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JOURNAL OF MOLECULAR LIQUIDS · 2013 · IF 1.684

Highly directional co-assembly of 2,6-pyridinedicarboxylic acid and 4-hydroxypyridine based on low molecular weight gelators

Xiao-Qiu Dou,Ping Li,Siqing Lu,Xiaobing Tian,Yitian Tang,June D. Mercer-Chalmers,Chuan-Liang Feng,Di Zhang

The highly directional interactions among complex gelators of 2,6-pyridinedicarboxylic acid and 4-hydroxypyridine are investigated, which lead to the formation of ordered one-dimensional fibers with diameters of 500   nm   ~   2   μm. By scanning electron microscopy (SEM), Fourier transform infrared (FT-IR) spectroscopy, 1 H nuclear magnetic resonance ( 1 H NMR) spectroscopy, ultraviolet–visible (UV–vis) spectroscopy, and X-ray powder diffraction (XRD), the co-assembly of the complex into straight fibers under the function of multiple directional hydrogen bonds and π–π stackings is proved. The strong and directional interactions lead to rich dynamic behavior and high degrees of internal order among the complex gelators. The ordered one-dimensional co-assemblies possess useful functions in templated synthesis, molecular recognition , enzyme immobilization, and other biochemistry fields.

研究领域: 化学 · 材料科学 · 生物化学
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JOURNAL OF MOLECULAR LIQUIDS · 2023 · IF 6

Gelation at oil–water interface by using dimethylcyclohexylamine/fatty acid-based surface-active ionic liquids

Li Wang,Yi Zeng,Hongsheng Lu,Zhiyu Huang,Ya Liu

Organogelators and hydrogelators which belong to low-molecular-weight gelators (LMWGs) have attracted considerable attention due to various practical applications. Whether organogelators or hydrogelators, they can congeal single oil or water phase. However, gelators capable of gelation at oil/water interface have thus far remained unexplored. Herein, we report a class of surface-active ionic liquids (SAILs) based on dimethylcyclohexylamine and fatty acids. They can form high-strength gels at the oil/water interface instead of in single oil or water phase. These molecules spontaneously aggregate at oil/water interface, and then self-assemble into lamellar liquid crystalline structure, as evident from POM and SAXS analysis. Rheology analysis shows that these gels are of very high viscosity, strength and stability. These unique characters make these SAILs can effectively block the oil–water interface, which has potential application in oilfield development or oil leaks from underwater tubes.

研究领域: 材料科学 · 界面化学
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MOLECULES · 2025 ·Vol. 30 ·期 4 ·787 · IF 4.6

The Development and Preparation of Novel Gel Emulsion Systems Based on a Cholesterol Star-Shaped Derivative

Shuaihua Liu,Tian Yao,Donghui Xia,Quan Liu,Guanghui Tian,Yang Liu

Low-molecular-mass gelators (LMMGs) as stabilizers for gel emulsions offer numerous advantages, such as low usage, functionalizability, and insensitivity to phase ratio. Using LMMGs as stabilizers is one of the effective strategies for preparing gel emulsions. Currently, developing LMMGs and stable gel emulsion systems in a rapid and convenient manner remains a challenge. To cope with the challenge, this study aims to develop a simple and efficient gel emulsion preparation method based on LMMGs. In this study, a cholesterol-based star-shaped derivative (CSD) was designed and synthesized as an LMMG. Based on gelation experiments, a high internal phase W/O gel emulsion system (H2O/CSD-poly(oligo)-dimethylsiloxane/dichloromethane) was successfully developed and stabilized synergistically by the stabilizer (CSD) and the crosslinker (poly(oligo)-dimethylsiloxane with two olefinic bonds at its ends, D-PDMS). The results demonstrate that the synergistic interaction between CSD and D-PDMS is critical for the formation of the gel emulsion. Building on the original gel emulsion system, two novel in situ polymerizable gel emulsion systems (H2O/CSD-D-PDMS/dichloromethane-tert-butyl methacrylate and H2O/CSD-D-PDMS/dichloromethane-N-tert-butyl methacrylamide) were successfully developed by introducing suitable amphiphilic (hydrophilic/lipophilic) polymerizable monomers. This study found that changes in the amphiphilicity of the introduced monomers significantly affected the stability and microscopic morphology of the gel emulsion system. The findings indicate that constructing a hydrophilic/lipophilic balanced system via the synergistic action of stabilizers and crosslinkers in a solvent system, followed by the introduction of polymerizable monomers, is a simple and efficient method for rapidly developing novel polymerizable gel emulsions. These new polymerizable gel emulsions lay the foundation for the subsequent preparation of porous organic polymers (POPs).

