51545-35-8Relevant articles and documents
Effect of Bulky Functional Groups on Donor and Acceptor Interactions and their Photoluminescence Properties
Ariffin, Azhar,Lee, Vannajan Sanghiran,Mohd Jamel, Nor Shafiq,Mustapa, Siti Aisyah Syaerah,Woon, Kai Lin,Zakaria, Muhammad Zhafran
, p. 2620 - 2626 (2020)
Material designs that use donor and acceptor units are often found in organic optoelectronic devices. Molecular level insight into the interactions between donors and acceptors are crucial for understanding how such interactions can modify the optical pro
A search for blues brothers: X-ray crystallographic/spectroscopic characterization of the tetraarylbenzidine cation radical as a product of aging of solid magic blue
Talipov, Marat R.,Hossain, Mohammad M.,Boddeda, Anitha,Thakur, Khushabu,Rathore, Rajendra
supporting information, p. 2961 - 2968 (2016/03/12)
Magic blue (MB+? SbCl6- salt), i.e. tris-4-bromophenylamminium cation radical, is a routinely employed one-electron oxidant that slowly decomposes in the solid state upon storage to form so called 'blues brothers', which often complicate the quantitative analyses of the oxidation processes. Herein, we disclose the identity of the main 'blues brother' as the cation radical and dication of tetrakis-(4-bromophenyl)benzidine (TAB) by a combined DFT and experimental approach, including isolation of TAB+? SbCl6- and its X-ray crystallography characterization. The formation of TAB in aged magic blue samples occurs by a Scholl-type coupling of a pair of MB followed by a loss of molecular bromine. The recognition of this fact led us to the rational design and synthesis of tris(2-bromo-4-tert-butylphenyl)amine, referred to as 'blues cousin' (BC: Eox1 = 0.78 V vs. Fc/Fc+, λmax(BC+?) = 805 nm, εmax = 9930 cm-1 M-1), whose oxidative dimerization is significantly hampered by positioning the sterically demanding tert-butyl groups at the para-positions of the aryl rings. A ready two-step synthesis of BC from triphenylamine and the high stability of its cation radical (BC+?) promise that BC will serve as a ready replacement for MB and an oxidant of choice for mechanistic investigations of one-electron transfer processes in organic, inorganic, and organometallic transformations.
Synthesis and characterization of spiro-triphenylamine configured polyfluorene derivatives with improved hole injection
Vak, Doojin,Jo, Jang,Ghim, Jieun,Chun, Chaemin,Lim, Bogyu,Heeger, Alan J.,Kim, Dong-Yu
, p. 6433 - 6439 (2007/10/03)
We report on the synthesis of a spiro-fluorene derivative with bulky tert-butyl-substituted triphenylamine structure. The compound was synthesized in an attempt to enhance both hole injection and physical properties. A series of copolymers of the compound