Publication detail

DESIGN AND SYNTHESIS OF NEW FAMILY OF DIKETOPYRROLO-PYRROLES FOR ORGANIC ELECTRONICS

KRAJČOVIČ, J. OUZZANE, I. VALA, M. WEITER, M.

Original Title

DESIGN AND SYNTHESIS OF NEW FAMILY OF DIKETOPYRROLO-PYRROLES FOR ORGANIC ELECTRONICS

English Title

DESIGN AND SYNTHESIS OF NEW FAMILY OF DIKETOPYRROLO-PYRROLES FOR ORGANIC ELECTRONICS

Type

miscellaneous

Language

en

Original Abstract

Diketopyrrolo[3,4-c]pyrrole (DPP) is present as a key structural unit in an important class of red pigments that has exceptional light, weather, and heat stability, together with their interesting electrical and/or optical properties enabling their wide range of applications. Simultaneously, DPPs are widely used as a building blocks in the construction of a variety of compounds and polymers for device applications, in particular OLEDs, OPVs and OTFTs1, 2. Therefore a several tens of derivatives of DPPs3, 4 together with the new family of di-N-arylated DPPs derivatives were prepared and investigated with respect to their molecular structure. Novel unsymmetrical derivatives of DPPs were synthesized by nucleophilic aromatic substitution using of highly electrondeficient aryl electrophile containing functional groups like –NO2, -CF3 in presence of potassium carbonate and DMF. We achieved new DPPs with excellent solubility and simultaneously, systems with various electron donating and electron withdrawing ability linked to the basic pyrrolinone skeleton to improve some of their optical and electrical properties such as absorption molar coefficient, conductivity, photogeneration yield and others. These properties together with chemical, light and thermal stability predestines them as potential candidates for electronics and optical applications such as photovoltaic and lighting devices, gas sensors and others.

English abstract

Diketopyrrolo[3,4-c]pyrrole (DPP) is present as a key structural unit in an important class of red pigments that has exceptional light, weather, and heat stability, together with their interesting electrical and/or optical properties enabling their wide range of applications. Simultaneously, DPPs are widely used as a building blocks in the construction of a variety of compounds and polymers for device applications, in particular OLEDs, OPVs and OTFTs1, 2. Therefore a several tens of derivatives of DPPs3, 4 together with the new family of di-N-arylated DPPs derivatives were prepared and investigated with respect to their molecular structure. Novel unsymmetrical derivatives of DPPs were synthesized by nucleophilic aromatic substitution using of highly electrondeficient aryl electrophile containing functional groups like –NO2, -CF3 in presence of potassium carbonate and DMF. We achieved new DPPs with excellent solubility and simultaneously, systems with various electron donating and electron withdrawing ability linked to the basic pyrrolinone skeleton to improve some of their optical and electrical properties such as absorption molar coefficient, conductivity, photogeneration yield and others. These properties together with chemical, light and thermal stability predestines them as potential candidates for electronics and optical applications such as photovoltaic and lighting devices, gas sensors and others.

Keywords

DPP, organic electonics, organic sensors

Released

26.06.2013

Location

Strasbourg

Pages from

71

Pages to

71

Pages count

1

BibTex


@misc{BUT104287,
  author="Jozef {Krajčovič} and Imad {Ouzzane} and Martin {Vala} and Martin {Weiter}",
  title="DESIGN AND SYNTHESIS OF NEW FAMILY OF DIKETOPYRROLO-PYRROLES FOR ORGANIC ELECTRONICS",
  annote="Diketopyrrolo[3,4-c]pyrrole (DPP) is present as a key structural unit in an important class of red pigments that has exceptional light, weather, and heat stability, together with their interesting electrical and/or optical properties enabling their wide range of applications. Simultaneously, DPPs are widely used as a building blocks in the construction of a variety of compounds and polymers for device applications, in particular OLEDs, OPVs and OTFTs1, 2. Therefore a several tens of derivatives of DPPs3, 4 together with the new family of di-N-arylated DPPs derivatives were prepared and investigated with respect to their molecular structure. Novel unsymmetrical derivatives of DPPs were synthesized by nucleophilic aromatic substitution using of highly electrondeficient aryl electrophile containing functional groups like –NO2, -CF3 in presence of potassium carbonate and DMF. We achieved new DPPs with excellent solubility and simultaneously, systems with various electron donating and electron withdrawing ability linked to the basic pyrrolinone skeleton to improve some of their optical and electrical properties such as absorption molar coefficient, conductivity, photogeneration yield and others. These properties together with chemical, light and thermal stability predestines them as potential candidates for electronics and optical applications such as photovoltaic and lighting devices, gas sensors and others.",
  chapter="104287",
  howpublished="electronic, physical medium",
  year="2013",
  month="june",
  pages="71--71",
  type="miscellaneous"
}