Jump to main content
Jump to site search

Issue 62, 2015
Previous Article Next Article

Inter molecular azide–diisocyanate coupling: new insights for energetic solid propellants

Author affiliations

Abstract

Hydroxyl terminated azide binders can undergo a spurious reaction with diisocyanates to form tetrazoline-5-one via an inter molecular 1,3-dipolar cycloaddition reaction apart from urethane/allophanate groups which has been overlooked. This has serious implications on solid propellants. The computed activation barrier using density functional theory (DFT) for urethane formation reaction is 28.4 kJ mol−1 and that for tetrazoline-5-one formation reaction is 108.0 kJ mol−1. DFT studies reveal that the rate limiting step of the reaction is 1,3-dipolar cycloaddition between azide and isocyanate. A dual cure was observed in the temperature ranges 42–77 °C and 78–146 °C by differential scanning calorimetry (DSC) and rheological studies, confirming multiple reactions. Tetrazoline-5-one formation was confirmed by Fourier transform infrared spectroscopy (FTIR) and solid state nuclear magnetic resonance spectroscopy (NMR).

Graphical abstract: Inter molecular azide–diisocyanate coupling: new insights for energetic solid propellants

Back to tab navigation

Supplementary files

Publication details

The article was received on 28 Feb 2015, accepted on 30 Apr 2015 and first published on 08 Jun 2015


Article type: Communication
DOI: 10.1039/C5RA03584H
Citation: RSC Adv., 2015,5, 50478-50482
  •   Request permissions

    Inter molecular azide–diisocyanate coupling: new insights for energetic solid propellants

    S. Reshmi, K. P. Vijayalakshmi, R. Sadhana, B. K. George, E. Arunan and C. P. R. Nair, RSC Adv., 2015, 5, 50478
    DOI: 10.1039/C5RA03584H

Search articles by author

Spotlight

Advertisements