Structure-Property Relationships In PAEs Prepared From 2-(2,4-difluorophenyl)benzoxazole Derivatives
Publication Date
2018
Document Type
Thesis
Committee Members
Eric Fossum, Ph.D. (Advisor); Kenneth Turnbull, Ph.D. (Committee Member); David Dolson, Ph.D. (Committee Member)
Degree Name
Master of Science (MS)
Abstract
The synthesis of N-heterocycle functionalized poly(arylene ether)s, derived from 2-(2,4-difluorophenyl)benzoxazole, was explored. The platform monomer, 2-(2,4-difluorophenyl)benzoxazole (3), was prepared in one-step and characterized using NMR spectroscopy and elemental analysis. The “pre” approach involved introducing a carbazole moiety, using a copper catalyzed C-N coupling reaction, while the “post” approach required conversion of monomer 3 to the corresponding poly(arylene ether)s (PAE)s first, then performing the C-N coupling reaction. Both “pre” and “post” approaches utilized bisphenol-A (BPA) and 4,4’-difluorophenylsulfone (DPS) as comonomers as well as 4,4’-dihydroxydiphenyl ether (DPE) and 4,4’difluorotriphenylphosphine oxide (dfTPPO). All of the materials had sufficient molecular weights (Mn) to allow good films to be cast. The polymers possessed excellent thermal stability as evidenced by 5% weight loss temperatures (Td-5%) above 400°C in nitrogen and air while glass transition temperatures (Tg) were all above 180°C. In general, the polymers containing TPPO and DPE had higher Tg values and Td-5% values.
Page Count
96
Department or Program
Department of Chemistry
Year Degree Awarded
2018
Copyright
Copyright 2018, all rights reserved. My ETD will be available under the "Fair Use" terms of copyright law.
