| RICHTAR, J., M. CIGANEK, A. PROCHAZKOVA, A. KOVALENKO, H. SEELAJAROEN, M. KRATOCHVIL, M. WEITER, C. YUMUSAK, N.S. SARICIFTCI, V. LUKES and J. KRAJCOVIC. Adamantane Substitution Effects on Crystallization and Electrooptical Properties of Epindolidione and Quinacridone Dyes. CHEMPHOTOCHEM. 2021, vol. 5, No 12, p. 1059-1070. ISSN 2367-0932. Available from: https://dx.doi.org/10.1002/cptc.202100127. |
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@article{1846464,
author = {Richtar, J. and Ciganek, M. and Prochazkova, A. and Kovalenko, A. and Seelajaroen, H. and Kratochvil, M. and Weiter, M. and Yumusak, C. and Sariciftci, N.S. and Lukes, V. and Krajcovic, J.},
article_number = {12},
doi = {http://dx.doi.org/10.1002/cptc.202100127},
keywords = {CHARGE-TRANSFERTHIN-FILMENERGYSEMICONDUCTORSDERIVATIVESSTABILITYTRANSPORTVERSATILEEMISSIONPOLYMERS},
language = {eng},
issn = {2367-0932},
journal = {CHEMPHOTOCHEM},
title = {Adamantane Substitution Effects on Crystallization and Electrooptical Properties of Epindolidione and Quinacridone Dyes},
url = {https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/cptc.202100127?saml_referrer},
volume = {5},
year = {2021}
}
TY - JOUR
ID - 1846464
AU - Richtar, J. - Ciganek, M. - Prochazkova, A. - Kovalenko, A. - Seelajaroen, H. - Kratochvil, M. - Weiter, M. - Yumusak, C. - Sariciftci, N.S. - Lukes, V. - Krajcovic, J.
PY - 2021
TI - Adamantane Substitution Effects on Crystallization and Electrooptical Properties of Epindolidione and Quinacridone Dyes
JF - CHEMPHOTOCHEM
VL - 5
IS - 12
SP - 1059-1070
EP - 1059-1070
SN - 23670932
KW - CHARGE-TRANSFERTHIN-FILMENERGYSEMICONDUCTORSDERIVATIVESSTABILITYTRANSPORTVERSATILEEMISSIONPOLYMERS
UR - https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/cptc.202100127?saml_referrer
N2 - The synthesis, experimental and theoretical study of the novel air-stable four adamantane-bearing dyes based on the trans-epindolidione (EPI) and trans-quinacridone (QA) cores are presented. Compared to the parent EPI and QA, the methyl-/ethyladamantyl substitution ensures that their structural stability in crystals is preserved due to the self-organizing properties of adamantyl groups. The investigated materials are solution-processable in common organic solvents and possess excellent thermal stability. The very good solubility was achieved by a one-step short and easy synthesis, which resulted in moderate yields of a new family of synthesized dyes. The ethyladamantyl EPI derivative (3) exhibits a unique rise in thermal stability reaching 412 degrees C. The resulting electrochemical band gap carried out on thin-film evaporated on ITO-coated glass electrodes was in the range of 2.4-2.5 eV. The experimental HOMO energies range from -6.2 to -6.0 eV, and LUMO energies lay between -3.7 and -3.5 eV. The prepared compounds are characterized by strong fluorescence in solutions and in powder, suggesting a decrease in the extent of non-radiative relaxation processes.
ER -
RICHTAR, J., M. CIGANEK, A. PROCHAZKOVA, A. KOVALENKO, H. SEELAJAROEN, M. KRATOCHVIL, M. WEITER, C. YUMUSAK, N.S. SARICIFTCI, V. LUKES and J. KRAJCOVIC. Adamantane Substitution Effects on Crystallization and Electrooptical Properties of Epindolidione and Quinacridone Dyes. \textit{CHEMPHOTOCHEM}. 2021, vol.~5, No~12, p.~1059-1070. ISSN~2367-0932. Available from: https://dx.doi.org/10.1002/cptc.202100127.
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