Synthesis and properties of alternating alicyclic polyimides having fluorescent moieties

Kazuaki Kudo, Takahiro Imai, Takashi Hamada, Seiji Sakamoto

Research output: Contribution to conferencePaperpeer-review

Abstract

A series of alternating copolyimides (altPIs) having highly blue fluorescing 9,10-diphenylanthracene units were synthesized and the photoluminescence of the altPIs were investigated. The altPIs were prepared by sequential addition of two diamines to a solution of spiroalicyclic tetracarboxylic dianhydride, rel[1R,5S,6R]-3-oxabicyclo[3.2.1]octane-2,4-dione- 6-spiro-3'-(tetrahydrofuran-2',5'-dione) (DAn), on the basis of the unique regioselective ring opening reactivity of DAn to the aromatic amines. The alternating structure of the polyimides was confirmed by comparison of its 1 H-NMR with that of the corresponding random counterparts. The altPIs showed grass transition temperature higher than 240°C. A 5% weight loss temperature was in a range of 335 to 376°C. The polyimides showed blue fluorescence (λ max = 435 to 436 nm) in DMSO solution with a fluorescence quantum yield of 0.64 to 0.77. In the film state, although small red shift was observed compared to the solution state, the altPIs gave blue emission (λ max = 437 to 447 nm).

Original languageEnglish
Pages3286-3287
Number of pages2
Publication statusPublished - 2006 Dec 1
Event55th Society of Polymer Science Japan Symposium on Macromolecules - Toyama, Japan
Duration: 2006 Sep 202006 Sep 22

Other

Other55th Society of Polymer Science Japan Symposium on Macromolecules
Country/TerritoryJapan
CityToyama
Period06/9/2006/9/22

Keywords

  • Alicyclic polyimide
  • Alternating polymer
  • Diphenylanthracene
  • Fluorescent polymer

ASJC Scopus subject areas

  • Engineering(all)

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