Characterization of the Hexanitrate Esters of Sugar Alcohols

The hexanitrates of the six‐carbon sugars mannitol and sorbitol were prepared and studied to gain insight in their relative stabilities. Synthesis and characterization of these materials resulted in the identification of two new crystalline polymorphs, one for each hexanitrate. Mannitol hexanitrate...

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Bibliographic Details
Published in:Propellants, explosives, pyrotechnics explosives, pyrotechnics, 2021-04, Vol.46 (4), p.579-592
Main Authors: McLennan, Lindsay, Brown‐Nash, Audreyana, Busby, Taylor, Canaria, Jeffrey, Kominia, Athina, Smith, James L., Oxley, Jimmie C., Dubnikov, Faina, Kosloff, Ronnie, Zeiri, Yehuda
Format: Article
Language:English
Subjects:
Alcohols
Crystal structure
Crystallinity
Esters
High temperature
Isomers
Mannitol
Nitrate ester
Polymorphs
Polyols
Raman spectroscopy
Sorbitol
Sugar
Sugar nitrates
Thermal stability
Thermodynamic properties
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Summary:The hexanitrates of the six‐carbon sugars mannitol and sorbitol were prepared and studied to gain insight in their relative stabilities. Synthesis and characterization of these materials resulted in the identification of two new crystalline polymorphs, one for each hexanitrate. Mannitol hexanitrate (MHN) exposed to elevated temperatures exhibited a different structure when measured by x‐ray diffraction (XRD) and Raman spectroscopy; however, no differences were observed in the thermal behavior. Sorbitol hexanitrate (SHN) has two distinct crystalline polymorphs that result in different melting behavior and differences in Raman and XRD. Thermal stability of these hexanitrates was also examined; despite being isomers, SHN and MHN differ in their long‐term thermal stability.
ISSN:0721-3115
1521-4087
DOI:10.1002/prep.202000197