Alifatik diizosiyanat bileşiğinden türetilen poli(azometin-üretan)ların sentezi ve karakterizasyonu

1,6-Diisosiyanatoheksan ile dihidroksi benzaldehitlerin argon atmosferi altında kopolimerleşme reaksiyonu ile poliüretanlar sentezlendi. Bu poliüretanlar ile aminofenollerin polikondenzasyon reaksiyonu ile poli(azometin-üretan)lar elde edildi. Bu poli(azometin-üretan)ların da oksidatif polikondenzasyon reaksiyonu ile poli(azometin-üretan)ların oligofenol türevleri elde edildi. Reaksiyonlar da yükseltgen olarak NaOCl kullanıldı. Elde edilen poliüretan, poli(azometin-üretan)lar ve oligofenol türevlerinin yapı ve özellikleri UV-vis, FT-IR, 1H-NMR, 13C-NMR teknikleri ile karakterize edildi. Sentezlenen tüm bileşiklerin termal özellikleri TGA-DTA ve DSC analizleri ile belirlendi. Elde edilen bileşiklerin sayıca ortalama molekül ağırlığı, kütlece ortalama molekül ağırlığı ve polidisperslik indeksi (PDI) SEC ile belirlendi. Sentezlenen bileşiklerin optik özellikleri ise floresans spektroskopisi ile incelendi.The polyurethanes were synthesized by copolymerisation reaction of 1,6 diisocyanate heksan with dihydroxy benzaldehydes under argon atmosphere. The poly(azomethine-urethane)s were obtained by polycondensation reaction of synthesized this polyurethanes with aminophenols. Their oligophenol deirvatives were synthesized by oxidative polycondensation reaction used this synthesized poly(azomethineurethane)s. NaOCl was used as oxidants in reactions. The structures and properties of obtained polyurethanes, poly(azomethine-urethane)s and their oligophenol derivatives were characterized by UV-vis, FT-IR, 1H-NMR, 13C-NMR spectral techniques. Thermal properties of all synthesized compounds were determined by TGA-DTG-DTA and DSC analysis. The number-average molecular weight (Mn), weight average molecular weight (Mw) and polydispersity index (PDI) values of the synthesized compounds were determined by the size exclusion chromatography (SEC). Optical properties of obtained compounds were investigated by fluorescence spectra

Highly selective and stable florescent sensor for cd(II) based on poly(azomethine-urethane)

WOS:000314094000013PubMed: 22941725In this study a kind of poly(azomethine-urethane); (E)-4-((2 hydroxyphenylimino) methyl)-2-methoxyphenyl 6-acetamidohexylcarbamate (HDI-co-3-DHB-2-AP) was prepared as in the literature and employed as a new fluorescent probe for detection of Cd(II) concentration. The photoluminescence (PL) measurements were carried out in the presence of several kinds of heavy metals. HDI-co-3-DHB-2-AP gave a linearly and highly stable response against Cd(II) as decreasing a new emission peak at 562 nm. Possible interferences of other ions were found too low. Detection limit of the sensor was found as 8.86 x 10(-4) mol L-1. Resultantly, HDI-co-3- DHB-2-AP could be effectively used as an optical Cd(II) sensor

Synthesis and characterization of new poly(azomethine-urethane) and polyphenol derivatives obtained from 3,4-dihydroxy benzaldehyde and hexamethylene diisocyanate

WOS:000295855400003Oligophenol based poly(azomethine-urethane)s (PAMUs) including azomethine linkages were synthesized in three steps. At the first step, polyurethane (PUR) was synthesized in the copolymerization reaction of 3,4-dihydroxy benzaldehyde with hexamethylene diisocyanate (HDI) under the argon atmosphere. At the second step, the PAMUs were obtained by graft copolymerization of the preformed FUR with aminophenol (2-aminophenol, 3-aminophenol, or 4-aminophenol). At the last step, the obtained PAMUs were converted to their polyphenol derivatives via oxidative polycondensation reaction. 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 with the size exclusion chromatography (SEC). The synthesized compounds were also characterized by solubility tests, TGA, DTA, and DSC. Fluorescence measurements were carried out in various concentrated dimethylformamide solutions to determine the optimum concentrations to obtain the maximal fluorescence intensities

Synthesis of metal-coordinated poly(azomethine-urethane)s: Thermal stability, optical and electrochemical properties.

