- Novel green-yellow-orange-red light emitting donor-π-acceptor type dyes based on 1,3-indandione and dimedone moieties
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Ten novel luminescent dyes containing 1,3-indandione or dimedone as electron acceptors, amino derivatives (dimethylamino, diphenylamino, julolidine and dibiphenylamino) as electron donor units and different length olefinic linkers (1-hydroxyallylidene or 1-hydroxypenta-2,4-dien-1-ylidene) are reported in this study. Newly synthesized compound structures are proven with X-ray analysis, 1H, 13C NMR spectroscopy and elemental analysis. The UV–Vis absorption, emission, solvatochromism, solvatofluorochromism, redox properties, as well as thermal stabilities and quantum chemical calculations of these dyes were systematically investigated to outline relation between structure and properties. These dyes exhibit moderate thermal decomposition temperatures above 200?°C, insignificant solvatochromism and positive, significant solvatofluorochromism, large Stokes shifts and green, yellow, orange and red light emission with quantum yields in range from 0.03 to 0.93 in non-polar solvents and in thin films. Quantum-chemical calculations (DFT) shows, that all dyes exhibit small HOMO/LUMO gaps from 2.77 to 3.22?eV, which is in agreement with experimental data.
- Malina, Ilze,Kampars, Valdis,Turovska, Baiba,Belyakov, Sergey
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- Efficient Small Molecule Organic Dyes Containing Different Bridges in Donor Moieties for Dye-Sensitized Solar Cells
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Small molecule (molecular weight is around 500 Da) organic dyes were synthesized and used as sensitizers for the dye-sensitized solar cells (DSSCs). The optical and electrochemical properties, theoretical studies and photovoltaic parameters of DSSCs baseed on these dyes were systematically investigated. In order to extend the conjugation extent, two extra phenyl units were attached to triphenylamine (TPA) units bridged with single bonds, double bonds or triple bonds, respectively. The DSSCs based on FWDS exhibited well performances: the short-circuit current density (Jsc) of 10.04, 10.91 and 9.12 mA cm?2, respectively; the open circuit voltage (Voc) of 0.77, 0.75 and 0.78 V, respectively; the power conversion efficiency (η) of 5.65%, 6.04% and 5.19%, respectively. Two extra phenyl units attached via double or triple bonds increase the planar nature of these molecules, increasing the loading amount, which ultimately can correlate into the received efficiency. The results indicated that it is an effective way to get efficient dyes by introducing extra phenyl rings into donor moiety especially adopting double bonds as the bridge. Finally, efficient DSSCs were achieved by using small molecule TPA-type dyes FWD1, FWD2 and FWD3 as the sensitizers.
- Wang, Haobin,Bao, Benzhou,Hu, Xiangyu,Fang, Jing-Kun
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p. 278 - 284
(2017/09/01)
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- The synthesis and photophysical properties of novel poly(diarylamino) styrenes
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A series of novel diamines linked by varying conjugated bridges were characterized using FTIR, NMR and UV-visible spectroscopy, mass spectrometry and elemental analysis. The photoluminescence and thermal properties of the compounds were related to structure and quantum chemical calculations were employed to study the optimized ground state geometry of the compounds. The diarylamines exhibited blue to green fluorescence emission and displayed high thermal stability and high glass transition temperature. As such, the compounds might be very useful as hole-transporting materials in organic light-emitting diodes.
- Wang, Hai-Ying,Chen, Gang,Xu, Xiao-Ping,Chen, Hua,Ji, Shun-Jun
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experimental part
p. 358 - 365
(2011/06/11)
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- The synthesis of robust, polymeric hole-transport materials from oligoarylamine substituted styrenes
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Novel styrene-based oligoarylamine monomers are described which are suitable for the preparation of polymeric hole-transport materials, with very high glass transition temperatures. The monomers are prepared using the Wittig reaction from the appropriate aldehyde precursor, which was assembled using the classical Ullmann reaction. A number of the monomers yielded high-quality crystals which facilitated X-ray characterisation. Polymerisation was achieved either by solution free-radical initiation or by condensed phase thermal autopolymerisation. The latter suggests a method of initiator-free polymerisation which may have potential for multilayer device fabrication. The Royal Society of Chemistry.
- McKeown, Neil B.,Badriya, Samer,Helliwell, Madeleine,Shkunov, Maxim
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p. 2088 - 2094
(2008/02/07)
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