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Organic light emitting diodes (OLED) based on helical structures containing 7-membered fused rings
Three novel isomeric helical molecules 2-methoxy-m,n-dimethyl-6-phenyl-6H-5,6,7-triazadibenzo[f,h]naphtho[3,2,1-cd]azulenes (m,n = 8,9; 8,10; 9,10), derived from alkylated 1H-pyrazolo[3,4-b]quinoline halides, were synthesized. Their twisted structures containing a seven-membered ring help to sustain a glassy state, which enables a film of good quality to be formed. All compounds exhibit distinct glass transition temperatures (98, 100 and 113 °C, respectively). The racemization barrier of the dyes is rather low, ∼25 kcal/mol. In consequence the compounds were obtained as racemic mixtures, both in solution and crystalline state. The helical structure of azulenes can be clearly seen from their crystal structures; however the racemates belong to centrosymmetric space groups. Finally, the helical dyes were successfully applied as a direct light emitting layer in OLED cell. The configuration of the devices: ITO/PEDOT:PSS/azulene/Ca/Al, emitting greenish-yellow light with CIE coordinates (0.44, 0.54) is reported.
cris.lastimport.wos | 2024-04-09T22:12:51Z | |
dc.abstract.en | Three novel isomeric helical molecules 2-methoxy-m,n-dimethyl-6-phenyl-6H-5,6,7-triazadibenzo[f,h]naphtho[3,2,1-cd]azulenes (m,n = 8,9; 8,10; 9,10), derived from alkylated 1H-pyrazolo[3,4-b]quinoline halides, were synthesized. Their twisted structures containing a seven-membered ring help to sustain a glassy state, which enables a film of good quality to be formed. All compounds exhibit distinct glass transition temperatures (98, 100 and 113 °C, respectively). The racemization barrier of the dyes is rather low, ∼25 kcal/mol. In consequence the compounds were obtained as racemic mixtures, both in solution and crystalline state. The helical structure of azulenes can be clearly seen from their crystal structures; however the racemates belong to centrosymmetric space groups. Finally, the helical dyes were successfully applied as a direct light emitting layer in OLED cell. The configuration of the devices: ITO/PEDOT:PSS/azulene/Ca/Al, emitting greenish-yellow light with CIE coordinates (0.44, 0.54) is reported. | pl |
dc.affiliation | Wydział Chemii : Zakład Krystalochemii i Krystalofizyki | pl |
dc.contributor.author | Szlachcic, Paweł | pl |
dc.contributor.author | Danel, Krzysztof S. | pl |
dc.contributor.author | Gryl, Marlena - 141879 | pl |
dc.contributor.author | Stadnicka, Katarzyna - 132048 | pl |
dc.contributor.author | Usatenko, Zoryana | pl |
dc.contributor.author | Nosidlak, Natalia | pl |
dc.contributor.author | Lewińska, Gabriela | pl |
dc.contributor.author | Sanetra, Jerzy | pl |
dc.contributor.author | Kuźnik, Wojciech | pl |
dc.date.accessioned | 2015-07-02T10:00:27Z | |
dc.date.available | 2015-07-02T10:00:27Z | |
dc.date.issued | 2015 | pl |
dc.description.admin | [AB] Stadnicka, Katarzyna [SAP11004149] 50000141 | pl |
dc.description.physical | 184-195 | pl |
dc.description.volume | 114 | pl |
dc.identifier.doi | 10.1016/j.dyepig.2014.10.021 | pl |
dc.identifier.eissn | 1873-3743 | pl |
dc.identifier.issn | 0143-7208 | pl |
dc.identifier.uri | http://ruj.uj.edu.pl/xmlui/handle/item/11187 | |
dc.language | eng | pl |
dc.language.container | eng | pl |
dc.rights.licence | bez licencji | |
dc.subtype | Article | pl |
dc.title | Organic light emitting diodes (OLED) based on helical structures containing 7-membered fused rings | pl |
dc.title.journal | Dyes and Pigments | pl |
dc.type | JournalArticle | pl |
dspace.entity.type | Publication |