Iptycene-Containing Poly(aryleneethynylene)s.

TitleIptycene-Containing Poly(aryleneethynylene)s.
Publication TypeJournal Article
Year of Publication2000
AuthorsWilliams, VE, Swager, TM
Keywordsdiiodotriptycene diiododihydrobenzonaphthothiophene synthesis Sonogashira Hagihara coupling polymn, iptycene contg polyaryleneethynylene synthesis

The syntheses of two novel iptycene monomers, 1,4-diiodotriptycene (I) and 2,3-diiodo-4,9-dihydro-4,9-benzonaphtho[2,3,c]thiophene (II), are described herein. These monomers were subsequently copolymd. with a no. of diethynylphenyl monomers via a Sonogashira-Hagihara coupling to afford both regiodefined polymers and random terpolymers. Terpolymers derived from coupling I and 2,5-dihexadecyloxy1,1,4-diiodobenzene with a diethynylpentiptycene exhibit emission spectra that are only slightly perturbed from soln. to the solid state, suggesting that polymer assocn. is effectively inhibited in condensed phases. An äll-iptycene\" polymer derived from the copolymn. of II with a diethynylpentiptycene monomer is also notable in that it owes its soly. to a combination of its nonlinearity and the presence of rigid iptycene groups rather than to flexible side chains. [on SciFinder(R)]