کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
6603508 | 1424087 | 2018 | 27 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Application of spectroelectrochemistry in elucidation of electrochemical mechanism of azoquinoline dye 2-methyl-5-[(E)-phenyldiazenyl]quinolin-8-ol
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
مهندسی شیمی
مهندسی شیمی (عمومی)
پیش نمایش صفحه اول مقاله
![عکس صفحه اول مقاله: Application of spectroelectrochemistry in elucidation of electrochemical mechanism of azoquinoline dye 2-methyl-5-[(E)-phenyldiazenyl]quinolin-8-ol Application of spectroelectrochemistry in elucidation of electrochemical mechanism of azoquinoline dye 2-methyl-5-[(E)-phenyldiazenyl]quinolin-8-ol](/preview/png/6603508.png)
چکیده انگلیسی
In situ spectroelectrochemical detection of reaction intermediates was used as a decisive method for elucidation of a rather complex redox mechanism of azoquinoline dye 2-methyl-5-[(E)-phenyldiazenyl]quinolin-8-ol (R-N=N-Ph; where Phâ¯=â¯phenyl, Râ¯=â¯2-methyl-8-hydroxyquinoline fragment). Electrochemical properties were studied in non-aqueous solution by cyclic voltammetry, UV-Vis and IR spectroelectrochemistry and high pressure liquid chromatography with diode array detector. Oxidation and reduction mechanisms involve coupled electron and proton transfers. Oxidation proceeds primarily on hydroxyl group at quinoline moiety and (E)-5-(phenyldiazenyl)quinoline-7,8-diol as the main oxidation product has been suggested. The electrochemically active site for reduction is the azo group. This was proved by in situ UV-Vis and IR spectroelectrochemical data. Detailed analysis of the effects of the presence of acids and bases evidenced the presence of two species in equilibrium: HOR(NH+)-N=N-Ph and HOR-N=N-Ph. The compound containing the hydrazo group (5-(2-phenylhydrazinyl)quinolin-8-ol (R-N=N-Ph) is the main reduction product. Molecular orbital calculations and DFT calculations of IR spectra support the experimental results. In situ IR spectroelectrochemical experiments proved that no reaction of R-N=N-Ph anion or dianion with the solvent acetonitrile was observed during the reduction of the azodye.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Electrochimica Acta - Volume 270, 20 April 2018, Pages 509-516
Journal: Electrochimica Acta - Volume 270, 20 April 2018, Pages 509-516
نویسندگان
Romana Sokolová, Å árka RameÅ¡ová, Ilaria Degano, Magdaléna Hromadová, Marcin Szala, Jakub Wantulok, Jacek E. Nycz, Michal ValáÅ¡ek,