3,3-Bis(azidomethyl)oxetane

3,3-Bis(azidomethyl)oxetane

3,3-Bis(azidomethyl)oxetane

Chemical compound

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]

Quick Facts Names, Identifiers ...

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. [1]
    Pisharath, Sreekumar; Ang, How Ghee (2007). "Synthesis and thermal decomposition of GAP–Poly(BAMO) copolymer". Polymer Degradation and Stability. 92 (7): 1365–1377. doi:10.1016/j.polymdegradstab.2007.03.016.
  2. [2]
    Lee, Young Joo; Tang, Ching-Jen; Kudva, Gautam; Litzinger, Thomas A. (1998). "Thermal Decomposition of 3,3'-Bis-Azidomethyl-Oxetane". Journal of Propulsion and Power. 14 (1): 37–44. doi:10.2514/2.5263. ISSN 0748-4658.
  3. [3]
    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". Soft Materials. 14 (1): 9–14. doi:10.1080/1539445X.2015.1089904. ISSN 1539-445X. S2CID 100659161.
  4. [4]
    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. S2CID 98035395. Archived from the original on 2020-09-28. Retrieved 2022-03-21.


Stub icon

This article about polymer science is a stub. You can help Wikipedia by expanding it.
Share this article:

This article uses material from the Wikipedia article 3,3-Bis(azidomethyl)oxetane, and is written by contributors. Text is available under a CC BY-SA 4.0 International License; additional terms may apply. Images, videos and audio are available under their respective licenses.