化工进展 ›› 2024, Vol. 43 ›› Issue (S1): 351-364.DOI: 10.16085/j.issn.1000-6613.2024-0884
李新月(), 李振京, 韩沂杭, 郭永强, 闫瑜, 哈力米热·卡热木拉提, 赵会吉, 柴永明, 刘东, 殷长龙()
收稿日期:
2024-05-31
修回日期:
2024-07-18
出版日期:
2024-11-20
发布日期:
2024-12-06
通讯作者:
殷长龙
作者简介:
李新月(2000—),女,硕士研究生,研究方向为新型催化材料与加氢催化剂。E-mail:z23030083@s.upc.edu.cn。
基金资助:
LI Xinyue(), LI Zhenjing, HAN Yihang, GUO Yongqiang, YAN Yu, KAREMULATI Halimire, ZHAO Huiji, CHAI Yongming, LIU Dong, YIN Changlong()
Received:
2024-05-31
Revised:
2024-07-18
Online:
2024-11-20
Published:
2024-12-06
Contact:
YIN Changlong
摘要:
与石化柴油相比,通过油脂加氢脱氧产生的绿色柴油在生物可降解性、环保性和低毒性方面具有多重优势。在绿色柴油的研究中,催化剂的研发至关重要。本文介绍了油脂加氢脱氧生产绿色柴油的反应机理、各类加氢脱氧催化剂以及催化剂失活与再生三个方面。贵金属催化剂储量稀少、价格昂贵,其工业化应用规模受到限制;而金属硫化物催化剂加氢后可能导致硫浸出,从而使催化剂失活并导致产品被污染;还原态非贵金属、金属碳化物、氮化物、磷化物催化剂由于成本效益高且无污染而受到广泛青睐,但制备工艺复杂,催化剂寿命低。因此,对非贵金属催化剂添加助剂进行改性以及使用不同载体,开发价廉、高效、环保的绿色催化剂是今后的发展方向。
中图分类号:
李新月, 李振京, 韩沂杭, 郭永强, 闫瑜, 哈力米热·卡热木拉提, 赵会吉, 柴永明, 刘东, 殷长龙. 油脂加氢脱氧生产绿色柴油催化剂的研究进展[J]. 化工进展, 2024, 43(S1): 351-364.
LI Xinyue, LI Zhenjing, HAN Yihang, GUO Yongqiang, YAN Yu, KAREMULATI Halimire, ZHAO Huiji, CHAI Yongming, LIU Dong, YIN Changlong. Research progress on catalysts for the production of green diesel by hydrodeoxidation of lipid[J]. Chemical Industry and Engineering Progress, 2024, 43(S1): 351-364.
燃料特性 | EN-1421 | ASTM-D6751 | 石化柴油 | 生物柴油 | 绿色柴油 |
---|---|---|---|---|---|
氧含量/% | — | — | 0 | 11 | 0 |
密度/g·mL-1 | 0.86~0.90 | — | 0.84 | 0.88 | 0.78~0.85 |
硫/μg·g-1 | 10 | 15 | <10 | <1 | <1 |
热值/MJ·kg-1 | — | — | 43 | 38 | 44 |
十六烷值 | 51 | 47 | 40~55 | 45~72 | 70~90 |
黏度(40℃) | 3.5~5.0 | 1.9~6.0 | 2.7 | 3.8~7.9 | 2.5~4.1 |
CFPP/℃ | — | — | -6 | -13~15 | >20 |
云点/℃ | — | — | -23~4 | -6~+15 | -30~-5 |
闪点/℃ | 20 | 130 | 2~136 | 96~214 | 68~120 |
倾点/℃ | — | — | -21 | -15~16 | -3~29 |
表1 第一代生物柴油、绿色柴油和石化柴油的燃料特性比较[4-5]
燃料特性 | EN-1421 | ASTM-D6751 | 石化柴油 | 生物柴油 | 绿色柴油 |
---|---|---|---|---|---|
氧含量/% | — | — | 0 | 11 | 0 |
密度/g·mL-1 | 0.86~0.90 | — | 0.84 | 0.88 | 0.78~0.85 |
硫/μg·g-1 | 10 | 15 | <10 | <1 | <1 |
热值/MJ·kg-1 | — | — | 43 | 38 | 44 |
十六烷值 | 51 | 47 | 40~55 | 45~72 | 70~90 |
黏度(40℃) | 3.5~5.0 | 1.9~6.0 | 2.7 | 3.8~7.9 | 2.5~4.1 |
CFPP/℃ | — | — | -6 | -13~15 | >20 |
云点/℃ | — | — | -23~4 | -6~+15 | -30~-5 |
闪点/℃ | 20 | 130 | 2~136 | 96~214 | 68~120 |
倾点/℃ | — | — | -21 | -15~16 | -3~29 |
油/脂 | 分布/% | ||||||
---|---|---|---|---|---|---|---|
C12∶0 | C14∶0 | C16∶0 | C18∶0 | C18∶1 | C18∶2 | 其他 | |
菜籽油 | 48 | 17 | 9 | 2 | 7 | 1 | — |
棕榈油 | — | 2 | 42 | 5 | 41 | 10 | — |
椰子油 | — | 1 | 4 | 1 | 60 | 20 | 11 |
向日葵 | — | — | 4 | 4 | 84 | 5 | — |
大豆油 | — | — | 8 | 4 | 28 | 53 | 6 |
猪油 | — | 1 | 31 | 13 | 46 | 6 | — |
表2 动植物油脂中脂肪酸分布[6]
油/脂 | 分布/% | ||||||
---|---|---|---|---|---|---|---|
C12∶0 | C14∶0 | C16∶0 | C18∶0 | C18∶1 | C18∶2 | 其他 | |
菜籽油 | 48 | 17 | 9 | 2 | 7 | 1 | — |
棕榈油 | — | 2 | 42 | 5 | 41 | 10 | — |
椰子油 | — | 1 | 4 | 1 | 60 | 20 | 11 |
向日葵 | — | — | 4 | 4 | 84 | 5 | — |
大豆油 | — | — | 8 | 4 | 28 | 53 | 6 |
