Construction and Characterization of Nano-structure based on acethylene macrocycles consisting of the fluorene units.

基于由芴单元组成的乙炔大环纳米结构的构建和表征。

基本信息

批准号：
14550827
负责人：
TSUGE Akihiko
金额：
$ 1.98万
依托单位：
Kyushu Institute of Technology
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (C)
财政年份：
2002
资助国家：
日本
起止时间：
2002 至 2003
项目状态：
已结题

来源：
https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-14550827/
关键词：
Fluorene Macrocyclic compound Host molecule Nano-Structure

项目摘要

Supramolecular chemistry which could produce novel functions by, combining small molecules using non-covalent bondings has always attracted a major interest. Macrocyclic compounds consisting of the acethylene units has the inner : cavity. Assembling these macrocyclic compounds, supramolecular structures such as a tube-like structure could be formed, which can be applied for host-guest chemistry and so forth. In this research we proposed the preparation of acethylene-type macrocyclic compounds based on the fluorene units instead of the benzene units and the examination of their aggregation behavior in order to explore the applications. We found out that some functional groups can be introduced into the 1-and 8-positions of the fluorene unit for the first time. Using 3,6-di-tert-butyl fluorene, chloromethylation was carried out under various conditions to give the 1,8-bis(chloromethyl)fluorene from which : the acethylene-type flourene was obtained in several steps. We have investigated various methods to prepare the desired acethylene-type macrocyclic compounds from the fluorene derivatives. As the result we could synthesize the acethylene-type macrocyclic compounds based on the fluorene units as the mixture which contains some analogous compound. We also introduce a long alkyl chain into the outer positions of the fluorene unit. Aggregation behavior of these macrocyclic compounds was investigated in terms of π-π. interaction, hydrogen-bondings and electrostatic interaction. The macrocyclic compounds having a long alkyl chain shows some phases in the solid state. Detail examination is now under way to clarify the liquid crystal properties of these compounds.

通过使用非共价键结合小分子来产生新功能的超分子化学一直引起人们的广泛兴趣，由乙炔单元组成的大环化合物具有内部空腔，这些大环化合物具有诸如管状的超分子结构。可以形成可应用于主客体化学等的结构。在本研究中，我们提出了基于芴单元代替苯单元制备乙炔型大环化合物。并对其聚集行为进行了研究，以探索其应用，我们首次发现使用3,6-二叔-可以将一些官能团引入到芴单元的1-和8-位上。丁基芴，在各种条件下进行氯甲基化，得到 1,8-双（氯甲基）芴，通过几个步骤获得乙乙烯型芴。我们研究了各种方法来制备所需的化合物。因此，我们可以合成基于芴单元的乙炔型大环化合物，作为包含一些类似化合物的混合物，我们还在芴的外部位置引入了长烷基链。从π-π相互作用、氢键和静电相互作用的角度研究了这些大环化合物的聚集行为，具有长烷基链的大环化合物在固体中表现出一些相。目前正在进行详细检查以阐明这些化合物的液晶特性。