WOS:000322667700015In this study, the novel thermally stable metal-coordinated-poly(azomethine-urethane)s (PAMU-M)s were synthesized to investigate some physical properties such as thermal stability, optical and electrochemical properties. For this reason, we firstly synthesized the Schiff base via condensation reaction of p-phenylenediamine with 2,4-dihydroxy benzaldehyde. Secondly, metal-coordinated Schiff bases were synthesized by coordination reaction of the obtained Schiff base and different metal ions such as Cu(II), Ni(II), Pb(II) and Zn(II). Then, these metal-coordinated Schiff bases were converted to their PAMU derivatives by the step-polymerization reaction using 2,4-toluenediisocyanate. Also, thermal stability, electrochemical and optic properties of the obtained materials were investigated.Government Planning OrganizationTurkiye Cumhuriyeti Kalkinma Bakanligi [GPO2010K120710]The authors would like to thank Government Planning Organization for the financial support (Project No: GPO2010K120710)

Novel poly(azomethine-urethane)s and their polyphenol derivatives derived from aliphatic diisocyanate compound: Synthesis and thermal characterization

WOS:000302350300007Until now, only a few kinds of poly(azomethine-urethane)s (PAMUs) including aromatic hydroxy benzaldehyde and aminophenol compounds were obtained and studied with thermal degradation steps. However, oligo/polyphenol-based PAMUs have not been synthesized yet. In this study, some kinds of this class of PAMUs were synthesized in three steps. At the first step polyurethane (PU) was synthesized by the copolymerization reaction of 2,4-dihydroxybenzaldehyde with hexamethylene diisocyanate (HDI) under argon atmosphere. At the second step, the poly(azomethine-urethane)s (PAMUs) were obtained by graft copolymerization of the preformed PU with aminophenols (2-aminophenol, 3-aminophenol, and 4-aminophenol). At the last step the obtained PAMUs were converted to the polyphenol derivatives via oxidative polycondensation reaction (OP). The structures of the obtained compounds were confirmed by FTIR, UV-vis, 1H-NMR, and 13C-NMR techniques. The number-average molecular weight (Mn), weight average molecular weight (Mw) and polydispersity index (PDI) values 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. Fluorescence measurements were carried out in various concentrated DMF solutions to determine the optimum concentrations to obtain the maximal PL intensities. (c) 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 201

Synthesis and Characterization of the New Pyridine-Containing Poly(azomethine-urethane)s: The Effect of Methyl Substituent as Electron-Donating Group on Some Physical Properties

WOS:000337668900021In this study, a series of pyridine-ring based poly(azomethine-urethane)s were synthesized to investigate the effect of electron-donating group on some physical properties such as thermal stability, optical, and electrochemical properties. For this reason, firstly the Schiff bases were synthesized using amino-methyl pyridines (2-amino-3-methyl pyridine, 2-amino-4-methyl pyridine, and 2-amino-6-methyl pyridine) with 2,4-dihydroxy benzaldehyde by the condensation reaction. Then, these Schiff bases were converted to poly(azomethine-urethane) derivatives via step-polymerization reaction. Secondly, structural characterizations were carried out by FTIR, NMR, and UV-Vis. Cyclic voltammetry was used to determine the electrochemical oxidation-reduction characteristics. Optical properties were investigated by UV-vis and fluorescence analyses. Thermal properties were clarified by TG-DTA and DSC techniques. The molecular weight distributions of polymer were determined by size exclusion chromatography. (C) 2013 Society of Plastics EngineersGovernment Planning OrganizationTurkiye Cumhuriyeti Kalkinma Bakanligi [GPO2010K120710]Contract grant sponsor: Government Planning Organization; contract grant number: GPO2010K120710

Synthesis, optical, electrochemical, and thermal stability properties of poly(azomethine-urethane)s

