Ten serwis zostanie wyłączony 2025-02-11.
Nowa wersja platformy, zawierająca wyłącznie zasoby pełnotekstowe, jest już dostępna.
Przejdź na https://bibliotekanauki.pl

PL EN


Preferencje help
Widoczny [Schowaj] Abstrakt
Liczba wyników
2008 | 17 | 5 | 727-731
Tytuł artykułu

Primary alcohols, aldehydes and ester transformations into ketones over oxide catalysts

Autorzy
Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
This paper presents the suitability of the unpopular bimolecular reaction of primary alcohol condensation to ketones as the management method for waste or excessive materials containing primary alcohols, aldehydes and esters. This method simultaneously allows winning non symmetric or long-chain ketones.
Wydawca
-
Rocznik
Tom
17
Numer
5
Strony
727-731
Opis fizyczny
p.727-731,ref.
Twórcy
  • Polish Academy of Sciences, P.O.Box 1410, Wroclaw 2, 50-950 Wroclaw, Poland
Bibliografia
  • 1. WRZYSZCZ J., GRABOWSKA H., KLIMKIEWICZ R., SYPER L. Reactions of normal alcohols in the presence of a dehydrogenating iron catalyst. Catal. Lett. 54, 55, 1998.
  • 2. KAMIMURA Y., SATO S., TAKAHASHI R., SODESAWA T., AKASHI T. Synthesis of 3-pentanone from 1-propanol over CeO₂–Fe₂O₃ catalysts. Appl. Catal. A: Gen. 252, 399, 2003.
  • 3. PLINT N.D., COVILLE N.J., LACK D., NATTRASS G.L., VALLAY T. The catalysed synthesis of symmetrical ketones from alcohols. J. Mol. Catal. A: Chem. 165, 275, 2001.
  • 4. SOSNINA I.E., DENISOVA E.P. Izuchenie kataliticheskikh svoystv okislov redkozemel’nykh elementov v reaktsii ketonizatsii uksusnoy i maslyanoy kislot. Kinet. Catal. 11, 1437, 1970 [In Russian].
  • 5. GLIŃSKI M., SZYMAŃSKI W., ŁOMOT D. Catalytic ketonization over oxide catalysts: X. Transformations of various alkyl heptanoates. Appl. Catal. A: Gen. 281, 107, 2005.
  • 6. NAGASHIMA O., SATO S., TAKAHASHI R., SODESAWA T. Ketonization of carboxylic acids over CeO₂-based composite oxides. J. Mol. Catal. A: Chem. 227, 231, 2005.
  • 7. DOOLEY K.M., BHAT A.K., PLAISANCE C.P., ROY A.D. Ketones from acid condensation using supported CeO₂ catalysts: Effect of additives. Appl. Catal. A: Gen. 320, 122, 2007.
  • 8. GRABOWSKA H., KLIMKIEWICZ R. Reactions of nbutanol in the presence of dehydrogenating iron catalyst. Pol. J. Chem. 72, 141, 1998.
  • 9. KLIMKIEWICZ R., GRABOWSKA H., SYPER L. Vaporphase conversion of esters into ketones in the presence of an Sn-, Ce-, and Rh-containing oxide catalyst. Kinet. Catal. 44, 283, 2003.
  • 10. KOMAREWSKY V.I., COLEY J.R. Catalytic dehydrogenation and condensation of aliphatic Alcohols. II. J. Am. Chem. Soc. 63, 3269, 1941.
  • 11. BOLOTOV B.A., DOLGOV B.N., KATKOVA K.P. O mekhanizme obrazovaniya ketonov iz pervichnykh spirtov. Zh. Prikl. Khim. 33, 425, 1960 [In Russian].
  • 12. MINACHEV KH.M., LOGINOV G.A., MARKOV M.A. Conversions of n-butanol to dipropyl ketone with rare earth oxides. Petroleum Chemistry U.S.S.R. 9, 114, 1969; Neftekhimiya 9, 412, 1969.
  • 13. TAKESHITA K., NAKAMURA S., KAWAMOTO K. Reduced copper catalyzed conversion of primary alcohols into esters and ketones. Bull. Chem. Soc. Jpn. 51, 2622, 1978.
  • 14. IWASA N., TAKEZAWA N. Reforming of ethanol – dehydrogenation to ethyl acetate and steam reforming to acetic acid over copper – based catalysts. Bull. Chem. Soc. Jpn. 64, 2619, 1991.
