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Usage

Uses

Used in Organic Electronic Materials:
3,6-Dibromo-9-hexyl-9H-carbazole is used as a component in organic electronic materials due to its potential to enhance the performance of these materials. The presence of bromine atoms allows for various synthetic and chemical processes, which can improve the compound's properties for use in electronic applications.
Used in Optoelectronic Devices:
3,6-DibroMo-9-hexyl-9H-carbazole is used in optoelectronic devices for its ability to interact with light, making it suitable for applications such as organic light-emitting diodes (OLEDs) and organic photovoltaic cells. The hexyl group attached to the carbazole core provides flexibility and solubility in organic solvents, which can be beneficial for the fabrication and performance of these devices.
Used in Organic Light-Emitting Diodes (OLEDs):
3,6-Dibromo-9-hexyl-9H-carbazole is used as a material in OLEDs for its electronic and photophysical properties that contribute to the device's light emission and overall efficiency.
Used in Organic Photovoltaic Cells:
In the field of organic photovoltaics, 3,6-Dibromo-9-hexyl-9H-carbazole is utilized for its potential to improve the performance of solar cells, taking advantage of its electronic properties to enhance energy conversion and light absorption.
Further research and development of 3,6-Dibromo-9-hexyl-9H-carbazole could lead to advancements in the field of organic electronics and materials science, opening up new possibilities for its applications in various industries.

Upstream product

• 6825-20-3 3,6-dibromo-9H-carbazole 
• 111-25-1 1-bromo-hexane 
• 86-74-8 9H-carbazole 
• 4041-21-8 N-hexylcarbazole 

Downstream Products

• 628336-95-8 9-hexyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole 
• 1383124-71-7 4,4'-(5,5'-(9-hexyl-9H-carbazole-3,6-diyl)bis(thiophene-5,2-diyl))bis(methan-1-yl-1-ylidene)bis(5-oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid) 
• 1422184-03-9 4-(6-bromo-9-hexyl-9H-carbazol-3-yl)-N,N-diphenylaniline 
• 1383841-14-2 3,6-bis{3,5-bis[4-(2-ethylhexyloxy)phenyl]phenyl}-9-n-hexylcarbazole 
• 1383841-15-3 3,6-bis({3,5-bis[4-(2-ethylhexyloxy)phenyl]phenyl}ethynyl)-9-n-hexylcarbazole 
• 1264004-32-1 9-hexyl-3,6-di(pyren-1-yl)carbazole 
• 1105069-45-1 3,6-diphenyl-9-hexyl-9H-carbazole 
• 1105069-47-3 3,6-di-(4-nitrophenyl)-9-hexyl-9H-carbazole 
• 1105069-46-2 4,4'-(9-hexyl-9H-carbazole-3,6-diyl)dibenzaldehyde 

Relevant academic research and scientific papers

Ni(COD)2 coupling of 3,6-dibromocarbazoles as a route to all-carbazole shape persistent macrocycles

The number of applications for carbon-based materials has experienced tremendous growth over the last decade arising from their low toxicity, straight-forward chemical modification, and interesting electronic properties. Among these materials, self-assembled structures based on shape persistent macrocycles are perhaps the most exciting as they offer a means to prepare a wide range of morphologies through reversible assembly of these molecular precursors. In this letter, we report on the preparation of a novel family of all-carbazole shape persistent macrocycles through the simple single-step reaction of the corresponding 3,6-dibromocarbazoles over Ni(COD)2. The resultant macrocycles display optical properties characteristic of the parent N-alkyl polycarbazoles, with quantum yields ranging from 11% up to 21% suggesting that certain substituents induce the formation of highly emissive aggregates, which could potentially provide a mechanism for the preparation of functional self-assembled nanomaterials.

Stepwise halide-triggered double and triple catenation of self-assembled coordination cages

A simple self-assembled [Pd2L4] coordination cage consisting of four carbazole-based ligands was found to dimerize into the interpenetrated double cage [3X@Pd4L8] upon the addition of 1.5 equivalents of halide anions (X = Cl-, Br-). The halide anions serve as templates, as they are sandwiched by four PdII cations and occupy the three pockets of the entangled cage structure. The subsequent addition of larger amounts of the same halide triggers another structural conversion, now yielding a triply catenated link structure in which each PdII node is trans-coordinated by two pyridine donors and two halide ligands. This simple system demonstrates how molecular complexity can increase upon a gradual change of the relative concentrations of reaction partners that are able to serve different structural roles.

Nonlinear Optical Studies of Conjugated Organic Dyes for Optical Limiting Applications

D-π-A conjugated organic dyes made of different donor/acceptor moieties namely Hexylcarbazole (HC), 4,7- Dithiophene-2-yl) benzo[c][1,2,5]thiadiazole (DTBT) and Poly-4-(5-(9-Hexyl-9H-carbazol-2-yl)thiophen-2-yl)benzo[c][1,2,5]thiadiazole (PCTB) were prepared by coupling reactions. FTIR, NMR, and mass spectrometry were used to determine the molecular structure of synthesized compounds. Both HC and DTBT show a wide optical transmittance window (400-600 nm) with absorption maxima in the UV region. However, PCTB shows an altered band structure with a broad absorption in the visible domain (448 nm). Density functional theory (DFT) calculations expose that the bandgap between HOMO and LUMO decreases as the conjugation extends, and redshift occurs in UV-Vis absorption spectra. The emission spectrum of PCBT shows strong emission maxima at 541 nm with the corresponding large Stokes shift 3837 cm?1 due to its enhanced charge transfer property in the excited state. Nonlinear optical absorption was studied by open-aperture Z-scan technique using Nd:YAG laser (532 nm, 10 Hz, 9 ns). Here HC, DTBT exhibit a genuine two-photon absorption (TPA) process while PCTB possesses sequential TPA involving excited-state absorption. All dyes exhibit energy-absorbing optical limiting behaviour ascribed due to the two-photon absorption process. Among the investigated dyes, PCTB polymer shows a higher TPA coefficient (1.22 × 10?10 m/W) and a lower onset optical limiting threshold (1.06 × 1012 W/m2). Thus, the tunability of band structure and nonlinearity with a change in the molecular arrangement was successfully demonstrated in thiophene-benzothiadiazole-based organic dyes.

