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776734

Sigma-Aldrich

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

97% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C17H21N3
Número de CAS:
302818-73-1
Peso molecular:
267.37
MDL number:
MFCD00222361
UNSPSC Code:
12352103
PubChem Substance ID:
329767862
NACRES:
NA.23

Quality Level

100

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

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Certificados de análisis (COA)

Lot/Batch Number
0000369361
0000305698
0000305698
0000369361
0000334517

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Cho, Namchul;
Advanced Engineering Materials, 1, 1148-1153 (2011)
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)
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)
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
Lu, Mingtao;
Applied Physics Letters, 99, 173302/1-173302/3 (2011)
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