TY - JOUR
T1 - Synthesis and investigation of dielectric properties of a hydrogen-bonded chalcone aniline monomer and its polymer
AU - Tuba Çoğalmış, Fatma
AU - Korkmaz, Burak
AU - Ahlatcıoğlu Özerol, Esma
AU - Sütay, Berkay
AU - Şenkal, Bahire Filiz
AU - Canli, Nimet Yilmaz
AU - Gürsel, Yeşim
N1 - Publisher Copyright:
© 2025
PY - 2026/1/5
Y1 - 2026/1/5
N2 - A tertiary amine-substituted chalcone-based monomer was synthesized via a Claisen-Schmidt reaction between 3-aminoacetophenone and 4-(dimethylamino) benzaldehyde, using KOH as a base catalyst and ethanol as the solvent under ambient conditions for 24 h. The chalcone-modified aniline monomer was subsequently polymerized oxidatively using ammonium persulfate as an initiator and HBr as a doping agent in an aqueous medium for 24 h at room temperature. Additionally, a hydrogen-bonded liquid crystalline (LC) compound, 11-(4-cyanobiphenyl-4(-oxy)undekan-1-ol (LC11), was synthesized as per the literature and employed as an H-bond donor mesogen. Both the tertiary amine-substituted chalcone monomer (Ch-ANI) and its polymer (Ch-PANI) served as hydrogen bond acceptors. The liquid crystalline behavior of the materials was investigated using DSC (Differential Scanning Calorimetry), dielectric and AC conductivity measurements, spectroscopic methods, and POM (Polarized Optical Microscopy). To elucidate the hydrogen bonding mechanism between LC11 and the synthesized materials, computational methods were employed.
AB - A tertiary amine-substituted chalcone-based monomer was synthesized via a Claisen-Schmidt reaction between 3-aminoacetophenone and 4-(dimethylamino) benzaldehyde, using KOH as a base catalyst and ethanol as the solvent under ambient conditions for 24 h. The chalcone-modified aniline monomer was subsequently polymerized oxidatively using ammonium persulfate as an initiator and HBr as a doping agent in an aqueous medium for 24 h at room temperature. Additionally, a hydrogen-bonded liquid crystalline (LC) compound, 11-(4-cyanobiphenyl-4(-oxy)undekan-1-ol (LC11), was synthesized as per the literature and employed as an H-bond donor mesogen. Both the tertiary amine-substituted chalcone monomer (Ch-ANI) and its polymer (Ch-PANI) served as hydrogen bond acceptors. The liquid crystalline behavior of the materials was investigated using DSC (Differential Scanning Calorimetry), dielectric and AC conductivity measurements, spectroscopic methods, and POM (Polarized Optical Microscopy). To elucidate the hydrogen bonding mechanism between LC11 and the synthesized materials, computational methods were employed.
KW - Chalcone
KW - Computational chemistry
KW - Conducting polymer
KW - Hydrogen bonded liquid crystal
KW - Impedance spectroscopy (IS)
KW - Polyaniline
UR - https://www.scopus.com/pages/publications/105013852967
U2 - 10.1016/j.molstruc.2025.143709
DO - 10.1016/j.molstruc.2025.143709
M3 - Article
AN - SCOPUS:105013852967
SN - 0022-2860
VL - 1349
JO - Journal of Molecular Structure
JF - Journal of Molecular Structure
M1 - 143709
ER -