Poly(p-tert-butoxycarbonyloxystyrene): a convenient precursor to p-hydroxystyrene resins

Jean M.J. Fréchet*, Eva Eichler, Hiroshi Ito, C. Grant Willson

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

281 Scopus citations


An efficient synthetic route to pure, high molecular weight poly(p-hydroxystyrene) is reported. The route involves synthesis of a new monomer, p-tert-butoxycarbonyloxystyrene, polymerization by radical initiation or by cationic initiation in liquid SO2, followed by thermolysis or acidolysis of the tert-butoxycarbonyl protecting group. Porous, crosslinked resin beads containing the nucleophilic, phenol pendant group have been prepared in a similar fashion from the precursor terpolymer of p-tert-butoxycarbonyloxystyrene, styrene and divinylbenzene. The utility of this resin for solid-phase synthesis has been demonstrated.

Original languageEnglish (US)
Pages (from-to)995-1000
Number of pages6
Issue number8
StatePublished - Aug 1983
Externally publishedYes


  • Poly(p-tert-butoxycarbonyloxystyrene)
  • p-tert-butoxycarbonyloxybenzaldehyde
  • p-tert-butoxycarbonyloxystyrene
  • poly(p-hydroxystyrene)
  • poly(vinyl phenol)
  • polymerization

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Materials Chemistry


Dive into the research topics of 'Poly(p-tert-butoxycarbonyloxystyrene): a convenient precursor to p-hydroxystyrene resins'. Together they form a unique fingerprint.

Cite this