Experimental and computational investigation of oxidative quenching governed aqueous organocatalyzed atom transfer radical polymerization

作者: Chao Bian , Yin-Ning Zhou , Joshua D. Deetz , Zheng-Hong Luo

DOI: 10.1016/J.CEJ.2019.01.087

关键词:

摘要: Abstract A water-soluble organic photoredox catalyst, 3,7-methoxypolyethylene glycol 1-naphthalene-10-phenoxazine (Naph-PXZ-PEG), that can catalyze aqueous organocatalyzed atom transfer radical polymerization (ATRP) via oxidative quenching cycle has been reported for the first time. Comparative studies of Naph-PXZ-PEG and EosinY involved ATRP systems have done experiment kinetic modeling approach. Results showed in system proceeded much faster higher initiator efficiency than reductive Eosin Y under same conditions. Detailed information was presented by experiments density functional theory (DFT) simulation. series kinetics different catalyst loadings, concentrations, “on-off” switch light chain extension conducted confirmed good controllability current high end-group fidelity. This work provides a systematic study on developing an effective water soluble preparation well-defined polymers “green” sustainable ATRP.

参考文章(72)
Graeme Moad, D. H. Solomon, The chemistry of free radical polymerization ,(1995)
Dagmar R. D'hooge, Marie-Françoise Reyniers, Guy B. Marin, The crucial role of diffusional limitations in controlled radical polymerization (feature article) Macromolecular Reaction Engineering. ,vol. 7, pp. 362- 379 ,(2013) , 10.1002/MREN.201300006
François Stoffelbach, Bernadette Graff, Fabrice Morlet-Savary, Jacques Lalevée, Louis Fensterbank, Jean-Philippe Goddard, Cyril Ollivier, Frida Nzulu, Sofia Telitel, A dinuclear gold(I) complex as a novel photoredox catalyst for light-induced atom transfer radical polymerization Polymer Chemistry. ,vol. 6, pp. 4605- 4611 ,(2015) , 10.1039/C5PY00435G
Jun-Kang Guo, Yin-Ning Zhou, Zheng-Hong Luo, Kinetic insight into electrochemically mediated ATRP gained through modeling Aiche Journal. ,vol. 61, pp. 4347- 4357 ,(2015) , 10.1002/AIC.14969
Wade A. Braunecker, Nicolay V. Tsarevsky, Armando Gennaro, Krzysztof Matyjaszewski, Thermodynamic Components of the Atom Transfer Radical Polymerization Equilibrium: Quantifying Solvent Effects Macromolecules. ,vol. 42, pp. 6348- 6360 ,(2009) , 10.1021/MA901094S
Erlita Mastan, Xiaohui Li, Shiping Zhu, Modeling and theoretical development in controlled radical polymerization Progress in Polymer Science. ,vol. 45, pp. 71- 101 ,(2015) , 10.1016/J.PROGPOLYMSCI.2014.12.003
Stijn K. Fierens, Dagmar R. D’hooge, Paul H.M. Van Steenberge, Marie-Françoise Reyniers, Guy B. Marin, MAMA-SG1 initiated nitroxide mediated polymerization of styrene: From Arrhenius parameters to model-based design Chemical Engineering Journal. ,vol. 278, pp. 407- 420 ,(2015) , 10.1016/J.CEJ.2014.09.024
Guan Zhang, In Young Song, Kyo Han Ahn, Taiho Park, Wonyong Choi, Free Radical Polymerization Initiated and Controlled by Visible Light Photocatalysis at Ambient Temperature Macromolecules. ,vol. 44, pp. 7594- 7599 ,(2011) , 10.1021/MA201546C