Stable hole-transporting molecular glasses based on complicated 9,9-diarylfluorenes (CDAFs)

• Published in: Synthetic metals Vol. 159; no. 11; pp. 1055 - 1060
• Main Authors: Hou, Xiao-Ya, Li, Ting Cheng, Yin, Cheng-Rong, Xu, Hui, Lin, Jian, Hua, Yu-Ran, Chen, Dao-Yong, Xie, Ling-Hai, Huang, Wei
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier B.V 01.06.2009; Elsevier
• Subjects: Applied sciences; Chemical modifications; Chemical reactions and properties; Complicated 9,9-diarylfluorenes (CDAFs); Electronics; Exact sciences and technology; Friedel–Crafts reaction; Hole-transporting materials; Oligothiophenes; Optoelectronic devices; Organic polymers; Physicochemistry of polymers; Semiconductor electronics. Microelectronics. Optoelectronics. Solid state devices; Triphenylamine; Complicated 9,9-diarylfluorenes (CDAFs); Friedel–Crafts reaction; Hole-transporting materials; Triphenylamine; Oligothiophenes; Brightness; Electroluminescence; Thiophene copolymer; Experimental study; Oligomer; Absorption spectrum; Amorphous copolymer; Organic solution; Electrochemical properties; Conjugated copolymer; Friedel Crafts reaction; Preparation; Aromatic copolymer; Organic light emitting diodes; Fluorene derivative copolymer; Friedel-Crafts reaction
• ISSN: 0379-6779; 1879-3290
• DOI: 10.1016/j.synthmet.2009.01.032

Oligothiophenes and triphenylamine end-capped with 9-phenylfluorenyl moieties via BF 3·Et 2O-mediated Friedel–Crafts reaction exhibit highly thermal and morphological stability. Nonplanar complicated 9,9-diarylfluorenes are promising hole-transporting materials for organic optoelectrical devices. A series of complicated 9,9-diarylfluorenes (CDAFs) with highly thermal and morphological stability, end-capped oligothiophenes (T) n (PF) m ( n = 1–3, m = 2) and triphenylamines TPA(PF) m ( m = 1–3), were synthesized via BF 3·Et 2O-mediated Friedel–Crafts reaction. TPA(PF) 2 with bulky 9-phenylfluorene moieties (PFMs) as a morphological stabilizer possesses excellently amorphous solid state with a glass transition temperature ( T g) up to 140 °C and no T g was observed for TPA(PF) 3 with high decomposition temperature up to 499 °C. Preliminary characterizations of typical double-layer devices with the configuration of ITO/TPA(PF) 3/AlQ 3/Mg:Ag show luminance efficiency of ca. 2.25 cd/A at 100 cd/m 2 with a maximum brightness of ca. 8300 cd/m 2.