Symmetrical N-acylsubstituted dihydrazones containing bithiophene core — Photophysical, electrochemical and thermal characterization
PBN-AR
Instytucja
Centrum Materiałów Polimerowych i Węglowych Polskiej Akademii Nauk
Źródłowe zdarzenia ewaluacyjne
Informacje podstawowe
Główny język publikacji
en
Czasopismo
Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy
ISSN
1386-1425
EISSN
Wydawca
Elsevier
DOI
Rok publikacji
2016
Numer zeszytu
Strony od-do
169–176
Numer tomu
159
Identyfikator DOI
Liczba arkuszy
Słowa kluczowe
en
Acylhydrazones; Electrochemistry; Photoluminescence; DFT calculation
en
OPTICAL-PROPERTIES; LANTHANIDE(III) COMPLEXES; NAPHTHALENE DIIMIDE; ELECTRON-TRANSFER; SCHIFF-BASES; IMINE UNITS; IN-VIVO; DERIVATIVES; POLYMERS; INHIBITORS
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 H-1 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 degrees C. The prepared N-acylsubstituted dihydrazones emitted light with lambda(em) 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/cm(2) AM 1.5G irradiation was found for device with the architecture ITO/PEDOT:PSS/P3HT:PCBM:FBTH (1:2:2)/Al. (C) 2016 Elsevier B.V. All rights reserved.
Cechy publikacji
oryginalny artykuł naukowy
Inne
System-identifier
PX-56fb84c82cdc5c33fd0cff81
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