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Yang, Changduk
Advanced Tech-Optoelectronic Materials Synthesis Lab (ATOMS)
Research Interests
  • Optoelectronic materials synthesis/organic electronics, functionalization of carbonaceous solids, advanced materials chemistry, macromolecular chemistry

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Regioregular dithienosilole- and dithienogermole-based small molecules with symmetric distal/distal orientation of F atoms

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Title
Regioregular dithienosilole- and dithienogermole-based small molecules with symmetric distal/distal orientation of F atoms
Author
Han, DaeheeLee, JihoonLee, Sang MyeonSeo, Jung HwaPark, Sung HeumYang, Changduk
Issue Date
201808
Publisher
ELSEVIER SCI LTD
Citation
DYES AND PIGMENTS, v.155, no., pp.7 - 13
Abstract
This study describes the synthesis and characterization of a series of regioregular dithieno(3,2-b;2′,3′-d)-silole (DTSi)- and dithieno(3,2-b;2′,3′-d)-germole (DTGe)-based small molecules—7,7′-(4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b′]dithiophene-2,6-diyl)bis(5-fluoro-4-(5′-hexyl-[2,2′-bithiophen]-5-yl)benzo[c][1,2,5]thiadiazole) (DTSi(BTFTh2)2), 7,7′-(4,4-bis(2-ethylhexyl)-4H-germolo[3,2-b:4,5-b′]dithiophene-2,6-diyl)bis(5-fluoro-4-(5′-hexyl-[2,2′-bithiophen]-5-yl)benzo[c][1,2,5]thiadiazole) (DTGe(BTFTh2)2), 7,7′-(4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b′]dithiophene-2,6-diyl)bi-s(4-(benzofuran-2-yl)-5-fluorobenzo[c][1,2,5]thiadiazole) (DTSi(BTFBFu)2), and 7,7′-(4,4-bis(2-ethylhexyl)-4H-germolo[3,2-b:4,5-b′]dithiophene-2,6-diyl)bis(4-(benzofuran-2-yl)-5-fluorobenzo[c][1,2,5]thiadiazole) (DTGe(BTFBFu)2) (DTSi(BTFTh2)2, DTGe(BTFTh2)2, DTSi(BTFBFu)2, and DTGe(BTFBFu)2 in which two F atoms are in a symmetric distal/distal configuration relative to the central core units. The optical and electrochemical properties are strongly influenced owing to changes of the terminal units (BFu and Th2) rather than by the tuning of the core units (DTSi and DTGe). In addition to a high fraction of the edge-on orientation in the neat films of all of the molecules, the presence of hexyl side chains in the Th2 terminal units are found to play a critical role in forming high-quality films, leading to homogeneous and smooth surfaces in the films of Th2-containing molecules. When used as donor materials in small-molecule:fullerene solar cells, the best power-conversion efficiency of 3.26% was achieved with the DTSi(BTFTh2)2-based system. Our study herein provides a relevant step toward understanding such isomorphic small molecules.
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DOI
http://dx.doi.org/10.1016/j.dyepig.2018.03.010
ISSN
0143-7208
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