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Öğe Conductivity and band gap of oligo-2-[(4-fluorophenyl) imino methylene] phenol and some of its oligomer-metal complexes(Pergamon-Elsevier Science Ltd, 2006) Kaya, İsmet; Koyuncu, Sermet; Şenol, DilekSchiff base oligomer of 2-[(4-fluorophenyl) imino methylene] phenol (FPIMP) was synthesized via oxidative polycondensation reaction in an alkaline medium. Oligomer-metal complex compounds were synthesized from the reactions of oligo-2-[(4-fluorophenyl) imino methylene] phenol (OFPIMP) with Co+2, Ni+2 and CU+2 ions. The synthesis was achieved by oxidative coupling based on air oxygen as an oxidant. While synthesized Schiff base oligomer was soluble in most common organic solvents, its metal complexes were only soluble in dimethylsulfoxide. Electrochemical HOMO and LUMO band gap (E-g) of monomer, oligomer and its metal complexes were calculated from oxidation and reduction onset values. According to cyclic voltammetry (CV) and UV-vis measurements, electrochemical energy gaps (E-g(l)) and optical band gap 9 (E-g) values of monomer and oligomer were found to be 3.26 and 3.10; 3.15 and 2.96 eV, respectively. Conductivity measurements of doped and undoped Schiff base oligomer and its metal complexes were carried out by electrometer at a room temperature and atmospheric pressure and were calculated from four-point probe technique. When iodine was used as doping agent, conductivity of this oligomer and its metal complexes were observed to be increased. (c) 2006 Elsevier Ltd. All rights reserved.Öğe Determination of the antimicrobial properties of oligo-2-hydroxy-1- naphthaldehyde(2005) Meriçli Yapıcı, Binnur; Kaya, İsmet; Şenol, DilekOligo-2-hydroxy-1-naphthaldehyde (OHNA) was synthesized by oxidative polycondensation using H2O2 (35%, aqueous solution), air O2 and NaOCl (34%, aqueous solution) by Kaya and Şenol and the products were characterized by spectral techniques /3/. Antimicrobial activities of the first and second fractions of OHNA were tested against Corynobacterium xerosis CCM 2824, Proteus vulgaris ATCC 6897, Staphylococcus epidermidis NRRL B-4877, S. aureus ATCC 6538, Enterobacter aerogenes ATCC 13048, Salmonella thyphimurium CCM 5445, Pseudomonas aeroginosa ATCC 27853, Escherichia coli ATCC 11230, E. coli ATCC 23998, Bacillus cereus ATCC 7064, B. cereus ATCC 99, B. subtilis ATCC 6633, Yersinia spp., Neisseria canis, Rhodotorula rubra, Kluyveromyces fragilis NRRL 2415, Saccharomyces cerevisiae ATCC 9763, S. ovarum, Debaryomyces hensenii, Hansenula anamola, Candida albicans, C. utilis, Aspergillus niger, A. fumigates, A. versicolor, A. flavus, A. parasiticus, Penicillium granulatum, P. chrysogenum, and P. herque. OHNA demonstrated antimicrobial activity against various bacteria and yeast, but did not affect filamentous fungi. ©Freund Publishing House Ltd., 2005.Öğe Investigation of thermodynamic properties of PIBMA-PVC (50%/50%) and P-4-t-BS-PVC (50%/50%) blends systems by inverse gas chromatography(Taylor & Francis Inc, 2005) Kaya, İsmet; Şenol, DilekThe specific retention volumes, V-g(0),blend values of the poly (isobutyl methacrylate)-poly (vinyl chloride) (PIBMA-PVC) (50%150%) and poly (4-tertbutyl styrene)-poly (vinyl chloride) (P-4-t-BS-PVC) (50%/50%) blends-probe systems were calculated between 383 and 423 K by inverse gas chromatography technique. According to these data, the thermodynamic properties such as the sorption enthalpy (Delta H-1(s)), sorption free energy (Delta G(1)(s)), sorption entropy (Delta S-1(s)), the partial molar free energy (Delta G(1)(infinity)), and the partial molar heat of mixing, (Delta H-1(infinity)) at infinite dilution were determined for the interactions of (PIBMA-PVC) (50%/50%) and (P-4-t-BS-PVC) (50%/50%) blends