New 3D-stereoconfigurated cis-tris(fluorenylphenylamino)-benzene with large steric hindrance to minimize π–π stacking in thin-film devices

Yi Ting Lee, Min Wang, Ken Kokubo, Nam Goo Kang, Lawrence Wolf, Loon Seng Tan, Chin Ti Chen, Long Chiang

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

Highly fluorescent trans- and cis-tris(fluorenylphenylamino)benzene stereo-isomeric derivatives, trans- and cis-tris(DPAF-C9), respectively, were designed and synthesized to minimize facile planar fluorene ring stacking in the solid state during thin-film device fabrications. Resulting tris-cup cis- and tris-chair trans-conformers were hypothesized to be capable of reducing direct packing contact of light-harvesting fluorene moieties from each other that should reduce the aggregation-related self-quenching effect derived from the π–π stacking packing arrangement. By the fact of closely matching photophysical characteristics of them to those of poly(N-vinylcarbazole) (PVK), we applied the former conformer as the secondary blue hole-transporting material in the study of its electroluminescence properties, using a tricomponent system of PVK‒cis-tris(DPAF-C9)‒tris(2-phenylpyridine)iridium (III) [Ir(ppy)3], as an example. Accordingly, several prototype single-layered or multilayered devices were fabricated with their electroluminescence and external quantum efficiency demonstrated. These analogous 3D-stereoconformers can also be used in other fluorescence-related thin-film applications.

Original languageEnglish
Pages (from-to)377-386
Number of pages10
JournalDyes and Pigments
Volume149
DOIs
Publication statusPublished - Feb 2018
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Chemical Engineering(all)
  • Process Chemistry and Technology

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