publication . Article . 2016

1,2,3-Triazole-Diketopyrrolopyrrole Derivatives with Tunable Solubility and Intermolecular Interactions

Davide Blasi; Davide Blasi; Francesca Nicoletta; Eliana Maiorano; Gianluca M. Farinola; Nora Ventosa; Nora Ventosa; Immaculada Ratera; Immaculada Ratera; Angela Punzi; ...
Open Access
  • Published: 01 May 2016 Journal: European Journal of Organic Chemistry, volume 2,016, pages 2,617-2,627 (issn: 1434-193X, Copyright policy)
  • Publisher: Wiley
  • Country: Spain
Abstract
1,2,3-Triazole rings bearing hydrophobic aliphatic or hydrophilic oligoether chains were easily introduced at the two ends of the conjugated skeleton of bisthiophene–diketopyrrolopyrrole (TDPP) derivatives by simple click cycloaddition reactions. The combination of side chains with different structures and polarities on the triazole rings with the side chains on the N-atoms of the lactam groups of the TDPP moiety enabled the solubility and the solid-state spectroscopic properties of the resulting conjugated molecules to be tuned. Formation of nanostructured aggregates and dependence of their spectroscopic behavior on the substitution pattern were investigated.
Subjects
free text keywords: Physical and Theoretical Chemistry, Organic Chemistry, Azides, Conjugation, Dyes/Pigments, Nitrogen heterocycles, Solubility, European commission, Chemistry, 1,2,3-Triazole, chemistry.chemical_compound, Stereochemistry, Intermolecular force, Click chemistry
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