De Nola G, Kibby J, Mazurek W
Defence Science and Technology Organisation, Department of Defence, 506 Lorimer Street, Fishermans Bend, Melbourne, Victoria 3207, Australia.
J Chromatogr A. 2008 Jul 25;1200(2):211-6. doi: 10.1016/j.chroma.2008.05.035. Epub 2008 May 22.
Tricresyl phosphate (TCP) is used as an anti-wear additive in aircraft turbine engine oil. Concerns about its toxicity are largely based on the tri-o-cresyl phosphate isomer content. However, the presence of other and more toxic isomers has been previously suggested. In this work, the structural isomers of TCP have been determined by two methods (experimental and semi-theoretical). First, the TCP isomers were separated by gas chromatography (GC) and identified by mass spectrometry (MS). Second, after base cleavage of TCP, GC was used to quantify the cresol precursors. These results were used to calculate the TCP isomer distribution based on the assumption of a statistical distribution of the TCP isomers. The results from the two determinations showed reasonable agreement for three of the four oils studied. The o-cresyl isomers were found to be present almost exclusively as the more toxic mono-o-cresyl isomers in the concentration range 13-150 mg/L. The ability to analyse for the mono-o-cresyl isomers allows the toxicity of TCP to be based on the latter isomers rather than on the less toxic tri-o-cresyl phosphate isomer.
磷酸三甲苯酯(TCP)被用作航空涡轮发动机油中的抗磨添加剂。对其毒性的担忧主要基于磷酸三邻甲苯酯异构体的含量。然而,此前有人提出存在其他毒性更强的异构体。在这项工作中,通过两种方法(实验法和半理论法)确定了TCP的结构异构体。首先,通过气相色谱(GC)分离TCP异构体,并通过质谱(MS)进行鉴定。其次,在TCP进行碱裂解后,使用GC对甲酚前体进行定量。基于TCP异构体的统计分布假设,这些结果被用于计算TCP异构体分布。在所研究的四种油中的三种中,两种测定结果显示出合理的一致性。在13 - 150 mg/L的浓度范围内,邻甲酚异构体几乎全部以毒性更强的单邻甲酚异构体形式存在。分析单邻甲酚异构体的能力使得TCP的毒性可以基于后一种异构体,而不是毒性较小的磷酸三邻甲苯酯异构体。