Okamura H, Kitano S, Toyota S, Harino H, Thomas K V
Graduate School of Maritime Sciences, Kobe University, Kobe 658-0014, Japan.
Chemosphere. 2009 Mar;74(9):1275-8. doi: 10.1016/j.chemosphere.2008.11.014. Epub 2008 Dec 17.
Triphenylborane pyridine (TPBP) is an alternative to organotin antifouling compounds. This work aimed to identify the unknown Peak #1, and to evaluate the ecotoxicity of TPBP and its degradation products. Peak #1 was produced from TPBP dissolved in acetonitrile under UV-A photolysis using a high-pressure mercury lamp. The Peak #1 fraction was purified using two-step column chromatography from a TPBP-acetonitrile solution. The major compound of the fraction was identified as being biphenyl from the 1H NMR and 13C NMR spectra. The ecotoxicity of four degradation products (diphenylborane hydroxide, phenylborane dihydroxide, phenol, and biphenyl) and TPBP towards two marine planktons were assessed. The 48 h LC(50) values of the crustacean, Artemia salina, were 0.13 mg L(-1) for TPBP, 14 mg L(-1) for biphenyl, 17 mg L(-1) for phenol, and > 50 mg L(-1) for the other degradation products. The 72 h EC(50) values of the diatom, Skeletonema costatum, were 0.0022 mg L(-1) for TPBP, 1.2 mg L(-1) for biphenyl, and > 2 mg L(-1) for the other degradation products. Thus, the ecotoxicity of biphenyl and the other degradation products were not high compared to the parent compound, TPBP.
三苯基硼烷吡啶（TPBP）是有机锡防污化合物的替代品。这项工作旨在鉴定未知峰1，并评估TPBP及其降解产物的生态毒性。峰1是由溶解在乙腈中的TPBP在紫外-A光解条件下使用高压汞灯产生的。峰1馏分通过两步柱色谱法从TPBP-乙腈溶液中纯化得到。该馏分的主要化合物通过1H NMR和13C NMR光谱鉴定为联苯。评估了四种降解产物（二苯基硼烷氢氧化物、苯基硼烷二氢氧化物、苯酚和联苯）和TPBP对两种海洋浮游生物的生态毒性。甲壳类动物卤虫的48小时半数致死浓度（LC(50)）值，TPBP为0.13 mg L(-1)，联苯为14 mg L(-1)，苯酚为17 mg L(-1)，其他降解产物大于50 mg L(-1)。硅藻中肋骨条藻的72小时半数有效浓度（EC(50)）值，TPBP为0.0022 mg L(-1)，联苯为1.2 mg L(-1)，其他降解产物大于2 mg L(-1)。因此，与母体化合物TPBP相比，联苯和其他降解产物的生态毒性不高。
