A novel thermo and pH-double sensitive hydrogel immobilized Pd catalyst for Heck and Suzuki reactions in aqueous media

被引:33
作者
Zhang, Yaying [1 ]
Yang, Jianhua [1 ]
Zhang, Xi [1 ]
Bian, Fengling [1 ]
Yu, Wei [2 ]
机构
[1] Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China
[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
关键词
Sensitive hydrogel; Palladium; Heck reaction; Suzuki reaction; Aqueous media; CROSS-COUPLING REACTIONS; PALLADIUM NANOPARTICLES; METAL NANOPARTICLES; MIXED-SOLVENTS; EFFICIENT; CARBON; ARYL; COMPLEXES; PARTICLES; ACRYLATE;
D O I
10.1016/j.reactfunctpolym.2012.02.010
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A novel Hydrogel (1) was prepared from N-isopropylacrylamide, 4-vinylpyridine and potassium acrylate by free radical cross-linking polymerization. Hydrogel (1) showed both thermosensitivity and pH-sensitivity, and exhibited high swelling capacity in water. Because Hydrogel (1) has porous structure in its network and good loading performance with Pd2+, it was used as "microreactor" for immobilization of metal nanoparticles. We chose Heck and Suzuki reaction of aryl halides in water as test reaction to probe the catalytic activity of such Hydrogel (1) supported palladium catalyst. As a result, the Hydrogel (1)-Pd (II) catalyst exhibited good catalytic activity in both Heck and Suzuki reactions. Moreover, the Hydrogel (1)-Pd (II) catalyst was easily recovered and recycled. The reuse experiments showed that it was recycled six times without obviously losing of catalytic activity. (c) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:233 / 241
页数:9
相关论文
共 67 条
[1]   Palladium nanoparticles as efficient green homogeneous and heterogeneous carbon-carbon coupling precatalysts: A unifying view [J].
Astruc, Didier .
INORGANIC CHEMISTRY, 2007, 46 (06) :1884-1894
[2]   Using Soluble Polymer Supports To Facilitate Homogeneous Catalysis [J].
Bergbreiter, David E. ;
Tian, Jianhua ;
Hongfa, Chayanant .
CHEMICAL REVIEWS, 2009, 109 (02) :530-582
[3]   Microgel-stabilized metal nanoclusters: Size control by microgel nanomorphology [J].
Biffis, A ;
Orlandi, N ;
Corain, B .
ADVANCED MATERIALS, 2003, 15 (18) :1551-+
[4]   Functionalised microgels: novel stabilisers for catalytically active metal colloids [J].
Biffis, A .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2001, 165 (1-2) :303-307
[5]   Electroless metallization onto pulsed plasma deposited poly( 4-vinylpyridine) surfaces [J].
Bradley, T. J. ;
Schofield, W. C. E. ;
Garrod, R. P. ;
Badyal, J. P. S. .
LANGMUIR, 2006, 22 (18) :7552-7555
[6]   Seed-Mediated Synthesis of Palladium Nanorods and Branched Nanocrystals and Their Use as Recyclable Suzuki Coupling Reaction Catalysts [J].
Chen, Yi-Hsiu ;
Hung, Hsiao-Hui ;
Huang, Michael H. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (25) :9114-9121
[7]   Tunable hydrogel for encapsulation and controlled release of bioactive proteins [J].
Delgado, M ;
Spanka, C ;
Kerwin, LD ;
Wentworth, P ;
Janda, KD .
BIOMACROMOLECULES, 2002, 3 (02) :262-271
[8]   Heck reaction catalyzed by Pd-modified zeolites [J].
Djakovitch, L ;
Koehler, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (25) :5990-5999
[9]   ELECTRONIC ABSORPTION-SPECTRA OF SQUARE-PLANAR CHLORO-AQUA AND BROMO-AQUA COMPLEXES OF PALLADIUM(II) AND PLATINUM(II) [J].
ELDING, LI ;
OLSSON, LF .
JOURNAL OF PHYSICAL CHEMISTRY, 1978, 82 (01) :69-74
[10]   Stimuli-reponsive polymers and their bioconjugates [J].
Gil, ES ;
Hudson, SM .
PROGRESS IN POLYMER SCIENCE, 2004, 29 (12) :1173-1222