Discrete copper(II)-formate complexes as catalytic precursors for photo-induced reversible deactivation polymerization

作者: Vasiliki Nikolaou , Athina Anastasaki , Francesca Brandford-Adams , Richard Whitfield , Glen R. Jones

DOI: 10.1039/C5PY01578B

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摘要: Traditional copper-mediated reversible deactivation polymerization techniques (RDRP) employ various components mixed in situ (e.g. ligand, metal salt, additional species etc.) order to achieve good control over the molecular weight distributions. In a previous communication we described discrete copper(II)-formate/Me6-Tren complex catalyse of acrylates. Herein, expand scope this by investigating compatibility with solvents, including acetonitrile (MeCN), dimethylformamide (DMF), methanol (MeOH), isopropanol (IPA), toluene, 2,2,2-trifluoroethanol (TFE) and water as well mixtures thereof. A series both hydrophilic hydrophobic acrylic monomers are reported n tert butyl acrylate (n-BA t-BA), poly ethylene glycol (PEGA), diethylene ethyl ether (DEGEEA), lauryl (LA), octadecyl (ODA), hydroxyethyl (HEA), hydroxyl propyl (HPA) solketal (SA). most cases, narrow distributions were attained (typically 95%). High polymers targeted achieving poly(MA) final dispersity 1.12 within 2 h (Mn ∼ 120 000 g mol−1) NaBr being essential obtain even higher polymers. As Me6-Tren is relatively expensive purchase commercially, an PMDETA was also synthesized, allowing for methacrylates MMA) addition Narrow distributions, high monomer conversion spatiotemporal could be achieved complex, demonstrating that it efficient less alternative well-defined poly(acrylates) poly(methacrylates).

参考文章(58)
Athina Anastasaki, Vasiliki Nikolaou, Alexandre Simula, Jamie Godfrey, Muxiu Li, Gabit Nurumbetov, Paul Wilson, David M. Haddleton, Expanding the Scope of the Photoinduced Living Radical Polymerization of Acrylates in the Presence of CuBr2 and Me6-Tren Macromolecules. ,vol. 47, pp. 3852- 3859 ,(2014) , 10.1021/MA500787D
Athina Anastasaki, Christopher Waldron, Vasiliki Nikolaou, Paul Wilson, Ronan McHale, David Smith, Tim, Haddleton, Polymerization of long chain [meth]acrylates by Cu(0)-mediated and catalytic chain transfer polymerisation (CCTP): high fidelity end group incorporation and modification Polymer Chemistry. ,vol. 4, pp. 4113- 4119 ,(2013) , 10.1039/C3PY00618B
Sajjad Dadashi-Silab, Mehmet Atilla Tasdelen, Yusuf Yagci, Photoinitiated atom transfer radical polymerization: Current status and future perspectives Journal of Polymer Science Part A. ,vol. 52, pp. 2878- 2888 ,(2014) , 10.1002/POLA.27327
Athina Anastasaki, Christopher Waldron, Paul Wilson, Ronan McHale, David M. Haddleton, The importance of ligand reactions in Cu(0)-mediated living radical polymerisation of acrylates Polymer Chemistry. ,vol. 4, pp. 2672- 2675 ,(2013) , 10.1039/C3PY00270E
Shampa R. Samanta, Athina Anastasaki, Christopher Waldron, David M. Haddleton, Virgil Percec, SET-LRP of methacrylates in fluorinated alcohols Polymer Chemistry. ,vol. 4, pp. 5563- 5569 ,(2013) , 10.1039/C3PY00902E
Jin-Shan Wang, Krzysztof Matyjaszewski, Controlled/"living" radical polymerization. atom transfer radical polymerization in the presence of transition-metal complexes Journal of the American Chemical Society. ,vol. 117, pp. 5614- 5615 ,(1995) , 10.1021/JA00125A035
Athina Anastasaki, Vasiliki Nikolaou, Qiang Zhang, James Burns, Shampa R. Samanta, Christopher Waldron, Alice J. Haddleton, Ronan McHale, David Fox, Virgil Percec, Paul Wilson, David M. Haddleton, Copper(II)/Tertiary Amine Synergy in Photoinduced Living Radical Polymerization: Accelerated Synthesis of ω-Functional and α,ω-Heterofunctional Poly(acrylates) Journal of the American Chemical Society. ,vol. 136, pp. 1141- 1149 ,(2014) , 10.1021/JA411780M
Nga H. Nguyen, Brad M. Rosen, Gerard Lligadas, Virgil Percec, Surface-Dependent Kinetics of Cu(0)-Wire-Catalyzed Single-Electron Transfer Living Radical Polymerization of Methyl Acrylate in DMSO at 25 °C Macromolecules. ,vol. 42, pp. 2379- 2386 ,(2009) , 10.1021/MA8028562
Athina Anastasaki, Vasiliki Nikolaou, Nicholas William McCaul, Alexandre Simula, Jamie Godfrey, Christopher Waldron, Paul Wilson, Kristian Kempe, David M. Haddleton, Photoinduced Synthesis of α,ω-Telechelic Sequence-Controlled Multiblock Copolymers Macromolecules. ,vol. 48, pp. 1404- 1411 ,(2015) , 10.1021/ACS.MACROMOL.5B00058