HUANG Feixiang, ZHANG Di, YAO Shengmei, LIN Chaoyang, WEI Huaixin, ZHAO Xin
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Two bipolar phosphorescent host materials, 3,5-bis (3-(9H-phenol-thiazine-9-yl) phenyl) -1,2,4-oxadiazole (MMOXD) and 3,5-bis (4-(9H-phenolthiazine-9-yl ) phenyl)-1,2,4-oxadiazole (PPOXD), which possessed 1,2,4-oxadiazole receptor as the core and the donor-acceptor (D-A) structure were designed and synthesized. Their spectral properties, electrochemical properties and thermal properties were studied systematically on the basis of structural characterization. The results show that the emission peaks of MMOXD and PPOXD were located at 388, 465 nm and 377, 448 nm, respectively. By measuring their low-temperature phosphorescence spectra, the triplet energy levels of MMOXD and PPOXD were 2.93 and 2.46 eV, respectively. MMOXD could match the dark blue and blue phosphorescent guest material such as FCNIrpic (2.74 eV) and FIrpic (2.65 eV), which could be used as the dark blue and blue phosphorescent host material. PPOXD could match the green phosphorescent guest material Ir(ppy)3 (2.40 eV) and be used as the green phosphorescent host material. Furthermore, the cyclic voltammetry spectra of MMOXD and PPOXD were measured. Their highest occupied molecular orbital (HOMO) energy levels were -5.88 and -5.25 eV, respectively, which were close to the work function of the anode ITO (-4.5--5.0 eV). Their lowest unoccupied molecular orbital (LUMO) energy levels were -2.29 and -2.32 eV, respectively, which were close to the work function of the electron transport materials TPBi (-2.70 eV). At the same time, their orbital electron clouds were separated clearly, indicating good bipolar properties. The results of TGA and DSC tests reflect that their thermal decomposition temperatures at a mass loss of 5% were 394 and 275 ℃, respectively. Besides, their glass transition temperatures were 181 and 170 ℃, respectively. The high thermal decomposition temperatures and glass transition temperatures of them indicate that these materials had excellent thermal stability and film-forming performance. All in all, PPOXD had the great potential to be used as a bipolar green phosphorescent host material, while MMOXD had the huge potential to be used as a bipolar dark blue or blue phosphorescent host material.