Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 27th March 2019 from 11:00 AM to 1:00 PM (GMT).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 47, 2016
Previous Article Next Article

Convenient synthesis of energetic polynitro materials including (NO2)3CCH2CH2NH3-salts via Michael addition of trinitromethane

Author affiliations

Abstract

The nucleophilic Michael addition of nitroform with acrylamide creates a variety of energetic products. Several interesting compounds with a trinitromethyl group were synthesized, among them salts containing the trinitropropylammonium cation, [(NO2)3CCH2CH2NH3]X. Owing to their positive oxygen balance, the suitability of these compounds as potential high-energy dense oxidizers (HEDOs) in energetic formulations was investigated and discussed. Furthermore, numerous important and reactive compounds for the continuing synthesis of molecules with a high oxygen balance are presented. All compounds were fully characterized, including multinuclear NMR spectroscopy, vibrational analysis (IR, Raman), elemental analysis, as well as single crystal X-ray diffraction. Thermal stabilities were studied using differential scanning calorimetry and sensitivity data against friction, impact and electrostatic discharge were collected. The energies of formation were calculated using Gaussian 09 and energetic properties, such as the specific impulse and detonation velocity, were predicted with the EXPLO5 (V6.02) computer code.

Graphical abstract: Convenient synthesis of energetic polynitro materials including (NO2)3CCH2CH2NH3-salts via Michael addition of trinitromethane

Back to tab navigation

Supplementary files

Publication details

The article was received on 28 Sep 2016, accepted on 28 Oct 2016 and first published on 04 Nov 2016


Article type: Paper
DOI: 10.1039/C6DT03779H
Citation: Dalton Trans., 2016,45, 18909-18920
  • Open access: Creative Commons BY license
  •   Request permissions

    Convenient synthesis of energetic polynitro materials including (NO2)3CCH2CH2NH3-salts via Michael addition of trinitromethane

    Q. J. Axthammer, T. M. Klapötke, B. Krumm, R. Scharf and C. C. Unger, Dalton Trans., 2016, 45, 18909
    DOI: 10.1039/C6DT03779H

    This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material.

    Reproduced material should be attributed as follows:

    • For reproduction of material from NJC:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
    • For reproduction of material from PCCP:
      [Original citation] - Published by the PCCP Owner Societies.
    • For reproduction of material from PPS:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
    • For reproduction of material from all other RSC journals:
      [Original citation] - Published by The Royal Society of Chemistry.

    Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.

Search articles by author

Spotlight

Advertisements