Acrylic acid obtaining by acetic acid catalytic condensation with formaldehyde

Authors

  • Roman Nebesnyi Lviv Polytechnic National University S.Bandery, 12, Lviv, Ukraine, 79013, Ukraine
  • Volodymyr Ivasiv Lviv Polytechnic National University S.Bandery, 12, Lviv, 79013, Ukraine
  • Yulia Dmytruk Lviv Polytechnic National University S.Bandery, 12, Lviv, Ukraine, 79013, Ukraine
  • Nazariy Lapychak Lviv Polytechnic National University S.Bandery, 12, Lviv, Ukraine, 79013, Ukraine

DOI:

https://doi.org/10.15587/1729-4061.2013.19130

Keywords:

acrylic acid, heterogeneous catalysis, gas phase, aldol condensation, acrylic monomers

Abstract

Acrylic acid is a bulk product of organic synthesis. Propylene oxidation is main industrial method of its production. Considering substantial costs for oil-derived raw material (propylene), development of alternative acrylic acid production methods are very important. The method of acrylic acid production by acetic acid gas-phase aldol condensation with formaldehyde has fair implementation prospects. In industry formaldehyde and acetic acid are synthesized from methanol produced from synthesis gas, and a feedstock for synthesis gas obtaining is methane or coal. Thus the method allows using non-oil-derived raw materials.

The present work is dedicated to the development of efficient catalysts of gas phase aldol condensation of carbonyl compounds.

Using of the developed B2O3–P2O5–WO3/SiO2 catalyst allows acrylic acid obtaining with high yield.  Temperature and contact time effect on the initial reactants conversion and the target product formation selectivity have been studied in the work. Optimal conditions of the condensation process have been determined.

The research results implementation would enable diversifying the raw materials base of acrylic monomers production and allow.

Author Biographies

Roman Nebesnyi, Lviv Polytechnic National University S.Bandery, 12, Lviv, Ukraine, 79013

PhD.

Technology of Organic Products Department

Volodymyr Ivasiv, Lviv Polytechnic National University S.Bandery, 12, Lviv, 79013

PhD

Technology of Organic Products Department

Yulia Dmytruk, Lviv Polytechnic National University S.Bandery, 12, Lviv, Ukraine, 79013

Postgraduate student

Technology of Organic Products Department

Nazariy Lapychak, Lviv Polytechnic National University S.Bandery, 12, Lviv, Ukraine, 79013

