Catalytic cyclohexane oxidation in the presence of alcohols of different nature

Authors

DOI:

https://doi.org/10.15587/1729-4061.2014.24855

Keywords:

cyclohexane, cyclohexanone, oxidation, catalysis, catalytic systems

Abstract

One of the ways of improving homogeneous catalytic oxidation of cyclohexane is the use of additives to industrial catalysts based on metals of variable valency. The analysis of literature sources has shown that alcohols that are formed in the process of oxidation and are able to form intermediate complexes with a catalyst have a significant impact. The effect of C2-C5 alcohol additives on the process of homogeneous catalytic oxidation of cyclohexane was studied in the paper. In the paper, the oxidation indices using binary catalytic systems of cobalt naphthenate – alcohol are given. The qualitative and quantitative effect of additives of monohydric and polyhydric alcohols on the process was defined, and their effects were compared. The dependences of the reaction rate on the nature of additives and the ratio between the components were determined. The optimal binary catalytic systems for the liquid-phase homogeneous catalytic oxidation of cyclohexane were selected, the use of which will allow improving the technical and economic production indices.

Author Biographies

Олександр Олександрович Супрун, Lviv Polytechnic National University st. Bandery, 12, Lviv, Ukraine, 79013

Graduate student

Department of technology of organic products

Віктор Володимирович Реутський, Lviv Polytechnic National University st. Bandery 12, Lviv, Ukraine

Professor

Department of technology of organic products

Олександр Сергійович Іващук, Lviv Polytechnic National University S. Bandery 12, Lviv, Ukraine

Ph.D. of technical sciences, Senior Research Fellow

Department of technology of organic products

Сергій Олександрович Мудрий, Lviv Polytechnic National University st. Bandery 12, Lviv, Ukraine

Ph.D. of technical sciences, Research Fellow

Department of technology of organic products

References

  1. Іващук, О. С. Інтенсифікація каталітичного окиснення циклогексану [Текст] / О. С. Іващук // Вісник НУ „Львівська політехніка”. Хімія, технологія речовин та їх застосування. – 2012. – № 726. – С. 172–176.
  2. Ivashchuk, O. Cyclohexane oxidation in the presence of variable valency metals chelates [Text] / O. Ivashchuk, V. Re-utskyy, S. Mudryy, O. Zaichenko, N. Mitina // Chemistry & Chemical Technology. – 2012. – Vol. 6, № 3. – P. 339–343.
  3. Реутський, В. В . Окиснення циклогексану в присутності багатоатомних спиртів [Текст] / В. В. Реутський, О. С. Іващук, С. О. Мудрий, О. О . Супрун // тез. доп. міжнар. наук. конф. (2012) / Львів: APCTOS, 2012. – С. 24.
  4. Rekkab-Hammoumraoui, I. Catalytic oxidation of cyclohexane to cyclohexanone and cyclohexanol by tert-butyl hydroperoxide over Pt/oxide catalysts [Text] / I. Rekkab-Hammoumraoui, A. Choukchou-Braham, L. Pirault-Roy, C. Kappenstein // Bulletin of Ma¬terials Science. – 2011. – Vol. 34, № 5. – Р. 1127–1135.
  5. Christopher, R. Oxidation of Cyclohexane by Transition Metal Oxides on Zeolites [Text] / R. Christopher, R. Riley, E. Nancy Montgomery, N. Nada Megally, A. Jessica Gunn, L. Shannon Davis // The Open Catalysis Journal. – 2012. – Vol. 5. – Р. 8–13.
  6. Chavan, S. A. Oxidation of Cyclohexane, Cyclohexanone, and Cyclohexanol to Adipic Acid by a Non-HNO3 Route over Co/Mn Cluster Complexes [Text] / S. A. Chavan, D. Srinivas, P. Ratnasamy // Journal of Catalysis. – 2002. – № 212. – Р. 39–45.
  7. Денисов, Е. Т. Механизм жидкофазного окисления кислородсодержащих соединений [Текст] : пособие / Е. Т. Денисов, Н. И. Мицкевич, В. Е. Агабеков; Минск: Наука и техника, –1975.– С. 334.
  8. Oei-Suk Park. Gif-KRICT Biomimetic Oxidation of Cyclohexane The Influence of Metal Oxides [Text] / Oei-Suk Park, Sang-Sung Nam, Seong-Bo Kim, Kyu-Wan Lee // Bull. Korean Chem. Soc. – 1999 – Vol. 20, №. 1. – Р. 49-52.
  9. Amin Ebadi. Aerobic oxidation of cyclohexane with g-alumina supported metallophthalocyanines in the gas phase [Text] / Amin Ebadi, Nasser Safari, Mohammad Hassan Peyrovi // Applied Catalysis A: General 321 – 2007 – Р. 135–139.
  10. Ivashchuk, O. Chelates in the oxidation process of cyclohexane [Text] / O. Ivashchuk, V. Reutskyy, S. Mudryy // Materials of 14th International Symposium of Students and Young Mechanical Engineers “Advances in Chemical and Mechanical Engineering” – Gdansk, Poland. – 2011. – Vol. 1 – P. 238-241.
  11. Ivashchuk, O. (2012). Intensyfikatsiya katalitychnoho okysnennya tsykloheksanu. Visnyk NU „Lvivska politekhnika” Khimiya, tekh¬nolohiya rechovyn ta yikh zastosuvannya, 726, 172–176.
  12. Ivashchuk, O., Reutskyy, V., Mudryy, S., Zaichenko, O., Mitina, N. (2012). Cyclohexane oxidation in the presence of variable valency metals chelates. Chemistry & Chemical Technology, Vol. 6, № 3, 339–343.
  13. Reutskyy, V., Ivashchuk, O., Mudryy, S., Suprun, O. (2012) Okys¬nennya tsykloheksanu v prysutnosti bahatoatomnykh spyrtiv. Actual problems of chemistry and technology of organic substances, Vol. 1, 24.
  14. Rekkab-Hammoumraoui, I., Choukchou-Braham, A., Pirault-Roy, L. Kappenstein, C. (2011). Catalytic oxidation of cyclohexane to cyclohexanone and cyclohexanol by tert-butyl hydroperoxide over Pt/oxide catalysts. Bulletin of Materials Science, Vol. 34, №. 5, 1127–1135.
  15. Christopher, R. Riley, Nancy, E. Montgomery, Nada, N. Megally, Jes¬sica, A. Gunn, Shannon, Davis L. (2012). Oxidation of Cyclohexane by Transition Metal Oxides on Zeolites. The Open Catalysis Journal, Vol. 5, 8–13.
  16. Chavan, S. A., Srinivas, D., Ratnasamy, P. (2002). Oxidation of Cyclohexane, Cyclohexanone, and Cyclohexanol to Adipic Acid by a Non-HNO3 Route over Co/Mn Cluster Complexes. Journal of Catalysis, № 212, 39–45.
  17. Denisov, E., Miscavige, N., Agabeyov, V. (1975). The mechanism of liquid-phase oxidation of oxygen-containing compounds. Science and Technology, 334.
  18. Oei-Suk, Park, Sang-Sung, Nam, Seong-Bo, Kim, Kyu-Wan, Lee (1999). Gif-KRICT Biomimetic Oxidation of Cyclohexane: The Influ¬ence of Metal Oxides. Bull. Korean Chem. Soc., Vol. 20, №. 1, 49-52.
  19. Amin, Ebadi, Nasser, Safari, Mohammad, Hassan Peyrovi (2007). Aerobic oxidation of cyclohexane with g-alumina supported metal¬lophthalocyanines in the gas phase. Applied Catalysis A: General, № 321, 135–139.
  20. Ivashchuk, O., Reutskyy, V., Mudryy, S. (2011). Chelates in the oxi¬dation process of cyclohexane. Advances in Chemical and Mechani¬cal Engineering, Vol. 1, 238-241.