猪油 | — | 1 | 31 | 13 | 46 | 6 | — |
1 | Ali AL-SAADI, MATHAN Bobby, HE Yinghe. Esterification and transesterification over SrO-ZnO/Al2O3 as a novel bifunctional catalyst for biodiesel production[J]. Renewable Energy, 2020, 158: 388-399. |
2 | 胡滢, 陈贇. 我国生物柴油发展态势及政策建议[J]. 新经济导刊, 2023(4): 61-68. |
HU Ying, CHEN Yun. Development trend and policy suggestions of biodiesel in China[J]. New Economy Weekly, 2023(4): 61-68. | |
3 | 彭志良. 生物柴油产业发展路径研究[J]. 中国能源, 2023, 45(12): 15-26. |
PENG Zhiliang. Research on the development path of biodiesel industry[J]. Energy of China, 2023, 45(12): 15-26. | |
4 | ASLAM Mohammad, SHIVAJI MAKTEDAR Shrikant, SARMA Anil Kumar. Current status of the green diesel industry[M]. Singapore: Springer, 2022, 265-283. |
5 | PATEL Madhumita, KUMAR Amit. Production of renewable diesel through the hydroprocessing of lignocellulosic biomass-derived bio-oil: A review[J]. Renewable and Sustainable Energy Reviews, 2016, 58: 1293-1307. |
6 | ALKHOORI Sara, KHALEEL Maryam, VEGA Lourdes F, et al. Deoxygenation of vegetable oils and fatty acids: How can we steer the reaction selectivity towards diesel range hydrocarbons?[J]. Journal of Industrial and Engineering Chemistry, 2023, 127: 36-61. |
7 | 王霏, 徐俊明, 蒋剑春, 等. 油脂加氢制备生物柴油用催化剂的研究进展[J]. 材料导报, 2018, 32(5): 765-771. |
WANG Fei, XU Junming, JIANG Jianchun, et al. Advances in catalysts applied to bio-diesel production from oil hydrotreatment[J]. Materials Reports, 2018, 32(5): 765-771. | |
8 | 龚绍峰, 龚建议, 雷稳强, 等. 动植物油脂加氢脱氧贵金属系催化剂的研究进展[J]. 中国油脂, 2022, 47(8): 82-89. |
GONG Shaofeng, GONG Jianyi, LEI Wenqiang, et al. Review of noble metal catalyst for the hydrodeoxygenation of animal fats and vegetable oils[J]. China Oils and Fats, 2022, 47(8): 82-89. | |
9 | LI Xin, LUO Xingyi, JIN Yangbin, et al. Heterogeneous sulfur-free hydrodeoxygenation catalysts for selectively upgrading the renewable bio-oils to second generation biofuels[J]. Renewable and Sustainable Energy Reviews, 2018, 82: 3762-3797. |
10 | HE Zhong, WANG Xianqin. Hydrodeoxygenation of model compounds and catalytic systems for pyrolysis bio-oils upgrading[J]. Catalysis for Sustainable Energy, 2012, 1: 28-52. |
11 | Tomás CORDERO-LANZAC, José RODRÍGUEZ-MIRASOL, CORDERO Tomás, et al. Advances and challenges in the valorization of bio-oil: Hydrodeoxygenation using carbon-supported catalysts[J]. Energy & Fuels, 2021, 35(21): 17008-17031. |
12 | WILDSCHUT Jelle, MAHFUD Farchad H, VENDERBOSCH Robbie H, et al. Hydrotreatment of fast pyrolysis oil using heterogeneous noble-metal catalysts[J]. Industrial & Engineering Chemistry Research, 2009, 48(23): 10324-10334. |
13 | BERENBLYUM A S, PODOPLELOVA T A, SHAMSIEV R S, et al. On the mechanism of catalytic conversion of fatty acids into hydrocarbons in the presence of palladium catalysts on alumina[J]. Petroleum Chemistry, 2011, 51(5): 336-341. |
14 | BHOGESWARARAO S, SRINIVAS D. Catalytic conversion of furfural to industrial chemicals over supported Pt and Pd catalysts[J]. Journal of Catalysis, 2015, 327: 65-77. |
