544436-47-7

Usage

Uses

Used in Organic Synthesis:
2,7-Dibromo-9-dodecylcarbazole is used as a reagent in organic synthesis for the production of various organic compounds. Its unique structure and properties make it a valuable component in the synthesis of new molecules with specific characteristics.
Used in Optoelectronic Applications:
In the optoelectronics industry, 2,7-Dibromo-9-dodecylcarbazole is used as a material for the development of organic light-emitting diodes (OLEDs) and other optoelectronic devices. Its strong light absorption properties and electron-rich backbone contribute to the performance and efficiency of these devices.
Used in Photovoltaic Applications:
2,7-Dibromo-9-dodecylcarbazole is utilized in the photovoltaic industry for the development of organic photovoltaic devices. Its potential to enhance the light absorption and charge transport properties of these devices makes it a promising material for improving their overall performance.
Used in Research and Development:
Due to its unique structure and properties, 2,7-Dibromo-9-dodecylcarbazole has garnered interest in various research and industrial applications. It is used as a subject of study to explore its potential in new areas, such as the development of novel materials and compounds with specific functionalities.

Upstream product

• 136630-39-2 2,7-dibromo-9H-carbazole 
• 143-15-7 1-dodecylbromide 
• 92-86-4 4-(4-bromophenyl)bromobenzene 

Relevant academic research and scientific papers

Synthesis of fully soluble azomethine-bridged ladder-type poly(p-phenylenes) by Bischler-Napieralski reaction

The synthesis of fully soluble azomethine-bridged ladder-type poly(p-phenylenes) by Bischler-Napieralski reaction was investigated. 60 wt % NaH (0.96 g, 24 mmol) and 1-bromododecane (3.26 g, 13.1 mmol) were added into the solution of 2,7-dibromo-9H-carbazole, (3.27 g, 10.1 mmol), in DMF (40 mL). The mixture was stirred overnight at room temperature. The mixture was poured into water (200 mL), then the aqueous layer was extracted with diethyl ether, and the combined organic layers were dried over Na2SO4 and evaporated to dryness. The newly developed synthetic method allows the preparation of ladder polymers with good structural perfection. The synthesized ladder polymers were of high molecular weight and highly soluble in common organic solvents. The photophysical properties indicated that the phenanthridine-containing ladder-type polymers are effective pH sensor materials.

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.

Photoinduced electron transfer and nonlinear absorption in poly(carbazole-alt-2,7-fluorene)s bearing perylene diimides as pendant acceptors

This paper reports the synthesis, photophysical behavior, and use in nanosecond optical-pulse suppression of a poly(2,7-carbazole-alt-2,7-fluorene) and a poly(3,6-carbazole-alt-2,7-fluorene) in which the carbazole N-positions are linked by an alkyl chain to one of the nitrogen atoms of a perylene-3,4,9,10-tetracarboxylic diimide (PDI) acceptor. It was found that the PDI pendants on the polymer side chain aggregated even in dilute solution, which extended the onset of PDI absorption into the near-infrared (NIR). Transient-absorption spectra of these polymers provide evidence for efficient electron transfer following either donor or acceptor photoexcitation to form long-lived charge-separated species, which exhibit strong absorption in the NIR. The spectral overlap between the transient species and the long-wavelength absorption edge of the aggregated PDI leads to reverse saturable absorption at 680 nm that can be used for optical-pulse suppression. Additionally, at high input energies, two-photon absorption mechanisms may also contribute to the suppression. PDI-grafted polymers exhibit enhanced optical-pulse suppression compared with blends of model materials composed of unfunctionalized poly(carbazole-alt-2,7-fluorene)s and PDI small molecules.

Structure-activity relationship (SAR) studies on the mutagenic properties of 2,7-diaminofluorene and 2,7-diaminocarbazole derivatives

We discovered that 2,7-diaminofluorene or 2,7-diaminocarbazole moiety can be employed as a core structure of highly effective NS5A inhibitors that are connected through amide bonds to proline-valine-carbamate motifs. Amide bonds can be easily cleaved via various metabolic pathways upon administration into the body, and metabolites containing 2,7-diaminofluorene and 2,7-diaminocarbazole core structures have been known to be strong mutagens. To avoid the mutagenesis issue of these core structures, we examined various functional groups at the C9 or N9 position of 2,7-diaminofluorene or 2,7-diaminocarbazole, respectively, through the Ames test in TA98 and TA100 mutants of Salmonella typhimurium LT-2. We discovered that, through proper alkyl substitution at the C9 or N9 position, 2,7-diaminofluorene and 2,7-diaminocarbazole moieties can be successfully employed in drug discovery without necessarily causing mutagenicity problems.

