A comparative study of bridged 1,2,4-oxazolones and their derivatives
For energetic compounds, a slight difference in their molecular structures can result in a tremendous difference in their properties. Compounds with similar structures but exhibiting big difference in their physicochemical properties (such as density and detonation properties) are of interest to the...
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
KeAi Communications Co. Ltd.
2020-06-01
|
| Series: | Energetic Materials Frontiers |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2666647220300038 |
| _version_ | 1797936403856752640 |
|---|---|
| author | Teng Fei Chenghui Sun Chunlin He Siping Pang |
| author_facet | Teng Fei Chenghui Sun Chunlin He Siping Pang |
| author_sort | Teng Fei |
| collection | DOAJ |
| description | For energetic compounds, a slight difference in their molecular structures can result in a tremendous difference in their properties. Compounds with similar structures but exhibiting big difference in their physicochemical properties (such as density and detonation properties) are of interest to the researchers. The understanding of the reason causes the difference in their properties is important for designing new energetic compounds with improved performances. In this study, the structural and physicochemical properties of 3,3′-bis-1,2,4-oxadiazole-5,5′-dione (1) and 3,3′-azo-1,2,4-oxadiazole-5,5′-dione (2) and their derivatives were presented. All of the synthesized compounds were fully characterized, the comparative studies showed that 1 and its ionic derivatives were found to exhibit higher detonation velocities and pressures as well as higher densities than their corresponding azo linkage analogs. The crystal structures for the two neutral compounds were compared by Hirshfeld surface and non-covalent interaction analyses. The results indicate that a high packing coefficient and extensive π-π stacking interactions are two major reasons for 1 exhibiting better physicochemical and energetic properties. |
| first_indexed | 2024-04-10T18:29:15Z |
| format | Article |
| id | doaj.art-cf91f51ae88a43f988006e65a53a0930 |
| institution | Directory Open Access Journal |
| issn | 2666-6472 |
| language | English |
| last_indexed | 2024-04-10T18:29:15Z |
| publishDate | 2020-06-01 |
| publisher | KeAi Communications Co. Ltd. |
| record_format | Article |
| series | Energetic Materials Frontiers |
| spelling | doaj.art-cf91f51ae88a43f988006e65a53a09302023-02-02T04:49:56ZengKeAi Communications Co. Ltd.Energetic Materials Frontiers2666-64722020-06-01112633A comparative study of bridged 1,2,4-oxazolones and their derivativesTeng Fei0Chenghui Sun1Chunlin He2Siping Pang3School of Materials Science & Engineering, Beijing Institute of Technology, Beijing, 100081, China; Key Laboratory for Ministry of Education of High Energy Density Materials, Beijing Institute of Technology, Beijing, 100081, ChinaSchool of Materials Science & Engineering, Beijing Institute of Technology, Beijing, 100081, China; Key Laboratory for Ministry of Education of High Energy Density Materials, Beijing Institute of Technology, Beijing, 100081, ChinaSchool of Materials Science & Engineering, Beijing Institute of Technology, Beijing, 100081, China; Key Laboratory for Ministry of Education of High Energy Density Materials, Beijing Institute of Technology, Beijing, 100081, China; Experimental Center of Advanced Materials, School of Materials Science & Engineering, Beijing Institute of Technology, Beijing, 100081, China; Corresponding author.School of Materials Science & Engineering, Beijing Institute of Technology, Beijing, 100081, China; Key Laboratory for Ministry of Education of High Energy Density Materials, Beijing Institute of Technology, Beijing, 100081, China; Corresponding author.For energetic compounds, a slight difference in their molecular structures can result in a tremendous difference in their properties. Compounds with similar structures but exhibiting big difference in their physicochemical properties (such as density and detonation properties) are of interest to the researchers. The understanding of the reason causes the difference in their properties is important for designing new energetic compounds with improved performances. In this study, the structural and physicochemical properties of 3,3′-bis-1,2,4-oxadiazole-5,5′-dione (1) and 3,3′-azo-1,2,4-oxadiazole-5,5′-dione (2) and their derivatives were presented. All of the synthesized compounds were fully characterized, the comparative studies showed that 1 and its ionic derivatives were found to exhibit higher detonation velocities and pressures as well as higher densities than their corresponding azo linkage analogs. The crystal structures for the two neutral compounds were compared by Hirshfeld surface and non-covalent interaction analyses. The results indicate that a high packing coefficient and extensive π-π stacking interactions are two major reasons for 1 exhibiting better physicochemical and energetic properties.http://www.sciencedirect.com/science/article/pii/S26666472203000381,2,4-OxazoloneEnergetic compoundsCrystal structureDetonation performance |
| spellingShingle | Teng Fei Chenghui Sun Chunlin He Siping Pang A comparative study of bridged 1,2,4-oxazolones and their derivatives Energetic Materials Frontiers 1,2,4-Oxazolone Energetic compounds Crystal structure Detonation performance |
| title | A comparative study of bridged 1,2,4-oxazolones and their derivatives |
| title_full | A comparative study of bridged 1,2,4-oxazolones and their derivatives |
| title_fullStr | A comparative study of bridged 1,2,4-oxazolones and their derivatives |
| title_full_unstemmed | A comparative study of bridged 1,2,4-oxazolones and their derivatives |
| title_short | A comparative study of bridged 1,2,4-oxazolones and their derivatives |
| title_sort | comparative study of bridged 1 2 4 oxazolones and their derivatives |
| topic | 1,2,4-Oxazolone Energetic compounds Crystal structure Detonation performance |
| url | http://www.sciencedirect.com/science/article/pii/S2666647220300038 |
| work_keys_str_mv | AT tengfei acomparativestudyofbridged124oxazolonesandtheirderivatives AT chenghuisun acomparativestudyofbridged124oxazolonesandtheirderivatives AT chunlinhe acomparativestudyofbridged124oxazolonesandtheirderivatives AT sipingpang acomparativestudyofbridged124oxazolonesandtheirderivatives AT tengfei comparativestudyofbridged124oxazolonesandtheirderivatives AT chenghuisun comparativestudyofbridged124oxazolonesandtheirderivatives AT chunlinhe comparativestudyofbridged124oxazolonesandtheirderivatives AT sipingpang comparativestudyofbridged124oxazolonesandtheirderivatives |