Triazole/Triazine-Functionalized Mesoporous Silica As a Hybrid Material Support for Palladium Nanocatalyst

被引:26
作者
Saad, Ali [1 ,2 ]
Vard, Christian [3 ]
Abderrabba, Manef [1 ]
Chehimi, Mohamed M. [3 ]
机构
[1] Univ Carthage, Preparatory Inst Sci & Tech Studies, Lab Mat Mol & Applicat, Sidi Bou Said Rd,BP 51, La Marsa 2070, Tunisia
[2] Univ Tunis El Manar, Fac Sci Tunis, POB 248,El Manar 2, Tunis 2092, Tunisia
[3] Univ Paris Est, CNRS, Inst Chim & Mat Paris Est, Unite Mixte Rech 7182, 2-8 Rue Henri Dunant, F-94320 Thiais, France
关键词
SIZE-CONTROLLED SYNTHESIS; COUPLING REACTION; CLICK CHEMISTRY; HETEROGENEOUS NANOCATALYST; CATALYTIC APPLICATIONS; SILVER NANOPARTICLES; REUSABLE CATALYST; HIGHLY EFFICIENT; HECK REACTIONS; REDUCTION;
D O I
10.1021/acs.langmuir.7b01247
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Noble and precious metal catalysts are sought for their remarkable efficiency in catalyzing numerous reactions in heterogeneous phase. However, they are costly and require the development of high-surface-area supports that favor their strong immobilization, dispersion, and stability. Toward this end, mesoporous silica-based materials can be regarded as unique supports for nanometric-sized noble metal catalysts provided they are functionalized with appropriate ligands. In this work, mesoporous silica SBA-15 was prepared and modified with 3-azidopropyltriethoxysilane and then clicked with alkyne derivatives of 1,3,5-triazine complex ligand. The resulting hybrid material contains triazole and triazine moieties covalently bound to the mesoporous silica network. The triazole/triazine minidendron was immobilized through a 1,3-dipolar cycloaddition click reaction, which was monitored by Fourier transform infrared spectroscopy and X-ray photoelectron spectroscopy. The heterocyclic ligand-functionalized SBA-15 material served as a hybrid reactive platform for in situ deposition of palladium nanoparticles whose size is 3.154 +/- 0.49 rim as assessed by X-ray diffraction and confirmed by transmission electron microscopy. The catalytic performance of the final palladium-decorated hybrid triazole/triazine-functionalized SBA-15 support was evaluated in the model reduction of 4-nitrophenol to 4-aminophenol by catalytic hydrogenation and stoichiometric reduction. Excellent Catalytic performances were achieved, with reduction rate constant (K-app) of 16.8 X 10(-3) s(-1) for this model reaction. Moreover, the hybrid catalyst can be produced in high yield and recycled.
引用
收藏
页码:7137 / 7146
页数:10
相关论文
共 59 条
[1]   THE DETERMINATION OF PORE VOLUME AND AREA DISTRIBUTIONS IN POROUS SUBSTANCES .1. COMPUTATIONS FROM NITROGEN ISOTHERMS [J].
BARRETT, EP ;
JOYNER, LG ;
HALENDA, PP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (01) :373-380
[2]   Design of polyglycidol-containing microspheres for biomedical applications [J].
Basinska, Teresa ;
Slomkowski, Stanislaw .
CHEMICAL PAPERS, 2012, 66 (05) :352-368
[3]   Perfluoro-tagged, phosphine-free palladium nanoparticles supported on silica gel: application to alkynylation of aryl halides, Suzuki-Miyaura cross-coupling, and Heck reactions under aerobic conditions [J].
Bernini, Roberta ;
Cacchi, Sandro ;
Fabrizi, Giancarlo ;
Forte, Giovanni ;
Petrucci, Francesco ;
Prastaro, Alessandro ;
Niembro, Sandra ;
Shafir, Alexandr ;
Vallribera, Adelina .
GREEN CHEMISTRY, 2010, 12 (01) :150-158
[4]   β-Diketimine appended periodic mesoporous organosilica as a scaffold for immobilization of palladium acetate: An efficient green catalyst for Wacker type reaction [J].
Borah, Parijat ;
Zhao, Yanli .
JOURNAL OF CATALYSIS, 2014, 318 :43-52
[5]   On a theory of the van der Waals adsorption of gases [J].
Brunauer, S ;
Deming, LS ;
Deming, WE ;
Teller, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1940, 62 :1723-1732
[6]   Adsorption of gases in multimolecular layers [J].
Brunauer, S ;
Emmett, PH ;
Teller, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1938, 60 :309-319
[7]  
Castle J.E., 1981, CORROSION CONTROL OR, P78
[8]   Synthesis and characterization of large pore cubic mesoporous silicas functionalized with high contents of carboxylic acid groups and their use as adsorbents [J].
Chang, Wei-Chieh ;
Deka, Juti Rani ;
Wu, Hao-Yiang ;
Shieh, Fa-Kuen ;
Huang, Shu-Ying ;
Kao, Hsien-Ming .
APPLIED CATALYSIS B-ENVIRONMENTAL, 2013, 142 :817-827
[9]   When CuAAC 'Click Chemistry' goes heterogeneous [J].
Chassaing, S. ;
Beneteau, V. ;
Pale, P. .
CATALYSIS SCIENCE & TECHNOLOGY, 2016, 6 (04) :923-957
[10]   Hairy Carbon Nanotube@Nano-Pd Heterostructures: Design, Characterization, and Application in Suzuki C-C Coupling Reaction [J].
Chergui, Sarmia Mahouche ;
Ledebt, Alexandre ;
Mammeri, Fayna ;
Herbst, Frederic ;
Carbonnier, Benjamin ;
Ben Romdhane, Hatem ;
Delamar, Michel ;
Chehimi, Mohamed M. .
LANGMUIR, 2010, 26 (20) :16115-16121