One-Pot Synthesis of Hyperbranched Polyethers

K. E. Uhrich, C. J. Hawker, Jean Frechet*, S. R. Turner

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

246 Scopus citations

Abstract

A one-pot synthesis of a hyperbranched polyether using a A2B type monomer under mild conditions is described. The monomer, 5-(bromomethyl)-1,3-dihydroxybenzene, undergoes self-condensation in the presence of potassium carbonate and 18-crown-6 to give polymers with weight-average molecular weights exceeding 105. Spectroscopic analysis of the hyperbranched polymers reveals that both O-alkylation and C-alkylation occurs during polymerization. The polymers contain a large number of phenolic hydroxyl groups located both at chain ends and at monomer units involved in irregular growth. The phenolic groups of the hyperbranched polyethers can be modified readily and completely by simple acylation, benzylation, or silylation processes. Comparison of the size-exclusion chromatography data with absolute molecular weight measurements by low-angle laser light scattering supports the proposed hyperbranched structure of the polyethers.

Original languageEnglish (US)
Pages (from-to)4583-4587
Number of pages5
JournalMacromolecules
Volume25
Issue number18
DOIs
StatePublished - Aug 1 1992

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

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