A fully fused non-fullerene acceptor containing angular-shaped: S, N -heteroacene and perylene diimide for additive-free organic solar cells

Constructing fused perylene diimide (PDI) dimers with heteroaromatic bridges toward non-fullerene acceptors (NFAs) has become an efficient strategy to achieve high performance organic solar cells (OSCs). Here, FDTC-PDI containing fully fused two PDIs with one central unit of angular-shaped S,N-heteroacene was developed and explored as a novel NFA for OSCs. The molecular geometry, optical spectra, energy levels, charge carrier mobilities and the morphology discrepancies as well as the corresponding photovoltaic performance of FDTC-PDI and its non-fused precursor, DTC-PDI, were investigated and compared. Theoretical calculations reveal that FDTC-PDI has a better planar molecular conformation and more effective conjugated length than DTC-PDI. As a consequence, by blending FDTC-PDI with PTB7-Th as the electron acceptor and the electron donor material, respectively, the inverted solar cells exhibited an encouraging PCE of 4.78% along with a Jsc of 11.72 mA cm-2, a Voc of 0.96 V and a FF of 42.5%, which were superior to those of its counterpart DTC-PDI (2.68%). These results are associated with the higher molar extinction coefficient, more balanced carrier mobility and better morphology of FDTC-PDI as well as its high-lying LUMO energy level. Note that no solvent additive was used in the process of device optimizations, thus simplifying the device fabrication, and improving the stability and reproducibility of the photovoltaic devices. We also prospect much broader application of the angular-shaped S,N-heteroacene with rigidity and planarity as a promising building block for fully fused electron acceptors for accomplishing the challenges in organic solar cells.

CARBAZOLE COMPOUND HAVING ANTI-VIRUS ACTIVITY

The present invention relates to a carbazole compound having anti-virus activity, and more particularly, to a novel compound selected from the group of consisting of a carbazole compound which shows excellent anti-proliferative efficacy against hepatitis C virus (HCV), a pharmaceutically acceptable salt thereof, a hydrate thereof, and an isomer thereof; an anti-virus pharmaceutical composition including the novel compound as an active ingredient; a pharmaceutical composition for preventing or treating liver diseases caused by hepatitis C virus; and a method of preparing the novel compound.

Thieno[3,4-b]pyrazine-based low bandgap photovoltaic copolymers: Turning the properties by different aza-heteroaromatic donors

A new series of low-bandgap copolymers based on electron-accepting thieno[3,4-b]pyrazine (TPZ) and different electron-donating aza-heteroaromatic units, such as carbazole (CZ), dithieno[3,2-b:2′,3′-d]pyrrole (TPR) and dithieno[3,2-b:2′,3′-e]pyridine (TPY), have been synthesized by Suzuki or Stille coupling polymerization. The resulting copolymers were characterized by NMR, elemental analysis, gel permeation chromatography, thermogravimetric analysis, and differential scanning calorimetry. UV-vis absorption and cyclic voltammetry measurements show that TPZ-based copolymer with TPR has the best absorption due to the strongest intramolecular charge transfer effect and smallest bandgap. The basic electronic structure of D-A model compounds of these copolymers were also studied by density functional theory (DFT) calculations. The conclusion of calculation agreed also well with the experimental results. The polymer solar cells (PSCs) based on these copolymers were fabricated with a typical structure of ITO/PEDOT:PSS/copolymer: PC71BM/Ca/Al under the illumination of AM 1.5G, 100 mW cm -2. The performance results showed that TPZ-based copolymer with TPR donor segments showed highest efficiency of 1.55% due to enhanced short-circuit current density. The present results indicate that good electronic, optical, and photovoltaic properties of TPZ-based copolymers can be achieved by just fine-tuning the structures of aza-heteroaromatic donor segments for their application in PSCs.