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

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

Laurie Parrenin, Cyril Brochon, Georges Hadziioannou, Eric Cloutet

Macromol Rapid Commun. 2015 Oct;36(20):1816-21.

PMID: 26293155

Abstract:

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.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP863992567	9,10-Anthracenediboronic acid bis(pinacol) ester		863992-56-7	Price
AP958261513	9-(9-Heptadecanyl)-9H-carbazole-2,7-diboronic acid bis(pinacol) ester		958261-51-3	Price

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