Hydrogenation of adiponitrile over a nickel-magnesia catalyst in absence of ammonia

Freidlin, L. Kh.; Sladkova, T. A.; Énglina, F. É.

doi:10.1007/bf00847896

Cited by 1 publication

(2 citation statements)

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“…electrosynthetic routes to manufacture ADN, contributing to the electrification and intensification of the large-scale production of nylon-6,6. The most common industrial route for HMDA production (see Figure 1) involves a continuous process whereby a mixture of ADN, ammonia, and hydrogen is passed over a catalyst bed or a suspension based on cobalt, palladium, nickel, iron, ruthenium, rhodium, or platinum 51,52 at 90−150 °C and 1−60 MPa. 51,53 The risk associated with the high pressure and compressed hydrogen gas inherent of the thermocatalytic ADN hydrogenation routes (Figure 1) can be avoided by an electrochemical process.…”

Section: ■ Introductionmentioning

confidence: 98%

“…This process can impact the annual production of nearly 2 Mt of HMDA, a chemical product used as a detergent, an insecticide, an emulsifying agent, and most importantly as a monomer in the manufacture of nylon-6,6. − It can be further coupled with already existing electrosynthetic routes to manufacture ADN, contributing to the electrification and intensification of the large-scale production of nylon-6,6. The most common industrial route for HMDA production (see Figure ) involves a continuous process whereby a mixture of ADN, ammonia, and hydrogen is passed over a catalyst bed or a suspension based on cobalt, palladium, nickel, iron, ruthenium, rhodium, or platinum , at 90–150 °C and 1–60 MPa. , …”

Section: Introductionmentioning

confidence: 99%

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Controlling Selectivity in the Electrocatalytic Hydrogenation of Adiponitrile through Electrolyte Design

Blanco

Dookhith

Modestino

2020

ACS Sustainable Chem. Eng.

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Organic hydrogenations are key steps in the production of numerous valuable chemicals. Their requirement for high temperature, pressure, and compressed hydrogen has motivated the interest to develop safer electrocatalytic hydrogenation (ECH) routes in benign aqueous electrolytes. However, faradaic efficiencies in organic ECH tend to be greatly limited by competition with the hydrogen evolution reaction and low reactant solubility, which hinders the implementation of these more sustainable hydrogenation routes. Using the hydrogenation of adiponitrile to hexamethylenediamine (HMDA), a monomer used in the production of nylon-6,6, as a case study, we investigate the effect of reactant concentration, temperature, pH, and organic cosolvents on the ECH of nitrile groups with Raney nickel electrodes. Higher reactant concentrations, alkaline electrolytes, and mild temperature (40 °C) are key conditions that enhance the hydrogenation of organic substrates against hydrogen evolution. A maximum faradaic efficiency of 92% toward HMDA was obtained in aqueous electrolytes at −60 mA cm–2. The addition of an organic cosolvent is subsequently studied to evaluate the effect of enhanced reactant solubility, achieving a 95% faradaic efficiency at the same current density with 30% methanol by volume in water. The insights gained from this study are relevant for the design of energy efficient organic ECH and can help accelerate the implementation of sustainable chemical manufacturing.

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Section: ■ Introductionmentioning

confidence: 98%