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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:
126213-50-1
Poids moléculaire :
142.18
Numéro MDL:
MFCD02093622
Code UNSPSC :
12352103
ID de substance PubChem :
24871861
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

Catégories apparentées

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
GHS06

Mention d'avertissement

Danger

Mentions de danger

H302,H311,H319

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

Certificats d'analyse (COA)

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Shanmugam Senthil Kumar et al.
Langmuir : the ACS journal of surfaces and colloids, 23(6), 3401-3408 (2007-02-08)
Herein, we report a one-pot synthesis of highly stable Au nanoparticles (AuNPs) using 3,4-ethylenedioxythiophene (EDOT) as a reductant and polystyrene sulfonate (PSS-) as a dopant for PEDOT and particle stabilizer. The synthesis demonstrated in this work entails the reduction of
Advanced Mat., 12, 481-494 (2000)
Protein-mediated synthesis of the conducting polymer PEDOT: PSS.
Hira SM and Payne CK
Synthetic Metals, 176(5), 104-107 (2013)
Towards sustainable solid-state supercapacitors: electroactive conducting polymers combined with biohydrogels.
Perez-Madrigal MM, et al.
Journal of Material Chemistry A, 4(5), 1792-1805 (2016)
Yuzhe Xie et al.
Biosensors & bioelectronics, 87, 31-37 (2016-08-16)
A motor-based microprobe is proposed using a tubular microengine powered by bio-assembled enzyme as catalyst and exploited for washing-free detection of DNA through motion readout. The microprobe is fabricated by assembling a catalase layer on the inner surface of poly(3,4-ethylenedioxythiophene)/Au
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Articles

Conjugated Polymers for the Engineering of Device/Tissue Interface

Conjugated polymers offer charge transport between inorganic, electrically conducting metals and organic, proton-conducting biological systems.

Self healable PEDOT based film hydrogel and OECT devices

Advancements in bioelectronics, incorporating self-healing materials for wearable devices, and measuring bioelectric signals to assess physiological parameters.

Self healable PEDOT based film hydrogel and OECT devices

Advancements in bioelectronics, incorporating self-healing materials for wearable devices, and measuring bioelectric signals to assess physiological parameters.

Self healable PEDOT based film hydrogel and OECT devices

Advancements in bioelectronics, incorporating self-healing materials for wearable devices, and measuring bioelectric signals to assess physiological parameters.

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