101716-43-2

Basic information

• Product Name: Benzenamine, 2-(9H-carbazol-9-yl)-
• Synonyms: Benzenamine, 2-(9H-carbazol-9-yl)-;2-(Carbazol-9-yl)aniline;2-(9H-CARBAZOL-9-YL)BENZENAMINE
• CAS NO: 101716-43-2
• Molecular Formula: C₁₈H₁₄N₂
• Molecular Weight: 258.31716
• Mol File: 101716-43-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzenamine, 2-(9H-carbazol-9-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 2-(9H-carbazol-9-yl)-(101716-43-2)
• EPA Substance Registry System: Benzenamine, 2-(9H-carbazol-9-yl)-(101716-43-2)

Safety Data

• Hazardous Substances Data: 101716-43-2(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Benzenamine, 2-(9H-carbazol-9-yl)is used as a key intermediate in organic synthesis for the production of organic electronic materials and dyes. Its unique structure allows for the creation of compounds with specific electronic and optical characteristics, making it valuable in the development of advanced materials.
Used in Pharmaceutical Manufacturing:
In the pharmaceutical industry, Benzenamine, 2-(9H-carbazol-9-yl)is utilized as a starting material or building block for the synthesis of various pharmaceuticals and fine chemicals. Its versatility in chemical reactions enables the production of a wide range of medicinal compounds with potential therapeutic applications.
Used in the Development of New Materials:
Benzenamine, 2-(9H-carbazol-9-yl)is employed as a precursor in the development of new materials with unique electronic and optical properties. Its ability to form stable complexes and participate in various chemical reactions makes it a promising candidate for the creation of innovative materials for use in various industries, including electronics, photonics, and energy storage.

Upstream product

• 86-74-8 9H-carbazole 
• 615-36-1 2-bromoaniline 
• 1493-27-2 ortho-nitrofluorobenzene 
• 98-80-6 phenylboronic acid 
• 90-41-5 2-phenylaniline 
• 62-53-3 aniline 
• 108-20-3 di-isopropyl ether 
• 88-73-3 2-Chloronitrobenzene 
• 6286-72-2 9-(2-nitrophenyl)-9H-carbazole 

Downstream Products

• 1213715-86-6 C₃₆H₂₅NSi 
• 1421701-40-7 C₃₀H₁₈BrN 
• 1421701-41-8 C₅₄H₃₆N₂ 
• 1421701-42-9 C₂₄H₁₄BrN 
• 1421701-44-1 C₆₀H₄₀N₂ 
• 1421701-39-4 C₅₄H₃₆N₂ 
• 1612774-81-8 C₂₄H₁₈N₂ 

Relevant articles and documents

Novel indolo[3,2,1-jk]carbazole-based bipolar host material for highly efficient thermally activated delayed-fluorescence organic light-emitting diodes

A novel bipolar material (ICzPyr) composed of electron-donating indolo[3,2,1-jk]carbazole and electron-withdrawing pyridmidine was developed and its use as a host material in thermally activated delayed-fluorescence (TADF) organic light-emitting diode (OL

Triphenylamine based reactive coloro/fluorimetric chemosensors: Structural isomerism and solvent dependent sensitivity and selectivity

Triphenyl amine based chemosensors, (2-(((2-(9H-carbazol-9-yl)phenyl)imino)methyl)-5-(diphenylamino)phenol (ortho-CPDP) and 2-(((4-(9H–carbazol-9-yl)phenyl)imino)methyl)-5-(diphenylamino)phenol (para-CPDP), showed solvent and isomerism dependent selective

Discovery of a novel allosteric inhibitor scaffold for polyadenosine-diphosphate-ribose polymerase 14 (PARP14) macrodomain 2

The polyadenosine-diphosphate-ribose polymerase 14 (PARP14) has been implicated in DNA damage response pathways for homologous recombination. PARP14 contains three (ADP ribose binding) macrodomains (MD) whose exact contribution to overall PARP14 function in pathology remains unclear. A medium throughput screen led to the identification of N-(2(-9H-carbazol-1-yl)phenyl)acetamide (GeA-69, 1) as a novel allosteric PARP14 MD2 (second MD of PARP14) inhibitor. We herein report medicinal chemistry around this novel chemotype to afford a sub-micromolar PARP14 MD2 inhibitor. This chemical series provides a novel starting point for further development of PARP14 chemical probes.

