结构因素对PDI分子衍生物自组装的影响
发布时间：2019-01-21 20:37
【摘要】：作为芳香烃化合物的傒酰亚胺(PDIs),是一种n型半导体材料,具有大π键共轭体系,是一种具有荧光性能的染料。通过分子的自组装成不同的形貌,因其特殊的结构性能,可应用于太阳能电池,或者将光能转化成分子机械能,或者制作成为生物荧光探针,或者因为其光电性能制备电子器件,或者因为其特殊的荧光特性对于有害气体如胺类的特殊荧光淬灭现象进行环境检测。有机分子π共轭的纳米线圈由于其广泛的实际应用前景受到了广泛的关注。在此工作报告中,我们报道了由不对称傒酰亚胺(PDI)分子衍生物自组装的具有较高荧光量子产量的单分子和双分子层的有机纳米线圈。通过对21种不同结构的PDI分子衍生物的自组装的研究,我们发现一些关键的结构参数对于形成特定形态的纳米线圈有着决定性的影响。当苯基和PDI分子的氮原子直接连接时,未能发现PDI分子衍生物能自组装形成具有螺旋结构的纳米线圈。而当亚甲基作为苯甲氧基和PDI分子的连接作用基团时,甲氧基在苯基间位取代的PDI分子衍生物能自组装形成具有螺旋结构的纳米线圈,当只有一个甲氧基在苯基间位的情况下,能形成单分子层的纳米线圈,而在苯基3,5位有2个甲氧基存在的情况下PDI分子衍生物则能自组装形成双分子层的纳米线圈。类似的情况,当乙烯基作为苯甲氧基和PDI分子的连接作用基团时,单一的甲氧基在苯基邻位取代时能形成具有螺旋结构的单分子层纳米线圈,而当2个甲氧基在苯基邻位和间位取代时PDI分子衍生物则形成了双分子层的纳米线圈。通过光学表征我们也能清晰的看出π-π堆积形成的J-聚合体而产生的紫外吸收和荧光发射的红移现象。上述的所有的纳米线圈都具有大于25%的荧光量子产率。这一类新的纳米线圈结构可能在光电子、荧光传感器、生物影像等领域有着应用前景。
[Abstract]:(PDIs), an aromatic compound, is an n-type semiconductor material with a large 蟺 bond conjugated system. It is a kind of dye with fluorescence properties. Because of its special structure and properties, it can be used in solar cells, convert light energy into molecular mechanical energy, or be made into bioluminescence probes. Either electronic devices are fabricated because of their optoelectronic properties, or because of their special fluorescence characteristics, the special fluorescence quenching phenomena of harmful gases such as amines are detected in the environment. Organic 蟺-conjugated nanocoils have attracted wide attention due to their wide application prospects. In this report, we report the self-assembled organic nanocoils with high fluorescence quantum yield of single and bimolecular layers from asymmetric (PDI) molecular derivatives. By studying the self-assembly of 21 PDI molecular derivatives with different structures, we find that some key structural parameters have a decisive effect on the formation of nano-coils of specific morphology. When phenyl and nitrogen atoms of PDI molecule are connected directly, it is not found that the derivatives of PDI molecule can self-assemble to form nano-coils with helical structure. However, when methylene acts as a binding group between benzomethoxy and PDI molecules, the derivatives of PDI molecules, which are substituted in phenyl position, can self-assemble into nanospheres with helical structure, when there is only one methoxy group at the phenyl interposition. Nanocoils with monolayer can be formed, while PDI molecular derivatives can self-assemble into bilayer nanocoils in the presence of 2 methoxyl groups at phenyl 3. Similarly, when vinyl acts as a connecting group of benzomethoxy and PDI molecules, a single methoxy group can form a monolayer nanocoil with a helical structure when the phenyl is substituted at the ortho position. However, when two methoxy groups are substituted at the ortho and m position of phenyl, the PDI molecular derivatives form a bimolecular layer of nanometallic coils. Through optical characterization, we can also clearly see the red shift phenomenon of ultraviolet absorption and fluorescence emission caused by the formation of J-polymer formed by 蟺-蟺. All of these nanocoils have a fluorescence quantum yield of more than 25%. This new type of nanocoils may be widely used in photoelectron, fluorescence sensor, biological imaging and so on.
【学位授予单位】：青岛大学
【学位级别】：硕士
【学位授予年份】：2015
【分类号】：O641.3;TB383.1
本文编号：2413016
[Abstract]:(PDIs), an aromatic compound, is an n-type semiconductor material with a large 蟺 bond conjugated system. It is a kind of dye with fluorescence properties. Because of its special structure and properties, it can be used in solar cells, convert light energy into molecular mechanical energy, or be made into bioluminescence probes. Either electronic devices are fabricated because of their optoelectronic properties, or because of their special fluorescence characteristics, the special fluorescence quenching phenomena of harmful gases such as amines are detected in the environment. Organic 蟺-conjugated nanocoils have attracted wide attention due to their wide application prospects. In this report, we report the self-assembled organic nanocoils with high fluorescence quantum yield of single and bimolecular layers from asymmetric (PDI) molecular derivatives. By studying the self-assembly of 21 PDI molecular derivatives with different structures, we find that some key structural parameters have a decisive effect on the formation of nano-coils of specific morphology. When phenyl and nitrogen atoms of PDI molecule are connected directly, it is not found that the derivatives of PDI molecule can self-assemble to form nano-coils with helical structure. However, when methylene acts as a binding group between benzomethoxy and PDI molecules, the derivatives of PDI molecules, which are substituted in phenyl position, can self-assemble into nanospheres with helical structure, when there is only one methoxy group at the phenyl interposition. Nanocoils with monolayer can be formed, while PDI molecular derivatives can self-assemble into bilayer nanocoils in the presence of 2 methoxyl groups at phenyl 3. Similarly, when vinyl acts as a connecting group of benzomethoxy and PDI molecules, a single methoxy group can form a monolayer nanocoil with a helical structure when the phenyl is substituted at the ortho position. However, when two methoxy groups are substituted at the ortho and m position of phenyl, the PDI molecular derivatives form a bimolecular layer of nanometallic coils. Through optical characterization, we can also clearly see the red shift phenomenon of ultraviolet absorption and fluorescence emission caused by the formation of J-polymer formed by 蟺-蟺. All of these nanocoils have a fluorescence quantum yield of more than 25%. This new type of nanocoils may be widely used in photoelectron, fluorescence sensor, biological imaging and so on.
【学位授予单位】：青岛大学
【学位级别】：硕士
【学位授予年份】：2015
【分类号】：O641.3;TB383.1
【参考文献】
中国期刊全文数据库 前1条
1 张秀凤;陈蕾;杨千帆;孙晓然;陈宏博;杨光;唐亚林;;黄腐酸对菁染料超分子组装及手性调控研究[J];光谱学与光谱分析;2014年11期
，本文编号：2413016
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