Synthesis and characterization of polyphenol derived from Schiff bases containing methyl and carboxyl groups in the structure

Kaya, İsmet; Kartal, Emre; Şenol, Dilek

doi:10.1080/15685551.2015.1041084

Cited by 18 publications

(5 citation statements)

References 17 publications

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“…6) as compared to poly(azomethine-ester) PDIP. Similar fluorescence emissions are reported for related diphenols and poly(azomethine-ester)s [32,34]. The Stokes shift ( em − ex ) was also calculated for diphenols and poly(azomethine-ester)s in the visible region, which is the difference in wavelength (nm) between band maxima ( max ) of the emission and absorption spectra.…”

Section: Fluorescence Spectroscopysupporting

confidence: 68%

Synthesis and characterization of new thermally stable, antimicrobial and red-light-emitting poly(azomethine-ester)s

et al. 2020

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Two new diphenol Schiff base monomers were prepared through condensation reaction between 4-hydroxybenzaldehyde and 4,4′-diaminodiphenyl sulfone (dapsone) or 1,2-cyclohexanediamine. The resulting Schiff bases were reacted with terephthaloyl dichloride through polycondensation and formed two novel poly(azomethine-ester) s. The molecular masses of diphenol Schiff bases were determined through E.I mass spectroscopy. The elemental composition of poly(azomethine-ester)s was evaluated through CHN analysis. The structures of diphenol Schiff bases and poly(azomethineester)s were confirmed though FT-IR, 1 HNMR, UV-Vis spectroscopy, fluorescence, SEM and thermal analysis (TG/DTA). All the synthesized compounds were fluorescent and indicated 2-4 emission bands with maximum emission intensities within 342-682 nm at different excitation wavelengths. The diphenol Schiff bases showed violet-light emission, while their derived polyesters showed red-light emission. The poly(azomethine-ester)s indicated good thermal stability (347 °C and 561 °C) which was estimated through T max (temperature at which rate of weight loss is maximum) value obtained from DTG (derivative thermogravimetry) graph. The synthesized compounds were also tested for their antimicrobial activities against different species of bacteria and fungi. The Schiff base having dapsone moiety showed 55% inhibition, while its derived poly(azomethine-ester) showed 40% inhibition against bacterial species Shigella flexneri.

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Section: Fluorescence Spectroscopysupporting

confidence: 68%

Synthesis and characterization of new thermally stable, antimicrobial and red-light-emitting poly(azomethine-ester)s

et al. 2020

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“…The oxyphenylene are involved in the formation of free radicals leading to polyazine formation and they appeared to be primarily in bond formation. [ 41 ] Thus the phenyl rings in the polyazine appear to be linked primarily at the ortho position ( R 2) and oxyphenylene ( R 1). From the FT-IR, 1 H-NMR and 13 C-NMR spectral analysis results suggest that the polymerization of the monomer by OP taking place through C–C (phenylene) and C–O–C (oxyphenylene) type coupling (Scheme 3 ).…”

Section: Resultsmentioning

confidence: 99%

Investigation of aggregation induced emission in 4-hydroxy-3-methoxybenzaldehyde azine and polyazine towards application in (opto) electronics: synthesis, characterization, photophysical and electrical properties

Dineshkumar

Muthusamy

2016

Designed Monomers and Polymers

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An azine monomer 4-hydroxy-3-methoxybenzaldehyde azine was synthesized by refluxing with ethanolic solution of vanillin with hydrazine hydrate. It was then converted into polyazine by oxidative polymerization. The structure of azine and polyazine was characterized by FT-IR, UV–visible, 1H-NMR and 13C-NMR. Spectral results suggest the formation of polymer, through C–C and C–O–C coupling of the phenylene and oxyphenylene. The relationship between the structures and photophysical properties of azine and polyazine was studied. Both azine and polyazine show, aggregation induced emission with increase in concentration in DMSO solution. The single crystal structure of azine suggesting the various inter and intra molecular interactions rigidify the conformation and locked the intramolecular rotations of the phenyl rings in the molecule. The inhibition of intramolecular rotation, J- aggregation and increase of conjugation impart the fluorescence in aggregated state. Additionally, the electronic properties namely orbital energies and resulting energy gap calculated theoretically by density functional theory (DFT).

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“…1 H-NMR spectrum of IPA monomer gave sharp proton signals as expected. The hydroxyl, azomethine and aromatic proton signals were observed in 9.49, 8.54 and 7.77-6.71 ppm, respectively [13]. In 1 H-NMR spectrum of polymer, an increase in the number of the peaks and an enlargement of the peaks were observed.…”

Section: Spectral Analyses Of the Synthesized Compoundsmentioning

confidence: 92%

Synthesis, Characterization, Electrical Conductivity and Fluorescence Properties of Polyimine Bearing Phenylacetylene Units

2016

Self Cite

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In this study, a Schiff base was synthesized by the condensation reaction of 4-bromobenzaldehyde and 4-aminophenol. Then, phenylacetylene substituted Schiff base monomer (IPA) was obtained by HBr elimination reaction of IPA with phenylacetylene through Sonogashira reaction. IPA was polymerized via chemical oxidative polycondensation reaction. FT-IR and NMR measurements were used for the structural analyses of the synthesized substances. Fluorescence and UV-Vis analyses were carried out for optical characterization. Electrochemical characteristics, electrical conductivities and thermal properties were determined using cyclic voltammetry (CV), four-point probe conductometer, TG-DTA and DSC methods. The main purpose of the present study was to investigate the effects of phenylacetylene bearing units on the properties of conjugated aromatic polyimines. The spectral analysis signified a green light emission behavior when irradiated at different wavelengths. Combined with fluorescent behavior and good thermal stability, the electrical conductivity was found to be very crucial for π-conjugated polymer.

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Synthesis and characterization of polyphenol derived from Schiff bases containing methyl and carboxyl groups in the structure

Cited by 18 publications

References 17 publications

Synthesis and characterization of new thermally stable, antimicrobial and red-light-emitting poly(azomethine-ester)s

Synthesis and characterization of new thermally stable, antimicrobial and red-light-emitting poly(azomethine-ester)s

Investigation of aggregation induced emission in 4-hydroxy-3-methoxybenzaldehyde azine and polyazine towards application in (opto) electronics: synthesis, characterization, photophysical and electrical properties

Synthesis, Characterization, Electrical Conductivity and Fluorescence Properties of Polyimine Bearing Phenylacetylene Units

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