title: Synthesis and photoluminescent properties of geometrically hindered cis-tris(diphenylaminofluorene) as precursors to light-emitting devices.
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.
authors.affiliation: Department of Chemistry, Institute of Nanoscience and Engineering Technology, University of Massachusetts Lowell, Lowell, MA 01854, USA. papyrus92@gmail.com.
authors.forename: Nam-Goo
authors.initials: NG
authors.lastname: Kang
authors.affiliation: Division of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan. kokubo@chem.eng.osaka-u.ac.jp.
authors.forename: Ken
authors.initials: K
authors.lastname: Kokubo
authors.affiliation: Department of Chemistry, Institute of Nanoscience and Engineering Technology, University of Massachusetts Lowell, Lowell, MA 01854, USA. seaho_jeon@uml.edu.
authors.forename: Seaho
authors.initials: S
authors.lastname: Jeon
authors.affiliation: Department of Chemistry, Institute of Nanoscience and Engineering Technology, University of Massachusetts Lowell, Lowell, MA 01854, USA. wangmin81@gmail.com.
authors.forename: Min
authors.initials: M
authors.lastname: Wang
authors.affiliation: Advanced Photonics Research Institute, Gwangju Institute of Science and Technology, Gwangju 500-712, Korea. vsepr@gist.ac.kr.
authors.forename: Chang-Lyoul
authors.initials: CL
authors.lastname: Lee
authors.affiliation: Department of Chemistry, Institute of Nanoscience and Engineering Technology, University of Massachusetts Lowell, Lowell, MA 01854, USA. taizoonc@hotmail.com.
authors.forename: Taizoon
authors.initials: T
authors.lastname: Canteenwala
authors.affiliation: AFRL/RXBN, Air Force Research Laboratory, Wright-Patterson Air Force Base, Dayton, OH 45433, USA. Loon-Seng.Tan@wpafb.af.mil.
authors.forename: Loon-Seng
authors.initials: LS
authors.lastname: Tan
authors.affiliation: Department of Chemistry, Institute of Nanoscience and Engineering Technology, University of Massachusetts Lowell, Lowell, MA 01854, USA. Long_Chiang@uml.edu.
authors.forename: Long Y
authors.initials: LY
authors.lastname: Chiang
mesh_terms: D000081:Acetamides / Q000138:chemical synthesis* / Q000737:chemistry; D049408:Luminescent Agents / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D013053:Spectrophotometry; D013237:Stereoisomerism
chemical_list: D000081:Acetamides; D049408:Luminescent Agents