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Sigma-Aldrich

Naphtho[1,2-b:5,6-b′]dithiophene

97%

Synonym(s):

NDT

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About This Item

Empirical Formula (Hill Notation):
C14H8S2
CAS Number:
217-19-6
Molecular Weight:
240.34
MDL number:
MFCD28053549
UNSPSC Code:
12352103
PubChem Substance ID:
329767392
NACRES:
NA.23

Assay

97%

form

solid

mp

153-160 °C

semiconductor properties

P-type (mobility>0.5 cm2/V·s)

SMILES string

C1(C=CS2)=C2C(C=CC3=C4SC=C3)=C4C=C1

InChI

1S/C14H8S2/c1-3-11-12(13-9(1)5-7-15-13)4-2-10-6-8-16-14(10)11/h1-8H

InChI key

MOZTVOICZIVCFC-UHFFFAOYSA-N

General description

Naphtho[1,2-b:5,6-b′]dithiophene (NDT) is a π-conjugated naphthodithiophene derivative that has symmetrical planar structures. It is mainly utilized in the development of semiconductors due to its high charge mobility and high current on/off ratios.

Application

NDT has donor-acceptor copolymers which can be used in the fabrication of organic electronic devices such as organic light emitting diodes (OLEDs), organic solar cells (OSCs) and organic field effect transistors (OFETs).
This semiconducting material has been used in the synthesis of copolymers that show the highest mobility (>0.5 cm2 /Vs) in an NDT-based OFET device to date.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKBL7860

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Faten F Elataar et al.
Journal of musculoskeletal & neuronal interactions, 20(3), 404-410 (2020-09-04)
Flexible flatfoot is a common deformity in adults that has been thought to be a causative factor of a lot of lower limb injuries and back pain. Core muscles act as stabilizers for the trunk and weak core places a
Ryenne N Ogburn et al.
Journal of proteome research, 16(11), 4073-4085 (2017-09-21)
The proteins in an MCF-7 cell line were probed for tamoxifen (TAM) and n-desmethyl tamoxifen (NDT) induced stability changes using the Stability of Proteins from Rates of Oxidation (SPROX) technique in combination with two different quantitative proteomics strategies, including one
Bret Ericson et al.
The Science of the total environment, 657, 1382-1388 (2019-01-27)
While lead-based paint has been banned for use in residential settings in most high-income countries, it remains commonly available in many low- and middle-income countries (LMICs). Despite its continued availability, little is known about the specific exposure risk posed by
Quinoidal Naphtho (1, 2-b: 5, 6-b?) dithiophenes for Solution-Processed n-Channel Organic Field-Effect Transistors
Mori T, et al.
Organic Letters, 16(5), 1334-1337 (2014)
Naphtho (1, 2-b: 5, 6-b?) dithiophene-based donor-acceptor copolymer semiconductors for high-mobility field-effect transistors and efficient polymer solar cells
Shi S, et al.
Macromolecules, 46(9), 3358-3366 (2013)
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