Novel Multicolor Schiff Base Polymers Prepared via Oxidative Polycondensation

Kaya, İsmet; Kılavuz, Esra

doi:10.1007/s10895-015-1552-y

Cited by 10 publications

(5 citation statements)

References 21 publications

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“…S5) indicated one broad weak intensity band at 3423 and 3421 cm −1 , respectively, for υ O-H due to end-on phenol group contributed from Schiff base, medium intensity band S8). Similar assignments are reported for the related diphenol Schiff bases and polyesters [31,33].…”

Section: Ft-ir Spectroscopysupporting

confidence: 81%

“…at 1660 and 1655 cm −1 , respectively, for υ C=O of ester group and strong intensity band at 1557 and 1569 cm −1 , respectively, for υ C=C of aromatic rings. Similar assignments are reported for related Schiff bases and polyesters[10,29,31,32]. 1 HNMR spectroscopyThe 1 HNMR spectrum of diphenol Schiff base DIP indicated proton signal of OH group at δ ppm 10.568, azomethine (CH=N) proton signal at 9.781 ppm and range of CH aromatic protons signals within 5.963-7.751 ppm (Fig.S6).…”

supporting

confidence: 75%

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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: Ft-ir Spectroscopysupporting

confidence: 81%

supporting

confidence: 75%

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

et al. 2020

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“…The FTIR spectra of each PU show the disappearance of the isocyanate signal near 2270 cm −1 , which indicates that the isocyanates were fully reacted. The FTIR spectra of the Schiff base PUs show characteristic absorption peaks at 1617–1632 cm − 1 (Figure 2), which are assigned to the imine (HC=N) group stretching vibration, 22 indicating the inclusion of the Schiff base derivatives into the PU structure. The increase of SPDA amount from the PU formulation from 1 to 3 has resulted in an increase in the intensity of the peaks attributed to the HC=N groups (Figure 2(a)).…”

Section: Resultsmentioning

confidence: 99%

Structure–properties relationship of the polyurethanes that contain Schiff base in the main chain

Oprea¹,

Potolinca²,

Oprea

et al. 2020

High Performance Polymers

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This article studies the diversification of useful properties of polyurethane (PU) structures by the inclusion of new components. PUs containing a Schiff base in the main chain were synthesized by using N, N′-bis(salicylidene)-1,3-propanediamine as a chain extender. Novel Schiff base PUs were synthesized via a two-step polymerization starting from a Schiff base derivative diol chain extender with different molar ratios or by cross-linking with various natural raw materials. The sought after structures was confirmed by Fourier transform infrared spectra that showed the disappearance of the signals of both the hydroxyl and isocyanate groups. The thermal properties of these PUs were investigated by thermogravimetric analysis (TGA) and dynamic mechanical analysis (DMA). The initial degradation temperatures of the obtained PUs were found to be in the range of 300–350°C. Based on the results from DMA, the rigid structure of the Schiff base from the backbone of the PUs presented a higher storage modulus, results which may be connected to the physical cross-linking process of the macromolecules. Their optical properties were determined by fluorescence spectroscopy. The incorporation of Schiff base structures into the main PU chain generates new PU structures with improved thermomechanical properties, which includes possible bioactive Schiff base moieties, widening the range of practical applications for such polymers.

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“…6). According to, the 13 C NMR data of P-3, ester carbonyl and imine carbons were observed at 167.16 ppm to 166.09 ppm and 165.64 ppm, respectively [18]. Aliphatic -CH 3 signal of P-3 was seen between 28.88 ppm and 58.84 ppm, while the other peaks of ipso aromatic carbons of the P-3: C6 and C16, in the range of 159.96 ppm to 162.23 ppm, respectively.…”

Section: Spectral Characterization Of the Compoundsmentioning

confidence: 96%

“…The first absorption band is observed between 280 nm and 290 nm due to π → π * transition of benzene linkage. The second and third absorption bands are observed in the range 290 nm to 350 nm and 351 nm to 455 nm due to π → π * and n → π * transitions of azomethine linkage, respectively [18]. According to UV-Vis spectra of the PAEs, they show four absorption band.…”

Section: Spectral Characterization Of the Compoundsmentioning

confidence: 99%

Heat resisting and water-soluble chocolate polyesters containing azomethine group

Temizkan

Kaya

2017

Materials Science-Poland

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In this study, soluble in water poly(azomethine-ester)s (PAEs) were synthesized via elimination reactions of aromatic dihydroxy compounds containing imine bonding with terephthaloyl chloride. The structures of Schiff bases (SBs) and PAEs containing different aliphatic chains were confirmed by FT-IR, 1 H-NMR, 13 C-NMR and UV-Vis analyses. Physicochemical properties of the new polymers were characterized. Thermal properties of the compounds were investigated by TGA-DTA, DMA and DSC. According to TGA measurements, the starting degradation temperatures (T on ) of P-1, P-2, P-3, and P-4 poly(azomethine-ester)s were found as 255°C, 232°C, 222°C, and 221°C, respectively. The starting degradation temperatures of the poly(azomethine-ester)s were higher than their Schiff base compounds. According to dynamical mechanical analysis (DMA) measurements, glass transition temperature (T g ) of P-1, P-2, P-3, and P-4 poly(azomethine-ester)s were found as 95°C, 138°C, 140°C, and 145°C, respectively. The morphological and topographic properties of the PAEs containing azomethine linkage in the main chain were investigated by FE-SEM and AFM, respectively. The molecular mass distributions of PAEs were determined by gel permeation chromatography (GPC). Electrochemical (E g ) and optical band gap (E opt g ) values of the prepared SBs and PAEs were calculated from cyclic voltammetry (CV) and UV-Vis analyses. The electrochemical band gap (E g ) values of P-1, P-2, P-3 and P-4 were found as 2.44 eV, 2.41 eV, 2.39 eV and 2.39 eV, respectively, from the cyclic voltammetry.

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Novel Multicolor Schiff Base Polymers Prepared via Oxidative Polycondensation

Cited by 10 publications

References 21 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

Structure–properties relationship of the polyurethanes that contain Schiff base in the main chain

Heat resisting and water-soluble chocolate polyesters containing azomethine group

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