918549-96-9Relevant academic research and scientific papers
Rapid Synthesis of Thiophene-Based, Organic Dyes for Dye-Sensitized Solar Cells (DSSCs) by a One-Pot, Four-Component Coupling Approach
Matsumura, Keisuke,Yoshizaki, Soichi,Maitani, Masato. M.,Wada, Yuji,Ogomi, Yuhei,Hayase, Shuzi,Kaiho, Tatsuo,Fuse, Shinichiro,Tanaka, Hiroshi,Takahashi, Takashi
supporting information, p. 9742 - 9747 (2015/06/30)
This one-pot, four-component coupling approach (Suzuki-Miyaura coupling/C-H direct arylation/Knoevenagel condensation) was developed for the rapid synthesis of thiophene-based organic dyes for dye-sensitized solar cells (DSSCs). Seven thiophene-based, org
Elucidating the structure-property relationships of donor-π-acceptor dyes for dye-sensitized solar cells (DSSCs) through rapid library synthesis by a one-pot procedure
Fuse, Shinichiro,Sugiyama, Sakae,Maitani, Masato M.,Wada, Yuji,Ogomi, Yuhei,Hayase, Shuzi,Katoh, Ryuzi,Kaiho, Tatsuo,Takahashi, Takashi
supporting information, p. 10685 - 10694 (2014/11/08)
The creation of organic dyes with excellent high power conversion efficiency (PCE) is important for the further improvement of dye-sensitized solar cells. We wish to describe the rapid synthesis of a 112-membered donor-π-acceptor dye library by a one-pot procedure, evaluation of PCEs, and elucidation of structure-property relationships. No obvious correlations between ε, and the η were observed, whereas the HOMO and LUMO levels of the dyes were critical for η. The dyes with a more positive EHOMO, and with an ELUMOsc, and it was the most important parameter for a high η. The above criteria of EHOMO and E LUMO should be useful for creating high PCE dyes; nevertheless, that was not sufficient for identifying the best combination of donor, π, and acceptor blocks. Combinatorial synthesis and evaluation was important for identifying the best dye. Combinatorial chemistry: A 112-membered donor-π-acceptor dye library was rapidly constructed by a one-pot, three-component coupling procedure (see scheme, SM=Suzuki-Miyaura). The evaluation of absorption spectroscopic and electrochemical measurements of all synthesized dyes, and cell performances of the selected 54 dyes were performed. The dyes with a more positive EHOMO, and with an E LUMO-0.80 V, exerted higher power conversion efficiencies.
An iterative approach to the synthesis of thiophene-based organic dyes
Fuse, Shinichiro,Yoshida, Hayato,Takahashi, Takashi
supporting information; experimental part, p. 3288 - 3291 (2012/07/31)
We developed an iterative synthetic method for oligo-aryl compounds using an organosilicon-based palladium-catalyzed cross-coupling reaction. Aryl compounds containing a benzyloxy(diisopropyl)silyl group (masked Si group) had sufficient chemical stability, and the unmasking step proceeded in a high yield under mild conditions. Both of the key unmasking/coupling steps required no strict anhydrous or degassed conditions. The developed procedure was used for the synthesis of thiophene-based organic dyes for dye-sensitized solar cells.
