Article Dans Une Revue Molecules Année : 2023

Synthesis of Calamitic Fluorinated Mesogens with Complex Crystallization Behavior

Denis Anokhin
  • Fonction : Auteur
Alina Maryasevskaya
  • Fonction : Auteur
Ainur Abukaev
  • Fonction : Auteur
Umut Ugur Ozkose
  • Fonction : Auteur
Alexander Buglakov
  • Fonction : Auteur
Dimitri Ivanov
  • Fonction : Auteur

Résumé

This work presents the synthesis and self-organization of the calamitic fluorinated mesogen, 1,1,2,2–tetrafluoro–2–(1,1,2,2–tetrafluoro–4–iodobutoxy)ethanesulfonic acid, a potential model for perfluorosulfonic acid membranes (PFSA). The compound is derived in three steps from 1,1,2,2–tetrafluoro–2–(1,1,2,2–tetrafluoro–2–iodoethoxy)ethanesulfonyl fluoride, achieving a 78% overall yield. The resulting compound exhibits intricate thermal behavior. At 150 °C, a crystal-to-crystal transition is observed due to the partial disordering of calamitic molecules, which is followed by isotropization at 218 °C. Upon cooling, sample ordering occurs through the formation of large smectic liquid crystalline phase domains. This thermotropic state transforms into a layered crystal phase at lower temperatures, characterized by alternating hydrophilic and hydrophobic layers. Using X-ray diffraction, crystalline unit cell models at both room temperature and 170 °C were proposed. Computer simulations of the molecule across varying temperatures support the idea that thermal transitions correlate with a loss of molecular orientation. Importantly, the study underscores the pivotal role of precursor self-organization in aligning channels during membrane fabrication, ensuring controlled and oriented positioning.

Fichier principal
Vignette du fichier
Revised_molecules-2730813_December1st.pdf (1.03 Mo) Télécharger le fichier
Origine Fichiers produits par l'(les) auteur(s)
Licence

Dates et versions

hal-04352841 , version 1 (19-12-2023)

Licence

Identifiants

Citer

Denis Anokhin, Alina Maryasevskaya, Ainur Abukaev, Umut Ugur Ozkose, Alexander Buglakov, et al.. Synthesis of Calamitic Fluorinated Mesogens with Complex Crystallization Behavior. Molecules, 2023, 28 (24), pp.8002. ⟨10.3390/molecules28248002⟩. ⟨hal-04352841⟩
80 Consultations
126 Téléchargements

Altmetric

Partager

  • More