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Synthesis and Properties Study of 1,3,4-oxadiazole and Thiadiazole-2-thiol Derivatives and Their Cyclometaled Platinum Complexes

Author: WuXiuGang
Tutor: ZhuWeiGuo
School: Xiangtan University
Course: Organic Chemistry
Keywords: Electrophosphorescence Mercapto oxadiazole Mercapto thiadiazole Binuclear platinum complexes Synthesis
CLC: O626.2
Type: Master's thesis
Year: 2009
Downloads: 37
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Abstract


The organic electroluminescent phosphorescent material can also take advantage of the singlet and triplet exciton luminescence with high luminous efficiency advantages, become a research hotspot in recent years. Reported in the literature organic electroluminescent phosphorescent material mostly mononuclear ring metal complexes, metal complexes of the dual-core ring there are few reports of the organic electroluminescent phosphorescent material. In order to study the relationship of the molecular structure and luminescence properties of the dual-core ring metal complexes, dual-core ring metal complexes for efficient light-emitting organic electroluminescent phosphorescent material and its polymer electroluminescent devices, the paper design synthesis based on 5 - aryl -2 - mercapto oxadiazole and 2,5 - dimercapto thiadiazole oxadiazole derivatives anionic ancillary ligands and its dual-core ring metal platinum complexes were prepared based on the dual-core Cyclometalated Platinum Complexes Polymer electroluminescent devices (PLEDs) PLEDs efficient red and near-infrared light. The main contents of the study are: 1. Designed and synthesized a series of 5 - aryl - 2 - mercapto oxadiazole (Cn-OXT) and 2,5 - dimercapto ylthiophene oxadiazole derivatives (SX2T), ITS excellent electronic transmission performance dual core ring, oxadiazole and thiadiazole functional groups, small organic molecule, a metal platinum complexes electrostrictive phosphorescent material,, i.e. CnFPt CnPtpiq and FPt2 (FIrpic-C8-SX2T) 2, wherein FPt [(4,6 - fluorophenyl pyridyl)-C2, N] platinum (II), Ptpiq [(1 - phenyl-iso-quinoline)-C2 ', N] co-platinum (II), FIrpic-C8-SX2T bis (4 (6 - difluorophenyl) pyridine-C2, N) (2 - pyridine carboxylic acid-O, N) iridium chromophore through octane group with 2,5 - dimercapto-thiazolyl oxadiazol single mercapto linked anionic auxiliary ligand body, and n = 0, 6, 8, 12, 16 as the number of carbon atoms in the alkoxy chain on the benzene ring. And characterized by NMR and other means of their molecular structure. 2. 5 - aryl-2 - mercapto oxadiazole and 2,5 - dimercapto thiadiazole the oxadiazole derivatives auxiliary ligand and its dual-core ring metal platinum complexes UV absorption and photoluminescence properties, explore such The ancillary ligands Cyclometalated Platinum with the dual-core material UV and fluorescence spectra. The study results show that, this type of dual-core cyclometalated platinum complexes with metal - metal - ligand charge transfer (MMLCT) absorption peaks and strong red or near-infrared photoluminescence in the UV absorption. Dual-core ring metal platinum the complex CnFPt and CnPtpiq dichloromethane solution maximum emission wavelength of 621nm and 720nm. By cyclic voltammetry to study the impact of the novel anionic ancillary ligands Cn-OXT and FIrPic-C8-SX2T electrochemical performance of dual-core cyclometalated iridium complexes, with the ring metal iridium, platinum complexes electric Phosphorescent seeking material energy levels match the polymer host material to provide a reference. By differential thermal analysis, thermal gravimetric analysis, dual-core ring metal iridium, platinum complexes phosphorescent material thermal stability. The results show that these complexes have good thermal stability. 5. Complexes C8FPt C8Ptpiq and FPt2 (FIrpic-C8-SX2T) 2 as an object emitting material, polyvinylcarbazole (PVK), and 2 - tert-butyl-phenyl-5 - biphenylyl -1,3,4 - oxadiazole (PBD) as the main material produced PLEDs, and electroluminescent properties of the device as the main material, or a polyfluorene (PFO) and PBD. The study results show that (1) as the main material of the PFO-PBD PLEDs luminescent properties better than the the PLEDs luminous performance as the main materials PVK-PBD. (2) when the C8FPt doping concentration of 8%, based on PFO-PBD as the main material of the PLEDs, its performance followed / starting voltage is 6.75 V, the maximum external quantum efficiency of 8.5% when the emission luminance for the 241 cd/m2, 17.0 V, the maximum luminous intensity reached 3229 cd/m2, CIE coordinates of (0.59, 0.40). This result is reported in the literature the best performance binuclear platinum complexes electrostrictive red device. (3) when the C8Ptpiq doping concentration of 8%, based on PFO-PBD as the main material of the PLEDs, its performance is sequentially / starting voltage is 9.75 V, the maximum external quantum efficiency of 6.4% when the emission luminance 275 cd/m2, 22.25 V, its maximum luminous intensity reached 3229 cd/m2, CIE coordinates of (0.68, 0.31). This result is reported in the literature the best performance of the near-infrared phosphorescent material polymer electroluminescent phosphorescent devices. (4) FPt2 (FIrPic-C8-SX2T) 2 in the PVK-PBD as the host material PLEDs, when the doping concentration of less than 2%, of the complexes in the PLEDs achieve a different voltage excited white luminescence, its The color coordinates are in the white area. Papers on heterogeneous metal complexes carry out research in the fields of red and near-infrared, white has a positive role in promoting.

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