DITHIENO[2,3-B:2',3'-D]THIOPHENE Chemical Properties

Melting point:

67 °C

Boiling point:

138 °C / 1.8mmHg

Density 

1.556±0.06 g/cm3(Predicted)

Flash point:

120℃

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Toluene

form 

powder to crystal

color 

White to Light yellow to Light orange

InChI

InChI=1S/C8H4S3/c1-3-9-7-5(1)11-6-2-4-10-8(6)7/h1-4H

InChIKey

VGWBXRXNERKBSJ-UHFFFAOYSA-N

SMILES

C12C=CSC=1C1SC=CC=1S2

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-36

Safety Statements 

26-24/25

WGK Germany 

2

HazardClass 

IRRITANT

HS Code 

29309090

Storage Class

11 - Combustible Solids

Hazard Classifications

Acute Tox. 4 Oral
Eye Irrit. 2

DITHIENO[2,3-B:2',3'-D]THIOPHENE Usage And Synthesis

Chemical Properties

Yellow to red solid

Uses

DTT can be used for a wide range of applications which include electro-luminescence, organic thin film transistors, photochromism, and organic photovoltaic (OPV) solar cells.

General Description

Dithieno[3,2-b:2′,3′-d]thiophene (DTT) is a conductive material that acts as a donor building block for synthesizing a variety of optoelectronic materials. It can be used as an active layer with high charge mobility and environmental stability for development of organic electronic devices.

Synthesis

General procedure for the synthesis of dithieno[3,2-b:2',3'-d]thiophene-2,6-dicarboxylic acid from dithieno[3,2-b:2',3'-d]thiophene: 113.0 g (0.397 mol) of the compound denoted by Eqs. 3-d, 24.0 g (0.378 mol) of copper powder (prepared from Reaction Eq. 18) and 791 mL of quinoline were added to a 1 L round bottomed flask and heated to reflux. Stirring was continued at 230 °C until complete release of carbon dioxide gas. After the reaction mixture was cooled to room temperature, the product was purified by column chromatography using hexane as eluent to finally obtain 58.8 g (75.4% yield) of the compound represented by formula 3-e.

References

[1] Chemical Communications, 2002, # 20, p. 2424 - 2425
[2] Patent: KR101791161, 2017, B1. Location in patent: Paragraph 0223; 0229-0234
[3] Journal of Organic Chemistry, 2011, vol. 76, # 10, p. 4088 - 4093
[4] Organic Syntheses, 2006, vol. 83, p. 209 - 216

DITHIENO[2,3-B:2',3'-D]THIOPHENE(3593-75-7)Related Product Information

• 3,3'-Dibromo-2,2'-bithiophene
• Dithieno[3,2-b:2',3'-d]thiophene-2-boronic Acid (contains varying amounts of Anhydride)
• DITHIENO[2,3-B:3',2'-D]THIOPHENE
• Dithieno[3,2-b:2',3'-d]thiophene
• Thieno[3,2-b]thiophene
• DITHIENO[2,3-B:2',3'-D]THIOPHENE
• 2',3'-d]thiophene-2,5-dicarboxylic acid diethyl ester
• Dithieno[3,2-e:2',3'-g]-2,1,3-benzothiadiazole
• Dithieno[2,3-d:2',3'-d]benzo[1,2-b:4,5-b']dithiophene-5,10-dione
• Dithieno[2,3-d:2',3'-d']benzo[1,2-b:4,5-b']dithiophene