1484-10-2

Usage

Uses

Used in Organic Electronics Industry:
9-Propyl-9H-carbazole is used as a key component in the development of light-emitting diodes (LEDs) and organic photovoltaic devices for its high charge transport properties and efficient photoluminescence.
Used in Research and Development:
9-Propyl-9H-carbazole is used as a promising candidate for further research and development in the field of organic semiconductor materials, due to its unique structural and electronic properties.

Upstream product

• 6510-71-0 N-acetoxymethylenecarbazole 
• 86-74-8 9H-carbazole 
• 106-94-5 propyl bromide 
• 107-08-4 1-iodo-propane 
• 109-65-9 1-bromo-butane 
• 107-10-8 propylamine 
• 13029-09-9 2,2'-dibromobiphenyl 
• 2113-51-1 2-iodobiphenyl 
• 189999-35-7 [1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 556-53-6 N-propylamine hydrochloride 

Downstream Products

• 1331743-14-6 methyl (E)-p-[2-(N-propylcarbazol-3'-yl)ethen-1-yl]benzoate 
• 1331743-05-5 (E)-p-[2-(N-propylcarbazol-3'-yl)ethen-1-yl]benzoic acid 
• 1483-96-1 3,6-Diacetyl-9-propyl-carbazol 
• 1563014-04-9 2-(4-nitro-phenyl)-3-(9H-cabazol-3-yl)acrylonitrile 

Relevant academic research and scientific papers

Solvent-Dependent Nanostructures Based on Active π-Aggregation Induced Emission Enhancement of New Carbazole Derivatives of Triphenylacrylonitrile

In the present study, the carbazole and 2,3,3-triphenylacrylonitrile (TPAN) nanostructures (2-CTPAN and 2,2′-CTPAN) have been designed and synthesized by Pd-catalyzed Sonogashira cross-coupling reaction. CTPAN exhibit aggregation-induced emission enhancem

A new carbazole-based colorimetric and fluorescent sensor with aggregation induced emission for detection of cyanide anion

A new carbazole-based naked-eye colorimetric and fluorescent sensor CPPB with aggregation induced emission (AIE) effect was successfully synthesized. The solid powder of CPPB emitted intense yellow fluorescence, and its emission wavelength and fluorescence intensity in DMSO/H2O solution varied with the percentage of water (fw). Nano-aggregates of CPPB molecules were prepared by increasing fw of DMSO/H2O solution, and the optimal aggregation state of CPPB was reached in 99% aqueous DMSO solution with the maximum fluorescence intensity. Moreover, CPPB displayed high selectivity and sensitivity toward cyanide anions (CN?) in 99% aqueous DMSO solution even in the presence of other competitive anions (CN?, F?, Cl?, AcO?, NO3 ?, I?, CO3 2?, HCO3 ?, HSO3 ?, SO4 2?, S2?, HS?, OH?, H2PO4 ? and HPO4 2?) and the reactive oxygen species (H2O2, O2 ·?, 1O2, t-BuOOH and ·OH). The sensing mechanism for CN? was confirmed by optical spectral studies, 1H NMR titration, HRMS spectra, Job's plot analyses and DFT calculations. Sensor CPPB for CN? detection revealed extremely low detection limit (67.4 nM), high anti–interference ability, wide pH response range (3.0–10.0) as well as the immediate response (15 s). Furthermore, the CPPB-based test strips were applied to detect CN? qualitatively and quantitatively in 100% aqueous solution.

Azatrioxa[8]circulenes: Planar anti-aromatic cyclooctatetraenes

We describe herein the first synthesis of a new class of anti-aromatic planar cyclooctatetraenes: the azatrioxa[8]circulenes. This was achieved by treating a suitably functionalised 3,6-dihydroxycarbazole with 1,4-benzoquinones or a 1,4-naphthoquinone. We fully characterised the azatrioxa[8]circulenes by using optical, electrochemical and computational techniques as well as by single-crystal X-ray crystallography. The results of a computational study (NICS) suggest that the central planar cyclooctatetraene is anti-aromatic when the molecules are in neutral or oxidised states (2+), and that the corresponding dianions are aromatic. We discuss the aromatic/anti-aromatic nature of the planar cyclooctatetraenes and compare them with the isoelectronic tetraoxa[8]circulenes. Planar cyclooctatetraenes: The first synthesis of a new class of anti-aromatic planar cyclooctatetraenes is described: the azatrioxa[8]circulenes (see scheme). The azatrioxa[8]circulenes were fully characterised by using optical, electrochemical and computational techniques as well as by single-crystal X-ray crystallography. The aromatic/anti-aromatic nature of the planar cyclooctatetraenes is discussed and compared with the isoelectronic tetraoxa[8]circulenes. Copyright

An All-Halogen Bonding Rotaxane for Selective Sensing of Halides in Aqueous Media

The synthesis and anion binding properties of the first rotaxane host system to bind and sense anions purely through halogen bonding, is described. Through a combination of polarized iodotriazole and iodotriazolium halogen bond donors, a three-dimensional cavity is created for anion binding. This rotaxane incorporates a luminescent rhenium(I) bipyridyl metal sensor motif within the macrocycle component, thus enabling optical study of the anion binding properties. The rotaxane topology was confirmed by single-crystal X-ray structural analysis, demonstrating halogen bonding between the electrophilic iodine atoms and chloride anions. In 50 % H2O/CH3CN solvent mixtures the rotaxane host exhibits strong binding affinity and selectivity for chloride, bromide, and iodide over a range of oxoanions. Sense and selectability: The first anion-templated rotaxane, assembled purely through halogen bonding, is described. A photoactive rhenium(I) bipyridyl bis(iodotriazole) macrocycle is combined with a bis(iodotriazolium)-functionalized carbazole axle to produce a rotaxane host system, which is capable of selectively sensing Cl-, Br-, and I- over a range of oxoanions in up to 50 % H2O/CH3CN solvent mixtures.

