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Published November 1, 1992 | Supplemental Material
Journal Article Open

Ring-opening metathesis polymerization of substituted bicyclo[2.2.2]octadienes: a new precursor route to poly(1,4-phenylenevinylene)


Poly(1,4-phenylenevinylene) (PPV), a perfectly alternating copolymer of p-phenylene and trans-vinylene units, possesses attractive material properties. Thin films of PPV display high electrical conductivity when doped (σ = 5000 S/cm), a large, third-order nonlinear optical response (χ^3 = 1.5 X 10^(-10) esu), and photo- and electroluminescence in the visible region. However, the extended planar topology of the PPV backbone, which renders it infusible and insoluble in nonreactive media, limits the capacity for post-synthesis fabrication of the material. A convenient method to circumvent this problem consists of a two-step synthesis via a processable intermediate polymer. This precursor polymer can be fabricated into the desired form and subsequently converted to the target polymer by a clean, intramolecular chemical reaction. Wessling and Zimmerman have reported the synthesis of a processable, water-soluble poly(l,4-xylylenesulfonium salt) that undergoes a thermally-induced elimination to PPV under mild conditions.

Additional Information

© 1992 American Chemical Society. Received July 9, 1992. This work was supported by the Air Force Office of Scientific Research (AFOSR-88-0094). We thank Dr. Andy Muir of ICI Specialties and ICI Chemicals and Polymers, Runcorn, UK, for providing 3,5-cyclohexadiene-cis-1,2-diol and Viscotek GPC analysis. We thank Dr. Greg Fu for helpful discussions. D.L.G. thanks NSERC Canada for a predoctoral fellowship.

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Supplemental Material - ja00050a088_si_001.pdf


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