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Synthesis and Recognition of New Calixarenes Compounds, and Study of Several Absorbent Resins

Author: LiuChangYing
Tutor: ZhangWenQin；ZhangMingJie
School: Tianjin University
Course: Chemical Technology
Keywords: Molecular Recognition Inclusion complexation Cup [ 4 ] arene Cyclodextrin Copolymer Inclusion complex Catalyst
CLC: O625.1
Type: PhD thesis
Year: 2007
Downloads: 332
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Abstract

Resorcinol as the reaction substrate, respectively, and six kinds of aromatic aldehydes were synthesized corresponding cups [4] resorcinarene and by IR and H NMR spectra of these compounds were characterized. Among them, using vanillin (4 - hydroxy-3 - methoxybenzaldehyde), isovanillin (3 - hydroxy-4 - methoxybenzaldehyde) and 3,4,5 - Trimethoxybenzaldehyde synthetic Cup [4] resorcinarene was first synthesized. In 2,8,14,20 - four pairs chlorophenyl Cup [4] resorcinarene 37 in DMF solution to obtain the hydrocarbon complexes formed with DMF crystal. Test results showed that the crystals in the chair configuration C2h conformation, 37 DMF molecules and intermolecular hydrogen bonds (including C-H ... O and O-H ... C weak hydrogen bonds) of this effect led to the formation of conformation . The crystal structure of the sheet-like three-dimensional network, which can be seen to form in the crystalline state 37 molecules are DMF \Successfully synthesized using two routes in a cup [4] arene lower edge of the introduction of α-phenylethylamine amide compounds. Route One method is based on the reaction of calixarene as a starting platform, the molecular chain is divided into several parts in turn is engaged with, and finally with methylene chloride - methanol and purified by recrystallization; route II method is to first synthesis of the corresponding compound of the molecular chain, then step calixarene platform linked to the lower edge to obtain the target product, the final generation of zinc complexes purified intermediates. Route a yield (45.6%) to be higher than the yield line two (23.5%) nearly doubled. Synthesis of calix [4] arene L-phenylalanine ethyl ester Schiff base and a new calixarene two aldehyde and new calixarene dibromide. And analysis of calixarene complexes as one of the objects of picric acid crystal structure of manganese. Picrate ion is orthorhombic, with no coordination role of manganese ions. Picrate ions do not form complexes, which are arranged by electrostatic and hydrogen bonding together. Picric acid manganese stacked benzene molecules exist between dislocation face π-π stacking interactions. Each cell contains two manganese picric acid crystallization water molecules. Sodium tungstate as the crosslinking agent for the first time prepare a crosslinked polyacrylic acid resin WPAA, and were neutralized with sodium hydroxide and part of the resin obtained WPAA-Na and the first introduction of the resin obtained triethanolamine WPAA-TEA, the above-mentioned three resin were carried out infrared spectroscopy, thermal stability, and scanning electron microscopy characterization, and the latter two resins made absorbency test results indicate that sodium tungstate crosslinked polyacrylic acid resin WPAA-Na and WPAA-TEA have relatively better performance and salt water, especially the latter exhibit a higher salt tolerance. In addition, by WPAA-Na preparation and orthogonal series of water absorption analysis, only when the monomer concentration was 45.5%, the reaction temperature is 90oC, the crosslinking agent concentration of 0.4% potassium persulfate initiator concentration of 1.1% and the neutralization degree of 0.85, water absorption ratio of the resin is preferred. The first plurality of hydroxyl groups containing macrocyclic Supramolecular calixarene compound and cyclodextrin are crosslinked with acrylic monomers copolymerized, and also the introduction of amine, hydroxyl group-containing inositol, and octanol small molecules. resins of pure almost no absorption in DMF, add a little water and have significant absorption; introduction of the hydroxyl group-containing small molecules of the liquid absorption properties of such resins with high-absorbent resin, some of the existing close; three kinds of polyacrylate resin uptake of several organic solvents and solvent polarity effect size roughly the same order. In the preparation of β-cyclodextrin - polystyrene containing complexes of exploration, we use three methods namely, water solvent, tetrahydrofuran solvent, and polishing prepared. Only results with tetrahydrofuran prepared by the process of solvent to give a solid product, in the infrared spectrum while the test results are considered and polystyrene containing cyclodextrins structure (specific structure yet to be confirmed), the rest of the products are relatively pure The β-cyclodextrin or a polystyrene solid. With polyethylene glycol 1000 as a template was successfully prepared silica microsphere catalyst, using infrared spectroscopy and scanning electron microscopy analyzes and observations. Polyacrylic acid as a template to successfully prepared porous microsphere copper tungstate catalyst using a high-resolution field emission transmission electron microscope and X-ray powder diffraction carried out morphology observation and analysis phase.

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