Publication Date

2012

Document Type

Thesis

Committee Members

William Feld (Committee Member), Eric Fossum (Advisor), Kenneth Turnbull (Committee Member)

Degree Name

Master of Science (MS)

Abstract

The di-iodinated derivative of 3,5-difluorotriphenyl phosphine oxide, 3,5-DiFTPO-I2, was synthesized for the modification of poly(arylene ether phosphine oxide)s, PAEPOs. The di-iodinated monomer was polymerized to afford the di-iodinated polymer, a pre-cursor for tailoring solubility and the thermal properties of the PAEPO derivatives via functionalization. The di-iodinated polymer was post-functionalized via the Suzuki Miyaura cross coupling reaction with a variety of boronic acids. The successful conversion of the iodo groups, along with the immense number of possible functional groups that can be introduced to the di-iodinated polymer makes PAEPO-derivative a highly useful thermoplastic with a wide range of potential uses.

The synthesis of 3,5-DiFTPO monomer derivatives was investigated for the use of synthesizing chiral compounds. The synthesis of these monomers (the mono-nitrated 3,5-DiFTPO, the nitrated-iodinated 3,5-DiFTPO monomer, the mono-iodinated 3,5-DiFTPO monomer, and the nitrated-brominated 3,5-DiFTPO monomer) proved successful, conceptually, and provides an avenue for the development of the desired chiral compounds.

Page Count

83

Department or Program

Department of Chemistry

Year Degree Awarded

2012


Included in

Chemistry Commons

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