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695637

Sigma-Aldrich

Dibenzotetrathiafulvalene

97%

Sinónimos:

DB-TTF, [2,2’]Bi[benzo[1,3]dithiolylidene]

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About This Item

Fórmula empírica (notación de Hill):
C14H8S4
Número de CAS:
24648-13-3
Peso molecular:
304.47
MDL number:
MFCD00443822
UNSPSC Code:
12352103
PubChem Substance ID:
329761757
NACRES:
NA.23

Quality Level

100

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

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Certificados de análisis (COA)

Lot/Batch Number
MKCV5880
MKCT1022
MKCR2319
MKCP3105
MKCM7038

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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)
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)
María Elena Sánchez-Vergara et al.
Polymers, 12(1) (2019-12-22)
Chemical degradation is a major disadvantage in the development of organic semiconductors. This work proposes the manufacture and characterization of organic semiconductor membranes in order to prevent semiconductor properties decreasing. Semiconductor membranes consisting of Nylon-11 and particles of π-conjugated molecular
María Elena Sánchez-Vergara et al.
Molecules (Basel, Switzerland), 20(12), 21037-21049 (2015-11-28)
Sandwich structures were fabricated by a vacuum deposition method using MPc (M = Cu, Zn), with a Tetrathiafulvalene (TTF) derivative, and Indium Tin Oxide (ITO) and aluminum electrodes. The structure and morphology of the deposited films were studied by IR
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