Pré-Publication, Document De Travail Année : 2024

The effect of hydrogen-bond interactions on the electronic nature of DPP-based organic semiconductors: Implications on charge transport

L'effet des interactions hydrogène-liaison sur la nature électronique des semi-conducteurs organiques à base de DPP : Implications sur le transport de charges

Résumé

In this work, we show that hydrogen-bond interactions, in addition to directing supramolecular order, can have an intriguing effect on the molecular and electronic properties of DPP derivatives, facilitating redox processes in the solid state. As a result, charge carrier formation can be enhanced in devices, contributing to the improvement of electrical performances of two exceptionally small molecular semiconductors based on thiophene-capped diketopyrrolopyrrole (DPP) as the electroactive component and amide groups as hydrogen-bonding units. Two different topologies of the amide groups were explored, C-centered or N-centered (HDPPBA-C and HDPPBA-N, respectively) and the results were compared to HDPPH molecule with no amide groups. Spectroelectrochemical experiments, in conjunction with vibrational spectroscopies and DFT calculations, demonstrate that hydrogen-bonds formation promotes modifications on the effective conjugation length of the studied semiconductors, which may facilitate the generation of free charge carriers in organic field effect transistors (OFETs). These results open a new strategy towards simple design of organic semiconductors and control over their morphological and electrical properties by simple hydrogen-bond formation.

Fichier principal
Vignette du fichier
The effect of hydrogenbond interactions on the electronic nature of DPPbased organic semiconductors Implications on charge transport.pdf (1.14 Mo) Télécharger le fichier
Supporting Information.pdf (3.04 Mo) Télécharger le fichier
Origine Fichiers produits par l'(les) auteur(s)
Licence
Origine Fichiers produits par l'(les) auteur(s)
Licence

Dates et versions

hal-04630048 , version 1 (01-07-2024)

Licence

Identifiants

Citer

Raúl González-Núñez, Gabriel Martinez, Nelson Ricardo Ávila Rovelo, Amparo Ruiz- Carretero, Rocío Ponce Ortiz. The effect of hydrogen-bond interactions on the electronic nature of DPP-based organic semiconductors: Implications on charge transport. 2024. ⟨hal-04630048⟩
84 Consultations
239 Téléchargements

Altmetric

Partager

  • More