In Situ Synthesis of Chitin-Derived Rh/N–C Cataylsts: Efficient Hydrogenation of Benzoic Acid and Derivatives

A novel N-doped carbon supported Rh catalyst was developed via one-pot pyrolysis of chitin and (NH4)3RhCl6. The catalyst exhibited excellent catalytic activity and recyclability for the hydrogenation of benzoic acid to cyclohexane carboxylic acid. Characterization indicated that the high catalytic performance of Rh/N–C-700 is mainly attributed to the proportion of Rh0 to Rh3+ and Rh particle size. More importantly, this novel synthesis strategy significantly increased the interaction between Rh nanoparticles and N-doped carbon in contrast with the conventional impregnation and NaBH4 reduction methods, thus preventing the Rh nanoparticles from migration, aggregation, and leaching from the support surface and therefore improving the reusability of the catalyst. This synthetic method may pave a new way for producing N-doped carbon supported metal catalysts from chitin on a large scale, which is attractive for industrial applications.

[1]  Yong Wang,et al.  Highly effective Ir-based catalysts for benzoic acid hydrogenation: experiment- and theory-guided catalyst rational design , 2017 .

[2]  Li Wang,et al.  A Sacrificial Coating Strategy Toward Enhancement of Metal-Support Interaction for Ultrastable Au Nanocatalysts. , 2016, Journal of the American Chemical Society.

[3]  Xiaoyan Liu,et al.  Solid state synthesis of Ru–MC with highly dispersed semi-embedded ruthenium nanoparticles in a porous carbon framework for benzoic acid hydrogenation , 2016 .

[4]  Jiang Deng,et al.  Nitrogen-doped flower-like porous carbon materials directed by in situ hydrolysed MgO: Promising support for Ru nanoparticles in catalytic hydrogenations , 2016, Nano Research.

[5]  B. Weckhuysen,et al.  ZrO2 Is Preferred over TiO2 as Support for the Ru-Catalyzed Hydrogenation of Levulinic Acid to γ-Valerolactone , 2016 .

[6]  M. Guo,et al.  Enhancing the catalytic activity of Ru NPs deposited with carbon species in yolk–shell nanostructures , 2016 .

[7]  Dan Zhou,et al.  Selective hydrogenation of aromatic carboxylic acids over basic N-doped mesoporous carbon supported palladium catalysts , 2016 .

[8]  Haiyan Wang,et al.  Effects of Cellulose, Hemicellulose, and Lignin on the Structure and Morphology of Porous Carbons , 2016 .

[9]  Yi Luo,et al.  Single‐Atom Pt as Co‐Catalyst for Enhanced Photocatalytic H2 Evolution , 2016, Advanced materials.

[10]  Xuefeng Guo,et al.  Platinum Nanoparticles Encapsulated in MFI Zeolite Crystals by a Two-Step Dry Gel Conversion Method as a Highly Selective Hydrogenation Catalyst , 2015 .

[11]  Xiaoqing Pan,et al.  Improved Thermal Stability and Methane-Oxidation Activity of Pd/Al2O3 Catalysts by Atomic Layer Deposition of ZrO2 , 2015 .

[12]  Fan Xu,et al.  RuPd Alloy Nanoparticles Supported on N-Doped Carbon as an Efficient and Stable Catalyst for Benzoic Acid Hydrogenation , 2015 .

[13]  R. H. Diaz,et al.  Processing of α-chitin nanofibers by dynamic high pressure homogenization: characterization and antifungal activity against A. niger. , 2015, Carbohydrate polymers.

[14]  Satish K. Nune,et al.  Controlling porosity in lignin-derived nanoporous carbon for supercapacitor applications. , 2015, ChemSusChem.

[15]  B. Han,et al.  Large-scale production of high-quality graphene using glucose and ferric chloride , 2014 .

[16]  Yong Wang,et al.  Hydrogenation of Benzoic Acid and Derivatives over Pd Nanoparticles Supported on N-Doped Carbon Derived from Glucosamine Hydrochloride , 2014 .

[17]  V. Ramani,et al.  Strong Metal–Support Interactions Enhance the Activity and Durability of Platinum Supported on Tantalum-Modified Titanium Dioxide Electrocatalysts , 2014 .

[18]  Kevin E. Shopsowitz,et al.  Mesoporous nitrogen-doped carbon from nanocrystalline chitin assemblies , 2014 .

[19]  Andreas Heyden,et al.  Analysis of Kinetics and Reaction Pathways in the Aqueous-Phase Hydrogenation of Levulinic Acid To Form γ-Valerolactone over Ru/C , 2014 .

[20]  Dapeng Liu,et al.  Pt@CeO2 multicore@shell self-assembled nanospheres: clean synthesis, structure optimization, and catalytic applications. , 2013, Journal of the American Chemical Society.

