25067-59-8 Usage
Description
Poly(N-vinylcarbazole) (PVK) is a conductive polymer that is primarily utilized as a hole transporting medium with high efficiency and low driving voltage. It is also known for its role as an anode for hole injection and can function as an effective charge transferring gate when co-doped with organic dyes. PVK is characterized by its off-white crystalline powder appearance and is composed of repeating 9-ethylcarbazole units.
Uses
Used in Electronics Industry:
Poly(N-vinylcarbazole) is used as a hole transporting medium for its high efficiency and low driving voltage, making it suitable for applications in the electronics industry, particularly in the fabrication of organic field effect transistors (OFETs).
Used in Energy Storage Applications:
PVK is used in the formation of nano-composite films with carbon nanospheres (CNS), which can be potentially utilized in supercapacitors. This application takes advantage of PVK's conductive properties for energy storage purposes.
Used in Sensor Applications:
The conductive nature of Poly(N-vinylcarbazole) also makes it suitable for use in sensor-based applications, where its ability to transport holes efficiently can be harnessed for detecting various stimuli.
Used in Composite Materials:
PVK can form a hybrid film when combined with graphene oxide, which can be coated on silica substrates for the fabrication of organic field effect transistors (OFETs). This highlights its potential in creating advanced composite materials for electronic applications.
Preparation
N-Vinyl carbazole may be obtained from phenylhydrazine and cyclohexanone by the following route:The second step in this synthesis is an example of the Fischer indole synthesis.
Carbazole also occurs in coal tar.
Poly(vinyl carbazole) is produced by adiabatic bulk polymerization under
nitrogen pressure using azobisisobutyronitrile and di-tert-butyl peroxide as
initiators. Heating to 80-90°C causes an onset of polymerization and a rapid
increase in temperature. After the maximum temperature has been reached
the mass is cooled under pressure.Poly(vinyl carbazole) is a very brittle material with a high softening point
(about 195°C Vicat). It is insoluble in most organic solvents except aromatic
and chlorinated hydrocarbons and tetrahydrofuran. The polymer is difficult
to mould, requiring high process temperatures, namely about 300°C for
injection moulding and 250°C for compression moulding. More usually the
material is cast as thin film from solution. The most significant property of
poly(vinyl carbazole) is its high photoconductivity and this has resulted in
widespread use of the polymer in electrostatic dry-copying machines. When
an electrostatic charge is applied to the polymer in the dark it discharges to
an equilibrium value but when the polymer is illuminated almost complete
discharging occurs. This phenomenon is used to create a latent electrostatic
image which is then developed by transferring the charge to the toner.
Poly(vinyl carbazole) also has good electrical insulation characteristics which are maintained over a wide range of temperature and frequency. On account
of these characteristics, the polymer has been used as a capacitor dielectric, but this application is now of minor importance.
Purification Methods
Precipitate it seven times from tetrahydrofuran with MeOH, with final freeze-drying from *benzene. Dry it under vacuum.
Check Digit Verification of cas no
The CAS Registry Mumber 25067-59-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,0,6 and 7 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 25067-59:
(7*2)+(6*5)+(5*0)+(4*6)+(3*7)+(2*5)+(1*9)=108
108 % 10 = 8
So 25067-59-8 is a valid CAS Registry Number.
InChI:InChI=1/C14H11N/c1-2-15-13-9-5-3-7-11(13)12-8-4-6-10-14(12)15/h2-10H,1H2
25067-59-8Relevant articles and documents
Phosphine-Catalyzed Vinylation at Low Acetylene Pressure
Bienewald, Frank,Comba, Peter,Hashmi, A. Stephen K.,Menche, Maximilian,Rominger, Frank,Schafer, Ansgar,Schaub, Thomas,Sitte, Nikolai A.,Tuzina, Pavel
, p. 13041 - 13055 (2021/09/18)
The vinylation of various nucleophiles with acetylene at a maximum pressure of 1.5 bar is achieved by organocatalysis with easily accessible phosphines like tri-n-butylphosphine. A detailed mechanistic investigation by quantum-chemical and experimental methods supports a nucleophilic activation of acetylene by the phosphine catalyst. At 140 °C and typically 5 mol % catalyst loading, cyclic amides, oxazolidinones, ureas, unsaturated cyclic amines, and alcohols were successfully vinylated. Furthermore, the in situ generation of a vinyl phosphonium species can also be utilized in Wittig-type functionalization of aldehydes.
Polymer, and mixture or formulation, and organic electronic device containing same, and monomer thereof
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Page/Page column 62; 63, (2020/11/23)
Disclosed are a polymer, and a mixture or a formulation and an organic electronic device containing same, and applications thereof, and further a monomer of which the polymer is made; the polymer comprises on its side chain a repeating structure unit E, characterizing in that its S1(E)?T1(E))≤0.35 eV or even less, which may allow the said polymer having thermally activated delayed fluorescence (TADF) property. Thus a TADF polymer suitable for printing processes is provided, thereby reducing OLED manufacturing costs.
Substrate-Controlled Regio- and Stereoselective Synthesis of (Z)- and (E)- N-Styrylated Carbazoles, Aza-carbazoles, and γ-Carbolines via Hydroamination of Alkynes
Garg, Vineeta,Kumar, Pradeep,Verma, Akhilesh K.
, p. 11686 - 11702 (2018/09/21)
We report herein the substrate-controlled regio- and stereoselective hydroamination of carbazoles, aza-carbazoles, and γ-carbolines with functionalized aromatic as well as aliphatic alkynes in a KOH/DMSO system in good yields. The electronic effect of the substrates governs the stereochemistry of the product. Electron-donating alkynes provided (Z)-stereoselective products, and electron-withdrawing alkynes provided (E)-stereoselective products. This approach also provides an easy route for the synthesis of mono- and bis-hydroaminated product. The deuterium-labeling studies were also conducted to support the mechanistic pathway.