7104-67-8Relevant articles and documents
Conveniently Synthesized Butterfly-Shaped Bitriphenylenes and their Application in Solution-Processed Organic Field-Effect Transistor Devices
Chennamkulam, Ajith Mithun,Dutta, Soumya,Karunakaran, Logesh,Paneer, Shyam Vinod Kumar,Ramakrishna, Jagarapu,Subramanian, Venkatesan,Venkatakrishnan, Parthasarathy
supporting information, (2020/02/11)
Various π-extended new bitriphenylene derivatives (both conformationally-free and conformation-locked) have been successfully synthesized by a facile Scholl oxidative cyclodehydrogenation method in good to excellent yields. Their optical properties in solution and film states reveal possibility for self-ordering. The molecular packing in solid-state demonstrates favorable π–π stacking as well as weak intermolecular interactions leading to face-to-face or slipped-stack arrangements. Besides, these butterfly-shaped large bitriphenylenes display near-UV absorption, excellent photochemical, thermal, and electrochemical stabilities. The all-organic anneal-free transparent FETs fabricated from solution-processable bitriphenylenes showcase significant improvement (ca. 4 orders of magnitude higher) in charge transporting abilities (μh: from ca. 10–7 to 10–3 cm2/(Vs)) when compared to model triphenylene. The fabricated FETs unveil excellent air stability (> 1 year under atmospheric conditions) highlighting the utility of these novel link-locked triphenylene skeletons in organic electronics.
Syntheses and Spectral Properties of Several Unsymmetrical Sexiphenyls
Ozasa, Shigeru,Fujioka, Yasuhiro,Ibuki, Eiichi
, p. 2698 - 2704 (2007/10/02)
Six sexiphenyls, including four new isomers, 2,3'-di(4-biphenylyl)biphenyl (2), 4-(2-biphenylyl)-o- (4), 4-(2-biphenylyl)-m-quaterphenyl (5), and 2-phenyl-p-quinquephenyl (6), were synthesized by the Ullmann cross-coupling of iodobiphenyl and diiodobiphenyl or of two kinds of iodoterphenyls.The characteristic bands of the infrared spectra (680-920 cm-1) and signals of the proton magnetic resonance spectra of the sexiphenyls were assigned tentatively and are discussed briefly.The remarkable high field shifts of the p-phenylene proton signals in 4 (1.23 and 0.89 ppm) as compared with that of p-terphenyl (δ 7.68) presumably reflect the ring current effects caused by the presence of adjacent o-phenylene rings.Ultraviolet spectral studies indicated that the absorption curves of the sexiphenyls were related closely to those of the polyphenyls corresponding to their partial structures.Keywords-Ullmann reaction; IR; UV; 1H-NMR; sexiphenyls; polyphenyls
Studies of Polyphenyls and Polyphenylenes. II. The Synthesis and Physical Properties of Polyphenyls Containing Para Linkage
Ozasa, Shigeru,Hatada, Noriko,Fujioka, Yasuhiro,Ibuki, Eiichi
, p. 2610 - 2617 (2007/10/02)
Twelwe linear polyphenyls, including quinque- to octiphenyl, were synthesized by the Ullmann cross-coupling reaction of iodobiphenyl with diiodobenzene or iodoterphenyl.Ultraviolet spectral studies of the polyphenyls indicated that the positions of the K-bands above ca.260 nm, regardless of the presence of o- or m-phenylene unit(s), may be considered to be an indication of the approximate number of consecutive p-phenylene units.Infrared studies also showed that the locations of strong or medium bands in the 815-850 cm-1 region may give the same information.The HMO calculations of the longest wavelength absorption bands of twenty-four polyphenyls were carried out.A comparison between the calculated and observed wavelengths gave rather good agreement, except in the cases of two compounds.The signals of the proton magnetic resonanse spectra of eighteen polyphenyls were assigned tentatively.The correlations between the arrangement of the benzene rings and the spectral patterns are discussed.