CAS / MDL: 814-68-6
研究领域: 材料科学 · 化学工程
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Pharmaceutics · 2023 ·Vol. 15 ·期 8 ·2161 · IF 5.4

Constructing ROS-Responsive Supramolecular Gel with Innate Antibacterial Properties

Fen Zheng,Wei Du,Minggang Yang,Kaige Liu,Shanming Zhang,Long Xu,Yong Wen

Bacterial infections, especially antibiotic-resistant bacterial infections, pose a significant threat to human health. Supramolecular gel with innate antibacterial properties is an advanced material for the treatment of bacterial infections, which have attracted great attention. Herein, a reactive oxygen species (ROS)-responsive innate antibacterial supramolecular gel is developed by a bottom-up approach based on phenylalanine and hydrazide with innate antibacterial properties. The structure of gelators and intermediate products was characterized by proton nuclear magnetic resonance (1H NMR) and a high-resolution mass spectrum (HRMS). The results of1H NMR and the Fourier transform infrared spectrum (FT–IR) experiment disclosed that hydrogen bonding and the π–π stacking force are the important self-assembly driving forces of gelators. The microstructure and mechanical properties of gel were studied by Scanning electron microscope (SEM) and Rheometer, respectively. An in vitro degradation experiment proved that the gelator has ROS-responsive degradation properties. The in vitro drug release experiment further manifested that antibiotic-loaded gel has ROS-responsive drug-release performances. An in vitro cytotoxicity experiment showed that the supramolecular gel has good biocompatibility and could promote cell proliferation. The in vitro antibacterial experiment proved that the supramolecular gel has excellent inherent antibacterial properties, and the antibacterial rate againstStaphylococcus aureus(S. aureus) andEscherichia coli(E. coli) was 98.6% and 99.1%, respectively. The ROS-responsive supramolecular gel as a novel antibacterial agent has great application prospects in treating antibiotic-resistant bacterial-infected wounds and preventing the development of bacterial resistance.Keywords:antibacterial gel;supramolecular gel;ROS-responsive;low molecular weight gelator;biocompatibility

研究领域: 材料科学 · 医学 · 生物学
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RSC Advances · 2021 ·Vol. 11 ·期 21 ·12641-12648 · IF 3.361

Facile construction of a family of supramolecular gels with good levofloxacin hydrochloride loading capacity

Renyuan Chen,Caidie Xu,Yihao Lei,Hongxin Liu,Yabin Zhu,Jianfeng Zhang,Long Xu

Due to their designability and easy functionalization (such as self-antimicrobial, high antibiotic loading content, injectable, and sustained drug release), low molecular weight gels have attracted significant attention as antimicrobial materials. Herein, a series of biocompatible low molecular weight gelators (LMWGs) were designed and synthesized, using dihydrazides with different alkyl chains, which show excellent gelation ability in PEG200 and PEG400. Among these gelators, a low molecular weight hydrogelator (LMWH) was obtained by introducing an appropriate length of the alkyl chain. The supramolecular gels exhibited good shear thinning behavior, destruction–recovery ability, and excellent antibiotic (levofloxacin hydrochloride) loading capacity (as high as 66.7%). FT-IR and 1H NMR were used for the investigation of the gelation process of gelators. Results suggest that regulating and controlling the balance of the hydrophilic and hydrophobic parts of the gelator structure by introducing different alkyl chain lengths is an effective method for constructing LMWHs.

