Acid-catalyzed rearrangement of aromatic ethers. Model studies and application to imaging

H. Stover*, S. Matuszczak, R. Chin, K. Shimizu, C. G. Willson, J. M J Frechet

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

6 Scopus citations

Abstract

A variety of polymers incorporating appropriate benzylic or allylic ether functionalities in their main-chain were shown to be excellent dry-developing imaging systems. In view of the excellent results which are obtained in the photocrosslinking of the copolymers, some of the mechanistic details of the crosslinking process were explored. In particular, much information can be obtained from model studies with low molecular weight compounds instead of the copolymer. The models chosen for this study were benzyl acetate, or 4-isopropyl-benzyl acetate, and 4-isopropyl phenol. The model reactions were carried out within the confines of a NMR tube in deuterochloroform using 10 mole % triflic acid to trigger the reaction instead of the photogenerated superacid.

Original languageEnglish (US)
Pages (from-to)412-416
Number of pages5
JournalPolymeric Materials Science and Engineering, Proceedings of the ACS Division of Polymeric Materials Science and Engineering
Volume61
StatePublished - 1989
Externally publishedYes

ASJC Scopus subject areas

  • Chemical Engineering (miscellaneous)
  • Polymers and Plastics

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