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基于柱芳烃的主客体识别及萘酚吡喃光致变色构建多重响应荧光开关

发布时间:2018-08-13 09:43
【摘要】:柱芳烃是一类新型的超分子主体大环。由于其具有稳定的偏柔性结构,端基易修饰,主客体识别选择性质好,应用范围广等特点受到广泛的关注,且发展迅猛。柱芳烃对于不同的阴阳离子,小分子,大分子具有明显的选择差异,因此常用来通过主客体识别竞争来控制荧光的增强和减弱。作为一种性能优异的光致变色材料,萘酚吡喃具有良好的的抗疲劳性,快速的光响应性和较大的色域范围。而荧光基团向开环体萘酚吡喃进行的能量转移,是导致荧光淬灭的原因,因此常应用于光致变色荧光开关的研究中。本论文的主要目的是探究一种涵盖超分子主客体识别竞争作用和萘酚吡喃光致变色作用的聚合物超分子体系。通过主客体识别作用和光致变色作用实现对荧光的多重控制,构建多重响应的荧光开关。其中主要研究内容包括:1.合成了侧链含有柱[5]芳烃和萘酚吡喃基团的超分子聚合物主体,以及含有分子芘荧光基团的客体。2.通过核磁氢谱、碳谱,质谱,红外光谱及凝胶渗透色谱(GPC)对主客体的结构进行了表征。3.利用核磁氢谱对柱[5]芳烃和荧光客体的主客体识别性质进行了探究。在有机相中,柱[5]芳烃可以与荧光客体发生主客体识别。4.通过紫外吸收光谱和荧光光谱研究了超分子体系在溶液和膜中荧光开关性质。在一定波长的紫外光照射下,紫外光谱和荧光光谱的变化以及溶液的颜色变化说明可以通过光致变色基团的开关环实现对荧光的开与关的控制。而随着竞争客体分子的加入,超分子体系荧光的淬灭表明了主客体识别竞争可以实现对于荧光的控制。
[Abstract]:Column aromatics are a new type of supramolecular macroring. Due to its stable flexible structure, easy modification of the end group, good choice of the subject and object, and wide range of application, it has received extensive attention and developed rapidly. Column aromatics have different choices for different anions, small molecules and macromolecules, so they are often used to control the enhancement and weakening of fluorescence through host and guest recognition competition. As an excellent photochromic material, naphthol pyran has good fatigue resistance, fast photoresponse and a wide range of color gamut. The energy transfer from fluorescence group to naphthol pyran is the cause of fluorescence quenching, so it is often used in the study of photochromic fluorescence switch. The main purpose of this thesis is to explore a polymer supramolecular system which includes supramolecular host and guest recognition competition and naphthol pyran photochromism. The multiplex control of fluorescence is realized by the action of host and guest recognition and photochromism, and the multi-response fluorescence switch is constructed. The main research contents include: 1. The supramolecular polymers with column [5] aromatics and naphthol pyranyl groups in the side chain and the guest of pyrene fluorescence group in the side chain were synthesized. The structure of host and guest was characterized by nuclear magnetic hydrogen spectrum, carbon spectrum, mass spectrometry, infrared spectrum and gel permeation chromatography (GPC). The host and guest recognition properties of [5] aromatics and fluorescent guest were investigated by nuclear magnetic hydrogen spectroscopy. In organic phase, column [5] aromatics can be recognized by host and guest with fluorescent guest. The fluorescence switch properties of supramolecular system in solution and film were studied by UV absorption and fluorescence spectra. The changes of UV and fluorescence spectra and the color of the solution under certain wavelength of UV irradiation indicate that the control of fluorescence can be realized by the switch ring of photochromic group. With the addition of competitive guest molecules, the fluorescence quenching of supramolecular system shows that the host and guest recognition competition can control the fluorescence.
【学位授予单位】:东北师范大学
【学位级别】:硕士
【学位授予年份】:2017
【分类号】:O641.3

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