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Synthesis and Optoelectronic Properties of New Methoxy-Substituted Diketopyrrolopyrrole Polymers.
Domokos, Andras; Aronow, Sean D; Tang, Teresa; Shevchenko, Nikolay E; Tantillo, Dean J; Dudnik, Alexander S.
Afiliación
  • Domokos A; Department of Chemistry, University of California, Davis, California 95616, United States.
  • Aronow SD; Department of Chemistry, University of California, Davis, California 95616, United States.
  • Tang T; Department of Chemistry, University of California, Davis, California 95616, United States.
  • Shevchenko NE; Department of Chemistry, University of California, Davis, California 95616, United States.
  • Tantillo DJ; Department of Chemistry, University of California, Davis, California 95616, United States.
  • Dudnik AS; Department of Chemistry, University of California, Davis, California 95616, United States.
ACS Omega ; 4(5): 9427-9433, 2019 May 31.
Article en En | MEDLINE | ID: mdl-31460033
The introduction of functional groups with varying electron-donating/-withdrawing properties at the ß-position of diketopyrrolopyrrole (DPP) has been shown to affect the optoelectronic properties of the polymers. We report the synthesis of a new diketopyrrolopyrrole monomer wherein a strong electron-donating substituent, a methoxy group, was incorporated at the ß-position in an effort to modulate polymer properties. Homopolymers and co-polymers of the new ß-methoxy DPP and nonderivatized DPP were synthesized, and their properties were measured by cyclic voltammetry and UV-vis-near-infrared. Density functional theory computations also were employed to predict the degree of planarity of ß-methoxy oligomers to probe the significance of the newly introduced S-O conformational lock. The combined experimental and computational results showed a reduction in the gap between highest occupied molecular orbital/lowest unoccupied molecular orbital levels, a redshift toward the near-infrared region, and an increased planarity in the ß-methoxy polymers.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: ACS Omega Año: 2019 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos
Texto completo
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: ACS Omega Año: 2019 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos