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γ‐Cyclodextrin Nitrate/CL‐20 Complex: Preparation and Properties
Author(s) -
Maksimowski Paweł,
Grzegorczyk Agnieszka,
Cieślak Katarzyna,
Gołofit Tomasz,
Chmielarek Michał,
Tomaszewski Waldemar,
Pawłowski Wojciech
Publication year - 2019
Publication title -
propellants, explosives, pyrotechnics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.56
H-Index - 65
eISSN - 1521-4087
pISSN - 0721-3115
DOI - 10.1002/prep.201800301
Subject(s) - chemistry , nitration , thermogravimetric analysis , cyclodextrin , molecule , decomposition , nitric acid , proton nmr , infrared spectroscopy , nitrate , medicinal chemistry , nuclear chemistry , crystallography , stereochemistry , inorganic chemistry , organic chemistry
Gamma‐cyclodextrin/CL‐20 (γ‐CD/CL‐20) inclusion complex was prepared and characterized by infrared and 1 H NMR spectroscopy. The study findings point to a weak interaction of CL‐20 protons with H3 and H5 protons, however relatively intense interactions with OH groups in a γ‐CD molecule, which allows to conclude that a CL‐20 molecule does not penetrate completely the toroid cavity formed by γ‐CD. The resulting complex was subject to nitration with 100 % nitric acid. Analysis of the 1 H NMR spectrum demonstrated that an average of 21.6 OH groups in the starting γ‐CD underwent esterification. The nitrated complex is characterized by a higher density (1.81 g/cm 3 ), and the sensitivity to impact (5 J) and friction (200 N) comparable to the starting complex. Thermogravimetric analysis of the nitrated γ‐Cyclodextrin/CL‐20 complex pointed to a two‐phase decomposition at 194 and 339 °C with a total significant exothermic effect amounting to 3230 J/g.