Can the sensitivity of energetic materials be tuned by using hydrogen bonds? Another look at the role of hydrogen bonding in the design of high energetic compounds
Abstract
Strongly positive electrostatic potential in the central areas of molecules of energetic materials is one of the most important factors that determines the sensitivity of these molecules towards detonation. Quantum chemical and density functional theory calculations were used to reveal the influence of hydrogen bonding on the values of electrostatic potential above the central areas of molecules of three conventional explosives: 1,3,5-trinitrobenzene, 2,4,6-trinitrophenol, and 2,4,6-trinitrotoluene. Both the case when energetic molecules act as hydrogen atom donors and when they act as hydrogen atom acceptors were considered. Results of the calculations performed using the M06/cc-PVDZ level of theory showed that there are significant differences in the influence of hydrogen bonding on the electrostatic potential of energetic molecules acting as hydrogen atom donors and hydrogen atom acceptors. In the case when energetic molecules act as hydrogen acceptors, an increase of 10% in the str...ength of positive electrostatic potential was identified. In the case when energetic molecules act as hydrogen atom donors, a significant decrease (20–25%) in the strength of the positive potential on the molecular surface was calculated. These differences give an opportunity for fine-tuning the impact sensitivities of energetic compounds and provide new guidelines for the design of explosives with desirable characteristics.
Source:
Physical Chemistry Chemical Physics, 2021, 23, 12, 7472-7479Funding / projects:
Note:
- Supplementary material: https://cherry.chem.bg.ac.rs/handle/123456789/4528
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- Referenced by
https://cherry.chem.bg.ac.rs/handle/123456789/4528
DOI: 10.1039/D1CP00189B
ISSN: 1463-9076
WoS: 000632002800001
Scopus: 2-s2.0-85103696776
URI
https://pubs.rsc.org/en/content/articlelanding/2021/cp/d1cp00189bhttps://cherry.chem.bg.ac.rs/handle/123456789/4527
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Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Kretić, Danijela S. AU - Radovanović, Jelena AU - Veljković, Dušan Ž. PY - 2021 UR - https://pubs.rsc.org/en/content/articlelanding/2021/cp/d1cp00189b UR - https://cherry.chem.bg.ac.rs/handle/123456789/4527 AB - Strongly positive electrostatic potential in the central areas of molecules of energetic materials is one of the most important factors that determines the sensitivity of these molecules towards detonation. Quantum chemical and density functional theory calculations were used to reveal the influence of hydrogen bonding on the values of electrostatic potential above the central areas of molecules of three conventional explosives: 1,3,5-trinitrobenzene, 2,4,6-trinitrophenol, and 2,4,6-trinitrotoluene. Both the case when energetic molecules act as hydrogen atom donors and when they act as hydrogen atom acceptors were considered. Results of the calculations performed using the M06/cc-PVDZ level of theory showed that there are significant differences in the influence of hydrogen bonding on the electrostatic potential of energetic molecules acting as hydrogen atom donors and hydrogen atom acceptors. In the case when energetic molecules act as hydrogen acceptors, an increase of 10% in the strength of positive electrostatic potential was identified. In the case when energetic molecules act as hydrogen atom donors, a significant decrease (20–25%) in the strength of the positive potential on the molecular surface was calculated. These differences give an opportunity for fine-tuning the impact sensitivities of energetic compounds and provide new guidelines for the design of explosives with desirable characteristics. T2 - Physical Chemistry Chemical Physics T2 - Physical Chemistry Chemical PhysicsPhys. Chem. Chem. Phys. T1 - Can the sensitivity of energetic materials be tuned by using hydrogen bonds? Another look at the role of hydrogen bonding in the design of high energetic compounds VL - 23 IS - 12 SP - 7472 EP - 7479 DO - 10.1039/D1CP00189B ER -
@article{ author = "Kretić, Danijela S. and Radovanović, Jelena and Veljković, Dušan Ž.", year = "2021", abstract = "Strongly positive electrostatic potential in the central areas of molecules of energetic materials is one of the most important factors that determines the sensitivity of these molecules towards detonation. Quantum chemical and density functional theory calculations were used to reveal the influence of hydrogen bonding on the values of electrostatic potential above the central areas of molecules of three conventional explosives: 1,3,5-trinitrobenzene, 2,4,6-trinitrophenol, and 2,4,6-trinitrotoluene. Both the case when energetic molecules act as hydrogen atom donors and when they act as hydrogen atom acceptors were considered. Results of the calculations performed using the M06/cc-PVDZ level of theory showed that there are significant differences in the influence of hydrogen bonding on the electrostatic potential of energetic molecules acting as hydrogen atom donors and hydrogen atom acceptors. In the case when energetic molecules act as hydrogen acceptors, an increase of 10% in the strength of positive electrostatic potential was identified. In the case when energetic molecules act as hydrogen atom donors, a significant decrease (20–25%) in the strength of the positive potential on the molecular surface was calculated. These differences give an opportunity for fine-tuning the impact sensitivities of energetic compounds and provide new guidelines for the design of explosives with desirable characteristics.", journal = "Physical Chemistry Chemical Physics, Physical Chemistry Chemical PhysicsPhys. Chem. Chem. Phys.", title = "Can the sensitivity of energetic materials be tuned by using hydrogen bonds? Another look at the role of hydrogen bonding in the design of high energetic compounds", volume = "23", number = "12", pages = "7472-7479", doi = "10.1039/D1CP00189B" }
Kretić, D. S., Radovanović, J.,& Veljković, D. Ž.. (2021). Can the sensitivity of energetic materials be tuned by using hydrogen bonds? Another look at the role of hydrogen bonding in the design of high energetic compounds. in Physical Chemistry Chemical Physics, 23(12), 7472-7479. https://doi.org/10.1039/D1CP00189B
Kretić DS, Radovanović J, Veljković DŽ. Can the sensitivity of energetic materials be tuned by using hydrogen bonds? Another look at the role of hydrogen bonding in the design of high energetic compounds. in Physical Chemistry Chemical Physics. 2021;23(12):7472-7479. doi:10.1039/D1CP00189B .
Kretić, Danijela S., Radovanović, Jelena, Veljković, Dušan Ž., "Can the sensitivity of energetic materials be tuned by using hydrogen bonds? Another look at the role of hydrogen bonding in the design of high energetic compounds" in Physical Chemistry Chemical Physics, 23, no. 12 (2021):7472-7479, https://doi.org/10.1039/D1CP00189B . .