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Greener Synthesis of Poly-1,3-Isobenzofurandione-4,7-diphenyl

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dc.contributor.author Trainer, Nicholas
dc.date.accessioned 2018-07-30T17:51:10Z
dc.date.available 2018-07-30T17:51:10Z
dc.date.issued 2018-04-15
dc.identifier.uri http://hdl.handle.net/11416/409
dc.description Further permissions related to the material excerpted should be directed to the ACS en_US
dc.description.abstract Poly(P-phenylene) is an organic polymer that has semiconductive properties. Organic semiconductors are becoming increasing utilized material in electronics nowadays due to them being a more environmentally friendly alternative to the standard inorganic semiconductors. This polymer will be synthesized via a Diels-Alder reaction between 1,4-diphenyl-1,3-butadiene and maleic anhydride followed by subsequent dehydroaromatization to the resulting terphenyl compound. A bromination will add functionality to the terphenyls to allow for an Ullman homocoupling or Suzuki polycondensation in order to form the desired polymer. The first reaction produced moderate yields (~60%) of 4,7-diphenyl-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione and a purification has been conducted to mostly remove the starting materials. The product has been oxidized using two different methods to provide minimal results. Further optimization must be conducted to the previous reactions to produce more significant yields before further steps are conducted. The remainder of the synthesis can then be conducted to finish synthesis of the polymer. en_US
dc.subject Polymers en_US
dc.subject Semiconductors en_US
dc.subject Molecules -- Models en_US
dc.subject Diels-Alder reaction en_US
dc.title Greener Synthesis of Poly-1,3-Isobenzofurandione-4,7-diphenyl en_US
dc.type Thesis en_US

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