Study on the Synthesis and Photoluminescence of 3,5,6,8- Tetraaryl-1,10-Phenanthrolines

[[abstract]]近年來，科技界對有機發光材料的研究具有相當大的興趣，特別是聚集誘導放光 (aggregation-induced emission, AIE) 的發光材料更是近年來研究的焦點。因此具有AIE性質的發光材料結構相當具有研究的價值。在本篇論文中，我們會介紹如何成功合成出一系列含3,5,6,8四芳香基之鄰二氮菲化合物。這一系列化合物包含不同的取代基，我們藉由量測吸收光譜、放射光譜及量子產率分析來進行螢光性質的研究。對於在鄰二氮菲接上弱推電子官能基團像是Biphenyl和1-phenylnaphthalene…等以及拉電子官能基團像是benzonitrile而構成目標產物的分子結構，我們接著使用不同比例的二氯甲烷/乙醇混合溶液進行測試，我們發現隨著乙醇比例的增加，螢光強度增強，表示具有聚集誘導發光的性質。然而當鍵結上強推電子官能基methoxybenzene，隨著乙醇比例的增加，則發生螢光淬滅的現象。[[abstract]]Organic light-emitting materials have attracted considerable interest for recent years. In particular, aggregation induced emission (AIE) materials have been focus of many recent studies, especially the effect of structural changes in organic light-emitting materials. In this study, we introduce the AIE mechanism in detail. And we designed and successfully synthesized a series of 3,5,6,8-tetraaryl-1,10-phenanthrolines, which contain different substituents. We investigated the fluorescence properties by measuring the absorption spectrum , emission spectrum and quantum yield. For 1,10-phenanthrolines bonded to weak electron-donating units, like biphenyl, 1-phenylnaphthalene, and bounded to electron-accepting units, like benzonitrile functional group, we used various ratios of dichloromethane-ethanol mixture solutions to carry out testing. We found that fluorescent intensity was enhanced when ethanol fractional was increased. It indicated that the aggregation induced emission character occurred. However when the parent molecule bonded to a strong electron-donating group like methoxybenzene, the ethanol fractional increased along with fluorescent intensity decrease and displayed the aggregation to cause quenching (ACQ) phenomenon.[[note]]碩