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Published in: Journal of Nanoparticle Research 4/2022

01-04-2022 | Research paper

Hydrogenation of 1-nitroanthraquinone to 1-aminoanthraquinone with gaseous H2 catalyzed by copper nanoparticles and reaction kinetics

Authors: Aili Wang, Dejian Yu, Hengbo Yin

Published in: Journal of Nanoparticle Research | Issue 4/2022

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Abstract

Polycrystalline metallic copper nanoparticle samples with the average particle sizes ranging from 53 to 80 nm were controllably prepared by the wet chemical reduction of copper hydroxide with hydrazine hydrate at 50 °C for 1–4 h. The small-sized copper nanoparticles exhibited a higher catalytic activity than the large-sized ones in the hydrogenation of 1-nitroanthraquinone with gaseous hydrogen to 1-aminoanthraquinone at the reaction temperatures of 180–220 °C. When the hydrogenation reaction was conducted at 200 °C and H2 pressures of 0.3–0.7 MPa, the copper nanoparticles with the average particle size of 53 nm exhibited the selectivity of 1-aminoanthraquinone of above 88% at the conversion of 1-nitroanthraquinone of above 95%. A power type reaction kinetics equation well fit the experimental data and the simulated activation energy is 51 kJ mol−1.

Graphical abstract

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Literature
go back to reference An B, Zhang J, Cheng K, Ji P, Wang C, Lin W (2017) Confinement of ultrasmall Cu/ZnOx nanoparticles in metal-organic frameworks for selective methanol synthesis from catalytic hydrogenation of CO2. J Am Chem Soc 139:3834–3840CrossRef An B, Zhang J, Cheng K, Ji P, Wang C, Lin W (2017) Confinement of ultrasmall Cu/ZnOx nanoparticles in metal-organic frameworks for selective methanol synthesis from catalytic hydrogenation of CO2. J Am Chem Soc 139:3834–3840CrossRef
go back to reference Baran NY (2020) Generation and characterization of palladium nanocatalyst anchored on a novel polyazomethine support: application in highly efficient and quick catalytic reduction of environmental contaminant nitroarenes. J Mol Struct 1220:128697CrossRef Baran NY (2020) Generation and characterization of palladium nanocatalyst anchored on a novel polyazomethine support: application in highly efficient and quick catalytic reduction of environmental contaminant nitroarenes. J Mol Struct 1220:128697CrossRef
go back to reference Baturina OA, Lu Q, Padilla MA, Xin L, Li W, Serov A, Artyushkova K, Atanassov P, Xu F, Epshteyn A, Brintlinger T, Schuette M, Collins GE (2014) CO2 electroreduction to hydrocarbons on carbon-supported Cu nanoparticles. ACS Catal 4:3682–3695CrossRef Baturina OA, Lu Q, Padilla MA, Xin L, Li W, Serov A, Artyushkova K, Atanassov P, Xu F, Epshteyn A, Brintlinger T, Schuette M, Collins GE (2014) CO2 electroreduction to hydrocarbons on carbon-supported Cu nanoparticles. ACS Catal 4:3682–3695CrossRef
go back to reference Chetty T, Dasireddy VDBC, Callanan LH, Friedrich HB (2018) Continuous flow preferential hydrogenation of an octanal/octene mixture using Cu/Al2O3 catalysts. ACS Omega 3:7911–7924CrossRef Chetty T, Dasireddy VDBC, Callanan LH, Friedrich HB (2018) Continuous flow preferential hydrogenation of an octanal/octene mixture using Cu/Al2O3 catalysts. ACS Omega 3:7911–7924CrossRef
go back to reference Das A, Deshagani S, Ghosal P, Deepa M (2020) Redox active and electrically conducting cobalt telluride nanorods/poly(1-aminoanthraquinone) composite and photoactive Rose Bengal dye based photo-supercapacitor. Appl Mater Today 19:100592CrossRef Das A, Deshagani S, Ghosal P, Deepa M (2020) Redox active and electrically conducting cobalt telluride nanorods/poly(1-aminoanthraquinone) composite and photoactive Rose Bengal dye based photo-supercapacitor. Appl Mater Today 19:100592CrossRef