15 | IMMER Jeremy G, Henry LAMB H. Fed-batch catalytic deoxygenation of free fatty acids[J]. Energy & Fuels, 2010, 24(10): 5291-5299. |
16 | Manuel SÁNCHEZ-CÁRDENAS, SÁNCHEZ-OLMOS Luis A, KAMARAJ Sathish-Kumar, et al. Evaluation of the performance and atmospheric emissions in a diesel engine of the biofuel obtained by hydrodeoxygenation of oleic acid with Pt/γ-Al2O3 catalysts[J]. Environmental Progress & Sustainable Energy, 2021, 40(4): e13582. |
17 | VERIANSYAH Bambang, HAN Jae Young, KIM Seok Ki, et al. Production of renewable diesel by hydroprocessing of soybean oil: Effect of catalysts[J]. Fuel, 2012, 94: 578-585. |
18 | YANG Cuiyue, NIE Renfeng, FU Jie, et al. Production of aviation fuel via catalytic hydrothermal decarboxylation of fatty acids in microalgae oil[J]. Bioresource Technology, 2013, 146: 569-573. |
19 | XU Guangyue, ZHANG Ying, FU Yao, et al. Efficient hydrogenation of various renewable oils over Ru-HAP catalyst in water[J]. ACS Catalysis, 2017, 7(2): 1158-1169. |
20 | Mathias SNÅRE, Iva KUBIČKOVÁ, Päivi MÄKI-ARVELA, et al. Heterogeneous catalytic deoxygenation of stearic acid for production of biodiesel[J]. Industrial & Engineering Chemistry Research, 2006, 45(16): 5708-5715. |
21 | ZHAO Chen, Thomas BRÜCK, LERCHER Johannes A. Catalytic deoxygenation of microalgae oil to green hydrocarbons[J]. Green Chemistry, 2013, 15(7): 1720-1739. |
22 | MALINS Kristaps, MALINA Ilze. The effects of supported Pd, Pt, Re, Rh, Ru, Ir, Au, and Ni catalysts on renewable hydrocarbon production from alternative feedstock[J]. Biomass and Bioenergy, 2023, 171: 106732. |
23 | LUO Jingjie, LIANG Changhai. Rhenium in heterogeneous catalysis: A rising star for hydrogenation reactions[J]. ACS Catalysis, 2024, 14(9): 7032-7049. |
24 | ZHOU Leilei, ZHANG Liyan, LI Jingrong, et al. Hydrodeoxygenation of biomass-derived fatty acids and esters to biofuels on RuRe/ZSM-5 catalysts: Synergistic effects of ReO x and Brønsted acid sites[J]. Fuel, 2024, 369: 131746. |
25 | LAWAL Ahmed, HART Abarasi, DALY Helen, et al. Catalytic hydrogenation of short chain carboxylic acids typical of model compound found in bio-oils[J]. Industrial & Engineering Chemistry Research, 2019, 58(19): 7998-8008. |
26 | LIU Sibao, SIMONETTI Trent, ZHENG Weiqing, et al. Selective hydrodeoxygenation of vegetable oils and waste cooking oils to green diesel using a silica-supported Ir-ReO x bimetallic catalyst[J]. ChemSusChem, 2018, 11(9): 1446-1454. |
27 | CHEN Ning, REN Yuxiong, QIAN Eika W. Elucidation of the active phase in PtSn/SAPO-11 for hydrodeoxygenation of methyl palmitate[J]. Journal of Catalysis, 2016, 334: 79-88. |
28 | DAI Xiaojun, CHENG Yan, SI Meng, et al. A non-noble metal supported catalyst with potential prospect for hydroisomerization of n-hexadecane: Second metal incorporated NiMe/SAPO-11 catalyst with superior hydroisomerization performance[J]. Fuel, 2022, 324: 124517. |
