The exothermic decompositions of the tosyl azide 1, five substituted aryl monoazides 2 – 6 and two diazides: 1-azido-4-(4-azidophenoxy)benzene 7 and 1-azido-4-[(4-azidophenyl)sulfanyl]benzene 8 were studied experimentally using DSC, weight loss TGA-FTIR and C80-FTIR techniques, and theoretically using the CHETAH software. Numerical modelling and electron impact mass spectrometry (EI-MS) were also performed to investigate the nature of the intrinsic molecular reactivity of the azides 1 — 8, and the possible early stages rate-controlling of an oxidative self-heating process. Significant data were obtained in the instances of 4-methyl-benzenesulfonyl azide 1, 4-azido-1,1’-biphenyl 2, 2-azido-1,1’-biphenyl 3 and 1-azido-2-(trifluoromethyl)benzene 6. The most likely decomposition pathways of the azides are proposed to explain the observed thermal behavior.

Hazardous N-Containing System: Thermochemical and Computational Evaluation of the Intrinsic Molecular Reactivity of Some Aryl Azides and Diazides.

FRALEONI MORGERA, ALESSANDRO;ZANIRATO, PAOLO
2008

Abstract

The exothermic decompositions of the tosyl azide 1, five substituted aryl monoazides 2 – 6 and two diazides: 1-azido-4-(4-azidophenoxy)benzene 7 and 1-azido-4-[(4-azidophenyl)sulfanyl]benzene 8 were studied experimentally using DSC, weight loss TGA-FTIR and C80-FTIR techniques, and theoretically using the CHETAH software. Numerical modelling and electron impact mass spectrometry (EI-MS) were also performed to investigate the nature of the intrinsic molecular reactivity of the azides 1 — 8, and the possible early stages rate-controlling of an oxidative self-heating process. Significant data were obtained in the instances of 4-methyl-benzenesulfonyl azide 1, 4-azido-1,1’-biphenyl 2, 2-azido-1,1’-biphenyl 3 and 1-azido-2-(trifluoromethyl)benzene 6. The most likely decomposition pathways of the azides are proposed to explain the observed thermal behavior.
P. Cardillo; L. Gigante; A. Lunghi; A. Fraleoni-Morgera; P. Zanirato;
File in questo prodotto:
Eventuali allegati, non sono esposti

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11585/46505
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 11
  • ???jsp.display-item.citation.isi??? 11
social impact