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Scale-up Chemical Synthesis of Thermally-activated Delayed Fluorescence Emitters Based on the Dibenzothiophene-S,S-Dioxide Core
Published on: October 24, 2017
5,5'-(Ethyne-1,2-di-yl)diisophthalic acid dimethyl sulfoxide tetra-solvate
Alexander S Münch1, Felix Katzsch, Edwin Weber
1Institute of Physical Chemistry, Technical University Bergakademie Freiberg, Leipziger Strasse 29, 09596 Freiberg/Sachsen, Germany.
Abstract:
In the title compound, C18H10O8·4C2H6OS, the mid-point of the triple bond of the main mol-ecule is located on a special position, i.e. about an inversion center. The carboxyl groups are twisted slightly out of the planes of the aromatic rings to which they are attached, making dihedral angles of 24.89 (1) and 7.40 (2)°. The cystal packing features strong O-H⋯O hydrogen bonds, weaker C-H⋯O inter-actions and O⋯S contacts [3.0981 (11) Å] and displays channel-like voids extending along the a-axis direction which contain the dimethyl sulfoxide solvent mol-ecules.
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The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.