29 | SHI Feng, WANG Hongyuan, CHEN Yifei, et al. Green diesel-like hydrocarbon production by H2-free catalytic deoxygenation of oleic acid via Ni/MgO-Al2O3 catalysts: Effect of the metal loading amount[J]. Journal of Environmental Chemical Engineering, 2023, 11(5): 110520. |
30 | KONG Xiangqian, FANG Zhongfeng, BAO Xiaobing, et al. Efficient hydrogenation of stearic acid over carbon coated NiFe catalyst[J]. Journal of Catalysis, 2018, 367: 139-149. |
31 | PAPAGERIDIS Kyriakos N, CHARISIOU Nikolaos D, DOUVARTZIDES Savvas L, et al. Effect of operating parameters on the selective catalytic deoxygenation of palm oil to produce renewable diesel over Ni supported on Al2O3, ZrO2 and SiO2 catalysts[J]. Fuel Processing Technology, 2020, 209: 106547. |
32 | LIU Mingjuan, SHI Yanchun, WU Kejing, et al. Upgrading of palmitic acid and hexadecanamide over Co-based catalysts: Effect of support (SiO2, γ-Al2O3 and H-ZSM-22)[J]. Catalysis Communications, 2019, 129: 105726. |
33 | KANDEL Kapil, ANDEREGG James W, NELSON Nicholas C, et al. Supported iron nanoparticles for the hydrodeoxygenation of microalgal oil to green diesel[J]. Journal of Catalysis, 2014, 314: 142-148. |
34 | ZULKEPLI Suraya, LEE Hwei Voon, RAHMAN Noorsaadah Abd, et al. Highly active iron-promoted hexagonal mesoporous silica (HMS) for deoxygenation of triglycerides to green hydrocarbon-like biofuel[J]. Fuel, 2022, 308: 121860. |
35 | MIAO Caixia, ZHOU Guilin, CHEN Shuang, et al. Synergistic effects between Cu and Ni species in NiCu/ γ - Al2O3 catalysts for hydrodeoxygenation of methyl laurate[J]. Renewable Energy, 2020, 153: 1439-1454. |
36 | KUMAR Pankaj, MAITY Sunil K, SHEE Debaprasad. Role of NiMo alloy and Ni species in the performance of NiMo/alumina catalysts for hydrodeoxygenation of stearic acid: A kinetic study[J]. ACS Omega, 2019, 4(2): 2833-2843. |
37 | PAPAGERIDIS Kyriakos N, CHARISIOU Nikolaos D, DOUVARTZIDES Savvas, et al. Promoting effect of CaO-MgO mixed oxide on Ni/γ-Al2O3 catalyst for selective catalytic deoxygenation of palm oil[J]. Renewable Energy, 2020, 162: 1793-1810. |
38 | PRANGKLANG Dechpol, TUMNANTONG Dusadee, YOOSUK Boonyawan, et al. Selective deoxygenation of waste cooking oil to diesel-like hydrocarbons using supported and unsupported NiMoS2 catalysts[J]. ACS Omega, 2023, 8(43): 40921-40933. |
39 | KUMAR Rohit, RANA Bharat S, TIWARI Rashmi, et al. Hydroprocessing of jatropha oil and its mixtures with gas oil[J]. Green Chemistry, 2010, 12(12): 2232-2239. |
40 | Consuelo ALVAREZ-GALVAN M, CAMPOS-MARTIN Jose M, FIERRO Jose L G. Transition metal phosphides for the catalytic hydrodeoxygenation of waste oils into green diesel[J]. Catalysts, 2019, 9(3): 293. |
41 | ZHANG Haiping, LIN Hongfei, ZHENG Ying. The role of cobalt and nickel in deoxygenation of vegetable oils[J]. Applied Catalysis B: Environmental, 2014, 160: 415-422. |
