Oxidant-Free Transformation of Ethylene Glycol toward Glycolic Acid in Water

被引:44
|
作者
Zhan, Yulu [1 ]
Hou, Wenrong [1 ]
Li, Gang [1 ]
Shen, Yangbin [2 ]
Zhang, Yahong [1 ]
Tang, Yi [1 ]
机构
[1] Fudan Univ, Collaborat Innovat Ctr Chem Energy Mat, Shanghai Key Lab Mol Catalysis & Innovat Mat, Dept Chem, Jiangwan Campus,2205 Songhu Rd, Shanghai 200433, Peoples R China
[2] Suzhou Univ Sci & Technol, Inst Mat Sci & Devices, Suzhou 215009, Peoples R China
关键词
Dehydrogenative oxidation; Ethylene glycol; Glycolic acid; Cannizzaro reaction; Biomass; CATALYTIC-OXIDATION; ORGANIC-ACIDS; CELLULOSE; CONVERSION; BIOMASS; DEHYDROGENATION; COMPLEXES; IRIDIUM; LIGAND; ALCOHOLS;
D O I
10.1021/acssuschemeng.9b04617
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Full utilization of oxygen in biomass can greatly improve its atomic efficiency because of its nature of containing 40%-45% oxygen. In this work, we achieved a complete conversion of ethylene glycol toward glycolic acid with accompanying evolution of hydrogen via a cascade dehydrogenation and Cannizzaro reaction in water without any external oxidant. The yield of glycolic acid can reach 81%, and the whole homogeneous catalytic system displays a long-term continuous reaction stability. Moreover, this dehydrogenative oxidation process can be applied into the one-pot conversion of biomass carbohydrates toward a-hydroxyl acid. This finding provides a closer insight into the application of catalytic dehydrogenative oxidation techniques in designing value-added products from biomass-derived compounds as well as hydrogen evolution as a byproduct.
引用
收藏
页码:17559 / 17564
页数:11
相关论文
共 50 条
  • [21] Biomass-Based and Oxidant-Free Preparation of Hydroquinone from Quinic Acid
    Assoah, Benedicta
    Veiros, Luis F.
    Afonso, Carlos A. M.
    Candeias, Nuno R.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (22) : 3856 - 3861
  • [22] Effect of pH and glycolic acid on corrosion of AA6061 alloy in ethylene glycol-water solution
    Zhang, D. Q.
    Zhou, L. X.
    Rao, C. Y.
    Gao, L. X.
    MATERIALS AND CORROSION-WERKSTOFFE UND KORROSION, 2014, 65 (01): : 31 - 37
  • [23] Ethylene glycol developmental toxicity: Unraveling the roles of glycolic acid and metabolic acidosis
    Carney, EW
    Freshour, NL
    Dittenber, DA
    Dryzga, MD
    TOXICOLOGICAL SCIENCES, 1999, 50 (01) : 117 - 126
  • [24] Transformation of thiols to disulfides via an oxidant-free radical pathway on the zeolite ETS-10
    Zhu, Chaojie
    Wu, Dongfang
    Liu, Huili
    Meng, Congwei
    Tang, Tiandi
    GREEN CHEMISTRY, 2022, 24 (23) : 9033 - 9039
  • [25] Simultaneous determination of ethylene glycol and glycolic acid in serum by GC/MS.
    Porter, WH
    Rutter, PW
    Yao, HH
    CLINICAL CHEMISTRY, 1997, 43 : 485 - 485
  • [26] An Enzymatic Assay for the Detection of Glycolic Acid in Serum as a Marker of Ethylene Glycol Poisoning
    Hanton, Sally L.
    Watson, Ian D.
    THERAPEUTIC DRUG MONITORING, 2013, 35 (06) : 836 - 843
  • [27] ETHYLENE-GLYCOL POISONING - THE VALUE OF GLYCOLIC ACID DETERMINATIONS FOR DIAGNOSIS AND TREATMENT
    HEWLETT, TP
    MCMARTIN, KE
    LAURO, AJ
    RAGAN, FA
    JOURNAL OF TOXICOLOGY-CLINICAL TOXICOLOGY, 1986, 24 (05): : 389 - 402
  • [28] Adsorptive bioconversion of ethylene glycol to glycolic acid by Gluconobacter oxydans DSM 2003
    Wei, Guodong
    Yang, Xuepeng
    Zhou, Wenyu
    Lin, Jinping
    Wei, Dongzhi
    BIOCHEMICAL ENGINEERING JOURNAL, 2009, 47 (1-3) : 127 - 131
  • [29] ETHYLENE-GLYCOL, GLYCOLIC ACID, AND METABOLIC-ACIDOSIS OF UNKNOWN ORIGIN
    FRASER, AD
    CLINICAL CHEMISTRY, 1993, 39 (08) : 1753 - 1754
  • [30] Metal and Oxidant-Free Bronsted Acid-Mediated Cascade Reaction to Substituted Benzofurans
    Mari, Giacomo
    Ciccolini, Cecilia
    De Crescentini, Lucia
    Favi, Gianfranco
    Santeusanio, Stefania
    Mancinelli, Michele
    Mantellini, Fabio
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (17): : 10814 - 10824