Synthesis and characterization of mesoporous poly(N-vinyl-2-pyrrolidone) containing palladium nanoparticles as a novel heterogeneous organocatalyst for Heck reaction

被引:14
作者
Kalbasi, Roozbeh Javad [1 ]
Negandari, Meysam [1 ]
机构
[1] Islamic Azad Univ, Dept Chem, Shahreza Branch, Shahreza 31186145, Isfahan, Iran
关键词
Mesoporous polymer; Poly(N-vinyl-2-pyrrolidone); Pd-nanoparticles; Heck reaction; BLOCK-COPOLYMERS; NANOPOROUS POLYMERS; CATALYTIC-ACTIVITY; CARBON FRAMEWORKS; IONIC LIQUID; SILICA; EFFICIENT; LIGAND; BASE; NANOCOMPOSITE;
D O I
10.1016/j.molstruc.2014.01.071
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Mesoporous poly(N-vinyl-2-pyrrolidone) (MPVP) was prepared through a nanocasting technique based on mesoporous silica KIT-6 as sacrificial templates, and served as an efficient scaffold for supporting Pd nanoparticles. The physical and chemical properties of Pd-MPVP were characterized using FT-IR, XRD, BET, DRS UV-Vis, SEM, TEM and TGA techniques. The application of this novel purely organic heterogeneous catalyst, which combine the advantage of organic polymers and mesoporous materials, was investigated for C C bond formation through the Heck coupling reaction of aryl iodides, bromides and chlorides with styrene. It was observed that the activity of this catalyst decreased just 5% after nine regeneration processes were performed. This unique result opens new perspectives for application of purely organic mesoporous polymers as structurally defined hydrophobic catalyst in catalytic reactions. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:259 / 268
页数:10
相关论文
共 72 条
[1]  
Ahmadian NP., 2007, International Journal of Nanoscience and Nanotechnology, V3, P37
[2]   Efficient, Selective, and Recyclable Palladium Catalysts in Carbon-Carbon Coupling Reactions [J].
Arpad Molnar .
CHEMICAL REVIEWS, 2011, 111 (03) :2251-2320
[3]   Heck reactions of aryl bromides with alk-1-en-3-ol derivatives catalysed by a tetraphosphine/palladium complex [J].
Berthiol, F ;
Doucet, H ;
Santelli, M .
TETRAHEDRON LETTERS, 2004, 45 (29) :5633-5636
[4]   Template synthesis of ordered mesoporous organic polymeric materials using hydrophobic silylated KIT-6 mesoporous silica [J].
Choi, Dae-Heung ;
Ryoo, Ryong .
JOURNAL OF MATERIALS CHEMISTRY, 2010, 20 (26) :5544-5550
[5]  
Crisp GT, 1998, CHEM SOC REV, V27, P427
[6]   Polyvinyl chloride-polyethylene-polyamine supported palladium complexes as high efficient and recyclable catalysts for Heck reaction [J].
Cui, YC ;
Zhang, L .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2005, 237 (1-2) :120-125
[7]   Preparation of heterogeneous catalysts supported on mesoporous molecular sieves modified with various N-groups and their use in the Heck reaction [J].
Demel, Jan ;
Sujandi ;
Park, Sang-Eon ;
Cejka, Jiri ;
Stepnicka, Petr .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2009, 302 (1-2) :28-35
[8]   Polymerizable lyotropic liquid crystals containing transition-metal and lanthanide ions: Architectural control and introduction of new properties into nanostructured polymers [J].
Deng, H ;
Gin, DL ;
Smith, RC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (14) :3522-3523
[9]   High surface area polystyrene resin-supported Pt alkene hydrosilylation catalysts: ultimate performance and 'sting in the tail' [J].
Drake, R ;
Sherrington, DC ;
Thomson, SJ .
REACTIVE & FUNCTIONAL POLYMERS, 2004, 60 :65-75
[10]   Palladium nanoparticles supported on polyvinylpyridine: Catalytic activity in Heck-type reactions and XPS structural studies [J].
Evangelisti, Claudio ;
Panziera, Nicoletta ;
Pertici, Paolo ;
Vitulli, Giovanni ;
Salvadori, Piero ;
Battocchio, Chiara ;
Polzonetti, Giovanni .
JOURNAL OF CATALYSIS, 2009, 262 (02) :287-293