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Merck

776734

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
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:

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Product Name

4-(2,3-Dihydro-1,3-dimethyl-1H-benzimidazol-2-yl)-N,N-dimethylbenzenamine, 97% (HPLC)

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

SMILES string

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

InChI key

AKIIMLCQTGCWQQ-UHFFFAOYSA-N

assay

97% (HPLC)

form

solid

mp

105-110 °C

Quality Level

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This Item
185582193992549983
assay

97% (HPLC)

assay

≥99%

assay

97%

assay

≥99%

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

mp

105-110 °C

mp

−75 °C (lit.)

mp

34-36 °C (lit.)

mp

-

form

solid

form

liquid

form

solid

form

-

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).[1][2][3]

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.[4][5][1][2]

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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)
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)
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)

Articles

Solution-processed organic photovoltaic devices (OPVs) have emerged as a promising clean energy generating technology due to their ease of fabrication, potential to enable low-cost manufacturing via printing or coating techniques, and ability to be incorporated onto light weight, flexible substrates.

Fabrication procedure of organic field effect transistor device using a soluble pentacene precursor.

溶液プロセスにより作製される低分子太陽電池の最近の成果についてご紹介します。低分子ドナー化合物の独創的な分子設計により、電力変換効率は約8%に向上しています。

溶液処理塗布した後、高品質のペンタセン膜に熱的に変換することが可能な「可溶性ペンタセン前駆体」についてご紹介します。

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