Controlled synthesis of modified polyacrylamide grafted nano-sized silica supported Pd nanoparticles via RAFT polymerization through “grafting to” approach: application to the Heck reaction
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Polyacrylamide grafted onto silica nanoparticles (nano-SiO2-g-PAAm) was prepared through “grafting to” approach via controlled reversible addition-fragmentation chain transfer (RAFT) polymerization system with defined molecular weight and graft density. Modification of the nano-SiO2-g-PAAm with ethanolamine and subsequent reaction with chlorodiphenylphosphine (ClPPh2) was produced polymer-grafted silica with phosphinite functionality which was converted to Pd catalyst through the reaction with Pd(OAc)2. The catalyst was characterized using ICP, FT-IR, TGA, SEM, and DLS methods properly. Dispersion of palladium nanoparticles (PdNPs) in the polymer matrix (10–15-nm range) and existence of Pd in zero oxidation state was verified by TEM and XRD techniques. The catalyst demonstrated activity in the Mizoroki-Heck cross-coupling reaction of varied iodoarenes including electron poor, electron rich, and ortho substituted and heterocycles with olefins efficiently. Reusing of the Pd catalyst was performed at least five times in repeating runs without considerable palladium leaching and change of the catalyst function and structure.
KeywordsPolymer-grafted silica RAFT polymerization Palladium catalyst The Heck coupling
Valuable comments and cooperation of Prof. B. Tamami from Shiraz University is greatly appreciated by the authors.
Research Council of Shiraz University is acknowledged for partial supporting of the present work.
Compliance with ethical standards
Conflict of interest
The authors declare that they have no conflict of interest.
- 1.Leon Al C de, Chen Q, Palaganas NB, Palaganas JO, Manapat J, Advincula RC (2016) React Funct Polym 103:141–155, High performance polymer nanocomposites for additive manufacturing applicationsGoogle Scholar
- 3.Joshi M, Chatterjee U (2016) In: Rana S, Fangueiro R (sd) Polymer nanocomposite: an advanced material for aerospace applications, Advanced Composite Materials for Aerospace Engineering, Processing, Properties and Applications, Elsevier Ltd.Google Scholar
- 4.Vaia RA, Krishnamoorti R (2001) In: Krisnamoorti R, Vaia RA (ed) Polymer Composite: synthesis, characterization, and modeling, American Chemical Society, Washington, DCGoogle Scholar
- 9.Achadu OJ, Uddin I, Nyokong T (2016) The interaction between graphene quantum dots grafted with polyethyleneimine and Au@Ag nanoparticles: Application as a fluorescence “turn-on” nanoprobe. J Photoch Photobio A 324:96–105Google Scholar
- 14.Farjadian F, Tamami B (2014). ChemPlusChem 79:1767–1773Google Scholar
- 24.Zhang C, Kuai Y, Cheng H, Liu X, Ma L Arab J Chem doi: https://doi.org/10.1016/j.arabjc.2016.12.022, 2017
- 37.Bahadori M, Tangestaninejad S, Moghadam M, Mirkhani V, Mechler A, Mohammadpoor-Baltork I, Zadehahmadi F (2017) Metal organic framework-supported N-heterocyclic carbene palladium complex: a highly efficient and reusable heterogeneous catalyst for Suzuki-Miyaura C-C coupling reaction. Micropor Mesopor Mat 253:102–111CrossRefGoogle Scholar
- 42.Tamami B, Farjadian F, Ghasemi S, Allahyari H, Mirzadeh M (2015). J Braz Chem Soc 26:1591–1598Google Scholar
- 43.Ghasemi S, Farjadian F. Tamami B (2016) Appl Organometal Chem 30:818–832Google Scholar