文献类型：期刊文献

英文题名：Synthesis, Surface Activity, and Antimicrobial Efficacy of Diaryliodonium Salt-Derived Amphiphiles

作者：Huang, Mengen[1];Xu, Shujia[1];Wu, Xunshen[1];Zhao, Min[2];Wang, Limin[1,3]

机构：[1]East China Univ Sci & Technol, Inst Fine Chem, Sch Chem & Mol Engn, Key Lab Adv Mat, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Chem & Mol Engn, 130 Meilong Rd, Shanghai 200237, Peoples R China;[3]Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China

年份：2018

卷号：21

期号：3

起止页码：323

外文期刊名：JOURNAL OF SURFACTANTS AND DETERGENTS

收录：;EI(收录号：20181605028587);WOS:【SCI-EXPANDED(收录号:WOS:000431007100004)】；

基金：This research was financially supported by the National Natural Science Foundation of China (21772039 and 21272069) and the Fundamental Research Funds for the Central Universities and Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences.

语种：英文

外文关键词：Diaryliodonium salt; Amphiphile; Antimicrobial agent; Kathon CG

摘要：Two sets of 19 amphiphiles derived from diaryliodonium salt in the form of 4-methylbenzenesulfonate salts and trifluoromethanesulfonate salts were synthesized in good yields through the oxidation of 17 different aryl iodides using oxone (potassium peroxymonosulfate) as the oxidation agent in Route I and meta-chloroperoxybenzoic acid as the oxidation agent in Routes II and III, followed by Friedel-Crafts reaction with (2-(2-(2-methoxyethoxy)ethoxy)ethoxy)benzene to obtain the target compounds (1-19). Their structures were characterized by H-1 nuclear magnetic resonance (NMR), C-13 NMR, and high-resolution mass spectrometry studies. Their surface activities were evaluated on the basis of surface tension and critical micelle concentration measurements by the Wilhelmy plate method at 25 degrees C. With their good water solubility, diaryliodonium salts (1-19) have excellent short-term bactericidal efficacy against Bacillus cereus in the concentration of 600 ppm at 20 degrees C. After compounding 1 or 18 with the broad-spectrum but skin-irritating antibacterial agent Kathon CG (methylchloroisothiazolinone in combination with methylisothiazolinone) in the ratio of 1:1 by mass, both formulations maintained lethality rate of >90% after 48 h.