Chain transfer to solvent in the radical polymerization of structurally diverse acrylamide monomers using straight-chain and branched alcohols as solvents
Magee, Christopher ; Sugihara, Yusuke ; Zetterlund, Per B. ; Aldabbagh, Fawaz
Magee, Christopher
Sugihara, Yusuke
Zetterlund, Per B.
Aldabbagh, Fawaz
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Publication Date
2014-01-01
Type
Article
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Citation
Magee, Christopher; Sugihara, Yusuke; Zetterlund, Per B. Aldabbagh, Fawaz (2014). Chain transfer to solvent in the radical polymerization of structurally diverse acrylamide monomers using straight-chain and branched alcohols as solvents. Polymer Chemistry 5 (7), 2259-2265
Abstract
Chain transfer to solvent in conventional radical polymerizations of N-tert-butylacrylamide (TBAM) and N-(2-morpholin-4-ylethyl) acrylamide (MEA) in a range of alcohol solvents is investigated. Mayo analysis of polymerization of TBAM in linear alcohols (C-3-C-9) resulted in an approximately linear increase in chain transfer to solvent constant (C-tr,(S)) with the number of methylene (CH2) units in the solvent. The branched alcohol 3-methyl-3-pentanol gave the smallest C-tr,C-S (using Mayo analysis), and thus allowed attainment of higher molecular weights (MWs) in the nitroxide-mediated polymerizations (NMP) of TBAM. Overall, the data show that MEA is more prone to chain transfer to solvent than TBAM (higher C-tr,C-S), and further analysis of the conventional radical polymerization of MEA in 3-methyl-3-pentanol indicate chain transfer to monomer may also be occurring. The first controlled/ living polymerizations of MEA are detailed with chain transfer having a greater impact on maximum achievable MWs in NMP in comparison to TBAM.
Funder
Publisher
Royal Society of Chemistry (RSC)
Publisher DOI
10.1039/c3py01441j
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Attribution-NonCommercial-NoDerivs 3.0 Ireland