Synthesis and surface active properties of novel anionic surfactants with two short fluoroalkyl groups

• Published in: Journal of industrial and engineering chemistry (Seoul, Korea) Vol. 61; pp. 216 - 226
• Main Authors: Kang, Eun-kyung, Jung, Ga Young, Jung, Seon Hwa, Lee, Byung Min
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 25.05.2018; 한국공업화학회
• Subjects: Anionic surfactant; Surface activity; Synthesis; 화학공학; FT-IR; TLC; BS; Synthesis; T; HR-MS; F2F2-OH; IFT; CMC; GC; Surface activity; 1H NMR; TSI; 13C NMR; PFOA; Anionic surfactant; F2F3-OH; EPA; F2F2; F2F3; F3F3; F2F4; F4F4; F2F4C2; PFOS
• ISSN: 1226-086X; 1876-794X
• DOI: 10.1016/j.jiec.2017.12.019

[Display omitted] Fluorinated surfactants, especially perfluorooctanoic acid (PFOA) and its derivatives, are frequently used in many industries. However, they are harmful to human health and the environment. While surfactants with only short fluorocarbon chains have lower toxicity, their physical properties need improvement. In this study, we synthesized novel anionic fluorinated surfactants with two short fluorocarbon chains per molecule, using the condensation reaction of fluoroalcohol and fluoroalkyl glycidyl ether in two-step reactions, which are carried out under mild conditions with easy work-up procedures and high yield (>80%). The products were structurally characterized, and their performance as surfactants were systematically analyzed. The critical micelle concentrations of the final products were found to be low (0.31–1.15mmol/L), and their surface tension in 1% aqueous solution was within the range of 15.7–22.8mN/m. These results suggest that despite their short fluorocarbon chains, these new surfactants are valuable alternatives to PFOA and its derivatives.