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Article Dans Une Revue Journal of Materials Chemistry C Année : 2013

Isomeric carbazolocarbazoles: synthesis, characterization and comparative study in Organic Field Effect Transistors

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Miriam Más-Montoya
  • Fonction : Auteur
Rocío Ponce Ortiz
  • Fonction : Auteur
David Curiel
  • Fonction : Auteur
Arturo Espinosa
  • Fonction : Auteur
Magali Allain
Antonio Facchetti
  • Fonction : Auteur
Tobin Marks
  • Fonction : Auteur

Résumé

We report here the synthesis and characterization of a new family of isomeric carbazolocarbazole derivatives, namely carbazolo[1,2-a]carbazole, carbazolo[3,2-b]carbazoleand carbazolo[4,3-c]carbazole. Thermal, optical, electrochemical, morphological and semiconducting properties have been studied to understand the influence of geometrical isomerism on the optoelectronic properties of these compounds. Different packing patterns have been observed by single crystal X-ray diffraction (XRD) which then correlate with the different morphologies of the evaporated thin films studied by XRD and Atomic Force Microscopy (AFM). The effect of N-substituents has also been evaluated for one of the isomers revealing a noticeable influence on the performance as organic semiconductors in Organic Field Effect Transistors (OFETs). A good p-channel field effect has been determined for N,N′-dioctylcarbazolo[4,3-c]carbazole with a mobility of 0.02 cm2 V−1 s−1 and Ion/Ioff ratio of 106 in air. These preliminary results demonstrate the promising properties of molecular carbazolocarbazole systems which should be further explored in the area of organic semiconducting materials.

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Chimie
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Dates et versions

hal-03344999 , version 1 (15-09-2021)

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Miriam Más-Montoya, Rocío Ponce Ortiz, David Curiel, Arturo Espinosa, Magali Allain, et al.. Isomeric carbazolocarbazoles: synthesis, characterization and comparative study in Organic Field Effect Transistors. Journal of Materials Chemistry C, 2013, 1 (10), pp.1959-1969. ⟨10.1039/c2tc00363e⟩. ⟨hal-03344999⟩
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