Fluorescent Sensing of a Nerve Agent Simulant with Dual Emission over Wide pH Range in Aqueous Solution.
A new 1,8-naphthalimide-based fluorescent probe for the detection of diethyl cyanophosphonate, a very common nerve agent simulant, is designed, synthesized, and characterized fully. The probe shows around 50-fold enhancement of fluorescence intensity over other nerve agent simulants. Importantly, the probe is able to work under aqueous conditions in a wide pH range. Two reactive groups, the oxime and the phenol, allow a dual emission with different kinetic reactions. The reaction of diethyl cyanophosphonate with the oxime group occurs in advance; the resulting time response of the fluorescence enhancement is observed within approximately 30 s. After the oxime reaction, then phenol also undergoes a substitution reaction with diethyl cyanophosphonate, resulting in a blue emission. The real application of this new probe is demonstrated through the use of silica plate assays for the detection of diethyl cyanophosphonate in both gas and liquid phases through dual emission channels.
Molecular Logic Gate Laboratory, Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), 373-1 Guseong-dong, Yuseong-gu, Daejeon, 305-701, Republic of Korea.|Center for Catalytic Hydrocarbon Functionalizations, Institution of Basic Science (IBS), 373-1 Guseong-dong, Yuseong-gu, Daejeon, 305-701, Republic of Korea.
Youngsam
Y
Kim
Chemical Defense Research Institute, Seoul, Republic of Korea.
Yoon Jeong
YJ
Jang
Molecular Logic Gate Laboratory, Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), 373-1 Guseong-dong, Yuseong-gu, Daejeon, 305-701, Republic of Korea.|Center for Catalytic Hydrocarbon Functionalizations, Institution of Basic Science (IBS), 373-1 Guseong-dong, Yuseong-gu, Daejeon, 305-701, Republic of Korea.
Sandip V
SV
Mulay
Molecular Logic Gate Laboratory, Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), 373-1 Guseong-dong, Yuseong-gu, Daejeon, 305-701, Republic of Korea.
Thuy-Tien T
TT
Nguyen
Molecular Logic Gate Laboratory, Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), 373-1 Guseong-dong, Yuseong-gu, Daejeon, 305-701, Republic of Korea.|Center for Catalytic Hydrocarbon Functionalizations, Institution of Basic Science (IBS), 373-1 Guseong-dong, Yuseong-gu, Daejeon, 305-701, Republic of Korea.
David G
DG
Churchill
D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D009682:Magnetic Resonance Spectroscopy; D053644:Naphthalimides / Q000138:chemical synthesis / Q000737:chemistry; D000067397:Nerve Agents / Q000737:chemistry*; D063065:Organophosphonates / Q000737:chemistry; D012822:Silicon Dioxide / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D014867:Water / Q000737:chemistry*
D005456:Fluorescent Dyes; D053644:Naphthalimides; D000067397:Nerve Agents; D063065:Organophosphonates; C561434:diethylcyanophosphonate; D014867:Water; D012822:Silicon Dioxide
1,8-naphthalimide; chemical warfare agents; fluorescence; gas-phase sensing; neutral pH; sensors