Design and Synthesis of Photoactive Polymer Systems Based on Amine-Catalyzed Intramolecular Imidization of Polymer Side Chains

Man Kit Leung, Jean Frechet*, James F. Cameron, C. Grant Willson

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

A novel family of functionalized polystyrenes that can undergo base-catalyzed intramolecular side-chain imidization is reported. The thermal behaviors of poly(4-vinylphenyl succinamate), poly(4-vinylphenyl glutaramate), poly(4-vinylphenyl 3,3-dimethylglutaramate), and poly(4-vinylphenyl phthalamate), as well as their optical properties and chemical reactivities in the presence of an added amine have been studied. With the exception of poly(4-vinylphenyl phthalamate), the polymers are thermally stable up to 200 °C and have a relatively low optical density below 300 nm. A general trend for the ease of imidization of the polymers is summarized as follows: poly(4-vinylphenyl phthalamate) > poly(4-vinylphenyl succinamate) > poly(4-vinylphenyl 3,3-dimethylglutaramate) > poly(4-vinylphenyl glutaramate). Photoactive polymer systems were obtained by mixing either poly(4-vinylphenyl succinamate) or poly(4-vinylphenyl 3,3-dimethylglutaramate) with some bis((2,6-dinitrobenzyl)oxycarbonyl)hexane-1,6-diamine used as an amine photogenerator. Imaging of films of the polymers, as well as the effect of structure on their reactivity is discussed.

Original languageEnglish (US)
Pages (from-to)4693-4700
Number of pages8
JournalMacromolecules
Volume28
Issue number13
DOIs
StatePublished - Jun 1 1995

ASJC Scopus subject areas

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

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