943784-69-8

Upstream product

• 808758-81-8 4-[bis-(4-iodophenyl)amino]benzaldehyde 
• 86-74-8 9H-carbazole 
• 603-34-9 N,N-diphenylaminobenzene 
• 4181-05-9 4-(diphenylamino)benzaldehyde 

Downstream Products

• 943784-73-4 4-{N,N-bis[4-(9H-carbazol-9-yl)phenyl]amino}-1-vinylbenzene 
• 1261159-01-6 3-(4-(bis(4-(9H-carbazol-9-yl)phenyl)amino)phenyl)-2-cyanoacrylic acid 

Relevant academic research and scientific papers

Photophysical properties, aggregation-induced fluorescence in nanoaggregates and cell imaging of 2,5-bisaryl 1,3,4-oxadiazoles

Dye-loaded nanoparticles encapsulating four different aggregation-induced emission (AIE) and intramolecular charge transfer (ICT) active chromophores, which had different numbers of carbazole-containing triphenylamine moieties as donors and one 1,3,4-oxad

ORGANIC DYES, COMPOSITIONS AND DYE-SENSITIZED SOLAR CELL

The present invention relates to an organic dye having improved stability to heat, light and water, to a composition comprising the same, and to a dye-sensitized solar cell and, more specifically, to an organic dye represented by chemical formula 1, to a composition comprising the same, and to a dye-sensitized solar cell. The chemical formula 1 is the same as defined in claim 1.COPYRIGHT KIPO 2020

Carbazole functionalized new bipolar ligand for monochromatic red light-emitting europium(iii) complex: combined experimental and theoretical study

A carbazole functionalized novel class of bipolar ligand and their corresponding β-diketonate Eu(iii) complex was designed, synthesized and characterized successfully. The photoluminescence results show that the efficient energy transfer occurs from the ligand to the europium(iii) center metal ion, and a narrow band red emission with apt CIE color gamut is observed. TD-DFT calculations were performed to know the energies of the singlet (1S) and triplet (3T) levels for the bipolar ligand and good overlap between the ligand triplet level and Eu(iii) excited level is shown. The PL quantum yield was found to be 44.4%, and the lifetime of the complex was investigated, which is found to be 0.53 ms in chloroform solution. HOMO and LUMO energy level energies (redox reaction) were calculated from the electrochemical analysis for the Eu(iii)-complex, and the values were 5.7 and 3.0 eV, respectively. The synthesized Eu(iii) complex was doped with polymethylmethacrylate in different percentage ratios, and it was found that the concentration variation influenced on intensity as well as symmetry. The complex is stable up to 270 °C as observed from differential scanning calorimetry-thermogravimetric analysis, which signifies that it is a promising candidate for further investigations.

Carbazole-functionalized organic photosensitizer for dye-sensitized solar cells

We designed and synthesized the photosensitive ?? -conjugated organic dyes (CB-1, CB-2 and CB-3) with the carbazole substituted triphenylamine moiety as an electron donor unit and the cyanoacetic acid moiety as an acceptor for the application as a photosensitizer of dye-sensitized solar cells. The dyes with two carbazole units connected to triphenylamine moiety (CB-2 and CB-3) showed enhanced electron donating property than the one with one carbazole moiety as an electron donor unit (CB-1), which resulted in longer absorption maximum wavelength, higher overall photon to current conversion efficiency and IPCE values. In particular, CB-3 showed an absorption maximum wavelength at 428 nm and overall solar-to-energy conversion efficiency of 7.58% at AM 1.5 illumination (100 mW.cm-2) without mask.

