Molecular simulation studies on the design of energetic ammonium dinitramide co-crystals for tuning hygroscopicity
Cocrystallization technology is an effective method for improving crystal properties. Ammonium dinitramide (ADN) is an important component of propellants. However, the high hygroscopicity property of ADN limits its applications. In order to solve this problem, nine energetic co-formers containing 2,...
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Published in | CrystEngComm Vol. 22; no. 31; pp. 5237 - 5244 |
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Main Authors | , , , , , |
Format | Journal Article |
Language | English |
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Royal Society of Chemistry
21.08.2020
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Abstract | Cocrystallization technology is an effective method for improving crystal properties. Ammonium dinitramide (ADN) is an important component of propellants. However, the high hygroscopicity property of ADN limits its applications. In order to solve this problem, nine energetic co-formers containing 2,4,5,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurtzitane (CL-20), benzotrifuroxan (BTF), 1,3,5,7-tetranitro-1,3,5,7-tetrazocane (HMX), 2,4,6-trinitrotoluene (TNT), butane-1,2,3,4-tetrayl tetranitrate (ETN), hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX), 1,3,5-trinitrobenzene (TNB), 2,4,6-trinitro-N-methylaniline (MATNB), and 1,3,3- trinitroazetidine (TNAZ) were selected to predict the hygroscopicity of co-crystals with the molar ratio of ADN to co-former as 1 : 1. A novel computational method has been put forward to select co-formers efficiently for designing energetic co-crystals with a low water sorption capacity. Based on the molecular electrostatic potential calculations, the intermolecular binding sites in the co-formers of co-crystal were found. By the lattice energy minimization methodology, the possible crystal structures were constructed, and the density and H-bond energy of possible energetic co-crystals were predicted. The co-crystal screening method was used to calculate pairwise interactions and select promising co-crystal formers for the experimental screening. This method can be used to predict the co-crystal hygroscopicity, which thus may speed up the progress of developing novel energetic co-crystal materials.
Cocrystallization technology is an effective method for improving crystal properties. |
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AbstractList | Cocrystallization technology is an effective method for improving crystal properties. Ammonium dinitramide (ADN) is an important component of propellants. However, the high hygroscopicity property of ADN limits its applications. In order to solve this problem, nine energetic co-formers containing 2,4,5,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurtzitane (CL-20), benzotrifuroxan (BTF), 1,3,5,7-tetranitro-1,3,5,7-tetrazocane (HMX), 2,4,6-trinitrotoluene (TNT), butane-1,2,3,4-tetrayl tetranitrate (ETN), hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX), 1,3,5-trinitrobenzene (TNB), 2,4,6-trinitro-N-methylaniline (MATNB), and 1,3,3- trinitroazetidine (TNAZ) were selected to predict the hygroscopicity of co-crystals with the molar ratio of ADN to co-former as 1 : 1. A novel computational method has been put forward to select co-formers efficiently for designing energetic co-crystals with a low water sorption capacity. Based on the molecular electrostatic potential calculations, the intermolecular binding sites in the co-formers of co-crystal were found. By the lattice energy minimization methodology, the possible crystal structures were constructed, and the density and H-bond energy of possible energetic co-crystals were predicted. The co-crystal screening method was used to calculate pairwise interactions and select promising co-crystal formers for the experimental screening. This method can be used to predict the co-crystal hygroscopicity, which thus may speed up the progress of developing novel energetic co-crystal materials. Cocrystallization technology is an effective method for improving crystal properties. Ammonium dinitramide (ADN) is an important component of propellants. However, the high hygroscopicity property of ADN limits its applications. In order to solve this problem, nine energetic co-formers containing 2,4,5,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurtzitane (CL-20), benzotrifuroxan (BTF), 1,3,5,7-tetranitro-1,3,5,7-tetrazocane (HMX), 2,4,6-trinitrotoluene (TNT), butane-1,2,3,4-tetrayl tetranitrate (ETN), hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX), 1,3,5-trinitrobenzene (TNB), 2,4,6-trinitro-N-methylaniline (MATNB), and 1,3,3- trinitroazetidine (TNAZ) were selected to predict the hygroscopicity of co-crystals with the molar ratio of ADN to co-former as 1 : 1. A novel computational method has been put forward to select co-formers efficiently for designing energetic co-crystals with a low water sorption capacity. Based on the molecular electrostatic potential calculations, the intermolecular binding sites in the co-formers of co-crystal were found. By the lattice energy minimization methodology, the possible crystal structures were constructed, and the density and H-bond energy of possible energetic co-crystals were predicted. The co-crystal screening method was used to calculate pairwise interactions and select promising co-crystal formers for the experimental screening. This method can be used to predict the co-crystal hygroscopicity, which thus may speed up the progress of developing novel energetic co-crystal materials. Cocrystallization technology is an effective method for improving crystal properties. |
Author | Ren, Zhongqi Chen, Bin Zhou, Zhiyong Yu, Guojia Wang, Yinglei Chen, Xinjian |
AuthorAffiliation | College of Chemical Engineering Xi'an Modern Chemistry Research Institute Beijing University of Chemical Technology |
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Cites_doi | 10.1021/acs.jpcc.9b00120 10.1021/acs.cgd.8b00972 10.1063/1.4959900 10.1038/nature21419 10.1007/s11224-012-0185-x 10.1021/acs.cgd.7b01530 10.1021/ct8004326 10.1002/anie.201811313 10.1039/C7CS00391A 10.1021/cg101300n 10.1039/C7SC04665K 10.1002/prep.200400043 10.1021/je100067n 10.1021/ja9709280 10.1039/C3CS60279F 10.1039/C6CE01835A 10.1039/c0cc01195a 10.1002/anie.201908709 10.1039/C9TA04677A 10.1021/cg800685z 10.14429/dsj.67.10188 10.1021/ja403264c |
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Notes | Electronic supplementary information (ESI) available: An PDF Files contains: scatter diagrams of lattice energy and density of co-crystals of ADN/CL-20, ADN/BTF, ADN/HMX, ADN/TNT, ADN/ETN, ADN/RDX, ADN/TNB, ADN/MATNB, and ADN/TNAZ. The lowest energy water sorption frames of (1 0 0), (0 1 0), (0 0 1) ADN/CL-20, ADN/BTF, ADN/HMX, ADN/TNT, ADN/ETN, ADN/RDX, ADN/TNB, ADN/MATNB, and ADN/TNAZ co-crystal surfaces and200 the parameters and value of the interaction site pairing energy difference of ADN/DPO. See DOI 10.1039/d0ce00602e |
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SubjectTerms | Binding sites Bond energy Cocrystallization Computer simulation Crystal lattices Crystal structure Crystal surfaces Crystals Density Energy conservation HMX Hygroscopicity Mathematical analysis RDX Screening Sorption Trinitrotoluene |
Title | Molecular simulation studies on the design of energetic ammonium dinitramide co-crystals for tuning hygroscopicity |
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