with alcohols and aromatics and CHCl3 by inverse gas chromatography method in the temperature range of 383-423 K. The sorption values Delta H-1(8) and Delta S-1(s) values were observed to be exothermic, and Delta G(s)(1), Delta G(1)(infinity), and Delta H-1(infinity) values were observed to be endothermic. The Delta H-1(infinity) values of PIBMA-PVC (50%/50%) and P (-4-t-BS)-PVC (50%/50%) blends-alcohols systems changed from 9.73 to 18.17 kJ/mol and from 10.00 to 16.83kJ/mol, respectively. Flory-Huggins interaction parameters, chi(12), chi(13), chi(14), chi 1(23) and chi 1(24) values of PVC, PIBMA, P (4-t-BS), PIBMA-PVC (50%/50%) and P (-4-t-BS)-PVC (50%150%) blend systems were determined at 413-423 K. In addition, chi'(23) and chi'(24) values of alcohols changed from 1.191 to 2.473 and from 1.342 to 1.839 for PIBMA-PVC (50%/50%) and P (4-t-13S)PVC (50%/50%) blends, respectively, at 413 K.Öğe Oligo 2-hidroksi-1-naftaldehitin schiff bazı oligomerlerinin sentez ve özelliklerinin incelenmesi(Çanakkale Onsekiz Mart Üniversitesi, 2001) Şenol, Dilek; Kaya, İsmetoz Bu çalışmada, 2-hidroksi-l-naftaldehitin, hava oksijeni, sodyumhipoklorit ve H2O2 ile oksidatif polikondensasyon reaksiyon koşulları ve ürünleri incelendi. NaOCl'nin O2 ve H2O2den daha aktif olduğu gözlendi. Optimum reaksiyon şartlan belirlendi. OHNA, HNA'nın hava oksijeni, H2O2 ve NaOCl'nin 50-95°C arasında, bazik sulu çözelti ortamında, oksidatif polikondensasyonundan sentezlendi. Ürünler, 'H-NMR, FT-IR, UV-Vis, elementel analiz ve TGA ile karakterize edildi. HNA'nın yaklaşık % 67'si OHNA'ya dönüşüldüğü anlaşıldı. TGA, OHNA'nın termo-oksidatif bozunmaya dirençli olduğunu gösterdi. OHNA'nın kütle kaybı 500°C'de %30.56 olarak bulundu. Ayrıca OHNA'nın anilin, /P-aminofenol ve trietilenglikol-bis.v-(4- aminofenileter) ile kondensasyonundan yeni oligomerik Schiff bazları sentezlendi bunların yapı özellikleri belirlendi. Anahtar Kelimeler: Oligo 2-hidroksi-l-naftaldehitin sentezi ve karakterizasyonu, oksidatif polikondenzasyon, oligomer schiff bazları.Öğe Phenol side-groups-containing fluorene polymer synthesized by catalytic oxidative polymerization(Wiley, 2011) Bilici, Ali; Kaya, İsmet; Şenol, DilekCatalytic oxidative polymerization (OP) of 4,4'-(fluorene-9,9-di-yl) diphenol (FDP), possessing both phenol and fluorene rings in its structure, was carried out in different organic solvents. Schiff base polymer-copper (II) complex and hydrogen peroxide were used as a catalyst and an oxidizing agent, respectively. The structure of poly (4,4'-(fluorene-9,9-di-yl) diphenol) (PFDP) was confirmed by UV-vis, FT-IR, NMR spectroscopies. Further characterization was conducted by means of thermogravimetric analysis (TGA), DSC, XRD, scanning electron microscopy (SEM), cyclic voltammetry (CV), and conductivity measurements. PFDP showed the optical band gap of 3.09 eV, the emission maximum at 335 nm, and the HOMO level of -5.75 eV. Copyright (C) 2010 John Wiley & Sons, Ltd.Öğe Study of changes in polymer-probe interactions with stabilization temperature of a column contained polyacrylonitrile by using inverse gas chromatography(Marcel Dekker Inc, 2004) Kaya, İsmet; Şenol, DilekA column filled with chromosorb W (45-60 mesh) coated with polyacrylonitrile (PAN) was conditioned at different temperature, 150, 175, 200, 225, 260, and 275degreesC under nitrogen current. After each stabilization the specific retention volumes, V-g(0), of probes were determined by using inverse gas chromatography (IGC) techniques for acetone, acetonitrile, p-xylene, n-propanol, pyridine, and n-hexane as probes in the temperature range 50-150degreesC. When temperature changed from 150 to 275degreesC specific retention volumes, V-g(0), and values of probes were increased. Also, V-g(0) values of