Publication Date


Document Type


Committee Members

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

Degree Name

Master of Science (MS)


A series of bifunctional monomers based on N,N-diallylbenzenesulfonamides with varying groups on the benzene moiety were investigated. The main goal of this project was to polymerize these monomers using radical and acyclic diene metathesis (ADMET) polymerization methods to polymerize through the allyl groups, and nucleophilic aromatic substitution (SNAr) to polymerize through the fluorine groups on the phenyl ring. Using phenyl substituted benzenesulfonyl chloride derivatives as a starting material, a series of N,N-diallylbenzenesulfonamide derivatives were prepared. The ADMET and radical cyclopolymerizations were monitored by 1H NMR spectroscopy, observing the disappearance of signals for the allyl groups in both, and the appearance of broad aliphatic signals in the radical cyclopolymers. The polymers formed via SNAr reactions were followed by DEPT 90 13C NMR spectroscopy. Additionally, GPC, DSC, and TGA were used to characterize the polymers, which indicated successful ADMET, cyclopolymerization, and SNAr reactions.

Page Count


Department or Program

Department of Chemistry

Year Degree Awarded


Included in

Chemistry Commons