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Merck

277592

9-Vinylcarbazole

98%

Synonym(s):

9-Vinyl-9H-carbazole, N-Ethenylcarbazole, N-Vinylcarbazole

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About This Item

Empirical Formula (Hill Notation):
C14H11N
CAS Number:
1484-13-5
Molecular Weight:
193.24
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24856771
EC Number:
216-055-0
Beilstein/REAXYS Number:
132988
MDL number:
MFCD00004966

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InChI key

KKFHAJHLJHVUDM-UHFFFAOYSA-N

InChI

1S/C14H11N/c1-2-15-13-9-5-3-7-11(13)12-8-4-6-10-14(12)15/h2-10H,1H2

SMILES string

C=Cn1c2ccccc2c3ccccc13

assay

98%

bp

154-155 °C/3 mmHg (lit.)

Related Categories

General description

9-Vinylcarbazole (9-VC) is a monomer characterized by photochemical properties, thermal stability, and high reactivity due to its vinyl group. It enhances the performance of conducting polymers and thermosetting resins. In drug delivery systems, 9-VC facilitates the encapsulation of therapeutic agents, enabling controlled release and improved efficacy, particularly in cancer therapy. Additionally, its photochemical capabilities allow for advancements in photonic devices.

Application

9-Vinylcarbazole can be used:
  • As a monomer to synthesize electrochromic conductive thin film copolymer with 3,4-ethylenedioxythiophene (EDOT), for smart windows and flexible electronic displays.
  • As a precursor to prepare a copolymer which is used to fabricate highly efficient polymeric thermally activated delayed fluorescent (TADF) organic light-emitting diode (OLED) with high quantum efficiency.
  • As a functional monomer to synthesize poly(vinyl carbazole) (p(VC)) microgel particles via surfactant free emulsion polymerization. These microgels find application in the field of drug delivery and tissue engineering.
  • As a precursor to fabricate hole transport layer for perovskite solar cells.

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Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 4 Dermal - Aquatic Acute 1 - Aquatic Chronic 1 - Muta. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD6135V
WXBD3237V
WXBD2521V
WXBC9895V
WXBC8294V

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Dharmendar Kumar Sharma et al.
Nature communications, 10(1), 4499-4499 (2019-10-05)
Halide perovskites nanocrystals (NCs) are being explored as promising materials for optoelectronic applications, such as light-emitting devices or lasers. However, electroluminescence devices prepared from such NCs have long suffered from low efficiency and there has been no systematic study on
Merve Kara et al.
Macromolecular rapid communications, 36(23), 2070-2075 (2015-09-12)
A new phenacyl-type photoinitiator based on ethyl carbazole as a long wavelength photo-initiator is developed for free radical polymerization. Phenacyl ethyl carbazolium hexafluoroantimonate (PECH) photoinitiator is synthesized in a two-step, one-pot manner by quaternizing ethyl carbazole with phenacyl bromide and

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