The synthesis and properties of oligosalicylaldehyde and its Schiff base oligomers

Kaya, İsmet; Vilayetoǧlu, Adalet R.; Mart, Hasan

doi:10.1016/s0032-3861(00)00883-1

Cited by 98 publications

(51 citation statements)

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“…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]. Appearance of the new short resonances at 109,148 and 135,139 ppm obviously indicate polymerization of DEA-CIMP, ACIMB and ACIBM, respectively, i.e., -C-C binding occurs at ortho or para position of phenol by distribution of the phenoxy radical to the ring.…”

Section: Structural Characterization Of the Monomers And Polymersmentioning

confidence: 65%

“…Appearance of the new short resonances at 109,148 and 135,139 ppm obviously indicate polymerization of DEA-CIMP, ACIMB and ACIBM, respectively, i.e., -C-C binding occurs at ortho or para position of phenol by distribution of the phenoxy radical to the ring. The azomethine and aromatic carbon signals were observed at 159 and 97-163, 162 and 107-161, 160 and 102-162 ppm in the 13 C NMR spectra of DEACIMP, ACIMB and ACIBM, respectively. Thus, we can easily conclude that the NMR data confirming the structures of the aimed products.…”

Section: Structural Characterization Of the Monomers And Polymersmentioning

confidence: 98%

“…The P-DEACIMP was washed with water for the separation from mineral salt. The polymers were dried at 60°C in an oven for 24 h [8,12,13].…”

Section: Scheme 1 Syntheses Of Schiff Bases and Their Polymersmentioning

confidence: 99%

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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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Section: Structural Characterization Of the Monomers And Polymersmentioning

confidence: 65%

Section: Structural Characterization Of the Monomers And Polymersmentioning

confidence: 98%

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

2017

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“…The Synthesis of Oligosalicylaldehyde (OSA) 9 Salicylaldehyde (24.4 g, 0.2 mol) and KOH (11.2 g, 0.2 mol) were mixed in 10 mL of water and the mixture was placed into a 500-mL three-necked round-bottomed flask. It was fit with a condenser, thermometer, stirrer, and placed in glass tubing over a condenser for sending air.…”

Section: Methodsmentioning

confidence: 99%

Synthesis and characterization of oligosalicylaldehyde‐graft‐oligoaniline and its beginning oligomers

Kaya

Vilayetoǧlu

2002

J of Applied Polymer Sci

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ABSTRACT:Conjuge bonding oligosalicylaldehyde-graft-oligoaniline (OSA-graft-OA) was synthesized from the polycondensation reaction of oligosalicylaldehyde (OSA) with oligoaniline (OA). There were various functional groups such as OOH, ONH and OCHAN in the structure of the graft cooligomer. The physical properties of graft-cooligomers such as melting temperature and solubility were studied: number-average molecular weight, mass-average molecular weight, and a polydispersity index of OA, OSA, and fractions of the graft cooligomers [(OSA-graft-OA)-I] and [(OSA-graft-OA)-II] were found to be 740, 780 g mol Ϫ1 ,1.05; 3700, 5990 g mol Ϫ1 , 1.62; 990, 2770 g mol Ϫ1 , 2.80 and 1300, 4100 g mol Ϫ1 , 3.15, respectively. The FTIR and UV-Vis spectra of the graft cooligomer were compared with those of beginning oligomers. The spectral analyses results showed that the OSA-graft-OA synthesized from the polycondensation reaction of aromatic amine with aldehyde that have long oligophenol macromolecule bonded each other with an azomethine bridge through oligophenylamine side chains. The thermal stability of the graft cooligomer and oligomers were measured by thermogravimetric analysis (TG) under an air atmosphere. According to TG analyses, the carboneous residues of the [(OSA-graft-OA)-I) (soluble in ethanol) and (OSA-graft-OA)-II) (soluble in toluene)] were 23 and 40%, respectively, at 1000°C. © 2002 Wiley Periodicals, Inc. J Appl Polym Sci 85: 218 -226, 2002

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“…OIPIMP was synthesized via oxidative polycondensation of IPIMP with a solution of NaOCl (30 %, in water) and air as oxidants (Scheme 1) [11][12][13]. The IPIMP (0.200 g, 6.2 x 10 -4 mol) was dissolved in an aqueous solution of KOH (0.140 g, 2.48 x 10 -3 mol, 0.2 mL) heated to 40 °C and NaOCl was added drop by drop over about 20 min.…”

Section: Synthesis Of Oligo-2-[(4-iodophenylimino)methyl]phenol With mentioning

confidence: 99%

<b>SYNTHESIS, CHARACTERIZATION AND THERMAL DEGRADATION OF OLIGO-2-[(4-IODOPHENYLIMINO)METHYL]PHENOL AND OLIGOMER-METAL COMPLEXES</b>

Kaya

Moral

Özdemir

2009

Bull. Chem. Soc. Eth.

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ABSTRACT. The conditions for oxidative condensation of 2-[(4-iodophenylimino)methyl]phenol (IPIMP) were studied with air and NaOCl as oxidants in an aqueous alkaline medium between 50 and 90 °C. Size exclusion chromatography (SEC) showed that the number-average molecular weight (Mn), weight-average molecular weight (Mw) and polydispersity index (PDI) values, respectively, were 1250, 1300 g mol -1 and 1.040 for oxidation with NaOCl and 2200, 2500 g mol -1 and 1.136 for oxidation by air. With the optimum reaction conditions, the yield of OIPIMP was found to be 67 % with NaOCl, and 29 % with air, as oxidant. The OIPIMP was characterized by 1 H-NMR, 13 C-NMR, FT-IR, UV-Vis and elemental analysis. Metal complexes of the oligomer were shown to be more thermally stable than OIPIMP itself.

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The synthesis and properties of oligosalicylaldehyde and its Schiff base oligomers

Cited by 98 publications

References 2 publications

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

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

Synthesis and characterization of oligosalicylaldehyde‐graft‐oligoaniline and its beginning oligomers

<b>SYNTHESIS, CHARACTERIZATION AND THERMAL DEGRADATION OF OLIGO-2-[(4-IODOPHENYLIMINO)METHYL]PHENOL AND OLIGOMER-METAL COMPLEXES</b>

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