WOS:000302585300026In this study, the novel low band gap and thermally stable poly(azomethine-urethane)s (PAMUs) were synthesized to investigate aliphatic and aromatic group effects on some physical properties such as thermal stability, optical and electrochemical properties. For this reason, we firstly synthesized the new Schiff bases via condensation reaction of 5-nitrovanilin with aromatic and aliphatic diamines. Then, these monomers were converted to PAMUs derivatives by the step-polymerization reaction with aromatic and aliphatic diisocyanates. The structures of the compounds were confirmed by FT-IR. UV-vis, H-1 NMR, and C-13 NMR techniques. The molecular weight distribution parameters of the compounds were determined by the size exclusion chromatography (SEC). The compounds were also characterized by solubility tests. TG-DTA, and DSC techniques. Cyclic voltammetry (CV) measurements were carried out and HOMO-LUMO energy levels and electrochemical band gaps (E'(g)) were calculated from their absorption edges. Additionally, optical band gaps (E-g) were determined by using UV-vis spectra of the materials. Fluorescence measurements were carried out in THF, DMF, and DMSO solutions to determine the optimum concentrations and the maximal emission and excitation intensities. (C) 2011 Elsevier B.V. All rights reserved

Synthesis and characterization of polyphenols derived from 4-fluorobenzaldeyde: The effect of electron-donating group on some physical properties

WOS:000302349700072In this study, we proposed to investigate how the effect of electron-donating methyl (?CH3) group at p-position of amin (?NH2) group in aminophenol (AP) compound affected thermal stability, optical, electrochemical properties, and conductivity measurement. For this reason, we choice 2-AP and 2-amino-4-methylphenol compounds and synthesized phenolic monomers by condensation reactions 4-fluorobenzaldehyde with aromatic amino phenols. Then, these monomers were converted to their polyphenol derivatives by oxidative polycondensation reactions in an aqueous alkaline medium. Structural characterizations were carried out by FTIR, NMR, and size exclusion chromatography. Cyclic voltammetry was used to determine the electrochemical oxidation-reduction characteristics. Optical properties were investigated by UVvis and fluorescence analyses. Solid state electrical conductivities were measured on polymer films by four-point probe technique using an electrometer. Thermal data of monomer/polymer and polymers were obtained by TG-DTA and DSC techniques, respectively. (C) 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 201

A new kind of optical Mn(II) sensor with high selectivity: Melamine based poly(azomethine-urethane)

WOS:000295564000040In this study a kind of poly(azomethine-urethane);toluene-2,4-diisocyanate-co-N,N',N '',-tris[(2-hydroxynaphtyl)-1-methylene]-1,3,5-triazine-2,4,6-triamine (TDI-co-2-HNMTT) was prepared as in the literature and employed as a new fluorescent probe for the detection of Mn(II) concentration. The photoluminescence (PL) measurements were carried out in the presence of several kinds of heavy metals. TDI-co-2-HNMTT gave a linearly and highly selective response against Mn(II) as growing a new emission peak at 394 nm. Possible interferences of other ions were found too low. Detection limit of the sensor was found as 1.51 x 10(-5) mol L(-1). Resultantly, TDI-co-2-HNMTT could be effectively used as an optical Mn(II) sensor. (C) 2011 Elsevier B.V. All rights reserved

Synthesis and thermal characterization of novel poly(azomethine-urethane)s derived from azomethine containing phenol and polyphenol species

WOS:000289168700012Oligophenol-based poly(azomethine-urethane)s (PAMUs) were newly synthesized in two steps. At the first step, the prepolymers including the phenol and oligophenol based-Schiff bases were prepared by a condensation reaction of o-dianisidine with 4-hydroxybenzaldehyde/3-ethoxy-4-hydroxybenzaldehyde, and the polycondensation reactions of the corresponding Schiff bases in an aqueous alkaline media. At the second step, the PAMUs were obtained by copolymerization of the prepolymers with toluene-2,4-diisocyanate (TDI) under an argon atmosphere. The structures of the obtained compounds were confirmed by FTIR, UV-vis, H-1 NMR, and C-13 NMR, and size exclusion chromatography (SEC) techniques. The synthesized compounds were also characterized by TG-DTA and DSC analyses. Thermal decomposition steps at various temperatures were clarified by FTIR analyses of the degraded products. The physical changes to the synthesized PAMUs after exposing them to the thermal degradation steps are displayed