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Synthesis And Gellation Property Of Pyrroles Fuse TTF Derivatives

Posted on:2012-07-08Degree:MasterType:Thesis
Country:ChinaCandidate:J F ZhengFull Text:PDF
GTID:2211330338972807Subject:Organic Chemistry
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Organogelators are a family of low-molecular-weight organic molecules that can gel organic solvents at low concentrations through weak intermolecular interactions (such as hydrogen bonds,π-πstacking, van der Waals etc). They make solution to form the gel system between the solid and liquid. Because of their unique structures and property, they have a wide applications in oil recovery, organic soft materials, optical sensors, slow drug-delivery systems and templated synthesis of nano-scale inorganic special materials and so on. In recent years, the study of low molecular-mass organogelators(LMOGs) have become a hot field in materials science and supramolecular chemistry.The following work have completed in this thesis:Firstly, Designing and synthesizing organic gelators with rod-rod-coil molecule (14a-c) based on tetrathiafulvalene and pyrrole with amide is the main work in this thesis, and their molecular structures are characterized and determined by 1H-NMR, FT-IR and MALDI TOF-MS.Secondly, Using UV-Vis to study the redox state of the nature of the target compounds in solution find that they can form charge transfer complexes with F4-TCNQ, TCNQ andⅠ2. Found by CV and DPV data,ΔE> 60 mV, suggesting that their oxidation-reduction process are quasi-reversible.Thirdly, through testing the ability of gel of the compounds find that they can form gel in benzene,chloroform toluene chlorobenzene,1,2-dichloroethane and other solvents. and the longer the alkyl chain of compounds the more favorable to form gel in solventFourth, through the gel properties of the target compounds find that the Compounds 14a-c can form three-dimensional sponge-like structure in Chloroform。In the gel state, the process of the property of oxidation-reduction are irreversible, but the gel have a reversible change by adding TFA/TEA. The study also find that their can be form gel with C60,TCNQ in solvent.Fifth, through the FT-IR data of gel and solution, we find that the hydrogen bonds are main driving force to form gel. The XRD of their xerogel find that molecules are arranged according to the rectangle.
Keywords/Search Tags:self-assemble, pyrrole, tetrathiafulvalene, amide, organogelators
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