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

dc.contributor.authorTrainer, Nicholas
dc.date.accessioned2018-07-30T17:51:10Z
dc.date.available2018-07-30T17:51:10Z
dc.date.issued2018-04-15
dc.descriptionFurther permissions related to the material excerpted should be directed to the ACSen_US
dc.description.abstractPoly(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.identifier.urihttp://hdl.handle.net/11416/409
dc.subjectPolymersen_US
dc.subjectSemiconductorsen_US
dc.subjectMolecules -- Modelsen_US
dc.subjectDiels-Alder reactionen_US
dc.titleGreener Synthesis of Poly-1,3-Isobenzofurandione-4,7-diphenylen_US
dc.typeThesisen_US

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