Control on the organized structure of monoalkylethylenediamine copper(ii) coordinated bilayer membranes by counter ions

Chun, Li; Lu, Xianchun; Luo, Xuzhong; Liang, Yingqiu

doi:10.1039/b103614a

Cited by 6 publications

(4 citation statements)

References 24 publications

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“…Monoalkyldiamines are structurally similar to alkylamines, and hence are pH responsive. They are readily coordinated with heavy metal ions such as Cu 2+ or Co 3+ strongly due to the two amino groups presented in their hydrophilic part, [30][31][32][33][34] which have important applications in industry as oating chemicals. Compared to the pH sensitivity, the properties of the ligands have rarely been addressed.…”

Section: Introductionmentioning

confidence: 99%

“…Compared to the pH sensitivity, the properties of the ligands have rarely been addressed. 12,13,35,36 Studies are mainly focused on the metal ion induced vesicle formation, [30][31][32][33][34] whereas the effect of the species distribution caused by the ionization equilibria has oen been neglected in vesiculation. It has been demonstrated that micelles and vesicles can be formed in dodecyldiamine aqueous solutions at acidic and basic conditions, respectively, regardless of the spacer length between the two amino groups.…”

Section: Introductionmentioning

confidence: 99%

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Environmentally responsive adsorption and assembly behaviors from N-alkyl-1,2-ethylenediamines

et al. 2013

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A series of pH sensitive single-tailed surfactants, N-alkyl-1,2-ethylenediamine (CmN2N, where m ¼ 8, 10, 12, 14, 16), were synthesized and characterized. The adsorption and aggregation properties of them were determined by equilibrium surface tension, static and dynamic light scattering (SLS and DLS), rheology, and cryogenic transmission electron microscopy (cryo-TEM) techniques in detail. It was found that both the surface activity and self-assembly behavior of CmN2N were strongly dependent on the solution pH, owing to the protonation state of amino groups in CmN2N. When at least one of the amino groups of CmN2N was protonated the logarithm of the critical micelle concentration (cmc) followed the wellknown Klevens equation, i.e. cmc decreased linearly with the increase of hydrocarbon chain length.Simultaneously, the surface adsorption area per molecule (A min ) was decreased for each CmN2N when the solution pH varied from acidic to basic conditions. The pH-dependent micelle to vesicle transition was universally observed in the bulk phase of CmN2N. More interestingly, the rodlike micelles formed in C10N2N, C12N2N and C14N2N could transform into vesicles reversibly upon heating or cooling, which indicated the thermal sensitivityof organized assemblies, whereas not in C8N2N and C16N2N.Scheme 1 The molecular structures of N-monoalkyl-1,2-ethylenediamines CmN2N.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Environmentally responsive adsorption and assembly behaviors from N-alkyl-1,2-ethylenediamines

et al. 2013

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“…It is well-known that N -amino groups can coordinate with transition metal ions, such as Cu 2+ , Co 2+ , Ni 2+ , Ag + , etc., to form metal complexes, owing to the ion pair electrons of N atoms, thereby resulting in some novel physicochemical properties. − Figure shows the photographs of a typical transition induced by CuCl 2 in C 16 NP aqueous solution, in which the optically transparent solution of 0.04 mol/L C 16 NP at pH 6.1 transforms into a turbid solution upon adding equivoluminal 0.02 mol/L CuCl 2 aqueous solution, which is generally observed in other C m NPs (Figure S7 of the Supporting Information). Cryo-TEM results confirm the CuCl 2 -induced rodlike micelle (Figure a) to vesicle (Figure b) transition, and the size distributions measured by DLS also support the transitions (Figure S8a of the Supporting Information).…”

Section: Resultsmentioning

confidence: 96%

Multiple Responsive Fluids Based on Vesicle to Wormlike Micelle Transitions by Single-Tailed Pyrrolidone Surfactants

et al. 2015

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We report a new family of multiple responsive fluids based on the single-tailed pyrrolidone surfactants, N-ethyl-2-pyrrolidone N-alkyl amine (C(m)NP, where m = 10, 12, 14, 16, and 18). These surfactants are highly sensitive to solution pH as a result of the presence of the N-amino group in the molecules. Equilibrium surface tension results indicate that both the surface activity and micellization ability of C(m)NPs decrease with the increase of the protonation degree; i.e., they exhibit a higher critical micelle concentration (cmc) and higher surface tension at the cmc (γ(cmc)) at the acidic conditions than those at the basic conditions. The cmc values of C(m)NPs follow the well-known Klevens equation, which decrease linearly with the increase of the hydrocarbon chain length m at a given pH. More importantly, the self-assemblies of C(m)NPs are highly sensitive to pH, CO2, and CuCl2, as identified by turbidity and viscosity. The transitions between vesicles and wormlike micelles are further confirmed by rheology, static and dynamic light scattering (SLS and DLS), cryogenic transmission electron microscopy (cryo-TEM), and nuclear magnetic resonance (NMR) techniques systematically. Although the aggregate transitions induced by different factors are similar, however, the mechanisms are different. The pH- and CO2-induced transitions are attributed to variation in the protonation degree of the N-amino group; however, CuCl2-induced transitions are a result of the formation of C(m)NP and CuCl2 coordination complexes as revealed by two-dimensional (2D) nuclear Overhauser effect spectrometry (NOESY) NMR and ultraviolet-visible (UV-vis) spectra.

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“…Among these interactions, only the last one is specific and reversible. It was reported that the higher-level self-assemblies of lipid vesicles were obtained through bilayer-DNA , or bilayer-actin complexation, metal-ion complexation, − and biotin-streptavidin molecular recognition . However, little work was performed on the transition between these structures.…”

Section: Introductionmentioning

confidence: 99%

Transition between Higher-Level Self-Assemblies of Ligand−Lipid Vesicles Induced by Cu²⁺ Ion

Wang

Huang

et al. 2003

Langmuir

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Control on the organized structure of monoalkylethylenediamine copper(ii) coordinated bilayer membranes by counter ions

Abstract: The organized structure of Cu 2+ -coordinated bilayer membranes formed by monoalkyl derivatives of ethylenediamine can easily be modulated by varying the counter ions, and their physical properties change correspondingly.

Cited by 6 publications

References 24 publications

Environmentally responsive adsorption and assembly behaviors from N-alkyl-1,2-ethylenediamines

Environmentally responsive adsorption and assembly behaviors from N-alkyl-1,2-ethylenediamines

Multiple Responsive Fluids Based on Vesicle to Wormlike Micelle Transitions by Single-Tailed Pyrrolidone Surfactants

Transition between Higher-Level Self-Assemblies of Ligand−Lipid Vesicles Induced by Cu²⁺ Ion

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Control on the organized structure of monoalkylethylenediamine copper(ii) coordinated bilayer membranes by counter ions

Abstract: The organized structure of Cu 2+ -coordinated bilayer membranes formed by monoalkyl derivatives of ethylenediamine can easily be modulated by varying the counter ions, and their physical properties change correspondingly.

Cited by 6 publications

References 24 publications

Environmentally responsive adsorption and assembly behaviors from N-alkyl-1,2-ethylenediamines

Environmentally responsive adsorption and assembly behaviors from N-alkyl-1,2-ethylenediamines

Multiple Responsive Fluids Based on Vesicle to Wormlike Micelle Transitions by Single-Tailed Pyrrolidone Surfactants

Transition between Higher-Level Self-Assemblies of Ligand−Lipid Vesicles Induced by Cu2+ Ion

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Transition between Higher-Level Self-Assemblies of Ligand−Lipid Vesicles Induced by Cu²⁺ Ion