Abstract
Two new low-molecular weight compounds — (Z)-4-(4-(dimethylamino)benzylidene)-1-(9-ethyl-9H-carbazol-3-yl)-2-phenyl-1H-imidazol-5(4H)-one and 2-(6-hydroxyhexyl)-6-(pyrrolidin-1-yl)-1H-benzo[de]isoquinoline-1,3(2H)-dione) — with possible application in organic light-emitting devices were synthesized. Their photophysical properties in solution and in polymer films were investigated. The determined relative fluorescence quantum yields in solution for both compounds were 0.003 and 0.51, while those in poly(methyl methacrylate) films were around 0.10 and 1.0, respectively. For 1H-imidazol-5(4H)-one derivative, single-layer organic displays with one emitting layer were prepared by spin-coating technology. The applied voltage was 40 V (AC) with 1–3 KHz frequency. The emission maximum of the experimental AC display structures was at 600–630 nm. For displays with 2-(6-hydroxyhexyl)-6-(pyrrolidin-1-yl)-1H-benzo[de]isoquinoline-1,3(2H)-dione) the applied voltage was 60 V (AC) with 6-9 KHz frequency, but its future success will require more appropriate binding polymers. Based on the obtained experimental results, it is concluded that the investigated compounds could be applied for preparation of color electroluminescent structures.
Similar content being viewed by others
References
M.M. Kravtsiv, A.P. Kovalskiy, O.I. Shpotyuk, Adv. Optoelectron. Lasers 2, 194 (2003)
S.W. Kim, B.H. Hwang, J.H. Lee, J.I. Kang, K.W. Min, W.Y. Kim, Curr. Appl. Phys. 2, 335 (2002)
J. Davenas, S. Besbes, H. ben Ouada, M. Majdoub, Mater. Sci. Eng. C 21, 259 (2002)
S. Braun, W. Osikowicz, Y. Wang, W.R. Salaneck, Org. Electron. 8, 14 (2007)
E.F. Schubert, T. Gessmann, J.K. Kim, In: K. Mullen, U. Scherf (Eds.), Organic Light Emitting Devices. Synthesis, Properties and Applications (WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim, 2006)
A.K. Mukerjee, Heterocycles 26, 1077 (1987)
V.O. Topuzyan, A.A. Oganesyan, G.A. Panosyan, Russ. J. Org. Chem (Eng.) 40, 1644 (2004)
I. Grabtchev, T. Konstantinov, S. Guittonneau, P. Meallier, Dyes and Pigments 35, 361 (1997)
J. Gan, H. Tian, Z. Wang, K. Chen, J. Hill, P.A. Lane, M.D. Rahn, A.M. Fox, D.D.C. Bradley, J. Organometal. Chem. 645, 168 (2002)
P. Nikolov, F. Fratev, St. Minchev, Z. Naturforsch. A 38, 200 (1983)
A.T.R. Williams, S.A. Winfield, J.N. Miller, Analyst 108, 1067 (1983)
I. Petkova, G. Dobrikov, N. Banerji, G. Duvanel, R. Perez, V. Dimitrov, P. Nikolov, E. Vauthey, J. Phys. Chem. A 114, 10 (2010)
P. Angelova, N. Kuchukova, G. Dobrikov, I. Timtcheva, K. Kostova, I. Petkova, E. Vauthey, J. Mol. Struc. 993, 185 (2011)
Author information
Authors and Affiliations
Corresponding author
About this article
Cite this article
Dobrikov, G.H., Dobrikov, G.M. & Aleksandrova, M. Synthesis and electronic spectra of new low-molecular weight compounds with possible application in electroluminescent layers. cent.eur.j.chem. 9, 1126–1132 (2011). https://doi.org/10.2478/s11532-011-0098-3
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.2478/s11532-011-0098-3