Synthesis And Properties Of Supramolecular Complex Based On Cucurbituril

Supramolecular chemistry with rapid developing has been attracted the attention of the chemists for its vast potential application in functional materials, catalyst chemistry, medicine and data storage. In supramolecular chemistry, host-guest chemistry describes complex that are composed of host and guest that are held together by noncovalent bonds. One of the most popular hosts is cucurbituril with hydrophobic cavity macrocyclic compound. The host-guest complex based on cucurbituril received much attention. Cucurbituril is consisting of several glycoluril repeat units. The rigid cage like compound prefers to bind with cation and positive group and can form a stable complex which is regarded as a highlight molecular.Our research surrounds the constructing functional supramolecular complex based on cucurbiturils. Details as show:Chapter1, the research development of supramolecular chemistry and cucurbiturils are introduced.Chapter2. A new V-type cyanine molecular with two recognition points (OA and DMA) was synthesized. CB[7] will bind one of the two sides simultaneously only for the steric hindrance. CB[7] can switch between the two moieties accompanying the color change by adjusting the pH of solution.1H-NMR was carried out for disclosing the conformation of the two states. In addition, one and two dimensional H-NMR, ESI-MS and absorption spectra were taken advantaged to investigate the configuration of V-type molecule and CB[8].Chapter3. A new guest LDP was synthesized which contains a cyanine unit. There are two recognition points can bind with CB[7].1H-NMR, ESI-MS and absorption spectra were carried out to disclose the conformation of [2]pseudorotaxane CB[7]·LDP and [3]pseudorotaxane CB[7]2·LDP.Chapter4, our goal is synthesis of fluorescent rotaxane based on cucurbituril. Different structure rotaxanes R1, R2, R3, R4, R5, and R6were designed and tried synthesis.1, the rotaxanes R1, R2and R3were devised with the same connection group: oligomeric ethylene glycol. R1is composing of anthracene and5-aminoisophthalic acid which are utilized to as a fluorescence output moiety and controllable moiety respectively. But the reaction is failed for the low solubility of the reactant. The rotaxane R2are designed by using the triphenylamine as the fluorescence output moiety and5-aminoisophthalic acid as controllable moiety. The rotaxane R3are designed by using the triphenylamine as the fluorescence output moiety and niacinmide as controllable moiety. The result was failed for the little solubility of reactants and hydrophilic oligomeric ethylene glycol chain.2. A pure decyl chain as a new bridge was introduced to join the functional and controllable group. The low solubility of intermediate was the reason for the failure at the last step for synthesizing rotaxane R4.3. To improve the solubility of reactant,4-dimethylaminobenzaldehyde was introduced as fluorescence moiey. But the reactant solubility wasn’t increased efficiently, so the synthesis of rotaxane R5was failure.4. The bigger host compound CB[7] was introduced for instead of CB[6]. At last, we didn’t get the pure rotaxane R6because we can’t separate it from the products.Chapter5is the conclusion.