SET-LRP of hydrophobic and hydrophilic acrylates in trifluoroethanol

Shampa R. Samanta, Martin E. Levere, Virgil Percec

Research output: Contribution to journalArticle

55 Citations (Scopus)

Abstract

Efficient disproportionation of CuBr-Me6-TREN in 2,2,2-trifluoroethanol (TFE) to produce "nascent" Cu(0) and CuBr 2-Me6-TREN indicates that this semifluorinated alcohol has the potential to be an excellent solvent for Cu(0) mediated single electron transfer-living radical polymerization (SET-LRP). Herein, we report the SET-LRP of a range of hydrophobic and hydrophilic acrylates, including methyl acrylate (MA), n-butyl acrylate (nBA), tert-butyl acrylate (tBA), 2-ethylhexyl acrylate (EHA) and 2-hydroxyethyl acrylate (HEA) using 2-bromopropionate (MBP) and 2-ethylbromoisopropionate (EBiB) as initiators, and Me6-TREN as ligand in TFE. Analysis of the kinetics of polymerization and of the polymer chain ends by a combination of 1H NMR, GPC, MALDI-TOF and chain-end functionalization by "thio-bromo" click reaction demonstrated the synthesis of perfect or near-perfect chain-end functional polyacrylates by SET-LRP in TFE.

Original languageEnglish
Pages (from-to)3212-3224
Number of pages13
JournalPolymer Chemistry
Volume4
Issue number11
DOIs
Publication statusPublished - 7 Jun 2013

ASJC Scopus subject areas

  • Bioengineering
  • Biochemistry
  • Polymers and Plastics
  • Organic Chemistry

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