THE SYNTHESIS OF THE DIIMINE AND THE RADICAL CATION CHLORIDE OF N,N′-DIPHENYL-<i>p</i>-PHENYLENEDIAMINE

Zaghal, Mukarram H.; Shatnawi, Mazin Y.

doi:10.1080/00304948909356399

Cited by 8 publications

(6 citation statements)

References 3 publications

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“…Before discussing the vibrational spectroscopy results, it is instructive to describe UV−vis−NIR spectra of these compounds , because strong resonance Raman effects are expected in these cases.…”

Section: Resultsmentioning

confidence: 99%

Vibrational Analysis of Polyaniline: A Model Compound Approach

Boyer¹,

Quillard²,

Rebourt³

et al. 1998

J. Phys. Chem. B

268

190

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In this work, we have used an oligomer model compound approach for the understanding of the vibrational spectra of the principal forms of polyaniline. Selected model compounds have been studied by Raman and infrared (IR) spectroscopies. The observed vibrational bands are assigned to the expected modes, by revealing the relationships between molecules. In a more theoretical part, dynamical calculations on the different model compounds and their related polymers are presented. The use of model compounds allows us to reach better sets of force constants, as soon as we assume that the parameters can be transferred to the polymeric forms. The obtained values of these force constants are discussed in regards to the oxidation state of polyaniline and its corresponding geometrical structure.

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Section: Resultsmentioning

confidence: 99%

Vibrational Analysis of Polyaniline: A Model Compound Approach

Boyer¹,

Quillard²,

Rebourt³

et al. 1998

J. Phys. Chem. B

268

190

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“…The reduced dimer (B3) was purchased from Aldrich and recrystallized three times from toluene. The FeCl 3 -doped dimer was prepared in good yield by chemical oxidation of B3 with iron hexahydrate trichloride (FeCl 3 -6H 2 O), according to the procedure of Zaghal and Shatnawi . This doped dimer comes in the form of dark blue microscopic crystals.…”

Section: Methodsmentioning

confidence: 99%

“…The purpose of this work consists of obtaining information about the vibrational properties and the electronic structure of ES by using a model compounds approach combined with a vibrational study. The model molecule of ES, the chlorine salt form of the dimer, is obtained by chemical oxidation of N,N‘ diphenyl-1,4-phenylenediamine with FeCl 3 according to the Zaghal et al procedure . Its study is conducted to furnish information about the vibrational properties and the electronic configuration of the polaronic lattice of ES.…”

Section: Introductionmentioning

confidence: 99%

“…The model molecule of ES, the chlorine salt form of the dimer, is obtained by chemical oxidation of N,N′ diphenyl-1,4-phenylenediamine with FeCl 3 according to the Zaghal et al procedure. 30 Its study is conducted to furnish information about the vibrational properties and the electronic configuration of the polaronic lattice of ES. In a first part, the synthesis route and the optical properties of the FeCl 3 -doped dimer are presented.…”

Section: Introductionmentioning

confidence: 99%

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Vibrational Study of the FeCl₃-Doped Dimer of Polyaniline; A Good Model Compound of Emeraldine Salt

et al. 2000

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In this paper, optical and vibrational properties of the FeCl 3 -doped dimer of polyaniline, a model compound of emeraldine salt are presented. This oligomer is synthesized according to the method reported by Zaghal et al.. A complete assignment of the fundamental in-plane Raman and infrared modes (1700-600 cm -1 ) of this oligoaniline is proposed. The observed frequencies of the dark blue microcrystals are compared with those acquired by vibrational calculations based on a valence force field model. To show, by a most efficient way, the evolution of the electronic configuration of the dimer upon doping, the experimental vibrational modes of the doped dimer and its related force constants are compared with those of its fully reduced and oxidized forms. The strongly aromatic and semiquinone-like characters of the rings present in the doped dimer is put in evidence by Resonance Raman Scattering and infrared absorption and confirmed by vibrational calculations. Considering the numerous similarities between the vibrational characteristics of the polymeric chain and its well-defined oligomer, this study also provides useful information about the electronic configuration of the protonated emeraldine, which remains under debate.

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“…The imine form of the N , N ‘-diphenyl-1,4-phenylenediamine was prepared via the Zaghal and Shatnawi procedure . An orange powder was obtained, which was used in the Raman and IR experiments.…”

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confidence: 99%

Conformational Fingerprints in the IR and Raman Spectra of Oligoanilines: A Combined Theoretical and Experimental Study

Choi¹,

Kertész²,

Boyer³

et al. 1999

Chem. Mater.

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THE SYNTHESIS OF THE DIIMINE AND THE RADICAL CATION CHLORIDE OF N,N′-DIPHENYL-p-PHENYLENEDIAMINE

Cited by 8 publications

References 3 publications

Vibrational Analysis of Polyaniline: A Model Compound Approach

Vibrational Analysis of Polyaniline: A Model Compound Approach

Vibrational Study of the FeCl₃-Doped Dimer of Polyaniline; A Good Model Compound of Emeraldine Salt

Conformational Fingerprints in the IR and Raman Spectra of Oligoanilines: A Combined Theoretical and Experimental Study

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THE SYNTHESIS OF THE DIIMINE AND THE RADICAL CATION CHLORIDE OF N,N′-DIPHENYL-p-PHENYLENEDIAMINE

Cited by 8 publications

References 3 publications

Vibrational Analysis of Polyaniline: A Model Compound Approach

Vibrational Analysis of Polyaniline: A Model Compound Approach

Vibrational Study of the FeCl3-Doped Dimer of Polyaniline; A Good Model Compound of Emeraldine Salt

Conformational Fingerprints in the IR and Raman Spectra of Oligoanilines: A Combined Theoretical and Experimental Study

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Vibrational Study of the FeCl₃-Doped Dimer of Polyaniline; A Good Model Compound of Emeraldine Salt