183718-72-1

Upstream product

• 4041-21-8 N-hexylcarbazole 
• 93-61-8 N-methyl-N-phenylformamide 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 1360926-36-8 C₂₇H₂₇NO 
• 1360926-38-0 C₂₇H₂₆N₂O₃ 
• 1360926-37-9 C₂₈H₂₉NO₂ 
• 1375478-28-6 C₅₂H₆₀N₄O₃ 
• 1375478-29-7 C₅₁H₅₇N₅O₄ 
• 1431855-58-1 3-formyl-9H-hexylcarbazole 
• 1332585-85-9 3-(5-(4-(pyridin-2-yl)phenyl)-1,3,4-oxadiazol-2-yl)-9-hexyl-9H-carbazole 

Relevant academic research and scientific papers

Influence of the anchoring number in a carbazole-based photosensitizer on the photovoltaic performance of p-type NiO dye sensitized solar cells

The development of high performance p-type dye sensitized solar cells (DSSCs) is essential for producing tandem configurations that can overcome the theoretical limitations of single-junction DSSCs. This study evaluates a suitable organic dye for producing high performance p-type DSSCs. The photovoltaic properties of the carbazole monomer (MCBZ) and dimer (DCBZ) were examined to determine the effects of the molecular structure of the photosensitizer on the photovoltaic performance. MCBZ absorbs a larger amount of visible light photons with wavelengths between 400 and 600 nm, and provides better p-type DSSCs than conventional coumarin 343-sensitized solar cells. Furthermore, DCBZ exhibits better photovoltaic performance under standard global AM 1.5 solar conditions than the MCBZ-sensitized solar cells because of the synergistic effects of the enhanced electron injection efficiency and reduced charge recombination probability.

Ultrasensitive and highly selective detection of Cu2 + ions based on a new carbazole-Schiff

A new chemosensor for Cu2 + based on Schiff base with high sensitivity and selectivity was designed and synthesized. The fluorescence intensity of the chemosensor in CH3CN solution was enhanced 160-fold after the addition of 10 equiv. Cu2 + over other metal ions. In addition, it also facilitates colorimetric detection for Cu2 + in CH3CN solution. The chemosensor displayed low detection limit and fast response time to Cu2 +.

Synthesis and DFT calculation on novel derivatives of Bis (indolyl) methanes

Bis (indolyl) methane derivatives are an important class of biomolecules and heterocyclic scaffold of organic compounds. To extension novel Bis (indolyl) methane derivatives, two new aldehydes have been applied. In order to structural investigation, the optimized geometry, total energy, potential energy surface and vibrational wavenumbers of Bis (indolyl) methanes have been determined using DFT/B3LYP method with 6-31G (d) basis set. A complete vibrational assignment is provided for the observed IR spectra of Bis (indolyl) methanes. These methods are proposed as a tool to be applied in the structural characterization of Bis (indolyl) methanes. The isotropic chemical shift computed by 1H and 13C NMR chemical shifts of the Bis (indolyl) methanes, calculated using the GIAO method, shows good agreement with experimental observations. The calculated HOMO and LUMO with frontier orbital gap are presented in order to predict antibacterial properties.

Gold nanoparticles modified by new conjugated S=C=N terminal and its biological imaging application

Gold nanostructures had recently become the most interesting areas of scientific endeavor. Herein, a novel nanostructure material was designed by S1 (2, 2': 6′, 2″-terpyridyl derivative Zn(SCN)2 complex) modified gold nanoparticles with obvious improving two photon absorption (TPA) cross section (σ), the fluorescence intensity, lifetime, fluorescence quantum yield due to the enhancement of intramolecular charge transfer (ICT) process. Compared with R1 (3-([2, 2': 6′, 2″-terpyridin]-4'-yl) -9-hexyl-9H-carbazole), a conjugated ligand of carbazolyl styryl terpyridine derivatives, capping with Ag nanoparticles, photon induced electron transfer (PET) process led to the fluorescence quenching. The 1H NMR study on the coordination reaction mechanism provided a new insight into the great mystery of nanoscience. Other related characterizations, such as IR and Far IR, could also prove the interaction of Au NPs and S1. The composite material with good nonlinear optical properties had potential applications in?vitro cellular imaging.

Synthesis, photophysical and electrochemical properties of two novel carbazole-based dye molecules

Two carbazole-based dye molecules: 3-(6-benzothiazol-2-yl-9H- hexylcarbazole-3-yl)-2-cyano-acylic acid (D3) and 3-[5-(6-benzothiazol-2-yl-9H- hexylcarbazole-3-yl)-thiophen-2-yl]-2-cyan-acylic acid (D4) were synthesized by an approach from carbazole derivate using Vilsmeier-Haack, Suzuki cross-coupling and Knoevenagel reactions. Their physical and electrochemical properties were investigated. D3 and D4 exhibit different optical properties, such as UV absorption, photoluminescence, fluorescence quantum yield and fluorescence lifetime in different solvents. Compared with D3 without a thiophene unit, the maximum absorption wavelength of D4 red-shift obviously and its fluorescence intensity is also enhanced. A shift of the EHOMO and ELUMO is observed for D3 (EHOMO = 2.06 V, ELUMO = -1.39 V vs. NHE) and D4 (EHOMO = 1.73 V, ELUMO = -1.33 V vs. NHE). D3 and D4 can be used as dyes for dye-sensitized solar cells (DSSCs) with TiO 2 nanomaterial because their EHOMO are lower than the conduction band edge of TiO2 [-0.5 V (vs. NHE)] and their E LUMO are higher than the I3-/I- redox potential [0.42 V (vs. NHE)].

