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Keywords:

  • explosives;
  • guanidinium salts;
  • hydrogen bonds;
  • quantum chemistry

Abstract

The intramolecular hydrogen-bonding interactions and properties of a series of nitroamino[1,3,5]triazine-based guanidinium salts were studied by using the dispersion-corrected density functional theory method (DFT-D). Results show that there are evident LP(N or O; LP=lone pair)[RIGHTWARDS ARROW]σ*(N[BOND]H) orbital interactions related to O⋅⋅⋅H[BOND]N or N⋅⋅⋅H[BOND]N hydrogen bonds. Quantum theory of atoms in molecules (QTAIM) was applied to characterize the intramolecular hydrogen bonds. For the guanidinium salts studied, the intramolecular hydrogen bonds are associated with a seven- or eight-membered pseudo-ring. The guanylurea cation is more helpful for improving the thermal stabilities of the ionic salts than other guanidinium cations. The contributions of different substituents on the triazine ring to the thermal stability increase in the order of [BOND]NO2<[BOND]NF2<[BOND]N3 ([BOND]ONO2)<[BOND]NH2. Energy decomposition analysis shows that the salts are stable owing to electrostatic and orbital interactions between the ions, whereas the dispersion energy has very small contributions. Moreover, the salts exhibit relatively high densities in the range of 1.62–1.89 g cm−3. The detonation velocities and pressures lie in the range of 6.49–8.85 km s−1 and 17.79–35.59 GPa, respectively, which makes most of them promising explosives.

Featured Compounds

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  1. 1 - 25
Compound I1
Molecular Weight:282.183
Molecular Formula:C4H6N14O2
InChIKey:DUYPHQGRPPXLJQ-UHFFFAOYSA-N
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Compound I2
Molecular Weight:290.1538
Molecular Formula:C4H6N10O6
InChIKey:HLIAMCGPRRXGGV-UHFFFAOYSA-N
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Compound I3
Molecular Weight:302.1499
Molecular Formula:C4H6F4N10O2
InChIKey:WKNNFACISPKFJE-UHFFFAOYSA-N
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Compound I4
Molecular Weight:322.1526
Molecular Formula:C4H6N10O8
InChIKey:YPRFFWKUYAHEOF-UHFFFAOYSA-N
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Compound I5
Molecular Weight:230.188
Molecular Formula:C4H10N10O2
InChIKey:DUQCIKTYWIHGPS-UHFFFAOYSA-N
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Compound II1
Molecular Weight:297.1977
Molecular Formula:C4H7N15O2
InChIKey:VKVQGCFMVOWIKU-UHFFFAOYSA-N
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Compound II2
Molecular Weight:305.1685
Molecular Formula:C4H7N11O6
InChIKey:ZFSKHBJTQQWYIV-UHFFFAOYSA-N
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Compound II3
Molecular Weight:317.1645
Molecular Formula:C4H7F4N11O2
InChIKey:COCMCDLGHDSNLL-UHFFFAOYSA-N
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Compound II4
Molecular Weight:337.1673
Molecular Formula:C4H7N11O8
InChIKey:MEUKRJHRBBFEIL-UHFFFAOYSA-N
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Compound II5
Molecular Weight:245.2026
Molecular Formula:C4H11N11O2
InChIKey:MVTAJAZLUBFRDY-UHFFFAOYSA-N
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Compound III1
Molecular Weight:312.2123
Molecular Formula:C4H8N16O2
InChIKey:VQYCEKNXDWXCSG-UHFFFAOYSA-N
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Compound III2
Molecular Weight:320.1831
Molecular Formula:C4H8N12O6
InChIKey:GDRAYDILTSKJOW-UHFFFAOYSA-N
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Compound III3
Molecular Weight:332.1791
Molecular Formula:C4H8F4N12O2
InChIKey:UNZBUZVFKAAVDV-UHFFFAOYSA-N
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Compound III4
Molecular Weight:352.1819
Molecular Formula:C4H8N12O8
InChIKey:APZHNSGPQIBLDI-UHFFFAOYSA-N
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Compound III5
Molecular Weight:260.2173
Molecular Formula:C4H12N12O2
InChIKey:OJSLMLFPKRLXMB-UHFFFAOYSA-N
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Compound IV1
Molecular Weight:327.227
Molecular Formula:C4H9N17O2
InChIKey:DVXIBGRNWXSXOI-UHFFFAOYSA-N
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Compound IV2
Molecular Weight:335.1978
Molecular Formula:C4H9N13O6
InChIKey:VVUDZYCDRBGJQJ-UHFFFAOYSA-N
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Compound IV3
Molecular Weight:347.1938
Molecular Formula:C4H9F4N13O2
InChIKey:FPFRPXKTPXHMMO-UHFFFAOYSA-N
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Compound IV4
Molecular Weight:367.1966
Molecular Formula:C4H9N13O8
InChIKey:JNMKZRCBFGDSKQ-UHFFFAOYSA-N
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Compound IV5
Molecular Weight:275.2319
Molecular Formula:C4H13N13O2
InChIKey:FLYKIGBNABELMJ-UHFFFAOYSA-N
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Compound V1
Molecular Weight:325.2078
Molecular Formula:C5H7N15O3
InChIKey:TWLDQWGEWSVCHB-UHFFFAOYSA-O
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Compound V2
Molecular Weight:333.1786
Molecular Formula:C5H7N11O7
InChIKey:HHBHJSUVMXQJSM-UHFFFAOYSA-O
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Compound V3
Molecular Weight:345.1746
Molecular Formula:C5H7F4N11O3
InChIKey:MNEAMNZGUQAYPZ-UHFFFAOYSA-O
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Compound V4
Molecular Weight:365.1774
Molecular Formula:C5H7N11O9
InChIKey:RCJFUPUQBLFWQW-UHFFFAOYSA-O
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Compound V5
Molecular Weight:273.2127
Molecular Formula:C5H11N11O3
InChIKey:RFFVHDPHMUEJNO-UHFFFAOYSA-O
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  1. 1 - 25