Scale-up chemical synthesis of thermally-activated delayed fluorescence emitters based on the dibenzothiophene-S,S-dioxide core

We report a procedure to linearly scale-up the synthesis of 2,8-bis(3,6-di-tert-butyl-9H-carbazol-9-yl)dibenzothiophene-S,S-dioxide (compound 4) and 2,8-bis(10H-phenothiazin-10-yl)dibenzothiophene-S,S-dioxide (compound 5) using Buchwald-Hartwig cross-coupling reaction conditions. In addition, we demonstrate a scaled-up synthesis of all non-commercially available starting materials that are required for the amination crosscoupling reaction. In the present article, we provide the detailed synthetic procedures for all of the described compounds, alongside their spectral characterization. This work shows the possibility to produce organic molecules for optoelectronic applications on a large scale, which facilitates their implementation into real world devices

Synthesis of donor-acceptor orthogonal molecular structures for optimised thermally activated delayed fluorescence

Abstract not currently available

Stimuli‐responsive supramolecular polymers from amphiphilic phosphodiester‐linked azobenzene trimers

An amphiphilic phosphodiester-linked azobenzene trimer has been exploited in the development of stimuli-responsive water-soluble supramolecular polymers. It can reversibly undergo thermal and photoisomerization between Z and E isomers in EtOH solution. Its self-assembly properties in aqueous medium have been investigated by spectroscopic and microscopic techniques, demonstrating that E - and Z -azobenzene trimers form supramolecular nanosheets and toroidal nanostructures, respectively. By virtue of the E /Z photoisomerization of azobenzene units of the trimer, these two different supramolecular morphologies can be switched upon photoirradiation. This finding paves the way towards stimuli-responsive water-soluble supramolecular polymers which hold great promise in the construction of smart functional materials and also in biological applications

Donor-acceptor 1,2,4,5-Tetrazines Prepared by Buchwald-Hartwig Cross-Coupling Reaction and Their Photoluminescence Turn-on Property by Inverse Electron Demand Diels-Alder Reaction

A facile efficient synthetic tool, Buchwald-Hartwig cross-coupling reaction, for the functionalization of 1,2,4,5-tetrazines is presented. Important factors affecting the Buchwald-Hartwig cross-coupling reaction have been optimized. Seven new donor-acceptor tetrazine molecules (TA1-TA7) were conveniently prepared in good to high yields (61%-72%). They have been subsequently engaged in inverse Electron Demand Diels-Alder (iEDDA) reaction with cyclooctyne. The photophysical and electrochemical properties of the new pyridazines have been studied. Some are fluorescent acting as turn-on probes. More importantly two pyridazines (DA3 and DA6) exhibit room temperature phosphorescence (RTP) properties