polar probes were higher than those of unpolar probes. A film of PAN homopolymer was heated in an oven at 150, 175, 200, 225, 260, and 275degreesC under nitrogen current (the conditions are the same as those of coated PAN in the column). After each heating event, PAN films were used for Fourier transform infrared spectroscopy (FT-IR) measurements. The FT-IR spectra of PAN film (when temperature increased from 150 to 275degreesC), showed some new peaks at the 740-3350cm(-1) region and increased intensity of some peaks between 2900-3500cm(-1) and 1100-1700cm(-1). According to differential scanning calorimeter (DSC) analysis, the glass transition temperature of PAN found to be 130degreesC.Öğe Syntheses of poly(phenoxy-imine)s anchored with carboxyl group: Characterization and photovoltaic studies(Elsevier, 2018) Kaya, İsmet; Ayten, Bahar; Şenol, DilekA serious of pyridine based Schiff bases (M1, M2, and M3) were synthesized via condensation reaction of 4-aminosalicyclic acid with 2-pyridinecarboxaldehyde, 3-pyridine carboxyaldehyde and 4-pyridinecarboxaldehyde, respectively. The transformation of Schiff bases into their poly(phenoxyimine) species (P1, P2, P3) was obtained using oxidative polycondensation (OP) by NaOCl as the oxidant in alkaline medium at 70 degrees C. The structures of the synthesized compounds were characterized by solubility test, FT-IR, UV-Vis and NMR techniques. Thermal data were obtained by TG-DTA and DSC techniques. Photoluminescence (PL) properties of the synthesized materials were examined in organic solvent. Fluorescence measurements were carried out in various concentrated solutions to determine the optimum concentrations and PL intensities. P3 could be used in light-emitting diodes due to its multi-color (white, blue, green and yellow) light-emitting property. The efficiency (eta) of a solar cell of P1, P2 and P3 were determined by single channel Potentiostat/Galvanostat with electrochemical impedance spectroscopy. The order of conductivities was found to be as P3>P2>P1 as a result of iodine doping. The best performing photovoltaic cell with I-sc (mA cm(-2)), V-oc (V), FF, and eta (%) as -0.642, 0.399, 0.461 and 0.118 was obtained for P3. (C) 2018 Elsevier B.V. All rights reserved.Öğe Synthesis and characterization of aromatic compounds containing imine and amine groups via oxidative polycondensation(Taylor & Francis Ltd, 2014) Şenol, Dilek; Kaya, İsmetIn this study, Schiff bases compounds were synthesized from the condensation of 3,5-diaminobenzoic acid and 4,4-diaminobenzanilit with salicylaldehyde, o-vanillin, 4-hydroxy benzaldehyde, and 2-hydroxy-l-naphthaldehyde. The derived monomers were changed into their polyphenol species by oxidative polycondensation in aqueous alkaline medium by using NaOCl as the oxidant. At the optimum reaction conditions, the yield of 3,5-bis((2-hydroxynaphthalen-1-yl)metyleneamino) benzoic acid was 69%. The structures of the monomers and polymers were confirmed by FTIR, ultraviolet-visible (UV-vis), H-1-NMR, and C-13-NMR analyses. The H-1-NMR and C-13-NMR data showed that polymerization preceded by C-C and C-O couplings of the monomer units (phenylene and oxyphenylene groups). The molecular weight distribution of the product was determined by size exclusion chromatography. The number-average molecular weight (M-n), weight-average molecular weight (M-w), and polydispersity index of P-4,4-DABAVA were 20,970, 15,420gmol(-1), and 1.36 for NaOCl oxidant, respectively. The CV behaviors electrochemical HOMO, LUMO, and energy gaps (E-g) were investigated using glassy carbon electrode as the working electrode. Optical E-g band gaps were made UV-vis measurements. Solid-state electrical conductivities of both doped and undoped states of the synthesized polyphenols were evaluated showing that conductivity of P-3,5-DABAHNA is better than other polymers. Optical properties were investigated by UV-vis and fluorescence analyses. Maximum fluorescence intensity was obtained from the solution of P-3,5-DABAVA.