Synthesis and characterization of carbazole-based copolymers containing benzothiadiazole derivative for polymer light-emitting diodes

A new thermally robust electroluminescent (EL) carbazole-based-conjugated copolymer, including poly[3,7-(N-hexylcarbazole)-co-4,7-{5,6-bis(3,7- dimethyloctylo-xymethyl)-2,1,3-(benzothiadiazole)}] (PCz-co-P2C10BT) was synthesized and used to fabricate the efficient polymer light-emitting diodes (PLEDs). The glass transition temperature of the PCz-co-P2C 10BT (105C) was found to be higher than that of poly(9,9- dialkylfluorene) derivatives. We fabricated PLEDs in ITO/PEDOT/light-emitting polymer/Alq3/LiF/Al configuration. The new copolymer was found to have green emission color (523nm). The maximum brightness and external quantum efficiency of PCz-co-P2C10BT were 260 cd/m2 at 14V and 0.22%, respectively.

Two-photon fluorescent probes for detecting the viscosity of lipid droplets and its application in living cells

Lipid droplets (LDs) are storage organelles at the centre of lipid and energy homeostasis, which act as vital hubs of cellular metabolism and the key to maintaining lipid and energy homeostasis. We synthesized a new two-photon fluorescent probe (CIV) that could detect the viscosity of lipid droplets. The probe is constructedviathe typical ICT system of D-π-A using carbazole as the donor and imidazole as the acceptor. With the increase in viscosity from PBS to 99% glycerol, the fluorescence intensity ofCIVincreased by 13-fold, showing sensitivity and specificity towards viscosity. In addition,CIVshowed low toxicity and excellent biocompatibility in cytotoxicity tests, and was successfully used for living cell LD imaging. Taken together, the results widen the way for the development of novel fluorescent probe-based the visualization LDs and detection in solutions, physiology and pathology.

Novel ruthenium and iridium complexes of N-substituted carbazole as triplet photosensitisers

Novel mono- and di-nuclear Ru(ii) and Ir(iii) complexes, bearing a modified carbazole moiety are synthesised. In comparison to their mononuclear analogues, the homonuclear diatomic complexes (RuCRu and IrCIr), in which the carbazole containing-ligand functions as a bridge, display increased absorbance in the visible region, and give rise to higher singlet oxygen quantum yields.

Hole transport material taking dicarbazole as electron donor as well as preparation method and application of hole transport material

The invention discloses a hole transport material taking dicarbazole as an electron donor, as well as a preparation method and an application of the hole transport material in a perovskite solar cell.The chemical structural formula of the hole transport m

Hole transport material taking aryl modified carbazole as electron donor, and preparation method of hole transport material

The invention discloses a hole transport material taking aryl-modified carbazole as an electron donor, wherein the chemical structural formula of the hole transport material is represented by a formula GR-16 or GR-19. The preparation method comprises the

Activating Versatile Mechanoluminescence in Organic Host–Guest Crystals by Controlling Exciton Transfer

Mechanoluminescence (ML) materials are attracting increasing interest owing to promising applications in various areas. However, to date, it remains a major challenge to develop a precise and universal route to achieving organic ML materials. Herein, we show that ML can be easily realized in organic piezophotonic host–guest crystals, under conditions in which neither the host nor the guest is ML-active. The experimental and theoretical results reveal that excitons of the host generated by piezoelectricity can be harvested effectively by the guest for light emission, owing to the restraint of intersystem crossing process. Moreover, different host–guest crystals are constructed, wherein the emission color, intensity, color purity, and emission duration of ML can be manipulated. This work deepens our understanding of organic ML generation in piezophotonic host–guest crystals and provides an inspiring principle to design more organic ML materials.

Pinene condensed chiral terpyridyl bidentate compound and preparation method thereof

The invention discloses a pinene condensed chiral terpyridyl bidentate compound and a preparation method thereof. The compound has a structure formula shown in the description. Commercial diethyl oxalate and acetone are adopted as initial raw materials, the initial raw materials are subjected to a Suzuki coupling reaction with a boronic acid pinacol ester compound, and thus a chirally modified terpyridyl bidentate ligand is synthesized. The synthesis method disclosed by the invention is simple in operation, and the raw materials are low in price and easy to obtain. A terpyridyl compound can beused as the tridentate ligand to form a stable complex together with multiple transition metals and rare earth metal ions, and in addition, the complex has good catalysis performance and special redox, photophysical properties, and the like, and can be applied to fields such as material science, life science, supramolecular self assembling, molecular catalysis and DNA (deoxyribonucleic acid) chips.