158962-92-6

Basic information

• Product Name: 2,3-dihydro-Thieno[3,4-b]-1,4-dithiin
• Synonyms: 2,3-dihydro-Thieno[3,4-b]-1,4-dithiin;2,3-Dihydrothieno[3,4-b][1,4]dithiine;3,4-Ethylenedisulfanylthiophene;3,4-Ethylenedithiothiophene;EDTT;3,4-Ethylenedithiathiophene
• CAS NO: 158962-92-6
• Molecular Formula: C₆H₆S₃
• Molecular Weight: 174.30684
• EINECS: 200-258-5
• Product Categories: Materials Science;New Products for Materials Research and Engineering;Organic and Printed Electronics;Synthetic Tools and Reagents;Thiophene Monomers and Building Blocks
• Mol File: 158962-92-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 288.7±29.0 °C(Predicted)
• Flash Point: 105°C
• Appearance: /
• Density: 1.374g/mLat 25℃
• Refractive Index: n20/D 1.685
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,3-dihydro-Thieno[3,4-b]-1,4-dithiin(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-dihydro-Thieno[3,4-b]-1,4-dithiin(158962-92-6)
• EPA Substance Registry System: 2,3-dihydro-Thieno[3,4-b]-1,4-dithiin(158962-92-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 158962-92-6(Hazardous Substances Data)

Usage

Uses

EDTT can be electrochemically oxidized in acetonitrile to form poly(EDTT) films on the surface of the electrodes, which can be used in the fabrication of organic light emitting diodes (OLEDs) and organic photovoltaics (OPVs).

General Description

3,4-Ethylenedithiothiophene (EDTT) is a dithiin based conducting polymer that is a sulfur analog of 3,4-ethylendioxythiophene (EDOT) that is majorly used in optoelectronic and electrochemical devices.

Upstream product

• 106-93-4 ethylene dibromide 
• 437711-56-3 3,3'-(thiophene-3,4-diylbis(sulfanediyl))dipropanenitrile 
• 51792-34-8 2,3-dimethoxythiophene 
• 540-63-6 ethane-1,2-dithiol 

Downstream Products

• 1401695-25-7 5-(4-(diphenylamino)phenyl)-3,4-(ethylenedithio)thiophene-2-carbaldehyde 
• 1401695-28-0 2-cyano-3-{5-[4-(diphenylamino)phenyl]-3,4-(ethylenedithio)thiophene-2-yl}acrylic acid 

Relevant articles and documents

Controlling rigidity and planarity in conjugated polymers: Poly(3,4-ethylenedithioselenophene)

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Synthesis and characterization of high refractive index polyimides derived from 2,5-Bis(4-Aminophenylenesulfanyl)-3,4-Ethylenedithiothiophene and aromatic dianhydrides

J. Polym. Sci., Part A: Polym. Chem. 2015, 53, 944-950 This paper presents the synthesis and characterization of a polyimide (PI) series containing a 2,5-bis(4-aminophenylenesulfanyl)-3,4-ethylenedithiothiophene (APSEDTT) unit in polymer main chain. The A

Influence of solvent and bridge structure in alkylthio-substituted triphenylamine dyes on the photovoltaic properties of dye-sensitized solar cells

Three new triphenylamine dyes that contain alkylthio-substituted thiophenes with a low bandgap as a π-conjugated bridge unit were designed and synthesized for organic dye-sensitized solar cells (DSSCs). The effects of the structural differences in terms of the position, number, and shape of the alkylthio substituents in the thiophene bridge on the photophysical properties of the dye and the photovoltaic performance of the DSSC were investigated. The introduction of an alkylthio substituent at the 3-position of thiophene led to a decrease in the degree of redshift and the value of the molar extinction coefficient of the charge-transfer band, and the substituent with a bridged structure led to a larger redshift than that of the open-chain structure. The introduction of bulky and hydrophobic side chains decreased the short-circuit photocurrent (Jsc), which was caused by the reduced amount of dye adsorbed on TiO2. This resulted in a decrease in the overall conversion efficiency (η), even though it could improve the open-circuit voltage (Voc) due to the retardation of charge recombination. Furthermore, the change in solvents for TiO2 sensitization had a critical effect on the performance of the resulting DSSCs due to the different amounts of dye adsorbed. Based on the optimized dye bath and molecular structure, the ethylene dithio-substituted dye (ATT3) showed a prominent solar-to-electricity conversion efficiency of 5.20%.