Structural and Physicochemical Properties of a Polymerizable Surfactant Synthesized from N-Methylol Acrylamide

• Published in: Journal of surfactants and detergents Vol. 19; no. 2; pp. 405 - 412
• Main Authors: Tamer, Yasemin, Berber Yamak, Hale, Yıldırım, Hüseyin
• Format: Journal Article
• Language: English
• Published: Berlin/Heidelberg Springer Berlin Heidelberg 01.03.2016; Springer Nature B.V
• Subjects: Aquatic Pollution; Chemical synthesis; Chemistry; Chemistry and Materials Science; Critical micelle concentration (CMC); Fourier transforms; Hydrolysis; Industrial Chemistry/Chemical Engineering; Mass spectroscopy; Molecular structure; NMR; Nonionic surfactants; Nuclear magnetic resonance; N‐methylol acrylamide; Original Article; Physical Chemistry; Physicochemical properties; Polymer Sciences; Polymerizable nonionic surfactant; Polymerization; Solubility; Solvents; Surface tension; Surfaces and Interfaces; Surfactants; Thin Films; Waste Water Technology; Water Management; Water Pollution Control; Zeta potential; Critical micelle concentration (CMC); Surface tension; Polymerizable nonionic surfactant; methylol acrylamide; Physicochemical properties
• ISSN: 1097-3958; 1558-9293
• DOI: 10.1007/s11743-015-1785-4

A new polymerizable nonionic surfactant with reactive vinyl groups has been synthesized from N -methylol acrylamide using a two-step procedure. The structure of the surfactant molecule was characterized by Fourier transform infrared, 1 H nuclear magnetic resonance and mass spectroscopy. The surface active properties alongside its self-assembly properties were investigated by surface tension, electrical conductivity, and fluorescence spectroscopy measurements. As compared with other nonionic surfactants, this study showed that this polymerizable surfactant possesses slightly a higher critical micelle concentration (CMC) value and the surface tension value at CMC. The obtained CMC values were compatible among measurements, ca. 0.02–0.038 M. The evidence of micelle formation also provided by the zeta potential measurements and the obtained zeta potential values showed that the polymerizable surfactant solutions had limited stability. The hydrolysis stability and solubility of the polymerizable surfactant were also investigated. The solubility results have shown that it was soluble in polar solvents while insoluble in nonpolar solvents both at room temperature and 40 °C. The acidic and basic hydrolysis of the surfactant increased as the temperature increased and the hydrolysis stability was 180 min (basic medium) and 55 min (acidic medium) at 80 °C.