A new aggregation-induced emission active red-emitting fluorescent sensor for ultrarapidly, selectively and sensitively detecting hydrazine and its multiple applications

In this work, a novel carbazole-indandione based red-emitting fluorescent sensor CBI was developed, which exhibited typical and interesting aggregation-induced emission (AIE) characteristics with a large Stokes shift in mixed aqueous media. CBI as a colorimetric and fluorimetric sensor for sensing hydrazine in ~100percent aqueous media shows ultrarapid response, excellent selectivity, and great sensitivity with a low detection limit of 1.18 ppb. The mechanism of CBI for highly sensing hydrazine was proved by fluorescence, FTIR, 1H NMR and HRMS spectra. Interestingly, the CBI was not only applied to sensitively detect aqueous N2H4 in water, human urine and live cells, but also was conveniently utilized to visualize gaseous N2H4 with sensitive naked-eye color diversification. Additionally, owing to its intense fluorescence irradiated by UV light, the CBI was significantly used as a new fluorescent ink for writing and drawing as well as a writable fluorescent display material.

Construction of a Nanoporous Highly Crystalline Hexagonal Boron Nitride from an Amorphous Precursor for Catalytic Dehydrogenation

Hexagonal boron nitride (h-BN) is regarded as a graphene analogue and exhibits important characteristics and vast application potentials. However, discovering a facile method for the preparation of nanoporous crystalline h-BN nanosheets (h-BNNS) is still a challenge. Herein, a novel and simple route for the conversion of amorphous h-BN precursors into highly crystalline h-BNNS was achieved through a successive dissolution–precipitation/crystallization process in the presence of magnesium. The h-BNNS has high crystallinity, high porosity with a surface area of 347 m2 g?1, high purity, and enhanced thermal stability. Improved catalytic performance of crystalline h-BNNS was evidenced by its much higher catalytic efficiency in the dehydrogenation of dodecahydro-N-ethylcarbazole, compared with its amorphous h-BN precursor, as well as other precious-metal-loaded heterogeneous catalysts.

Method for synthesizing carbazole derivative

The invention aims to provide a method for synthesizing a carbazole derivative. The method is characterized in that palladium chloride is used as a catalyst, 2, 2' - dibromobiphenyl is used as an electrophilic reagent, primary amine is taken as a nucleophile, and the carbazole derivative is directly cross-coupled under the conditions of toluene as a solvent and an air atmosphere. The method has the advantages of high yield, high selectivity, simplicity and convenience in operation and the like.

Efficient Copper-Catalysed Synthesis of Carbazoles by Double N -Arylation of Primary Amines with 2,2′-Dibromobiphenyl in the Presence of Air

An efficient Cu-catalyzed synthesis of carbazole derivatives is reported, which proceeds by double C-N coupling reactions of 2,2′-dibromobiphenyl and amines in the presence of air. The reaction is robust, proceeds in high yields, and tolerates a series of amines including neutral, electron-rich, electron-deficient aromatic amines and aliphatic amines.

The aggregation induced fluorescence effect enhanced by a reasonable length of carbon chain

Six different barbituric acid derivatives using ethyl, propyl, butyl, pentyl, hexyl and heptyl groups as hydrophobic substituents were prepared. Molecular dynamics simulation was carried out to study the effect of different carbon chain lengths on the aggregation-induced emission process. Among the compounds, the CB-5 containing a hexyl substituent exhibited the strongest Aggregation induced emission (AIE) effect, not the CB-6 with longest carbon chain. The aggregates of CB-5 was used to detect the 2, 4, 6-trinitrotoluene (TNT) in aqueous media, exhibiting a maximum quenching constant of 3.1 × 105 M? 1. The paper sensor based on CB-5 showed a superior sensitivity toward TNT both in vapor and solution. This provided a clear strategy for designing compounds that utilize the hydrophobic interaction of long-chain alkyl chains to enhance the AIE effect.

Design and synthesis of aryl-functionalized carbazole-based porous coordination cages

A subset of coordination cages have garnered considerable recent attention for their potential permanent porosity in the solid state. Herein, we report a series of functionalized carbazole-based cages of the structure type M12(R-cdc)12 (M = Cr, Cu, Mo) where the functional groups include a range of aromatic substituents. Single-crystal X-ray structure determinations reveal a variety of intercage interactions in these materials, largely governed by pi-pi stacking. Density functional theory for a subset of these cages was used to confirm that the nature of the increased stability of aryl-functionalized cages is a result of inter-cage ligand interactions. This journal is