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The synthesis of 1,4-bis(2-(4-(4-fluorobenzoyl)phenoxyethoxy)benzene and poly(aralkyl ether)s derived from 1,4-bis(2-tosyloxyethoxy)benzene

Abstract Details

2014, Master of Science (MS), Wright State University, Chemistry.
The reaction of 1,4-bis(2-tosyloxyethoxy)benzene or 1,4-bis(bromoethoxy)-benzene with 4-fluoro-4’-hydroxybenzophenone was carried out under a variety of conditions. Changes were made in solvent, reaction time, work-up and base. All attempts to generate a bis(fluorobenzophenone) monomer were unsuccessful. In some cases the presence of the half-product could be determined. In other cases, an elimination product was indicated. The ditosylate, 1,4-bis(2-tosyloxyethoxy)benzene was reacted with bisphenol-A, bisphenol-AF, bis(4-hydroxyphenyl)diphenylmethane and 9,9-bis(4-hydroxyphenyl)fluorene in a dioxane - water solution in the presence of sodium hydroxide to produce four polymers. The polymers were characterized by thermal analysis (TGA) to reveal 5% weight loss temperatures of 338°, 350°, 365° and 377°, respectively. The increase in thermal stability, as judged by the 5% weight loss values, appears to be related to the aromatic content. The polymers exhibited reasonable solubility in a variety of solvents.
William Feld, Ph.D. (Advisor)
Eric Fossum, Ph.D. (Committee Member)
Vladimir Katovic, Ph.D. (Committee Member)
58 p.

Recommended Citations

Citations

  • Drzic, J. (2014). The synthesis of 1,4-bis(2-(4-(4-fluorobenzoyl)phenoxyethoxy)benzene and poly(aralkyl ether)s derived from 1,4-bis(2-tosyloxyethoxy)benzene [Master's thesis, Wright State University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=wright1401459744

    APA Style (7th edition)

  • Drzic, Juraj. The synthesis of 1,4-bis(2-(4-(4-fluorobenzoyl)phenoxyethoxy)benzene and poly(aralkyl ether)s derived from 1,4-bis(2-tosyloxyethoxy)benzene . 2014. Wright State University, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=wright1401459744.

    MLA Style (8th edition)

  • Drzic, Juraj. "The synthesis of 1,4-bis(2-(4-(4-fluorobenzoyl)phenoxyethoxy)benzene and poly(aralkyl ether)s derived from 1,4-bis(2-tosyloxyethoxy)benzene ." Master's thesis, Wright State University, 2014. http://rave.ohiolink.edu/etdc/view?acc_num=wright1401459744

    Chicago Manual of Style (17th edition)