[21]  Yong Wang,et al.  Highly selective Pd@mpg-C3N4 catalyst for phenol hydrogenation in aqueous phase , 2013 .

[22]  G. Hutchings,et al.  Strategies for the synthesis of supported gold palladium nanoparticles with controlled morphology and composition. , 2013, Accounts of chemical research.

[23]  R. Gorte,et al.  Opportunities for Tailoring Catalytic Properties Through Metal-Support Interactions , 2012, Catalysis Letters.

[24]  Cherno Jaye,et al.  Connecting dopant bond type with electronic structure in N-doped graphene. , 2012, Nano letters.

[25]  Chenze Qi,et al.  Sulfated graphene as an efficient solid catalyst for acid-catalyzed liquid reactions , 2012 .

[26]  Yu-Zhong Wang,et al.  Chitin whiskers: an overview. , 2012, Biomacromolecules.

[27]  V. Polshettiwar,et al.  Nanocatalysts for Suzuki cross-coupling reactions. , 2011, Chemical Society reviews.

[28]  M. Antonietti,et al.  Highly selective hydrogenation of phenol and derivatives over a Pd@carbon nitride catalyst in aqueous media. , 2011, Journal of the American Chemical Society.

[29]  A. Cao,et al.  Stabilizing metal nanoparticles for heterogeneous catalysis. , 2010, Physical chemistry chemical physics : PCCP.

[30]  J. Satrio,et al.  Influence of inorganic salts on the primary pyrolysis products of cellulose. , 2010, Bioresource technology.

[31]  L. Giraldo,et al.  Study of activated carbons by pyrolysis of cassava peel in the presence of chloride zinc , 2010 .

[32]  Shijie Liu,et al.  Synthesis of γ-Valerolactone by Hydrogenation of Biomass-derived Levulinic Acid over Ru/C Catalyst , 2009 .

[33]  G. Somorjai,et al.  Thermally stable Pt/mesoporous silica core-shell nanocatalysts for high-temperature reactions. , 2009, Nature materials.

[34]  K. Vårum,et al.  A seasonal study of the chemical composition and chitin quality of shrimp shells obtained from northern shrimp (Pandalus borealis) , 2008 .

[35]  K. Ebitani,et al.  Magnetically recoverable heterogeneous catalyst: Palladium nanocluster supported on hydroxyapatite-encapsulated γ-Fe2O3 nanocrystallites for highly efficient dehalogenation with molecular hydrogen , 2007 .

[36]  Haiping Yang,et al.  Characteristics of hemicellulose, cellulose and lignin pyrolysis , 2007 .

[37]  Lei Zhang,et al.  A review of anode catalysis in the direct methanol fuel cell , 2006 .

[38]  Z. Pan,et al.  Ultrastable Au nanocatalyst supported on surface-modified TiO2 nanocrystals. , 2005, Journal of the American Chemical Society.

[39]  Yumin Du,et al.  Chitosan- metal complexes as antimicrobial agent: Synthesis, characterization and Structure-activity study , 2005 .

[40]  A. Baiker,et al.  Oxidation of alcohols with molecular oxygen on solid catalysts. , 2004, Chemical reviews.

[41]  Ruiqin Q. Zhang,et al.  First-principles calculations for nitrogen-containing single-walled carbon nanotubes , 2003 .

[42]  Qin Xin,et al.  Preparation and Characterization of Multiwalled Carbon Nanotube-Supported Platinum for Cathode Catalysts of Direct Methanol Fuel Cells , 2003 .

[43]  Andrzej Wieckowski,et al.  Catalysis and Electrocatalysis at Nanoparticle Surfaces , 2003 .

[44]  P. Kluson,et al.  Selective hydrogenation over ruthenium catalysts , 1995 .

[45]  J. Fierro,et al.  An analytical SEM and XPS study of platinum–rhodium gauzes used in high pressure ammonia burners , 1988 .

[46]  J. Contour,et al.  X-ray photoelectron spectroscopy and electron microscopy of PtRh gauzes used for catalytic oxidation of ammonia , 1977 .

[47]  N. López,et al.  Advances in the Design of Nanostructured Catalysts for Selective Hydrogenation , 2016 .

[48]  A. Kudo,et al.  Heterogeneous photocatalyst materials for water splitting. , 2009, Chemical Society reviews.

[49]  J. Dutta,et al.  Chitin and chitosan: Chemistry, properties and applications , 2004 .

[50]  John F. Kennedy,et al.  Metal complexation by chitosan and its derivatives: a review , 2004 .

[51]  J. Calvino,et al.  High-resolution electron microscopy investigation of metal–support interactions in Rh/TiO2 , 1996 .

[52]  P. M. Pojer.  “Deuterated” Raney nickel: deuteration (reduction) of alkenes, carbonyl compounds and aromatic rings. Proton-deuterium exchange of “activated” aliphatic and aromatic ring hydrogens. , 1984 .