955964-73-5

Basic information

• Product Name: 2,7-Dibromo-9-(1-octylnonyl)-9H-carbazole
• Synonyms: 2,7-Dibromo-9-(1-octylnonyl)-9H-carbazole;DBOC;9H-Carbazole, 2,7-dibroMo-9-(1-octylnonyl)- 2,7-DibroMo-9-(heptadecan-9-yl)-9H-carbazole;2,7-dibroMo-9-(heptadecan-9-yl)-9H-carbazole;2,7-DibroMo-9-(9-heptadecyl)carbazole;9H-Carbazole, 2,7-dibroMo-9-(1-octylnonyl)-;CZ9-2Br
• CAS NO: 955964-73-5
• Molecular Formula: C₂₉H₄₁Br₂N
• Molecular Weight: 563.45
• Mol File: 955964-73-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 59-61℃
• Boiling Point: 595.0±0.0 °C at 760 mmHg
• Flash Point: 313.6±0.0 °C
• Appearance: /
• Density: 1.25
• Vapor Pressure: 0.0±0.0 mmHg at 25°C
• Refractive Index: 1.572
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2,7-Dibromo-9-(1-octylnonyl)-9H-carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,7-Dibromo-9-(1-octylnonyl)-9H-carbazole(955964-73-5)
• EPA Substance Registry System: 2,7-Dibromo-9-(1-octylnonyl)-9H-carbazole(955964-73-5)

Safety Data

• Hazardous Substances Data: 955964-73-5(Hazardous Substances Data)

Usage

General Description

2,7-Dibromo-9-(1-octylnonyl)-9H-carbazole is a complex chemical compound that belongs to the family of carbazole derivatives. It is composed of a carbazole core structure with two bromine atoms attached to the 2 and 7 positions, and an octylnonyl group at the 9 position. This chemical is commonly used in organic synthesis and material science applications due to its unique properties and versatility. Its specific structure and properties make it suitable for use as a semiconductor material in organic light emitting diodes (OLEDs), organic photovoltaic cells, and as a component in various electronic devices. Additionally, it has potential applications in the fields of pharmaceuticals, agrochemicals, and as a precursor for the synthesis of other valuable compounds.

InChI:InChI=1S/C29H41Br2N/c1-3-5-7-9-11-13-15-25(16-14-12-10-8-6-4-2)32-28-21-23(30)17-19-26(28)27-20-18-24(31)22-29(27)32/h17-22,25H,3-16H2,1-2H3

Upstream product

• 111-83-1 1-bromo-octane 
• 38841-98-4 n-octylmagnesium chloride 
• 439797-69-0 4,4'-dibromo-2-nitro-biphenyl 
• 92-86-4 4-(4-bromophenyl)bromobenzene 
• 624-08-8 9-heptadecanol 
• 17049-49-9 octylmagnesium bromide 
• 949898-99-1 9-(4-methylbenzenesulfonate)-9-heptadecanol 
• 136630-39-2 2,7-dibromo-9H-carbazole 

Downstream Products

• 1373816-32-0 C₃₇H₅₅NO₄S₂ 
• 1373816-33-1 C₃₃H₄₇NO₄S₂ 
• 1313509-47-5 9-(9-heptadecanyl)-2,7-diformylcarbazole 
• 1313509-51-1 2,7-bis(cyanomethyl)-9-(1-octylnonyl)-9H-carbazole 
• 1313509-49-7 2,7-bis(hydroxymethyl)-9-(1-octylnonyl)-9H-carbazole 

Relevant articles and documents

Alternating copolymers of carbazole and triphenylamine with conjugated side chain attaching acceptor groups: Synthesis and photovoltaic application

Four alternating copolymers of carbazole (Cz) and triphenylamine (TPA) with thienylenevinylene (TV) conjugated side chain containing different acceptor end groups of aldehyde (PCzTPATVCHO), monocyano (PCzTPA-TVCN) dicyano (PCzTPA-TVDCN), and 1,3-diethyl-2-thiobarbituric acid (PCzTPA-TVDT), have been designed and synthesized. The structures and properties of the main chain donor-side chain acceptor D-A copolymers were fully characterized. Through changing the acceptor group attached to the TV conjugated side chain on TPA, the electronic properties and energy levels of the copolymers were effectively tuned. The effect of substituent on the electronic structures of the copolymers was also studied by molecular simulation. These results indicate that it is a simple and effective approach to tune the bandgap in a conjugated polymer by attaching an acceptor end group on the conjugated side chains. PCzTPA-TVCN, PCzTPA-TVDCN, and PCzTPA-TVDT were used as donor in polymer solar cells; the device based on PCzTPA-TVDT/PC70BMdemonstrates a power conversion efficiency of 2.76% withVoc of 0.87 V under the illumination of AM1.5G, 100 mW/cm2.

Bridging Small Molecules to Conjugated Polymers: Efficient Thermally Activated Delayed Fluorescence with a Methyl-Substituted Phenylene Linker

Based on a “TADF + Linker” strategy (TADF=thermally activated delayed fluorescence), demonstrated here is the successful construction of conjugated polymers that allow highly efficient delayed fluorescence. Small molecular TADF blocks are linked together

Carbazole-based π-conjugated polyazomethines: Effects of catenation and comonomer insertion on optoelectronic features

A series of carbazole-based polyazomethines have been synthesized under micro-wave irradiation and without transition-metal based catalyst. The impact of both the catenation brought by the carbazole subunits and the insertion of a co-monomer, i.e. 3,4 ethylene dioxythiophene (EDOT), on the optical and electrochemical properties have been studied. Among the different polyazomethines synthesized, the best in terms of optical and electrochemical properties has been found to be the one with the azomethine function linked in positions 2,7 of carbazole subunits. Upon the insertion of the EDOT comonomer, an increase of the molecular weight and a red-shift in the absorption spectra has been observed, corresponding to a diminution of the electronic gap.

Synthesis and structure-property relationship of carbazole-alt-benzothiadiazole copolymers

A series of four π-conjugated carbazole-alt-benzothiadiazole copolymers (PCBT) were prepared by Suzuki cross-coupling reaction between synthesized dibromocarbazoles as electron-rich subunits and 4,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,1,3-benzothiadiazole as electron-deficient subunits. The subunits were directly linked through 2,7- or 3,6- positions of the carbazole. In addition, the carbazole monomers have been N-substituted by a branched or a linear side-chain. The chemical structure of the copolymers and their precursors was confirmed by NMR and IR spectroscopies, and their molar masses were estimated by SEC. Thermal analysis under N2 atmosphere showed no weight loss below 329°C, and no glass transition was observed in between 0 and 250°C. The band gaps of all PCBTs evaluated by optical spectroscopies and by cyclic voltammetry analysis were consistent with expectations and ranged between 2.2 and 2.3 eV. Finally, 2,7 and 3,6 linkages were shown to influence optical properties of PCBTs.