42 | YOOSUK Boonyawan, SANGGAM Paphawee, WIENGKET Sakdipat, et al. Hydrodeoxygenation of oleic acid and palmitic acid to hydrocarbon-like biofuel over unsupported Ni-Mo and Co-Mo sulfide catalysts[J]. Renewable Energy, 2019, 139: 1391-1399. |
43 | VARAKIN A N, FOSLER A V, VEREVKIN S P, et al. Hydrodeoxygenation of oleic acid on supported and unsupported MoS2 and NiMoS2 catalysts for the production of green diesel fuel[J]. Chemistry and Technology of Fuels and Oils, 2019, 54(6): 686-697. |
44 | DING Shengzhe, PARLETT Christopher M A, FAN Xiaolei. Recent developments in multifunctional catalysts for fatty acid hydrodeoxygenation as a route towards biofuels[J]. Molecular Catalysis, 2022, 523: 111492. |
45 | HAN Junxing, DUAN Jinzhao, CHEN Ping, et al. Molybdenum carbide-catalyzed conversion of renewable oils into diesel-like hydrocarbons[J]. Advanced Synthesis & Catalysis, 2011, 353(14/15): 2577-2583. |
46 | KIM Seok Ki, YOON Dohyeon, LEE Seung-Cheol, et al. Mo2C/graphene nanocomposite as a hydrodeoxygenation catalyst for the production of diesel range hydrocarbons[J]. ACS Catalysis, 2015, 5(6): 3292-3303. |
47 | SOUZA MACEDO Luana, TEIXEIRA DA SILVA Victor, BITTER Johannes Hendrik. Activated carbon, carbon nanofibers and carbon-covered alumina as support for W2C in stearic acid hydrodeo xygenation[J]. ChemEngineering, 2019, 3(1): 24. |
48 | ALWAN Basem AL, SALLEY Steven O, Ka Yuen Simon NG. Biofuels production from hydrothermal decarboxylation of oleic acid and soybean oil over Ni-based transition metal carbides supported on Al-SBA-15[J]. Applied Catalysis A: General, 2015, 498: 32-40. |
49 | WANG Yunpu, YANG Qi, KE Linyao, et al. Review on the catalytic pyrolysis of waste oil for the production of renewable hydrocarbon fuels[J]. Fuel, 2021, 283: 119170. |
50 | CHOI Jae-Soon, ZACHER Alan H, WANG Huamin, et al. Molybdenum carbides, active and in situ regenerable catalysts in hydroprocessing of fast pyrolysis bio-oil[J]. Energy & Fuels, 2016, 30(6): 5016-5026. |
51 | WYVRATT Brian M, GAUDET Jason R, PARDUE Daniel B, et al. Reactivity of hydrogen on and in nanostructured molybdenum nitride: Crotonaldehyde hydrogenation[J]. ACS Catalysis, 2016, 6(9): 5797-5806. |
52 | MONNIER Jacques, SULIMMA Hardi, DALAI Ajay, et al. Hydrodeoxygenation of oleic acid and canola oil over alumina-supported metal nitrides[J]. Applied Catalysis A: General, 2010, 382(2): 176-180. |
53 | ZHOU Mingxia, DOAN Hieu A, CURTISS Larry A, et al. Identification of active metal carbide and nitride catalytic facets for hydrodeoxygenation reactions[J]. The Journal of Physical Chemistry C, 2021, 125(16): 8630-8637. |
54 | LEI Xiaomei, XIN Hui, DU Xiangze, et al. Efficiency conversion of jatropha oil into high-quality biofuel over the innovative Ni-Mo2N based catalyst[J]. Fuel, 2022, 324: 124548. |
