给电子和吸电子基对噻咯性能的影响

摘要唐本忠院士课题组于2001 年发现噻咯（Silole）具有奇异的发光性能，即聚集诱导发光（aggregation-induced emission，AIE）效应，这一发现有可能解决传统的聚集导致的荧光猝灭（aggregation-caused quenching，ACQ）这一难题[1]。这种现象具体表现为，在溶液中几乎不发光的分子，可以在聚集态或固态下发射强烈的荧光，表现出与传统荧光淬灭完全相反的性状。当前，噻咯及其衍生物，四苯基乙烯（TPE）等化合物等已被广泛研究，并已应用于化学传感器、有机发光二极管、荧光探针等众多领域。51475

噻咯及其衍生物是一类性能优良的光电材料，具有独特的结构。本论文合成出一系列含吸电和给电基团噻咯小分子，目的将其应用于OLED器件，同时通过改变吸电和给电基团的位置，研究其性能的改变。通过向噻咯2.5位苯环上引入不同的官能团，合成了一系列新型噻咯类小分子化合物，对这些化合物的紫外-可见吸收和荧光发射光谱进行了表征，研究不同取代基对化合物AIE性能的影响。

毕业论文关键词：聚集诱导发光；噻咯；光电性能

Abstract Tang’s group found a new special emission phenomenon for silole and called it aggregation-induced emission (AIE) in 2001. It may solve a problem that luminogens are non-fluorescent in state of aggregation, which is called aggregation-caused quenching ( ACQ). For the phenomenon, luminogens, which are non-fluorescent in solution, can emit strongly when they are aggregated or in solid state, which is opposite to luminogens with ACQ phenomenon. So far, a lot of chemical compounds have been researched, and applied in chemosensors, organic light-emitting diodes (OLEDs), fluorescent bioprobes, such as silole and its derivatives, tetraphenylethenes.

Silole and its derivatives show good luminescent property, and its structure is unique. The research based on synthesis of a series of siloles subsituted by electron-donating or electron-withdrawing group, and applied to OLED. At the same time, changing the position of the electron-donating or electron-withdrawing group to study the effect on their performance . We synthesized a series of new siloles, which are 2,5-phenyl substituted. Of these compounds are uv-vis absorption and fluorescence emission spectrum have been characterized. And to find the different AIE influence of these compound.

Key words: aggregation-induced emission (AIE)；silole；photoelectronic properties

摘要 1

ABSTRACT 1

1 引言 3

1.1 AIE机理 3

1.2 具有AIE特性的噻咯衍生物荧光生化传感器 3

1.2.1 利用AIE特性检测蛋白质 4

1.2.2 利用AIE特性检测DNA 4

1.2.3 利用AIE特性检测磷脂和ATP 4

1.3 本论文的立题思想 4

2 新型噻咯分子的合成与表征 6

2.1 原料与试剂 7

2.2 测试仪器 7

2.3 2,5-位电子给体和电子受体取代噻咯的合成与表征 7

2.3.1 2,5-BIS(P-METOXYPHENYL)-1,1-DIMETHYL-3,4-DIPHENYLPHENYLSILOLE化合物3的合成 8

2.3.2 2,5-BIS(M-METOXYPHENYL)-1,1-DIMETHYL-3,4-DIPHENYLPHENYLSILOLE化合物4的合成 9

2.3.3 2,5-BIS(O-METOXYPHENYL)-1,1-DIMETHYL-3,4-DIPHENYLPHENYLSILOLE化合物5的合成给电子和吸电子基对噻咯性能的影响:http://www.youerw.com/huaxue/lunwen_55106.html