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Merck
CN

767638

Dinaphtho[2,3-b:2′,3′-f]thieno[3,2-b]thiophene

sublimed grade, 99%

Synonym(s):

DNTT, Naphtho[2,3-b]naphtho[2′,3′:4,5]thieno[2,3-d]thiophene

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About This Item

Empirical Formula (Hill Notation):
C22H12S2
CAS Number:
Molecular Weight:
340.46
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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InChI

1S/C22H12S2/c1-3-7-15-11-19-17(9-13(15)5-1)21-22(23-19)18-10-14-6-2-4-8-16(14)12-20(18)24-21/h1-12H

SMILES string

c1ccc2cc3c(cc2c1)sc4c5cc6ccccc6cc5sc34

InChI key

CZWHMRTTWFJMBC-UHFFFAOYSA-N

grade

sublimed grade

assay

99%

form

powder or crystals

mp

425-430 °C

semiconductor properties

P-type (mobility=2 cm2/V·s)

Quality Level

General description

Dinaphtho[2,3-b:2′,3′-f]thieno[3,2-b]thiophene (DNTT) is a semiconducting polymer that has π-extended heteroarenes with six fused aromatic rings. It is a thermally stable crystal that has a hole mobility of 1 cm2V-1s-1 which can be used for a majority of electronic applications.

Application

It is mainly used as an organic semiconductor in the fabrication of organic field effect transistors (OFETs) for a variety of applications such as implantable electronics, large-area sensitive catheters, and light emitting diodes (LEDs).
Organic Field Effect Transistor (OFET) Materials; p-Type Organic Semiconductors; p-Type Small Molecules; sublimed grade materials

Legal Information

Product of Nippon Kayaku

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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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Hongyan Wang et al.
PloS one, 8(11), e79118-e79118 (2013-11-19)
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Martin Kaltenbrunner et al.
Nature, 499(7459), 458-463 (2013-07-28)
Electronic devices have advanced from their heavy, bulky origins to become smart, mobile appliances. Nevertheless, they remain rigid, which precludes their intimate integration into everyday life. Flexible, textile and stretchable electronics are emerging research areas and may yield mainstream technologies.
Contact Doping and Ultrathin Gate Dielectrics for Nanoscale Organic Thin-Film Transistors
Ante F, et al.
Small, 7(9), 1186-1191 (2011)
Organic transistors with high thermal stability for medical applications
Kuribara K, et al.
Nature Communications, 3(29), 723-723 (2012)
Mechanically adaptive organic transistors for implantable electronics
Reeder J, et al.
Advanced Materials, 26(29), 4967-4973 (2014)

Articles

Small molecular weight organic semiconductors are promising for flexible transistor applications in next-gen soft electronics.

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.

Sublimed materials for organic electronic devices such of OFETs and OTFTs allow the achievement of better electronic properties, and may help increase a device’s lifetime.

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