hu Q, Yang L, Fan G L, et al. Hydrogenation of biomass-derived compounds containing a carbonyl group over a copper-based nanocatalyst: insight into the origin and influence of surface oxygen vacancies[J]. Journal of Catalysis, 2016, 340: 184-195.
75	K S R, Enumula S S, Koppadi K S, et al. Gas phase transfer hydrogenation of α, β- unsaturated carbonyl compounds into saturated carbonyl compounds over supported Cu catalysts[J]. Molecular Catalysis, 2020, 482: 110686.
76	Mäki-Arvela P, Hájek J, Salmi T, et al. Chemoselective hydrogenation of carbonyl compounds over heterogeneous catalysts[J]. Applied Catalysis A: General, 2005, 292: 1-49.
77	Nakagawa Y, Tamura M, Tomishige K. Catalytic reduction of biomass-derived furanic compounds with hydrogen[J]. ACS Catalysis, 2013, 3(12): 2655-2668.
78	Siddqui N, Sarkar B, Pendem C, et al. Highly selective transfer hydrogenation of α,β-unsaturated carbonyl compounds using Cu-based nanocatalysts[J]. Catalysis Science & Technology, 2017, 7(13): 2828-2837.
79	张跃, 黄波, 严生虎, 等. 丁二酸二乙酯加氢制备1,4-丁二醇的工艺研究[J]. 精细石油化工, 2008, 25(1): 21-24.
	Zhang Y, Huang B, Yan S H, et al. Preparation of 1,4-butanediol by hydrogenation of diethyl succinate[J]. Speciality Petrochemicals, 2008, 25(1): 21-24.
80	Wang Y, Shen Y L, Zhao Y J, et al. Insight into the balancing effect of active Cu species for hydrogenation of carbon–oxygen bonds[J]. ACS Catalysis, 2015, 5(10): 6200-6208.
81	Yao Y Q, Wu X Q, Gutiérrez O Y, et al. Roles of Cu⁺ and Cu⁰ sites in liquid-phase hydrogenation of esters on core-shell CuZn_x@C catalysts[J]. Applied Catalysis B: Environmental, 2020, 267: 118698.
82	Mo M, Zheng M, Tang J S, et al. Highly active Co: B, Co: Mo(W): B amorphous nanotube catalysts for the selective hydrogenation of cinnamaldehyde[J]. Journal of Materials Science, 2014, 49(2): 877-885.
83	Zou J J, Xiong Z Q, Wang L, et al. Preparation of Pd-B/gamma-Al₂O₃ amorphous catalyst for the hydrogenation of tricyclopentadiene[J]. Journal of Molecular Catalysis A: Chemical, 2007, 271(1/2): 209-215.
84	Wen X, Cao Y Y, Qiao X L, et al. Significant effect of base on the improvement of selectivity in the hydrogenation of benzoic acid over NiZrB amorphous alloy supported on gamma-Al₂O₃[J]. Catalysis Science & Technology, 2015, 5(6): 3281-3287.
85	Villaverde M M, Bertero N M, Garetto T F, et al. Selective liquid-phase hydrogenation of furfural to furfuryl alcohol over Cu-based catalysts[J]. Catalysis Today, 2013, 213: 87-92.
86	Liu B, Qiao M H, Wang J Q, et al. Amorphous Ni-B/SiO₂ catalyst prepared by microwave heating and its catalytic activity in acrylonitrile hydrogenation[J]. Journal of Chemical Technology & Biotechnology, 2003, 78(5): 512-517.
87	Wang L J, Li W, Zhang M H, et al. The interactions between the NiB amorphous alloy and TiO₂ support in the NiB/TiO₂ amorphous catalysts[J]. Applied Catalysis A: General, 2004, 259(2): 185-190.
88	Liu S C, Liu Z, Wang Z, et al. Characterization and study on performance of the Ru-La-B/ZrO₂ amorphous alloy catalysts for benzene selective hydrogenation to cyclohexene under pilot conditions[J]. Chemical Engineering Journal, 2008, 139(1): 157-164.
89	Sun H, Jiang H, Li S, et al. Selective hydrogenation of benzene to cyclohexene over nanocomposite Ru-Mn/ZrO₂ catalysts[J]. Chinese Journal of Catalysis, 2013, 34(4): 684-694.
90	王来军, 张明慧, 李伟, 等. NiB、NiB/MgO非晶态合金催化剂的制备、表征及其加氢性能[J]. 石油化工, 2004, 33(1): 14-19.
	Wang L J, Zhang M H, Li W, et al. Preparation, characterization and catalytic performance of NiB and NiB/MgO amorphous alloy catalysts in hydrogenation of sulfolene [J]. Petrochemical Technology, 2004, 33(1): 14-19.
91	He Y G, Qiao M H, Hu H R, et al. Characterization and catalytic behavior of amorphous Ni-B/AC catalysts prepared in different impregnation sequences[J]. Applied Catalysis A: General, 2002, 228(1): 29-37.
92	Chen X Y, Wang S, Zhuang J H, et al. Mesoporous silica-supported NiB amorphous alloy catalysts for selective hydrogenation of 2-ethylanthraquinone[J]. Journal of Catalysis, 2004, 227(2): 419-427.
93	Chen X Y, Hu H R, Liu B, et al. Selective hydrogenation of 2-ethylanthraquinone over an environmentally benign Ni-B/SBA-15 catalyst prepared by a novel reductant-impregnation method[J]. Journal of Catalysis, 2003, 220(1): 254-257.
94	Wang W B, Wang A Q. Recent progress in dispersion of palygorskite crystal bundles for nanocomposites [J]. Applied Clay Science, 2016, 119: 18-30.
95	Guo H J, Zhang H R, Peng F, et al. Mixed alcohols synthesis from syngas over activated palygorskite supported Cu-Fe-Co based catalysts[J]. Applied Clay Science, 2015, 111: 83-89.
96	Guo H J, Zhang H R, Peng F, et al. Effects of Cu/Fe ratio on structure and performance of attapulgite supported CuFeCo-based catalyst for mixed alcohols synthesis from syngas[J]. Applied Catalysis A: General, 2015, 503: 51-61.

