Electrochemical polymerization of 9-cyanophenanthrene and characterization of its polymer

Xie, Yu; Jiang, Fengxing; Xu, Jingkun; Zeng, Liqiang; Dong, Bin; Fan, Changli; Zhao, Feng

doi:10.1016/j.synthmet.2008.10.008

Cited by 7 publications

(8 citation statements)

References 52 publications

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“…21,22 As an excellent solvent and electrolyte, BFEE has been proved to be the appropriate electrolyte to polymerize the fused aromatic compounds, such as phenanthrene, pyrene, fluoranthene, benzanthrone and their derivatives. 16,[23][24][25] The Lewis acidity of BFEE lowers the electropolymerization potential of many monomers, usually resulting in high-quality and stable polymer films as previous reported.…”

Section: Introductionmentioning

confidence: 73%

High-quality and excellent green-light-emitting poly(acenaphthylene) film: electrosynthesis and characterization

et al. 2011

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Section: Introductionmentioning

confidence: 73%

High-quality and excellent green-light-emitting poly(acenaphthylene) film: electrosynthesis and characterization

et al. 2011

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“…This is a very useful method that reveals the electron transfer data during the oxidation-reduction processes that can be monitored in form of a current–potential diagram. 31 Figure 5 presents the current intensity–potential curves recorded for oligoazomethines O1 and O2, at the Pt disk-shaped electrode (1.6 mm diameter) in CH 2 Cl 2 solution containing Bu 4 NBF 4 , used as supporting electrolyte. Both oligomers contained arylamine units in their structure which can be viewed as an electroactive site due to the presence of a free electron pair at the nitrogen atom.…”

Section: Resultsmentioning

confidence: 99%

“…The highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) energy levels are important parameters in the design of optoelectronical devices, and they can be estimated from the onset of oxidation (E onset ox ) and reduction (E onset red ) potentials. 31 The external ferrocene/ferrocenium (Fc/Fc + ) redox standard potential, E onset (Fc/Fc+) , is 0.531 V vs Ag/AgCl in CH 2 Cl 2 with respect that the HOMO energy level for Fc/Fc + standard was −4.8 eV to the zero vacuum level. Table 4 summarizes the values of the HOMO and LUMO energy levels and also for E g , respectively.…”

Section: Resultsmentioning

confidence: 99%

New symmetrical conjugated thiophene-azomethines containing triphenylamine or carbazole units: Synthesis, thermal and optoelectrochemical properties

Vacareanu¹,

Ivan²,

Grigoraş³

2012

High Performance Polymers

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New oligo- and poly(azomethine)s containing 3,4-dicyanothiophene and triphenylamine or carbazole units were synthesized under condensation reaction conditions. Although the different amino group reactivity, a one-pot synthesis of symmetric conjugated oligoazomethines was possible by judicious choice of solvent and careful control of reagent stoichiometry. Different polycondensation strategies (in solution and bulk polymerization reactions) were applied in order to obtain soluble oligoazomethines and poly(azomethine)s. Their expected chemical structures were confirmed by 1H-NMR and Fourier transform infrared (FT-IR) characterization techniques. Electronic properties of the synthesized oligoazomethines were investigated in different solvents, using UV-Vis and photoluminescence spectroscopy (PL) and these revealed that there is a slight dependency between the solvent polarity and absorption wavelength, while the emissions peaks are shifted at higher wavelength with increasing the solvent polarity. The thermogravimetric and differential scanning calorimetry analysis showed a high thermal stability up to 350 °C and no glass transition temperature. Having in their structure electroactive sites, i.e., carbazole and triphenylamine units, cyclic voltammetry technique was used to investigate the oxido-reduction behavior and to determine the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) energy levels.

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“…CV is a very useful method which reveals the electron transfer during the electropolymerization and also examines the electroactivity of the polymer films. The oxidation and reduction process can be monitored in form of a currentpotential diagram [26]. We applied this method for all three oligomers, and the CVs were recorded in the anodic potential range between 0.0 and 1.8 V. No oxidation was seen on the anodic scan up to a potential of 1.8 V. All the CVs were recorded maintaining the same conditions: solvent, scan rate, concentration of the monomers and salt, and anodic potential range.…”

Section: Electrochemical Studiesmentioning

confidence: 99%

Electrochemical characterization of arylene vinylene oligomers containing triphenylamine and carbazole units

Vacareanu¹,

Grigoraş²

2010

J Appl Electrochem

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Cyclic voltammetry (CV) has been used to investigate the electrochemical behavior of three arylene vinylene oligomers containing triphenylamine and carbazole units at the ends. The synthesis of oligomers was performed using Wittig reaction conditions, between 4-formyltriphenylamine or 3-formyl-N-hexyl-carbazole and two diphosphonium salts. The cyclic voltammograms, recorded in anodic range of potentials, revealed that the oligomers undergo quasi-reversible or irreversible redox processes. Polymer films were deposited on Pt electrode by CV and CPE (Controlled Potential Electrolysis) methods. The polymer films obtained by electrochemical polymerization methods show no solubility in all organic solvents and present similar FT-IR data with those polymers synthesized by chemical oxidative polymerization. Characterizations of the oligomers were made by 1 H-NMR spectroscopy, UV-Vis and fluorescence spectroscopy. Due to the lack of their solubility, the polymers obtained by electrochemical methods were characterized only by FT-IR spectroscopy.

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Electrochemical polymerization of 9-cyanophenanthrene and characterization of its polymer

Cited by 7 publications

References 52 publications

High-quality and excellent green-light-emitting poly(acenaphthylene) film: electrosynthesis and characterization

High-quality and excellent green-light-emitting poly(acenaphthylene) film: electrosynthesis and characterization

New symmetrical conjugated thiophene-azomethines containing triphenylamine or carbazole units: Synthesis, thermal and optoelectrochemical properties

Electrochemical characterization of arylene vinylene oligomers containing triphenylamine and carbazole units

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