Synthesis and characterisation of transition metal complexes of schiff bases derived from dithiocarbazate and application of these complexes as cyclohexane oxidation catalysts

Schiff bases and their complexes are excellent applicants’ compounds that are synthesized by the condensation of a primary amino compound with either ketones or aldehydes for a variety of industrial applications. They can act as catalysts for the catalytic oxidation of organic compounds. In recent y...

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主要作者: Alshaheri, Ali Ahmed Qaid
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語言:English
出版: 2019
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spelling my-upm-ir.831852022-01-10T03:24:32Z Synthesis and characterisation of transition metal complexes of schiff bases derived from dithiocarbazate and application of these complexes as cyclohexane oxidation catalysts 2019-06 Alshaheri, Ali Ahmed Qaid Schiff bases and their complexes are excellent applicants’ compounds that are synthesized by the condensation of a primary amino compound with either ketones or aldehydes for a variety of industrial applications. They can act as catalysts for the catalytic oxidation of organic compounds. In recent years, most of the researches in oxidation catalysis focused on how to employ the metal complexes-catalyzed oxidation of organic compounds. Schiff base complexes of transition metals can be used for catalytic oxidation of hydrocarbons in the presence of tert‑butyl hydroperoxide (TBHP) and hydrogen peroxide. The oxidation of cyclohexane is an important oxidation reaction for industrial applications as their products, cyclohexanone and cyclohexanol, also known as K-A oil, are very important to produce nylon 6,6 and nylon-6 polymers, plastics, lubricant additives, fibers and are intermediate for pharmaceuticals. In this work, dithiocarbazate Schiff bases derived from the condensation of S-methyldithiocabazate (SMDTC) and S-benzyldithiocarbazate (SBDTC) with 2,6-diacetylpyridine (diAP) and 1,3-diacetylbenzene (diAC), and their Ni(II), Cu(II), Fe(II), Co(II), Mn(II) and Zn(II) complexes have been successfully synthesized in ethanol and characterized using several physico-chemical techniques. The oxidation of cyclohexane by the prepared metal complexes as catalysts has been investigated in the presence of tert‑butylhydroperoxide (TBHP) and hydrogen peroxide as the oxidative source under mild conditions at 4h, 70°C, 0.09 mmol catalyst and 20 mmol oxidant. The product was analyzed using gas chromatography and it was found that cyclohexanol and cyclohexanone are the main products for the oxidation reaction. All the transition metal complexes of the Schiff bases showed activity toward oxidation of cyclohexane. Time of the reaction, temperature, and the concentration of TBHP and catalyst influenced the selectivity and conversion of the cyclohexane oxidation. The complex, [CuSBdiAC], was found to be the most active catalyst with ~50% conversion. Transition metal complexes Schiff bases 2019-06 Thesis http://psasir.upm.edu.my/id/eprint/83185/ http://psasir.upm.edu.my/id/eprint/83185/1/FS%202019%2047%20ir.pdf text en public doctoral Universiti Putra Malaysia Transition metal complexes Schiff bases Mohamed Tahir, Mohamed Ibrahim
institution Universiti Putra Malaysia
collection PSAS Institutional Repository
language English
advisor Mohamed Tahir, Mohamed Ibrahim
topic Transition metal complexes
Schiff bases

spellingShingle Transition metal complexes
Schiff bases

Alshaheri, Ali Ahmed Qaid
Synthesis and characterisation of transition metal complexes of schiff bases derived from dithiocarbazate and application of these complexes as cyclohexane oxidation catalysts
description Schiff bases and their complexes are excellent applicants’ compounds that are synthesized by the condensation of a primary amino compound with either ketones or aldehydes for a variety of industrial applications. They can act as catalysts for the catalytic oxidation of organic compounds. In recent years, most of the researches in oxidation catalysis focused on how to employ the metal complexes-catalyzed oxidation of organic compounds. Schiff base complexes of transition metals can be used for catalytic oxidation of hydrocarbons in the presence of tert‑butyl hydroperoxide (TBHP) and hydrogen peroxide. The oxidation of cyclohexane is an important oxidation reaction for industrial applications as their products, cyclohexanone and cyclohexanol, also known as K-A oil, are very important to produce nylon 6,6 and nylon-6 polymers, plastics, lubricant additives, fibers and are intermediate for pharmaceuticals. In this work, dithiocarbazate Schiff bases derived from the condensation of S-methyldithiocabazate (SMDTC) and S-benzyldithiocarbazate (SBDTC) with 2,6-diacetylpyridine (diAP) and 1,3-diacetylbenzene (diAC), and their Ni(II), Cu(II), Fe(II), Co(II), Mn(II) and Zn(II) complexes have been successfully synthesized in ethanol and characterized using several physico-chemical techniques. The oxidation of cyclohexane by the prepared metal complexes as catalysts has been investigated in the presence of tert‑butylhydroperoxide (TBHP) and hydrogen peroxide as the oxidative source under mild conditions at 4h, 70°C, 0.09 mmol catalyst and 20 mmol oxidant. The product was analyzed using gas chromatography and it was found that cyclohexanol and cyclohexanone are the main products for the oxidation reaction. All the transition metal complexes of the Schiff bases showed activity toward oxidation of cyclohexane. Time of the reaction, temperature, and the concentration of TBHP and catalyst influenced the selectivity and conversion of the cyclohexane oxidation. The complex, [CuSBdiAC], was found to be the most active catalyst with ~50% conversion.
format Thesis
qualification_level Doctorate
author Alshaheri, Ali Ahmed Qaid
author_facet Alshaheri, Ali Ahmed Qaid
author_sort Alshaheri, Ali Ahmed Qaid
title Synthesis and characterisation of transition metal complexes of schiff bases derived from dithiocarbazate and application of these complexes as cyclohexane oxidation catalysts
title_short Synthesis and characterisation of transition metal complexes of schiff bases derived from dithiocarbazate and application of these complexes as cyclohexane oxidation catalysts
title_full Synthesis and characterisation of transition metal complexes of schiff bases derived from dithiocarbazate and application of these complexes as cyclohexane oxidation catalysts
title_fullStr Synthesis and characterisation of transition metal complexes of schiff bases derived from dithiocarbazate and application of these complexes as cyclohexane oxidation catalysts
title_full_unstemmed Synthesis and characterisation of transition metal complexes of schiff bases derived from dithiocarbazate and application of these complexes as cyclohexane oxidation catalysts
title_sort synthesis and characterisation of transition metal complexes of schiff bases derived from dithiocarbazate and application of these complexes as cyclohexane oxidation catalysts
granting_institution Universiti Putra Malaysia
publishDate 2019
url http://psasir.upm.edu.my/id/eprint/83185/1/FS%202019%2047%20ir.pdf
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