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767638

Sigma-Aldrich

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:
935280-42-5
Molecular Weight:
340.46
MDL number:
MFCD22666453
UNSPSC Code:
12352103
PubChem Substance ID:
329767325
NACRES:
NA.23

grade

sublimed grade

Quality Level

100

Assay

99%

form

powder or crystals

mp

425-430 °C

semiconductor properties

P-type (mobility=2 cm2/V·s)

SMILES string

c1ccc2cc3c(cc2c1)sc4c5cc6ccccc6cc5sc34

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

InChI key

CZWHMRTTWFJMBC-UHFFFAOYSA-N

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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

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
MKCP9316
MKCP3534
MKCP2963
MKCL3374
MKCK8455

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Benzo[b]naphtho[1,2-d]thiophene BCR®, certified reference material

BCR137R

Benzo[b]naphtho[1,2-d]thiophene

PBTTT-C12

Sigma-Aldrich

753963

PBTTT-C12

Facile synthesis of highly pi-extended heteroarenes, dinaphtho [2, 3-b: 2 `, 3 `-f] chalcogenopheno [3, 2-b] chalcogenophenes, and their application to field-effect transistors
Yamamoto T and Takimiya K
Journal of the American Chemical Society, 129(8), 2224-2225 (2007)
Contact Doping and Ultrathin Gate Dielectrics for Nanoscale Organic Thin-Film Transistors
Ante F, et al.
Small, 7(9), 1186-1191 (2011)
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.
Organic transistors with high thermal stability for medical applications
Kuribara K, et al.
Nature Communications, 3(29), 723-723 (2012)
Bias and related stress effects in organic thin film transistors based on dinaphtho [2, 3-b: 2?, 3?-f] thieno [3, 2-b] thiophene (DNTT)
Za'aba NK and Taylor DM
Organic Electronics, 62(8), 382-393 (2018)
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