Chemistry:3,3-Bis(azidomethyl)oxetane
From HandWiki
oxetane.svg)
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| Names | |
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| IUPAC name
3,3-bis(azidomethyl)oxetane
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| Identifiers | |
3D model (JSmol)
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| Abbreviations | BAMO |
PubChem CID
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| Properties | |
| C5H8N6O | |
| Molar mass | 168.160 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
3,3-Bis(azidomethyl)oxetane (BAMO) is a oxetane monomer used in energetic propellant binders and plasticizer.[1][2] It is frequently used as a copolymer to improve the physical properties of more commonly used polymers and to give them energetic properties.[3][1]
Preparation
BAMO is made by reacting BCMO with sodium azide in an alkaline solution. Tetrabutyl ammonium bromide is used as a phase-transfer catalyst in the reaction.[1]
PolyBAMO can be made by mixing boron trifluoride diethyl etherate and BAMO in trimethylolpropane. The polymerization of BAMO destroys the oxetane ring, but the azide groups remain intact.[4]
References
- ↑ 1.0 1.1 1.2 Pisharath, Sreekumar; Ang, How Ghee (2007). "Synthesis and thermal decomposition of GAP–Poly(BAMO) copolymer" (in en). Polymer Degradation and Stability 92 (7): 1365–1377. doi:10.1016/j.polymdegradstab.2007.03.016. https://linkinghub.elsevier.com/retrieve/pii/S0141391007000900.
- ↑ Lee, Young Joo; Tang, Ching-Jen; Kudva, Gautam; Litzinger, Thomas A. (1998). "Thermal Decomposition of 3,3'-Bis-Azidomethyl-Oxetane" (in en). Journal of Propulsion and Power 14 (1): 37–44. doi:10.2514/2.5263. ISSN 0748-4658. https://arc.aiaa.org/doi/10.2514/2.5263.
- ↑ Zhang, Chi; Li, Jie; Luo, Yunjun; Yan, Shi (2016-01-02). "Synthesis and thermal decomposition of 3,3'-bis-azidomethyl oxetane-3-azidomethyl-3'-methyl oxetane random copolymer" (in en). Soft Materials 14 (1): 9–14. doi:10.1080/1539445X.2015.1089904. ISSN 1539-445X. http://www.tandfonline.com/doi/full/10.1080/1539445X.2015.1089904.
- ↑ Nair, J. K.; Satpute, R. S.; Polke, B. G.; Mukundan, T.; Asthana, S. N.; Singh, Haridwar (2002-04-01). "Synthesis and Characterisation of Bis-azido Methyl Oxetane and its Polymer and Copolymer with Tetrahydrofuran". Defence Science Journal 52 (2): 147–156. doi:10.14429/dsj.52.2159. http://publications.drdo.gov.in/ojs/index.php/dsj/article/view/2159. Retrieved 2022-03-21.
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