Öğe Synthesis and characterization of azomethine polymers containing ether and ester groups(Elsevier Science Bv, 2017) Şenol, Dilek; Kaya, İsmetIn this study, Schiff base was synthesized from the reaction of 4-carboxybenzaldehyde and 4-amino-3-methyl. Then, the obtained Schiff base was acted with aromatic and aliphatic dihalogen compounds in argon environment, and the polymers containing both ester and ether groups were obtained. For the structural analyses of synthesized substances FT-IR and NMR analysis, for the optical properties fluorescence and UV-Vis measurements, and for the thermal analyses TG-DTA and DSC techniques were used. In addition, electrochemical and electrical conductivity measurements were carried out. Aromatic imine polymers and their derivatives were already synthesized, and the properties such as high thermal resistance, low band gap and semi-conductive properties were also described in literature. In this study, new kinds of polymers synthesized are expected to have a high thermal resistance with elastic aliphatic and conjugated aromatic groups. The effects of the presence of etheric bonds and ester groups in the main chain of the polymers on several physical and thermal properties are also aimed to be explored. (C) 2015 The Authors. Production and hosting by Elsevier B.V. on behalf of King Saud University.Öğe Synthesis and characterization of epoxy resins containing imine group and their curing processes with aromatic diamine(Taylor & Francis Inc, 2019) Kaya, İsmet; Gül, Murat; Şenol, DilekThe epoxy resins containing imine bonding were prepared from hydroxyl substituted Schiff base monomers in two steps. At the first step, hydroxyl substituted Schiff base monomers were synthesized via condensation reaction. At the second step, epoxy resins were synthesized from the reaction between Schiff base monomers and epichlorohydrine (EPC). Then curing processes of epoxy resins were achieved by p-phenylenediamine compound. The structures of resulting compounds were confirmed by FT-IR, UV-Vis and H-1-NMR. TG-DTA and DSC measurements were performed for thermal characterizations of the compounds. Chemical resistances of the cured epoxy-amine systems were determined for coating applications in acidic, alkaline and organic solvents. HCl (10%, aqueous solution), NaOH (10%, aqueous solution), DMSO, DMF, N-methylpyrrolidone, ethanol, THF and acetone were used for corrosion tests. Chemical resistance data of the synthesized epoxy resins demonstrated that they have good chemical resistance against various acid, alkaline and common organic solvents. Surface morphologies of epoxy resin and the cured epoxy resin were determined with scanning electron microscopy (SEM) measurements. Also, optical band gap (E-g) values of Schiff base monomers and epoxy resins were calculated from UV-Vis measurements.Öğe Synthesis and characterization of fluorescent graft fluorene-co-polyphenol derivatives: The effect of substituent on solubility, thermal stability, conductivity, optical and electrochemical properties(Elsevier, 2010) Kaya, İsmet; Yıldırım, Mehmet; Aydın, Aysel; Şenol, DilekA series of fluorene Schiff bases and their oligophenol derivatives were successfully synthesized using the condensation and graft copolymerization reactions, respectively. The synthesized compounds were good soluble in common organic solvents. Photoluminescence (PL) properties of the synthesized materials were determined in solution forms. As to the fluorene copolymers (FPs), higher PL intensities were