Palladium Nanoparticles Anchored on Amine-Functionalized Silica Nanotubes as a Highly Effective Catalyst

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School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430073, China
Staff Development Institute of China National Tobacco Corporation (CNTC), Zhengzhou 450008, China
§ Key Laboratory of Material Chemistry for Energy Conversion and Storage, Ministry of Education, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, Wuhan 430074, China
Zhengzhou Tobacco Research Institute of CNTC, Zhengzhou 450001, China
Cite this: J. Phys. Chem. C 2018, 122, 5, 2696–2703
Publication Date (Web):January 5, 2018
https://doi.org/10.1021/acs.jpcc.7b10237
Copyright © 2018 American Chemical Society
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Abstract

The catalytic performance of supported heterogeneous catalysts is mainly dependent on their constitutive components including active species and supports. Therefore, the design and development of effective catalysts with synergistic enhanced effect between active sites and supports is of great significance. A facile in situ reduction approach to prepare amine-functionalized silica nanotubes (ASNTs)-supported Pd ([email protected]) composite catalyst is demonstrated in this article. Benefiting from the intrinsic physical and chemical properties of the ASNTs support and deposited Pd nanoparticles (NPs), the as-prepared [email protected] catalyst exhibits superior catalytic activity, stability, and reusability toward nitroarene reduction reactions. For catalytic reduction of 4-nitrophenol, the turnover frequency (TOF) is as high as 313.5 min–1, which is much higher than that of commercial Pd/C (5.0 wt %) and many noble-metal based catalysts reported in the last 5 years. In addition, a high TOF of 57.4 min–1 was also realized by [email protected] catalyst for the Suzuki coupling reaction.

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  3. Minghui Zhou, Manman Liu, Hong Jiang, Rizhi Chen. Controllable Synthesis of Pd-ZIF-L-GO: The Role of Drying Temperature. Industrial & Engineering Chemistry Research 2021, 60 (13) , 4847-4859. https://doi.org/10.1021/acs.iecr.0c06263
  4. Beibei Guo, Qiaoling Li, Jing Lin, Chao Yu, Xiangqian Gao, Yi Fang, Zhenya Liu, Zhonglu Guo, Chengchun Tang, Yang Huang. Bimetallic AuPd Nanoparticles Loaded on Amine-Functionalized Porous Boron Nitride Nanofibers for Catalytic Dehydrogenation of Formic Acid. ACS Applied Nano Materials 2021, 4 (2) , 1849-1857. https://doi.org/10.1021/acsanm.0c03224
  5. Xiaohua Zhao, Xiang Liu, Chengxue Yi, Jianrou Li, Yunhui Su, Min Guo. Palladium Nanoparticles Embedded in Yolk–Shell N-Doped Carbon [email protected]@SnO2 Composite Nanoparticles for the Photocatalytic Reduction of 4-Nitrophenol. ACS Applied Nano Materials 2020, 3 (7) , 6574-6583. https://doi.org/10.1021/acsanm.0c01038
  6. Ting Liu, Yinghui Sun, Bo Jiang, Wei Guo, Wei Qin, Yiming Xie, Bo Zhao, Liang Zhao, Zhiqiang Liang, Lin Jiang. Pd Nanoparticle-Decorated 3D-Printed Hierarchically Porous TiO2 Scaffolds for the Efficient Reduction of a Highly Concentrated 4-Nitrophenol Solution. ACS Applied Materials & Interfaces 2020, 12 (25) , 28100-28109. https://doi.org/10.1021/acsami.0c03959
  7. Saba Daliran, Mahbobeh Ghazagh-Miri, Ali Reza Oveisi, Mostafa Khajeh, Sergio Navalón, Mercedes Âlvaro, Mansour Ghaffari-Moghaddam, Hojat Samareh Delarami, Hermenegildo García. A Pyridyltriazol Functionalized Zirconium Metal–Organic Framework for Selective and Highly Efficient Adsorption of Palladium. ACS Applied Materials & Interfaces 2020, 12 (22) , 25221-25232. https://doi.org/10.1021/acsami.0c06672
