Synthesis and photoluminescent properties of geometrically hindered cis-tris(diphenylaminofluorene) as precursors to light-emitting devices

Kang, NG; Kokubo, K; Jeon, S; Wang, M; Lee, CL; Canteenwala, T; Tan, LS; Chiang, LY

HERO ID

2902175

Reference Type

Journal Article

Year

2015

Language

English

PMID

25781068

HERO ID 2902175
In Press No
Year 2015
Title Synthesis and photoluminescent properties of geometrically hindered cis-tris(diphenylaminofluorene) as precursors to light-emitting devices
Authors Kang, NG; Kokubo, K; Jeon, S; Wang, M; Lee, CL; Canteenwala, T; Tan, LS; Chiang, LY
Journal Molecules
Volume 20
Issue 3
Page Numbers 4635-4654
Abstract A novel highly luminescent tris-fluorenyl ring-interconnected chromophore tris(DPAF-C9) was synthesized using a C3 symmetrical triaminobenzene core as the synthon. This structure bears three light-harvesting 2-diphenylamino-9,9-dialkylfluorenyl (DPAF) ring moieties with each attached by two branched 3',5',5'-trimethylhexyl (C9) arms. A major stereoisomer was chromatographically isolated and characterized to possess a 3D structural configuration of cis-conformer in a cup-form. Molecular calculation at B3LYP/6-31G* level revealed the unexpected stability of this cis-cup-conformer of tris(DPAF-C9) better than that of the stereoisomer in a propeller-form and the trans-conformer. The structural geometry is proposed to be capable of minimizing the aggregation related self-quenching effect in the condensed phase. Fluorescence emission wavelength of tris(DPAF-C9) was found to be in a close range to that of PVK that led to its potential uses as the secondary blue hole-transporting material for enhancing the device property toward the modulation of PLED performance.
Doi 10.3390/molecules20034635
Pmid 25781068
Is Certified Translation No
Dupe Override No
Is Public Yes
Language Text English