One-pot hydrodeoxygenation of biomass furan derivatives into decane under mild conditions over Pd/C combined with phosphotungstic acid

被引:30
|
作者
Li, Song [1 ,2 ,3 ,4 ]
Yan, Long [1 ,2 ,3 ]
Liu, Qiying [1 ,2 ,3 ]
Liu, Jianguo [1 ,2 ,3 ]
Liu, Qiyu [5 ]
Fan, Wei [5 ]
Zhao, Xuelai [6 ]
Zhang, Xinghua [1 ,2 ,3 ]
Wang, Chenguang [1 ,2 ,3 ]
Ma, Longlong [1 ,2 ,3 ]
Zhang, Qi [1 ,2 ,3 ]
机构
[1] Chinese Acad Sci, Guangzhou Inst Energy Convers, Guangzhou 510640, Peoples R China
[2] CAS Key Lab Renewable Energy, Guangzhou 510640, Peoples R China
[3] Guangdong Prov Key Lab New & Renewable Energy Res, Guangzhou 510640, Peoples R China
[4] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
[5] Univ Massachusetts, Dept Chem Engn, 159 Goessman Lab,686 N Pleasant St, Amherst, MA 01003 USA
[6] Univ Sci & Technol China, Dept Thermal Sci & Energy Engn, Hefei 233022, Peoples R China
基金
中国国家自然科学基金; 国家重点研发计划;
关键词
FUEL RANGE ALKANES; LEVULINIC ACID; HETEROPOLY ACID; BIFUNCTIONAL CATALYSTS; LIQUID ALKANES; CONVERSION; CELLULOSE; PLATFORM; DIESEL; DEOXYGENATION;
D O I
10.1039/d0gc00428f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
One-pot hydrodeoxygenation (HDO) of biomass furan derivatives into long-chain alkanes remains unclear owing to the complicated reactions at high temperatures. Here, Pd/C combined with phosphotungstic acid (HPW), a strong Bronsted solid acid promoter, was developed to produce decane under mild conditions through the one-pot HDO of delta-furfurylidenelevulinic acid (FDLA). A 93.16% sum yield of alkanes including 89.53% yield of decane was obtained under 3 MPa H-2 at 170 degrees C for 4 h. The ring-opening and HDO of furans are accomplished at preheating stage, which enable to clarify the complicated reaction pathway. In addition, experimental validations and catalytic characterizations confirm that the synergistic effect of active acid-metal sites plays a critical role in the generation of alkanes via the formation and hydrogenolysis of lactone intermediates to aldehyde/alcohol. This work provides guidance for the one-pot HDO of biomass furan derivatives via the combination of metal catalyst and strong Bronsted solid acid under mild conditions.
引用
收藏
页码:2889 / 2900
页数:12
相关论文
共 50 条
  • [41] Multicomponent One-Pot Synthesis of Substituted Hantzsch Thiazole Derivatives Under Solvent Free Conditions
    Dawane, Bhaskar S.
    Konda, Shankaraiah G.
    Kamble, Vinod T.
    Chavan, Sanjay A.
    Bhosale, Raghunath B.
    Baseer, Shaikh M.
    E-JOURNAL OF CHEMISTRY, 2009, 6 : S358 - S362
  • [42] One-Pot Catalytic Synthesis of Amidoalkyl Naphthols Derivatives under Solvent-Free Conditions
    Song, Zhiguo
    Zhao, Shuang
    Wan, Xin
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2011, 31 (06) : 870 - 873
  • [43] Bis(trichloromethyl)carbonate, an efficient activator for the one-pot conversion of aldehydes into nitriles under mild conditions
    Bose, DS
    Goud, PR
    SYNTHETIC COMMUNICATIONS, 2002, 32 (23) : 3621 - 3624
  • [44] An Efficient One-Pot Approach to the Construction of Chiral Nitrogen-Containing Heterocycles under Mild Conditions
    Feng, Huan-Xi
    Tan, Rui
    Liu, Yan-Kai
    ORGANIC LETTERS, 2015, 17 (15) : 3794 - 3797
  • [45] Performance of niobium catalysts in a one-pot system for selective methanol conversion to dimethoxymethane under mild conditions
    Sturt, Natalia R. M.
    Terra, Julio C. S.
    Sangiorge, Daniel Lara
    Oliveira, Luiz C. A.
    Moura, Flavia C. C.
    FUEL, 2020, 262 (262)
  • [46] ONE-POT SYNTHESIS OF AMINES BY AMINOMETHYLATION OF ALKENES CATALYZED BY DINUCLEAR RHODIUM COMPLEXES UNDER MILD CONDITIONS
    BAIG, T
    KALCK, P
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (18) : 1373 - 1374
  • [47] Facile one-pot tandem synthesis of perfluoroalkylated indolizines under metal-free mild conditions
    He, Dong
    Xu, Yuhong
    Han, Jing
    Deng, Hongmei
    Shao, Min
    Chen, Jie
    Zhang, Hui
    Cao, Weiguo
    TETRAHEDRON, 2017, 73 (07) : 938 - 944
  • [48] Sodium borohydride reduction and selective transesterification of β-keto esters in a one-pot reaction under mild conditions
    Padhi, SK
    Chadha, A
    SYNLETT, 2003, (05) : 639 - 642
  • [49] Hydrodeoxygenation of Aromatic Ketones under Mild Conditions over Pd-loaded Hydrogen Molybdenum Bronze with Plasmonic Features
    Kuwahara, Yasutaka
    Okada, Masahiro
    Ge, Hao
    Yamashita, Hiromi
    CHEMISTRY LETTERS, 2022, 51 (02) : 166 - 169
  • [50] One-pot synthesis of naphthopyranopyrimdine derivatives using nano silica phosphoric acid under thermal and solvent-free conditions
    Yaghmaeiyan, Nahid
    Mirzaei, Mahdi
    Bamoniri, Abdolhamid
    RESULTS IN CHEMISTRY, 2023, 5