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Article << Previous     |     Next >>   Contents Vol 67(11)

Synthesis of Flame-retardant Phosphaphenanthrene Derivatives with High Phosphorus Contents

Jinyun Zheng A C, Yujian Yu A, Lulu Zhang A, Xiaomin Zhen A and Yufen Zhao A B

A College of Chemistry and Molecular Engineering, Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou 450001, P. R. China.
B Department of Chemistry and Key Laboratory for Chemical Biology of Fujian Province, Xiamen University, Xiamen 361005, P. R. China.
C Corresponding author. Email: zhengjy@zzu.edu.cn

Australian Journal of Chemistry 67(11) 1688-1692 http://dx.doi.org/10.1071/CH13722
Submitted: 2 December 2013  Accepted: 18 March 2014   Published: 1 May 2014

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Two novel types of phosphate derivatives of phosphaphenanthrene with a high phosphorus content were prepared by phosphorylation reaction between either 2-(6-oxido-6H-dibenz<c,e><1,2>oxaphosphorin-6-yl)-methanol (ODOPM) or 2-(6-oxido-6H-dibenz<c,e><1,2>oxaphosphorin-6-yl)-1,4-benzenediol (ODOPB) and dialkyl phosphoryl chloride. The structures of all compounds were characterised by 1H NMR, 13C NMR, 31P NMR, Fourier transform infrared spectroscopy, and high-resolution mass spectrometry. The thermal stability of representative compounds was determined by thermal gravimetric analysis and differential scanning calorimetry. The results showed that the compounds have excellent resistance to oxidation, high thermal stability with an onset decomposition temperature above 200°C, and a high char yield over 25 %, owing to the high P content. The representative compound was added to conventional electrolytes of lithium-ion batteries as flame retardant additive, and the self-extinguishing time and ionic conductivity were measured. The result showed that the compounds have effective flame retardant properties.


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