1484-14-6

Usage

Uses

Used in Chemical Synthesis:
Carbazole-9-ethanol is used as a chemical intermediate for the synthesis of various compounds, such as 2-(9H-carbazol-9-yl)ethyl methacrylate. This application is due to its ability to serve as a building block for creating more complex molecules with specific properties and functions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Carbazole-9-ethanol may be utilized as a starting material for the development of new drugs. Its unique structure can be exploited to design molecules with specific biological activities, potentially leading to the creation of novel therapeutic agents.
Used in Material Science:
Carbazole-9-ethanol can be employed in the development of advanced materials, such as polymers and composites, due to its potential to modify the properties of these materials. Its incorporation into the material's structure can enhance characteristics like stability, conductivity, or optical properties, depending on the desired application.
Used in Research and Development:
Carbazole-9-ethanol serves as a valuable compound in research and development settings, where it can be used to study the properties and behavior of carbazole derivatives. This knowledge can be applied to the design of new materials, pharmaceuticals, and other products that leverage the unique attributes of carbazole-9-ethanol.

InChI:InChI=1/C14H13NO/c16-10-9-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,16H,9-10H2

Upstream product

• 86-74-8 9H-carbazole 
• 107-07-3 2-chloro-ethanol 
• 624-76-0 Iodoethanol 
• 75-21-8 oxirane 
• 608534-41-4 9-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethyl)-9H-carbazole 
• 17739-45-6 2-(2-bromoethoxy)tetrahydropyran 
• 540-51-2 2-bromoethanol 
• 1072-53-3 ethyleneglycol sulfate 
• 594-01-4 1-chloroethanol 
• 441787-80-0 9-[2-(tert-butyldiphenylsilyloxy)ethyl]carbazole 
• 143948-85-0 N-((methoxycarbonyl)methyl)carbazole 
• 96-49-1 [1,3]-dioxolan-2-one 
• 1484-13-5 9-vinyl-9H-carbazole 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 

Downstream Products

• 265301-19-7 (S)-ethyl 3-(4-(2-(carbazol-9-yl)ethoxy)phenyl)-2-ethoxypropionate 
• 868545-62-4 3-(2'-chloro-4'-nitrophenylazo)-N-(β-hydroxyethyl)-carbazole 
• 177100-04-8 3-[(4-nitrophenyl)]azo-9H-carbazole-9-ethanol 

Relevant academic research and scientific papers

Synthesis and biological evaluation of pyridinium-functionalized carbazole derivatives as promising antibacterial agents

Various pyridinium-functionalized carbazole derivatives were constructed by coupling the key fragments of carbazole skeleton and pyridinium nucleus in a single molecular architecture. Antibacterial bioassays revealed that some of the title compounds displ

Photoinduced intramolecular electron transfer between carbazole and bis(trichloromethyl)-s-triazine generating radicals

An intramolecular electron transfer and photosensitivity in dye/initiator systems, in which an electron donating light-absorbing unit (carbazole) is tethered by methylene bonds to an electron-deficient initiator [bis-(trichloromethyl)-s-triazine], was investigated. The efficient quenching of fluorescence was observed in the tethered compounds in a rigid matrix at low temperature, and the higher sensitivity of photopolymerization was observed in the photopolymer films containing the tethered compounds as photoinitiating systems compared with the films containing physical mixtures of dye and initiator. The compounds tethered by a longer methylene chain (C6 and C11) showed a higher photosensitivity than that tethered by a shorter methylene chain (C2 and C3), despite the efficient fluorescence quenching in the latter compounds. Control of back electron transfer after initial electron transfer or control of radiationless deactivation via exciplex formation was suggested to be important factor to design efficient dye-linked photoinitiators.

Synthesis and polymerisation of novel methacrylates with carbazolyl and benzofuranyl pendant groups for photovoltaic applications

This article reports properties of photovoltaic devices containing new donor materials - copolymers referred as PCEMB, composed of 2-(carbazol-9-yl) ethyl methacrylate (CEM) and benzofuran-2-carboxylic acid 2-(2- methylacryloyloxy)ethyl ester (MB). Manufactured photovoltaic cells consisted of donor and acceptor (PBT or P3OT) layers sandwiched between ITO covered glass and evaporated aluminum electrode. Performance of the cell was optimized for a copolymer composed of 8% CEM and 92% MB. The efficiency, found equal c.a. =0,03%, was low comparing to other photovoltaic cells reported in the literature. However, following the observed tendencies, it can be supposed that there exists a large reserve for the enhancement of the open circuit voltage through further chemical modifications of the chromophore. In the case of the PDT containing cells, measured Uoc was substantially lower. This fact may be attributed to difference in carrier mobility between this polymer and PCEMB. Simultaneously, the larger sizes of the MB molecule may favor separation of the charges and leads to enhancement of the corresponding voltage.

FRET-based acrylic nanoparticles with dual-color photoswitchable properties in DU145 human prostate cancer cell line labeling

Dual-color photoswitchable fluorescent polymer nanoparticles have emerged as an important type of cell detectors. Here, dual-color acrylic nanoparticles containing spiropyran and azo-carbazole derivatives with remarkable photostability and photoreversibility were employed. These prominent properties were attributed to the covalent bonding between the incorporated chromophores and the polymeric matrix and provided efficient fluorescence resonance energy transfer phenomenon. The obtained nanoparticles were purified after dialysis and delivered into DU145 cancer cells. Trypan blue dye exclusion assays showed that these nanoparticles were biocompatible with no toxicity to the cells. Fluorescence microscopy images demonstrated that the prostate cancer cells containing nanoparticles exhibited excellent cell uptake with green and red fluorescence emissions after primary excitation at 410?nm and subsequent irradiation at 365?nm, respectively, depicting their dual-color characteristics.

