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Functional Poly(p-Xylylene)s via Chemical Reduction of Poly(p-Phenylene Vinylene)s

preprint
submitted on 17.09.2019 and posted on 23.09.2019 by Ain Uddin, Weifan Sang, Yong Gao, Kyle Plunkett
The synthesis of poly(p-xylylene)s (PPXs) with sidechains containing alkyl bromide functionality, and their post-polymer modification, is described. The PPXs were prepared by a diimide hydrogenation of poly(p-phenylene vinylene)s (PPVs) that were originally synthesized by a Gilch polymerization. The polymer backbone reduction was carried out with hydrazine hydrate in toluene at 80 °C to provide polymers with the sidechain-containing bromide functionality intact. To demonstrate post-polymer modification of the sidechains, the resulting PPX polymers were modified with trimethylamine to form tetraalkylammonium ion functionality and were evaluated as anion conducting membranes. While PPX homopolymers containing tetralkylammonium ions were completely water soluble and not able to form valuable films, PPX copolymers containing mixed tetraalkylammonium ions and hydrophobic chains were capable of film formation and alkaline stability. In addition, an in situ crosslinking process that used N,N,N',N'-tetramethyl-1,6-hexanediamine during the tetraalkylammonium formation of brominated PPX polymers was also evaluated and gave reasonable films with conductivities of ~10 mS-cm-1.

Funding

CAREER: Electron Acceptor Materials Based on Cyclopenta-fused Polycyclic Aromatic Hydrocarbons

Directorate for Mathematical & Physical Sciences

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History

Email Address of Submitting Author

kplunkett@chem.siu.edu

Institution

Southern Illinois University

Country

United States

ORCID For Submitting Author

0000-0002-5691-7876

Declaration of Conflict of Interest

No conflict of interest

Version Notes

pre-submission

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