Catalytic synthesis of renewable lubricant base oils with methyl oleate and aromatics

被引:0
|
作者
Zhou, Binbin [1 ]
Wang, Nan [1 ]
Liu, Sibao [2 ]
Liu, Guozhu [1 ,3 ]
机构
[1] Sch Chem Engn & Technol, Key Lab Green Chem Technol, Minist Educ, Tianjin 300072, Peoples R China
[2] Fujian Normal Univ, Coll Environm & Resources, Fujian Key Lab Pollut Control & Resource Reuse, Engn Res Ctr Polymer Green Recycling,Minist Educ, Fuzhou 350007, Fujian, Peoples R China
[3] Haihe Lab Sustainable Chem Transformat, Tianjin 300192, Peoples R China
基金
中国国家自然科学基金;
关键词
BIO-LUBRICANT; 2-ALKYLFURANS; ALKYLATION; CONVERSION; OXIDATION; ESTERS;
D O I
10.1039/d4gc03448a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Renewable lubricant base oils derived from biomass can effectively mitigate environmental challenges while exhibiting exceptional properties. Herein, we propose a novel approach for the synthesis of ester-based and alkane-based renewable lubricant base oils, achieving an impressive yield of up to 99%. This strategy involves the utilization of methyl oleate and biomass-derived aromatics through two distinct chemistries: alkylation and alkylation followed by hydrodeoxygenation (HDO). Among the various Lewis acid catalysts screened, AlCl3 demonstrated superior performance and achieved a remarkable maximum yield of 99% for the alkylation product under the optimized reaction conditions. Subsequent hydrodeoxygenation (HDO) of these alkylation products using the Ir-ReOx/SiO2 catalyst resulted in the production of alkane-based lubricant base oils, with an impressive maximum yield of 96.3%. The molecular size and branching of ester-based and alkane-based products can be finely adjusted by employing diverse aromatic compounds during the alkylation process, thereby enabling tuning of their lubricant properties. The as-synthesized base oils exhibit superior properties to petroleum-derived group III base oils and demonstrate comparable performance to synthetic ester and PAO base oils. The presented strategy for synthesizing renewable base oils offers a sustainable alternative to petroleum-derived counterparts, thereby potentially mitigating greenhouse gas emissions. Aromatic-ester and cyclo-branched alkane renewable lubricant base oils were produced from methyl oleate and biomass-derived aromatics by alkylation and alkylation followed by hydrodeoxygenation (HDO).
引用
收藏
页码:11249 / 11258
页数:10
相关论文
共 50 条
  • [1] Synthesis of (hemi)cellulosic lubricant base oils via catalytic coupling and deoxygenation pathways
    Saha, Basudeb
    Vlachos, Dionisios G.
    GREEN CHEMISTRY, 2021, 23 (14) : 4916 - 4930
  • [2] Kinetics of the Catalytic Oxidation of Methyl Oleate
    Yushchenko, D. Yu.
    Pai, Z. P.
    Uchenova, Yu. V.
    Khlebnikova, T. B.
    KINETICS AND CATALYSIS, 2023, 64 (03) : 270 - 275
  • [3] Thiol-promoted catalytic synthesis of high-performance furan-containing lubricant base oils from biomass derived 2-alkylfurans and ketones
    Liu, Sibao
    Bhattacharjee, Rameswar
    Li, Sha
    Danielson, Andrew
    Mazal, Tobias
    Saha, Basudeb
    Vlachos, Dionisios G.
    GREEN CHEMISTRY, 2020, 22 (22) : 7896 - 7906
  • [4] Catalytic Pyrolysis of Nonedible Oils for the Production of Renewable Aromatics Using Metal-Modified HZSM-5 Catalysts
    Liu, Xiaoling
    Wu, Yafei
    Zhang, Jun
    Zhang, Yu
    Li, Xun
    Xia, Haian
    Wang, Fei
    ACS OMEGA, 2022, 7 (22): : 18953 - 18968
  • [5] Synthesis of Dioxo-Dioxane and Dioxo-Dioxepane Ethyl Oleate Derivatives as Bio-Lubricant Base Stocks
    Wahyuningsih, Tutik Dwi
    Kurniawan, Yehezkiel Steven
    INDONESIAN JOURNAL OF CHEMISTRY, 2020, 20 (03) : 503 - 509
  • [6] Lubricant base stock potential of chemically modified vegetable oils
    Erhan, Sevim Z.
    Sharma, Brajendra K.
    Liu, Zengshe
    Adhvaryu, Atanu
    JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2008, 56 (19) : 8919 - 8925
  • [7] Optimizing the Production of Renewable Aromatics via Crop Oil Catalytic Cracking
    Kadrmas, Clancy
    Khambete, Malhar
    Kubatova, Alena
    Kozliak, Evguenii
    Seames, Wayne
    PROCESSES, 2015, 3 (02): : 222 - 234
  • [8] Renewable Chemical Commodity Feedstocks from Integrated Catalytic Processing of Pyrolysis Oils
    Vispute, Tushar P.
    Zhang, Huiyan
    Sanna, Aimaro
    Xiao, Rui
    Huber, George W.
    SCIENCE, 2010, 330 (6008) : 1222 - 1227
  • [9] Evaluation of several catalytic systems for the epoxidation of methyl oleate using H2O2 as oxidant
    de Torres, Miriam
    Jimenez-Oses, Gonzalo
    Antonio Mayoral, Jose
    Pires, Elisabet
    Maria Blanco, Rosa
    Fernandez, Oscar
    CATALYSIS TODAY, 2012, 195 (01) : 76 - 82
  • [10] Ethenolysis of Renewable Methyl Oleate Catalyzed by Readily Accessible Supported Group VI Oxo Catalysts
    Rouge, Pascal
    Szeto, Kai C.
    Yassine, Bouhoute
    Merle, Nicolas
    De Mallmann, Aimery
    Delevoye, Laurent
    Gauvin, Regis
    Taoufik, Mostafa
    ORGANOMETALLICS, 2020, 39 (07) : 1105 - 1111