obtained when compared with the monomeric models. Solvent effects on the fluorescence spectra and possible usages in spectrofluorometric ion sensors of the FPs were discussed. Optical and electrochemical band gaps of the polymers were lower than those of the Schiff bases indicating the more conjugated structures of the FPs. The oxidized states of the novel fluorene compounds were also examined by cyclic voltammetry (CV) technique. The solid state conductivity measurements showed that the synthesized FPs were semiconductors and when exposed to the iodine vapour their conductivities could be increased up to four orders of magnitude. The polymer having the lower band gap (FP-3) had also the highest undoped conductivity. Thermal characterizations of the synthesized compounds were carried out by TG-DTA and DSC methods. The initial degradation temperatures of the FPs were found quite high in the range of 220-300 degrees C. (C) 2010 Elsevier Ltd. All rights reserved.Öğe Synthesis and Characterization of Novel Polyamines Containing Different Substitute Groups Via Chemical Oxidative Polymerization(Wiley-V C H Verlag Gmbh, 2015) Şenol, Dilek; Kaya, İsmetIn this study, polymers of substitute aromatic amine compounds were synthesized by chemical oxidative polycondensation in aqueous alkaline medium using NaOCl as oxidant. The structures of synthesized compounds were confirmed by FT-IR, UV-Vis and NMR analyses. The characterizations of synthesized compounds were made by fluorescence, TG-DTA, DSC, scanning electron microscopy (SEM) and Brunauer-Emmett-Teller (BET) surface area measurements. In addition, electrochemical and electrical conductivity values of compounds were carried out with cyclic voltammetry (CV) and four points probe technique measurements, respectively. Synthesized polymers viewed structural change, optical, electrochemical and thermal differences.Öğe Synthesis and characterization of oligo-2-hydroxy-1-naphthaldehyde and its Schiff base oligomers(John Wiley & Sons Inc, 2003) Kaya, İsmet; Şenol, DilekIn this study, oligo-2-hydroxy-1-naphthaldehyde (OHNA) was synthesized from the oxidative polycondensation of 2-hydroxy-1-naphthaldehyde (HNA) with air oxygen, NaOCl and H2O2 in an aqueous alkaline medium at 50-95degreesC. We determined the products and the oxidative polycondensation reaction conditions of HNA with oxidants such as air oxygen, NaOCl, and H2O2. In these reactions, H2O2 was more active than air oxygen and NaOCl and their optimum reaction conditions were studied. The products were characterized by H-1-NMR, FTIR, UV-visible, and elemental analysis. The respective number-average molecular weight, mass-average molecular weight, and polydispersity index values of OHNA and its Schiff base oligomers (compounds 1, 2, and 3) were found to be 500 g mol(-1), 1880 g mol(-1), and 3.75 for OHNA; 670 mol(-1), 2490 mol(-1), and 3.71 for compound 1; 390 g mol(-1), 1080 g mol(-1) and 2.77 for compound 2; and 320 g mol(-1), 670 g mol(-1), and 1.85 for compound 3. At the optimum reaction conditions, the yields of the reaction products were found to be 77.0% O-2, 78.0% H2O2, and 75.4% NaOCl. About 80% of the HNA was converted into OHNA. In addition, new Schiff based oligomers were synthesized from the condensation reaction of OHNA with p-aminophenol, triethyleneglycol bis(4-aminophenyl ether), and aniline and their structures and properties were determined. Thermogravimetric and dynamic thermal analyses showed OHNA and its Schiff base oligomers to be stable against thermooxidative decomposition. The weight losses of OHNA and its Schiff base oligomer compounds 1, 2, and 3 were found to be 5% at 175, 225, 190, and 230degreesC, respectively; 50% at 900, 590, 650, and 620degreesC, respectively; and 60, 80, 85, and 82%, respectively, at 1000degreesC. (C) 2003 Wiley Periodicals, lnc.