Predicting Partition Coefficients of Short-Chain Chlorinated Paraffin Congeners by COSMO-RS-Trained Fragment Contribution Models.
Predicting Partition Coefficients of Short-Chain Chlorinated Paraffin Congeners by COSMO-RS-Trained Fragment Contribution Models.
复制标题
通过 COSMO-RS 训练的片段贡献模型预测短链氯化石蜡同系物的分配系数。
DOI：
10.26434/chemrxiv.12525656
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发表时间：
2020
影响因子：
11.4
通讯作者：
J. Hammer
中科院分区：
文献类型：
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作者：
S. Endo;J. Hammer
氯化石蜡（CPs）是具有不同链长和氯化模式的多氯正构烷烃的高度复杂混合物。关于个别同系物的物理化学特性的知识有限，但需要了解其环境归宿和潜在风险。这项工作使用了一种复杂但耗时的基于量子化学的COSMO-RS方法和一种快速运行的碎片贡献方法，以便能够预测大量短链氯化石蜡同系物的分配系数。片段贡献模型（FCM）的开发使用的分子片段的长度高达C4的CP分子作为解释变量和COSMO-RS计算的分配系数作为训练数据。由此产生的燃料电池模型可快速提供COSMO-RS对短链氯化石蜡同系物的辛醇-水（Kow）、空气-水（Kaw）和辛醇-空气（Koa）分配系数的预测，其均方根误差的准确度为0.1-0.3对数单位。的FCM预测的Kow同意与实验值的个别宪法异构体在1个对数单位。计算了每种短链氯化石蜡同系物的分配系数分布，成功地再现了工业氯化石蜡混合物的实验辛醇/水分配系数对数范围。作为已开发的燃料电池模型的一个应用，绘制了预测的Kaw和Koa曲线，以评估每种短链氯化石蜡同系物的生物累积潜力。
Chlorinated paraffins (CPs) are highly complex mixtures of polychlorinated n-alkanes with differing chain lengths and chlorination patterns. Knowledge on physicochemical properties of individual congeners is limited but needed to understand their environmental fate and potential risks. This work used a sophisticated but time-demanding quantum chemically based method COSMO-RS and a fast-running fragment contribution approach to enable prediction of partition coefficients for a large number of short-chain chlorinated paraffin (SCCP) congeners. Fragment contribution models (FCMs) were developed using molecular fragments with a length of up to C4 in CP molecules as explanatory variables and COSMO-RS-calculated partition coefficients as training data. The resulting FCMs could quickly provide COSMO-RS predictions for octanol-water (Kow), air-water (Kaw), and octanol-air (Koa) partition coefficients of SCCP congeners with an accuracy of 0.1-0.3 log units root-mean-squared errors. The FCM predictions for Kow agreed with experimental values for individual constitutional isomers within 1 log unit. The distribution of partition coefficients for each SCCP congener group was computed, which successfully reproduced experimental log Kow ranges of industrial CP mixtures. As an application of the developed FCMs, the predicted Kaw and Koa were plotted to evaluate the bioaccumulation potential of each SCCP congener group.
使用 COSMotherm 和 GC 保留指数评估氯化石蜡的同类物特异性分配特性。
DOI：
--
发表时间：
2020
期刊：
影响因子：
--
作者：
Hammer J.;Endo S.
通讯作者：
Endo S.