Influence of Solvent on Radical Trap-Assisted Dimerization and Cyclization of Polystyrene Radicals
| Autor: | Ching W. Pan, Eric S. Tillman, Maya M. Arce, Elizabeth M. Carnicom, Jessica P. Wu, Madalyn M. Thursby |
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| Rok vydání: | 2016 |
| Předmět: |
Polymers and Plastics
Cyclohexane Chemistry Radical Organic Chemistry 02 engineering and technology Nitroso 010402 general chemistry 021001 nanoscience & nanotechnology Photochemistry 01 natural sciences 0104 chemical sciences Inorganic Chemistry Solvent chemistry.chemical_compound Monomer Intramolecular force Materials Chemistry Polystyrene Solvent effects 0210 nano-technology |
| Zdroj: | Macromolecules. 49:7804-7813 |
| ISSN: | 1520-5835 0024-9297 |
| DOI: | 10.1021/acs.macromol.6b01794 |
| Popis: | The extent of dimerization in radical trap-assisted atom transfer radical coupling (RTA-ATRC) was studied as a function of solvent composition, with accelerated rates of coupling observed in solvent mixtures consisting of THF and hydrocarbons compared to either pure solvent. Aggregation of the nitroso radical trap was speculated to be responsible for the trend in coupling rates of RTA-ATRC reactions, with less polar solvents such as hydrocarbons favoring the active, monomeric form. The mixed solvent system of THF and cyclohexane was found to be transferrable to the synthesis of macrocyclic PS by intramolecular RTA-ATRC, with 50/50 (v/v) THF:cyclohexane reaction medium giving higher yields of cyclic product compared to reactions performed in the pure solvents. |
| Databáze: | OpenAIRE |
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