759791
2,5-Dibromo-3,4-ethylenedioxythiophene
97%
Synonym(s):
5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine
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About This Item
Empirical Formula (Hill Notation):
C6H4Br2O2S
CAS Number:
Molecular Weight:
299.97
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23
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Assay
97%
form
solid
mp
95-100 °C
storage temp.
−20°C
SMILES string
Brc1sc(Br)c2OCCOc12
InChI
1S/C6H4Br2O2S/c7-5-3-4(6(8)11-5)10-2-1-9-3/h1-2H2
InChI key
FHMRWRBNAIDRAP-UHFFFAOYSA-N
General description
2,5-Dibromo-3,4-ethylenedioxythiophene (DBEDOT) is a monomer which is used in the synthesis of highly conducting poly(3,4-ethylenedioxythiophene) (PEDOT) polymer. This polymer is formed by solid-state polymerisation of DBEDOT and is used widely in organic-light emitting diodes and polymer field effect transistors. DBEDOT is a well-ordered crystalline monomer and produces PEDOT polymer which has a high degree of order.
Application
Used as a monomer in the synthesis of poly(3,4-ethylenedioxythiophene) (PEDOT) polymer which are used in electrochromic devices.
Features and Benefits
Polymerisation of DBEDOT can take place under very gentle conditions in the absence of external agents or catalysts.
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Hong Meng et al.
Journal of the American Chemical Society, 125(49), 15151-15162 (2003-12-05)
Prolonged storage ( approximately 2 years) or gentle heating (50-80 degrees C) of crystalline 2,5-dibromo-3,4-ethylenedioxythiophene (DBEDOT) affords a highly conducting, bromine-doped poly(3,4-ethylenedioxythiophene) (PEDOT), as confirmed by solid-state NMR, FTIR, CV, and vis-NIR spectroscopies. The novel solid-state polymerization (SSP) does not
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