Zhou Zhen, Guo Rui, Chen Bolei, Wang Ling, Cao Huiming, Wei Cuiyun, Hu Ming, Zhan Yuhang, Li Shutao, Wang Yawei, Liang Yong
Hubei Key Laboratory of Environmental and Health Effects of Persistent Toxic Substances, School of Environment and Health, Jianghan University, Wuhan, 430056 P. R. China.
Hubei Hengxin Chemical Co., Ltd., Yingcheng, 432400 P. R. China.
Chem Res Chin Univ. 2023;39(3):408-414. doi: 10.1007/s40242-023-3030-4. Epub 2023 Apr 19.
Improving the technical performance of related industrial products is an efficient strategy to reducing the application quantities and environmental burden for toxic chemicals. A novel polyfluoroalkyl surfactant potassium 1,1,2,2,3,3,4,4-octafluoro-4-(perfluorobutoxy)butane-1-sulfonate(F404) was synthesized by a commercializable route. It had a surface tension(γ) of 18.2 mN/m at the critical micelle concentration(CMC, 1.04 g/L), significantly lower than that of perfluorooctane sulfonate(PFOS, 33.0 mN/m, 0.72 g/L), and exhibited remarkable suppression of chromium-fog at a dose half that of PFOS. The half maximal inhibitory concentration(IC) values in HepG2 cells and the lethal concentration of 50%(LC50) in zebrafish embryos after 72 hpf indicated a lower toxicity for F404 in comparison to PFOS. In a UV/sulphite system, 89.3% of F404 were decomposed after 3 h, representing a defluorination efficiency of 43%. The cleavage of the ether C-O bond during the decomposition would be expected to form a short chain·CF as the position of the ether C-O in the F404 fluorocarbon chains is C4-O5. The ether unit is introduced in the perfluoroalkyl chain to improve water solubility, biocompatibility and degradation, thereby minimizing the environmental burden.
Supplementary material is available in the online version of this article at 10.1007/s40242-023-3030-4.
提高相关工业产品的技术性能是减少有毒化学品使用量和环境负担的有效策略。通过一种可商业化的路线合成了一种新型的全氟烷基表面活性剂1,1,2,2,3,3,4,4-八氟-4-(全氟丁氧基)丁烷-1-磺酸钾(F404)。在临界胶束浓度(CMC, 1.04 g/L)下,其表面张力(γ)为18.2 mN/m,显著低于全氟辛烷磺酸(PFOS, 33.0 mN/m, 0.72 g/L),并且在剂量为PFOS一半时对铬雾有显著抑制作用。在HepG2细胞中的半数最大抑制浓度(IC)值以及在斑马鱼胚胎受精后72小时的半数致死浓度(LC50)表明,与PFOS相比,F404的毒性较低。在紫外/亚硫酸盐体系中,3小时后89.3%的F404被分解,脱氟效率为43%。由于F404碳氟链中醚C-O的位置是C4-O5,分解过程中醚C-O键的断裂预计会形成短链·CF。在全氟烷基链中引入醚单元以提高水溶性、生物相容性和降解性,从而将环境负担降至最低。
补充材料可在本文的在线版本中获取,链接为10.1007/s40242-023-3030-4。