Synthesis and characterization of 2-cetyl-3-20 keto acid(N-ethyl perfluorinated octyl sulfonamide) N-ethyl ester

Abstract

2-Cetyl-3-20 keto acid(N-ethyl perfluorinated octyl sulfonamide) N- ethyl ester was synthesized by the reaction of N-ethyl-N-hydroxyethyl perfluorinated octyl sulfonamide and alky ketene dimer. The experimental results show that the yield of products can be 89% when the molar ratio of perfluorinated octyl sulfonamide to ketene dimer is 1:1.1 and the reaction lasts about four hours at 80 °C. The structure of the product was characterized by FTIR and ¹HNMR. The product can dissolve in polar solvents such as NMP, DMAC, THF, DMSO, CHCl₃, and 10% weight-loss temperature measured by TGA is 202 °C.

Keywords

keto ester / N-ethyl-N-hydroxyethyl perfluorinated octyl sulfonamide / thermal performance

References

[1] Claesson P.M., Herder P.C., Berg J. M., . The State of Fluorocarbon Surfactant Monolayers at the Air-Water Interface and on Mica Surfaces[J]. Journal of Colloid and Interface Science, 1990, 136(2): 541-551.

[2] Kobayashi F., Yoshimura T., Esumi K. Interaction of Fluorocarbon-Modified (acrylic Acid) with a Cationic Fluorocarbon Surfactant[J]. Colloids and Surfaces A: Physicochemical and Engineering Aspects, 2003, 214: 271-278.

[3] Zhu B.-Y., Zhang P., Wang L., . An Investigation on the Mutual-Phobicity between Fluorocarbon and Hydrocarbon Surfactants by Atomic Force Microscopy[J]. Journal of Colloid and Interface Science, 1997, 185: 551-553.

[4] Varescon C., Manfredi A., Le Blane M., . Deviation from Molecular Diffusion Aging Model in Fluorocarbon Emulsions Stabilized by Perfluoroalkylated Surfactants[J]. Journal of Colloid and Interface Science, 1990, 137(2): 373-379.

[5] Le Roux J. D., Van Schalkwyk O. G. Incorpration of Fluorinated Surfactants into Polysulfone Films and Asymmetric Gas Separation Membranes[J]. J. Applied Polymer Science, 1999, 71: 163-175.