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Hydrogenation of chloronitrobenzenes over Pd and Pt catalysts supported on cationic resins

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Abstract

Liquid phase hydrogenation of chloronitrobenzene isomers (x-CNB x = 2, 3, 4) to the corresponding chloroanilines (x-CAN) at mild reaction conditions (0.6 MPa, 25°C, diethyl ether-methanol as solvents) over palladium and platinum catalysts containing 1 mass % of metal on trimethylammonium functionalized poly{styrene-co-divinylbenzene} (Dowex-D) was studied. The average selectivities to x-CAN over Pd/D-Cl and Pd/D-OH catalysts were 72 % and 42 %, respectively, at the x-CNB conversion of about 80 %. The average selectivities of 81 % and 84 % were achieved using Pt/D-Cl and Pt/D-OH, respectively, at the x-CNB conversion of approximately 90 %, whereas the average starting reaction rates were 1.2 × 10−3 mol g−1 s−1 and 2.6 × 10−3 mol g−1 s−1 (hydrogen consumption rate per mass of platinum), respectively. Under similar reaction conditions, using palladium catalysts supported on a resin with anionic groups anchored to polymeric chains at the average reaction rate equal to 3.8 × 10−3 mol g−1 s−1 (hydrogen consumption rate per mass of palladium), the selectivities from 85 % (2-CAN and 3-CAN) to 95 % (4-CAN) were achieved (Kratky et al., 2002).

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  1. Duslo a.s., VUCHT a.s., Adm. B. ev. č. 1236, 927 03, Šaľa, Slovakia

    Milan Králik, Peter Major & Adriana Takáčová

  2. Institute of Organic Chemistry, Catalysis and Petrochemistry, Slovak University of Technology in Bratislava, Radlinského 9, 812 37, Bratislava, Slovakia

    Milan Králik, Zuzana Vallušová, Milan Hronec & Dana Gašparovičová

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  1. Milan Králik
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  2. Zuzana Vallušová
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Correspondence to Milan Králik.

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Dedicated to the memory of professor Elemír Kossaczký

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Králik, M., Vallušová, Z., Major, P. et al. Hydrogenation of chloronitrobenzenes over Pd and Pt catalysts supported on cationic resins. Chem. Pap. 68, 1690–1700 (2014). https://doi.org/10.2478/s11696-014-0565-3

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