Evident Hydrogen Bonded Chains Building CL-20-Based Cocrystals

Abstract

We report two kinds of evident hydrogen bonded chains constructing two binary cocrystals of 2,4,6,8,10,12hexanitrohexaazaisowurtzitane (CL-20) with para-benzoquinone (1) and 1,4-naphthoquinone (2): one kind is the CL-20 molecule chains linked by R 2 2 (6) hydrogen bonds, and the other is connected by CL-20 and coformer (1 or 2) molecules alternately through R 2 1 (5) hydrogen bonds. All chains extend to the entire cocrystals CL-20/1 and CL-20/2 with crossing points of CL-20 molecules. In contrast to the unremarkable intermolecular interactions in observed CL-20 polymorphs and cocrystals, these two kinds of chains in CL-20/1 and CL-20/2 are evident and can be readily understood using the definition of supramolecular synthons. Moreover, the thermal behaviors, impact sensitivity, and detonation properties of these two energetic cocrystals are reported.

Two-component molecular crystals: evaluation of the formation thermodynamics based on melting points and sublimation data

“…Nowadays, energetic co-crystallization becomes very promising as an alternative method of tuning explosive materials and properties by rearranging existing molecules, instead of synthesizing new compounds. 7,8 Another application of co-crystals is in organic nonlinear optical materials with high second-order nonlinear susceptibilities. These materials are used in electro-optical devices such as optical waveguides or frequency modulators.…”

Engineered Electron‐Transfer Chain in Photosystem 1 Based Photocathodes Outperforms Electron‐Transfer Rates in Natural Photosynthesis

“…An alternative avenue may be found through the use of co‐crystal technology15 wherein a known energetic material is combined with either an energetic or a non‐energetic compound16 via noncovalent interactions within a crystalline framework 17. Co‐crystallizations can provide means for altering a range of properties that are a function of the nature of the solid state, such as density, mechanical and thermal stability, and solubility which can all facilitate the pursuit of safer or more versatile energetic materials 18. More generally, co‐crystallizations may also offer an avenue for stabilizing liquids and other volatile chemicals19 thereby lowering the risk of exposure through inhalation of toxic energetic materials20 (many nitro‐containing compounds are toxic).…”

Prediction of supramolecular synthons and crystal packings of supramolecular HMX/solvent assemblies

“…[1][2][3][4] In the energetics eld, explosive cocrystals that are oen composed of two or more explosive components or solvents possess distinct detonation properties and stability from the pure components or their physical mixture. [5][6][7][8][9][10][11][12][13][14][15][16][17][18][19] Thus, cocrystallization has presented great opportunities to improve conventional energetic materials and reuse a large amount of candidate materials with less desirable performance. On the other hand, recent use of cocrystallization to increase sensitivity and produce primary explosives (high-sensitivity explosives) from secondary explosives (low-sensitivity explosives) is another aspect of interest.…”