Synthesis of novel heterocyclic difluoro monomers via the chemistry of reissert compounds

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dc.contributor.authorGrisle, Roger Anthonyen
dc.contributor.committeechairGibson, Harry W.en
dc.contributor.committeememberTanko, James M.en
dc.contributor.committeememberWard, Thomas C.en
dc.contributor.departmentChemistryen
dc.date.accessioned2014-03-14T21:35:32Zen
dc.date.adate2010-05-04en
dc.date.available2014-03-14T21:35:32Zen
dc.date.issued1992-10-15en
dc.date.rdate2010-05-04en
dc.date.sdate2010-05-04en
dc.description.abstractActivated dichloro- and difluoro- monomers are well known for the synthesis of high-performance polymeric materials through the use of aromatic nucleophilic displacement reactions. Here, novel activated difluoro monomers were synthesized using the well established chemistry of Reissert compounds. Difunctional bis(Reissert compound)s were synthesized by the reaction of 4-(pfluorobenzylisoquinoline) and trimethylsilyl cyanide with the following diacid chlorides: sulfonylbis(p-phenyleneoxy)dibenzoy chloride, oxybis (benzoyl chloride), and sulfonylbis(benzoyl chloride}. These aforementioned compounds were rearranged using NaH/THF to produce the desired diketones. Finally, difluorotetraketone monomers were produced by oxidation of the benzylic methylenes of the diketones. These reactions were evaluated by FTI R and 1 HNMR. These new activated heterocyclic difluorotetraketones are precursors to novel heterocyclic poly(ether ketones).en
dc.description.degreeMaster of Scienceen
dc.format.extentx, 89 leavesen
dc.format.mediumBTDen
dc.format.mimetypeapplication/pdfen
dc.identifier.otheretd-05042010-020216en
dc.identifier.sourceurlhttp://scholar.lib.vt.edu/theses/available/etd-05042010-020216/en
dc.identifier.urihttp://hdl.handle.net/10919/42473en
dc.language.isoenen
dc.publisherVirginia Techen
dc.relation.haspartLD5655.V855_1992.G757.pdfen
dc.relation.isformatofOCLC# 30443417en
dc.rightsIn Copyrighten
dc.rights.urihttp://rightsstatements.org/vocab/InC/1.0/en
dc.subject.lccLD5655.V855 1992.G757en
dc.subject.lcshHeterocyclic compounds -- Synthesisen
dc.subject.lcshMonomers -- Synthesisen
dc.titleSynthesis of novel heterocyclic difluoro monomers via the chemistry of reissert compoundsen
dc.typeThesisen
dc.type.dcmitypeTexten
thesis.degree.disciplineChemistryen
thesis.degree.grantorVirginia Polytechnic Institute and State Universityen
thesis.degree.levelmastersen
thesis.degree.nameMaster of Scienceen

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