• Bulletin of the Korean Chemical Society
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• v.34 no.1
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• pp.63-67
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• 2013

A bottom-modified (4-position) naphthalimide derivative 1 with 1,8-naphthyridine as binding site has been designed and synthesized. Compound 1 is the first 1,8-naphthyridine-modified naphthalimide-based sensor that can detect $Hg^{2+}$ selectively with respect to ratiometric fluorescent change and blue shift in organic aqueous solution. The Job's plot and FAB mass indicate that 1 formed a 1:1 complex with $Hg^{2+}$. A top-modified naphthalimide derivative 2 with 1,8-naphthyridin as binding site has also been synthesized for comparison.

• Bulletin of the Korean Chemical Society
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• v.34 no.8
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• pp.2261-2266
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• 2013

This paper describes the synthesis and water sensing properties of a fluorescent photoinduced electron transfer (PET) sensor (5) with an extended operating sensing range. The 1,8-naphthalimide derivative (5) attached with a piperazine group and a carboxylic group was synthesized and applied as a fluorescent water sensor in water-miscible organic solvents. The fluorescence intensity of the dye 5 increased with increasing water content up to 80% (v/v) and the fluorescence intensities were enhanced 45-, 67- and 122-fold in aqueous EtOH, DMF and DMSO solutions, respectively. In aqueous acetone solution, the enhancement of the fluorescence intensities was somewhat lower (30-fold) but the response range was wider (0-90%, v/v).

• Rapid Communication in Photoscience
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• v.1 no.2
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• pp.35-37
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• 2012

Photoinduced electron-transfer process of 1,8-naphthalimide-linker-trimethylsilane (NI-O3-TMS, O3 = 3,6,9-trioxaundecyl) and NI-O3 has been investigated using the transient absorption measurements in $CH_3CN$ and $CH_3CN/H_2O$. The excitation of NI-O3-TMS in $CH_3CN$ produced the NI radical anion ($NI^{{\cdot}-}$) with a transient absorption band around 413 nm, via the intermolecular electron-transfer between NI moieties in the excited singlet state. In contrast, in a protic polar solvent mixture of $CH_3CN/H_2O$, a proton abstraction process occurred from $NI^{{\cdot}-}$ to generate the NI ketyl radical ($NIH^{\cdot}$), which showed a transient absorption band around 405 nm. The decay time constants of $NIH^{\cdot}$ were quite long compared to those of $NI^{{\cdot}-}$ in $CH_3CN$.