A novel multi-stimuli responsive gelator based on <scp>d</scp>-gluconic acetal and its potential applications

Guan, Xidong; Fan, Kuo-Kuang; Gao, Tongyang; Ma, Anping; Zhang, Bao; Song, Jian

doi:10.1039/c5cc08615a

Cited by 64 publications

(49 citation statements)

References 43 publications

(10 reference statements)

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“…Qualitatively,g elation was considered successful if no sample flow was observed upon inversion of the container at RT (the inverse flow method). [50][51][52][53][54][55][56] Xerogels were obtained by evaporation of solvent from the gel by freezing drying.…”

Section: Gelation Testmentioning

confidence: 99%

Steric‐Structure‐Dependent Gel Formation, Hierarchical Structures, Rheological Behavior, and Surface Wettability

Cao

Zhao

et al. 2016

Chemistry An Asian Journal

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A series of bicholesteryl-based gelators with different central linker atoms C, N, and O (abbreviated to GC, GN, and GO, respectively) have been designed and synthesized. The self-assembly processes of these gelators were investigated by using gelation tests, field-emission scanning electron microscopy, field-emission transmission electron microscopy, UV/Vis absorption, IR spectroscopy, X-ray diffraction, rheology, and contact-angle experiments. The gelation ability, self-assembly morphology, rheological, and surface-wettability properties of these gelators strongly depend on the central linker atom of the gelator molecule. Specifically, GC and GN can form gels in three different solvents, whereas GO can only form a gel in N,N-dimethylformamide (DMF). Morphologies from nanofibers and nanosheets to nanospheres and nanotubes can be obtained with different central atoms. Gels of GC, GN, and GO formed in the same solvent (DMF) have different tolerances to external forces. All xerogels gave a hydrophobic surface with contact angles that ranged from 121 to 152°. Quantum-chemical calculations indicate that the GC, GN, and GO molecules have very different steric structures. The results demonstrate that the central linker atom can efficiently modulate the molecular steric structure and thus regulate the supramolecular self-assembly process and properties of gelators.

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Section: Gelation Testmentioning

confidence: 99%

Steric‐Structure‐Dependent Gel Formation, Hierarchical Structures, Rheological Behavior, and Surface Wettability

Cao

Zhao

et al. 2016

Chemistry An Asian Journal

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“…[8][9][10][11] Recently, stimuli-responsive low molecular weight gelators have been attracted attention due to their potential applications such as soft materials for drug delivery in the pharmaceutical industry, in the environmental area for capture and removal of pollutants and in reconstructive medicine for tissue engineering. [12][13][14][15][16][17] Low molecular weight pH-responsive gelators belong to a distinctive class in which variation of pH modulates a sol-gel phase transition. This behavior can be exploited to develop novel soft materials for encapsulation and slow release of biologically important molecules such as vitamins.…”

Section: Introductionmentioning

confidence: 99%

pH triggered smart organogel from DCDHF-Hydrazone molecular switch

et al. 2016

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The design, synthesis and photophysical properties of a Low Molecular Weight pH-responsive Gelator (LMWG) based on alkoxy group functionalized DCDHF-Hydrazones (DCDHF-H) are described. A straightforward synthesis of DCDHF-Hydrazone (DCDHF-H) chromophores was achieved via simple azo-coupling starting from 2-(dicyanomethylene)-2,5-dihydro-4,5,5trimethylfuran-3-carbonitrile and alkoxy bearing aryl diazonium chloride derivatives. The DCDHF-H efficiently gelate selected organic solvents and reversibly respond to pH stimuli with a gel-sol conversion and an associated color change from yellow to purple. Self-assembly of these molecules, as indicated by X-ray crystallography, occurs via cooperative π-π stacking and van der Waals interactions producing gelation in some pure and mixed organic solvents.Furthermore, the presence of acidic or alkaline gases leads to a dramatic change in the rheological properties with potential applications in areas such as gas detection devices and drug release systems. Scanning electron microscopy (SEM) and transmission electron Page | 2 microscopy (TEM) studies of the xerogels obtained from n-propanol provide visual images revealing the formation of fibrous nanostructures.

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“…Modified mono‐ and disaccharides have been extensively used as low molecular weight gelators (LMWGs). Most sugar gelators are conjugated to hydrophobic moieties ( 6–8 ), such as aliphatic chains or aromatic groups (A. Chen, Okafor, Garcia, & Wang, ; Clemente, Romero, Serrano, Fitremann, & Oriol, ; Guan et al, ; Krishnan, Raghu, Mukherjee, & Sureshan, ; Mathiselvam, Loganathan, & Varghese, ; Mitra, Sarkar, & Mukhopadhyay, ; Pathak, Halder, Dhara, & Yadav, ). These sugar‐derived supramolecular structures can encapsulate hydrophobic drugs to increase drug solubility and serve as scaffolds for biomedical applications.…”

Section: Oligosaccharidesmentioning

confidence: 99%

Carbohydrate‐based nanomaterials for biomedical applications

Gim

Zhu

Seeberger

et al. 2019

WIREs Nanomed Nanobiotechnol

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Carbohydrates are abundant biomolecules, with a strong tendency to form supramolecular networks. A host of carbohydrate-based nanomaterials have been exploited for biomedical applications. These structures are based on simple monoor disaccharides, as well as on complex, polymeric systems. Chemical modifications serve to tune the shapes and properties of these materials. In particular, carbohydrate-based nanoparticles and nanogels were used for drug delivery, imaging, and tissue engineering applications. Due to the reversible nature of the assembly, often based on a combination of hydrogen bonding and hydrophobic interactions, carbohydrate-based materials are valuable substrates for the creations of responsive systems. Herein, we review the current research on carbohydratebased nanomaterials, with a particular focus on carbohydrate assembly. We will discuss how these systems are formed and how their properties are tuned. Particular emphasis will be placed on the use of carbohydrates for biomedical applications.

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A novel multi-stimuli responsive gelator based on d-gluconic acetal and its potential applications

Cited by 64 publications

References 43 publications

Steric‐Structure‐Dependent Gel Formation, Hierarchical Structures, Rheological Behavior, and Surface Wettability

Steric‐Structure‐Dependent Gel Formation, Hierarchical Structures, Rheological Behavior, and Surface Wettability

pH triggered smart organogel from DCDHF-Hydrazone molecular switch

Carbohydrate‐based nanomaterials for biomedical applications

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