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687553

Sigma-Aldrich

Hydroxymethyl EDOT

95%

Synonym(s):

(2,3-Dihydrothieno[3,4-b][1,4]dioxin-2-yl)methanol, EDT-methanol, Thieno[3,4-b]-1,4-dioxin-2-methanol

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About This Item

Empirical Formula (Hill Notation):
C7H8O3S
CAS Number:
146796-02-3
Molecular Weight:
172.20
MDL number:
MFCD11045357
UNSPSC Code:
12352103
PubChem Substance ID:
329761137
NACRES:
NA.23

Assay

95%

form

solid

mp

42-46 °C

storage temp.

2-8°C

SMILES string

OCC1COc2cscc2O1

InChI

1S/C7H8O3S/c8-1-5-2-9-6-3-11-4-7(6)10-5/h3-5,8H,1-2H2

InChI key

YFCHAINVYLQVBG-UHFFFAOYSA-N

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General description

Hydroxymethyl EDOT (EDT-methanol) is a conjugated polymer that is used as a precursor of ethylenedioxythiophene (EDOT). The hydroxymethyl groups in the EDOT monomers enhance the electro-polymerization in an aqueous solution to form an electro-active hydrophilic polymer.

Application

EDOT derivative useful in preparation of functional electroactive polymers
EDT-methanol can functionalize poly(L-lactic acid) by using organometallic polymerization, which can be used to form biodegradable and conducting macromonomers for biomedical applications. It can be polymerized to form poly(hydroxymethyl EDOT) based films, which may be incorporated with silver nanoparticles to form nanocomposites on polyethylene terephthalate (PET) for flexible plastic devices.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Akoudad, S.; Roncali, J.
Electrochemical Communications, 2, 72-72 (2000)
Preparation of poly (hydroxymethyl EDOT)/nano-silver composite films by oxidative polymerization with low-baking temperature, low resistance and good adhesion on PET substrate.
Hsiao A, et al
Synthetic Metals, 160(21-22), 2319-2322 (2010)
Electrogenerated conjugated polymers incorporating a ferrocene-derivatized-(3, 4-ethylenedioxythiophene).
Brisset H, et al.
Electrochemical Communications, 6(3), 249-253 (2004)
Modification of the electrochemical and electronic properties of electrogenerated poly (3, 4-ethylenedioxythiophene) by hydroxymethyl and oligo (oxyethylene) substituents
Akoudad S and Roncali J
Electrochemical Communications, 2(1), 72-76 (2000)
Perepichka, I.F.; Besbes, M.; Lecillian, E.; Salle, M.; Roncali, J.
Chemistry of Materials, 14, 449-449 (2002)
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