Skip to main content

Azido Nitrates

  • Chapter
  • First Online:
Nitrate Esters Chemistry and Technology
  • 662 Accesses

Abstract

Azido nitrate, with both nitrate and azido (–N3) groups on different positions, is a new energetic material (Liu (2015) Liquid explosives, [1]), which was mainly used as adhesive and energetic plasticizer currently. Since 1864, scientists have done a large number of studies on structures, properties, syntheses, and applications of azide and azido nitrate (Shao (1997) Study of one-time detonation FAE, [2]).

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 129.00
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Hardcover Book
USD 169.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

References

  1. Liu JP (2015) Liquid explosives. Springer Press

    Google Scholar 

  2. Shao L (1997) Study of one-time detonation FAE. Beijing Institute of University

    Google Scholar 

  3. Zhang HD (1998) Preparation of FAE. Beijing Institute of University

    Google Scholar 

  4. Tian D, Zhao F, Liu J (2011) Handbook of energetic materials and the related compounds. National Defense Industry Press, Beijing

    Google Scholar 

  5. Chen Z, Zheng H, Wang S et al (2007) Status and advance of azide energetic binders. Chem Def Ships 2:1–5

    Google Scholar 

  6. Herber RH, Cheng HS (1969) Inorg Chem 8:2145

    Article  CAS  Google Scholar 

  7. Huheey JE (1966) J Phys Chem 70:2086

    Article  CAS  Google Scholar 

  8. Treinin A (1971) The chemistry of the azido group, Chaper 1. NewYouk 10(6):6–8

    Google Scholar 

  9. Huang PC (1981) The polarization of ions in metal azides and its influence on the properties of azides. J Beijing Univ Technol 2:37–43

    Google Scholar 

  10. Edgar R, Wilson X, Frankel B (1985) Synthesis of novel energetic compounds. Azido derivatives of pentaerythritol 50(17):3211–3212

    Google Scholar 

  11. Liu Z, Liu Y, Zhao F et al (2003) Thermal decomposition kinetics of PDADN-RDX-CMDB propellant at high pressure. In: Proceedings of the NATAS annual conference on thermal analysis and applications

    Google Scholar 

  12. Wang J, Li SF, Zhang XH et al (2001) Effect of azido nitrate on combustion behaviour of nitram in modified double base propellant. Chin J Explos Propellants 24(2):22–25

    Google Scholar 

  13. Wang LL, Tang H, Zhang X (2010) Advance on the synthesis and application of organic azides. Application of organic azides in organic synthesis (1). Sci Technol Chem Indus 18(2):54–58

    Google Scholar 

  14. Yoo EJ, Ahlquist M, Kim SH et al (2006) Copper-catalyzed synthesis of N-Sulfonyl-1,2,3-triazoles: controlling selectivity. Angew Chem Inter Ed 46(10):1730–1733

    Article  Google Scholar 

  15. Adamo I, Benedetti F, Berti F et al (2003) Unexpected 1,2,3-triazole formation in the reaction of diethylaluminum azide with α-amino-α, β-unsaturated ketones. Tetrahedron Lett 44(51):9095–9097

    Article  CAS  Google Scholar 

  16. Huang Y, Zhang Y, Wang Y (1997) Facile reduction of azides to the corresponding amines with metallic samarium and catalytic amount of lodine. Tetrahedron Lett 38(6):1065–1066

    Article  CAS  Google Scholar 

  17. Roy UK, Roy S (2006) SnCl2 mediated efficient N, N-dialkylation of azides to tertiary-amine via potential stannaimine intermediate. J Organomet Chem 691(8):1525–1530

    Article  CAS  Google Scholar 

  18. Lukina TV, Sviridov SI, Shorshnev SV et al (2005) Intramolecular [2+ 3]-addition of an azide to a C = C double bond as a novel approach to piperazines. Tetrahedron Lett 46(7):1205–1207

    Article  CAS  Google Scholar 

  19. Von E, Doering W, Odum RA (1966) Ring enlargement in the photolysis of phenyl azide. Tetrahedron 22(1):81–93

    Article  Google Scholar 

  20. Eisfeld W, Slany M, Bergstraβer U et al (1994) Ring enlargement of phosphatriafulvenes with azides to 1H-2-iminophosphetes. Tetrahedron Lett 35(10):1527–1530

    Article  CAS  Google Scholar 

  21. Yan M, Ren J (2005) Covalent immobilization of propylene thin film. Mater Chem 15(4):523–527

    Article  Google Scholar 

  22. Zhu A, Zhang M, Hua J et al (2002) Covalent immobilization of chitosan/ heparin complex with a photosensitive hetero-bifunctional crosslinking reagent on PLA surface. Biomaterials 23(23):4657–4665

