Thermal, structural and electrochemical properties of new aliphatic-aromatic imine with piperazine moieties blended with titanium dioxide

A new piperazine imine, (7E)-N-((4-((E)-(4-hexadecylphenylimino)methyl)piperazin-1-yl)methylene)-4-dodecylbenzenamine, has been synthesized by the condensation of 1,4-piperazinedicarboxaldehyde with 4-hexadecylaniline. The imine was characterized by cyclic voltammetry, Fourier transform middle-infra...

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Bibliographic Details
Published in:Phase transitions 2018-02, Vol.91 (2), p.210-224
Main Authors: Różycka, Anna, Fryń, Patryk, Iwan, Agnieszka, Bogdanowicz, Krzysztof Artur, Filapek, Michal, Górska, Natalia, Dąbczyński, Paweł, Rysz, Jakub, Pociecha, Damian, Hreniak, Agnieszka, Marzec, Monika
Format: Article
Language:English
Subjects:
Absorption spectroscopy
Aliphatic compounds
Anatase
Atomic force microscopy
Calorimetry
compositions
Electrochemical analysis
Electrochemistry
Electron transfer
Energy gap
Fourier transforms
HOMO-LUMO
Imines
Infrared absorption
Infrared analysis
Microscopy
Optical microscopy
piperazine
Thermal analysis
Thermal properties
Thermodynamic properties
TiO
Titanium
Titanium dioxide
Voltammetry
X-ray diffraction
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Summary:A new piperazine imine, (7E)-N-((4-((E)-(4-hexadecylphenylimino)methyl)piperazin-1-yl)methylene)-4-dodecylbenzenamine, has been synthesized by the condensation of 1,4-piperazinedicarboxaldehyde with 4-hexadecylaniline. The imine was characterized by cyclic voltammetry, Fourier transform middle-infrared absorption spectroscopy and X-ray diffraction. Thermal properties of imine was analyzed by differential scanning calorimetry method during first and second heating scan at 10 and 20 °C/min. Texture of imine was investigated by polarized optical microscopy and atomic force microscopy. Furthermore, imine was blended with titanium dioxide in anatase form and fully characterized by the same methods. Piperazine imine and its mixture with titanium dioxide exhibited only a transition from crystal to isotropic state. Imine exhibits two-step reduction wave attributed to one-electron transfer in each step as was found by cyclic voltammetry. Both titanium dioxide and poly(3-hexylthiophene) change the electrochemical properties of piperazine imine, however, in different ways. Studied imine blended with titanium dioxide exhibited higher value of energy band gap than pure piperazine imine and lower E g than pure poly(3-hexylthiophene).
ISSN:0141-1594
1029-0338
DOI:10.1080/01411594.2017.1403603