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Synthesis, sensor activity, and logic behavior of a highly water-soluble 9,10-dihydro-7H-imidazo[1,2-b]benz[d,e]isoqionolin-7-one dicarboxylic acid

Paper ID Volume ID Publish Year Pages File Format Full-Text
26488 43955 2015 8 PDF Available
Title
Synthesis, sensor activity, and logic behavior of a highly water-soluble 9,10-dihydro-7H-imidazo[1,2-b]benz[d,e]isoqionolin-7-one dicarboxylic acid
Abstract

•A novel highly water-soluble fluorescent dihydroimidazonaphthalimide derivative is synthesized.•Compound is designed as fluorescent “off–on–off” molecular pH probes based on PET and ICT.•Probe manifests selective response to protons over representative transition metal ions in 100% aqueous medium.•Logic functions AND, XOR, INH, and XNOR are achieved.•A magnitude digital comparator and half-adder are demonstrated.

The design, synthesis, and sensor activity of a novel highly water-soluble 9,10-dihydro-7H-imidazo[1,2-b]benz[d,e]isoqionolin-7-one derivative are reported. The changes in the photophysical properties of the compound as a function of pH were investigated in 100% aqueous medium. Novel compound manifests ratiometric “off–on–off” pH sensor activity. Due to the two different “off”-states, it is able to execute the logical functions AND and XOR as well as INH and XNOR and as such, to act as a half-adder and a magnitude digital comparator, respectively. The synthesized compound shows excellent selectivity toward protons over the representative metal ions in ammonia/ammonium chloride buffer (pH 10) and HEPES (pH 7.3) solutions. The high water solubility and excellent pH selectivity and sensitivity of the probe may be beneficially for monitoring pH variations in complex samples.

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Keywords
Naphthalimide derivative; Internal charge transfer (ICT); Photoinduced electron transfer (PET); Selective pH sensing in 100% aqueous media; AND, XOR, XNOR, and INH logic gates; Magnitude digital comparator and half-adder
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Synthesis, sensor activity, and logic behavior of a highly water-soluble 9,10-dihydro-7H-imidazo[1,2-b]benz[d,e]isoqionolin-7-one dicarboxylic acid
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 297, 15 January 2015, Pages 31–38
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us