  8. Shanmugam Manivannan, Seonghwi An, Juwon Jeong, Mayavan Viji, Kyuwon Kim. Hematite/M (M = Au, Pd) Catalysts Derived from a Double-Hollow Prussian Blue Microstructure: Simultaneous Catalytic Reduction of o- and p-Nitrophenols. ACS Applied Materials & Interfaces 2020, 12 (15) , 17557-17570. https://doi.org/10.1021/acsami.0c01704
  9. Chengxiang Shi, Guo Du, Jingui Wang, Pingchuan Sun, Tiehong Chen. Polyelectrolyte–Surfactant Mesomorphous Complex Templating: A Versatile Approach for Hierarchically Porous Materials. Langmuir 2020, 36 (8) , 1851-1863. https://doi.org/10.1021/acs.langmuir.9b03513
  10. Shujian Wang, Chunzheng Wu, Hongbo Yu, Tong Li, Xuedong Yan, Bo Yan, Hongfeng Yin. Fabrication of [email protected] SiO2 Nanoreactors for Selective Hydrogenation of Substituted Nitroaromatics. ACS Applied Materials & Interfaces 2020, 12 (8) , 9966-9976. https://doi.org/10.1021/acsami.9b21077
  11. Umair Shamraiz, Zeeshan Ahmad, Bareera Raza, Amin Badshah, Sajid Ullah, Muhammad Arif Nadeem. CaO-Promoted Graphene-Supported Palladium Nanocrystals as a Universal Electrocatalyst for Direct Liquid Fuel Cells. ACS Applied Materials & Interfaces 2020, 12 (4) , 4396-4404. https://doi.org/10.1021/acsami.9b16151
  12. Nilesh Narkhede, Bhawna Uttam, Chebrolu Pulla Rao. Calixarene-Assisted Pd Nanoparticles in Organic Transformations: Synthesis, Characterization, and Catalytic Applications in Water for C–C Coupling and for the Reduction of Nitroaromatics and Organic Dyes. ACS Omega 2019, 4 (3) , 4908-4917. https://doi.org/10.1021/acsomega.9b00095
  13. Vitthal B. Saptal, Madhuri V. Saptal, Rajendra S. Mane, Takehiko Sasaki, Bhalchandra M. Bhanage. Amine-Functionalized Graphene Oxide-Stabilized Pd Nanoparticles ([email protected]): A Novel and Efficient Catalyst for the Suzuki and Carbonylative Suzuki–Miyaura Coupling Reactions. ACS Omega 2019, 4 (1) , 643-649. https://doi.org/10.1021/acsomega.8b03023
  14. Ruchi Jain, Chinnakonda S. Gopinath. New Strategy toward a Dual Functional Nanocatalyst at Ambient Conditions: Influence of the Pd–Co Interface in the Catalytic Activity of [email protected] Core–Shell Nanoparticles. ACS Applied Materials & Interfaces 2018, 10 (48) , 41268-41278. https://doi.org/10.1021/acsami.8b12940
  15. Yu-Yang Zhang, Jia-Xin Li, Lin-Lin Ding, Lin Liu, Shi-Ming Wang, Zheng-Bo Han. Palladium Nanoparticles Encapsulated in the MIL-101-Catalyzed One-Pot Reaction of Alcohol Oxidation and Aldimine Condensation. Inorganic Chemistry 2018, 57 (21) , 13586-13593. https://doi.org/10.1021/acs.inorgchem.8b02206
  16. Zhe Chen, Weixue Wang, Yifei Zhang, Yu Liang, Zhimin Cui, Xiangke Wang. Pd Nanoparticles Confined in the Porous Graphene-like Carbon Nanosheets for Olefin Hydrogenation. Langmuir 2018, 34 (43) , 12809-12814. https://doi.org/10.1021/acs.langmuir.8b02785
  17. Vivek Srivastava. CO2 Hydrogenation over Ru-NPs Supported Amine-Functionalized SBA-15 Catalyst: Structure–Reactivity Relationship Study. Catalysis Letters 2021, 151 (12) , 3704-3720. https://doi.org/10.1007/s10562-021-03609-5
  18. Yong Zhao, Zhongning Huang, Lianmeng Wang, Xiangyu Chen, Yan Zhang, Xiuqin Yang, Dawei Pang, Jianxin Kang, Lin Guo. Highly efficient and recyclable amorphous Pd(II)/crystal Pd(0) catalyst for boosting Suzuki reaction in aqueous solution. Nano Research 2021, 118 https://doi.org/10.1007/s12274-021-3623-5
