4.6 Article

Highly selective production of benzylamine from benzonitrile on metal-supported catalysts

期刊

REACTION CHEMISTRY & ENGINEERING
卷 6, 期 11, 页码 2181-2190

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d1re00234a

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  1. Universidad Nacional del Litoral (UNL)
  2. Agencia Nacional de Promocion Cientifica y Tecnologica (ANPCyT)
  3. Consejo Nacional de Investigaciones Cientificas y Tecnicas (CONICET), Argentina

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The study found that the liquid-phase selective hydrogenation of benzonitrile to benzylamine on Ni/SiO2 was more active and selective compared to Co/SiO2 and Pd/SiO2. Increasing the temperature led to higher selectivity to benzylamine, while increasing reactant concentrations did not change the selectivity.
The selective liquid-phase hydrogenation of benzonitrile (BeN) to benzylamine (BeA) was investigated on silica-supported Ni, Co and Pd catalysts at 373 K and 13 bar H-2, using ethanol as a solvent. Ni/SiO2 was more active and selective to BeA than Co/SiO2 and Pd/SiO2, yielding 78% of BeA and dibenzylamine (DBeA) as the only byproduct. The reaction was of positive order with respect to H-2 and BeN on Ni/SiO2, but the selectivity to BeA did not change by increasing the reactant concentrations. In contrast, the BeA selectivity increased with the temperature. The effect of solvent on Ni/SiO2 activity and selectivity was studied by using non-polar aromatic (toluene) and naphthenic (cyclohexane) hydrocarbons, and protic alcohols (methanol, ethanol). The highest BeA yield (92%) was obtained in methanol, without the addition of any additives. Ni/SiO2 may be regenerated and reused after reaction, maintaining its catalytic selectivity performance at full BeN conversion.

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