Use of Catalytic Static Mixers for Continuous Flow Gas-Liquid and Transfer Hydrogenations in Organic Synthesis

被引:51
作者
Hornung, Christian H. [1 ]
Nguyen, Xuan [1 ]
Carafa, Antony [1 ]
Gardiner, James [1 ]
Urban, Andrew [1 ]
Fraser, Darren [1 ]
Horne, Mike D. [2 ]
Gunasegaram, Dayalan R. [1 ]
Tsanaktsidis, John [1 ]
机构
[1] CSIRO, Mfg, Bag 10, Clayton, Vic 3169, Australia
[2] CSIRO, Minerals Resources, Bag 10, Clayton, Vic 3169, Australia
关键词
SELECTIVE HYDROGENATION; CARBON NANOTUBES; GREEN CHEMISTRY; CINNAMALDEHYDE; HYDROCINNAMALDEHYDE; PHENYLACETYLENE; NANOPARTICLES; ACETYLENE; REACTORS; MILD;
D O I
10.1021/acs.oprd.7b00180
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Catalytic static mixers were used for the continuous flow hydrogenation of alkenes, alkynes, carbonyls, nitro- and diazo-compounds, nitriles, imines, and halides. This technique relies on tubular reactors fitted with 3D printed static mixers which are coated with a catalytic metal layer, either Pd or Ni. Additive manufacturing of the metal mixer scaffold results in maximum design flexibility and is compatible with deposition methods such as metal cold spraying which allow for mass production and linear process scale up. High to full conversion was achieved for the majority of substrates, demonstrating the flexibility and versatility of the catalytic static mixer technology. In the example of an alkyne reduction, the selectivity of the flow reactor could be directed to either yield an alkene or alkane product by simply changing the reactor pressure.
引用
收藏
页码:1311 / 1319
页数:9
相关论文
共 38 条
  • [1] Green Chemistry: Principles and Practice
    Anastas, Paul
    Eghbali, Nicolas
    [J]. CHEMICAL SOCIETY REVIEWS, 2010, 39 (01) : 301 - 312
  • [2] ASTM B481-68, 2013, B48168 ASTM
  • [3] Continuous flow hydrogenations using novel catalytic static mixers inside a tubular reactor
    Avril, A.
    Hornung, C. H.
    Urban, A.
    Fraser, D.
    Horne, M.
    Veder, J-P
    Tsanaktsidis, J.
    Rodopoulos, T.
    Henry, C.
    Gunasegaram, D. R.
    [J]. REACTION CHEMISTRY & ENGINEERING, 2017, 2 (02): : 180 - 188
  • [4] Synthesis of fatty amines. Selectivity control in presence of multifunctional catalysts
    Barrault, J
    Pouilloux, Y
    [J]. CATALYSIS TODAY, 1997, 37 (02) : 137 - 153
  • [5] BARRETT AGM, 1988, TETRAHEDRON LETT, V29, P5735
  • [6] Mild and Selective Heterogeneous Catalytic Hydration of Nitriles to Amides by Flowing through Manganese Dioxide
    Battilocchio, Claudio
    Hawkins, Joel M.
    Ley, Steven V.
    [J]. ORGANIC LETTERS, 2014, 16 (04) : 1060 - 1063
  • [7] A DECEPTIVELY SIMPLE CASE OF SELECTIVE HYDROGENATION OF PHENYLACETYLENE TO STYRENE CATALYZED BY A CIS-HYDRIDO(MU-2-DIHYDROGEN)RUTHENIUM(II) COMPLEX
    BIANCHINI, C
    BOHANNA, C
    ESTERUELAS, MA
    FREDIANI, P
    MELI, A
    ORO, LA
    PERUZZINI, M
    [J]. ORGANOMETALLICS, 1992, 11 (11) : 3837 - 3844
  • [8] Blacker AJ, 2016, RSC GREEN CHEM SER, V46, P140
  • [9] SELECTIVE HYDROGENATION OF PHENYLACETYLENE ON PUMICE-SUPPORTED PALLADIUM CATALYSTS
    DUCA, D
    LIOTTA, LF
    DEGANELLO, G
    [J]. JOURNAL OF CATALYSIS, 1995, 154 (01) : 69 - 79
  • [10] Eigenberger G., 2000, ULLMANNS ENCY IND CH