561068-09-5Relevant articles and documents
High performance semiconducting polymers containing bis(bithiophenyl dithienothiophene)-based repeating groups for organic thin film transistors
Kim, Kyung Hwan,Chung, Dae Sung,Park, Chan Eon,Choi, Dong Hoon
, p. 55 - 64 (2011)
New dithienothiophene-containing conjugated polymers, such as poly(2,6-bis(2-thiophenyl-3-dodecylthiophene-2-yl)dithieno[3,2-b;2′, 3′-d]thiophene, 4 and poly(2,6-bis (2-thiophenyl-4-dodecylthiophene-2-yl) dithieno[3,2-b;2′,3′-d]thiophene, 8 have been successfully synthesized via Stille coupling reactions using dodecyl-substituted thiophene-based monomers, bistributyltin dithienothiophene, and bistributyltin bithiophene; these polymers have been fully characterized. The main difference between the two polymers is the substitution position of the dodecyl side chains in the repeating group. Grazing-incidence X-ray diffraction (GI-XRD) gave clear evidence of edge-on orientation of polycrystallites to the substrate. The semiconducting properties of the two polymers have been evaluated in organic thin film transistors (OTFTs). The two conjugated polymers 4 and 8 exhibit fairly high hole carrier mobilities as high as μave = 0.05 cm 2/Vs (ION/OFF = 3.42 × 104) and μave = 0.01 cm2/Vs, (ION/OFF = 1.3 × 105), respectively, after thermal annealing process. The solvent annealed films underwent reorganization of the molecules to induce higher crystallinity. Well-defined atomic force microscopy (AFM) topography supported a significant improvement in TFT device performance. The hole carrier mobilities of the solvent annealed films are comparable to those obtained for a thermally annealed sample, and were one-order higher than those obtained with a pristine sample. Copyright
The influence of electron deficient unit and interdigitated packing shape of new polythiophene derivatives on organic thin-film transistors and photovoltaic cells
Kong, Hoyoul,Cho, Shinuk,Lee, Dong Hoon,Cho, Nam Sung,Park, Moo-Jin,Jung, In Hwan,Park, Jong-Hwa,Park, Chan Eon,Shim, Hong-Ku
, p. 2886 - 2898 (2012/04/18)
A series of new polythiophene derivatives containing a thiazole ring as an electron deficient unit were successfully synthesized via Stille coupling reactions. Synthesized polymers were classified into two types (H-shape packing and A-shape packing) based on their interdigitated packing structure induced by different side chain configurations. The thiophene derivatives that contained a thiazole unit (PT50Tz50, PTz100, and PTTz) exhibited much better thermal stability than did the full thiophene polymers (PT100 and PTT). The polymers containing the thiazole unit (PTz100 and PTTz) showed a red-shifted absorption spectrum with clear vibronic structure. In addition, the XRD and AFM results showed that the polymers containing the thiazole unit and interdigitated H-shape exhibited much better ordered and connected intermolecular structures than did other polymers. The improved intermolecular ordering and surface morphologies directly facilitated charge carrier transport in thin film transistor (TFT) devices, without introducing charge traps, and yielded higher solar cell performance. Among these polymers, the PTTz copolymer exhibited the best TFT performance (μ = 0.050 cm2 V-1 s-1, on/off ratio = 106, and Vth = -2 V) and solar cell performance (PCE = 1.39%, Jsc = 6.58 mA cm-2, and Voc = 0.58 V).
Complex liquid-crystalline superstructure of a π-conjugated oligothiophene
Prehm, Marko,Goetz, Guenther,Baeuerle, Peter,Liu, Feng,Zeng, Xiangbing,Ungar, Goran,Tschierske, Carsten
, p. 7856 - 7859 (2008/09/17)
(Chemical Equation Presented) A good connection: A polyphilic oligothiophene derivative (see formula) forms a complex liquid-crystalline phase, in which the π-conjugated rods are organized in a honeycomb-like network of square cylinders (see picture). Thi