Synthesis and Morphology of Two Carbazole-Pyrazoline-Containing Polymer Systems and Their Electrical Memory Performance

A new atom-transfer radical polymerization (ATRP) initiator 4-[1-(2-dodecyl-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-6-yl)-3-(4-nitrophenyl)-4,5-dihydro-1H-pyrazol-5-yl]phenyl 2-bromo-2-methylpropanoate (IN) as an electron acceptor (A) and a monomer 2-(9H-carbazole-9-yl)-ethyl methacrylate (MCz) as an electron donor (D) were simultaneously introduced into two different D-A polymer systems by using the end-functionalizing or blending method. The mass percentage of IN in the end-functionalized polymer PMCz-IN and the mixed polymer composite PMCz+IN were both controlled at approximately 1.0wt. The optical, electrochemical, and surface morphology properties of the two polymeric films prepared by means of spin-coating technology were comparatively investigated. Sandwich devices based on PMCz-IN and PMCz+IN demonstrated nonvolatile write-once-read-many-times memory (WORM) and volatile static random access memory (SRAM) characteristics, respectively, which were further verified by the Kelvin probe force microscopy (KPFM) measurements. The proposed memory mechanism could be attributed to the formation of a stable charge-transfer (CT) complex for PMCz-IN and an unstable CT complex for PMCz+IN. Furthermore, the different distribution of IN in the two polymeric films might be the main reason for the stability of the CT complex.

Neutral state colorless electrochromic polymer networks: Spacer effect on electrochromic performance

A series of carbazole-based monomers and their corresponding polymers with various spacer units were synthesized and coated onto ITO-glass surface via an electrochemical cross-linking process. All carbazole-based polymers exhibited multi-electrochromic be

Palladium-based micellar nanohybrids: Preparation and nonlinear optical response

In the present work the synthesis and physicochemical characterisation of a new class of Pd-containing micellar nanohybrid systems are presented. The new systems consist of metallic Pd nanoparticles and well-defined diblock copolymers, possessing carbazole and β-ketoester side-chain functionalities, namely poly[2-(N-carbazolyl) ethyl methacrylate]-block-poly[2- (acetoacetoxy) ethyl methacrylate] (CbzEMAx-b-AEMAy). Block copolymer synthesis has been carried out by Reversible Addition-Fragmentation chain Transfer (RAFT) polymerisation. The presence of the β-ketoester groups within these diblock copolymers enabled the complexation and stabilisation of the Pd nanoparticles in tetrahydrofuran. Visualisation of the Pd-containing micellar nanohybrids was realised by means of transmission electron microscopy (TEM), providing information on the metal nanoparticle sizes. The nonlinear optical response of these polymer-metal nanohybrid systems has been systematically studied both in solution and in thin films, using the Z-scan technique, employing 35 ps, visible (532 nm) and infrared (1064 nm) laser excitation. Discussion in regards to the spectral position of the surface plasmon resonance (SPR) of the Pd nanoparticles and its effect on the nonlinear optical response of the micellar systems has been carried out in terms of a two-photon process. The Royal Society of Chemistry.

Synthesis and photoluminescent property of star polymers with carbzole pendent and a zinc porphyrin core by ATRP

Styrene-type monomer 9-(4-vinylbenzyl)-9H-carbazole (VBCz) and methacrylate-type monomer 2-(9Hcarbazole- 9-yl)-ethyl methacrylate (CzEMA) were polymerized to star polymers respectively via atom transfer radical polymerization (ATRP) using zinc 5,10,15,20-

The Effect of Random and Block Copolymerization with Pendent Carbozole Donors and Naphthalimide Acceptors on Multilevel Memory Performance

Polymeric materials have been widely used in the fabrication of data-storage devices, owing to their unique advantages and defined conduction mechanisms. To date, the most-functional polymers that have been reported for memory devices were synthesized through random copolymerization, whilst there have been no reports regarding the memory effect of block polymers. Herein, we synthesized a random copolymer (PMCz8-co-PMBNa2) and its corresponding block copolymer (PMCz8-b-PMBNa2) to study the effect of the method of polymerization on the memory properties of the corresponding devices. Interestingly, both devices (ITO/PMCz8-co-PMBNa2/Al and ITO/PMCz8-b-PMBNa2/Al) exhibited ternary memory performance, with threshold voltages of ?1.7 V/?3.3 V and ?2.7 V/?3.8 V, respectively. However, based on comprehensive measurements, the memory properties of PMCz8-co-PMBNa2 and PMCz8-b-PMBNa2 were found to be owing to the operation of different conduction mechanisms, which resulted from different molecular stacking in the film state. Therefore, we expect that this work will be helpful for improving our understanding of the conduction mechanisms in polymer-based data-storage devices.

Phosphorescence Spectroscopy for Poly and Its Copolymers with Methyl Methacrylate

Our research project concerned to triplet spectroscopy of 3,6-dibromocarbazole chromophores in a methacrylate copolymer, poly.Owing to the "heavy atom effect" on the rate of singlet-triplet intersystem crossing, the phosphorescence spectra were clearly observed in a wide range of copolymer compositions.Although the triplet interaction between chromophores was weak in 2-methyltetrahydrofuran rigid glass, the copolymer films showed an alteration in spectra from the monomer to the triplet excimer emission with increasing chromophore concentration.The substituted bromine atoms provided a longer interaction distance between chromophores, and a weaker stabilization of energy at the excimer state, compared with unsubstituted carbazole.These effects were interpreted in terms of the extended electron cloud and the bulkiness of bromine atoms.