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Estimation of thermal decomposition temperatures of organic peroxides by means of novel local and global descriptors

利用新颖的局部及全局分子描述符估算有机过氧化物的热分解温度

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Abstract

The thermal decomposition temperature is one of the most important parameters to evaluate fire hazard of organic peroxide. A quantitative structure-property relationship model was proposed for estimating the thermal decomposition temperatures of organic peroxides. The entire set of 38 organic peroxides was at random divided into a training set for model development and a prediction set for external model validation. The novel local molecular descriptors of AT1, AT2, AT3, AT4, AT5, AT6 and global molecular descriptor of ATC have been proposed in order to character organic peroxides’ molecular structures. An accurate quantitative structure-property relationship (QSPR) equation is developed for the thermal decomposition temperatures of organic peroxides. The statistical results showed that the QSPR model was obtained using the multiple linear regression (MLR) method with correlation coefficient (R), standard deviation (S), leave-one-out validation correlation coefficient (RCV) values of 0.9795, 6.5676 °C and 0.9328, respectively. The average absolute relative deviation (AARD) is only 3.86% for the experimental values. Model test by internal leave-one-out cross validation and external validation and molecular descriptor interpretation were discussed. Comparison with literature results demonstrated that novel local and global descriptors were useful molecular descriptors for predicting the thermal decomposition temperatures of organic peroxides.

摘要

热分解温度是评估有机过氧化物火灾危险程度最重要的参数之一。本文提出一种估算有机过氧 化物热分解温度的定量新方法。38 种有机过氧化物被随机分为训练集和测试集, 分子局部描述符AT1, AT2, AT3, AT4, AT5, AT6 和全局描述符ATC 表征分子结构特征。建立了一个准确的估算有机过氧化物热 分解温度的定量构效关系模型, 多元线性关系模型的相关系数、标准偏差和留一法检验的相关系数分 别为0.9795, 6.5676 °C 和 0.9328, 预测结果的平均相对误差仅为3.86%。模型稳定性采用留一法和外 检验进行验证, 分子结构参数对有机过氧化物的热分解温度的影响进行合理的解释。与相关文献结果 比较表明利用分子局部描述符AT1, AT2, AT3, AT4, AT5, AT6 和全局描述符ATC 建立定量构效关系方法估 算有机过氧化物的热分解温度是一种有效的方法。

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Authors and Affiliations

  1. School of Chemistry and Biological Engineering, Hunan Provincial Key Laboratory of Materials Protection for Electric Power and Transportation, Changsha University of Science and Technology, Changsha, 410114, China

    Yi-min Dai  (戴益民), Lan-li Niu  (牛兰利), Jia-qi Zou  (邹佳祁), Dan-yang Liu  (刘丹阳) & Hui Liu  (刘辉)

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  1. Yi-min Dai  (戴益民)
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  2. Lan-li Niu  (牛兰利)
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  3. Jia-qi Zou  (邹佳祁)
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  4. Dan-yang Liu  (刘丹阳)
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  5. Hui Liu  (刘辉)
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Correspondence to Yi-min Dai  (戴益民).

Additional information

Foundation item: Project(2015SK20823) supported by Science and Technology Project of Hunan Province, China; Project(15A001) supported by Scientific Research Fund of Hunan Provincial Education Department, China; Project(2017CL06) supported by Hunan Provincial Key Laboratory of Materials Protection for Electric Power and Transportation, China; Project(k1403029-11) supported by Science and Technology Project of Changsha City, China; Project(CX2015B372) supported by the Hunan Provincial Innovation Foundation for Postgraduate, China

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Dai, Ym., Niu, Ll., Zou, Jq. et al. Estimation of thermal decomposition temperatures of organic peroxides by means of novel local and global descriptors. J. Cent. South Univ. 25, 1535–1544 (2018). https://doi.org/10.1007/s11771-018-3846-0

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  • DOI: https://doi.org/10.1007/s11771-018-3846-0

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