Nitrogen-Rich Tetrazolo[1,5-b]pyridazine: Promising Building Block for Advanced Energetic Materials

Abstract

Two metal-free explosives, tetrazolo[1,5-b]pyridazine-containing molecules [6-azido-8-nitrotetrazolo[1,5-b]pyridazine-7-amine (3at) and 8-nitrotetrazolo[1,5-b]pyridazine-6,7-diamine (6)], were obtained via straightforward two-step synthetic routes from commercially available reagents. Compound 3at displays an excellent detonation performance (D-v = 8746 m s(-1) and P = 31.5 GPa) that is superior to commercial primary explosives such as lead azide and diazodinitrophenol (DDNP). Compound 6 has superior thermal stability, remarkable insensitivity, and good detonation performance, strongly suggesting it as an acceptable secondary explosive. The initiating ability of compound 3at has been tested by detonating 500 mg of RDX with a surprisingly low minimum primary charge of 40 mg. The extraordinary initiating power surpasses conventional primary explosives, such as commercial DDNP (70 mg) and reported 6-nitro-7-azido-pyrazol[3,4-d][1,2,3]triazine-2-oxide (ICM-103) (60 mg). The outstanding detonation power of 3at contributes to its future prospects as a promising green primary explosive. In addition, the environmentally benign methodology for the synthesis of 3at effectively shortens the time from laboratory-scale research to practical applications.

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Document Details

Document Type
Technical Report
Publication Date
Jan 31, 2020
Accession Number
AD1095846

Entities

People

  • Damon A. Parrish
  • Gregory H Imler
  • Jean'ne Shreeve
  • Wei Huang
  • Yongxing Tang

Organizations

  • United States Naval Research Laboratory

Tags

Communities of Interest

  • Biomedical
  • Counter IED
  • Weapons Technologies

DTIC Thesaurus Topics

  • Azides
  • Chemical Synthesis
  • Chemistry
  • Crystal Structure
  • Energetic Materials
  • Explosives
  • Heat Energy
  • Insensitive Explosives
  • Lead Azides
  • Materials
  • Nitrogen
  • Nitrogen Compounds
  • Organic Chemistry
  • Sodium Azides
  • Sodium Compounds
  • Thermal Stability
  • X Rays

Fields of Study

  • Chemistry

Readers

  • Nanocomposite Materials Science
  • Organic Chemistry
  • Rocket Propulsion.