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唑類及芘衍生物之合成及應用於有機電激發光元件之研究
Dissertation

唑類及芘衍生物之合成及應用於有機電激發光元件之研究

吳政安
Doctor of Philosophy (PHD), 國立清華大學, 化學系
2012

Abstract

有機發光二極體 藍色磷光 藍色螢光 黃色磷光 綠色磷光 電子傳輸材料 OLED Blue phosphorescent Blue fluorescent Yellow phosphorescent Green phosphorescent Electron transporting material
There are three chapters in this thesis, the chief of chapter 2 focus on electron transporting materials. These molecules were composed of 1, 3, 4-oxadiazole moieties as the electron transporting parts bridging by the m-terphenyl functional groups. We used m-terphenyl group to interrupt the conjugation of the aromatics and maintain a high singlet and triplet energy gap. These six materials have been synthesized and used as ETLs (electron transporting layers) in devices. In the FIrpic (bis(4,6-difluorophenyl-pyridine)(picolinate)iridium(III))-based device using tOXD-mTP (bis(2-tert-butyl-1,3,4-oxadiazole-5-diyl)3,3’-m-terphenyl) as the ETM the highest device performance was achieved, moreover the tpOXD -mTP (bis(2-(4-tert-butylphenyl)-1,3,4-oxadiazole-5-diyl) 3,3’-m-terphenyl) have better thermal properties than others m-terphenyl compounds. Therefore, we selected these two molecules as the ETMs (electron transporting materials) and then used BCPO (bis-(4-(N-carbazolyl)phenyl)phenyl-phosphine oxide) as the host material to fabricate the devices. The best one of FIrpic-based devices reached an EQE of 23%, current efficiency of 43 cd A-1 and CIE of (0.13, 0.29). To use these ETMs for deeper blue phosphorescence device, FIr6 (bis(4’,6’-difluorophenylpyridin -ato)-iridium ( III ) tetra(1-pyrazolyl)borate) based devices showed the external quantum efficiency of 25%, current efficiency of 42 cd A-1,and CIE of (0.14, 0.23). Based on the concept of chapter 2, the azole derivatives have good thermal stability and morphology. The chief of chapter 3 we used the triazole functional group as electron transporting moiety and carbazole group as the hole transporting moiety to construct the host materials. For the devices, using the PO-01 (iridium IV (III) bis(4-phenylthieno[3,2-c]pyridinato-N,C2’)acetylacetonate) and Ir(ppy)3 (fac-tris( 2-phenylpyridinato-N,C2’)iridium) as the dopant. The yellow color device exhibited the external quantum efficiency of 20.4%, current efficiency of 78.3 cd A-1, and power efficiency of 70.3 lm W-1. The green color device exhibited the external quantum efficiency of 24.5%, current efficiency of 93.3 cd A-1, and power efficiency of 73.3 lm W-1 at CIE (0.27, 0.65). The operational lifetime of green color device was tested under the luminance of 500 cd m-2. The T50 (50% of initial luminance) was about 1014 hours. The gist of chapter 4 was about developing the host materials applying to blue fluorescence devices through solution processes. The devices using DOPPP (1-(2,5-dimethoxy-4-(1-pyrenyl)phenyl)-pyrene) as the host showed an excellent performance in our previous report. However, the poor solubility of DOPPP made it unable to form organic films by spin-coating method. Here we added alkyl chains to the benzene group of DOPPP to improve its solubility. In the test of light blue devices, device 3I can achieve a high power efficiency of 6 lm W-1. In the case of deep blue device using BCzVBi (4,4’-bis(9-ethyl-3-carbazovinylene)-1,1-biphen -yl) as the dopant, an external quantum efficiency of 3.9%, current efficiency of 4.3 cd A-1, and power efficiency of 2.2 lm W-1 with CIE of (0.14, 0.12) were achieved.

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