Perfluorocycloalkene

PFCAs have shown reactivity with a wide variety of nucleophiles including phenoxides, alkoxides, organometallic, amines, thiols, and azoles.

[1] They or their derivatives are reported to have nonlinear optical activity,[2] and be useful as lubricants,[3] etching agents,[4] components of fuel cells,[5] low-dielectric materials, and superhydrophobic and oleophobic coatings.

[6] Derivatization of these PFCA rings via displacement of fluorine atoms with nucleophiles occurs through an addition-elimination reaction in the presence of a base.

The ratio of vinylic to allylic products depends on the ring size, reaction conditions, and nucleophile.

A unique class of aromatic ether polymers containing perfluorocyclopentenyl (PFCP) enchainment was prepared from the simple step-growth polycondensation of commercial available bisphenols and octafluorocyclopentene (OFCP) in the presence of triethylamine (Scheme 3 and 4).

Scheme 1: Derivatization of the PFCA ring ^{[

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Scheme 2: Multi-substitution of imidazole or 1,2,4-triazole onto PFCA ring ^{[

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Scheme 3. Perfluorocyclopentenyl (PFCP) aryl ether polymer synthesis ^{[

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Scheme 4. Bis(heptafluorocyclopentenyl) aryl ether monomers synthesis and polymerization ^{[

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Scheme 5. Perfluorocycloalkenyl (PFCA) aryl ether polymer synthesis ^{[

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