- 學位論文
有機發光二極體新穎9,10-二苯蒽藍色螢光體之合成與應用
Synthesis and Application of New 9,10-Diphenylanthracene-base Bule Fluorophores for Organic Light-Emitting Diodes
摘要
我們成功合成和發現一系列9,10-diphenylanthracene (DPA)的藍色螢光，成功在C-2上修飾具有防止堆疊和結晶官能基，例如在C-2上修飾methylene官能基(TMPDPA)或修飾triphenylsilane官能基(TPSDPA)，而在DPA的C-2上修飾接推電子和拉電子基也使波長紅位移，例如在C-2位置修飾上推電子基1-naphthylphenyl amine (NPDPA)和修飾上拉電子基dimesitylene borane and diphenylphosphine oxide (BFDPA和PODPA)，而此紅位移現象解釋為PET現象(NPDPA)和ICT現象(BFDPA)，而在C-9和C-10修飾使結構在元件上具有平衡電荷傳輸功能的官能基，例如:在C-9和C-10苯環修飾上推電子基N-carbazole或修飾上拉電子基2-phenyl-1,3,4-oxadiazde (OXDDPA)，CBZDPA和OXDDPA在元件上都具有良好平衡電荷傳輸能力，合成後以NMR、MS進行結構鑑定，在性質測量方面，利用UV吸收光譜和PL放光譜量測其波長位置，利用循環伏安法和光電子光譜儀來定義能階是否和元件上的材料能階匹配，藉由理論計算更可以證實其PET現象和ICT現象發生，在元件方面以藍光單層結構為主軸，主要可以測試材料在發光層是否有平衡電荷傳輸，而元件結果以CBZDPA外部量子效率(4.5%)比其他化合物來的高。
並列摘要
We have successfully synthesized and characterized a series of 9,10-diphenylanthracene (DPA)-based blue fluorophones, where the C-2 position was attached with bulky to methylene (TMPDPA) or triphenylsilane (TPSDPA), prevent the molecular fluorophous from stacking and crystallization. The C-2 position of DPA was also substituted with electron donor 1-naphthylphenyl amine (NPDPA) or electron accepter dimesitylene borane and diphenylphosphine oxide (BFDPA和PODPA), the emission spectra of NPDPA and BFDPA went to red shift due to the photo-induced electron transfer (PET) and intra molecular charge transfer (ICT),resectively.The molecular structure of CBZDPA and OXDDPA have the phenyl substituted on C-9 and C-10 of DPA modified to have change transporting functional group, N-carbazole (CBZDPA) and 2-phenyl-1,3,4-oxadiazde (OXDDPA) repectively. These two compounds displayed the best charge balance in organic light-emitting diode (OLED) devices.All DPA-derived compounds were fully characterized by NMR and MS. Photophysical properties were obtained from visible absorption spectroscopy and fluorescence spectrocopy.Electrochemical cyclic voltammetry and low energy photoelectron spectrometer were used to determine the HOMO energy levels of the DPA derivatives. The PET phenomenon and ICT of the compounds were confirmed by theoretical calculations. In addition, OLED devices were fabricated in non-dopant configurations. Blue fluorophous having charge transporting functional group CBZDPA and OXDDPA exhibited the highest external quantum efficiency (4.5%) among the others.