Dendrimeric oligo(phenylenevinylene)-extended dithieno[3,2-b:2',3'-d]phospholes-synthesis, self-organization, and optical properties.
Dendrimeric oligo(phenylenevinylene)-extended dithieno[3,2-b:2',3'-d]phospholes-synthesis, self-organization, and optical properties.
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DOI：
10.1002/chem.200802482
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发表时间：
2009-04
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影响因子：
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通讯作者：
C. Romero‐Nieto;S. Merino;J. Rodríguez‐López;T. Baumgartner
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作者：
C. Romero‐Nieto;S. Merino;J. Rodríguez‐López;T. Baumgartner
来自分支的推动：将二噻吩并[3,2-b:2',3'-d]磷杂环磷系统作为寡聚（亚苯基亚乙烯基）树枝状聚合物的核心（此处显示了一个示例）的加入，提供了具有能量转移特性的材料，将来自树枝状分子的入射光子传递到核心，这反过来又显示出增强的发射强度。树枝状聚合物的光学性质和自组装特征可能会受到所用末端基团（-H、-CF(3) 或 -NPh(2)）的影响。 为了将该系统建立为 pi 共轭树枝状聚合物中的荧光核心，通过 Wittig-Horner 方案制备了一系列低聚（亚苯基亚乙烯基） (OPV) 延伸的二噻吩并[3,2-b:2',3'-d]磷光体，其中二噻吩并磷二醛和适当官能化的膦酸酯。 “零代”模型化合物提供了 OPV 功能化二噻吩磷化合物的一般可及性，并显示出覆盖从绿色到红色光谱的不同发射颜色。将合成策略扩展到相应的第一代树枝状聚合物，提供了在苯基封端的树枝状聚合物的情况下显示出有趣的自组织特征的材料，形成大的一维微纤维，以及从树枝到二噻吩磷素核心的理想能量转移过程，从而导致后者的发射强度增强。本研究表明，OPV 分支的末端基团对 OPV 树枝状聚合物整体的光学特性具有重大影响。
A boost from the branches: Incorporation of the dithieno[3,2-b:2',3'-d]phosphole system as a core in oligo(phenylenevinylene) dendrimers (an example is shown here) provides materials that exhibit energy-transfer features relaying incoming photons from the dendrons towards the core, which in turn shows enhanced emission intensity. The optical properties and self-assembly features of the dendrimers can be impacted by the terminal groups (-H, -CF(3), or -NPh(2)) employed.To establish this system as a fluorescent core in pi-conjugated dendrimers, a series of oligo(phenylenevinylene) (OPV)-extended dithieno[3,2-b:2',3'-d]phospholes has been prepared by means of a Wittig-Horner protocol with a dithienophosphole dialdehyde and appropriately functionalized phosphonates. The "zero-generation" model compounds have provided the general accessibility of OPV-functionalized dithienophospholes, and show varying emission colors covering the optical spectrum from green to red. Expansion of the synthetic strategy towards the corresponding first-generation dendrimers has provided materials that show intriguing self-organization features in case of the phenyl-terminated dendrimer, forming large one-dimensional microfibres, as well as desirable energy-transfer processes from the dendrons to the dithienophoshole core resulting in an enhanced emission intensity for the latter. The present study has revealed that the terminal end-groups of the OPV branches have significant impact on the optical features of the OPV dendrimers as a whole.