Gemini supra-amphiphiles with finely-controlled self-assemblies

Shi, Lijuan; Chen, Fuyu; Sun, Nan; Zheng, Liqiang

doi:10.1039/c5sm00658a

Cited by 33 publications

(27 citation statements)

References 26 publications

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“…In the light of the literature reports which state that the smaller nanoparticles in the range of 8-20 nm not only can easily penetrate the deep regions of interstitial tissue, but also circumvent the rapid renal clearance of the drugs being delivered, 46 it seemed that the size of the selfassembled system was quite appropriate for transport purposes. The estimated assembly dimensions of the dominating nanosized species in the aqueous solution ranged from 6-19 nm and followed the order: mPEG-550; C-10 chain (20) < mPEG-1000; C-10 chain (21) < mPEG-1000; C-18 chain (22).…”

Section: Physico-chemical Characterization Of Supramolecular Nanostrumentioning

confidence: 99%

“…11,20 Gemini surfactants, characterized by the presence of two hydrophilic head groups and two hydrophobic tails, linked by a rigid or exible spacer, holds unique properties and rich self-assembly behaviour, as a result of which they have gained considerable attention. 21,22 Fabricating these dimeric or twin amphiphiles confers them superior physico-chemical properties compared to the conventional monomeric surfactants e.g. low critical micellar concentration (CMC) as a consequence of the presence of two hydrophobic tails, high surface activity, high solubilization capacity, low Kra temperature, unusual rheological properties, multiple aggregate morphologies, high wetting ability etc.…”

Section: Introductionmentioning

confidence: 99%

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Fabrication of nanostructures through self-assembly of non-ionic amphiphiles for biomedical applications

et al. 2017

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Section: Physico-chemical Characterization Of Supramolecular Nanostrumentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Fabrication of nanostructures through self-assembly of non-ionic amphiphiles for biomedical applications

et al. 2017

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“…In contrast with conventional amphiphiles, there appears an emerging field of supra‐amphiphiles, which refer to amphiphiles fabricated on the basis of various noncovalent interactions and/or dynamic covalent bonds, such as host‐guest interaction, electrostatic interaction, charge‐transfer interaction, hydrogen bond, coordination bond, imine bond and boronic ester bond . Generally, the strategies for designing supra‐amphiphiles can be sorted into two main categories .…”

Section: Introductionmentioning

confidence: 99%

Supra‐Amphiphiles for Functional Assemblies

Kang

Tang

Cai

et al. 2016

Adv Funct Materials

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wileyonlinelibrary.comVarious building blocks can be used to fabricate supra-amphiphiles, ranging from small molecules to polymers, from synthetic compounds to natural chemicals. [31][32][33][34][35][36] The preparation method is adapted to the solubility of these building blocks. The simplest method is to mix all the building blocks together in water or other solvent simultaneously. According to the fast dynamics of the noncovalent interactions, the supra-amphiphiles can spontaneously form and self-assemble in a short time. When some of the building blocks are not readily soluble in water, a good solvent for all building blocks is usually applied. For example, as shown in Figure 1, we mixed a nitrobenzene derivative (DNB) and a pyrene derivative (PYR) in tetrahydrofuran (THF), which is a good solvent for DNB and PYR. [37] The supra-amphiphile could form on the basis of the charge-transfer interaction. The PYR, which was a conventional amphiphile, self-assembled in water to form tubular structures, while the supra-amphiphiles could self-assemble in water to form vesicles. Therefore, the formation of supra-amphiphiles can be regarded as the first-level self-assembly based on the noncovalent synthesis of covalent components, and then the supra-amphiphiles can undergo second-level self-assembly to form well-defined organizations.Abundant studies have been reported on the design, fabrication and application of supra-amphiphiles. In this feature article, we would like to introduce recent progresses of supra-amphiphiles from molecular architecture to functional assemblies. Limited by the volume of this article and our knowledge, it is impossible to cover every aspect of this developing area, therefore, we will put special emphasis on a few topics where supra-amphiphiles function as surfactants, and in the areas of nanocarriers, photodynamic therapies, chemical analysis and functional interfaces. Hopefully, it can reflect in a way that the study on supra-amphiphiles is enriching the molecular engineering of supramolecular systems by combining the molecular architecture and functional assembly. Supra-Amphiphiles as SurfactantsSurfactants, referring to surface-active reagents which can induce significant decrease in interfacial tension by adsorption, are crucial substances for colloidal research, industrial applications as well as our daily life. Supra-amphiphiles can also be utilized as surfactants, functioning in emulsification, foaming, etc. As there is more flexibility in the structure of supra-amphiphiles compared to that of the covalent counterparts, finer tuning of interfacial tension and other physicochemical properties can be realized. In addition, the feature of noncovalent Supra-amphiphiles refer to amphiphiles which are fabricated on the basis of various noncovalent interactions and dynamic covalent bonds, including host-guest interaction, charge-transfer interaction, electrostatic interaction, imine bonds, etc. In this feature article, recent progresses of supra-amphiphiles from molecular architecture to func...

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“…Attempts have been made by several researchers to theoretically interpret interactions in mixed systems [18]. Sophisticated mixed multiple systems containing multi-hydrophilic head groups have attracted much attention [19][20][21][22][23][24]. We explored the synergistic action of surfactants and we found that the AETAS had a good synergy effect with natural surfactants.…”

Section: Introductionmentioning

confidence: 97%

A Novel Bola‐Type Rosin‐Based Functional Surfactant and Its Synergistic Effect with Natural Surfactant Saponin

Lin

Yang

et al. 2017

J Surfact & Detergents

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A novel bola‐type acrylic‐modified rosin ester tertiary ammonium salt surfactant (AETAS) with two hydrophilic groups and a rigid hydrophobic group was synthesized through a simple method from rosin acid, which is a natural raw material. The chemical structure of the synthesized surfactant was confirmed by infrared spectroscopy and nuclear magnetic resonance spectroscopy (1H NMR and 13C NMR). The critical micelle concentration (CMC) of the AETAS was 0.44 g/L, and the surface tension at the CMC (γcmc) was 45.02 mN/m. Self‐assembly behavior of the AETAS in aqueous solution was characterized by transmission electron microscopy. The micelle diameter of the AETAS was about 150 nm in aqueous solution. We also explored the synergy of the AETAS and soapnut saponin. The binary surfactant compound systems of the AETAS and soapnut saponin had obvious synergistic effect in enhancing surface activity when the mass ratio of AETAS/soapnut saponin was 1:1. The γcmc of soapnut saponin was 47.70 mN/m when the concentration reached 0.46 g/L, but the γcmc of mixtures decreased to 44.26 mN/m at 0.30 g/L. The emulsification ability of the mixtures was significantly improved and the emulsion performance increased from 245 to 595 s when the mass ratio of AETAS/soapnut saponin was 1:1.

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Gemini supra-amphiphiles with finely-controlled self-assemblies

Cited by 33 publications

References 26 publications

Fabrication of nanostructures through self-assembly of non-ionic amphiphiles for biomedical applications

Fabrication of nanostructures through self-assembly of non-ionic amphiphiles for biomedical applications

Supra‐Amphiphiles for Functional Assemblies

A Novel Bola‐Type Rosin‐Based Functional Surfactant and Its Synergistic Effect with Natural Surfactant Saponin

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