67676-52-2Relevant academic research and scientific papers
Electro-optical properties and X-ray crystal structure of a new bisazomethine dye
Son, Young-A,Matsumoto, Shinya,Han, Eun-Mi,Wang, Sheng,Kim, Sung-Hoon
, p. 46 - 55 (2008)
The photoluminescence and electroluminescence properties of a new bisazomethine dye derived from diaminomaleonitrile were investigated. This dye was examined as red-light-emitting materials in organic EL devices. The crystal structure of a new bisazomethine dye has been determined by X-ray crystallography. The molecules were found to form J-aggregate-like molecular arrangement.
Synthesis of novel colorants for DSSC to study effect of alkyl chain length alteration of auxiliary donor on light to current conversion efficiency
Jadhav, Manoj M.,Vaghasiya, Jayraj V.,Patil, Dinesh,Soni, Saurabh S.,Sekar, Nagaiyan
, p. 119 - 129 (2019/04/05)
Five (MA1-MA5) hemicyanine based sensitizer having N, N-diethyl aniline as a primary donor and hydroxy or alkoxy as an auxiliary donor have been synthesized to establish a correlation between amphiphilic nature of the sensitizer and charge recombination. A strong electron withdrawing 3-(carboxymethyl)-2-methylbenzo[d]thiazol-3-ium bromide has been explored as an acceptor. All the dyes were characterized by 1H-NMR, 13C-NMR and CHN analysis. The photophysical properties of these dyes were recorded in seven different solvents which do not show any significant impact on absorption and emission maxima while molar absorptivity coefficient decreases with increase in alkyl chain length. These dyes show very poor emission in all the solvents. Nano-crystalline mesoporous TiO2 based dye-sensitized solar cells were fabricated using MA1 to MA5 sensitizers to evaluate their photovoltaic performance. MA5 having six carbon alkyl chain shows maximum efficiency of 4.97% while MA1 without any alkyl chain shows the lowest efficiency of 3.40%. As the length of alkyl chain increase efficiency increase due to increment in short circuit current (Jsc) and retardation in the recombination process. Density functional theory (DFT) and time-dependent density functional theory (TD-DFT) were explored to obtain vertical excitation, HOMO-LUMO energy and electron density distribution.
Proton-induced fluorescent switching of a new 2D-π-A type vinylcyanoacetate-pyran dye
Wang, Sheng,Kim, Sung-Hoon
scheme or table, p. 677 - 681 (2009/03/12)
A new 2D-π-A type vinylcyanoacetate-pyran dye, ethyl 2-(2,6-bis(2-butoxy-4-(diethylamino)styryl)-4H-pyran-4-ylidene)-2-cyanoacetate (BDPC) was prepared by condensation reaction. The chemical structures of all the intermediates and the BDPC dye are characterized by 1H NMR, MS. It showed interestingly solvatochromic and solvatofluorchromic properties in various solvents. Its LUMO and HOMO values were obtained by the theoretical calculation. The fluorescent intensity of BDPC dye can be reversibly selected by protonation/deprotonation of the amine moiety via control of intramolecular charge transfer (ICT), leading to a fluorescent molecular switch with two distinguished "on" and "off" states.
A new family of bis-DCM based dopants for red OLEDs
Jung, Byung-Jun,Lee, Jeong-Ik,Chu, Hye Yong,Do, Lee-Mi,Lee, Jaemin,Shim, Hong-Ku
, p. 2470 - 2475 (2007/10/03)
We have synthesized a series of novel bis-DCM derivatives as candidate red dopants for use in organic light-emitting devices (OLEDs), by introducing various donor-substituted aryl rings. Compared to DCJTB (621 nm), the novel dopants (637-677 nm) showed more red-shifted emission in 1,2-dichloroethane. Using bis-DCMNEtOBu (7) as a dopant, we fabricated OLEDs with the configuration of ITO/4,4′,4″-tris(3-methylphenylammo)triphenylamine (m-MTDATA) (20 nm)/N,N′-bis(1-naphthyl)-diphenyl-1,1′-biphenyl-4,4′-diamine (NPB) (40 nm)/tris(8-quinolinolato)aluminium (Alq3) : red dopant (35 nm, x wt%)/Alq3 (35 nm) LiF/Al. The device with a doping concentration of 1.25 wt% showed pure red emission at λmax = 654 nm (chromaticity coordinate: x = 0.67, y = 0.33) and a maximum brightness of 2500 cd m-2. The chromaticity coordinates were almost independent of current density. Moreover, highly efficient red emission (x = 0.63, y = 0.36) was obtained in the 0.74 wt% doped device. The maximum external quantum efficiency was 4.46% at 7 V, the current efficiency was 3.43 cd A-1, and the power efficiency was 1.64 Im W-1. The highest brightness of 8300 cd m-2 was obtained at 19.6 V. The Royal Society of Chemistry 2005.
Red organic electroluminescent compounds, method for synthesizing the same and electroluminescent devices
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, (2008/06/13)
Red organic electroluminescent compounds containing bis-condensed DCM derivatives, a method for synthesizing the same and an organic electroluminescent device using the same. The red organic electroluminescent compound having the formula: wherein R1, R1', R2 and R2' are independently hydrogen atom, or C1-C30 alkyl, aryl or hetero ring; R3, R3', R4 and R4' are independently hydrogen atom, C1-C10 alkyl or alkoxy; one or more pairs selected from the group consisting of R1 and R3, R1' and R3', R2 and R4, and R2' and R4' can be connected in forms of -R1-R3-, -R1'-R3'-, -R2-R4-, and -R2'-R4'-; R5, R5', R6 and R6' are independently hydrogen atom, or C1-C30 alkyl, alkoxy or aryl; at least one of R3, R3', R4, R4', R5, R5', R6 and R6' is not hydrogen atom.
3-(substituted phenyl)phthalides
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, (2008/06/13)
Process comprises the combination of the three steps of condensing 3-N(R)2 -4-X-benzoic acid with an aromatic or heterocyclic aldehyde, Y-CHO, under acidic conditions to produce 3-Y-5-X-6-N(R)2 phthalide (II), condensing said phthalide with a compound of the formula Z-H under alkaline or acid conditions to produce 2-(α-Y-α-Z)methyl-4-X-5-N(R)2 benzoic acid (III), and oxidizing said benzoic acid to produce 3-Y-3-Z-5-X-6-N(R)2 phthalide (I) where: R is hydrogen, non-tertiary alkyl of one to four carbon atoms, benzyl or substituted benzyl; X is hydrogen or halo; Y is 4-R1 -3-R2 -2-R1 -phenyl, 1-R5 -2-R6 -5/6-R4 -3-indolyl, 9-R7 -3-carbazolyl, 9-julolidinyl, 3,4-dioxymethylenephenyl, 2-thienyl, 1-R8 -2-pyrrolyl, or 4-pyridinyl; and Z is 4-R1 -3-R2 -2-R1 -phenyl, 1-R5 -2-R6 -5/6-R4 -3-indolyl or 1-R8 -2-pyrrolyl which are useful as colorless precursor color formers in carbonless duplicating and in thermal marking systems. The intermediates, 3-Y-5-X-6-N(R)2 phthalides (II) and 2-(α-Y-α-Z)methyl-4-X-5-N(R)2 benzoic acids (III) also have utility as colorless precursor color formers in carbonless duplicating and thermal marking systems.