A bifunctional colorimetric fluorescent probe for Hg2+ and Cu2+ based on a carbazole-pyrimidine conjugate: chromogenic and fluorogenic recognition on TLC, silica-gel and filter paper

A bifunctional fluorescent probe based on a carbazole-pyrimidine conjugate for Hg2+ and Cu2+ detection was designed and synthesized. Probe 3 exhibits red shifts in its absorption and fluorescence spectra with significant visual color changes in the presence of these ions. The detection limits of probe 3 for these metal ions were in the nanomolar range. The probe could also be useful as a solid optical sensor for Hg2+ and Cu2+.

Aggregation induced emission-active two-photon absorption zwitterionic chromophore for bioimaging application

The fabrication of two-photon absorption material is a versatile approach to achieve high resolution bioimaging with low phototoxicity yet remain sophisticated. Herein, a zwitterionic chromophore, MF, with D-π-A configuration has been rational designed and synthesized. Remarkably, MF exhibited enhanced one- and two-photon fluorescent in the aggregation states. Additionally, the obtained MF NPs encapsulated by Pluronic F-127, could be employed as a two-photon fluorescent probe for bioimaging. The results reveal that MF NPs could target mitochondria by using two-photon confocal microscopy and stimulated emission depletion nanoscopy methods.

New selective “on-off” fluorescence chemosensor based on carbazole Schiff base for Fe3+ detection

[Figure not available: see fulltext.] A new double Schiff base, carbazole, and diaminomaleonitrile-based chemosensor for Fe3+ with high sensitivity and selectivity was designed and synthesized. Addition of only Fe3+ ions induced the fluorescence quenching of the chemosensor in DMF solution. The chemosensor formed a 1:1 complex with Fe3+ with the high binding constant of 7.98·10–6 M–1. The chemosensor displayed low detection limit (3.75·10–8 M) and fast response time (15 s) to Fe3+.

Deep-blue electroluminescence from nondoped and doped organic light-emitting diodes (OLEDs) based on a new monoaza[6]helicene

A new organic electroluminescent material, monoaza[6]helicene (1), was successfully prepared via an effective photochemical reaction in about 10 minutes with high productivity. The thermal, photophysical, electrochemical properties, quantum chemical and X-ray structural studies as well as characteristics of organic light-emitting diodes were fully investigated. 1 exhibited excellent solubility and high thermal stability. The first singlet excitation energy of 1 was measured to be around 2.92 eV with a HOMO level of -5.19 eV and a LUMO level of -2.27 eV. Helical molecular geometry of 1 effectively blocked the π-conjugation and decreased the close-packing of molecules. Both the nondoped and doped OLEDs emitted deep-blue light at 444 and 462 nm with CIE coordinates of (0.15, 0.09) and (0.15, 0.10). The doped OLED based on 1 was the first example of helicenes as light emitters that exhibited a brightness of more than 3000 cd m-2 with high color purity and excellent efficiency stability.

Improved molecular architecture of D-π-A carbazole dyes: 9% PCE with a cobalt redox shuttle in dye sensitized solar cells

Two new D-π-A dyes (SK2 & SK3) based on carbazole, and vinylene-phenylene (π-bridge) with rhodanine-3-acetic acid and cyanoacrylic acid as electron withdrawing-injecting as well as anchoring groups were designed and synthesised under conditions that were free from precious metal-catalysts and well characterized for dye-sensitized solar cell (DSSC) applications. A high power conversion efficiency (PCE) of 9% (AM 1.5 G, 100 mW cm-2) has been achieved using cyanoacrylic acid as an acceptor in D-π-A carbazole dye (SK3) with a cobalt based redox shuttle, while a PCE of 7.1% was exhibited in triiodide based redox mediators. A short-circuit current density, Jsc of ～18.2 mA cm-2, an open-circuit voltage, Voc of ～725 mV, and a fill factor, FF of ～67% have been afforded by the SK3 based DSSC incorporating the Co2+/Co3+ electrolyte as the one-electron redox mediator. In contrast, SK2 dye based DSSCs with a cobalt based redox mediator have shown a Jsc ≈ 8.4 mA cm-2, a Voc ≈ 587 mV, and a FF ≈ 48%, yielding a PCE of 2.4%. The devices based on SK3 showed outstanding stability performance without significant degradation even after 1000 h of illumination under standard conditions in the Co2+/Co3+ electrolyte.