Continuous 2-Methyl-3-butyn-2-ol Selective Hydrogenation on Pd/γ-Al2O3 as a Green Pathway of Vitamin A Precursor Synthesis

被引:16
|
作者
Fernandez-Ropero, Antonio J. [1 ]
Zawadzki, Bartosz [1 ]
Kowalewski, Emil [1 ]
Pieta, Izabela S. [1 ]
Krawczyk, Miroslaw [1 ]
Matus, Krzysztof [2 ]
Lisovytskiy, Dmytro [1 ]
Srebowata, Anna [1 ]
机构
[1] Polish Acad Sci, Inst Phys Chem, Ul Kasprzaka 44-52, PL-01224 Warsaw, Poland
[2] Silesian Tech Univ, Mat Res Lab, Konarskiego 18A, PL-44100 Gliwice, Poland
关键词
heterogeneous catalysis; flow chemistry; selective hydrogenation; green chemistry;
D O I
10.3390/catal11040501
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
In this work, the effect of pretreatment conditions (10% H-2/Ar flow rate 25 mL/min and 400 degrees C, 3 h or 600 degrees C, 17 h) on the catalytic performance of 1 wt.% Pd/gamma-Al2O3 has been evaluated for hydrogenation of 2-methyl-3-butyn-2-ol in continuous-flow mode. Two palladium catalysts have been tested under different conditions of pressure and temperature and characterized using various physicochemical techniques. The catalytic performance of red(400 degrees C)-Pd/gamma-Al2O3 and red(600 degrees C)-Pd/gamma-Al2O3 are affected by the coexistence of several related factors like the competition between PdH and PdCx formation during the reaction, structure sensitivity, hydrogen spillover to the alumina support and presence or absence of Pd-Al species. High-temperature reduction leads to formation of Pd-Al species in addition to pure Pd. The Pd-Al species which reveal unique electronic properties by decreasing the Pd delta- surface concentration via electron transfer from Pd to Al, leading to a weaker Pd-Alkyl bonding, additionally assisted by the hydrogen spillover, are the sites of improved semi-hydrogenation of 2-methyl-3-butyn-2-ol towards 2-methyl-3-buten-2-ol (97%)-an important intermediate for vitamin A synthesis.
引用
收藏
页数:19
相关论文
共 50 条
  • [31] 2-METHYL-3-BUTYN-2-OL AS AN ACETYLENE PRECURSOR IN MANNICH REACTION - NEW SYNTHESIS OF SUICIDE INACTIVATORS OF MONOAMINE-OXIDASE
    FOWLER, JS
    JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (15): : 2637 - 2639
  • [32] Tertiary Acetylenic Alcohols and Diols on the Basis of Phenylacetylene and 2-Methyl-3-butyn-2-ol
    V. I. Potkin
    E. A. Dikusar
    N. G. Kozlov
    Russian Journal of Organic Chemistry, 2002, 38 : 1260 - 1265
  • [33] Tertiary acetylenic alcohols and diols on the basis of phenylacetylene and 2-methyl-3-butyn-2-ol
    Potkin, VI
    Dikusar, EA
    Kozlov, NG
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2002, 38 (09) : 1260 - 1265
  • [34] Shape and Size-Tailored Pd Nanocrystals to Study the Structure Sensitivity of 2-Methyl-3-butyn-2-ol Hydrogenation: Effect of the Stabilizing Agent
    Kiwi-Minsker, Lioubov
    Crespo-Quesada, Micaela
    TOPICS IN CATALYSIS, 2012, 55 (7-10) : 486 - 491
  • [35] Shape and Size-Tailored Pd Nanocrystals to Study the Structure Sensitivity of 2-Methyl-3-butyn-2-ol Hydrogenation: Effect of the Stabilizing Agent
    Lioubov Kiwi-Minsker
    Micaela Crespo-Quesada
    Topics in Catalysis, 2012, 55 : 486 - 491
  • [36] Gas-Phase Catalytic Hydrogenation/Isomerization in the Transformation of 3-Butyn-2-ol over Pd-Ni/Al2O3
    Gonzalez-Fernandez, Alberto
    Pischetola, Chiara
    Cardenas-Lizana, Fernando
    JOURNAL OF PHYSICAL CHEMISTRY C, 2021, 125 (04): : 2454 - 2463
  • [37] A Comparative Evaluation of Hydrogenation of 3-Butyn-2-ol over Pd/Al2O3 in an Oscillatory Baffled Reactor and a Commercial Parr Reactor
    Navarro-Fuentes, Francisca
    Keane, Mark
    Ni, Xiong-Wei
    ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2019, 23 (01) : 38 - 44
  • [38] Synthesis and characterization of ZrO2 as acid-basic catalysts:: Reactivity of 2-methyl-3-butyn-2-ol
    Aramendía, MA
    Boráu, V
    Jiménez, C
    Marinas, JM
    Marinas, A
    Porras, A
    Urbano, FJ
    JOURNAL OF CATALYSIS, 1999, 183 (02) : 240 - 250
  • [39] Influence of Pd deposition pH value on the performance of Pd-CuO/SiO2 catalyst for semi-hydrogenation of 2-methyl-3-butyn-2-ol (MBY)
    Xu, Jiamin
    Guo, Xiaowen
    Guan, Yejun
    Wu, Peng
    CHINESE CHEMICAL LETTERS, 2022, 33 (01) : 349 - 353
  • [40] Influence of Pd deposition pH value on the performance of Pd-CuO/SiO2 catalyst for semi-hydrogenation of 2-methyl-3-butyn-2-ol(MBY)
    Jiamin Xu
    Xiaowen Guo
    Yejun Guan
    Peng Wu
    Chinese Chemical Letters, 2022, 33 (01) : 349 - 353