Synthesis and characterization of fluorescent polyphenol species derived from methyl substituted aminopyridine based Schiff bases: The effect of substituent position on optical, electrical, electrochemical, and fluorescence properties

Kaya, İsmet; Yıldırım, Mehmet; Avcı, Ali

doi:10.1016/j.synthmet.2010.01.044

Cited by 89 publications

(45 citation statements)

References 25 publications

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“…This method is easy to apply and environmentally harmless due to the use of water as a medium. Also, using cheap oxidants such as NaOCl, H 2 O 2 , and air is another advantage of this method [16][17][18].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, and thermal degradation of new aromatic poly(azomethine-urethane)s and their polyphenol derivatives

Kaya

Avcı

2012

J Polym Res

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A new polyurethane was synthesized by condensation reaction of 2,4-dihydroxy benzaldehyde (DHB) with methylene-di-p-phenyl-diisocyanate (MDI) under argon atmosphere. The synthesized polyurethane was converted to its poly (azomethine urethane) species (MP-2AP, MP-3AP, and MP-4AP) by graft copolymerization reactions with amino phenols (2-amino phenol, 3-amino phenol, and 4-amino phenol). Obtained poly(azomethine urethane)s (PAMUs) were converted to their polyphenol species (P-MP-2AP, P-MP-3AP, and P-MP-4AP) by oxidative polymerization reaction (OP) using NaOCl as the oxidant. The structures of the obtained compounds were confirmed by FT-IR, UV-vis, 1 H-NMR, and 13 C-NMR techniques. The molecular weight distribution parameters of the synthesized compounds were determined by the size exclusion chromatography (SEC). The synthesized compounds were also characterized by solubility tests, TG-DTA, and DSC analyses. Thermal decomposition steps at various temperatures were clarified by FT-IR analyses of degraded products. Fluorescence measurements were carried out in various concentrated DMF solutions to determine the optimum concentrations to obtain the maximal PL intensities.

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Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, and thermal degradation of new aromatic poly(azomethine-urethane)s and their polyphenol derivatives

Kaya

Avcı

2012

J Polym Res

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“…When phenol-based Schiff bases were polymerized by oxidative polycondensation, they were combined by C-C binding at ortho and/or para position of the ring or alternatively C-O-C binding through oxygen atom of -OH moiety (Scheme 1) [2,18]. H NMR spectra of polymers shows broad signals for aromatic protons which confirm the participation of aromatic ring in polymerization [2,19]. New signals were observed in the region of 169, 162 and 168 ppm in the 13 C NMR spectra of P-DEACIMP, P-ACIMB and P-ACIBM, respectively, due to -C-O-C-coupling, confirming polymerization occurred via -OH moiety [20].…”

Section: Structural Characterization Of the Monomers And Polymersmentioning

confidence: 95%

Synthesis, characterization and electrochemical properties of poly(phenoxy-imine)s containing carbazole unit

2017

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Several new Schiff base polymers were synthesized via oxidative polymerization method in an aqueous alkaline medium in the presence of NaOCl as an oxidant and were confirmed by FT-IR, 1 H-NMR, 13 C-NMR and UV-Vis spectroscopic techniques. Furthermore, cyclic voltammetry measurements were carried out and the HOMO-LUMO energy levels and electrochemical band gaps (E g ′) were calculated. Additionally, the optical band gaps (E g ) were determined using their UV-Vis spectra of the materials. The morphologic properties of the polymers were investigated by scanning electron microscopy. In addition, the number average molecular weight (M n ), weight average molecular weight (M w ) and polydispersity index values of the polymers were determined by gel permeation chromatography technique. Electrical conductivity measurements of the doped (with iodine) and undoped polymer related to doping time were carried out by four-point probe technique using a Keithley 2400 electrometer. Their thermal behaviors were determined by TG-DTA and DSC measurements. The synthesized compounds were soluble in common solvents such as DMF, THF and DMSO. Photoluminescence properties of the polymers were determined in different concentrations of DMF solvent.

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“…The DCp values of SS-TDI, SS-MDI, and SS-HMDI are calculated as 0.256, 0.351, and 0.122 J/g°C, respectively. The peaks until 110°C could be attributed to losses of moisture or absorbed solvent [37].…”

Section: Thermal Propertiesmentioning

confidence: 99%

Fluorescence, thermal and electrochemical properties of poly(azomethine-urethane)s containing sulfone group

2015

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In this study, the new sulfone group-containing poly(azomethine-urethane)s (PAZUs) were synthesized to investigate the effects various diisocyanates on the thermal, fluorescence, electrochemical and morphological properties. The structures of PAZUs have been confirmed by FT-IR, NMR, and SEC analyses. The electrochemical behaviors of the PAZUs were examined by cyclic voltammetry. Optical properties were investigated by UV-Vis and fluorescence measurements. The PAZUs were further characterized by TGA, DSC, SEM, and AFM techniques. TGA analyses results showed considerable increase in the thermal stability of polyurethanes due to the introduction of azomethine bond in the main chain. Consequently, because of the fine thermal properties the obtained materials can be used to produce thermally stable materials.

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Synthesis and characterization of fluorescent polyphenol species derived from methyl substituted aminopyridine based Schiff bases: The effect of substituent position on optical, electrical, electrochemical, and fluorescence properties

Cited by 89 publications

References 25 publications

Synthesis, characterization, and thermal degradation of new aromatic poly(azomethine-urethane)s and their polyphenol derivatives

Synthesis, characterization, and thermal degradation of new aromatic poly(azomethine-urethane)s and their polyphenol derivatives

Synthesis, characterization and electrochemical properties of poly(phenoxy-imine)s containing carbazole unit

Fluorescence, thermal and electrochemical properties of poly(azomethine-urethane)s containing sulfone group

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