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Merck
CN

768677

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:
Molecular Weight:
240.34
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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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

assay

97%

form

solid

mp

153-160 °C

semiconductor properties

P-type (mobility>0.5 cm2/V·s)

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

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.
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).

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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)
Magdalena Rucka et al.
Materials (Basel, Switzerland), 13(11) (2020-06-07)
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A crystalline D-pi-A organic small molecule with naphtho (1, 2-b: 5, 6-b?) dithiophene-core for solution processed organic solar cells
Dutta P, et al.
Organic Electronics, 13(12), 3183-3194 (2012)
Siqi Liang et al.
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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.

Thin, lightweight, and flexible electronic devices meet widespread demand for scalable, portable, and robust technology.

Intrinsically stretchable active layers for organic field-effect transistors (OFET) are discussed. Polymer structural modification & post-polymerization modifications are 2 methods to achieve this.

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