Student

Technology of Organic Products Department

References

  1. Method for production of acrolein and acrylic acid from propylene [Текст]: patent 6545178 US / Michio Tanimoto, Daisuke Nakamura, Tatsuya Kawajiri; assignee: Nippon Shokubai Co., Ltd. (Osaka, JP). – № 314719/09 filing date: 18.05.1999; publication date: 08.04.2003.
  2. Process for preparing acrylic acid purified by crystallization from hydroxypropionic acid and apparatus therefore [Текст]: patent 8198481 US / Franz-felix Kuppinger, Axel Hengstermann, Guido Stochniol, Günther Bub, Jürgen Mosler, Andreas Sabbagh; assignee: Evonik Stockhausen GmbH (Krefeld, DE). – № 438295; filing date: 22.08.2007; publication date: 12.06.2012.
  3. Preparation of (meth)acrylic acid [Текст]: Patent 7253310 US / Frieder Borgmeier, Frank Rosowski, Hans-guenther Lintz and others; assignee: BASF Aktiengesellschaft (Ludwigshafen, DE). – № 920428; filing date: 18.08.2004; publication date: 07.08.2007.
  4. Жизневський, В. М. Одержання акрилатних мономерів газофазно-каталітичною конденсацією карбонільних сполук в газовій фазі [Текст] / В. М. Жизневський, Р. В. Небесний, В. В. Івасів, С. В. Шибанов // Доповіді НАН України. – 2010. – №10. – С. 114–118.
  5. Chao, Gao. Biotechnological routes based on lactic acid production from biomass [Текст] / Chao Gao, Cuiqing Ma, Ping Xu // Biotechnology Advances. Volume 29, Issue 6, November–December 2011, p. 930–939.
  6. Koichi, Nagai. New developments in the production of methyl methacrylate [Текст] / Koichi Nagai // Applied Catalysis A: General. – 30 November 2001. – Volume 221, Issue 1-2. – P. 367-377.
  7. Bailey, O. H. Methacrylic acid synthesis: I. Condensation of propionic acid with formaldehyde over alkali metal cation on silica catalysts [Текст] / O.H. Bailey, R.A. Montag and J.S. Yoo // Applied Catalysis A: General. – 14 September 1992. – Volume 88, Issue 2. – P. 163-177.
  8. Process for the production of acrylic acid or methacrylic acid [Текст]: patent 4677225 US / Hiroshi Niizuma, Toshiro Miki, Shiro Kojima and others; assignee: Toagosei Chemical Industry Co., Ltd. (Tokyo, JP). – № 736621; filing date: 21.05.1985; publication date: 30.06.1987.
  9. Івасів, В. Одержання метакрилової кислоти на ванадійвмісних каталізаторах в газовій фазі [Текст] / Володимир Івасів // Східно-Європейський журнал передових технологій. – 2012. – T. 4, N 6(58). – С. 10-12. – Режим доступу : URL : http://journals.uran.ua/eejet/article/view/5584.
  10. Небесний, Р. В. Метакрилова кислота. Одержання конденсацією пропіонової кислоти з формальдегідом у газовій фазі [Текст] / Р. В. Небесний, В. В. Івасів, В. М. Жизневський, З. Г. Піх // Хімічна промисловість України. – Київ. – 2012. – № 1. – С. 3–6.
  11. Небесний, Р. В. Оптимальні умови здійснення реакції альдольної конденсації пропіонової кислоти з формальдегідом у метакрилову кислоту на B2О3–Р2О5–WО3/SiO2 каталізаторі [Текст] / Р. В. Небесний, В. В. Івасів, В. М. Жизневський, С. В. Майкова, О. О. Мацьків // Вісник Національного університету "Львівська по¬лі¬техніка". Хімія, технологія речовин та їх застосування. – 2012. – № 726. – С. 184–186.
  12. Method for production of acrolein and acrylic acid from propylene: patent 6545178 US / Michio Tanimoto, Daisuke Nakamura, Tatsuya Kawajiri; assignee: Nippon Shokubai Co., Ltd. (Osaka, JP). – № 314719/09 filing date: 18.05.1999; publication date: 08.04.2003.
  13. Process for preparing acrylic acid purified by crystallization from hydroxypropionic acid and apparatus therefore: patent 8198481 US / Franz-felix Kuppinger, Axel Hengstermann, Guido Stochniol, Günther Bub, Jürgen Mosler, Andreas Sabbagh; assignee: Evonik Stockhausen GmbH (Krefeld, DE). – № 438295; filing date: 22.08.2007; publication date: 12.06.2012.
  14. Preparation of (meth)acrylic acid: Patent 7253310 US / Frieder Borgmeier, Frank Rosowski, Hans-guenther Lintz and others; assignee: BASF Aktiengesellschaft (Ludwigshafen, DE). – № 920428; filing date: 18.08.2004; publication date: 07.08.2007.
  15. Zhyznevskyi, V. М, Nebesnyi, R. V., Ivasiv, V. V., Shybanov, S. V. (2010). Acrylic monomers obtaining by gas-phase catalytic condensation of carbonyl compounds in the gas phase. Reports of NAS of Ukraine, 10, 114–118.
  16. Chao, Gao, Cuiqing Ma, Ping Xu (2011). Biotechnological routes based on lactic acid production from biomass. Biotechnology Advances, V. 29, Is. 6, 930–939.
  17. Koichi, Nagai (2010). New developments in the production of methyl methacrylate. Applied Catalysis A: General, V. 221, Is. 1-2, 367-377.
  18. Bailey, O. H., R. A. Montag and J. S. Yoo (1992). Methacrylic acid synthesis: I. Condensation of propionic acid with formaldehyde over alkali metal cation on silica catalysts. Applied Catalysis A: General, V. 88, Is. 2, 163-177.
  19. Process for the production of acrylic acid or methacrylic acid: patent 4677225 US / Hiroshi Niizuma, Toshiro Miki, Shiro Kojima and others; assignee: Toagosei Chemical Industry Co., Ltd. (Tokyo, JP). – № 736621; filing date: 21.05.1985; publication date: 30.06.1987.
  20. Ivasiv, V. (2012). Methacrylic acid obtaining over vanadium-loaded catalysts in the gas phase. Eastern-European Journal of Enterprise Technologies, T. 4, N 6(58), 10-12.
  21. Nebesnyi, R. V., Ivasiv, V. V., Zhyznevskyi, V. М., Pikh, Z. G. (2012). Methacrylic acid. Obtaining by propionic acid condensation with formaldehyde in the gas phase. Chemical industry of Ukraine, 1, 3–6.
  22. Nebesnyi, R. V., Ivasiv, V. V., Zhyznevskyi, V. М., Maikova, S. V., Matskiv, О. О. (2012). Optimal conditions for propionic acid aldol condensation with formaldehyde to methacrylic acid over B2О3–Р2О5–WО3/SiO2 catalyst. Visnyk of Lviv Polytechnic National University. Chemistry, technology of substances and its application, 726, 184–186.

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Published

2013-12-17

How to Cite

Nebesnyi, R., Ivasiv, V., Dmytruk, Y., & Lapychak, N. (2013). Acrylic acid obtaining by acetic acid catalytic condensation with formaldehyde. Eastern-European Journal of Enterprise Technologies, 6(6(66), 40–42. https://doi.org/10.15587/1729-4061.2013.19130

Issue

Section

Technology organic and inorganic substances