150623-72-6

Basic information

• Product Name: 3,6-DibroMo-9-hexyl-9H-carbazole
• Synonyms: 3,6-DibroMo-9-hexyl-9H-carbazole
• CAS NO: 150623-72-6
• Molecular Formula: C₁₈H₁₉Br₂N
• Molecular Weight: 409.15816
• Mol File: 150623-72-6.mol
• Article Data: 26

Chemical Properties

• Melting Point: 98.0 to 102.0 °C
• Boiling Point: 486.3±38.0 °C(Predicted)
• Appearance: /
• Density: 1.50±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 3,6-DibroMo-9-hexyl-9H-carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-DibroMo-9-hexyl-9H-carbazole(150623-72-6)
• EPA Substance Registry System: 3,6-DibroMo-9-hexyl-9H-carbazole(150623-72-6)

Safety Data

• Hazardous Substances Data: 150623-72-6(Hazardous Substances Data)

Usage

General Description

3,6-Dibromo-9-hexyl-9H-carbazole is a chemical compound consisting of a carbazole core with two bromine atoms and a hexyl group attached. It is a type of aromatic heterocyclic compound with potential applications in organic electronic materials and optoelectronic devices. The presence of the bromine atoms makes this compound useful for a variety of synthetic and chemical processes, while the hexyl group provides flexibility and solubility in organic solvents. 3,6-DibroMo-9-hexyl-9H-carbazole has attracted interest for its photophysical and electronic properties, making it a potential candidate for use in organic light-emitting diodes (OLEDs), organic photovoltaic cells, and other organic electronic devices. Further research and development of this chemical compound could lead to advancements in the field of organic electronics and materials science.

Upstream product

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

Downstream Products

• 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 
• 628336-95-8 9-hexyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole 
• 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 articles and documents

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.

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.

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.

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

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.