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776734

Sigma-Aldrich

4-(2,3-Dihydro-1,3-dimethyl-1H-benzimidazol-2-yl)-N,N-dimethylbenzenamine

97% (HPLC)

Synonyma:

4-(1,3-Dimethyl-2,3-dihydro-1H-benzoimidazol-2-yl)phenyl)dimethylamine, N-DMBI

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About This Item

Empirický vzorec (Hillův zápis):
C17H21N3
Číslo CAS:
302818-73-1
Molekulová hmotnost:
267.37
MDL number:
MFCD00222361
UNSPSC Code:
12352103
PubChem Substance ID:
329767862
NACRES:
NA.23

assay

97% (HPLC)

form

solid

mp

105-110 °C

SMILES string

CN(C)c1ccc(cc1)C2N(C)c3ccccc3N2C

InChI

1S/C17H21N3/c1-18(2)14-11-9-13(10-12-14)17-19(3)15-7-5-6-8-16(15)20(17)4/h5-12,17H,1-4H3

InChI key

AKIIMLCQTGCWQQ-UHFFFAOYSA-N

General description

4-(2,3-Dihydro-1,3-dimethyl-1H-benzimidazol-2-yl)-N,N-dimethylbenzenamine is a semiconducting organic molecule with a π-conjugated polycyclic system. It is a strong electron donor molecule that can be used for n-type doping. It shows conductivity of ~2 × 10−3 S/cm as a dopant. It also acts as a reagent for the reductive transformation of organic compounds.

Application

Air stable n-type dopant for n-channel Organic Thin Film Transistors (OTFTs) and solar cells (OPVs).
It is mainly used as a semiconductor based polymer for the fabrication of electronic devices, which include organic thin film transistors (OTFTs), polymeric solar cells (PSCs) and organic light emitting diodes (OLEDs).

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Osvědčení o analýze (COA)

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Navštívit knihovnu dokumentů

In-situ Crosslinking and n-Doping of Semiconducting Polymers and Their Application as Efficient Electron-Transporting Materials in Inverted Polymer Solar Cells
Cho N, et al.
Advanced Energy Materials, 1(6), 1148-1153 (2011)
Lu, Mingtao;
Applied Physics Letters, 99, 173302/1-173302/3 (2011)
François Lapointe et al.
ACS applied materials & interfaces, 11(39), 36027-36034 (2019-09-19)
Although carbon nanotube transistors present outstanding performances based on key metrics, large-scale uniformity and repeatability required in printable electronics depend greatly on proper control of the electrostatic environment. Through a survey of polymer dielectric encapsulants compatible with printing processes, a
Strong N-Doped Graphene: The Case of 4-(1, 3-Dimethyl-2, 3-dihydro-1 H-benzoimidazol-2-yl) phenyl) dimethylamine (N-DMBI
Denis PA and Iribarne F
The Journal of Physical Chemistry C, 119(27), 15103-15111 (2015)
Use of a 1 H-benzoimidazole derivative as an n-type dopant and to enable air-stable solution-processed n-channel organic thin-film transistors
Wei P, et al.
Journal of the American Chemical Society, 132(26), 8852-8853 (2010)
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