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Melamine–Barbiturate Supramolecular Assembly as a pH-Dependent Organic Radical Trap Material
Authors:Dr Vladimir V Shilovskikh  Alexandra A Timralieva  Pavel V Nesterov  Dr Alexander S Novikov  Dr Petr A Sitnikov  Prof Elizaveta A Konstantinova  Prof Alexander I Kokorin  Prof Ekaterina V Skorb
Institution:1. Infochemistry Scientific Center of ITMO University, 9, Lomonosova str., Saint Petersburg, 191002 Russia;2. Infochemistry Scientific Center of ITMO University, 9, Lomonosova str., Saint Petersburg, 191002 Russia

Institute of Chemistry, Saint Petersburg State University, 7/9, Universitetskaya Nab., Saint Petersburg, 199034 Russia;3. Institute of Chemistry, Komi Science Centre, Ural Branch of Russian Academy of Sciences, 48, Pervomayskaya str., Syktyvkar, 167000 Russia;4. Department of Physics, M. V. Lomonosov Moscow State University, Moscow, 119991 Russia;5. N.N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, Moscow, 119991 Russia

Abstract:In the last two decades, a large number of self-assembled materials were synthesized and they have already found their way into large-scale industry and science. Hydrogen-bond-based supramolecular adducts are found to have unique properties and to be perfect host structures for trapping target molecules or ions. Such chemical systems are believed to resemble living matter and can substitute a living cell in a number of cases. Herein, a report on an organic material based on supramolecular assembly of barbituric acid and melamine is presented. Surprisingly, the structure is found to host and stabilize radicals under mild conditions allowing its use for biological applications. The number of free radicals is found to be easily tuned by changing the pH of the environment and it increases when exposed to light up to a saturation level. We describe a preparation method as well as stability properties of melamine–barbiturate self-assembly, potentiometric titration, and hydrogen ions adsorption data and EPR spectra concerning the composite.
Keywords:electron paramagnetic resonance  hydrogen bonds  radical trap  self-assembly  supramolecular chemistry
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