Stereoretentive Ring-Opening Metathesis Polymerization to Access All-cis Poly(p-phenylene vinylene)s with Living Characteristics

13 May 2020, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Poly(p-phenylene vinylene)s (PPVs), a staple of the conductive polymer family, consist of alternating alkene and phenyl groups in conjugation. The physical properties of this organic material are intimately linked to the cis/trans configuration of the alkene groups. While many synthetic methods afford PPVs with alltrans stereochemistry, very few deliver the all-cis congeners. We report herein the first synthesis of all-cis PPVs with living characteristics via stereoretentive ring-opening metathesis polymerization (ROMP). Exquisite catalyst control allows for the preparation of homopolymers or diblock copolymers with perfect stereoselectivity, narrow dispersities, and predictable molecular weights. All-cis PPVs can then serve as light-responsive polymers through clean photoisomerization of the stilbenoid units.

Keywords

ROMP
Stereoretentive
Poly(phenylene vinylene)

Supplementary materials

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SI Hsu Kim chemrxiv
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