Dendrimers as solubilizing groups for conducting polymers: Preparation and characterization of polythiophene functionalized exclusively with aliphatic ether convergent dendrons

Patrick R.L. Malenfant, Jean Frechet

Research output: Contribution to journalArticlepeer-review

108 Scopus citations

Abstract

The first conducting polythiophene, having only dendritic solubilizers, has been prepared using a Stille coupling approach. The use of second and third generation aliphatic ether convergent dendrons as a solubilizing platform facilitated the preparation of dendrimer-oligothiophene hybrid macromonomers having minimal substitution. Polymers were then prepared via an A2+B2 step-growth polymerization between an oligothiophene-dibromide macromonomer and 2,5-bis(trimethylstannyl)-thiophene using Pd(PPh3)2Cl2 as the catalyst. Both the dendrimer size and the dendrimer to thiophene unit ratio were variables that required optimization in order to obtain a solution-processable conducting polymer. Conductivities as high as 200 S/cm were measured for iodine doped thin films of the polythiophene with six thiophene repeat units for each third generation dendron.

Original languageEnglish (US)
Pages (from-to)3634-3640
Number of pages7
JournalMacromolecules
Volume33
Issue number10
DOIs
StatePublished - Jan 1 2000

ASJC Scopus subject areas

  • Materials Chemistry

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