55 | ZHAO Chenxi, WANG Jiequan, CHEN Xiao, et al. Nickel molybdenum bimetallic nitrides as efficient catalysts for the hydrodeoxygenation of methyl palmitate[J]. European Journal of Inorganic Chemistry, 2023, 26(17): e202300073. |
56 | YANG Yongxing, Cristina OCHOA-HERNÁNDEZ, DE LA PEÑA O ' SHEA Víctor A, et al. Ni2P/SBA-15 as a hydrodeoxygenation catalyst with enhanced selectivity for the conversion of methyl oleate into n-octadecane[J]. ACS Catalysis, 2012, 2(4): 592-598. |
57 | LIU Yinghua, YAO Lu, XIN Hui, et al. The production of diesel-like hydrocarbons from palmitic acid over HZSM-22 supported nickel phosphide catalysts[J]. Applied Catalysis B: Environmental, 2015, 174: 504-514. |
58 | DE OLIVEIRA CAMARGO Mariana, CASTAGNARI WILLIMANN PIMENTA João Lourenço, DE OLIVEIRA CAMARGO Marília, et al. Green diesel production by solvent-free deoxygenation of oleic acid over nickel phosphide bifunctional catalysts: Effect of the support[J]. Fuel, 2020, 281: 118719. |
59 | GOLUBEVA M A, MAKSIMOV A L. Hydrodeoxygenation of palmitic and stearic acids on phosphide catalysts obtained in situ in reaction medium[J]. Petroleum Chemistry, 2019, 59(12): 1326-1330. |
60 | XIN Hui, GUO Kai, LI Dan, et al. Production of high-grade diesel from palmitic acid over activated carbon-supported nickel phosphide catalysts[J]. Applied Catalysis B: Environmental, 2016, 187: 375-385. |
61 | PAN Zhengyi, WANG Rijie, NIE Ziyang, et al. Effect of a second metal (Co, Fe, Mo and W) on performance of Ni2P/SiO2 for hydrodeoxygenation of methyl laurate[J]. Journal of Energy Chemistry, 2016, 25(3): 418-426. |
62 | MUSSA Nur-Sultan, TOSHTAY Kainaubek, CAPRON Mickael. Catalytic applications in the production of hydrotreated vegetable oil (HVO) as a renewable fuel: A review[J]. Catalysts, 2024, 14(7): 452. |
63 | SRIFA Atthapon, Nawin VIRIYA-EMPIKUL, ASSABUMRUNGRAT Suttichai, et al. Catalytic behaviors of Ni/γ-Al2O3 and Co/γ-Al2O3 during the hydrodeoxygenation of palm oil[J]. Catalysis science & technology, 2015, 5(7): 3693-3705. |
64 | LAKHAPATRI Satish L, ABRAHAM Martin A. Analysis of catalyst deactivation during steam reforming of jet fuel on Ni-(PdRh)/γ-Al2O3 catalyst[J]. Applied Catalysis A: General, 2011, 405(1/2): 149-159. |
65 | CHENG Shouyun, WEI Lin, JULSON James, et al. Hydrocarbon bio-oil production from pyrolysis bio-oil using non-sulfide Ni-Zn/Al2O3 catalyst[J]. Fuel Processing Technology, 2017, 162: 78-86. |
66 | GUO Qingjie, WU Man, WANG Kai, et al. Catalytic hydrodeoxygenation of algae bio-oil over bimetallic Ni-Cu/ZrO2 catalysts[J]. Industrial & Engineering Chemistry Research, 2015, 54(3): 890-899. |
67 | Andrew Ng KAY LUP, ABNISA Faisal, WAN DAUD Wan Mohd Ashri, et al. A review on reactivity and stability of heterogeneous metal catalysts for deoxygenation of bio-oil model compounds[J]. Journal of Industrial and Engineering Chemistry, 2017, 56: 1-34. |
68 | KROBKRONG Navapat, ITTHIBENCHAPONG Vorranutch, KHONGPRACHA Pipat, et al. Deoxygenation of oleic acid under an inert atmosphere using molybdenum oxide-based catalysts[J]. Energy Conversion and Management, 2018, 167: 1-8. |
