γ‐Cyclodextrin Nitrate/CL‐20 Complex: Preparation and Properties

• Published in: Propellants, explosives, pyrotechnics Vol. 44; no. 2; pp. 207 - 216
• Main Authors: Maksimowski, Paweł, Grzegorczyk, Agnieszka, Cieślak, Katarzyna, Gołofit, Tomasz, Chmielarek, Michał, Tomaszewski, Waldemar, Pawłowski, Wojciech
• Format: Journal Article
• Language: English
• Published: Weinheim Wiley Subscription Services, Inc 01.02.2019
• Subjects: 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurtzitane; CL-20; Cyclodextrins; Esterification; Nitration; Nitric acid; NMR spectroscopy; Phase decomposition; Thermogravimetric analysis; γ-Cyclodextrin nitrate/Cl-20 complex; γ-Cyclodextrin/Cl-20 complex
• ISSN: 0721-3115; 1521-4087
• DOI: 10.1002/prep.201800301

Gamma‐cyclodextrin/CL‐20 (γ‐CD/CL‐20) inclusion complex was prepared and characterized by infrared and 1H 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 1H 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/cm3), 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.