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

Laurie Parrenin (1, 2) , Cyril Brochon (1, 2) , Georges Hadziioannou (1, 2) , Eric Cloutet (1, 2)

1 LCPO - Laboratoire de Chimie des Polymères Organiques
2 Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies

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.

Mots clés: pi-conjugated polymers; polymer dispersions; semiconducting polymer particles; organic solar cells; SOLAR-CELLS; POLY 3; 4-ETHYLENEDIOXYTHIOPHENE; DERIVATIVES; MINIEMULSION; POLYTHIOPHENE; POLYANILINE; PARTICLES

Domaines: Polymères

Laurie Parrenin, Cyril Brochon, Georges Hadziioannou, Eric Cloutet. Low Bandgap Semiconducting Copolymer Nanoparticles by Suzuki Cross-Coupling Polymerization in Alcoholic Dispersed Media . Macromolecular Rapid Communications, 2015, 36 (20), pp.1816-1821. ⟨10.1002/marc.201500324⟩. ⟨hal-01361294⟩