14933-09-6Relevant academic research and scientific papers
Surface and Antimicrobial Activity of Sulfobetaines
Wieczorek, Daria,Gwiazdowska, Daniela,Staszak, Katarzyna,Chen, Ying-Lien,Shen, Tang-Long
, p. 813 - 822 (2016/07/06)
Sulfobetaines belong to the group of zwitterionic surfactants. They are electroneutral salts, which have in the same molecule, two ionic centers with different charge. Due to the specific structure they exhibit excellent properties such as good solubility in water and detergency. In this paper we present surface properties and adsorption parameters of sulfobetaines in water/air systems. From the adsorption isotherms the CMC value, the surface tension and surface pressure at the CMC as well as the efficiency of adsorption were determined. Physicochemical analyses of the data allowed for the further description of adsorption process. Results showed that sulfobetaines exhibit good surface properties especially low CMC and p20 values. Additionally the antimicrobial activity of sulfobetaines solutions against gram-positive and gram-negative bacteria were tested by the well-diffusion method. MIC values and growth kinetics were determined by microdilution method. Antimicrobial assays demonstrated that sulfobetaines can be good antibacterial agents, but the activity of surfactants strongly depends on alkyl chain length.
Room temperature deep eutectic solvents of (1S)-(+)-10-camphorsulfonic acid and sulfobetaines: Hydrogen bond-based mixtures with low ionicity and structure-dependent toxicity
Cardellini, Fabio,Germani, Raimondo,Cardinali, Gianluigi,Corte, Laura,Roscini, Luca,Spreti, Nicoletta,Tiecco, Matteo
, p. 31772 - 31786 (2015/04/22)
Twelve novel deep eutectic solvents (DESs) were prepared and characterized in this work. They are mixtures of (1S)-(+)-10-camphorsulfonic acid (CSA) and differently structured sulfobetaines (SBs) with aliphatic, aromatic and amphiphilic moieties. They are liquids at room temperature, their melting points span, in fact, from -5° to 19 °C, so we can name these mixtures RTDESs (room temperature deep eutectic solvents). These zwitterionic DESs were characterized in terms of their viscosity, conductivity (and therefore ionicity via Walden plots), density, surface tension and toxicity on eukaryotic model cells. The collected data suggest that the interaction between CSA and the SBs can be ascribed as a hydrogen bond instead of a proton transfer, therefore they are not ionic liquids. To our knowledge, their position on the Walden plot, in the left portion close to the diagonal, has not yet been observed for other DESs or ionic liquid systems and indicates the low ionicity of these mixtures. A FTIR-based bioassay was performed to determine the toxicity of these mixtures on eukaryotic model cells (Saccharomyces cerevisiae). The DESs showed merely a dehydrating effect on the cells, similar to that produced by CaCl2, a low cell toxicity salt. This supports these DESs as promising green media. Amphiphilic SBs DESs showed a stronger effect on the cells and a structure-activity trend can be described for this class. A preliminary study on the use of these novel DESs as Bronsted catalyst media was accomplished by the use of one of them in chalcone synthesis, which showed promising catalytic and recycling capabilities.
Synthesis, characterization and surface properties of series sulfobetaine surfactants
Qu, Guangmiao,Cheng, Jiecheng,Wei, Jijun,Yu, Tao,Ding, Wei,Luan, Huoxin
experimental part, p. 31 - 35 (2012/01/13)
A series of surface active sulfo-propane betaines and sulfo-butane betaines were synthesized with high yields by the reaction of an appropriate N,N-dimethyl alkylamine with an excess of 1,3-propane sultone and 1,4-butane sultone. The structures were characterized by 1H-NMR spectroscopy and elemental analysis. The micellar properties of these compounds were determined by surface tension methods. Surface tension measurements also provide information about the dependence of the surface tension at the CMC (γcmc), pC20 (negative logarithm of the surfactant molar concentration C20 required to reduce the surface tension by 20 mN/m), the surface excess (Γmax) at air/solution interface, the minimum area per surfactant molecule at the air solution interface (A).
The Upper Consolute Boundary in Zwitterionic Surfactant-Water Systems
Nilsson, Per-Gunnar,Lindman, Bjoern,Laughlin, Robert G.
, p. 6357 - 6362 (2007/10/02)
Selected zwitterionic surfactants display a liquid-liquid miscibility gap having an upper critical temperature, which differs in overall shape from the "cloud point" miscibility gap displayed by single-bond and semipolar surfactants.The dependence of the location of this phase phenomenon on the molecular structure of the surfactant and NMR investigations of the isotropic solution structure in the vicinity of the gap are reported.Lengthening the lipophilic group enlarges the area spanned by both the cloud point miscibility gap and the zwitterionic surfactant-water miscibility gap.However, increasing the size of proximate substituents further enlarges the former but shrinks the latter.This gap is most evident in ammonio sulfates, less so in ammonio sulfonates, and does not exist in ammonio carboxylate-water systems.NMR investigations of the structure of 3-(nonyldimethylammonio)propyl sulfate-water solutions in the region of its miscibility gap have been carried out using the pulsed field gradient spin-echo method.In addition, 1H NMR spectra have been recorded.The self-diffusion data, just below the independently measured critical micelle concentration (cmc), show that the surfactant exists as a molecular solution.In contrast to ionic surfactants, the concentration of molecular surfactant increases slowly above the cmc.Above the cmc, the self-diffusion data suggest that small, spherical micelles exist over a wide range of concentrations and temperatures.The NMR line widths observed in the continuous-wave mode are consistent with this interpretation.Estimates of the hydration levels of the surfactant suggest that hydration decreases with increasing concentration and temperature but remains relatively high even at 80 deg C.These studies reveal no anomalies in solution structure or aggregation phenomena in the vicinity of the miscibility gap.
