695637
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:
Molecular Weight:
304.47
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23
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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).
signalword
Warning
hcodes
pcodes
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
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Emge, T.J.; Bryden, W.A.; Wiygul, F.M.; Cowan, W.O.; Kistenmacher, T.J.
J. Chem. Phys., 77, 3188-3188 (1982)
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)
Single-crystal organic field-effect transistors based on dibenzo-tetrathiafulvalene
Mas-Torrent M, et al.
Applied Physics Letters, 86(1), 012110-012110 (2005)
Contact resistance of dibenzotetrathiafulvalene-based organic transistors with metal and organic electrodes
Shibata K, et al.
Applied Physics Letters, 92(2), 14-14 (2008)
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)
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