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dc.contributor.authorJones, Ian W.
dc.creatorJones, Ian W.en_US
dc.date.accessioned2011-12-05T21:53:52Z
dc.date.available2011-12-05T21:53:52Z
dc.date.issued2008en_US
dc.identifier.urihttp://hdl.handle.net/10150/193585
dc.description.abstractPolymers possess bulk elastic properties due to entanglement of the polymer chains, not due to an inherit elasticity found within the monomers. An appropriately disubstituted bicyclo[8.8.8]hexacosane monomer should impart inherit elasticity when utilized in a polymer. A stochastic search of disubstituted bicyclo[m.m.m]alkanes demonstrated that these systems will adopt an out,out configuration and bicycles with medium and large values of m possess variable bridgehead-bridgehead distances. A stochastic search of disubstituted bicyclo[8.8.n]alkanes demonstrated an even-odd effect within the bite-angle of the bicycle. Two model compounds with methyl and hydroxyl groups at the bridgehead carbons were synthesized that demonstrated solid-state structures that correlated extremely well with the computational search. The solid-state structures were observed with both an out,out configuration and variable bridgehead-bridgehead distances. To investigate this hypothesis, polyurethanes will be made from the following diol monomers: 1,10-decanediol, a monocyclic diol, and a bicyclo[8.8.8]hexacosane diol.
dc.language.isoENen_US
dc.publisherThe University of Arizona.en_US
dc.rightsCopyright © is held by the author. Digital access to this material is made possible by the University Libraries, University of Arizona. Further transmission, reproduction or presentation (such as public display or performance) of protected items is prohibited except with permission of the author.en_US
dc.subjectBicyclo[8.8.8]hexacosaneen_US
dc.subjectBicyclo[8.8.n]alkaneen_US
dc.subjectBicyclo[m.m.m]alkaneen_US
dc.subjectConformational Analysisen_US
dc.subjectElastomeren_US
dc.subjectNovel Polymeren_US
dc.titleCOMPUTATIONAL STUDIES OF DISUBSTITUTED BICYCLO[m.m.m]ALKANE AND DISUBSTITUTED BICYCLO[8.8.n]ALKANES, SYNTHESIS OF 1,10-DIMETHYLBICYCLO[8.8.8]HEXACOSANE AND 1,10-DIHYDROXYBICYCLO[8.8.8]HEXACOSANE, AND PROGRESS TOWARDS THE SYNTHESIS OF A DISUBSTITUTED 1,10-en_US
dc.typetexten_US
dc.typeElectronic Dissertationen_US
dc.contributor.chairMash Jr., Eugene A.en_US
dc.identifier.oclc659750728en_US
thesis.degree.grantorUniversity of Arizonaen_US
thesis.degree.leveldoctoralen_US
dc.contributor.committeememberMash Jr., Eugene A.en_US
dc.contributor.committeememberHall Jr., Henry K.en_US
dc.contributor.committeememberGlass, Richard S.en_US
dc.contributor.committeememberLichtenberger, Dennis L.en_US
dc.contributor.committeememberZheng, Zhipingen_US
dc.identifier.proquest10153en_US
thesis.degree.disciplineChemistryen_US
thesis.degree.disciplineGraduate Collegeen_US
thesis.degree.namePh.D.en_US
refterms.dateFOA2018-08-24T18:39:45Z
html.description.abstractPolymers possess bulk elastic properties due to entanglement of the polymer chains, not due to an inherit elasticity found within the monomers. An appropriately disubstituted bicyclo[8.8.8]hexacosane monomer should impart inherit elasticity when utilized in a polymer. A stochastic search of disubstituted bicyclo[m.m.m]alkanes demonstrated that these systems will adopt an out,out configuration and bicycles with medium and large values of m possess variable bridgehead-bridgehead distances. A stochastic search of disubstituted bicyclo[8.8.n]alkanes demonstrated an even-odd effect within the bite-angle of the bicycle. Two model compounds with methyl and hydroxyl groups at the bridgehead carbons were synthesized that demonstrated solid-state structures that correlated extremely well with the computational search. The solid-state structures were observed with both an out,out configuration and variable bridgehead-bridgehead distances. To investigate this hypothesis, polyurethanes will be made from the following diol monomers: 1,10-decanediol, a monocyclic diol, and a bicyclo[8.8.8]hexacosane diol.


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