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Low Bandgap Semiconducting Copolymer Nanoparticles by Suzuki Cross‐Coupling Polymerization in Alcoholic Dispersed Media
Author(s) -
Parrenin Laurie,
Brochon Cyril,
Hadziioannou Georges,
Cloutet Eric
Publication year - 2015
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.201500324
Subject(s) - materials science , copolymer , nanoparticle , suzuki reaction , chemical engineering , condensation polymer , polymerization , organic electronics , dispersant , polymer chemistry , pinacol , catalysis , dispersion (optics) , nanotechnology , polymer , organic chemistry , chemistry , palladium , physics , optics , transistor , quantum mechanics , voltage , engineering , composite material
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.