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483028

Sigma-Aldrich

3,4-Ethylenedioxythiophene

97%

Synonyme(s) :

2,3-Dihydrothieno[3,4-b]-1,4-dioxin, EDOT

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About This Item

Formule empirique (notation de Hill):
C6H6O2S
Numéro CAS:
Poids moléculaire :
142.18
Numéro MDL:
Code UNSPSC :
12352103
ID de substance PubChem :
Nomenclature NACRES :
NA.23

Pureté

97%

Indice de réfraction

n20/D 1.5765 (lit.)

Point d'ébullition

193 °C (lit.)

Densité

1.331 g/mL at 25 °C (lit.)

Température de stockage

2-8°C

Chaîne SMILES 

C1COc2cscc2O1

InChI

1S/C6H6O2S/c1-2-8-6-4-9-3-5(6)7-1/h3-4H,1-2H2

Clé InChI

GKWLILHTTGWKLQ-UHFFFAOYSA-N

Description générale

3,4-Ethylenedioxythiophene (EDOT) is an electro-active conductive monomer with a thiol group that combines an electron donor and electron acceptor in a donor-acceptor-donor arrangement.
Monomer used in the synthesis of conducting polymers.

Application

EDOT can be polymerized to form poly(3,4-ethylenedioxythiophene) (PEDOT) for use as an electrochromic polymer (EC) based coating for a variety of applications like solid state organic electrochemical supercapacitors (OESCs), electrochromic devices (ECDs), and carbon nanotubes (CNTs) based electrochemical devices for diabetes monitoring.
It can be used:
  • As a reductant in a one-pot synthesis of gold nanoparticles from HAuCl4 (254169).
  • As a starting material used in palladium-catalyzed mono- and bis-arylation reactions.
  • In the synthesis of conjugated polymers and copolymers, with potential optical applications.

Pictogrammes

Skull and crossbones

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Irrit. 2

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

219.2 °F - closed cup

Point d'éclair (°C)

104 °C - closed cup

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Aiva Simaite et al.
Nanotechnology, 28(2), 025502-025502 (2016-12-03)
During cyclic actuation, conducting polymer based artificial muscles are often creeping from the initial movement range. One of the likely reasons of such behaviour is unbalanced charging during conducting polymer oxidation and reduction. To improve the actuation reversibility and subsequently
Protein-mediated synthesis of the conducting polymer PEDOT: PSS.
Hira SM and Payne CK
Synthetic Metals, 176(5), 104-107 (2013)
Hnin Yin Yin Nyein et al.
Science advances, 5(8), eaaw9906-eaaw9906 (2019-08-28)
Recent technological advancements in wearable sensors have made it easier to detect sweat components, but our limited understanding of sweat restricts its application. A critical bottleneck for temporal and regional sweat analysis is achieving uniform, high-throughput fabrication of sweat sensor
Fei Li et al.
Advanced science (Weinheim, Baden-Wurttemberg, Germany), 6(20), 1901051-1901051 (2019-10-23)
The rapid development of microelectronics has equally rapidly increased the demand for miniaturized energy storage devices. On-chip microsupercapacitors (MSCs), as promising power candidates, possess great potential to complement or replace electrolytic capacitors and microbatteries in various applications. However, the areal
Zaid Aqrawe et al.
Polymers, 12(8) (2020-07-30)
The fabrication of stretchable conductive material through vapor phase polymerization of poly(3,4-ethylenedioxythiophene) (PEDOT) is presented alongside a method to easily pattern these materials with nanosecond laser structuring. The devices were constructed from sheets of vapor phase polymerized PEDOT doped with

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