Smart supramolecular photoresponsive gelator with long-alkyl chain azobenzene incorporated sugar derivatives for recycling aromatic solvents and sequestration of cationic dyes

Abstract

Phase-selective gelation of low molecular-weight photoresponsive organogelator possessing long aliphatic chain azobenzene sugar derivatives, and its applications in the recycling of aromatic solvents and also removal of cationic dyes, are...

Harnessing Glycolipids for Supramolecular Gelation: A Contemporary Review

“…Gelators based on sugar derivatives with an azobenzene group and long alkyl chain showed photoinduced gel–sol transition with irradiation by UV light and visible light. Accompanied with phase-selective gelation, these gelators also removed cationic dyes with high efficiency from polluted water [Figure , ( 25 )] …”

Synthesis of Aryl Azobenzene-Based Sugar Derivatives for Organogelators and the Colorimetric Detection of Cu2+ Metal Ions

“…These sugar-derived compounds can be applied as a colorimetric sensor for Cu(II) ions in both gel and solution states. (15) with 77−92% yield in ethanol (Scheme 1) and characterized by 1 H, 13 C NMR, and high-resolution mass spectrometry (HR-MS). In 1 H NMR, the presence of aromatic protons resonates around 8.7−6.2 ppm, the glucose moiety resonates around 4.50−2.41 ppm, and the anomeric proton of the glycosidic unit resonates around 5.30−5.44 ppm with a coupling constant of 5.2 Hz.…”

“…Carbohydrates have proven to be an excellent alternative for the fabrication of organogels due to their biocompatibility, biodegradability, stereochemistry, nontoxicity, affordability, and abundance of renewable resources . These are capable of responding to a variety of external stimuli, including temperature, light, chemical stimulation, enzymes, and pH. , The responses from these LMOGs include changes in color, gel-to-sol transitions, isomerization, dimer formation, and morphology . Disturbance of the weak interactions by external stimuli may disrupt the gel to the sol state, and such a phase transformation in the presence of an analyte is a good approach for the development of novel sensor-based devices …”

“…Dark-red solid; yield = 85%; 1 H NMR (400 MHz, DMSO-d 6 ): δ 15.35 (s, 1H, −OH), 10.30 (s, 1H, −NHAc), 8.67 (d, J = 8 4. Hz, 1H), 7.99−7.93 (dd, J = 9.2 Hz, 8.9 Hz, 3H), 7.87−7.80 (dd, J = 7.8 Hz, 8.9 Hz, 3H), 7.64 (t, J = 6.9 Hz, 1H), 7.10 (d, J = 9.2 Hz, 1H), 2.10 (s, 3H, −COCH 3 );13 C NMR (100 MHz, DMSO-d 6 ): δ 168.9, 160.8, 142.9, 142.0, 137.6, 132.7, 129.0, 128.9, 128.8, 128.0, 125.4, 122.2, 121.6, 121.5, 119.9, 24.4.…”

Light-modulation of gel stiffness: a glyconucleoside based bolaamphiphile as a photo-cleavable low molecular weight gelator

“…Of note, a vast majority of responsive gels involve either sol-gel or gel-sol transitions. [13][14][15] However, in addition to this drastic ''on/off'' effect, a fine spatial and temporal control of the mechanical properties e.g. stiffness upon stimulation is of high interest for polymer-based gels 16,17 but remains challenging for low molecular weight gelators (LMWGs).…”