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Sigma-Aldrich

Dibenzotetrathiafulvalene

97%

Synonym(s):

DBTTF, [2,2’]Bi[benzo[1,3]dithiolylidene]

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About This Item

Empirical Formula (Hill Notation):
C14H8S4
CAS Number:
24648-13-3
Molecular Weight:
304.47
MDL number:
MFCD00443822
UNSPSC Code:
12352103
PubChem Substance ID:
329761757
NACRES:
NA.23

assay

97%

form

solid

mp

239-243 °C

SMILES string

S1C(\Sc2ccccc12)=C3/Sc4ccccc4S3

InChI

1S/C14H8S4/c1-2-6-10-9(5-1)15-13(16-10)14-17-11-7-3-4-8-12(11)18-14/h1-8H

InChI key

OVIRUXIWCFZJQC-UHFFFAOYSA-N

General description

Dibenzotetrathiafulvalene (DBTTF) is an organic semiconductor that is completely conjugated with a symmetric structure. It forms stacks of planar molecules with a distance of 3.948 Å. DBTTF has a high mobility of charges and can be prepared from anthranilic acid and purified by sublimating in vacuum.

Application

DB-TTF is used to make semiconducting charge transfer salts with electron accepting (n-type) materials, for example TCNQ (Aldrich Prod. No. 157635) and F4TCNQ (Aldrich Prod. No. 376779 ).
DBTTF is an organoelectronic material that forms a charge transferring complex with a variety of semiconducting crystals which include 7,7,8,8-tetracyanoquinodimethane (TCNQ) and 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ). These materials can be in the form of single crystals and thin films for the fabrication of organic field effect transistors (OFETs) and organic light emitting diodes (OLED).

pictograms

Environment
GHS09

signalword

Warning

hcodes

H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

Certificates of Analysis (COA)

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Single-crystal organic field-effect transistors based on dibenzo-tetrathiafulvalene
Mas-Torrent M, et al.
Applied Physics Letters, 86(1), 012110-012110 (2005)
Control of film morphology and its effects on subthreshold characteristics in dibenzotetrathiafulvalene organic thin-film transistors
Yamada T, et al.
Applied Physics Letters, 92(23), 210-210 (2008)
Contact resistance of dibenzotetrathiafulvalene-based organic transistors with metal and organic electrodes
Shibata K, et al.
Applied Physics Letters, 92(2), 14-14 (2008)
Polymorphism in the 1: 1 Charge-Transfer Complex DBTTF-TCNQ and Its Effects on Optical and Electronic Properties
Goetz KP, et al.
Advanced Electronic Materials, 2(10), 1600203-1600203 (2016)
Emge, T.J.; Bryden, W.A.; Wiygul, F.M.; Cowan, W.O.; Kistenmacher, T.J.
J. Chem. Phys. , 77, 3188-3188 (1982)
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