Öğe Synthesis and characterization of oligo-salicylidene-3-amino-1,2,4-triazole and oligo-2-hydroxy naphthalidene-3-amino-1,2,4-triazole(Taylor & Francis Inc, 2005) Erçağ, Ayşe; Kaya, İsmet; Şenol, Dilek; Koyuncu, SermetIn this study, the oxidative polycondensation reaction conditions of oligo-salicylidene-3-amino-1, 2, 4-triazole (OSAT) and oligo-2-hydroxy naphthalidene-3-amino-1, 2, 4-triazole (OHNAT) with air O-2, H2O2, and NaOCl were studied in an aqueous alkaline medium at 80 degrees C. The oligo-salicylidene-3-amino-1, 2, 4-triazole and oligo-2-hydroxy naphthalidene-3-amino-1, 2, 4-triazole were characterized by H-1-nuclear magnetic resonance (NMR), Fourier transform-infrared (FT-IR), ultraviolet-visible spectrometry (UV-Vis), size exclusion chromatography (SEC), and elemental analysis techniques. According to the SEC analysis, the number average-molecular weight (M-n), weight average-molecular weight (M-w), and polydispersity index (PDI) values of OSAT and OHNAT were found to be 1980 g mol(-1), 5115 g mol(-1), and 2.58 and 1752 g mol(-1), 4300 g mol(-1), and 2.45, respectively. Also, thermogravimetric (TG) analyses were shown to be unstable for oligo-salicylidene-3-amino-1, 2, 4-triazole and oligo-2-hydroxy naphthalidene-3-amino-1, 2, 4-triazole against thermo-oxidative decomposition. The weight losses of OSAT and OHNAT were found to be 97.30% and 98.48% at 900 degrees C, respectively.Öğe Synthesis and characterization of polyphenol derived from Schiff bases containing methyl and carboxyl groups in the structure(Taylor & Francis Ltd, 2015) Kaya, İsmet; Kartal, Emre; Şenol, DilekIn this study, a series of Schiff bases (CBAA4MP, CBAA5MP, and CBAA3MP) which differ from each other based on the position of methyl group were synthesized. The derived monomers were changed into their polymer kind (P-CBAA4MP, P-CBAA5MP, and P-CBAA3MP) by oxidative polycondensation in aqueous alkaline medium using NaOCl as the oxidant. The structures of the synthesized compounds were enlightened using FT-IR, UV-vis, H-1-NMR, and C-13-NMR analyses. The H-1-NMR and C-13-NMR results showed that polymerization preceded by C-C and C-O-C couplings of the monomer units (phenylene and oxyphenylene groups). The molecular weight dispersion of the polymers was designated by size exclusion chromatography analysis. Electrochemical ( [GRAPHICS] ) and optical (E-g) band gaps of the synthesized substances are measured using CV and UV-vis techniques, in order of. Solid state electrical conductivities of both doped and undoped states of the synthesized polymers were evaluated. Also, the effects to the electrochemical band gaps values of ortho, meta, and para positions of methyl group in the structures of polymers were examined from CV measurements.Öğe Synthesis and characterization of Schiff base, Co(II) and Cu(II) metal complexes and poly(phenoxy-imine)s containing pyridine unit(Elsevier S.A., 2021) Kaya, İsmet; Daban, Sevil; Şenol, DilekIn the first stage, two different Schiff base ligands were prepared by the condensation of 2-amino-5-bromopyridine and 2-amino-5-chloropyridine with salicylaldehyde in methanol at the molar ratio of 1:1. Ligands: C12H9ON2Br (L1), C12H9ON2Cl (L2). In the second stage, four different metal complexes were obtained from Schiff bases with Co(OAc)2·4H2O and Cu(OAc)2·2H2O Molecular formulas of the metal complexes obtained were [Co2(L1)2(H2O)(OCH3)]H2O, [Cu2(L1)2(H2O)(OCH3)]H2O, [Co2(L2)2(H2O)(OCH3)]H2O and [Cu2(L2)2(H2O)(OCH3)] H2O. In the third stage, ortho-vanillin (VAN) was polymerized via oxidative polycondensation in aqueous alkaline medium with air as oxidant. Then, poly(phenoxy-imine)s were synthesized from condensation reactions of poly (ortho-vanillin) (PVAN) with 2-amino-5-bromopyridine and 2-amino-5-chloropyridine in THF medium at 60 °C. All synthesized compounds were characterized by spectral and electrochemical techniques. Thermal properties of the compounds were determined by TGA-DTA and DSC analyses. The molecular weights of the polymers were calculated from SEC analyses. Poly[2-((5-bromopyridin-2-yl-imino)methyl)-6-methoxyphenol] (PVANBr) and poly[2-((5-chloropyridin-2-yl-imino)methyl)-6-methoxyphenol] (PVANCl) were determined to have electrical conductivity of 10−3 S cm−1. Electrochemical band gaps (Eg’) of PVANBr and PVANCl were calculated as 2.10 and 1.95 eV, respectively. Initial decomposition temperatures of [Co2(L1)2(H2O)(OCH3)]H2O, [Cu2(L1)2(H2O)(OCH3)]H2O, [Co2(L2)2(H2O)(OCH3)]H2O and [Cu2(L2)2(H2O)(OCH3)]H2O were found to be 309, 271, 305 and 259 °C, respectively.Öğe Synthesis and characterization of substituted poly(naphthalene)s with imine bonding containing thiophene unit(Elsevier Science Sa, 2019) Şenol, Dilek; Kaya, İsmetIn this study, 5-(4H-dithieno[3,2-b:2',3'-d]pyrrol-4-yl)naphthalen-1-amine was synthesized from the required reaction conditions of 3,3'-dibromo-2,2'-bithiophene with 1,5-diamine naphthalene. Then, Schiff base monomers were synthesized from the condensation reactions of 5-(4H-dithieno [3,2-b:2',3'-d]pyrrol-4-yl)naphthalen-1-amine with mono aldehydes such as 2-hydroxybenzaldehyde, 4-hydroxybenzaldehyde and isovaniline. The Schiff base monomers were polymerized via oxidative polycondensation in 0.1 M KOH aqueous solution at 90 degrees C by 10-15% NaOCl oxidant. The structures of synthesized compounds were carried out by FT-IR, UV-Vis, H-1 NMR, C-13 NMR techniques. Further characterization was implemented by cyclic voltammetry (CV) electrochemical properties, fluorescence (FL) measurements, electrical properties, thermogravimetric-differential thermal analysis (TG-DTA) and differential scanning calorimetry (DSC) measurements. Depending on structural changes of synthesized polymers, differences were observed for the optical, electrochemical, thermal and physical properties. The optical and electrochemical band gaps, conductivity and fluorescence properties of P1 were found to be better than other polymers. The fluorescence intensity of P1 in two different wavelengths was found to be 632 a. u. and 1000 a.u. The optical (E-g) and electrochemical band gap values (E'(g)) of P1 were found to be 2.34 and 2.25 eV, respectively. This low band gap values have demonstrated to be a good conjugation in the structure. According to TG measurements, T-on temperature of P1, P2 and P3 were found to be 227, 293 and 306 degrees C, respectively. The weight average molecular weight (Mw) of P1, P2 and P3 were calculated to be 39500, 40150 and 44300 Da, respectively.Öğe Synthesis and Characterizations of Poly(phenoxy-Imine)s via Catalyzed Oxidative Polymerization by Polymer-Metal Complex(Springer Heidelberg, 2017) Şenol, Dilek; Kaya, İsmetIn this study, Schiff base was synthesized from the condensation reaction of 3,5-diaminobenzoic acid, 4,4-diaminobenzanilide, vanillin with 4-hydroxybenzaldehyde. Then, Schiff bases polymers were synthesized via oxidative polycondensation method in the presence of catalyst (polymer-metal complex) in organic solvent. Schiff base polymers were compared to the ones which were previously polymerized without catalyst. The structures of synthesized monomers and polymers were determined by FT-IR, NMR, SEC and SEM analyses; the optical characteristics by UV-Vis and fluorescence spectroscopy methods, solid state conductivity measurements by four-point probe technique, the electrochemical properties by CV analysis, thermal behaviors by TG-DTA and DSC measurements were effectively determined. Depending on the synthetic method of polymer, structural change, optical, electrochemical and thermal differences were measured. Availability of these polymers in the production of light-emitting diode, electronic-optoelectronic and thermal resistant materials was explored.