500897-75-6Relevant academic research and scientific papers
ANTHRACENE BASED COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME
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, (2017/12/17)
The present specification provides a compound of chemical formula 1 and an organic light-emitting device including the same. The organic light-emitting device comprises: a first electrode; a second electrode facing the first electrode; and one or more organic material layers provided between the first electrode and the second electrode. When the compound of the present invention is applied to the organic light-emitting device, luminous efficiency and lifespans can be greatly improved.COPYRIGHT KIPO 2017
The effect of bulky substituents on the formation of symmetrically trisubstituted triptycenes
Chmiel, Jasmin,Heesemann, Ingo,Mix, Andreas,Neumann, Beate,Stammler, Hans-Georg,Mitzel, Norbert W.
experimental part, p. 3897 - 3907 (2010/09/05)
A series of 1,8-dichloroanthracene precursor molecules with substituents in C-10 position of different steric demand (cyclohexyl, tert-butyl, methyl, isopropyl, n-butyl, phenyl, benzyl, trimethylsilylethinyl) were synthesised and subjected to electrocyclic cycloadditions with chlorobenzyne generated from 3-chloroanthranilic acid. The aim was to steer the regioselectivity of the addition reaction by the steric repulsion between this C-10 substituent and the chlorine substituent at: the benzyne intermediate. With H as C-10 substituent the reaction leads to 23 % syn and 77 % anti form. With the small methyl group a syn/anti ratio of 37:63 was achieved. Contrary to our expectations the large C-10 substituent tert-butyl leads to 100% selectivity for the anti form. The best results were achieved for the C-10 substituent n-butyl with a syn/anti ratio of 40:60. The crystal structures of five 1,8dichloroanthracenes with C-10 substituents were determined, namely those with tert-butyl, cyclohexyl, n-butyl and phenyl groups. As expected the backbone of the tert-butyl compound shows marked distortion of the planarity. Additionally, the crystal structures of three triptycenes were determined, namely those of the syn compound 1,8,13-trichlorotriptycene and those of the anti compounds 10-terbutyl-1,8,16- trichlorotriptycene and 1,8,16-trichloro-10methyltriptycene.
