萘取代二苯基乙烯的有机功能高分子的合成及应用

菜单

摘要本文介绍了基于萘取代二苯基乙烯的有机功能高分子的合成与应用。（E）-1,2-二（4-溴苯基）-1,2-二萘基乙烯是具有聚集诱导发光（AIE）性质的化合物，通过自聚合以及与芴、咔唑和苯并噻二唑的共聚合来合成有机功能高分子。通过McMury反应来制取（E）-1,2-二（4-溴苯基）-1,2-二萘基乙烯，通过自聚合和Suzuki交叉偶联反应来制取聚合物，并通过核磁（NMR）来判别确认单体和聚合物，通过凝胶渗透色谱（GPC）来确定聚合物的分子量及分子量分布。在合成制备的基础上，通过热重分析（TGA）进一步探究了合成聚合物的热稳定性，通过紫外光谱（UV）和荧光光谱（MFS）判别了其荧光发光性质、确定了其荧光量子产率及其他光物理性质。以三硝基苯酚（PA）为例，通过测定不同含量PA的THF/H2O混合溶液（水含量fw=90v%）的荧光性质，在理论上探索了此类聚合物在爆炸物检测方面的应用。47650

Abstract

In this paper, we introduced the synthesis and applications of organic functional polymers that based on the naphthalene replace diphenyl ethylene. (E)-1,2-bis(4-bromophenyl)-1,2-di(naphthalen-2-yl)ethane is the compound with aggregation-induced emission (AIE) properties , and based on it , synthesized organic functional polymers through the aggregation by itself and with fluorene, carbazole and 2,1,3-benzothiadiazole. By the McMury reaction, it synthesized (E)-1,2-bis(4-bromophenyl)-1,2-di(naphthalen-2-yl)ethane. What is more, it synthesized polymers through the aggregation itself and the Suzuki cross-coupling reaction. And it was through nuclear magnetic (NMR) to confirm the monomer and polymers and by gel permeation chromatography (GPC) to determine the molecular weight and molecular weight distribution of the polymer. Besides, on the basis of synthesizing, it was by thermo gravimetric analysis (TGA) to further explore the thermal stability, and by ultraviolet (UV) spectrum and fluorescence spectrum (MFS) to identify the fluorescent light properties, to determine the fluorescence quantum yield and other physical properties of light of synthetic polymer. With picric acid (PA) as an example, tested the fluorescence properties of different content with PA in THF/H2O mixed solution (water content of fw = 90 v %), and in theory, explored applications of this kind polymer in explosives detection.

毕业论文关键词：聚集诱导发光；萘取代二苯基乙烯；有机功能高分子；爆炸物检测

Keyword: Aggregation-induced Emission；Naphthalene Replace Biphenyl Ethylene；Organic Functional Polymer；Detection of Explosive

1.引言 1

2.原料试剂与测试仪器 2

2.1原料及试剂.....2

2.2 测试仪器.3

3.合成路线与方法 4

3.1单体合成路线..4

3.2聚合物合成路线..4

4.分析、讨论和应用 ...6

4.1 热稳定性能.....6

4.2 光物理性能.....7

4.3 爆炸物检测应用...10

5.结论 13

参考文献 .....14

致谢..15

1.引言

传统的荧光生色团在稀溶液中有很高的荧光量子产率，但多为具有大π共轭体系刚性平面分子，在聚集状态下荧光减弱甚至不发光，即聚集导致了荧光猝灭（aggregation caused quenching, ACQ）[1-2]。这种现象的主要原因是分子间的相互作用，导致了非辐射能量转换，或形成了不利于荧光发射的物种。实际应用中，荧光材料往往会被制成固体或薄膜形式，荧光分子之间发生聚集是不可避免的。人们尝试用很多物理和化学方法阻止荧光分子的聚集，以获得固态发光效率高的材料[3~6]，取得了积极的效果，但是复杂的合成路线使这类材料的发展受到了很大的限制。