Novel green-yellow-orange-red light emitting donor-π-acceptor type dyes based on 1,3-indandione and dimedone moieties
作者： Ilze Malina , Valdis Kampars , Baiba Turovska , Sergey Belyakov
DOI: 10.1016/J.DYEPIG.2017.01.017
关键词:
摘要: Abstract Ten novel luminescent dyes containing 1,3-indandione or dimedone as electron acceptors, amino derivatives (dimethylamino, diphenylamino, julolidine and dibiphenylamino) donor units different length olefinic linkers (1-hydroxyallylidene 1-hydroxypenta-2,4-dien-1-ylidene) are reported in this study. Newly synthesized compound structures proven with X-ray analysis, 1H, 13C NMR spectroscopy elemental analysis. The UV–Vis absorption, emission, solvatochromism, solvatofluorochromism, redox properties, well thermal stabilities quantum chemical calculations of these were systematically investigated to outline relation between structure properties. These exhibit moderate decomposition temperatures above 200 °C, insignificant solvatochromism positive, significant large Stokes shifts green, yellow, orange red light emission yields range from 0.03 0.93 non-polar solvents thin films. Quantum-chemical (DFT) shows, that all small HOMO/LUMO gaps 2.77 3.22 eV, which is agreement experimental data.
sci-hub.se 参考文章(35)
Yuhui Yang, Shuhui Bo, Haoran Wang, Fenggang Liu, Jialei Liu, Ling Qiu, Zhen Zhen, Xinhou Liu, Novel chromophores with excellent electro-optic activity based on double-donor chromophores by optimizing thiophene bridges Dyes and Pigments. ,vol. 122, pp. 139- 146 ,(2015) , 10.1016/J.DYEPIG.2015.06.012
Fenggang Liu, Yuhui Yang, Haoran Wang, Jialei Liu, Chaolei Hu, Fuyang Huo, Shuhui Bo, Zhen Zhen, Xinhou Liu, Ling Qiu, Comparative studies on structure–nonlinearity relationships in a series of novel second-order nonlinear optical chromophores with different aromatic amine donors Dyes and Pigments. ,vol. 120, pp. 347- 356 ,(2015) , 10.1016/J.DYEPIG.2015.05.003
Harsha Agnihotri, Paramasivam Mahalingavelar, Hemant Mande, Prasanna Ghalsasi, Sriram Kanvah, Amino substituted 4-pyridylbutadienes: Synthesis and fluorescence investigations Dyes and Pigments. ,vol. 123, pp. 341- 348 ,(2015) , 10.1016/J.DYEPIG.2015.08.018
Anife Ahmedova, Vasil Atanasov, Petja Marinova, Neyko Stoyanov, Mariana Mitewa, Synthesis, characterization and spectroscopic properties of some 2-substituted 1,3-indandiones and their metal complexes Central European Journal of Chemistry. ,vol. 7, pp. 429- 438 ,(2009) , 10.2478/S11532-009-0039-6
Andrea Fülöpová, Peter Magdolen, Ivica Sigmundová, Pavol Zahradník, Erik Rakovský, Marek Cigáň, Benzotristhiazole based chromophores for nonlinear optics Journal of Molecular Structure. ,vol. 1027, pp. 70- 80 ,(2012) , 10.1016/J.MOLSTRUC.2012.06.018
Angela Altomare, Maria Cristina Burla, Mercedes Camalli, Giovanni Luca Cascarano, Carmelo Giacovazzo, Antonietta Guagliardi, Anna Grazia Giuseppina Moliterni, Giampiero Polidori, Riccardo Spagna, SIR97: a new tool for crystal structure determination and refinement Journal of Applied Crystallography. ,vol. 32, pp. 115- 119 ,(1999) , 10.1107/S0021889898007717
Masayuki Mitsuya, Takayuki Suzuki, Toshiki Koyama, Hirofusa Shirai, Yoshio Taniguchi, Makoto Satsuki, Sadaharu Suga, Bright red organic light-emitting diodes doped with a fluorescent dye Applied Physics Letters. ,vol. 77, pp. 3272- 3274 ,(2000) , 10.1063/1.1326491
R. Krishnan, J. S. Binkley, R. Seeger, J. A. Pople, Self‐consistent molecular orbital methods. XX. A basis set for correlated wave functions Journal of Chemical Physics. ,vol. 72, pp. 650- 654 ,(1980) , 10.1063/1.438955
Anife Ahmedova, Petja Marinova, Gordana Pavlović, Maya Guncheva, Neyko Stoyanov, Mariana Mitewa, Structure and properties of a series of 2-cinnamoyl-1,3-indandiones and their metal complexes Journal of The Iranian Chemical Society. ,vol. 9, pp. 297- 306 ,(2012) , 10.1007/S13738-011-0024-9
Yuan Jay Chang, Tahsin J. Chow, Highly efficient red fluorescent dyes for organic light-emitting diodes Journal of Materials Chemistry. ,vol. 21, pp. 3091- 3099 ,(2011) , 10.1039/C0JM03109G