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660477

Sigma-Aldrich

3,4-Propylenedioxythiophene-2,5-dicarboxylic acid

97%

Synonym(s):

2,3-Dihydro-2H-thieno[3,4-b][1,4]dioxepin-6,8-dicarboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C9H8O6S
CAS Number:
177364-98-6
Molecular Weight:
244.22
MDL number:
MFCD08276806
UNSPSC Code:
12352103
PubChem Substance ID:
24884476

Assay

97%

form

solid

mp

>250 °C (dec.)

SMILES string

OC(=O)c1sc(C(O)=O)c2OCCCOc12

InChI

1S/C9H8O6S/c10-8(11)6-4-5(7(16-6)9(12)13)15-3-1-2-14-4/h1-3H2,(H,10,11)(H,12,13)

InChI key

MCLQXEPXGNPDHG-UHFFFAOYSA-N

General description

3,4-Propylenedioxythiophene-2,5-dicarboxylic acid (ProDOT) is an electron rich conducting polymer that can be used in organic and bio-electronics. It can functionalize a variety of polymers by enhancing the intrinsic properties.

Application

ProDOT is a conjugating polymer that can be used in the fabrication of a variety of organic electronics which include electrochromic devices, lithium ion batteries, and organic semiconductors.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Conducting poly (3, 4-alkylenedioxythiophene) derivatives as fast electrochromics with high-contrast ratios.
Kumar A, et al.
Chemistry of Materials, 10(3), 896-902 (1998)
Propylenedioxythiophene (ProDOT)-phenylene copolymers allow a yellow-to-transmissive electrochrome.
Amb CM, et al.
Polym. Chem., 2(4), 812-814 (2011)
Multifunctional SA-PProDOT binder for lithium ion batteries.
Ling M, et al.
Nano Letters, 15(7), 4440-4447 (2015)
Easy-to-make carboxylic acid dioxythiophene monomer (ProDOT-COOH) and functional conductive polymers.
Mantione D, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 55(17), 2721-2724 (2017)
3, 4-Alkylenedioxy ring formation via double Mitsunobu reactions: an efficient route for the synthesis of 3, 4-ethylenedioxythiophene (EDOT) and 3, 4-propylenedioxythiophene (ProDOT) derivatives as monomers for electron-rich conducting polymers.
Zong K, et al.
Chemical Communications (Cambridge, England), 2498-2499 (2002)

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