Hole-transporting side-chain polystyrenes based on TCTA with tuned glass transition and optimized electronic properties

The development of crosslinkable materials for the fabrication of solution processable OLEDs presents challenges, especially regarding the adjustment of the glass transition (Tg), which has a significant influence on crosslinking kinetics and d

Self-host homoleptic green iridium dendrimers based on diphenylamine dendrons for highly efficient single-layer PhOLEDs

The fabrication of electroluminescent devices that combine high device performance with simple device configuration remains an attractive challenge due to their low cost and simple fabrication processes. In this paper, a new series of electrophosphorescent small molecule iridium(iii) complexes with diphenylamine-based dendrons of good solubility have been designed. The relationships between their dendritic structures and their photophysical, electrochemical, and electrophosphorescent performances have been systematically investigated. With second-generation dendrons, the photoluminescence quantum yields of the neat film of the dendrimers are almost seven times higher than that of their prototype G0 (Ir(LG0)3, LG0 = 1-methyl-2-phenyl-1H- benzimidazole), and three times that of the first-generation dendron G1 (Ir(LG1)3, LG1 = 4-(1-methyl-1H-benzimidazol-2-yl)-N,N- diphenylbenzenamine). High-quality films of the dendrimers G2 (Ir(LG2) 3, LG2 = 1-methyl-2-[4-bis[4-(diphenylamino)phenyl]-aminophenyl]-1H- benzimidazole) and G2Cz (Ir(LG2Cz)3, LG2Cz = 1-methyl-2-[4-bis[4-(9- carbazolyl)phenyl]-aminophenyl]-1H-benzimidazole) have been fabricated by spin-coating, producing highly efficient, non-doped phosphorescent organic light-emitting diodes (PhOLEDs). With a device structure of indium tin oxide/poly(3,4-ethylene-dioxythiophene):poly(styrene sulfonic acid)/neat dendrimer/Cs2CO3/Al, maximum luminous efficiencies of 14.02 cd A-1 and 18.35 cd A-1 have been realized, exhibiting ultrahigh luminous efficiency for single-layer self-host green PhOLEDs. The excellent performances are due to the flower bouquet-shaped iridium dendrimers, which may improve the electron injection and result in greater balance between electron and hole fluxes by the exposure of electron-deficient moieties. The molecular design reported here provides a simple and effective approach to balance charge injection/transporting capacities and develops highly efficient non-doped phosphors suitable for low-cost single-layer device technologies.

Novel D-π-A system based on zinc-porphyrin derivatives for highly efficient dye-sensitised solar cells

We have designed and synthesised novel zinc porphyrin dyes that have a D-π-A system based on porphyrin derivatives containing a carbazole linked triphenylamine (TPA) electron-donating group as the second electron donor and a meso-substituted phenyl carboxyl anchoring group attached at the meso position of the porphyrin ring, yielding push-pull porphyrins as the most efficient green dye for DSSC applications. Under photovoltaic performance measurements, a maximum photon-to-electron conversion efficiency of 5.01% was achieved with the DSSC based on the dye HKK-Por1 (JSC = 10.7 mA/cm2, V OC = 0.67 V, FF = 0.70) under AM1.5 irradiation (100 mW/cm 2).

Starburst triarylamine donor-acceptor-donor quadrupolar derivatives based on cyano-substituted diphenylaminestyrylbenzene: Tunable aggregation-induced emission colors and large two-photon absorption cross sections

In this work, we have developed a new class of aggregation-induced emission (AIE) active compounds, in which three electron-donating diphenylamine, phenothiazine, or carbazole groups are connected to the 1, 4-positions of the benzene through bis(α-cyano-4-diphenylaminostyryl) conjugation bridges to form three triarylamine quadrupolar derivatives (3a-c). Their one-and two-photon absorption properties have been investigated. The two-photon absorption (2PA) cross sections measured by the open-aperture Z-scan technique were determined to be 1016, 1484, and 814 GM for 3a-c, respectively. From this result, the high 2PA properties of these molecules are attributed to the extended π system and enhanced intramolecular charge transfer from the starburst triarylamine to the cyano group. Moreover, cyano-substituted diphenylamine styrylbenzene (CNDPASB)-based compounds are very weakly fluorescent in THF, but their intensities increase by almost 230, 70, and 5 times, respectively, in water/THF (v/v 90%) mixtures, in which they exhibit strongly enhanced red, orange, and deep yellow fluorescence emissions, respectively. This result indicates that the intramolecular vibration and rotation of these dyes is considerably restricted in nano-aggregates formed in water, leading to significant increases in fluorescence. It was found that the color tuning of the CNDPASB-based compounds could be conveniently accomplished by changing the starburst triarylamine donor moiety. Multilayer electroluminescence devices with TPBI (2,2′, 2′′-(benzene-1,3,5-triyl)-tri(1-phenyl-1H-benzimidazole)) electron-transporting layers have been made, with 3a and 3c as a non-doping red-yellow emitter. The preliminary results for these multilayer devices show a maximum efficiency of 0.25°, and electroluminescence (EL) wavelengths around 568 nm. The excellent 2PA and AIE properties of these compounds make them potential materials for biophotonic applications.

