Related Experiment Video
Updated: Jun 25, 2025

Research and Development of High-performance Explosives
Published on: February 20, 2016
Energetic Nitrate-Based Polymer-Bonded Explosives Derived from Sustainable Aza-Michael Reactions
Gayathri Sheela1,2, Vijayalakshmi Kunduchi Periya3, Santhosh Gopalakrishnan1
1Polymers and Special Chemicals Group, Vikram Sarabhai Space Centre, Thiruvananthapuram 695022, Kerala, India.
Abstract:
A novel nontoxic method for processing energetic binder, namely, polyglycidyl nitrate (PGN), using Aza-Michael reactions for deriving high-performance explosive formulations is being reported. The polyol binders used in polymer-bonded explosives (PBX) including PGN are usually cross-linked using isocyanate leading to polyurethane (PU)-based cured solid networks. These reactions require mild reaction conditions and yield good mechanical properties for the PBX but remain challenging due to extraneous reactions of isocyanate resulting in defects in the cured blocks. In addition, the presence of nitrato groups in the vicinity of terminal hydroxyl groups of PGN results in the decuring of cross-linked urethane that affects the storage life of PBX, though PGN-based binder can provide an 18% improvement in the velocity of detonation of PBX at lower solid loadings of 70%. This prevents researchers from exploiting the major performance advantage of using PGN for PBX compositions. This article herein features a green and mild aza-Michael reaction for functional modification of PGN using readily available substrates and triethylene tetramine to form a cross-linked β-aminocarbonyl network. The methodology ensures a void-free, stable, cured network and offers an effective replacement for toxic cure chemistry currently employed for processing of PBX.
Related Concept Videos
Ziegler–Natta Chain-Growth Polymerization: Overview
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Mechanism
Preparation of 1° Amines: Azide Synthesis
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
Diazonium Group Substitution: –OH and –H
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Overview
The nitrous acid is unstable. Hence, it is formed in situ from a solution of sodium nitrite and cold aqueous acids such as hydrochloric or sulfuric acid. In an acidic solution, the –OH group of nitrous acid undergoes protonation to give oxonium ion, followed by...

