Thermo-responsive poly(N-isopropylacrylamide)-block-poly(ionic liquid) of pyridinium sulfonate immobilized Pd nanoparticles in C-C coupling reactions

被引:23
作者
Ghasemi, Soheila [1 ]
Harandi, Zahra Amini [1 ]
机构
[1] Shiraz Univ, Dept Chem, Coll Sci, Shiraz, Iran
关键词
POLYMERIZED IONIC LIQUID; BLOCK-COPOLYMERS; RAFT POLYMERIZATION; HECK REACTION; RADICAL POLYMERIZATION; SUZUKI REACTION; RECYCLABLE CATALYST; EFFICIENT CATALYST; PALLADIUM COMPLEX; REUSABLE CATALYST;
D O I
10.1039/c8ra01303a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A thermo-responsive poly(N-isopropylacrylamide)-block-poly(ionic liquid) (PNIPAM-b-PIL) of pyridinium-type was prepared. Initially, controlled synthesis of PNIPAM was performed via RAFT method. Subsequently, PNIPAM as macromolecular chain transfer agent (macro-CTA) was used for fabrication of PNIPAM-b-PIL through reaction with a synthesized IL monomer i.e. 4-vinyl pyridinium propane sulfonate. The Pd catalyst was produced throughout palladium nanoparticles' anchoring into this block copolymer. The catalyst was characterized using ICP, FT-IR, NMR, UV-Vis, TGA, XRD, SEM and EDX techniques. The catalyst's TEM image proved nearly fine dispersion of PdNPs with negligible agglomeration. The catalyst was used in the production of a variety of substituted alkenes and biaryl compounds (Heck and Suzuki coupling) in organic and aqueous media and under solvent free conditions. Additionally, the results signified extreme reusability of the catalyst with a simple recycling procedure.
引用
收藏
页码:14570 / 14578
页数:9
相关论文
共 55 条
[1]   Synthesis of lipid-based amphiphilic block copolymer and its evaluation as nano drug carrier [J].
Arshad, Muhammad ;
Pradhan, Rehan A. ;
Ullah, Aman .
MATERIALS SCIENCE AND ENGINEERING C-MATERIALS FOR BIOLOGICAL APPLICATIONS, 2017, 76 :217-223
[2]   Palladium catalysts for the Suzuki cross-coupling reaction: An overview of recent advances [J].
Bellina, F ;
Carpita, A ;
Rossi, R .
SYNTHESIS-STUTTGART, 2004, (15) :2419-2440
[3]   The Heck Reaction in Ionic Liquids: Progress and Challenges [J].
Bellina, Fabio ;
Chiappe, Cinzia .
MOLECULES, 2010, 15 (04) :2211-2245
[4]   Synthesis of PPP-b-PS block copolymers using a combination of Suzuki-polycondensation and nitroxide-mediated radical polymerization [J].
Britze, Antje ;
Jacob, Josemon ;
Choudhary, Veena ;
Moellmann, Vera ;
Grundmeier, Guido ;
Luftmann, Heinrich ;
Kuckling, Dirk .
POLYMER, 2010, 51 (23) :5294-5303
[5]   Phosphonium-Containing ABA Triblock Copolymers: Controlled Free Radical Polymerization of Phosphonium Ionic Liquids [J].
Cheng, Shijing ;
Beyer, Frederick L. ;
Mather, Brian D. ;
Moore, Robert B. ;
Long, Timothy E. .
MACROMOLECULES, 2011, 44 (16) :6509-6517
[6]   Synthesis and properties of polymerized ionic liquids [J].
Eftelchari, Ali ;
Saito, Tomonori .
EUROPEAN POLYMER JOURNAL, 2017, 90 :245-272
[7]   Palladium-Containing Ionic Liquid-Based Ordered Mesoporous Organosilica: An Efficient and Reusable Catalyst for the Heck Reaction [J].
Elhamifar, Dawood ;
Karimi, Babak ;
Rastegar, Javad ;
Banakar, Mohammad Hossain .
CHEMCATCHEM, 2013, 5 (08) :2418-2424
[8]   Phosphinite-functionalized silica and hexagonal mesoporous silica containing palladium nanoparticles in Heck coupling reaction: synthesis, characterization, and catalytic activity [J].
Farjadian, Fatemeh ;
Hosseini, Majid ;
Ghasemi, Soheila ;
Tamami, Bahman .
RSC ADVANCES, 2015, 5 (97) :79976-79987
[9]   Biaryl formation via Suzuki and Stille coupling reactions using palladium nanoparticle/polymeric N-heterocyclic carbene grafted silica as recyclable and efficient catalyst [J].
Ghasemi, Soheila ;
Farjadian, Fatemeh ;
Tamami, Bahman .
APPLIED ORGANOMETALLIC CHEMISTRY, 2016, 30 (10) :818-822
[10]   Complex polymer architectures via RAFT polymerization: From fundamental process to extending the scope using click chemistry and nature's building blocks [J].
Gregory, Andrew ;
Stenzel, Martina H. .
PROGRESS IN POLYMER SCIENCE, 2012, 37 (01) :38-105