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Supramolecular Vesicles Based on Cyclodextrin and Functional Response

Author: SunLiZhen
Tutor: HaoAiYou
School: Shandong University
Course: Organic Chemistry
Keywords: Supramolecular Vesicle beta - cyclodextrin Inclusion
CLC: O636.1
Type: Master's thesis
Year: 2010
Downloads: 185
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Abstract


Supramolecular self-assembly can be formed of various forms of organized Molecular Assemblies vesicles is one of them. The vesicles are closed bilayer membranes by amphiphilic molecules. Vesicles solubilization of hydrophilic and lipophilic substances, so in the the biofilm simulation, drug encapsulation and targeted release nanoparticles synthesis as well as micro-reactor has an important application value. Cyclodextrin is a general term for a series of cyclic oligosaccharides, it is 6,7,8 or more of D-glucopyranosyl units, through the alpha-1, 4 glycosidic linkage from the \molecules, referred to as α-CD, β-CD, γ-CD, respectively. Hydrophobic cyclodextrin cavity, the the hydrophilic outer chamber and possess a chiral micro-environment, capable of selectively inclusion of a variety of organic, inorganic molecules, the formation of a variety of clathrate, and then assembled into a variety of functional body, such as gel rotaxane vesicles. As the main building cyclodextrin-based supramolecular vesicles because of its good biocompatibility, more and more attention. Supramolecular vesicles prepared by the cyclodextrin is mainly divided into two categories, one category is modified by the covalent bond of the parent cyclodextrin amphiphilic cyclodextrin surfactant, and then through post-processing vesicle system. One is the role of non-covalent clathrate vesicle system. The latter more and more popular because of its advantages such as controllability. In this thesis consists of three parts, which reads as follows :1.2-O-carboxymethyl-beta-cyclodextrin and ferrocene derivatives form micro-aggregation in aqueous solution and mixed solvent vesicles. This selection of 2-O-carboxymethyl-beta-cyclodextrin as host molecules, 1,6 - bis (ferrocene) methyl hexamethylene diamine as the guest molecules by supramolecular forces between system had a kinds of new vesicle system. Methanol, ethanol, isopropanol and tert-butanol and further study of the influence of the vesicle. Discussed and proposed mechanism of vesicle generation and the disintegration of the model. 2.2-O-(4 - hydroxybutyrate acid)-beta-cyclodextrin inclusion complex of methyl orange form micro-aggregation in aqueous solution and the pH response. This is the first micro-aggregation morphology of methyl orange - cyclodextrin inclusion. Finally, the paper studies and discusses the mechanism of methyl orange 2-O-(4 - hydroxybutyrate acid)-beta-cyclodextrin inclusion complex formation of vesicles and the response characteristics of the pH value. 3 Synthesis and preliminary exploration of the potential applications of functional host-guest molecules. On the one hand synthesis of ferrocene, N-methyl-dodecylamine, cultivate a crystal of the compound, and the crystal structure parsing. Explore other hand Synthesis of a novel cyclodextrin ether amine compound is 2-O-propylamino-beta-cyclodextrin, with industrial methods, three novel cyclodextrin derivatives of this compound was synthesized as Intermediate: 2 -O-propylamine-o-methyl-benzoyl the amine-beta-cyclodextrin, 2-O-propylamino Naphthylacetamide-beta-cyclodextrin and 2-O-[(N-anthraquinone-yl) propylamine yl] - beta-cyclodextrin. And three cyclodextrin derivatives as fluorescent sensors to amoxicillin, ampicillin, and simvastatin fluorescence test. The main innovation of this paper is as follows: (1) for the first time the alcohol content of supramolecular vesicles cyclodextrin as the main system. And comparing the type of alcohol, due to the type of the hydrophobic chain, as well as the molecular weight of the impact of the type of vesicle system. Certain guiding significance for the expansion of the scope of application of the vesicles. (2) the first study of inclusion complexes in aqueous solution of cyclodextrin derivatives with methyl orange micro-aggregation morphology. And to study the response characteristics of the pH of the vesicle system. (3) develop a long flexible chain ferrocene derivatives crystal and resolve its structure. (4) for the first time to explore the industrial method of synthesis of fluorescent sensors. And the identification of drug molecules synthesized by the sensor, and achieved certain results. Certain reference value for the expansion of the industrialization of the fluorescence sensor.

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CLC: > Mathematical sciences and chemical > Chemistry > Polymer chemistry ( polymer ) > Natural polymers ( polymer ) > Polymer polysaccharides
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