184169-34-4Relevant academic research and scientific papers
6,12-Diarylindeno[1,2- b ]fluorenes: Syntheses, photophysics, and ambipolar OFETs
Chase, Daniel T.,Fix, Aaron G.,Kang, Seok Ju,Rose, Bradley D.,Weber, Christopher D.,Zhong, Yu,Zakharov, Lev N.,Lonergan, Mark C.,Nuckolls, Colin,Haley, Michael M.
supporting information; experimental part, p. 10349 - 10352 (2012/07/30)
Herein we report the synthesis and characterization of a series of 6,12-diarylindeno[1,2-b]fluorenes (IFs). Functionalization with electron donor and acceptor groups influences the ability of the IF scaffold to undergo two-electron oxidation and reduction to yield the corresponding 18- and 22-π-electron species, respectively. A single crystal of the pentafluorophenyl-substituted IF can serve as an active layer in an organic field-effect transistor (OFET). The important finding is that the single-crystal OFET yields an ambipolar device that is able to transport holes and electrons.
Synthesis, crystal structures, and properties of 6,12-diaryl-substituted indeno[1,2-b]fluorenes
Nishida, Jun-Ichi,Tsukaguchi, Shingo,Yamashita, Yoshiro
experimental part, p. 8964 - 8970 (2012/10/08)
Fused polycyclic indeno[1,2-b]fluorene derivatives with aryl substituents at the 6,12-positions have been prepared as a potential antiaromatic 20π electronic system. They showed strong absorptions in the visible region and amphoteric redox properties. The quinoid-type molecular structures were revealed by X-ray crystal-structure analysis, which indicated that the bond lengths of the quinoid unit depend on the aryl substituents. Whereas nucleus-independent chemical shift NICS(1) calculations indicate the antiaromatic nature of the s-indacene core, they have higher stability than substituted acene derivatives. The derivatives with difluorophenyl or anthryl groups were stable in solution. Vapor-deposited thin films showed ambipolar carrier transportation in the field-effect transistor devices.
