journal article·2020-11-01

Stimuli-responsive Supramolecular Gels Based on the Self-Assembly of stigmasterol-ferrocene derivative

Jiacheng Wang, Min Chen, Haitian Zhao, Hua Zhang, Xin Yang

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Abstract

Abstract Small molecule gels with different stimuli responsiveness are endowed with different characteristics. Due to the reversibility of non-covalent bond forces and the adjustability of the self-assembly process, small molecule gels are widely used as an intelligent soft material prospect. Here, we designed and synthesized a novel gelator, stigmasteryl glycinate ferrocenoylamide (SGF), which uses plant sterols as raw materials and has multi-stimulus response performance. The gelation behavior of SGF was investigated in different solvents. The properties and mechanism of self-assembly of gels were characterized by SEM, UV-VIS, FT-IR, CAT and XRD. The intermolecular hydrogen bond nature of the gel formation and the lamellar aggregation pattern of SGF gel are revealed. Interestingly, SGF/cyclohexane gel shows excellent responsiveness to a variety of external stimuli such as temperature, thixotropic force and redox. In particular, SGF has a specific recognition ability for methanol.
Source: openaire · Quality: candidate unverified · Source record ↗

Research context

OpenAlex topics: Supramolecular Self-Assembly in Materials · Polydiacetylene-based materials and applications · Molecular Sensors and Ion Detection

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

References (46)

