Journal
DESIGNED MONOMERS AND POLYMERS
Volume 8, Issue 1, Pages 61-74Publisher
TAYLOR & FRANCIS LTD
DOI: 10.1163/1568555053084258
Keywords
poly(epsilon-caprolactone); atom transfer radical polymerization; macromonomer; block copolymer; poly(p-phenylene); Suzuki coupling
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A poly(epsilon-caprolactone) (PCL) hydroxy telechelic having a central 2,5-dibromo-1,4-phenylene moiety was reacted with 4-bromomethyl benzoyl chloride to give a bifunctional macroinitiator for ATRP. The polymerization of styrene (St) in the presence of benzyl bromide functionalized PCL afforded a well-defined block-co-polymer having 25 repeating units of epsilon-caprolactone and 19 of styrene and low polydispersity. The resulting polymer, still preserving the central aromatic dibromo groups, can be used in Suzuki or Yamamoto polycondensations for the synthesis of poly(p-phenylenes) (PPPs) bearing block-co-polymers as side chains. The bromo-functional macromonomer was tested in a Suzuki-type cross-coupling reaction in combination with 2,5-dihexylbenzene-1,4-diboronic acid. This way a polymer with alternating hexyl and PCL-b-PSt side chains was obtained. The intermediate polymers and final PPPs were analyzed by spectral, GPC and DSC measurements.
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