A methoxy substituted HBT derivative 2-(benzo[d]thiazol-2-yl)-6-methoxyphenol (TMP) showed coupling of AIE and ESIPT, underwent FRET with Rhodamine B and detected Sulfide in pure water by ratiometry.
We synthesized three cinnamaldehyde-based chalcone derivatives, (2E,4E)-1-(2-hydroxyphenyl)-5-phenylpenta-2,4-dien-1-one (HPD), (2E,4E)-5-(4-(dimethylamino)phenyl)-1-phenylpenta-2,4-dien-1-one (DPPD), and (2E,4E)-5-(4-(dimethylamino)phenyl)-1-(2-hydroxyphenyl)penta-2,4-dien-1-one (DPHPD). The molecule HPD was totally nonfluorescent. Exclusion of a phenolic −OH moiety from HPD along with the introduction of a dimethylamino moiety in DPPD resulted in excellent excited-state charge-transfer properties in the solution phase. Interestingly, introduction of phenolic −OH and dimethylamino moieties in DPHPD resulted in solvent selectivity in the excited state. DPHDP behaved as a strong fluorophore only in carbonyl-or thiocarbonyl-containing solvents, such as dimethylsulfoxide (DMSO), dimethylformamide (DMF) and dimethylacetamide (DMAC) and showed a prominent red color under UV light. However, no emission was observed in similar carbonylated solvents, such as acetone or formamide, or in viscous medium, such as glycerol. The difference in solvent response was probed by various spectroscopic techniques and analyzed using the crystal structure of the three chalcones along with theoretical calculations. The practical utility of DPHPD was explored by detecting the percentage of water in DMSO solvent.
DIDOT showed charge transfer phenomenon. DIDOT selectively recognizes Zn(ii), causing emission swing from green to yellow. LOD is ∼30 nm. Mechanism was probed by theoretical and experimental studies. Zn(ii) in water samples was detected.
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