1379795-55-7

Upstream product

• 18791-78-1 4-bromothiophene-3-carboxaldehyde 

Downstream Products

• 1379795-76-2 (Z)-2-cyano-3-(6-(5-(diphenylamino)thien-2-yl)-2-(ethoxycarbonyl)thieno[3,4-b]thiophen-4-yl)acrylic acid 
• 1379795-60-4 (Z)-2-cyano-3-(6-(4-(diphenylamino)phenyl)-2-(ethoxycarbonyl)thieno[3,4-b]thiophen-4-yl)acrylic acid 
• 1379795-75-1 ethyl 6-(5-(diphenylamino)thien-2-yl)-4-formylthieno[3,4-b]thiophene-2-carboxylate 
• 1379795-61-5 C₃₂H₂₃NO₃S₃ 
• 1379795-59-1 ethyl 6-(4-(diphenylamino)phenyl)-4-formylthieno[3,4-b]thiophene-2-carboxylate 

Relevant academic research and scientific papers

A Computational and Experimental Study of Thieno[3,4-b]thiophene as a Proaromatic π-Bridge in Dye-Sensitized Solar Cells

Four D-π-A dyes (D=donor, A=accpetor) based on a 3,4-thienothiophene π-bridge were synthesized for use in dye-sensitized solar cells (DSCs). The proaromatic building block 3,4-thienothiophene is incorporated to stabilize dye excited-state oxidation potentials. This lowering of the excited-state energy levels allows for deeper absorption into the NIR region with relatively low molecular weight dyes. The influence of proaromatic functionality is probed through a computational analysis of optimized bond lengths and nucleus independent chemical shifts (NICS) for both the ground- and excited- states. To avoid a necessary lowering of the TiO2 semiconductor conduction band (CB) to promote efficient dye-TiO2 electron injection, strong donor functionalities based on triaryl- and diarylamines are employed in the dye designs to raise both the ground- and excited-state oxidation potentials of the dyes. Solubility, aggregation, and TiO2 surface protection are addressed by examining an ethylhexyl alkyl chain in comparison to a simple ethyl chain on the 3,4-thienothiophene bridge. Power conversion efficiencies of up to 7.8 % are observed.