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Pyridyl Azo‐Based Naphthyl Acetate for Sensing of Hydrazine and Perborate in Sol‐Gel Medium
Author(s) -
Panja Atanu,
Ghosh Kumaresh
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201801791
Subject(s) - hydrazine (antidepressant) , chemistry , substrate (aquarium) , hydrolysis , nucleophile , reactivity (psychology) , nuclear chemistry , medicinal chemistry , inorganic chemistry , organic chemistry , catalysis , chromatography , oceanography , geology , medicine , alternative medicine , pathology
Pyridyl azo‐based naphthyl acetate 1 has been designed and synthesized. Compound 1 acts as progelator in CH 3 CN‐H 2 O (1:1, v/v) and exhibits reactivity towards nucleophilic substrate for ester hydrolysis. In the presence of hydrazine and perborate, the solution of 1 in CH 3 CN‐H 2 O (1:1, v/v) undergoes gelation due to formation of intermediate compound 2 through removal of acetyl group. Gelation study reveals that while compound 2 in CH 3 CN‐H 2 O (1:1, v/v) forms gel, compound 1 remains in solution. Hydrazine brings gelation rapidly than perborate and validates their visual sensing. The deacetylation reaction has been supported by various spectroscopic data. Compound 1 in solution is also responsive to hydrazine with reasonably low detection limit. Other substrates, including perborate, did not generate a measurable response. As a proof‐of‐principle application, a test strip of compound 1 was shown to allow the detection of hydrazine in solution and vapor states. To the best of our knowledge, this is the first example of stimuli responsive low molecular weight gelator (LMWG) which dosimetrically senses hydrazine and perborate under different conditions.