Design,Synthesis And Self-Assembly Of Pyrene-Dipeptide Derivatives

The molecules of condensed aromatic hydrocarbon derivatives can interact with each other to drive molecular self-assembly,such as perylene imide,terrylene diimide and other molecules,these molecules provide the research basis for studying supramolecular self-assembly.Various functional groups are used to modify such molecules,for example,alkyl chains or oligopeptides are introduced,which is of great significance to the study of self-assembly of molecules.In this paper,the self-assembly behavior of a long alkyl chain modified terrylene diimide derivative(DUO-TDI)at different solvent polarities and at the solid-liquid interface was studied.In addition,in order to study the effect of molecular chirality on the self-assembly structure and properties,we designed and synthesized four pyrene biphenylalanine dipeptide molecules(Py-FF)with different chirality,and studied the nano-structure and properties of their self-assembly gels.The main contents are as follows:1.In the first part,the self-assembly behavior of a long alkyl chain modified terrylene diimide derivative(DUO-TDI)molecule under different solvent polarity conditions and at the solid-liquid interface was studied.Experiments prove that different solvent polarities lead to changes in ?-? accumulation and alkyl chain accumulation in different nanostructures.In addition,a stable monolayer structure composed of layered structures was observed in the self-assembly of the liquid-solid interface of DUO-TDI molecules.It is shown that the synergistic effect of ?-? accumulation between large aromatic stone and van der waals interaction between alkyl chains drives the self-assembly of molecules during the assembly of DUO-TDI on the solution and interface.2.In the second part,four pyrene-biphenylalanine dipeptide molecules(Py-FF)with different chirality were designed and synthesized.The structure of Py-FF was proved by nuclear magnetic resonance and mass spectrometry,and the performance of Py-FF in single molecule state was studied by electron microscope and spectral measurement.Experiments show that the introduction of chirality in molecular structure provides the possibility for self-assembly regulation and application.3.The third part systematically studies the self-assembly gel behavior of Py-FF molecules with different chirality in toluene,and explores the effect of chirality on the self-assembly of Py-FF molecules.Experiments show that the morphology of Py-FF gel formed by different chirality molecules in toluene solution is obviously different,and chirality affects the self-assembly of Py-FF molecules.