  19. Vivek Srivastava. Amine‐Functionalized SBA-15 Supported Ru Nanocatalyst for the Hydrogenation CO2 to Formic Acid. Catalysis Surveys from Asia 2021, 25 (2) , 192-205. https://doi.org/10.1007/s10563-021-09325-9
  20. Qing Xu, Guoming Gao, Hongli Tian, Zhiran Gao, Shu Zhang, Leilei Xu, Xun Hu. Carbon materials derived from polymerization of bio-oil as a catalyst for the reduction of nitrobenzene. Sustainable Energy & Fuels 2021, 5 (11) , 2952-2959. https://doi.org/10.1039/D1SE00398D
  21. Mustafa Ulvi Gürbüz, Gökhan Elmacı, Ali Serol Ertürk. In situ deposition of silver nanoparticles on polydopamine‐coated manganese ferrite nanoparticles: Synthesis, characterization, and application to the degradation of organic dye pollutants as an efficient magnetically recyclable nanocatalyst. Applied Organometallic Chemistry 2021, 61 https://doi.org/10.1002/aoc.6284
  22. Mahak Dhiman, Baljeet Singh, Vivek Polshettiwar. Silica‐Supported Nanoparticles as Heterogeneous Catalysts. 2021,,, 215-238. https://doi.org/10.1002/9783527821761.ch10
  23. Jeongmyeong Kim, Byeongju Song, Iljun Chung, Jisu Park, Yongju Yun. High-performance Pt catalysts supported on amine-functionalized silica for enantioselective hydrogenation of α-keto ester. Journal of Catalysis 2021, 396 , 81-91. https://doi.org/10.1016/j.jcat.2021.02.001
  24. Ádám Prekob, Viktória Hajdu, Béla Fiser, Ferenc Kristály, Béla Viskolcz, László Vanyorek. Carbon nanotube-zeolite composite catalyst - characterization and application. Journal of Dispersion Science and Technology 2021, 42 (5) , 701-706. https://doi.org/10.1080/01932691.2019.1708381
  25. Giacomo Filippini, Paolo Pengo, Susanna Bosi, Giulio Ragazzon, Lucia Pasquato, Maurizio Prato. Engineering Functional Nanomaterials Through the Amino Group. 2021,,, 285-340. https://doi.org/10.1002/9783527826186.ch8
  26. F. Julian Martín-Jimeno, Fabián Suárez-García, Juan I. Paredes, Amelia Martínez-Alonso, Juan M.D. Tascón. Nickel nanoparticle/carbon catalysts derived from a novel aqueous-synthesized metal-organic framework for nitroarene reduction. Journal of Alloys and Compounds 2021, 853 , 157348. https://doi.org/10.1016/j.jallcom.2020.157348
  27. Jiangbo Xi, Qijun Wang, Xianming Duan, Ning Zhang, Junxia Yu, Hongyu Sun, Shuai Wang. Continuous flow reduction of organic dyes over Pd-Fe alloy based fibrous catalyst in a fixed-bed system. Chemical Engineering Science 2021, 231 , 116303. https://doi.org/10.1016/j.ces.2020.116303
  28. Dimitrios K. Perivoliotis, Yuta Sato, Kazu Suenaga, Nikos Tagmatarchis. Covalently functionalized layered MoS 2 supported Pd nanoparticles as highly active oxygen reduction electrocatalysts. Nanoscale 2020, 12 (35) , 18278-18288. https://doi.org/10.1039/D0NR04446F
  29. Hongbing Song, Yule Liu, Yongjie Wang, Bingxiao Feng, Xin Jin, Tingting Huang, Meng Xiao, Hengjun Gai. Design of hypercrosslinked poly(ionic liquid)s for efficiently catalyzing high-selective hydrogenation of phenylacetylene under ambient conditions. Molecular Catalysis 2020, 493 , 111081. https://doi.org/10.1016/j.mcat.2020.111081
  30. Ziyauddin S. Qureshi, E. A. Jaseer. Effective and selective direct aminoformylation of nitroarenes utilizing palladium nanoparticles assisted by fibrous-structured silica nanospheres. Research on Chemical Intermediates 2020, 46 (9) , 4279-4295. https://doi.org/10.1007/s11164-020-04206-8
  31. Mohammadreza Kosari, Armando Borgna, Hua Chun Zeng. Transformation of Stöber Silica Spheres to Hollow Nanocatalysts. ChemNanoMat 2020, 6 (6) , 889-906. https://doi.org/10.1002/cnma.202000147