Through-space charge transfer in luminophore based on phenyl-linked carbazole- and phthalimide moieties utilized in cyan-emitting OLEDs

Two new carbazole-containing aromatic imides were synthesized by three-step synthetic pathway with the moderate yields up to 76%. The compounds were investigated theoretically. TD-DFT computational studies revealed low singlet-triplet energy differences. The compounds were found to have relatively high thermal stability with 5% mass loss temperatures in the range of 280–310 °C. Phthalimide-based compound exhibited aggregation-induced emission enhancement and thermally activated delayed fluorescence with photoluminescence quantum efficiency of 20% in the solid state. Structure-properties relationship of this compound was investigated and it was found that charge-transfer through space mechanism is responsible for the emission. Series of green-emitting doped and non-doped electroluminescent devices were fabricated based on the carbazole-phthalimide derivative were fabricated to reveal best-performing mCP-doped device demonstrating maximum external quantum efficiency of 2.4% with current efficiency of 6.6 cd/A and power efficiency of 4.0 lm/W with maximum brightness of 8300 cd/m2.

Copper-coordination polymer-controlled Cu@N-rGO and CuO@C nanoparticle formation: Reusable green catalyst for A3-coupling and nitroarene-reduction reactions

The intriguing structural properties of coordination polymers (COPs), together with the huge variety of metal ions and organic linkers to choose from, make COPs potential precursors for fabricating carbon-encapsulated metal and metal oxide nanoparticles (NPs). Herein, we have studied the role of the COP structural assembly, prepared through making subtle changes to the ligand structure, on the formation of NPs in a carbon matrix. Cu-COPs (Cu-COP-1-Cu-COP-7), generated using different amino acid-based reduced Schiff base phenolic chelating ligands, exhibited crystalline structures with differing structural organization in the solid state. Interestingly, the calcination of Cu-COP-1 and Cu-COP-5 at 330 °C produced pure CuNPs, whereas Cu-COP-2, Cu-COP-3, Cu-COP-4 and Cu-COP-7 gave CuONPs encapsulated by carbon matrix. The calcination of Cu-COP-6 produced both CuNPs and CuONPs together in the carbon matrix. The formation of CuNPs and CuONPs in the carbon matrices was unambiguously confirmed by PXRD and XPS studies. The sizes and morphologies of the Cu/CuONPs were analyzed using HR-TEM and FE-SEM. BET studies revealed higher surface areas with small pores for the CuNPs encapsulated by carbon and lower surface areas with higher porosity for the CuONP-carbon matrix. Raman spectra revealed the formation of a nitrogen-doped reduced graphene oxide (N-rGO) carbon matrix in CuNPs-1. The N-rGO coverage and high surface area with small pores provided CuNPs-1 with good stability in strong acid (10 M H2SO4). Importantly, the fabricated N-rGO-encapsulated CuNPs-1 and carbon-covered CuONPs-4 nanocomposites were used as green catalysts in solvent-free neat A3-coupling and nitroarene-reduction reactions, respectively. The products were confirmed using 1H-NMR spectra. The recovered CuNPs-1 and CuONPs-4 catalysts, after the completion of the reactions, also showed similar catalytic activity at up to five cycles, without significant loss of catalytic activity. Thus, the present studies demonstrate the influence of Cu-COP structural assembly on the formation of Cu/CuONPs as well as the carbon matrix, and open the possibility of fabricating functional nanomaterials from the vast number of available COPs with intriguing structural motifs.

