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Synthesis, thermal property and hydrolytic degradation of a novel star-shaped hexa[p-(carbonylglycinomethylester)phenoxy]cyclotriphosphazene

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Abstract

A novel star-shaped cyclotriphosphazene substituted by glycinomethylesterphenoxy and its intermediates are synthesized from hexachlorocyclotriphosphazene (HCCP). The structures are characterized by 1H NMR, 13C NMR, 31P NMR, FTIR and elemental analysis. Their thermal properties are clarified by thermogravimetric analysis (TGA), differential scanning calorimentry (DSC) and FTIR, while hydrolytic degradation behaviour is studied with UV-vis spectrophotometer and by measuring the weight loss, and the phosphorus content of residue. According to hydrolysis behaviour of hexa[p-(carbonylglycinomethylester)phenoxy]cyclotriphosphazene (HGPCP) under different conditions, it is easy to hydrolyze in hydrochloric acid (pH 1.0) than in phosphate buffer (pH 7.4) at 37°C. And the sample hydrolytic degradation still remains at the stage of side groups’ break. The TGA data show that the thermal stability of the hexa[p-(aldehyde)phenoxy]cyclotriphosphazene (HAPCP), hexa[p-(carboxyl) phenoxy]cyclotriphosphazene (HCPCP) and HGPCP is so high that their char residues are 75%, 47% and 47% at 800°C, respectively, probably due to cross-linking between molecules.

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Authors and Affiliations

  1. Heilongjiang Key Laboratory of Molecular Design and Preparation of Flame Retarded Materials, College of Science, Northeast Forestry University, Harbin, 150040, China

    BaiChun Bing & Bin Li

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  1. BaiChun Bing
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  2. Bin Li
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Correspondence to Bin Li.

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Supported by the National Natural Science Foundation of China (Grant No. 20774016), and Heilongjiang Science Fund for Distinguished Young Scholars (Grant No. JC 04-06)

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Bing, B., Li, B. Synthesis, thermal property and hydrolytic degradation of a novel star-shaped hexa[p-(carbonylglycinomethylester)phenoxy]cyclotriphosphazene. Sci. China Ser. B-Chem. 52, 2186–2194 (2009). https://doi.org/10.1007/s11426-009-0159-z

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  • DOI: https://doi.org/10.1007/s11426-009-0159-z

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