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776734

Sigma-Aldrich

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

97% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C17H21N3
CAS Number:
Molecular Weight:
267.37
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Cho, Namchul;
Advanced Engineering Materials, 1, 1148-1153 (2011)
Molecular orbital analysis of selected organic p-type and n-type conducting small molecules
Cagardova D and Vladimir L
Acta Chimica Slovaca, 10(1), 6-16 (2017)
Himanshu Shekhar et al.
Scientific reports, 10(1), 7594-7594 (2020-05-07)
Organic photodiodes (OPDs) for its interesting optoelectronic properties has the potential to be utilized with complementary metal-oxide-semiconductor (CMOS) circuit for imaging, automotive, and security based applications. To achieve such a hybrid device as an image sensor, it is imperative that
2-(2-Methoxyphenyl)-1, 3-dimethyl-1 H-benzoimidazol-3-ium iodide as a new air-stable n-type dopant for vacuum-processed organic semiconductor thin films
Wei P, et al.
Journal of the American Chemical Society, 134(9), 3999-4002 (2012)
Lu, Mingtao;
Applied Physics Letters, 99, 173302/1-173302/3 (2011)

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