go back to reference Dasireddy VDBC, Likozar B (2019) The role of copper oxidation state in Cu/ZnO/Al2O3 catalysts in CO2 hydrogenation and methanol productivity. Renew Energ 140:452–460CrossRef Dasireddy VDBC, Likozar B (2019) The role of copper oxidation state in Cu/ZnO/Al2O3 catalysts in CO2 hydrogenation and methanol productivity. Renew Energ 140:452–460CrossRef
go back to reference Duan YX, Meng FL, Liu KH, Yi SS, Li SJ, Yan JM, Jiang Q (2018) Amorphizing of Cu nanoparticles toward highly efficient and robust electrocatalyst for CO2 reduction to liquid fuels with high Faradaic efficiencies. Adv Mater 30:1706194CrossRef Duan YX, Meng FL, Liu KH, Yi SS, Li SJ, Yan JM, Jiang Q (2018) Amorphizing of Cu nanoparticles toward highly efficient and robust electrocatalyst for CO2 reduction to liquid fuels with high Faradaic efficiencies. Adv Mater 30:1706194CrossRef
go back to reference Feng X, Huang H, Du C, Wang X, Wang R, Song W (2015) 1-Aminoanthraquinone bridged small Pt nanoparticles on carbon nanotubes as efficient electrocatalysts. Appl Surf Sci 356:1306–1313CrossRef Feng X, Huang H, Du C, Wang X, Wang R, Song W (2015) 1-Aminoanthraquinone bridged small Pt nanoparticles on carbon nanotubes as efficient electrocatalysts. Appl Surf Sci 356:1306–1313CrossRef
go back to reference Gawande MB, Goswami A, Felpin FX, Asefa T, Huang X, Silva R, Zou X, Zboril R, Varma RS (2016) Cu and Cu-based nanoparticles: synthesis and applications in catalysis. Chem Rev 116:3722–3811CrossRef Gawande MB, Goswami A, Felpin FX, Asefa T, Huang X, Silva R, Zou X, Zboril R, Varma RS (2016) Cu and Cu-based nanoparticles: synthesis and applications in catalysis. Chem Rev 116:3722–3811CrossRef
go back to reference Han J, Liu Y (2001) Synthesis of 1-aminoanthraquinone. Henan Chem Ind 8:10–11 Han J, Liu Y (2001) Synthesis of 1-aminoanthraquinone. Henan Chem Ind 8:10–11
go back to reference He L, Wang LC, Sun H, Ni J, Cao Y, He HY, Fan KN (2009) Efficient and selective room-temperature gold-catalyzed reduction of nitro compounds with CO and H2O as the hydrogen source. Angew Chem 121:9702–9705CrossRef He L, Wang LC, Sun H, Ni J, Cao Y, He HY, Fan KN (2009) Efficient and selective room-temperature gold-catalyzed reduction of nitro compounds with CO and H2O as the hydrogen source. Angew Chem 121:9702–9705CrossRef
go back to reference Hou Z (1995) Preparation of 1-aminoanthraquinone by sulfonation ammoniation. Hebei Chem Ind 4:22–23 Hou Z (1995) Preparation of 1-aminoanthraquinone by sulfonation ammoniation. Hebei Chem Ind 4:22–23
go back to reference Huś M, Dasireddy VDBC, Štefančič NS, Likozar B (2017) Mechanism, kinetics and thermodynamics of carbon dioxide hydrogenation to methanol on Cu/ZnAl2O4 spinel-type heterogeneous catalysts. Appl Catal B 207:267–278CrossRef Huś M, Dasireddy VDBC, Štefančič NS, Likozar B (2017) Mechanism, kinetics and thermodynamics of carbon dioxide hydrogenation to methanol on Cu/ZnAl2O4 spinel-type heterogeneous catalysts. Appl Catal B 207:267–278CrossRef
go back to reference Nikoofard H, Masdarolomoor F, Falahatkar M, Amin AH (2015) Electro-chemical preparation and characterization of poly(1-amino-9,10-anthraquinone) films in a micelle solution of sodium dodecyl sulfate. Synthetic Met 209:212–219CrossRef Nikoofard H, Masdarolomoor F, Falahatkar M, Amin AH (2015) Electro-chemical preparation and characterization of poly(1-amino-9,10-anthraquinone) films in a micelle solution of sodium dodecyl sulfate. Synthetic Met 209:212–219CrossRef
