QSPR-based estimation of the atmospheric persistence for chloronaphthalene congeners
QSPR-based estimation of the atmospheric persistence for chloronaphthalene congeners
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DOI：
10.1016/j.atmosenv.2008.04.048
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发表时间：
2008-09
影响因子：
5
通讯作者：
T. Puzyn;A. Mostrag;N. Suzuki;J. Falandysz
中科院分区：
文献类型：
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作者：
T. Puzyn;A. Mostrag;N. Suzuki;J. Falandysz
与OH自由基的气相反应是芳烃大气损失的主要过程。因此，我们使用根据这一机制得出的半衰期值（t1/2）来表征所有75种氯萘同系物的环境持久性和远距离大气迁移潜力。我们应用了《斯德哥尔摩公约》中的单介质LRAT标准（空气中t1/2>2天且蒸汽压<1000 Pa）。t1/2的值由稳健的和预测性的定量结构-性质关系（QPSR）模型估计。特定氯化萘同系物的平均半衰期如下：一氯化萘为2天，二氯化萘为5天，三氯化萘为10天，四氯化萘为19天，五氯化萘为39天，六氯化萘为79天，七氯化萘为163天，八氯化萘为343天。影响氯代萘持久性的主要因素是氯化程度和取代方式。具有-C（β）Cl-C（α）H-C-C（α）Cl-片段的同系物，其α氢和碳原子上的电子密度相对较低，其特征是半衰期明显低于单个同系物组中的其他化合物。
Gas phase reaction with OH radicals is the major atmospheric loss process for the aromatic hydrocarbons. Thus, we used the half-live values (t1/2) derived based on this mechanism for characterization of environmental persistence and long-range atmospheric transport (LRAT) potential of all 75 chloronaphthalene congeners (CNs). We applied the single-media LRAT criterion from the Stockholm Convention (t1/2in air>2 days and vapor pressure<1000Pa). The values of t1/2were estimated from a robust and predictive quantitative structure–property relationship (QPSR) model. The average half-lives for particular homologue groups of CNs were as following: 2 days for mono-CNs, 5 days for di-CNs, 10 days for tri-CNs, 19 days for tetra-CNs, 39 days for penta-CNs, 79 days for hexa-CNs, 163 days for hepta-CNs, and 343 days for octa-CN. Main factors affecting the persistence of chloronaphthalenes were the degree of chlorination and the substitution pattern. The congeners having the –C(β)Cl–C(α)H–C–C(α)Cl– fragment, in which relatively low electron density was observed on the α hydrogen and carbon atoms, were characterized by significantly lower half-lives than the rest of the compounds within the individual homologue groups.