84530-60-9Relevant academic research and scientific papers
HETEROATOMIC-BASED HOLE-TRANSPORT MATERIALS
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Paragraph 0015, (2021/04/30)
Heteroatomic hole transport materials are provided. The hole transport materials include a non-carbon core: two, four, or eight aromatic groups covalently bound to the non-carbon core; a. terminal substituted diphenylamine end unit on each aromatic group: and optionally aromatic linker groups linking the aromatic groups and the substituted diphenylamine end units. In some embodiments the non-carbon core is non-carbon central atom such as Si, Ge, B?, P+Sn or Pb. In other embodiments, the non-carbon core is a cubic silsesquioxane. Also provided are methods for making these materials. The materials are particularly useful as hole transport materials in perovskite solar cells.
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, characterization and hydrolysis of aromatic polyazomethines containing non-coplanar biphenyl structures
Chen, Jyh-Chien,Liu, Yen-Chun,Ju, Jyh-Jong,Chiang, Chi-Jui,Chern, Yaw-Tern
experimental part, p. 954 - 964 (2012/02/01)
New polyazomethines containing electron-withdrawing trifluoromethyl group and non-coplanar biphenyl structures were prepared at room temperature under reduced pressure. It was found that these polyazomethines would undergo hydrolysis in DMSO solution at temperature higher than 50 °C. The hydrolysis, evidenced by 1H NMR spectra and GPC chromatograms, was resulted from the reverse reaction of azomethine formation and was facilitated at higher temperature. The GPC results also suggested that post-polymerization would be possible if polyazomethine films were heated at elevated temperature (200 °C) under reduced pressure (0.27 torr). The HOMO (-5.69 to -5.96 eV) and LUMO (-3.04 to -3.18 eV) energy levels of the new polyazomethines are much lower than those of other polyazomethines. Combined with the excellent solubility and good thermal stability, non-coplanar biphenyl structure containing electron-withdrawing trifluoromethyl group could be a new candidate as electron acceptor for the structure design of new conjugated polymers.
Synthesis of Substituted Dibenzophospholes. Part 1.
Cornforth, John,Cornforth, R. H.,Gray, Robin T.
, p. 2289 - 2298 (2007/10/02)
Approaches to the synthesis of 4,6-diaryl-5-hydroxydibenzophosphole 5-oxides are described. 3,5,7-Trihydroxydibenzophosphole 5-oxide and several of its O-substituted derivarives were made either from 5-hydroxydibenzophosphole 5-oxide (convenient preparation described) by dinitration, reduction and tetrazotization or from 2,2'-dibromo-4,4'-dimethoxybiphenyl via lithiation and reaction with dichloromorpholinophosphine with subsequent oxidation. 3,5,7-Trihydroxydibenzophosphole 5-oxide could be selectively blocked in the 2,8-positions by methyl groups generated via a Mannich reaction.The bis-2-iodobenzyl ethers of 3,7-dihydroxy-5-methoxydibenzophosphole 5-oxide and of its 2,8-dimethyl derivative were cyclized by photolysis to form 4,6-diaryl derivatives in poor yield.