Hole-transporting host-Polymer series consisting of triphenylamine basic structures for phosphorescent polymer light-Emitting diodes

A series of novel styrene derived monomers with triphenylamine-based units, and their polymers have been synthesized and compared with the well-known structure of polymer of N,N′-bis(3-methylphenyl)-N,N′- diphenylbenzidine with respect to their hole-transporting behavior in phosphorescent polymer light-emitting diodes (PLEDs). A vinyltriphenylamine structure was selected as a basic unit, functionalized at the para positions with the following side groups: diphenylamine, 3-methylphenyl-aniline, 1- and 2-naphthylamine, carbazole, and phenothiazine. The polymers are used in PLEDs as host polymers for blend systems with the following device configuration: glass/indium-tin-oxide/PEDOT:PSS/polymer-blend/CsF/Ca/ Ag. In addition to the hole-transporting host polymer, the polymer blend includes a phosphorescent dopant [r(Me-ppy)3] and an electron-transporting molecule (2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole). We demonstrate that two polymers are excellent hole-transporting matrix materials for these blend systems because of their good overall electroluminescent performances and their comparatively high glass transition temperatures. For the carbazole-substituted polymer (Tg = 246 °C), a luminous efficiency of 35 cd A -1 and a brightness of 6700 cd m-2 at 10 V is accessible. The phenothiazine-functionalized polymer (Tg= 220 °C) shows nearly the same outstanding PLED behavior. Hence, both these polymers outperform the well-known polymer of N,N′-bis(3-methylphenyl)-N,N′- diphenylbenzidine, showing only a luminous efficiency of 7.9 cd A-1 and a brightness of 2500 cd m-2 (10 V).

Tuning the HOMO energy levels of organic dyes for dye-sensitized solar cells based on Br-/Br3- electrolytes

A series of novel metal-free organic dyes TC301-TC310 with relatively high HOMO levels were synthesized and applied in dye-sensitized solar cells (DSCs) based on electrolytes that contain Br-/Br3- and I-/I3-. The effects of additive Li+ ions and the HOMO levels of the dyes have an important influence on properties of the dyes and performance of DSCs. The addition of Li+ ions in electrolytes can broaden the absorption spectra of the dyes on TiO2 films and shift both the LUMO levels of the dyes and the conduction band of TiO2, thus leading to the increase of Jsc and the decrease of Voc. Upon using Br-/Br3- instead of I-/I3-, a large increase of Voc is attributed to the enlarged energy difference between the redox potentials of electrolyte and the Fermi level of TiO2, as well as the suppressed electron recombination. Incident photon to current efficiency (IPCE) action spectra, electrochemical impedance spectra, and nanosecond laser transient absorption reveal that both the electron collection yields and the dye regeneration yields (Φr) depend on the potential difference (the driving forces) between the oxidized dyes and the Br-/Br 3- redox couple. For the dyes for which the HOMO levels are more positive than the redox potential of Br-/Br3 - sufficient driving forces lead to the longer effective electron-diffusion lengths and almost the same efficient dye regenerations, whereas for the dyes for which the HOMO levels are similar to the redox potential of Br-/Br3-, insufficient driving forces lead to shorter effective electron-diffusion lengths and inefficient dye regenerations. A new middleman: The Br-/Br3- redox mediator was proved to be a promising alternative to I-/I 3- for application in dye-sensitized solar cells (see graphic). Studies show that the energy gap between the HOMO level of the dye and the potential of the Br-/Br3- redox mediator influences their charge-transfer processes and solar-energy conversion efficiency.