Chemical characteristics, leaching, and stability of the ubiquitous tire rubber-derived toxicant 6PPD-quinone,Environmental Science: Processes & Impacts

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Chemical characteristics, leaching, and stability of the ubiquitous tire rubber-derived toxicant 6PPD-quinone
Environmental Science: Processes & Impacts ( IF 4.3 ) Pub Date : 2023-03-28 , DOI: 10.1039/d3em00047h
Ximin Hu _{1,

2} , Haoqi Nina Zhao _{1,

2} , Zhenyu Tian _{1,

3} , Katherine T Peter _{1,

3} , Michael C Dodd ₂ , Edward P Kolodziej _{1,

2,

3}

Affiliation

We here report chemical characteristics relevant to the fate and transport of the recently discovered environmental toxicant 6PPD-quinone (2-((4-methylpentan-2-yl)amino)-5-(phenylamino)cyclohexa-2,5-diene-1,4-dione or “6PPDQ”). 6PPDQ is a transformation product of the tire rubber antioxidant 6PPD that is ubiquitous in roadway environments, including atmospheric particulate matter, soils, runoff, and receiving waters, after dispersal from tire rubber use and wear on roadways. The aqueous solubility and octanol–water partitioning coefficient (i.e. log K_OW) for 6PPDQ were measured to be 38 ± 10 μg L⁻¹ and 4.30 ± 0.02, respectively. Within the context of analytical measurement and laboratory processing, sorption to various laboratory materials was evaluated, indicating that glass was largely inert but loss of 6PPDQ to other materials was common. Aqueous leaching simulations from tire tread wear particles (TWPs) indicated short term release of ∼5.2 μg 6PPDQ per gram TWP over 6 h under flow-through conditions. Aqueous stability tests observed a slight-to-moderate loss of 6PPDQ over 47 days (26 ± 3% loss) for pH 5, 7 and 9. These measured physicochemical properties suggest that 6PPDQ is generally poorly soluble but fairly stable over short time periods in simple aqueous systems. 6PPDQ can also leach readily from TWPs for subsequent environmental transport, posing high potential for adverse effects in local aquatic environments.

中文翻译：

普遍存在的轮胎橡胶毒物 6PPD-醌的化学特性、浸出和稳定性

我们在此报告与最近发现的环境毒物 6PPD-quinone (2-((4-methylpentan-2-yl)amino)-5-(pheniamino)cyclohexa-2,5-diene-1 ,4-二酮或“6PPDQ”）。 6PPDQ 是轮胎橡胶防老剂 6PPD 的转化产物，6PPD 因轮胎橡胶使用和道路磨损而扩散后，普遍存在于道路环境中，包括大气颗粒物、土壤、径流和受纳水体中。测得6PPDQ的水溶解度和辛醇-水分配系数（即log K _OW ）分别为38 ± 10 μg L ^-1和4.30 ± 0.02。在分析测量和实验室处理的背景下，对各种实验室材料的吸附进行了评估，表明玻璃基本上是惰性的，但 6PPDQ 损失到其他材料上是常见的。轮胎胎面磨损颗粒 (TWP) 的水浸模拟表明，在流通条件下，每克 TWP 在 6 小时内会短期释放 ∼5.2 μg 6PPDQ。水稳定性测试观察到，在 pH 5、7 和 9 的条件下，47 天内 6PPDQ 会轻微至中度损失（损失 26 ± 3%）。这些测量的理化性质表明，6PPDQ 通常溶解性较差，但在短时间内相当稳定。简单的水系统。 6PPDQ 还可以很容易地从 TWP 中浸出，用于随后的环境迁移，对当地水生环境造成很大的不利影响。

更新日期：2023-03-28

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