Facile Redox Interconversion of 6,11-Diphenyldibenzo[b,f][1,4]diazocine and 2-(2-Aminophenyl)-1,3-diphenylisoindole: Reversible SET Ring Contraction and Expansion Processes

In our continuing attempts to convert tub-shaped dibenzo[1,4]diazocines or dibenzo[1,5]diazocines into necessarily planar Hückel aromatic ten-π-electron dianions or dihydro derivatives of the central diazocine ring, we have added requisite electrons by Na or Li metal in THF. Subsequent hydrolysis yielded no evidence for the formation of such Hückel aromatic products but in each case a profound rearrangement of the tricyclic diazocine had instead occurred. In the present study we have attempted to form the unknown aromatic 6,11-diphenyldibenzo[b,f][5,12]-dihydro[1,4]diazocine at 25°C by such a straightforward addition of two electrons to 6,11-diphenyldibenzo[b,f][1,4]diazocine. We were encouraged by the prior reduction of the unsubstituted [1,4]diazocine to 1,4-dihydro-[1,4]diazocine, which by X-ray and 1H NMR evidence displays aromatic-like properties. However, this diphenyldibenzo[1,4]-diazocine upon reduction underwent instead an unusual, serendipitous rearrangement to yield quantitatively 2-(2-aminophenyl)-1,3-diphenylisoindole. Then in a purposive search for other reductants capable of reductively rearranging this [1,4]diazocine to its corresponding isoindole, we discovered three other reductants, namely o-diaminobenzene, titanium(II) salts, and concentrated aqueous hydriodic acid with visible light. Conversely, again in a serendipitous observation, it was found that O2 in CHCl3 with visible light could readily convert the isoindole in an oxidative rearrangement back into the [1,4]diazocine. A purposive method for achieving this oxidative rearrangement was then found to be treatment with DDQ. General mechanistic pathways are proposed via SET intermediates for both redox interconversions.

ORGANIC COMPOUNDS AND ORGANIC ELECTRO LUMINESCENCE DEVICE COMPRISING THE SAME

The present invention relates to a novel compound and an organic electroluminescent device comprising the same. The compound according to the present invention is used in an organic layer of the organic electroluminescent device, and preferably in a light emitting layer, an electron transport layer, or a hole transport layer, thereby being able to improve light emitting efficiency, driving voltage, and lifespan properties of the organic electroluminescent device.COPYRIGHT KIPO 2017

Delay fluorescent compound and using the same and display device having the organic light-emitting diode (by machine translation)

The present invention relates to delay fluorescent compound and the use of the compound of the organic light-emitting diode and the display device. Fluorescent compounds of the present invention is shown as delay 1 is shown, wherein n is 1 or 0, A is selected from the following formula 2, D is selected from the following formula 3, L 1 and L 2 each independently is selected from the following formula 4, wherein type 2 of in R 1 is selected from hydrogen or phenyl, X, Y and Z each independently selected from the group consisting of carbon and nitrogen, and the X, Y and Z for at least two of the nitrogen, type 4 of in R 2 is selected from hydrogen or C1-C10 alkyl. (by machine translation)

DELAYED FLUORESCENCE COMPOUND, AND ORGANIC LIGHT EMITTING DIODE AND DISPLAY DEVICE USING THE SAME

Discussed is a delayed fluorescence compound including a first electron donor moiety of indolo-[3,2,1-j,k]carbazole; a second electron donor moiety selected from indolo-[3,2,1-j,k]carbazole, carbazole or triphenylamine; and an electron acceptor moiety selected from dibenzothiophene sulfone or diphenyl sulfone, wherein the first and second electron donor moieties are combined to the electron acceptor moiety, and the electron acceptor moiety is combined to a first position or a para-position of the first electron donor moiety.

Indolocarbazol [3, 2, 1-jk] Hydroxycarbazole compound and an organic light emitting element having the same

There is provided an indolo[3,2,1-jk]carbazole compound having an excellent membrane property, a high T1 energy, and a deep HOMO level. There is also provided an organic light-emitting device that contains the indolo[3,2,1-jk]carbazole compound. There is