Öğe Synthesis, characterization and antimicrobial properties of 4-[(4-hydroxybenzylidene) amino] phenol and its polymer(World Scientific Publ Co Pte Ltd, 2007) Kaya, İsmet; Çulhaoğlu, Süleyman; Şenol, DilekThe oxidative polycondensation reaction conditions of 4-[(4- hydroxybenzylidene) amino] phenol (4- HBAP) were studied with H2O2, air oxygen and NaOCl in an aqueous alkaline medium between 50 and 90 C. The structures of the obtained monomer and polymer were confirmed by FT-IR, UV-Vis, H-1- and C-13-NMR and elemental analysis. The characterization was made by TG-DTA, size exclusion chromatography (SEC) and solubility tests. At the optimum reaction conditions, the yield of poly[ 4-(4- hydroxybenzylidene amino) phenol] (P-4-HBAP) was found to be 48.3% (for H2O2 oxidant), 80.5% (for air O-2 oxidant) and 86.4% ( for NaOCl oxidant). According to the SEC analysis, the number-average molecular weight (Mn), weight-average molecular weight (Mw) and polydispersity index (PDI) values of P-4-HBAP was found to be 8950, 10970 g mol(-1) and 1.225, respectively, using H2O2; and 11610, 15190 g mol(-1) and 1.308 respectively, using air O-2 and 7900, 9610 g mol(-1) and 1.216, respectively, using NaOCl. According to TG-DTA analyses, P-4-HBAP was more stable than 4- HBAP against thermal decomposition. The weight loss of P-4-HBAP was found to be 49.27% at 1000 C. The highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) values calculated from electrochemical measurement. Electrochemical energy gaps (Eg ') of 4- HBAP and P-4-HBAP were found to be -5.46, -5.28; -2.26, -2.67; 3.20 and 2.61 eV, respectively. According to UV-Vis measurements, optical band gap (Eg) of 4- HBAP and P-4-HBAP were found to be 3.34 and 3.01 eV, respectively. Also, antimicrobial activities of 4- HBAP and P-4-HBAP were examined against selected some bacteria. The electrical conductivity of the polymer was measured after doping with iodine.Öğe Synthesis, characterization, and thermal properties of oligo-2-hydroxyphenylbenzaldimine(Marcel Dekker Inc, 2004) Kaya, İsmet; Şenol, Dilek; Koyuncu, SermetIn this study, the oxidative polycondensation reaction conditions of 2-hydroxyphenylbenzaldimine (HPBA) with air oxygen and NaOCl were studied in an aqeous alkaline medium between 50 and 90degreesC. The product was characterized by H-1-NMR, FT-IR, UV-Vis, size exclusion chromatography (SEC), and element analysis techniques. Solubility testing of oligo-2-hyroxyphenylbenzaldimine was investigated by organic solvents such as DMF, THF, DMSO, methanol, ethanol, CHCl3, CCl4, toluene acetonitrile, ethyl acetate, conc. H2SO4, and aqueous alkaline solution. 2-Hydroxyphenylbenzaldimine (96%) was converted to oligomer by oxidation in an aqueous alkaline medium. According to solubility in water, oligo-2-hydroxyphenylben-zaldimine separated into two fractions: oligo-2-hydroxyphenylbenzaldimine (OHPBA-1, undissolved in water) and oligo-2-hydroxyphenylbenzaldimine (OHPBA-II, dissolved in water). According to the SEC technique, the number average molecular weight (M.), mass average molecular weight (M,), and polydispersity index (PDI) values of OHPBA-1 and OHPBA-II were found to be 2166 g mol(-1), 2591 g mol(-1), and 1.196; 1736 g mol(-1), 2509 g mol(-1), and 1.445, respectively. Also, differential thermal analysis (DTA) and thermo gravemetric analyses (TGA) were shown to be stable of oligo-2-hydroxyphenylbenzaldimine against thermo-oxidative decomposition. The weight loss of OHPBA was found to be 93.63% at 1000degreesC.
