- Alkyloxy modified pyrene fluorophores with tunable photophysical and crystalline properties
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Novel alkyloxy modified 2,7-di-tert-butyl-4,5,9,10-tetra(arylethynyl)pyrenes were prepared through a straightforward Sonogashira coupling approach. Optical properties such as quantum yields and absorption/emission spectra of the fluorophores were investigated by UV/Vis and fluorescence measurements. Aggregation induced excimer formation of the chromophores in polar solvents and in the solid state was proved by the presence of a characteristic bathochromically shifted emission band and a decrease of the emission capability. These results strongly indicate the unexpected observation that the excimer formation of adjacent pyrene rings is not prevented by the introduction of bulky tert-butyl substituents. Single-crystal X-ray and computational analyses reveal the co-planar alignment of adjacent molecules and the presence of π-π-stacking in the molecular packing of the pyrene polyaromatics. Furthermore, fluorescence, DSC and POM measurements indicate that the aggregation behaviour, the thermal characteristics and the crystalline properties are significantly influenced by changing structural features of the attached functional groups at the periphery of the pyrene core.
- Kapf, Andreas,Eslahi, Hassan,Blanke, Meik,Saccone, Marco,Giese, Michael,Albrecht, Marcel
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supporting information
p. 6361 - 6371
(2019/04/25)
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- Electron acceptors based on functionalizable cyclopenta[hi]aceanthrylenes and dicyclopenta[de,mn]tetracenes
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We report the synthesis and selective functionalization of two externally fused cyclopenta-fused polycyclic aromatic hydrocarbons (CP-PAHs) and demonstrate their electron accepting behavior. 2,7-Bis(trimethylsilyl) cyclopenta[hi]aceanthrylene (1) and 2,8-
- Wood, Jordan D.,Jellison, Jessica L.,Wang, Lichang,Plunkett, Kyle N.,Finke, Aaron D.
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supporting information
p. 15783 - 15789,7
(2020/08/24)
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- Solution processable symmetric 4-alkylethynylbenzene end-capped anthracene derivatives
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New candidates composed of anthracene and 4-alkylethynylbenzene end-capped oligomers for OTFTs were synthesized under Sonogashira coupling reaction conditions. All oligomers were characterized by FT-IR, mass, UV-visible, and PL emission spectrum analyses, cyclic voltammetry (CV), differential scanning calorimetry (DSC), thermal gravimetric analysis (TGA), 1H-NMR, and 13C-NMR. Investigation of their physical properties showed that the oligomers had high oxidation potential and thermal stability. Thin films of DHPEAnt and DDPEAnt were characterized by spin coating them onto Si/SiO 2 to fabricate top-contact OTFTs. The devices prepared using DHPEAnt and DDPEAnt showed hole field-effect mobilities of 4.0 × 10-3 cm2/Vs and 2.0 × 10-3 cm2/Vs, respectively, for solution-processed OTFTs.
- Jang, Sang Hun,Kim, Hyunjin,Hwang, Min Ji,Jeong, Eun Bin,Yun, Hui Jun,Lee, Dong Hoon,Kim, Yun-Hi,Park, Chan Eon,Yoon, Yong-Jin,Kwon, Soon-Ki,Lee, Sang-Gyeong
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experimental part
p. 541 - 548
(2012/05/05)
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- NOVEL ORGANIC SEMICONDUCTOR COMPOUND, AND ORGANIC THIN FILM TRANSISTOR USING THE SAME
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The present invention relates to novel mono- molecular organic semiconductor compounds and organic thin film transistors comprising the same. The organic semiconductor compounds according to the present invention are characterized by a structure of an acene derivative substituted with acetylene groups at both ends, a structure of anthracene derivative substituted with acetylene groups, or a structure of a multi-nuclear aromatic derivative functionalized by naphthalene having an electron-donor substituent at both ends.
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Page/Page column 36-37
(2008/12/04)
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