High-energetic and low-sensitive 1,3,5-triamino 2,4,6-trinitrobenzene (TATB) crystal: first principles investigation and Hirshfeld surface analysis

Liu, Yingzhe; Yu, Tanlai; Lai, Weipeng; Ma, Yiding; Ge, Zhongxue; Yang, Fang-Ling; Liang, Peng-Yu; Long, Yu; Zhou, Panpan; Yang, Zhaoyong

doi:10.1039/d1nj00170a

Cited by 10 publications

(5 citation statements)

References 62 publications

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“…Furthermore, from the X-ray diffraction data, it can be found that the bond lengths of the C–NO 2 bond in ZDPT and those in reference explosives were about 1.40 Å for ZDPT , 1.42 Å for TATB, and 1.459 Å for TNDPT (Table S5†). 54,60 From these values, it is clear that ZDPT has the shortest C–NO 2 bond length, which could explain its high thermal stability.…”

Section: Resultsmentioning

confidence: 96%

A zwitterionic fused-ring framework as a new platform for heat-resistant energetic materials

Lv,

Jiang,

Wang

et al. 2024

J. Mater. Chem. A

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Section: Resultsmentioning

confidence: 96%

A zwitterionic fused-ring framework as a new platform for heat-resistant energetic materials

Lv,

Jiang,

Wang

et al. 2024

J. Mater. Chem. A

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“…The high explosive 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) is exceptionally insensitive to accidental thermal and shock initiation, making it widely applicable for both defense and civilian purposes . The unexpected insensitivity of TATB has been attributed to strong hydrogen bonding, , π-stacking interactions, and cooperativity between these phenomena . In particular, the intramolecular hydrogen bonding between the ortho nitro and amino groups in the TATB molecule contributes to its stability to thermal bond dissociation .…”

Section: Introductionmentioning

confidence: 99%

“… 1 The unexpected insensitivity of TATB has been attributed to strong hydrogen bonding, 2 , 3 π-stacking interactions, 4 and cooperativity between these phenomena. 5 In particular, the intramolecular hydrogen bonding between the ortho nitro and amino groups in the TATB molecule contributes to its stability to thermal bond dissociation. 6 Excitation with UV light, in contrast, has long been known to induce photochemical reactions in TATB.…”

Section: Introductionmentioning

confidence: 99%

Photodissociation Dynamics of the Highly Stable ortho-Nitroaniline Cation

López Peña,

Shusterman,

Dalkiewicz

et al. 2024

J. Phys. Chem. A

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0rtho-Nitroaniline (ONA) is a model for the insensitive high explosive 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) that shares strong hydrogen bonding character between adjacent nitro and amino groups. This work reports femtosecond time-resolved mass spectrometry (FTRMS) measurements and theoretical calculations that explain the high stability of the ONA cation compared with related nitroaromatic molecules. Ab initio calculations found that the lowest-lying electronic excited state of the ONA cation, D 1 , lies more than 2 eV above the ground state, and the energetic barriers to rearrangement and dissociation reactions exceed this D 1 energy. These theoretical results were confirmed by FTRMS pump−probe measurements showing that (1) fragment ions represented less than 30% of the total ion yield when a 10 14 W cm −2 , 1300 nm, 20 fs pump pulse was used to ionize ONA; and (2) 3.1 eV (400 nm) photons were required to induce dissociation of the ONA cation. Stronger coupling between the ground D 0 and excited D 4 states of the ONA cation at the geometry of neutral ONA resulted in a transient enhancement of fragment ion yields at <300 fs pump−probe delay times, prior to relaxation of the ONA cation to its optimal geometry.

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“…There are other crystallographic studies reporting O•••O interactions but they only support their findings on a few topological parameters. [11][12][13] Furthermore, when oxygen is bonded to some electronwithdrawing fragments (like fluorine, in OF 2 ) it can form an O-centered chalcogen-bonding interaction with several Lewis bases. [14][15][16] The interaction energy of these type of complexes is originated not only from the primary chalcogen, but also from the contribution of other secondary interactions.…”

Section: Introductionmentioning

confidence: 99%

Nature and Strength of Weak O⋅⋅⋅O Interactions in Nitryl Halide Dimers

2023

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The use of real space functions and molecular graphs has pushed some chemists to wonder: Are interactions between negatively charged oxygen atoms possible? In this contribution we analyze whether there is a real interaction between oxygen atoms in nitryl halide dimers (XNO 2 ) 2 (X = F, Cl, Br and I) and in tetranitromethane and derivatives. Based on ab-initio and density functional theories (DFT) methods, we show these complexes are weakly stabilized. Energy decomposition analyses based on local molecular orbitals (LMOEDA) and interacting quantum atoms (IQA) reveal both dispersion and exchange play a crucial role in the stabilization of these complexes. Electron charge density and IQA analyses indicate that the oxygen atoms are connected by privileged exchange channels. In addition, electrostatic interactions between O and N atoms are also vital for the stabilization of the complexes. Finally, a reasonable explanation is given for the dynamic behavior of nitryl groups in tetranitromethane and derivatives.

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High-energetic and low-sensitive 1,3,5-triamino 2,4,6-trinitrobenzene (TATB) crystal: first principles investigation and Hirshfeld surface analysis

Abstract: First principles investigations and Hirshfeld surface analysis of 1,3,5-triamino 2,4,6-trinitrobenzene (TATB) crystal have been carried out. The geometrical and electronic structures of TATB molecules in the crystal and gas phase...

Cited by 10 publications

References 62 publications

A zwitterionic fused-ring framework as a new platform for heat-resistant energetic materials

A zwitterionic fused-ring framework as a new platform for heat-resistant energetic materials

Photodissociation Dynamics of the Highly Stable ortho-Nitroaniline Cation

Nature and Strength of Weak O⋅⋅⋅O Interactions in Nitryl Halide Dimers

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