861648-73-9Relevant academic research and scientific papers
Efficient synthesis of mono- and bis-arylated ethylenedioxy thiophene-based functional π-conjugated molecules via clay-supported palladium-catalysed direct arylation reactions
Sreekumar, Sneha,Xavier, Soumya,Govindan, Avudaiappan,Thampikannu, Raihamol Erattammottil,Vellayan, Kannan,González, Beatriz
, p. 4529 - 4542 (2020/08/03)
An active Pd catalyst was prepared by the modification of montmorillonite clay. The catalyst was found to be effective for the synthesis of ethylenedioxy thiophene-based π-conjugated molecules. The reaction proceeded through clay-supported Pd-catalysed di
End-Capping Groups for Small-Molecule Organic Semiconducting Materials: Synthetic Investigation and Photovoltaic Applications through Direct C–H (Hetero)arylation
Lu, Te-Jui,Lin, Po-Han,Lee, Kun-Mu,Liu, Ching-Yuan
, p. 111 - 123 (2017/01/14)
A Pd-catalyzed C–H (hetero)arylation methodology has been optimized for the efficient synthesis of various useful end-capping groups that are widely applied in small-molecule optoelectronic materials. We report herein the synthesis of a broad scope of target molecules ranging from donor-type through acceptor-type to hybrid-type end-capping groups. To demonstrate their application in dye-sensitized solar cells, we have designed two new D–A–π–A′-type organic sensitizers (CYL-3 and CYL-4), which were synthesized in a step-economic manner by sequential C–H arylations using the facilely obtained end-capping groups. The devices based on CYL-3 and CYL-4 give Vocvalues of 0.67–0.71 V, Jscvalues of 10.07–11.63 mA cm–2, and FF values of 70.6–72.9 %, which correspond to overall power conversion efficiencies of 4.76–6.02 %. This work is expected to become a practical synthetic alternative allowing materials scientists to access small-molecule organic materials in fewer synthetic transformations.
Donor-acceptor dyes with fluorine substituted phenylene spacer for dye-sensitized solar cells
Chen, Bo-So,Chen, Dong-Yi,Chen, Chao-Ling,Hsu, Che-Wei,Hsu, Hui-Chu,Wu, Kuan-Lin,Liu, Shih-Hung,Chou, Pi-Tai,Chi, Yun
experimental part, p. 1937 - 1945 (2011/10/08)
A new series of organic sensitizers LJB-H, LJB-Fo and LJB-F m with triphenylamine, 3,4-ethylenedioxythiophene plus various functionalized phenylenes, and cyanoacrylic acid as the donor, π-spacer, and anchoring group, respectively. These organic sensitizers exhibit much higher molar extinction coefficients than the parent LJ1 dye as well as reveal a remarkable fluorine substituent effect. LJB-Fm with fluoro substitution at the meta position relative to cyanoacrylic acid possesses a lower S0-S1 gap and weaker coupling with the TiO 2 electrode (cf.LJB-H and LJB-Fo). Conversely, due to the resonance effect with respect to cyanoacrylic acid, the ortho-F-substituted LJB-Fo has a larger energy gap but stronger TiO2 affinity. As a result, LJB-Fo shows better DSSC performance with J sc = 15.58 mA cm-2, Voc = 787 mV, FF = 0.67 and η = 8.22%.
The structural modification of thiophene-linked porphyrin sensitizers for dye-sensitized solar cells
Xiang, Na,Huang, Xianwei,Feng, Xiaoming,Liu, Yijiang,Zhao, Bin,Deng, Lijun,Shen, Ping,Fei, Junjie,Tan, Songting
experimental part, p. 75 - 83 (2010/12/24)
Three donor-(π-spacer)-acceptor porphyrin dyes were synthesized for use in dye-sensitized solar cells. The dyes comprised the same donor (porphyrin derivative) and acceptor/anchoring group (2-cyanoacrylic acid) but varying π-spacer consisting of a combina
Synthesis of mono- and bis-arylated 3,4-(ethylenedioxythiophenes) via direct palladium catalyzed arylation reactions
Mohanakrishnan, Arasambattu K.,Amaladass,Arul Clement
, p. 539 - 544 (2007/10/03)
The synthesis of arylated/heteroarylated 3,4-ethylenedioxythiophene derivatives is reported using a straightforward palladium mediated Heck coupling of 3,4-ethylenedioxythiophene with various aryl/heteroaryl halides.
Pd-mediated C-H arylation of EDOT and synthesis of push-pull systems incorporating EDOT
Amaladass,Clement, J. Arul,Mohanakrishnan, Arasambattu K.
, p. 10363 - 10371 (2008/02/13)
The direct C-H arylation of 3,4-ethylenedioxythiophene (EDOT) is described under Heck-type experimental conditions. This methodology has been used to synthesize a series of push-pull systems containing EDOT units.
