Design of Polymeric Imaging Materials Based on Electrophilic Aromatic Substitution: Model Studies

Harald D.H. Stöver, Stephen Matuszczak, C. Grant Willson, Jean Frechet*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

27 Scopus citations

Abstract

Model experiments have been used to study the cross-linking reactions that are operative in a new negative-tone resist system based on photoacid-catalyzed electrophilic aromatic substitution of copolymers containing benzyl acetate pendant groups. NMR monitoring of the formation of diphenylmethane units in the acid-catalyzed reaction of various benzyl acetates with themselves and with activated aromatic compounds such as 4-isopropylphenol gave insight into the cross-linking reaction. The influence of the leaving group, stabilizing substituents, and nucleophile on the overall process and the possible formation of O-alkylated products or intermediates were studied.

Original languageEnglish (US)
Pages (from-to)1741-1745
Number of pages5
JournalMacromolecules
Volume24
Issue number8
DOIs
StatePublished - Apr 1 1991

ASJC Scopus subject areas

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

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