  32. Antony Rajendran, Marimuthu Rajendiran, Zhi‐Fen Yang, Hong‐Xia Fan, Tian‐You Cui, Ya‐Gang Zhang, Wen‐Ying Li. Functionalized Silicas for Metal‐Free and Metal‐Based Catalytic Applications: A Review in Perspective of Green Chemistry. The Chemical Record 2020, 20 (6) , 513-540. https://doi.org/10.1002/tcr.201900056
  33. Zhongping Li, Chunxiao Han. Palladium nanoflowers supported on amino-fullerene as novel catalyst for reduction of 4-nitrophenol. Chinese Chemical Letters 2020, 31 (3) , 818-820. https://doi.org/10.1016/j.cclet.2019.06.047
  34. Konstantin Pikula, Vladimir Chaika, Alexander Zakharenko, Zhanna Markina, Aleksey Vedyagin, Vladimir Kuznetsov, Alexander Gusev, Soojin Park, Kirill Golokhvast. Comparison of the Level and Mechanisms of Toxicity of Carbon Nanotubes, Carbon Nanofibers, and Silicon Nanotubes in Bioassay with Four Marine Microalgae. Nanomaterials 2020, 10 (3) , 485. https://doi.org/10.3390/nano10030485
  35. Umair Shamraiz, Bareera Raza, Sajid Ullah, Amin Badshah, Muhammad Arif Nadeem. Low cost efficient Sr(OH)2 promoted Pd/rGO electrocatalyst for direct alcohol fuel cell. Applied Surface Science 2020, 507 , 145022. https://doi.org/10.1016/j.apsusc.2019.145022
  36. Qiu-Yu Zhang, Xue An, Lei Xu, Jing-Hui Yan, Shuang Zhang, Wei Xie, Zhong-Min Su. Syntheses, structure and properties of an especially stable Cd metal-organic framework driven by benzotriazole-5-carboxylic acid. Inorganic Chemistry Communications 2020, 112 , 107726. https://doi.org/10.1016/j.inoche.2019.107726
  37. Yuwei Shen, Shanshan Zhang, Fan Liao, Jianping Sun, Qian Dang, Mingwang Shao, Zhenhui Kang. Pd Nanoparticles with Twin Structures on F‐Doped Graphene for Formic Acid Oxidation. ChemCatChem 2020, 12 (2) , 504-509. https://doi.org/10.1002/cctc.201901260
  38. Lihua Zhi, Youyuan Xu, Shengya Zhang, Dongcheng Hu, Jiacheng Liu. Hierarchically porous [email protected] 2 O 4 nanoplates as low-cost and highly efficient catalysts for the discoloration of organic contaminants in aqueous media. New Journal of Chemistry 2020, 44 (1) , 258-264. https://doi.org/10.1039/C9NJ05100G
  39. Lijun Liu, Qing Zhao, Rong Liu, Leifan Zhu. Hydrogen adsorption-induced catalytic enhancement over Cu nanoparticles immobilized by layered Ti3C2 MXene. Applied Catalysis B: Environmental 2019, 252 , 198-204. https://doi.org/10.1016/j.apcatb.2019.04.026
  40. Deng Wang, Jin Liu, Jiangbo Xi, Jizhou Jiang, Zhengwu Bai. Pd-Fe dual-metal nanoparticles confined in the interface of carbon nanotubes/N-doped carbon for excellent catalytic performance. Applied Surface Science 2019, 489 , 477-484. https://doi.org/10.1016/j.apsusc.2019.06.039
  41. Zhaolin He, Jin Liu, Qijun Wang, Meng Zhao, Zhipan Wen, Jun Chen, Devaraj Manoj, Chuyi Xie, Jiangbo Xi, Junxia Yu, Chunyan Tang, Zhengwu Bai, Shuai Wang. Metal-free carbocatalyst for catalytic hydrogenation of N-containing unsaturated compounds. Journal of Catalysis 2019, 377 , 199-208. https://doi.org/10.1016/j.jcat.2019.07.017
  42. Qiong Yan, Lei Zheng, Miaomiao Li, Yunfeng Chen. N,S-chelating triazole-thioether ligand for highly efficient palladium-catalyzed Suzuki reaction. Journal of Catalysis 2019, 376 , 101-105. https://doi.org/10.1016/j.jcat.2019.07.004
  43. Yi-Fan Jiang, Cheng-Zong Yuan, Tuck-Yun Cheang, An-Wu Xu. Highly active and durable Pd nanocatalyst promoted by an oxygen-deficient terbium oxide (Tb 4 O 7−x ) support for hydrogenation and cross-coupling reactions. New Journal of Chemistry 2019, 43 (23) , 9210-9215. https://doi.org/10.1039/C9NJ01966A
