2018 (2) 3

New spirobisindane-based ladder-type poly(arylene ether) copolymer with perfluorinated biphenylene and trifluoromethyl fragments

I.M. Tkachenko, Y.L. Kobzar, O.V. Shekera, V.V. Shevchenko

Institute of Macromolecular Chemistry NAS of Ukraine

48, Kharkivske shose, Kyiv, 02160, Ukraine

Polym. J., 2018, 40, no. 2: 93-97

Section: Synthesis polymers.

Language: English.

Abstract:

A novel ladder-type fluorinated poly(arylene ether) copolymer containing perfluorinated biphenylene and trifluoromethyl fragments as well as dibenzodioxin and spirobisindane units was synthesized by the double-aromatic nucleophilic substitution reaction from 5,5‘,6,6′-tetrahydroxy-3,3,3‘,3′-tetramethyl-1,1′-spirobisindane monomer and an equimolar amount of two fluorinated monomers. The chemical structure of the prepared copolymer was determined using 1H, 19F NMR and FTIR spectroscopy techniques. The obtained polymer was completely soluble in chloroform and tetrahydrofuran, but insoluble in such solvents as dimethylsulfoxide and dimethylformamide. It is shown that the synthesized polyether has average molecular weight (Mw) equal to 54600 and good thermo-oxidative stability (up to 400 oC). No glass transition temperature or other thermal transitions were found from the copolymer DSC curve up to 300 oC. The presence of both rigid ladder dibenzodioxin units and spirobisindane fragments (site of contortion) in its structure leads to decreasing the packing density of macromolecular chains that is promising for the regulation of transport properties of polymeric systems.

Keywords: core-fluorinated monomers, fluorinated poly(arylene ether)s, double-aromatic nucleophilic substitution reaction, ladder fragments, trifluoromethyl groups.

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