Diphenylamine derivatives are widely used as antioxidant additives in vehicle engine oils, commercial/industrial lubricants, and products composed of rubber. Their presence in the environment results primarily from human activity, and there are no known environmental measurements of these substances in any media. In this study, 17 components of three diphenylamine substances, 2-propanone, reaction products with diphenylamine (PREPOD), 1,4-benzenediamine, N,N′-mixed phenyl and tolyl derivatives (BENPAT), and benzenamine, N-phenyl-, reaction products with styrene and 2,4,4-trimethylpentene (BNST), were identified and quantified from their associated technical mixtures by Fourier transform ion cyclotron resonance mass spectrometry and flame ionization detection, and a method was developed for the determination of their presence in wastewater, biosolids, and sediment samples using gas chromatography-tandem triple-quadrupole mass spectrometry. The methods were applied to the analysis of influent, effluent, and biosolid samples, and the sums of all of the diphenylamine derivative components were 58.3–72 ng L^–1, 1.48–27.1 ng L^–1, and 226–1202 ng (g of dry weight)⁻¹, respectively. Nine sediment samples collected in Ontario, Canada, contained the sum concentrations of the target compounds ranging from 1 to 1000 ng (g of dry weight)⁻¹. To the best of our knowledge, this is the first work to report PREPOD, BENPAT, and BNST compounds in environmental samples.

中文翻译：

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废水/生物固体和沉积物中二苯胺抗氧化剂的测定

二苯胺衍生物广泛用作车辆发动机油，商业/工业润滑剂和橡胶制品中的抗氧化剂。它们在环境中的存在主要是由于人类活动造成的，在任何介质中都没有已知的这些物质的环境测量值。在这项研究中，三种二苯胺物质，2-丙酮，与二苯胺（PREPOD），1,4-苯二胺，N，N'-混合的苯基和甲苯基衍生物（BENPAT）和苯甲胺，N苯乙烯和2,4,4-三甲基戊烯（BNST）的反应产物-苯基-，通过傅里叶变换离子回旋共振质谱和火焰电离检测从其相关的技术混合物中进行鉴定和定量，并开发了一种测定方法气相色谱-串联三重四极杆质谱仪分析废水，生物固体和沉积物样品中它们的存在。该方法应用于流入，流出物，和生物固体样品的分析，并且所有的二苯胺衍生物组分的总和为58.3-72纳克大号^-1，1.48-27.1纳克大号^-1，和226-1202纳克（克的干重）^-1， 分别。在加拿大安大略省收集的九个沉积物样品中，目标化合物的总浓度为1至1000 ng（干重g）^-1。据我们所知，这是报告环境样品中PREPOD，BENPAT和BNST化合物的第一项工作。