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

IF 3.1 4区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Chemical Research in Chinese Universities Pub Date : 2023-01-01 Epub Date: 2023-04-19 DOI:10.1007/s40242-023-3030-4
Zhen Zhou, Rui Guo, Bolei Chen, Ling Wang, Huiming Cao, Cuiyun Wei, Ming Hu, Yuhang Zhan, Shutao Li, Yawei Wang, Yong Liang
{"title":"Development of a Completely New PFOS Alternative with Lower Surface Tension for Minimizing the Environmental Burden.","authors":"Zhen Zhou, Rui Guo, Bolei Chen, Ling Wang, Huiming Cao, Cuiyun Wei, Ming Hu, Yuhang Zhan, Shutao Li, Yawei Wang, Yong Liang","doi":"10.1007/s40242-023-3030-4","DOIUrl":null,"url":null,"abstract":"<p><p>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, <i>ca.</i> 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<sub>50</sub>) 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·C<sub>4</sub>F<sub>9</sub> 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.</p><p><strong>Electronic supplementary material: </strong>Supplementary material is available in the online version of this article at 10.1007/s40242-023-3030-4.</p>","PeriodicalId":9785,"journal":{"name":"Chemical Research in Chinese Universities","volume":"39 3","pages":"408-414"},"PeriodicalIF":3.1000,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10115474/pdf/","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemical Research in Chinese Universities","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1007/s40242-023-3030-4","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2023/4/19 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

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.

Electronic supplementary material: Supplementary material is available in the online version of this article at 10.1007/s40242-023-3030-4.

Abstract Image

开发一种具有较低表面张力的全新全氟辛烷磺酸替代品,以最大限度地减少环境负担。
提高相关工业产品的技术性能是减少有毒化学品应用量和环境负担的有效策略。采用商业化路线合成了一种新型的多氟烷基表面活性剂1,1,2,2,3,4,4-八氟-4-(全氟丁氧基)丁烷-1-磺酸钾(F404)。在临界胶束浓度(CMC,1.04g/L)下,它的表面张力(γ)为18.2mN/m,显著低于全氟辛烷磺酸(PFOS,约33.0mN/m,0.72g/L),并且在剂量为PFOS一半时对铬雾表现出显著的抑制作用。HepG2细胞中的半数最大抑制浓度(IC50)值和72 hpf后斑马鱼胚胎中50%的致死浓度(LC50)表明,与全氟辛烷磺酸相比,F404的毒性较低。在UV/亚硫酸盐体系中,89.3%的F404在3小时后分解,代表43%的脱氟效率。分解过程中醚C-O键的断裂预计将形成短链·C4F9,因为醚C-O在F404氟碳链中的位置为C4-O5。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,从而最大限度地减少环境负担。电子补充材料:补充材料可在本文的在线版本中获得,网址为10.1007/s40242-023-3030-4。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
CiteScore
5.30
自引率
6.50%
发文量
152
审稿时长
3.0 months
期刊介绍: The journal publishes research articles, letters/communications and reviews written by faculty members, researchers and postgraduates in universities, colleges and research institutes all over China and overseas. It reports the latest and most creative results of important fundamental research in all aspects of chemistry and of developments with significant consequences across subdisciplines. Main research areas include (but are not limited to): Organic chemistry (synthesis, characterization, and application); Inorganic chemistry (bio-inorganic chemistry, inorganic material chemistry); Analytical chemistry (especially chemometrics and the application of instrumental analysis and spectroscopy); Physical chemistry (mechanisms, catalysis, thermodynamics and dynamics); Polymer chemistry and polymer physics (mechanisms, material, catalysis, thermodynamics and dynamics); Quantum chemistry (quantum mechanical theory, quantum partition function, quantum statistical mechanics); Biochemistry; Biochemical engineering; Medicinal chemistry; Nanoscience (nanochemistry, nanomaterials).
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信