go back to reference Pan W, Qian C, Chen X (2011) Synthesis of 1-aminoanthraquinone with a pipeline reactor. Chem World 52:362–364 Pan W, Qian C, Chen X (2011) Synthesis of 1-aminoanthraquinone with a pipeline reactor. Chem World 52:362–364
go back to reference Reske R, Mistry H, Behafarid F, Cuenya BR, Strasser P (2014) Particle size effects in the catalytic electroreduction of CO2 on Cu nanoparticles. J Am Chem Soc 136:6978–6986CrossRef Reske R, Mistry H, Behafarid F, Cuenya BR, Strasser P (2014) Particle size effects in the catalytic electroreduction of CO2 on Cu nanoparticles. J Am Chem Soc 136:6978–6986CrossRef
go back to reference Song J, Huang ZF, Pan L, Li K, Zhang X, Wang L, Zou JJ (2018) Review on selective hydrogenation of nitroarene by catalytic, photocatalytic and electrocatalytic reactions. Appl Catal b: Environ 227:386–408CrossRef Song J, Huang ZF, Pan L, Li K, Zhang X, Wang L, Zou JJ (2018) Review on selective hydrogenation of nitroarene by catalytic, photocatalytic and electrocatalytic reactions. Appl Catal b: Environ 227:386–408CrossRef
go back to reference Tao W, Wang YH (2020) Interaction between Pd and Cu nanoparticles in bimetallic CuPdx nanoparticles and its impact on oxidation of 1,2-propanediol to aliphatic acids. Chinese J Chem Eng 28:1085–1094CrossRef Tao W, Wang YH (2020) Interaction between Pd and Cu nanoparticles in bimetallic CuPdx nanoparticles and its impact on oxidation of 1,2-propanediol to aliphatic acids. Chinese J Chem Eng 28:1085–1094CrossRef
go back to reference Wang A, Liu M, Yin H (2020) Synthesis of bimetallic Cu/Ni nanoparticles for selective hydrogenation of 1-nitroanthraquinone with gaseous H2 to 1-aminoanthraquinone. Colloid Surf A 601:125021CrossRef Wang A, Liu M, Yin H (2020) Synthesis of bimetallic Cu/Ni nanoparticles for selective hydrogenation of 1-nitroanthraquinone with gaseous H2 to 1-aminoanthraquinone. Colloid Surf A 601:125021CrossRef
go back to reference Wang A, Ye C, Jia X, Yin H (2021) Methanol dehydrogenation to methyl formate catalyzed by Cu/SiO2 catalysts: impact of precipitation procedure and calcination temperature. Russ J Appl Chem 94:1302–1312CrossRef Wang A, Ye C, Jia X, Yin H (2021) Methanol dehydrogenation to methyl formate catalyzed by Cu/SiO2 catalysts: impact of precipitation procedure and calcination temperature. Russ J Appl Chem 94:1302–1312CrossRef
go back to reference Zhang H, Sun H, Huang M (2014) Preparation of 1-aminoanthraquinone by catalytic hydrogenation on Pd/Al2O3 catalyst. Adv Fine Petrochem 15:40–43 Zhang H, Sun H, Huang M (2014) Preparation of 1-aminoanthraquinone by catalytic hydrogenation on Pd/Al2O3 catalyst. Adv Fine Petrochem 15:40–43
go back to reference Zheng D, Tian S, Wu C, Lu J, Li W (2017) Preparation of 1-aminoanthraquinone by catalytic hydrogenating 1-nitroanthraqllinone with Pd/C catalyst. Fine Specialty Chem 25:29–32 Zheng D, Tian S, Wu C, Lu J, Li W (2017) Preparation of 1-aminoanthraquinone by catalytic hydrogenating 1-nitroanthraqllinone with Pd/C catalyst. Fine Specialty Chem 25:29–32
Metadata
Title
Hydrogenation of 1-nitroanthraquinone to 1-aminoanthraquinone with gaseous H2 catalyzed by copper nanoparticles and reaction kinetics
Authors
Aili Wang
Dejian Yu
Hengbo Yin
Publication date
01-04-2022
Publisher
Springer Netherlands
Published in
Journal of Nanoparticle Research / Issue 4/2022
Print ISSN: 1388-0764
Electronic ISSN: 1572-896X
DOI
https://doi.org/10.1007/s11051-022-05444-0

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