Synthesis and characterization of glucosamide‐based trisiloxane gemini surfactants

Self Cite

The synthesis of glycoside-based trisiloxane surfactants of the general formula Me 3 SiOSiMeR 1 OSiMe 3 (R 1 = (CH 2 ) 3 (OCH 2 CH 2 ) 2 OR 2 , R 2 = glycosyl) is described, and the surface activity properties of the surfactant are studied. Diethylene glycol monoallyl ether glycoside is synthesized by reacting the diethylene glycol monoallyl ether with glucose. The glycoside-based trisiloxane surfactant is prepared by hydrosilylation of the precursor glycoside with hydrogen-containing trisiloxane. The product is structurally characterized by IR, 1 H NMR and MS. The surface tension of an aqueous solution is reduced to approximately 20 mN m -1 at concentration level of 10 -4 mol L -1 .

Section: Equilibrium Surface Tension Measurementssupporting

confidence: 72%

Section: Equilibrium Surface Tension Measurementsmentioning

confidence: 99%

Synthesis and Characterization of Glycoside‐Based Trisiloxane Surfactant

Chen

Zhou

et al. 2011

Self Cite

“…Anhydrous sodium carbonate was used in the procedure (e) to eliminate the production of hydrogen bromide, which reacts with the surfactants A to secondary amine salts and hinders the reaction between the hydrocarbon bromide and surfactants A. According to the law that the different chemical environments of H and C led to different chemical shifts, and by comparing the literatures [4,15] and the chemical shifts of relative compounds, their 1 H-and 13 C-NMR spectra were analyzed. Assignments of the chemical shifts in 1 H-and 13 C-NMR spectra of 1A, 1B and 1C are listed in Tables 1 and 2.…”

Section: Synthesis Of Surfactantsmentioning

confidence: 99%

Synthesis and Properties of Novel Double‐Tail Trisiloxane Surfactants

Peng

Lai

2009

To improve the hydrolysis resistant ability of trisiloxane surfactants, ethoxylated single-tail and doubletail trisiloxane surfactants of the general formulas Me 3 SiOSiMeR 1 OSiMe 3 (R 1 = (CH 2 ) 3 NHCH 2 CH(OH)CH 2 (OCH 2 CH 2 ) x OCH 3 ; x = 8.4, 12.9, 17.5, 22) and Me 3 SiOSiMeR 2 OSiMe 3 (R 2 = (CH 2 ) 3 NR 3 CH 2 CH(OH)CH 2 (OCH 2 CH 2 ) x OCH 3 ; R 3 = CH 2 (CH 2 ) y CH 3 ; x = 8.4, 12.9, 17.5, 22; y = 2, 6) were synthesized. Their structures were characterized by 1 H NMR and 13 C NMR. The surface activity and hydrolysis resistant properties of the trisiloxane surfactants prepared were also studied. The values of the critical micelle concentration of all trisiloxane surfactants prepared were at levels of 10 -5 and 10 -4 mol/L. They can reduce the surface tension of water to less than 24 mN/m. The hydrolysis resistant properties of double-tail trisiloxane surfactants are superior to those of single-tail trisiloxane surfactants. The double-tail trisiloxane surfactants 1B (x = 8.4; y = 2) and 2C (x = 12.9; y = 6) can be stable for 8 days in an acidic solution (pH 4.0) and 11 days in an alkaline environment (pH 10.0).

“…Procedures (a) and (b) were carried out in accordance with references [20] and [21], respectively. One difference is that the used solvent is toluene, rather than methanol in procedure (b).…”

Section: Synthesismentioning

confidence: 99%

Influence of Substructures on the Spreading Ability and Hydrolysis Resistance of Double‐Tail Trisiloxane Surfactants

Peng

2009

Four types of novel double-tail trisiloxane surfactants of the general formula Me 3 SiOSiMeR 1 OSiMe 3 ) 2 ; x = 8.4, 12.9, 17.5, 22; y = 2, 6), have been synthesized. Their structures were characterized by proton and carbon nuclear magnetic resonance. Most of them are able to reduce the surface tension of water to less than 24 mN/m at concentration levels of 10 -5 mol/L and 10 -4 mol/L. The emphasis was on the influence of substructures on their spreading ability and hydrolysis resistance. The results showed that a weaker hydrophilicity of a surfactant molecule, a larger molar ratio of methyl to methylene in the whole hydrophobic groups, more flexible hydrophobic groups and introduction of a methyl group in the spacer can all improve the spreading ability of the double-tail trisiloxane surfactant solutions on low-energy solid surfaces. The double-tail trisiloxane surfactants 1F and 2F are stable for more than 270 days in a neutral environment (pH 7.0). The hydrolysis resistance of the double-tail trisiloxane surfactants can be improved by a weaker hydrophilicity of the surfactant molecule, and a larger volume of the hydrophobic groups.