Adducts of the Zinc Salt of Dinitramic Acid
Herein, we describe the synthesis of coordination compounds starting from carbohydrazide ((H<sub>2</sub>NHN)<sub>2</sub>C=O (CHZ)) and the Zn<sup>2+</sup> salt of dinitramic acid (HDN), which are high-nitrogen substances that exhibit properties similar to those of...
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2022-12-01
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| Online Access: | https://www.mdpi.com/1996-1944/16/1/70 |
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| author | Sergey G. Il’yasov Vera S. Glukhacheva Dmitri S. Il’yasov Egor E. Zhukov Ilia V. Eltsov Andrey A. Nefedov Yuri V. Gatilov |
| author_facet | Sergey G. Il’yasov Vera S. Glukhacheva Dmitri S. Il’yasov Egor E. Zhukov Ilia V. Eltsov Andrey A. Nefedov Yuri V. Gatilov |
| author_sort | Sergey G. Il’yasov |
| collection | DOAJ |
| description | Herein, we describe the synthesis of coordination compounds starting from carbohydrazide ((H<sub>2</sub>NHN)<sub>2</sub>C=O (CHZ)) and the Zn<sup>2+</sup> salt of dinitramic acid (HDN), which are high-nitrogen substances that exhibit properties similar to those of a burning-rate inhibitor of pyrotechnic compositions. This study demonstrates that these compounds react with glyoxal to furnish adducts of metal–organic macrocyclic cages bearing the elements of carbohydrazide, complexing metals and the HDN anion, depending on the ratio of the starting reactants. The assembled macrocyclic cage has “host–guest” properties and is a safe container for the storage of HDN salts. X-ray crystallographic analysis of the resultant coordination compound, [Zn(chz)<sub>3</sub>(N(NO<sub>2</sub>)<sub>2</sub>)<sub>2</sub>]), indicated that the metal–ligand association occurs via the N and O atoms of carbohydrazide. The zinc salt of dinitramic acid, which is enclosed into adducts with a macrocycle, is thermally stable and insensitive to mechanical impacts. The complex zinc salt of dinitramide was shown herein to exhibit inhibitory activity towards the burning rate of pyrotechnic compositions. |
| first_indexed | 2024-03-11T09:56:00Z |
| format | Article |
| id | doaj.art-6ccf097ea83b4bc4bb0cb0f4adc7f749 |
| institution | Directory Open Access Journal |
| issn | 1996-1944 |
| language | English |
| last_indexed | 2024-03-11T09:56:00Z |
| publishDate | 2022-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Materials |
| spelling | doaj.art-6ccf097ea83b4bc4bb0cb0f4adc7f7492023-11-16T15:46:34ZengMDPI AGMaterials1996-19442022-12-011617010.3390/ma16010070Adducts of the Zinc Salt of Dinitramic AcidSergey G. Il’yasov0Vera S. Glukhacheva1Dmitri S. Il’yasov2Egor E. Zhukov3Ilia V. Eltsov4Andrey A. Nefedov5Yuri V. Gatilov6Institute for Problems of Chemical and Energetic Technologies, Siberian Branch of the Russian Academy of Sciences (IPCET SB RAS), 659322 Biysk, RussiaInstitute for Problems of Chemical and Energetic Technologies, Siberian Branch of the Russian Academy of Sciences (IPCET SB RAS), 659322 Biysk, RussiaInstitute for Problems of Chemical and Energetic Technologies, Siberian Branch of the Russian Academy of Sciences (IPCET SB RAS), 659322 Biysk, RussiaInstitute for Problems of Chemical and Energetic Technologies, Siberian Branch of the Russian Academy of Sciences (IPCET SB RAS), 659322 Biysk, RussiaDepartment of Organic Chemistry, Faculty of Natural Sciences, Novosibirsk State University, 630090 Novosibirsk, RussiaDepartment of Organic Chemistry, Faculty of Natural Sciences, Novosibirsk State University, 630090 Novosibirsk, RussiaDepartment of Physical Organic Chemistry (OPOC), Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences (NIOCh SB RAS), 630090 Novosibirsk, RussiaHerein, we describe the synthesis of coordination compounds starting from carbohydrazide ((H<sub>2</sub>NHN)<sub>2</sub>C=O (CHZ)) and the Zn<sup>2+</sup> salt of dinitramic acid (HDN), which are high-nitrogen substances that exhibit properties similar to those of a burning-rate inhibitor of pyrotechnic compositions. This study demonstrates that these compounds react with glyoxal to furnish adducts of metal–organic macrocyclic cages bearing the elements of carbohydrazide, complexing metals and the HDN anion, depending on the ratio of the starting reactants. The assembled macrocyclic cage has “host–guest” properties and is a safe container for the storage of HDN salts. X-ray crystallographic analysis of the resultant coordination compound, [Zn(chz)<sub>3</sub>(N(NO<sub>2</sub>)<sub>2</sub>)<sub>2</sub>]), indicated that the metal–ligand association occurs via the N and O atoms of carbohydrazide. The zinc salt of dinitramic acid, which is enclosed into adducts with a macrocycle, is thermally stable and insensitive to mechanical impacts. The complex zinc salt of dinitramide was shown herein to exhibit inhibitory activity towards the burning rate of pyrotechnic compositions.https://www.mdpi.com/1996-1944/16/1/70dinitramidecarbohydrazideglyoxaladductszinc (II)macrocycles |
| spellingShingle | Sergey G. Il’yasov Vera S. Glukhacheva Dmitri S. Il’yasov Egor E. Zhukov Ilia V. Eltsov Andrey A. Nefedov Yuri V. Gatilov Adducts of the Zinc Salt of Dinitramic Acid Materials dinitramide carbohydrazide glyoxal adducts zinc (II) macrocycles |
| title | Adducts of the Zinc Salt of Dinitramic Acid |
| title_full | Adducts of the Zinc Salt of Dinitramic Acid |
| title_fullStr | Adducts of the Zinc Salt of Dinitramic Acid |
| title_full_unstemmed | Adducts of the Zinc Salt of Dinitramic Acid |
| title_short | Adducts of the Zinc Salt of Dinitramic Acid |
| title_sort | adducts of the zinc salt of dinitramic acid |
| topic | dinitramide carbohydrazide glyoxal adducts zinc (II) macrocycles |
| url | https://www.mdpi.com/1996-1944/16/1/70 |
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