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

Milan Králik, Zuzana Vallušová, Peter Major, Adriana Takáčová, Milan Hronec, and Dana Gašparovičová

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

 

E-mail: mkralik@vucht.sk

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).

Keywords: hydrogenation – liquid phase – chloronitrobenzenes – hydrodechlorination – palladium catalysts – platinum catalysts – substrate reactivity

Full paper is available at www.springerlink.com.

DOI: 10.2478/s11696-014-0565-3

 

Chemical Papers 68 (12) 1690–1700 (2014)

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