Symmetrical N-acylsubstituted dihydrazones containing bithiophene core — Photophysical, electrochemical and thermal characterization
PBN-AR
Instytucja
Wydział Matematyki, Fizyki i Chemii (Uniwersytet Śląski w Katowicach)
Informacje podstawowe
Główny język publikacji
EN
Czasopismo
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
ISSN
1386-1425
EISSN
Wydawca
PERGAMON-ELSEVIER SCIENCE LTD
DOI
URL
Rok publikacji
2016
Numer zeszytu
Strony od-do
169-176
Numer tomu
159
Identyfikator DOI
Liczba arkuszy
0,4
Słowa kluczowe
EN
Acylhydrazones
DFT Calculation
Electrochemistry
Photoluminescence
Streszczenia
Język
EN
Treść
Four symmetrical N-acylsubstituted dihydrazones containing bithiophene core were synthesized from condensation of 2,2′-bithiophene-5,5′-dicarboxyaldehyde with benzoic, isonicotinoyl, 2-thiophenic and 2-furoic hydrazide. The obtained compounds were characterized through the data from 1H nuclear magnetic resonance spectroscopy (NMR), infrared spectroscopy (IR), elemental analysis, UV–vis absorption spectroscopy, photoluminescence (PL), cyclic voltammetry (CV) and differential pulse voltammetry (DPV) measurements. Additionally, the electronic properties including orbital energies and resulting energy gaps were calculated by density functional theory (DFT). Their thermal behavior was investigated by thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). They were thermal sable up to 320 °C. The prepared N-acylsubstituted dihydrazones emitted light with λem in the range of 499–530 nm in solution, whereas, in solid state as blend with PMMA blue emission was observed. They undergo quasi-reversible and irreversible electrochemical reduction and oxidation processes, respectively. Additionally, the selected compounds were tested preliminary as component of active layer in organic photovoltaic cells. The highest value of power conversion efficiency, equal to 1.68% under simulated 100 mW/cm2 AM 1.5G irradiation was found for device with the architecture ITO/PEDOT:PSS/P3HT:PCBM:FBTH (1:2:2)/Al.
Inne
System-identifier
0192700123104
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