Skip to main content
SpringerLink
Log in

Novel high phosphorus content phosphaphenanthrene-based efficient flame retardant additives for lithium-ion battery

  • Published:
Journal of Thermal Analysis and Calorimetry Aims and scope Submit manuscript

Abstract

The novel phosphate derivatives of phosphaphenanthrene with high-density phosphorus were synthesized and used as flame retardant additives for Li-ion batteries. The structures of compounds were characterized by 1H NMR, 13C NMR, 31P NMR, FT-IR, and HR-MS. The excellent thermal stability of compounds was ascertained by thermogravimetric analysis and differential scanning calorimetry. The compounds were added to conventional electrolytes as flame retardant additives and evaluated their ionic conductivity, electrochemical stability, self-extinguishing properties, and combustion performance. The results showed that the compound containing higher phosphorus content has efficient flame retardant properties.

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

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1
Scheme 2
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6

Similar content being viewed by others

References

  1. Tarascon JM, Armand M. Issues and challenges facing rechargeable lithium batteries. Nature. 2001;414:359–67.

    Article  CAS  Google Scholar 

  2. Broussely M, Archdele G. Li-ion batteries and portable power source prospects for the next 5–10 years. J Power Sources. 2004;136:386–94.

    Article  CAS  Google Scholar 

  3. Hong JS, Maleki H, Hallaj S, Al Redey L, Selman JR. Electrochemical calorimetric studies of lithium-ion cells. J Electrochem Soc. 1998;145:1489–501.

    Article  CAS  Google Scholar 

  4. Spotnitz R, Franklin J. Abuse behavior of high-power lithium-ion cells. J Power Sources. 2003;113:81–100.

    Article  CAS  Google Scholar 

  5. Kumar TP, Balakrishnan PG, Ramesh R. Safety mechanisms in lithium-ion batteries. J Power Sources. 2006;155:401–14.

    Article  Google Scholar 

  6. Shim EG, Nam TH, Kim JG, Kim HS, Moon SI. Effect of the concentration of diphenyloctyl phosphate as a flame-retarding additive on the electrochemical performance of lithium-ion batteries. Electrochim Acta. 2009;54:2276–83.

    Article  CAS  Google Scholar 

  7. Tsujikawa T, Yabuta K, Matsushita T, Matsushima T. Safety improvement of lithium ion batteries by fluorine compounds. J Power Sources. 2009;189:429–34.

    Article  CAS  Google Scholar 

  8. Xiang HF, Xu HY, Wang ZZ, Chen CH. Dimethyl methylphosphonate (DMMP) as an efficient flame retardant additive for the lithium-ion battery electrolytes. J Power Sources. 2007;173:562–4.

    Article  CAS  Google Scholar 

  9. Zhou D, Li W, Tan C, Zuo X, Huang Y. Cresyl diphenyl phosphate as flame retardant additive for lithium-ion batteries. J Power Sources. 2008;184:589–92.

    Article  CAS  Google Scholar 

  10. Zhang Q, Noguchi H, Wang H, Yoshio M, Otsuki M, Ogino T. Improved thermal stability of LiCoO2 by cyclotriphosphazene additives in lithium-ion batteries. Chem Lett. 2005;34:1012–3.

    Article  CAS  Google Scholar 

  11. Nam TH, Shim EG, Kim JG, Kim HS, Moon SI. Diphenyloctyl phosphate and tris(2,2,2-trifluoroethyl) phosphite as flame-retardant additives for Li-ion cell electrolytes at elevated temperature. J Power Sources. 2008;180:561–7.

    Article  CAS  Google Scholar 

  12. Guerfi A, Dontigny M, Charest P, Petitclerc M, Lagace M, Vijh A, Zaghib K. Improved electrolytes for Li-ion batteries: mixtures of ionic liquid and organic electrolyte with enhanced safety and electrochemical performance. J Power Sources. 2010;195:845–52.

    Article  CAS  Google Scholar 

  13. Xu K, Zhang SS, Allen JL, Jow TR. Nonflammable electrolytes for Li-ion batteries based on a fluorinated phosphate. J Electrochem Soc. 2002;149:A1079–82.

    Article  CAS  Google Scholar 

  14. Wang X, Song L, Xing W, Lu H, Hu Y. A effective flame retardant for epoxy resins based on poly(DOPO substituted dihydroxyl phenyl pentaerythritol diphosphonate). Mater Chem Phys. 2011;125:536–41.

    Article  CAS  Google Scholar 

  15. Koumlnig A, Kroke E. Methyl-DOPO—a new flame retardant for flexible polyurethane foam. Polym Adv Technol. 2011;22:5–13.

    Article  Google Scholar 

  16. Brehme S, Schartel B, Goebbels J, Fischer O, Pospiech D, Bykov Y, Doering M. Phosphorus polyester versus aluminium phosphinate in poly(butylene terephthalate) (PBT): flame retardancy performance and mechanisms. Polym Degrad Stab. 2011;96:875–84.

    Article  CAS  Google Scholar 

  17. Su H, Liu Z. The structure and thermal properties of novel DOPO-containing 1,3-benzoxazines. J Therm Anal Calorim. 2013;114:1207–15.

    Article  CAS  Google Scholar 

  18. Wang CS, Shieh JY. Synthesis and properties of epoxy resins containing 2-(6-oxid-6H-dibenz〈c,e〉〈1,2〉oxaphosphorin-6-yl)1,4-benzenediol. Polymer. 1998;39:5819.

    Article  CAS  Google Scholar 

  19. Fei ST, Allcock HR. Methoxyethoxyethoxyphosphazenes as ionic conductive fire retardant additives for lithium battery systems. J Power Sources. 2010;195:2082–8.

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The authors would like to thank the National Natural Science Foundation Committee of China for financial support to this work (No. 20732004).

Author information

Authors and Affiliations

  1. College of Chemistry and Molecular Engineering, Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, 450001, People’s Republic of China

    Jinyun Zheng, Xiao Li, Yujian Yu, Xiangming Feng & Yufen Zhao

  2. Department of Chemistry and Key Laboratory for Chemical Biology of Fujian Province, Xiamen University, Xiamen, 361005, People’s Republic of China

    Yufen Zhao

Authors
  1. Jinyun Zheng
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Xiao Li
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Yujian Yu
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Xiangming Feng
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Yufen Zhao
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Jinyun Zheng or Xiangming Feng.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Zheng, J., Li, X., Yu, Y. et al. Novel high phosphorus content phosphaphenanthrene-based efficient flame retardant additives for lithium-ion battery. J Therm Anal Calorim 117, 319–324 (2014). https://doi.org/10.1007/s10973-014-3679-5

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10973-014-3679-5

Keywords

Search

Navigation