4.7 Article

Low Bandgap Semiconducting Copolymer Nanoparticles by Suzuki Cross-Coupling Polymerization in Alcoholic Dispersed Media

Journal

MACROMOLECULAR RAPID COMMUNICATIONS
Volume 36, Issue 20, Pages 1816-1821

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/marc.201500324

Keywords

pi-conjugated polymers; polymer dispersions; semiconducting polymer particles; organic solar cells

Funding

  1. ADEME Project ISOCEL

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The synthesis and formulation of organic semiconductors for the emerging technology of organic electronics requires the use of preparative methods and solvents being environment friendly. Today most of the active layer materials for the organic photovoltaic devices and modules are using chlorinated solvents, which are toxic and hazardous. In this work, the synthesis of poly[N-9-heptadecanyl-2,7-carbazole-alt-5,5-(4,7-di-2-thienyl-2,1,3-benzothiadiazole] (PCDTBT) in propan-1-ol is presented as the dispersant continuous phase in the presence of poly(vinylpyrrolidone) used as stabilizer. Suzuki-Miyaura polycondensation of 9-(9-heptadecanyl)-9H-carbazole-2,7-diboronic acid bis(pinacol) ester and 4,7-bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole in alcohol dispersion yields colloidally stable nanoparticles of PCDTBT with particles size of 330-1300 nm, depending on the stabilizer concentration. Other reaction parameters are also discussed such as the amount of base or Pd catalyst.

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