scholarly journals Exploring the Effects of Various Polymeric Backbones on the Performance of a Hydroxyaromatic 1,2,3-Triazole Anion Sensor

Sensors ◽  
2020 ◽  
Vol 20 (10) ◽  
pp. 2973
Author(s):  
Aikohi Ugboya ◽  
Khristal Monroe ◽  
Unodinma Ofulue ◽  
Kayley Yates ◽  
Debanjana Ghosh ◽  
...  

Polymeric chemosensors are vital sensing tools because of higher sensitivity compared to their monomeric counterparts and tunable mechanical properties. This study focuses on the incorporation of a hydroxyaromatic 1,2,3-triazole sensor, 2-(4-phenyl 1H-1,2,3-triazol-1-yl)phenol (PTP), into polymers. By itself, the triazole has a selective, fluorometric response to the fluoride, acetate, and dihydrogen phosphate anions, and is most responsive to fluoride. Current investigations probe the suitability of various polymeric backbones for the retention and enhancement of the triazole’s sensing capabilities. Backbones derived from acrylic acid, methyl methacrylate, divinylbenzene, and styrene were explored. UV-illumination, Nuclear Magnetic Resonance (NMR) titration, and ultraviolet-visible (UV-Vis) absorption and fluorescence spectroscopy studies are used to investigate the performance of newly synthesized polymers and the derivatives of PTP that serve as the polymers’ precursors. Among the polymers investigated, copolymers with styrene proved best; these systems retained the sensing capabilities and were amenable to tuning for sensitivity.

CrystEngComm ◽  
2011 ◽  
Vol 13 (24) ◽  
pp. 7293 ◽  
Author(s):  
Baoliang Lv ◽  
Yao Xu ◽  
Dong Wu ◽  
Yuhan Sun

1989 ◽  
Vol 173 ◽  
Author(s):  
Richard S. Potember ◽  
Robert C. Hoffman ◽  
Karen A. Stetyick

ABSTRACTHydrazone, 1,1-dimethylhydrazone, methylhydrazone, phenylhydrazone and p-nitrophenyl hydrazone derivatives of substituted aromatic aldehydes were prepared and screened for second harmonic generation using the Kurtz powder technique. One compound, 4-nitro-3-methoxybenzaldehyde hydrazone exhibited a second harmonic signal up to 32 times that of ammonium dihydrogen phosphate (ADP) and 4-nitrobenzaldehyde hydrazone exhibited a second harmonic signal five times higher than previously reported, up to 40 times that of ADP. 3-methyl-4-nitrobenzaldehyde hydrazone, 4-nitrobenzaldehyde phenylhydrazone, 1-naphthaldehyde phenylhydrazone, 1-pyrenecarboxaldehyde phenylhydrazone exhibited second harmonic signals 25, 2.5, 5 and 20 times that of an ADP standard.


Molecules ◽  
2019 ◽  
Vol 24 (9) ◽  
pp. 1807 ◽  
Author(s):  
Alena Khadieva ◽  
Vladimir Gorbachuk ◽  
Dmitriy Shurpik ◽  
Ivan Stoikov

A multicyclophane with a core based on tris(2-aminoethyl)amine (TREN) linked by amide spacers to three fragments of pillar[5]arene was synthesized. The choice of the tris-amide core allowed the multicyclophane to bind to anion guests. The presence of three terminal pillar[5]arene units provides the possibility of effectively binding the colorimetric probe N-phenyl-3-(phenylimino)-3H-phenothiazin-7-amine (PhTz). It was established that the multicyclophane complexed PhTz in chloroform with a 1:1 stoichiometry (lgKa = 5.2 ± 0.1), absorbing at 650 nm. The proposed structure of the complex was confirmed by 1H-NMR spectroscopy: the amide group linking the pillar[5]arene to the TREN core forms a hydrogen bond with the PhTz imino-group while the pillararenes surround PhTz. It was established that the PhTz:tris-pillar[5]arene complex could be used as a colorimetric probe for fluoride, acetate, and dihydrogen phosphate anions due to the anion binding with proton donating amide groups which displaced the PhTz probe. Dye displacement resulted in a color change from blue to pink, lowering the absorption band at 650 nm and increasing that at 533 nm.