[1]	Yitong LI, Hang GUO, Hao CHEN, Fang YE. Study on operating conditions of proton exchange membrane fuel cells with non-uniform catalyst distributions [J]. CIESC Journal, 2023, 74(9): 3831-3840.
[2]	Jie CHEN, Yongsheng LIN, Kai XIAO, Chen YANG, Ting QIU. Study on catalytic synthesis of sec-butanol by tunable choline-based basic ionic liquids [J]. CIESC Journal, 2023, 74(9): 3716-3730.
[3]	Xuejin YANG, Jintao YANG, Ping NING, Fang WANG, Xiaoshuang SONG, Lijuan JIA, Jiayu FENG. Research progress in dry purification technology of highly toxic gas PH₃ [J]. CIESC Journal, 2023, 74(9): 3742-3755.
[4]	Jiali ZHENG, Zhihui LI, Xinqiang ZHAO, Yanji WANG. Kinetics of ionic liquid catalyzed synthesis of 2-cyanofuran [J]. CIESC Journal, 2023, 74(9): 3708-3715.
[5]	Xin YANG, Xiao PENG, Kairu XUE, Mengwei SU, Yan WU. Preparation of molecularly imprinted-TiO₂ and its properties of photoelectrocatalytic degradation of solubilized PHE [J]. CIESC Journal, 2023, 74(8): 3564-3571.
[6]	Feifei YANG, Shixi ZHAO, Wei ZHOU, Zhonghai NI. Sn doped In₂O₃ catalyst for selective hydrogenation of CO₂ to methanol [J]. CIESC Journal, 2023, 74(8): 3366-3374.
[7]	Kaixuan LI, Wei TAN, Manyu ZHANG, Zhihao XU, Xuyu WANG, Hongbing JI. Design of cobalt-nitrogen-carbon/activated carbon rich in zero valent cobalt active site and application of catalytic oxidation of formaldehyde [J]. CIESC Journal, 2023, 74(8): 3342-3352.
[8]	Jiaqi CHEN, Wanyu ZHAO, Ruichong YAO, Daolin HOU, Sheying DONG. Synthesis of pistachio shell-based carbon dots and their corrosion inhibition behavior on Q235 carbon steel [J]. CIESC Journal, 2023, 74(8): 3446-3456.
[9]	Pan LI, Junyang MA, Zhihao CHEN, Li WANG, Yun GUO. Effect of the morphology of Ru/α-MnO₂ on NH₃-SCO performance [J]. CIESC Journal, 2023, 74(7): 2908-2918.
[10]	Wentao WU, Liangyong CHU, Lingjie ZHANG, Weimin TAN, Liming SHEN, Ningzhong BAO. High-efficient preparation of cardanol-based self-healing microcapsules [J]. CIESC Journal, 2023, 74(7): 3103-3115.
[11]	Yajie YU, Jingru LI, Shufeng ZHOU, Qingbiao LI, Guowu ZHAN. Construction of nanomaterial and integrated catalyst based on biological template: a review [J]. CIESC Journal, 2023, 74(7): 2735-2752.
[12]	Yuming TU, Gaoyan SHAO, Jianjie CHEN, Feng LIU, Shichao TIAN, Zhiyong ZHOU, Zhongqi REN. Advances in the design, synthesis and application of calcium-based catalysts [J]. CIESC Journal, 2023, 74(7): 2717-2734.
[13]	Qiyu ZHANG, Lijun GAO, Yuhang SU, Xiaobo MA, Yicheng WANG, Yating ZHANG, Chao HU. Recent advances in carbon-based catalysts for electrochemical reduction of carbon dioxide [J]. CIESC Journal, 2023, 74(7): 2753-2772.
[14]	Chao NIU, Shengqiang SHEN, Yan YANG, Bonian PAN, Yiqiao LI. Flow process calculation and performance analysis of methane BOG ejector [J]. CIESC Journal, 2023, 74(7): 2858-2868.
[15]	Tan ZHANG, Guang LIU, Jinping LI, Yuhan SUN. Performance regulation strategies of Ru-based nitrogen reduction electrocatalysts [J]. CIESC Journal, 2023, 74(6): 2264-2280.

Research progress on lignocellulose liquefaction in polyhydric alcohol and upgrading of liquefaction product

木质纤维素多元醇液化及液化产物提质的研究进展

RichHTML

PDF (PC)

Knowledge

Cited

Abstract

Cite this article

share this article

Figures/Tables 2

References 96

Related Articles 15

Recommended Articles

Metrics

Comments