4,8-Bis[(2-ethylhexyl)oxy]benzo[1,2-b:4,5-b']dithiophene Chemical Properties

Boiling point:

557.5±45.0 °C(Predicted)

Density 

1.072

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

clear liquid

color 

Light yellow to Brown

CAS DataBase Reference

1160823-77-7

Safety Information

HS Code 

2934.99.4400

4,8-Bis[(2-ethylhexyl)oxy]benzo[1,2-b:4,5-b']dithiophene Usage And Synthesis

Uses

4,8-Bis((2-ethylhexyl)oxy)benzo[1,2-b:4,5-b'']dithiophene is used as a reactant in the formation of a panchromatic sensitizer for dye-sensitized solar cells.

Synthesis

General procedure for the synthesis of 4,8-bis[(2-ethylhexyl)oxy]benzo[1,2-B:4,5-B']dithiophene from 2-ethylhexyl bromide and benzo[1,2-B:4,5-B']dithiophene-4,8-dione: Weighing 2.2 g of benzo[1,2-b:4,5-b']dithiophene-4,8-dione, adding 1.5 g zinc powder, 6 g sodium hydroxide , 35 g distilled water, heated to reflux, the oil bath temperature was controlled at 120 °C, and the reaction time was 13 h; the solution rapidly changed from yellow to red. As the reaction proceeded, the solution became homogeneous. At this time, 5.8 g of 2-ethylhexyl bromide and 0.11 g of tetrabutylammonium bromide (TBAB) were added as catalysts. As the reaction proceeded, the solution changed from black to red and eventually to light yellow. Termination of the reaction: quenching with water. Post-reaction treatment: extraction with ether several times, drying with anhydrous magnesium sulfate, rotary evaporation to remove the solvent, drying in vacuum to constant weight, the product 4,8-bis(2-ethylhexyloxy)benzo[1,2-b:4,5-b']dithiophene was obtained as 3.9 g in 87% yield.

References

[1] Chemistry - A European Journal, 2015, vol. 21, # 45, p. 16252 - 16265
[2] Patent: CN105968125, 2016, A. Location in patent: Paragraph 0094; 0095; 0096; 0097; 0152; 0153
[3] Patent: CN105968124, 2016, A. Location in patent: Paragraph 0095; 0096; 0097; 0098
[4] Polymer, 2010, vol. 51, # 13, p. 2897 - 2902
[5] RSC Advances, 2014, vol. 4, # 49, p. 25532 - 25539

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