研究领域: 材料科学 · 药学 · 化学
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JOURNAL OF COLLOID AND INTERFACE SCIENCE · 2017 · IF 4.233

Supramolecular gels: using an amide-functionalized imidazolium-based surfactant

Ni Cheng,Qi Kang,Jianhong Xiao,Na Du,Li Yu

Studies on supramolecular gel aggregates via supramolecular interactions are very fascinating and impressive. The interactions of gelator with solvent and inorganic salt can functionalize, activate, or control the properties of supramolecular gels. A lot of work on this area has been done, but all these contributions are only at an early stage. In this work, we tuned the gel formation conditions and properties by using low-molecular-weight gelator (LMWGs), amide-functionalized imidazolium-based surfactant , viz., N-cetyl-N′-acetamido imidazolium bromide ([N-C 16 , N′-CONH 2 -Im]Br), in different solvents and with inorganic salt additives. Under chemical (Cu 2+ /H 2 O 2 ) and physical (temperature) stimuli, gel-sol phase transition occurred in the gel formed from 2 wt% [N-C 16 , N′-CONH 2 -Im]Br in the solvent formamide (FM). Accompanied with increased mechanical strength of the gels, morphology alternation from initial straight stripe-shaped structures to curly belt-like textures was observed in the addition of CuBr 2 . From Small-angle X-ray scattering (SAXS) measurements, bilayer units with interdigitated hydrocarbon tails of the gelator were testified to appear in the gels. Comparative experiments demonstrate that the π-π interaction, H-bonding, and hydrophobic interaction between the gelator molecules are the main driving forces for the gelation . The low-cost gelator, facile preparation, and coordination-driven assembly process make the robust gel a good candidate in various applications, such as material templates and drug deliveries.

研究领域: 化学 · 材料科学
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POLYMER · 2019 · IF 3.771

Fabrication and mechanical behaviors of novel supramolecular/polymer hybrid double network hydrogels

Feng Chen,Ziqing Tang,Shaoping Lu,Lin Zhu,Qilin Wang,Qin Gang,Jia Yang,Qiang Chen

Double network hydrogels (DN gels) are one of most extensively investigated high strength hydrogels. However, most of DN gels are concern to macromolecules , low-molecular-weight gelators (LMWG)-based supramolecular hydrogels are rarely reported to fabricate recoverable DN gels. Owing to the low mechanical properties, LMWG-based supramolecular hydrogels are hardly fabricated as conductive materials for human motion monitoring. Herein, we report a general strategy to fabricate strong, tough and conductive cholate-based supramolecular gels with double network (DN) structure (i.e. La-cholate/PAAm DN gels), consisting of La-cholate supramolecular gel as first network and covalent polyacrylamide gel (PAAm gel) as second network, in which La-cholate supramolecular gel was self-assembled by La 3+ ions and sodium cholate under sonication via the synergistic effect of hydrogen bonds , hydrophobic interactions and metal-coordination. At optimal condition, La-cholate/PAAm DN gel exhibited high tensile properties (fracture stress of 0.314 MPa, fracture strain of 29.85 mm/mm, elastic modulus of 90 kPa, and work of extension of 5.678 MJ/m 3 ) and high toughness (tearing energy of 1098 J/m 2 ), which are comparable to conventional chemical or hybrid DN gels. Meanwhile, La-cholate/PAAm DN gel also showed rapid self-recovery property (stiffness recovery of 84% and toughness recovery of 46% after resting for 3 min) at room temperature and λ-dependent luminescent property under UV-light. More importantly, cholate-based supramolecular gels with DN structure could be prepared with various metal ions and monomers . Interestingly, our cholate-based DN gels were ionically conductive, which could be used as strain sensor to finely detect the human motions. We hope our design principles, along with the simple method and cholate-based DN gels, can be generally applied to develop a new generation of strong and tough LMWG-based supramolecular hydrogels with various functionalities.

研究领域: 高分子科学 · 生物材料 · 软物质物理 · 纳米医学 · 组织工程 · 智能响应材料 · 生物传感
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