Show source-provided references
1. Recent bio-applications of sol–gel materials10.1039/B512706H ↗
2. Self-healing polymeric hydrogel formed by metal–ligand coordination assembly: design, fabrication, and biomedical applications10.1002/marc.201800837 ↗
3. Designing hydrogels for controlled drug delivery10.1038/natrevmats.2016.71 ↗
4. Low-molecular-mass gels responding to ultrasound and mechanical stress: towards self-healing materials10.1039/C4CS00066H ↗
5. Gelation mechanism and microstructure of organogels formed with l-Valine dihydrazide derivatives10.1016/j.colsurfa.2011.05.027 ↗
6. Click synthesis of the thermo- and pH-sensitive hydrogels containing β-cyclodextrins10.1007/s10853-011-5802-3 ↗
7. Developing a gel-based sensor using crystal morphology prediction10.1021/jacs.6b06269 ↗
8. Cation tuning of Supramolecular gel properties: a new paradigm for sustained drug delivery10.1002/adma.201605227 ↗
9. Applying low-molecular weight supramolecular gelators in an environmental setting-self-assembled gels as smart materials for pollutant removal10.1039/C6CS00124F ↗
10. Nanoarchitectures by hierarchical self-assembly of ursolic acid: entrapment and release of fluorophores including anticancer drug doxorubicin10.1039/C7RA02123B ↗
11. Sorbitol-based supramolecular organogelators with effective phase-selective gelation and significant self-healing property10.1080/1539445X.2017.1367307 ↗
12. Supramolecular assembly of peptide and metallopeptide gelators and their stimuli-responsive properties in biomedical applications10.1002/chem.201801247 ↗
13. Monopyrrolotetrathiafulvalene–succinamide conjugates and their TCNQ charge transfer complex based supramolecular gels with multiple stimulus responsiveness10.1039/C4OB01397B ↗
14. Photo-responsive cholesterol-substituted diacetylenic organogels: morphology tuning, photo-switching and photo-polymerization10.1039/c3sm51896e ↗
15. Novel sugar-based azo dyes as multistimuli responsive supramolecular gelators and chemosensorsresponsiveness10.1016/j.dyepig.2018.06.042 ↗
16. Low molecular mass Gelators of organic liquids and the properties of their gels
17. ChemInform abstract: liquid-crystalline solvents as mechanistic probes. Part 20. Crystalline and smectic b solvent control over the selectivity of photodimerization of n-alkyl cinnamates10.1002/chin.198703095 ↗
18. Morphological transformation between three-dimensional gel network and spherical vesicles via sonication10.1039/c2sm25164g ↗
19. Synthesis of organogelling, fluoride ion-responsive, cholesteryl-based benzoxazole containing intra- and intermolecular hydrogen-bonding sites10.1016/j.tetlet.2010.08.053 ↗
20. A multi-stimuli-responsive organogel based on salicylidene Schiff base10.1016/j.snb.2013.05.022 ↗
21. Side-chain modified Ergosterol and Stigmasterol derivatives as liver X receptor agonists10.1021/acs.jmedchem.7b00091 ↗
22. Stigmasterol prevents glucolipotoxicity induced defects in glucose-stimulated insulin secretion10.1038/s41598-017-10209-0 ↗
23. Design, synthesis and stimuli responsive gelation of novel stigmasterol-amino acid conjugates10.1016/j.jcis.2011.05.084 ↗
24. Stigmasterol-based novel low molecular weight/mass organic gelators10.3390/molecules16119357 ↗
25. Organometallic derivatives of penicillins and cephalosporins a new class of semi-synthetic antibiotics10.1016/S0022-328X(00)80708-1 ↗
26. Ferrocene-containing Thermotropic side-chain liquid-crystalline Polysiloxanes10.1021/ma980410w ↗
27. Stimuli-responsive supramolecular gelation in ferrocene-peptide conjugates10.1002/chem.201302450 ↗
28. Self-assemblies of cyclodextrin derivatives modified by ferrocene with multiple stimulus responsiveness10.1039/C7SM00017K ↗
29. A ferrocene-based organogel with multi-stimuli properties and applications in naked-eye recognition of F− and Al3+10.1039/C7RA06722D ↗
30. Self-healing, expansion-contraction, and shape-memory properties of a Preorganized Supramolecular hydrogel through host-guest interactions
31. A stimuli-responsive hydrogel with reversible three-state transition controlled by redox stimulation10.1002/macp.201700002 ↗
32. On-off switching of gel formation by red-ox reaction10.1016/j.tetlet.2018.01.013 ↗
33. Ferrocene–tryptophan conjugate: An example of a redox-controlled reversible Supramolecular Nanofiber network10.1021/om4004779 ↗
34. A Ferrocene–tryptophan conjugate: the role of the Indolic nitrogen in Supramolecular assembly10.1002/cplu.201700407 ↗
35. Natural product gelators and a general method for obtaining them from organisms10.1039/C7NR08368H ↗
36. A novel low-molecular-mass gelator with a redox active ferrocenyl group: tuning gel formation by oxidation10.1016/j.jcis.2007.10.005 ↗
37. Ordered microporous membranes templated by breath figures for size-selective separation10.1021/ja2092745 ↗
38. Conformational and molecular structures of α,β-unsaturated acrylonitrile derivatives: Photophysical properties and their frontier orbitals10.3390/molecules21040389 ↗
39. Porous surface films with tunable morphologies and hydrophobic properties based on block copolymer under the effects of thermal annealing10.3389/fchem.2019.00181 ↗
40. Novel pearl-necklace porous CdS Nanofiber Templated by Organogel10.1021/la0493520 ↗
41. Helical stacking tuned by Alkoxy side chains in π-conjugated Triphenylbenzene Discotic derivatives10.1002/chem.200501058 ↗
42. A low-molecular-mass gelator with an electroactive tetrathiafulvalene group: tuning the gel formation by charge-transfer interaction and oxidation10.1021/ja055800u ↗
43. Structural analysis and mapping of individual protein complexes by infrared nanospectroscopy10.1038/ncomms3890 ↗
44. Interfacial self-assembly driven formation of hierarchically structured nanocrystals with photocatalytic activity10.1021/nn405492d ↗
45. Organometallic amphiphiles: oxidized ferrocene as headgroup for redox-switched bilayer and monolayer membranes10.1021/ja953177f ↗
46. Synthesis and reversible redox properties of an electron-rich polyferrocenylsilane with tert-butyl substituents on the cyclopentadienyl ligands10.1021/ma052475m ↗