69 | LUCANTONIO Stefania, DI GIULIANO Andrea, ROSSI Leucio, et al. Green diesel production via deoxygenation process: A review[J]. Energies, 2023, 16(2): 844. |
70 | ŞENOL O İ, VILJAVA T R, KRAUSE A O I. Effect of sulphiding agents on the hydrodeoxygenation of aliphatic esters on sulphided catalysts[J]. Applied Catalysis A: General, 2007, 326(2): 236-244. |
71 | JANAMPELLI Sagar, SETHIA Govind, DARBHA Srinivas. Selective, bifunctional Cu-WO x /Al2O3 catalyst for hydrodeoxygenation of fatty acids[J]. Catalysis Science & Technology, 2020, 10(1): 268-277. |
72 | YAN Long, LIU Xinxin, DENG Jin, et al. Molybdenum modified nickel phyllosilicates as a high performance bifunctional catalyst for deoxygenation of methyl palmitate to alkanes under mild conditions[J]. Green Chemistry, 2017, 19(19): 4600-4609. |
73 | ZHANG Jing, HUO Xiangchen, LI Yalin, et al. Catalytic hydrothermal decarboxylation and cracking of fatty acids and lipids over Ru/C[J]. ACS Sustainable Chemistry & Engineering, 2019, 7(17): 14400-14410. |
74 | CHEN Jinzhu, XU Qiyong. Hydrodeoxygenation of biodiesel-related fatty acid methyl esters to diesel-range alkanes over zeolite-supported ruthenium catalysts[J]. Catalysis Science & Technology, 2016, 6(19): 7239-7251. |
75 | Abdulkareem ALSULTAN G, Nurul ASIKIN-MIJAN, LEE Hwei Voon, et al. Deoxygenation of waste cooking to renewable diesel over walnut shell-derived nanorode activated carbon supported CaO-La2O3 catalyst[J]. Energy Conversion and Management, 2017, 151: 311-323. |
76 | JIMÉNEZ-GÓMEZ Carmen Pilar, CECILIA Juan A, Desirée DURÁN-MARTÍN, et al. Gas-phase hydrogenation of furfural to furfuryl alcohol over Cu/ZnO catalysts[J]. Journal of Catalysis, 2016, 336: 107-115. |
77 | LOPEZ-RUIZ Juan A, DAVIS Robert J. Decarbonylation of heptanoic acid over carbon-supported platinum nanoparticles[J]. Green Chemistry, 2014, 16(2): 683-694. |
78 | JEONG Hwiram, SHIN Mi, JEONG Byunghun, et al. Comparison of activity and stability of supported Ni2P and Pt catalysts in the hydroprocessing of palm oil into normal paraffins[J]. Journal of Industrial and Engineering Chemistry, 2020, 83: 189-199. |
79 | PIMERZIN Aleksey, SAVINOV Aleksander, VUTOLKINA Anna, et al. Transition metal sulfides-and noble metal-based catalysts for n-hexadecane hydroisomerization: A study of poisons tolerance[J]. Catalysts, 2020, 10(6): 594. |
80 | HOSSAIN Md Zakir, CHOWDHURY Muhammad B I, JHAWAR Anil Kumar, et al. Continuous hydrothermal decarboxylation of fatty acids and their derivatives into liquid hydrocarbons using Mo/Al2O3 catalyst[J]. ACS Omega, 2018, 3(6): 7046-7060. |
81 | KAMARUZAMAN Muhammad Fadhli, TAUFIQ-YAP Yun Hin, DERAWI Darfizzi. Green diesel production from palm fatty acid distillate over SBA-15-supported nickel, cobalt, and nickel/cobalt catalysts[J]. Biomass and Bioenergy, 2020, 134: 105476. |
