50668-21-8

Usage

Uses

Used in Organic Electronic Materials Research and Development:
9H-Carbazole, 9-ethyl-3-iodois utilized as a key component in the research and development of organic electronic materials due to its stability and unique properties that can enhance the performance of these materials.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 9H-Carbazole, 9-ethyl-3-iodoserves as an intermediate or building block in the synthesis of various pharmaceuticals, contributing to the development of new drugs with improved therapeutic properties.
Used in Agrochemicals Synthesis:
Similarly, in the agrochemical sector, 9H-Carbazole, 9-ethyl-3-iodois employed in the synthesis of agrochemicals, potentially leading to the creation of more effective and stable products for agricultural applications.
Used as a Fluorescent Probe:
9H-Carbazole, 9-ethyl-3-iodohas been studied for its potential use as a fluorescent probe, which can be valuable in various analytical and diagnostic techniques, given its unique optical properties.
Used in Advanced Materials Development:
9H-Carbazole, 9-ethyl-3-iodois also considered a building block for the development of advanced materials in organic chemistry, where its stability and structural features can contribute to the creation of innovative and high-performance materials.

Upstream product

• 86-28-2 N-ethylcarbazole 
• 64-19-7 acetic acid 
• 2232-12-4 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione 
• 86-74-8 9H-carbazole 
• 16807-13-9 3-iodocarbazole 
• 75-03-6 ethyl iodide 
• 132-32-1 9-ethyl-9H-carbazol-3-ylamine 
• 64-67-5 diethyl sulfate 

Downstream Products

• 57102-98-4 9-Ethyl-9H-carbazole-3-carboxylic acid 
• 57103-07-8 9-ethyl-3,6-diiodocarbazole 
• 1060680-74-1 C₂₄H₂₆BrNS 
• 952657-51-1 9-ethyl-3-(4-(n-hexyloxy)phenyl)-9H-carbazole 
• 1415750-12-7 3-di(4-methylphenyl)amino-9-ethylcarbazole 
• 70473-85-7 9-ethyl-N,N-diphenyl-9H-carbazol-3-amine 

Relevant academic research and scientific papers

Alkyl-functionalized organic dyes for efficient molecular photovoltaics

We designed and synthesized new alkyl-functionalized organic dyes, MK-1 and MK-2, for dye-sensitized solar cells (DSSCs). Based on the MK-2 dye, a high performance of efficiency (η, 7.7%; short-circuit current density Jsc = 14.0 mA cm-2, open-circuit voltage Voc = 0.74 V, and fill factor FF = 0.74) was achieved under AM 1.5 G irradiation (100 mW cm-2). Remarkably, the relatively higher Voc for DSSCs based on MK-1 and MK-2 dyes, which have long alkyl chains, were observed among the organic dyes caused by the increasing of the electron lifetime in the conduction band of TiO2. Our molecular design of alkyl-functionalized dyes strongly suggests the promising performance of molecular photovoltaics based on organic dyes. Copyright

Carbazole and benzophenone based twisted donoracceptor systems as solution processable green thermally activated delayed fluorescence organic light emitters

New donor-acceptor (D-A) and donor-acceptor-donor (D-AD) systems with carbazole and benzophenone moieties as donor and acceptor, respectively, have been synthesized. Photolumi-nescence quantum yields of D-A and D-A-D molecules in thin film were 76 and 73%, respectively. Solution-processed organic light-emitting diodes containing these D-A and D-A-D molecules as emitters showed the maximum external quantum efficiencies of 6.9 and 10.4% with a peak wavelength of 520 and 521 nm, respectively.

The effect of porphyrins suspended with different electronegative moieties on the photovoltaic performance of monolithic porphyrin-sensitized solar cells with carbon counter electrodes

Three D-π-A porphyrin sensitizers with different electronegative moieties (2,4,6-triphenyl-1,3,5-triazine, carbazole and triphenylamine) attached at the meso-position were designed and synthesized for monolithic dye-sensitized solar cells based on mesoscopic carbon counter electrodes. The effects of these different electronegative moieties on the photophysical, electrochemical and accordingly photovoltaic performance of the corresponding devices were investigated systematically. Electrochemical measurements indicate that the HOMO and LUMO energy levels could be tuned through the introduction of different electronegative groups onto the backbone of D-π-A porphyrin molecules. Current-voltage characteristics indicate that the Jsc and Voc of the DSSCs based on WH-C3, WH-C4 and WH-C5 increase as the electron-donating ability of their donors enhance in the order of WH-C3 sc) of 11.43 mA cm-2, an open circuit voltage (Voc) of 633.84 mV, and a fill factor (FF) of 0.69, corresponding to an overall conversion efficiency (η) of 5.00%.

Synthesis and characterization of heteroatom substituted carbazole derivatives: Potential host materials for phosphorescent organic light-emitting diodes

A series of carbazole derivatives based on 9-ethyl-carbazole substituted at the 3-position with diphenylamine, carbazole, phenoxazine, phenothiazine, and phenothiazine-S,S-dioxide units were successfully developed, and a comparative study of their thermal and photoelectrical properties was carried out by differential scanning calorimetric measurements, thermogravimetric analysis, UV-vis absorption spectroscopy, photoluminescence spectroscopy, cyclic voltammetry, and phosphorescent spectroscopy. All the synthesized compounds were found to have high thermal decomposition temperature in the range of 304-344 °C (except for C-SO, 145 °C) and showed a remarkable improvement when compared with 9-ethyl-carbazole (180 °C). The emission properties can be effectively tuned by systematically changing the substituent units. The highest occupied molecular orbital (HOMO), lowest unoccupied molecular orbital (LUMO), and triplet energy (ET) of the synthesized compounds were determined both theoretically by quantum chemical calculations and experimentally by examination. Their energy levels can also be tuned by the change of the moieties connected to the 3-position through coupling reaction. The experimental values of ionization potentials range from 5.37 to 5.46 eV. Some of these compounds exhibit high ET, and C-SO achieves the highest ET value of 2.79 eV, which exhibits a marked improvement over that of 4,4′-bis(9- carbazolyl)-biphenyl (2.6 eV). Green phosphorescent devices using tris(2-phenylpyridine)iridium as a guest and C-O as a host show excellent performances. Remarkably, a device with C-O as host exhibits the best performance with a maximum luminance of 10270 cd m-2, a maximum current efficiency of 34.8 cd A-1, and a maximum power efficiency of 26.0 lm W-1. These results illustrate that the introduction of heteroatoms into carbazole can result in a significant change in their optoelectronic characteristics. The low LUMO, high HOMO, suitable ET and thermal stability of the carbazole derivatives endow them with the potential to be green, red, and even blue host materials for phosphorescent organic light-emitting diodes.

Well defined carbazol-3,9-diyl based oligomers as host materials for organic electro-phosphorescent devices

Well defined carbazol-3,9-diyl-based derivatives as host materials for electro-phosphorescent devices have been synthesized by the modified Ullmann reaction as a key step. The full characterization of their structure by mass spectrometry, infrared absorption and proton magnetic resonance spectroscopy is presented. The amorphous compounds with glass transition temperatures of 103-154C possess high thermal stability with onset decomposition temperatures exceeding 360C. Conjugation of the 3,9-linked systems is rather confined within one carbazole unit, retaining large triplet energies suitable for green and red electro-phosphorescence. Using the new host material, efficient green phosphorescent organic light emitting diodes was demonstrated.