Organic Chromophores Based on a Fused Bis‐Thiazole Core and Their Application in Dye‐Sensitized Solar Cells

Abstract

Four new D-π-A organic dyes incorporating either a thiazolo [5,4-d]thiazole bicyclic system (TTZ1-2) or a benzo [1,2d:4,5-dЈ]bisthiazole tricyclic unit (BBZ1-2) have been synthesized and fully characterized. The key steps of the synthesis include an efficient MW-assisted preparation of the thiazolo-[5,4-d]thiazole core and selective functionalization of two different dihalothienyl derivatives through Suzuki coupling. All the compounds showed photo-and electrochemical properties compatible with their employment in dye-sensitized solar cells. In addition, their electronic structure and transitions were investigated by means of TD-DFT calculations. Dye-Eur.

Photoactive Compounds Based on the Thiazolo[5,4‐d]thiazole Core and Their Application in Organic and Hybrid Photovoltaics

“…The first applications of TzTz-based sensitizers were reported in 2013 by two different research groups, who independently described the synthesis and characterization of the very similar dyes FNE71-74 [119] and TTZ1-2 [120] (Figure 8), whose structures, each containing a thiazolothiazole-thiophene central core, differed only in the lengths of the π-conjugated systems and the positions of the alkyl chains on the two thiophene rings directly connected to the TzTz moiety. The synthetic strategies were very similar (Scheme 13), and consisted of electrophilic halogenation and Suzuki-Miyaura cross-coupling reactions for the introduction of the donor groups, whereas the formyl moieties were inserted by means of a Vilsmeier-Haack reaction for FNE71-74 and a Suzuki-Miyaura coupling with thiophene-2-carbaldehyde for TTZ1-2.…”

Influence of substitution pattern and enhanced π-conjugation on a family of thiophene functionalized 1,5-dithia-2,4,6,8-tetrazocines

“…LiN(TMS) 2 ÁEt 2 O, 36 2-formyl-4hexylthiophene (made with n Buli in-lieu of t BuLi), 37 5-formyl-2,2 0 -bithiophene 38 and 5-formyl-5 0 -hexyl-2,2 0 -bithiophene 39 were prepared as previously reported. Sulphur monochloride (S 2 Cl 2 ) was obtained commercially from Sigma Aldrich and used as received.…”

Organic Chromophores Based on a Fused Bis‐Thiazole Core and Their Application in Dye‐Sensitized Solar Cells

“…In Table 2 of the original article, 1 the cell contents “in vacuo” and “THF” are erroneous; they must be inverted so that the correct Table 2 reads as follows.…”