  44. Qinglin Yuan, Wanbing Gong, Yixing Ye, Jun Liu, Yue Lin, Chun Chen, Haimin Zhang, Pengfei Li, Weiren Cheng, Xiangjun Wei, Changhao Liang. Construction of Pd/BiOCl Catalyst for Highly‐selective Synthesis of Benzoin Ethyl Ether by Chlorine Promoted Coupling Reaction. ChemCatChem 2019, 11 (11) , 2676-2682. https://doi.org/10.1002/cctc.201900517
  45. Yuan Chen, Wenjie Liu, Jun Zhou, Ming Chen. Fabrication of Fe 3 O 4 -based ternary magnetic microsphere catalysts based on supramolecular chemistry and their catalytic performance. New Journal of Chemistry 2019, 43 (22) , 8482-8491. https://doi.org/10.1039/C9NJ01171D
  46. Attiq Ur Rehman, Safyan A. Khan, Shahid Ali, M. Faizan Nazar, Afzal Shah, Abdur Rahman Khan, Asad M. Khan. Counterion engineered surfactants for the novel synthesis of colloidal metal and bimetal oxide/SiO2 materials with catalytic applications. Colloids and Surfaces A: Physicochemical and Engineering Aspects 2019, 571 , 80-85. https://doi.org/10.1016/j.colsurfa.2019.03.053
  47. Jia-Xin Li, Xin Li, Hong Tang, Yu-Yang Zhang, Zheng-Bo Han. Palladium nanoparticles encapsulated in MIL-101-NH2 catalyzed one-pot reaction of Suzuki-Knoevenagel reaction. Inorganic Chemistry Communications 2019, 103 , 82-86. https://doi.org/10.1016/j.inoche.2019.02.042
  48. Hatice Gamze Soğukömeroğulları, Yaşar Karataş, Metin Celebi, Mehmet Gülcan, Mehmet Sönmez, Mehmet Zahmakiran. Palladium nanoparticles decorated on amine functionalized graphene nanosheets as excellent nanocatalyst for the hydrogenation of nitrophenols to aminophenol counterparts. Journal of Hazardous Materials 2019, 369 , 96-107. https://doi.org/10.1016/j.jhazmat.2019.02.027
  49. Junfeng Liu, Zhishan Luo, Junshan Li, Xiaoting Yu, Jordi Llorca, Déspina Nasiou, Jordi Arbiol, Michaela Meyns, Andreu Cabot. Graphene-supported palladium phosphide PdP2 nanocrystals for ethanol electrooxidation. Applied Catalysis B: Environmental 2019, 242 , 258-266. https://doi.org/10.1016/j.apcatb.2018.09.105
  50. Qinhong Wei, Fangfang Qin, Qingxiang Ma, Wenzhong Shen. Coal tar- and residual oil-derived porous carbon as metal-free catalyst for nitroarene reduction to aminoarene. Carbon 2019, 141 , 542-552. https://doi.org/10.1016/j.carbon.2018.09.087
  51. Walter Christopher Wilfong, Brian W. Kail, Qiuming Wang, McMahan L. Gray. Novel Rapid Screening of Basic Immobilized Amine Sorbent/Catalyst Water Stability by a UV/Vis/Cu 2+ Technique. ChemSusChem 2018, 11 (23) , 4114-4122. https://doi.org/10.1002/cssc.201801851
  52. Minsun Kim, Sungjun Bae. Immobilization and characterization of Fe(0) catalyst on NaOH-treated coal fly ash for catalytic reduction of p-nitrophenol. Chemosphere 2018, 212 , 1020-1029. https://doi.org/10.1016/j.chemosphere.2018.09.006
  53. Lihua Zhi, Hua Liu, Youyuan Xu, Dongcheng Hu, Xiaoqiang Yao, Jiacheng Liu. Pyrolysis of metal–organic framework (CuBTC) decorated filter paper as a low-cost and highly active catalyst for the reduction of 4-nitrophenol. Dalton Transactions 2018, 47 (43) , 15458-15464. https://doi.org/10.1039/C8DT03327G
  54. Xinxue Li, Shanshan Zheng, Ting Zou, Jinli Zhang, Wei Li, Yan Fu. Highly Active Pd Nanocatalysts Regulated by Biothiols for Suzuki Coupling Reaction. Catalysis Letters 2018, 148 (11) , 3325-3334. https://doi.org/10.1007/s10562-018-2554-6
  55. Shaomin Wang, Jianwei Fu, Kai Wang, Meng Gao, Xuzhe Wang, Zhiwei Wang, Jiafu Chen, Qun Xu. Facile synthesis of Pd nanoparticles on polydopamine-coated Fe-Fe2O3 magnetic nanochains as recyclable high-performance nanocatalysts. Applied Surface Science 2018, 459 , 208-216. https://doi.org/10.1016/j.apsusc.2018.07.205