Influence of Solvent on Radical Trap-Assisted Dimerization and Cyclization of Polystyrene Radicals
作者： Maya M. Arce , Ching W. Pan , Madalyn M. Thursby , Jessica P. Wu , Elizabeth M. Carnicom
DOI: 10.1021/ACS.MACROMOL.6B01794
关键词:
摘要: The extent of dimerization in radical trap-assisted atom transfer coupling (RTA-ATRC) was studied as a function solvent composition, with accelerated rates observed mixtures consisting THF and hydrocarbons compared to either pure solvent. Aggregation the nitroso trap speculated be responsible for trend RTA-ATRC reactions, less polar solvents such favoring active, monomeric form. mixed system cyclohexane found transferrable synthesis macrocyclic PS by intramolecular RTA-ATRC, 50/50 (v/v) THF:cyclohexane reaction medium giving higher yields cyclic product reactions performed solvents.
acs.org
harvard.edu
sci-hub.se 参考文章(43)
Scott C. Blackburn, Eric S. Tillman, Synthesis of Cyclic Poly(methyl methacrylate) Directly from Dihalogenated Linear Precursors Macromolecular Chemistry and Physics. ,vol. 216, pp. 1282- 1290 ,(2015) , 10.1002/MACP.201500082
Scott C. Blackburn, Kenneth D. Myers, Eric S. Tillman, Macrocyclic poly(methyl acrylate) and macrocyclic poly(methyl acrylate-block-styrene) synthesized by radical trap-assisted atom transfer radical coupling Polymer. ,vol. 68, pp. 284- 292 ,(2015) , 10.1016/J.POLYMER.2015.05.021
Atsushi Goto, Takeshi Fukuda, Determination of the activation rate constants of alkyl halide initiators for atom transfer radical polymerization Macromolecular Rapid Communications. ,vol. 20, pp. 633- 636 ,(1999) , 10.1002/(SICI)1521-3927(19991201)20:12<633::AID-MARC633>3.0.CO;2-2
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
Elizabeth Carnicom, Jessica Abruzzese, Yacouba Sidibe, Kenneth Myers, Eric Tillman, Effect of Trapping Agent and Polystyrene Chain End Functionality on Radical Trap-Assisted Atom Transfer Radical Coupling Polymers. ,vol. 6, pp. 2737- 2751 ,(2014) , 10.3390/POLYM6112737
Andrew F. Voter, Eric S. Tillman, An Easy and Efficient Route to Macrocyclic Polymers Via Intramolecular Radical-Radical Coupling of Chain Ends Macromolecules. ,vol. 43, pp. 10304- 10310 ,(2010) , 10.1021/MA102319R
Wei Tang, Krzysztof Matyjaszewski, Effect of ligand structure on activation rate constants in ATRP Macromolecules. ,vol. 39, pp. 4953- 4959 ,(2006) , 10.1021/MA0609634
Gregory R. Fulmer, Alexander J. M. Miller, Nathaniel H. Sherden, Hugo E. Gottlieb, Abraham Nudelman, Brian M. Stoltz, John E. Bercaw, Karen I. Goldberg, NMR Chemical Shifts of Trace Impurities: Common Laboratory Solvents, Organics, and Gases in Deuterated Solvents Relevant to the Organometallic Chemist Organometallics. ,vol. 29, pp. 2176- 2179 ,(2010) , 10.1021/OM100106E
Krzysztof Matyjaszewski, Yoshiki Nakagawa, Christina B. Jasieczek, Polymerization of n-Butyl Acrylate by Atom Transfer Radical Polymerization. Remarkable Effect of Ethylene Carbonate and Other Solvents Macromolecules. ,vol. 31, pp. 1535- 1541 ,(1998) , 10.1021/MA971444R
Gwynne Jones, David Caroline, Intramolecular motion of polystyrene in a theta solvent Chemical Physics Letters. ,vol. 58, pp. 149- 152 ,(1978) , 10.1016/0009-2614(78)80336-4