Effect of hydrophobic chains on the aggregation behavior of cationic silicone surfactants in aqueous solution

Tan, Jinglin; Zhao, Peijian; Ma, Depeng; Feng, Shengyu; Zhang, Changqiao

doi:10.1007/s00396-012-2885-6

Cited by 26 publications

(19 citation statements)

References 46 publications

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“…However, the surface tension at CMC ( γ CMC ) was 33.5 mN m −1 and higher than that of Vi‐Si 3 PyCl and even trisiloxane and tetrasiloxane ionic liquids reported by Du et al () and Tan and Feng (). Generally, siloxane surfactants have lower γ CMC values attributed to the unique flexibility of the Si–O–Si backbone, which causes siloxane surfactants to adopt various configurations and form dense surface films packed with methyl groups on the air/solution interface (Tan et al, , ). Si 3 PyCl‐EO 3 evidently could not efficiently and closely assemble at the air/water interface resulting from the introduction of the tri(ethylene glycol) methyl ether group by thiol‐ene reaction.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Aggregation Behavior of Trisiloxane Ionic Liquids in Aqueous Solution

Tan

Xiong

Yan

2019

J Surfact & Detergents

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Trisiloxane ionic liquids with polyether groups (Si3pyCl‐EO3) were synthesized via thiol‐ene reaction between 1‐methyl‐1‐[bis(vinyldimethylsiloxy)methyl]silylpropylpyrrolidinium chloride (Vi‐Si3pyCl) and tri(ethylene glycol) methyl ether thiol. The aggregation behavior of the trisiloxane ionic liquids, Si3pyCl‐EO3 and Vi‐Si3pyCl, in aqueous solution was investigated using surface tension, electrical conductivity, dynamic light scattering, and transmission electron microscopy. The structures of trisiloxane ionic liquids can obviously influence their aggregation behavior. Vi‐Si3pyCl has excellent surface activity (22.3 mN m−1). However, Si3pyCl‐EO3 can only reduce the surface tension of water to 33.5 mN m−1. In comparison with Vi‐Si3PyCl, Si3PyCl‐EO3 has a bulkier hydrophobic group and a higher Αmin value (127.8 Å2) caused by the introduction of the tri(ethylene glycol) methyl ether groups by thiol‐ene reaction. The micellization of Vi‐Si3PyCl is entropy driven, while the aggregation process of Si3PyCl‐EO3 in aqueous solution is enthalpy driven.

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Section: Resultsmentioning

confidence: 99%

Synthesis and Aggregation Behavior of Trisiloxane Ionic Liquids in Aqueous Solution

Tan

Xiong

Yan

2019

J Surfact & Detergents

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“…The overall synthetic strategy is highlighted in Scheme . M1 , which is equipped with three unconjugated carbon–carbon double bonds and a conjugated one, was synthesized via a one‐step reaction of commercial available chlorodimethylvinylsilane and acryloxypropyltrimethoxysilane with relatively high yield (88%) . The dendrimers were constructed with iterative thiol–ene reactions under different conditions: thiol–ene Michael addition reactions catalyzed by organic base, and radical‐mediated thiol–ene reactions initiated with photoinitiator.…”

Section: Resultsmentioning

confidence: 99%

Facile and Efficient Synthesis of Carbosiloxane Dendrimers via Orthogonal Click Chemistry Between Thiol and Ene

Zhang

Feng

Zhang

2015

Macromol. Rapid Commun.

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A combination of a thiol-Michael addition reaction and a free radical mediated thiol-ene reaction is employed as a facile and efficient approach to carbosiloxane dendrimer synthesis. For the first time, carbosiloxane dendrimers are constructed rapidly by an orthogonal click strategy without protection/deprotection procedures. The chemoselectivity of these two thiol-ene click reactions leads to a design of a new monomer containing both electron-deficient carbon-carbon double bonds and unconjugated carbon-carbon double bonds. Siloxane bonds are introduced as the linker between these two kinds of carbon-carbon double bonds. Starting from a bifunctional thiol core, the dendrimers are constructed by iterative thiol-ene click reactions under different but both mild reaction conditions. After simple purification steps the fifth dendrimer with 54 peripheral functional groups is obtained with an excellent overall yield in a single day. Furthermore, a strong blue glow is observed when the dendrimer is excited by a UV lamp.

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“…The cationic silicone surfactants, Si 3 mamCl, Si 4 mamCl, Si 4 pyCl, and Si 4 mimCl, were prepared according to the literature (Tan et al, , ; Tan and Feng, ). Sodium chloride (NaCl), sodium bromide (NaBr), sodium iodide (NaI) were obtained from Sinopharm Chemical Reagent Beijing Co., Ltd (Beijing, China), and used as received.…”

Section: Methodsmentioning

confidence: 99%

“…Du et al () and Li et al () reported that trisiloxane cationic surfactants can form vesicular aggregates with diameters from 20 to 200 nm. Fang et al (, ), Tan et al (, ) and Tan and Feng () reported that a series of cationic silicone surfactants have excellent surface activities. It concluded that head groups, hydrophobic chains, and counterions significantly affect the aggregation behavior of cationic silicone surfactants in aqueous solution.…”

Section: Introductionmentioning

confidence: 99%

Effect of Sodium Halide on Micellar and Surface Properties of Cationic Silicone Surfactants

Tan

Shao

Tian

et al. 2018

J Surfact & Detergents

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The effect of sodium halide on aggregation behavior of four cationic silicone surfactants, Si3mamCl, Si4mamCl, Si4PyCl, and Si4minCl, in solution was investigated using surface tension and conductivity measurements. The ability of sodium halide (NaCl, NaBr, and NaI) to reduce critical micelle concentration (CMC) values was in the order NaI > NaBr > NaCl. However, the γCMC values of the cationic silicone surfactants, Si4mamCl, Si4PyCl and Si4minCl, in sodium halide solution are almost the same as those of the salt‐free system. The values of normalΔGm0 and normalΔGads0 are negative, indicating that the micellization process and adsorption of the four cationic silicone surfactants at the air‐solution interface are spontaneous.

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Effect of hydrophobic chains on the aggregation behavior of cationic silicone surfactants in aqueous solution

Cited by 26 publications

References 46 publications

Synthesis and Aggregation Behavior of Trisiloxane Ionic Liquids in Aqueous Solution

Synthesis and Aggregation Behavior of Trisiloxane Ionic Liquids in Aqueous Solution

Facile and Efficient Synthesis of Carbosiloxane Dendrimers via Orthogonal Click Chemistry Between Thiol and Ene

Effect of Sodium Halide on Micellar and Surface Properties of Cationic Silicone Surfactants

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