Phthalimide conjugation turns the AIE-active tetraphenylethylene unit non-emissive: its use in turn-on sensing of hydrazine in solution and the solid- and vapour-phase.

Autor: Hiremath SD; Department of Chemistry, BITS, Pilani - K. K. Birla Goa Campus NH 17B Bypass Road Zuarinagar Goa 403726 India amrita@goa.bits-pilani.ac.in mainak@goa.bits-pilani.ac.in., Gawas RU; Department of Chemistry, BITS, Pilani - K. K. Birla Goa Campus NH 17B Bypass Road Zuarinagar Goa 403726 India amrita@goa.bits-pilani.ac.in mainak@goa.bits-pilani.ac.in., Das D; Department of Chemistry, BITS, Pilani - K. K. Birla Goa Campus NH 17B Bypass Road Zuarinagar Goa 403726 India amrita@goa.bits-pilani.ac.in mainak@goa.bits-pilani.ac.in., Naik VG; Department of Chemistry, BITS, Pilani - K. K. Birla Goa Campus NH 17B Bypass Road Zuarinagar Goa 403726 India amrita@goa.bits-pilani.ac.in mainak@goa.bits-pilani.ac.in., Bhosle AA; Department of Chemistry, BITS, Pilani - K. K. Birla Goa Campus NH 17B Bypass Road Zuarinagar Goa 403726 India amrita@goa.bits-pilani.ac.in mainak@goa.bits-pilani.ac.in., Murali VP; CSIR-National Institute for Interdisciplinary Science and Technology (CSIR-NIIST) Thiruvananthapuram Kerala 695019 India., Maiti KK; CSIR-National Institute for Interdisciplinary Science and Technology (CSIR-NIIST) Thiruvananthapuram Kerala 695019 India., Acharya R; Radiochemistry Division, Bhabha Atomic Research Centre Trombay Mumbai 400085 India.; Department of Atomic Energy, Homi Bhabha National Institute Mumbai 400094 India., Banerjee M; Department of Chemistry, BITS, Pilani - K. K. Birla Goa Campus NH 17B Bypass Road Zuarinagar Goa 403726 India amrita@goa.bits-pilani.ac.in mainak@goa.bits-pilani.ac.in., Chatterjee A; Department of Chemistry, BITS, Pilani - K. K. Birla Goa Campus NH 17B Bypass Road Zuarinagar Goa 403726 India amrita@goa.bits-pilani.ac.in mainak@goa.bits-pilani.ac.in.
Jazyk: angličtina
Zdroj: RSC advances [RSC Adv] 2021 Jun 15; Vol. 11 (35), pp. 21269-21278. Date of Electronic Publication: 2021 Jun 15 (Print Publication: 2021).
DOI: 10.1039/d1ra03563k
Abstrakt: Hydrazine is a vital precursor used in several pharmaceuticals and pesticide industries and upon exposure can cause severe health hazards. Herein, a new AIEgen, tetraphenylethylene phthalimide (TPE-PMI), is synthesized in a one-step solvent-free mechanochemical approach exploiting the simple condensation between TPE-NH 2 and phthalic anhydride and used for the selective and sensitive detection of hydrazine. TPE-PMI with an AIE-active TPE-moiety is non-emissive in the solid phase by design. Hydrazine performs the cleavage of TPE-PMI in a typical "Gabriel synthesis" pathway to release AIE-active TPE-NH 2 in an aqueous solution to emit blue fluorescence. A gradual rise in fluorescence intensity at 462 nm was due to the increasing hydrazine concentration and TPE-PMI showed a linear relationship with hydrazine in the concentration range from 0.2 to 3 μM. The selectivity study confirmed that the probe is inert to amines, amino acids, metal anions, anions and even common oxidants and reductants. The detection limit is 6.4 ppb which is lower than the US Environmental Protection Agency standard (10 ppb). The practical utilities of TPE-PMI were successfully demonstrated through quantitative detection of hydrazine vapour on solid platforms like paper strips and TLC plates. Furthermore, on-site detection of hydrazine in the solid phase was demonstrated by spiking the soil samples with measured quantities of hydrazine and quantitation through image analysis. This cost-effective sensing tool was successfully utilized in in vitro detection of hydrazine in live HeLa cells.
Competing Interests: There are no conflicts to declare.
(This journal is © The Royal Society of Chemistry.)
Databáze: MEDLINE
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