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Synthesis of Class II dual mechanism bifunctional ion exchange/coordination resins and characterization of their substrate recognition properties

Posted on:1993-11-13Degree:Ph.DType:Thesis
University:The University of TennesseeCandidate:Chang, Frank Wei-KongFull Text:PDF
GTID:2471390014495531Subject:Chemistry
Abstract/Summary:
A new type of phosphorus-based Class II dual mechanism bifunctional polymers (DMBPs) has been developed as selective metal ion complexing agents. The newly developed resins include an exchange ligand to enhance the accessibility and a coordinative component to enhance the selectivity to metal ions. The resins were prepared via a new method in which a fully functionalized phosphonic acid resin was first halogenated with SOCl{dollar}sb2{dollar} and then converted to the phosphonate monoester by the subsequent quenching and hydrolysis processes. A series of bifunctional phosphonate resins containing a coordination ligand such as pyridine or tertiary amine groups on the ester linkage have been synthesized. The binding constants of these new resins to Cu{dollar}sp{lcub}+2{rcub}{dollar} and Co{dollar}sp{lcub}+2{rcub}{dollar} ions in pH 5 solutions were determined by Langmuir isotherm plots. The results indicate that the binding ability is increased due to the presence of the coordination ligand pyridine, and the pyridine group forms a more stable complex to Cu{dollar}sp{lcub}+2{rcub}{dollar} than to Co{dollar}sp{lcub}+2{rcub}{dollar}.; The synthesis of a polymer supported dye resin was investigated. The dye group was synthesized via a condensation reaction between poly(p-formylstyrene) and o-chlorophenol in the presence of concentrated sulfonic acid as a catalyst. The intermediate polymer containing a triphenylmethane group was obtained and its structure was confirmed via a model compound. Oxidation of the intermediate to final quinoid dye was studied. The recognition of aniline and its substituted derivatives in methanol by this dye resin was examined.
Keywords/Search Tags:Bifunctional, Resin, Dye
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