Synthesis and application of functionalized diene-based polymers Public Deposited

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Last Modified
  • March 22, 2019
Creator
  • Yang, Yue
    • Affiliation: College of Arts and Sciences, Department of Chemistry
Abstract
  • A series of disubstituted functionalized dienes have been synthesized and polymerizations have been attempted. Functional groups that were incorporated into the monomers included primary amine, tertiary amine, piperidyl and methoxy groups. Among these, the dimethylamine functionalized butadienes were of the most interest and proved to have the greatest potential to be polymerized. Both free radical and anionic polymerizations have been investigated. The effect of various initiators, types of the solvent, temperature, size of the side groups and chain transfer reactions on free radical and anionic polymerizations was studied in detail. These polymers were evaluated for their potential as gene delivery vectors. Cytotoxicity, binding affinity and transfection efficiency properties were examined. A systematic study of the structure-property relationships revealed that cytotoxicity decreased as the side group of the polymers was altered. The binding affinity between the polymers and DNA also decreased as the size of the side group increased. Of the polymers studied, poly[2-(N,N-diethylaminomethyl)-1,3-butadiene], with lower cytotoxicity than poly(ethylene imine) and reasonable transfection efficiency at an N/P ratio of 2, is a promising, novel transfection vector.
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  • In Copyright
Advisor
  • Ashby, Valerie
Degree granting institution
  • University of North Carolina at Chapel Hill
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  • Open access
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