82 | HAFRIZ R S R M, SHAFIZAH I NOR, ARIFIN N A, et al. Comparative, reusability and regeneration study of potassium oxide-based catalyst in deoxygenation reaction of WCO[J]. Energy Conversion and Management, 2022, 13: 100173. |
83 | Safa GAMAL M, Nurul ASIKIN-MIJAN, KHALIT Wan Nor Adira Wan, et al. Effective catalytic deoxygenation of palm fatty acid distillate for green diesel production under hydrogen-free atmosphere over bimetallic catalyst CoMo supported on activated carbon[J]. Fuel Processing Technology, 2020, 208: 106519. |
84 | YAO Xiaoyi, STRATHMANN Timothy J, LI Yalin, et al. Catalytic hydrothermal deoxygenation of lipids and fatty acids to diesel-like hydrocarbons: A review[J]. Green Chemistry, 2021, 23(3): 1114-1129. |
85 | WANG Yin, LIU Jinyong, WANG Peng, et al. Palladium nanoparticles encapsulated in core-shell silica: A structured hydrogenation catalyst with enhanced activity for reduction of oxyanion water pollutants[J]. ACS Catalysis, 2014, 4(10): 3551-3559. |
86 | GALADIMA Ahmad, MURAZA Oki. Stability improvement of zeolite catalysts under hydrothermal conditions for their potential applications in biomass valorization and crude oil upgrading[J]. Microporous and Mesoporous Materials, 2017, 249: 42-54. |
[1] | 王月, 张学瑞, 宋玺文, 陈渤燕, 李庆勋, 钟海军, 胡孝伟, 何帅. 电解制氢合成氨技术综述与展望[J]. 化工进展, 2024, 43(S1): 180-188. |
[2] | 李帅哲, 聂懿宸, PHIDSAVARD Keomeesay, 顾雯, 张伟, 刘娜, 徐高翔, 刘莹, 李兴勇, 陈玉保. 非贵金属催化生物质加氢脱氧制备烃基生物燃料的研究进展[J]. 化工进展, 2024, 43(S1): 225-242. |
[3] | 熊磊, 丁飞燕, 李聪, 王群乐, 吕起, 翟晓娜, 刘峰. 金属Pt负载型非均相催化剂研究进展[J]. 化工进展, 2024, 43(S1): 295-304. |
[4] | 宋财城, 陈晓贞, 刘丽, 杨成敏, 郑步梅, 尹晓莹, 孙进, 姚运海, 段为宇. 碳基载体负载加氢脱硫催化剂的研究进展[J]. 化工进展, 2024, 43(S1): 305-314. |
[5] | 韩洪晶, 车宇, 田宇轩, 王海英, 张亚男, 陈彦广. 木质素催化氢解催化剂及溶剂的研究进展[J]. 化工进展, 2024, 43(S1): 315-324. |
[6] | 胡兴, 刘易, 杜泽学. 3-氯丙烯直接合成环氧氯丙烷催化剂研究进展[J]. 化工进展, 2024, 43(S1): 325-334. |
[7] | 于梦洁, 吴语童, 罗发祥, 豆义波. 低浓度二氧化碳还原光催化剂结构设计的研究进展[J]. 化工进展, 2024, 43(S1): 335-350. |
[8] | 何世坤, 张荣花, 李昊阳, 潘晖, 冯君锋. 脱铝分子筛固体酸催化葡萄糖制备5-羟甲基糠醛[J]. 化工进展, 2024, 43(S1): 374-381. |
[9] | 张日东, 吕建华, 刘继东, 郭豹, 李文松. Ru-K-NaY催化草酸二甲酯脱羰基制备碳酸二甲酯[J]. 化工进展, 2024, 43(S1): 382-390. |
[10] | 王于华, 周雪, 谷传涛. 用于高性能全聚合物太阳能电池的区域规整的聚小分子受体研究进展[J]. 化工进展, 2024, 43(S1): 391-402. |
[11] | 高聪志, 张雅萱, 林璐, 邓晓婷, 殷霞, 丁一刚, 肖艳华, 杜治平. 新戊二醇的合成工艺[J]. 化工进展, 2024, 43(S1): 469-478. |
[12] | 李琳, 黄国勇, 徐盛明, 郁丰善, 翁雅青, 曹才放, 温嘉玮, 王春霞, 王俊莲, 顾斌涛, 张袁华, 刘斌, 王才平, 潘剑明, 徐泽良, 王翀, 王珂. 铝基废催化剂载体的回收与再生制备[J]. 化工进展, 2024, 43(S1): 640-649. |
[13] | 刘振涛, 梅金林, 王春雅, 段爱军, 巩雁军, 徐春明, 王喜龙. 一步法加氢制生物航煤催化剂研究进展[J]. 化工进展, 2024, 43(9): 4909-4924. |
[14] | 廖旭, 周骏, 罗杰, 曾瑞琳, 王泽宇, 李尊华, 林金清. 多孔离子聚合物催化二氧化碳环加成反应的研究进展[J]. 化工进展, 2024, 43(9): 4925-4940. |
[15] | 修浩然, 王云刚, 白彦渊, 刘涛, 张兴邦, 张益嘉. H2O2低温催化氧化法脱硫脱硝中试实验特性[J]. 化工进展, 2024, 43(9): 4941-4950. |
阅读次数 | ||||||
全文 |
|
|||||
摘要 |
|
|||||
京ICP备12046843号-2;京公网安备 11010102001994号 版权所有 © 《化工进展》编辑部 地址:北京市东城区青年湖南街13号 邮编:100011 电子信箱:hgjz@cip.com.cn 本系统由北京玛格泰克科技发展有限公司设计开发 技术支持:support@magtech.com.cn |