Marine Drugs ◽  
2020 ◽  
Vol 18 (9) ◽  
pp. 450 ◽  
Author(s):  
Lamiaa A. Shaala ◽  
Diaa T. A. Youssef ◽  
Torki A. Alzughaibi ◽  
Sameh S. Elhady

The actinomycete strain Streptomyces coelicolor LY001 was purified from the sponge Callyspongia siphonella. Fractionation of the antimicrobial extract of the culture of the actinomycete afforded three new natural chlorinated derivatives of 3-phenylpropanoic acid, 3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid (1), 3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid methyl ester (2), and 3-(3-chloro-4-hydroxyphenyl)propanoic acid (3), together with 3-phenylpropanoic acid (4), E-cinnamic acid (5), and the diketopiperazine alkaloids cyclo(l-Phe-trans-4-OH-l-Pro) (6) and cyclo(l-Phe-cis-4-OH-d-Pro) (7) were isolated. Interpretation of nuclear magnetic resonance (NMR) and high-resolution electrospray ionization mass spectrometry (HRESIMS) data of 1–7 supported their assignments. Compounds 1–3 are first candidates of the natural chlorinated phenylpropanoic acid derivatives. The production of the chlorinated derivatives of 3-phenylpropionic acid (1–3) by S. coelicolor provides insight into the biosynthetic capabilities of the marine-derived actinomycetes. Compounds 1–3 demonstrated significant and selective activities towards Escherichia. coli and Staphylococcus aureus, while Candida albicans displayed more sensitivity towards compounds 6 and 7, suggesting a selectivity effect of these compounds against C. albicans.


1978 ◽  
Vol 33 (7-8) ◽  
pp. 465-471
Author(s):  
Franz Daliacker ◽  
Volker Mues ◽  
In-O Kim

Abstract We describe the possibilities of formation and preparation of the “natural” 1,3-benzodioxolecarboxylic acids 1, 2, 4, 6 b, and 7, already mentioned in literature. Myristic acid (3e) was prepared in good yield from 3-methoxy-4,5-dihydroxy-benzoic acid ester (3c) , which could be easily made from 3-methoxy-2,3-carbonyldioxy-benzoic acid methylester (3b). Myristicic acid methylester (3d) could be subjected to methylation and hydrolysis leading to 3e without any difficulties. 4.6-dimethoxy-1,3-benzodioxole-5-carboxylic acid (5b) was prepared in good yields by oxidation of 4,6-dimethoxy-1,3-benzodioxole-5-aldehyde (5a). 5.7-dimethoxy-1,3-benzodioxole-carboxylic acid (13f), one of the “unnatural” 1,3-benzodioxolecarboxylic acids, derivatives of o-ipiperonylic acid (8), was prepared from 5-amino-7-methoxy-1,3- benzodioxole-4carboxylic acid methyl ester (13b) by diazotisation, elimination of nitrogen, methylation, and hydrolysis. A comparison of our measured pkA-values showed the strongest acidity belonging to 5,6-dimethoxy-1,3-benzodioxole-4-carbocylic acid (11).


2008 ◽  
Vol 14 (1) ◽  
pp. 27-35 ◽  
Author(s):  
Grazyna Bartkowiak

Electron ionization mass spectra of 12 derivatives of 2-thioorotic acid have been discussed and general fragmentation routes of their molecular ions have been proposed. The compounds under discussion were three groups of four chemical species (2-alkylthioorotic acid, methyl 2-alkylthioorotate, ethyl 2-alkylthioorotate and 2-alkylthioorotic hydrazide) each with the same relative molecular mass. The comparison of selected ions relative abundances and their correlation with the abundance of molecular ions enable differentiation between isomeric or isobaric species in this class of compounds.


1971 ◽  
Vol 122 (4) ◽  
pp. 503-508 ◽  
Author(s):  
R. Nery

1. Tritiation of arecoline hydrochloride by catalytic exchange in aqueous media (done by The Radiochemical Centre) gave arecaidine hydrochloride of high specific radioactivity; this on treatment with diazomethane gave [3H]arecoline, which was oxidized with peroxyacetic acid to [3H]arecoline 1-oxide. 2. Arecoline 1-oxide gave arecaidine 1-oxide on acid hydrolysis and 1,2-dihydro-1-methylnicotinic acid methyl ester on thermal decomposition. 3. [3H]Arecoline hydrochloride was metabolized in the rat into the 3H-labelled derivatives of arecoline 1-oxide, arecaidine 1-oxide, arecaidine, N-acetyl-S-(3-carboxy-1-methylpiperid-4-yl)-l-cysteine and an unidentified metabolite; some unchanged arecoline was also excreted. [3H]Arecoline 1-oxide gave the same metabolities, but in different amounts. 4. The possible relevance of these findings to betel-nut carcinogenesis is discussed.


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