Downloads

Published

2014-06-19

How to Cite

Супрун, О. О., Реутський, В. В., Іващук, О. С., & Мудрий, С. О. (2014). Catalytic cyclohexane oxidation in the presence of alcohols of different nature. Eastern-European Journal of Enterprise Technologies, 3(6(69), 27–31. https://doi.org/10.15587/1729-4061.2014.24855

Issue

Vol. 3 No. 6(69) (2014): Technology organic and inorganic substances

Section

Technology organic and inorganic substances

License

Copyright (c) 2014 Олександр Олександрович Супрун, Віктор Володимирович Реутський, Олександр Сергійович Іващук, Сергій Олександрович Мудрий

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

The consolidation and conditions for the transfer of copyright (identification of authorship) is carried out in the License Agreement. In particular, the authors reserve the right to the authorship of their manuscript and transfer the first publication of this work to the journal under the terms of the Creative Commons CC BY license. At the same time, they have the right to conclude on their own additional agreements concerning the non-exclusive distribution of the work in the form in which it was published by this journal, but provided that the link to the first publication of the article in this journal is preserved.

A license agreement is a document in which the author warrants that he/she owns all copyright for the work (manuscript, article, etc.).
The authors, signing the License Agreement with TECHNOLOGY CENTER PC, have all rights to the further use of their work, provided that they link to our edition in which the work was published.
According to the terms of the License Agreement, the Publisher TECHNOLOGY CENTER PC does not take away your copyrights and receives permission from the authors to use and dissemination of the publication through the world's scientific resources (own electronic resources, scientometric databases, repositories, libraries, etc.).
In the absence of a signed License Agreement or in the absence of this agreement of identifiers allowing to identify the identity of the author, the editors have no right to work with the manuscript.
It is important to remember that there is another type of agreement between authors and publishers – when copyright is transferred from the authors to the publisher. In this case, the authors lose ownership of their work and may not use it in any way.