    Google Scholar 

  23. Hicke H, Bohme P, Becker M et al (1996) Immobilization of enzymes onto modified polyacrylonitrile membranes: application of the acryazide method. J Appl Polym Sci 60(8):1147–1161

    Article  CAS  Google Scholar 

  24. Weng YJ, Ren JR, Huang N et al (2008) Surface engineering of TiO films by photochemical immobilizati on of gelatin. Mater Sci Eng 28(8):1495–1500

    Article  CAS  Google Scholar 

  25. Mehdinia A, Kazemi HS, Bathaie ZS et al (2008) Electrochemical studies of DNA immobilization onto the azide-terminated monolayers and its interaction with taxol. Anal Biochem. 375(2):331–338

    Article  CAS  Google Scholar 

  26. Boaen NK, Hillmyer MA (2005) Post-polymerization functionalization of polyolefins. Chem Soc Rev 34(3):267–275

    Google Scholar 

  27. Appukkut TP, De Hae NW, Foking VV et al (2004) A microwave assisted click chemistry synthesis of 1,4-disubstituted 1,2,3-triazoles via a copper (I) catalyzed three component reaction. Org Lett 6:4223–4225

    Article  Google Scholar 

  28. Orgueira HA, Fokas D, Isome Y et al (2005) Regioselective synthesis of [1,2,3]-triazoles catalyzed by Cu(I) generated in situ from Cu(0) nanosize activated powder and amine hydrochloride salts. Tetrahedron Lett 46(16):2911–2914

    Article  CAS  Google Scholar 

  29. Kamijos J, Yamamoto Y (2004) Four-component coupling reactions of silylacetylenes, allylcarbonates, and trim-ethylsilylazide catalyzed by a Pd(0)-Cu(I) bimetalliccatalyst. Fully substitued triazole synthesis from seemingly in-ternal alkynes. Tetrahedron Lett 45:689–691

    Article  Google Scholar 

  30. Zhang LL, Chen X, Xue P et al (2005) Ruthenium-catalyzed cycloaddition of alkynes and organicazides. J Am Chem Soc 127:15998–15999

    Article  CAS  Google Scholar 

  31. Molteni G, Ponti A (2006) Regioselectivity of arylazide cycloaddition to methyl propiolate in aqueous media: experimental evidence versus local DFT HSAB principle. General Papers 16:49–56

    Google Scholar 

  32. Krasiat C, Steinke JHG (2002) Formation of oligotriazolescatalysed by cucurbituril. Chem Common 7(1):22–23

    Article  Google Scholar 

  33. Diaz DD, Punna S, Holzerp P et al (2004) Click chemistry in materials synthesis. 1. Adhesive polymers from copper-catalyzed azide-alkyne cycloaddition. Polym Sci Part A Polym Chem 42:4392–4403

    Article  CAS  Google Scholar 

  34. Vora A, Singh K, Webste DC (2009) A new approach to 3-miktoarm star polymers using a combination of reversible addition-fragmentation transfer (RAFT) and ring-opening. Polymerization (ROP) via Click chemistry. Polymer 15(13):2768–2774

    Google Scholar 

  35. Goldmann AS, Walther A, Nebhani Leena et al (2009) Surface modification of poly(divinylbenzene). Microspheres via thiolene chemistry and alkyne-azide click reactions. Macromolecules 42:3707–3714

    Article  CAS  Google Scholar 

  36. Xiao H, Li Y (1994) Study on inductance and conductivity of alkali metal and heavy metal azide. J Phys Chem 10(3):235–240

    Google Scholar 

  37. Zhou ZM, Chen BR (1996) Synthesis and properties of some organic azido compounds. J Energ Mater 4(2):49–55

    CAS  Google Scholar 

  38. Li Y, Li Y (1998) Azido reaction and its application in explosives synthesis. J North China Inst Technol 19(1):40–44

    CAS  Google Scholar 

  39. Liu JP, Zhang J, Shao L (2009) Preparation of azide alkane compounds. ZL200610056342. 0. 0. China patent

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Jiping Liu .

Rights and permissions

Reprints and permissions

Copyright information

© 2019 Springer Nature Singapore Pte Ltd.

About this chapter

Check for updates. Verify currency and authenticity via CrossMark

Cite this chapter

Liu, J. (2019). Azido Nitrates. In: Nitrate Esters Chemistry and Technology. Springer, Singapore. https://doi.org/10.1007/978-981-13-6647-5_9

Download citation

Publish with us

Policies and ethics