Development of a Completely New PFOS Alternative with Lower Surface Tension for Minimizing the Environmental Burden

doi:10.1007/s40242-023-3030-4

高等学校化学研究 ›› 2023, Vol. 39 ›› Issue (3): 408-414.doi: 10.1007/s40242-023-3030-4

Development of a Completely New PFOS Alternative with Lower Surface Tension for Minimizing the Environmental Burden

Zhen Zhou¹, Rui Guo¹, Bolei Chen¹, Ling Wang¹, Huiming Cao¹, Cuiyun Wei¹, Ming Hu¹, Yuhang Zhan¹, Shutao Li², Yawei Wang^1,3, Yong Liang¹

1. Hubei Key Laboratory of Environmental and Health Effects of Persistent Toxic Substances, School of Environment and Health, Jianghan University, Wuhan, 430056, P. R. China;
2. Hubei Hengxin Chemical Co., Ltd., Yingcheng, 432400, P. R. China;
3. State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing, 100085, P. R. China

收稿日期:2023-02-14 发布日期:2023-05-25
通讯作者: Yong Liang E-mail:ly76@263.net
基金资助:
This work was supported by the National Natural Science Foundation of China(Nos.21707049, 21507044, 21806058, 21906069, 21477049) and the China Postdoctoral Science Foundation(No.2019M660185).

Development of a Completely New PFOS Alternative with Lower Surface Tension for Minimizing the Environmental Burden

ZHOU Zhen, GUO Rui, CHEN Bolei, WANG Ling, CAO Huiming, WEI Cuiyun, HU Ming, ZHAN Yuhang, LI Shutao, WANG Yawei, LIANG Yong

1. Hubei Key Laboratory of Environmental and Health Effects of Persistent Toxic Substances, School of Environment and Health, Jianghan University, Wuhan, 430056, P. R. China;
2. Hubei Hengxin Chemical Co., Ltd., Yingcheng, 432400, P. R. China;
3. State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing, 100085, P. R. China

Received:2023-02-14 Published:2023-05-25
Contact: Yong Liang E-mail:ly76@263.net
Supported by:
This work was supported by the National Natural Science Foundation of China(Nos.21707049, 21507044, 21806058, 21906069, 21477049) and the China Postdoctoral Science Foundation(No.2019M660185).

摘要/Abstract

摘要： 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, ca. 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(IC₅₀) 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·C₄F₉ 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.

关键词: Perfluorooctane sulfonate(PFOS), Surface tension, Chromium-fog inhibitor, Perfluoropolyether

Abstract: 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, ca. 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(IC₅₀) 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·C₄F₉ 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.

Key words: Perfluorooctane sulfonate(PFOS), Surface tension, Chromium-fog inhibitor, Perfluoropolyether

Zhen Zhou, Rui Guo, Bolei Chen, Ling Wang, Huiming Cao, Cuiyun Wei, Ming Hu, Yuhang Zhan, Shutao Li, Yawei Wang, Yong Liang. Development of a Completely New PFOS Alternative with Lower Surface Tension for Minimizing the Environmental Burden[J]. 高等学校化学研究, 2023, 39(3): 408-414.

ZHOU Zhen, GUO Rui, CHEN Bolei, WANG Ling, CAO Huiming, WEI Cuiyun, HU Ming, ZHAN Yuhang, LI Shutao, WANG Yawei, LIANG Yong. Development of a Completely New PFOS Alternative with Lower Surface Tension for Minimizing the Environmental Burden[J]. Chemical Research in Chinese Universities, 2023, 39(3): 408-414.

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Development of a Completely New PFOS Alternative with Lower Surface Tension for Minimizing the Environmental Burden

Development of a Completely New PFOS Alternative with Lower Surface Tension for Minimizing the Environmental Burden

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