  • 15. ELLIOTT D.J., PENNELLA F. The formation of ketones in the presence of carbon monoxide over CuO/ZnO/Al₂O₃. J. Catal. 119, 359, 1989.
  • 16. LIETTI L., TRONCONI E., FORZATTI P. Synthesis of C²⁺ oxygenates from methanol at atmospheric pressure over alkali-promoted zinc-chromium oxide catalysts. Appl. Catal. 70, 73, 1991.
  • 17. HSIAO T.C., LIN S.D. Methanol to Long-chain Oxygenates Over Mg/Al Mixed Oxides Supported Cu Catalysts. Catal. Lett. 119, 72, 2007.
  • 18. TIEN-THAO N., ZAHEDI-NIAKI M.H., ALAMDARI H., KALIAGUINE S. Conversion of syngas to higher alcohols over nanosized LaCo₀.₇Cu₀.₃O₃ perovskite precursors. Appl. Catal. A: Gen. 326, 152, 2007.
  • 19. CHEN, W.H., JHENG, J.G. Characterization of water gas shift reaction in association with carbon dioxide sequestration. J. Power Sources 172, 368, 2007.
  • 20. BASINSKA A., KLIMKIEWICZ R., TETERYCZ H. Catalysts of alcohol condensation tested in water-gas shift reaction. React. Kinet. Catal. Lett. 82, 271, 2004.
  • 21. WANG Y., DAVIS B.H. Fischer-Tropsch synthesis. Conversion of alcohols over iron oxide and iron carbide catalysts. Appl. Catal. A: Gen. 180, 277, 1999.
  • 22. DRY M.E. Fischer–Tropsch reactions and the environment. Appl. Catal. A: Gen. 189, 185, 1999.
  • 23. DRY M.E. Present and future applications of the Fischer–Tropsch process. Appl. Catal. A: Gen. 276, 1, 2004.
  • 24. HSIAO T.C, LIN S.D. Methanol to long-chain oxygenates over Mg/Al mixed oxides supported Cu catalysts. Catal. Lett. 119, 72, 2007.
  • 25. WANG Y.L., LIU G., JIA M.J., ZHU X.M., ZOU X.J., ZHANG W.X., JIANG D.Z. Vapour phase ortho-selective alkylation of phenol with methanol over cobalt chromite catalyst. Chem. J. Chinese U. 27, 2376, 2006 [In Chinese].
  • 26. BALLARINI N., CAVANI F., MASELLI L., MONTALETTI A., PASSERI S., SCAGLIARINI D., FLEGO C., PEREGO C. The transformations involving methanol in the acid- and base-catalyzed gas-phase methylation of phenol. J. Catal. 251, 423, 2007.
  • 27. GRABOWSKA H., MIŚTA W., SYPER L., WRZYSZCZ J., ZAWADZKI M. Alkylation of 1-naphthol with alcohols over an iron oxide catalyst. Angew. Chem. Int. Ed. Engl. 35, 1562, 1996.
  • 28. SATO S., TAKAHASHI R., SODESAWA T., MATSUMOTO K., KAMIMURA Y. Ortho-selective alkylation of phenol with 1-propanol catalyzed by CeO₂–MgO. J. Catal. 184, 180, 1999.
  • 29. GRABOWSKA H., TETERYCZ H., KLIMKIEWICZ R. Application of monophase Zr-Mg-Y oxide system as catalyst for the gas phase phenol methylation. Res. Chem. Intermed. 31, 797, 2005.
  • 30. MINACHEV KH.M., ATAL'YAN O.K., MARKOV M.A. The hydrogen transfer reaction on oxides of the rare-earth elements. Russ. Chem. Bull. 27, 2442, 1978; Izv. Akad. Nauk SSSR, Ser. Khim. 12, 2737, 1978.
  • 31. GLIŃSKI M., PRASEK E. Catalytic hydrogen transfer over magnesia, PART XVIII. A chemoselective reduction of formyl and acetyl derivatives of furan and thiophene. React. Kinet. Catal. Lett. 78, 19, 2003.
  • 32. GLIŃSKI M., KOZIOŁ A., ŁOMOT D., KASZKUR Z. Catalytic ketonization over oxide catalysts: Part XII. Selective reduction of carboxylic acids by formic acid. Appl. Catal. A: Gen. 323, 77, 2007.
  • 33. NDOU A.S., PLINT N., COVILLE N.J. Dimerisation of ethanol to butanol over solid-base catalysts. Appl. Catal. A: Gen. 251, 337, 2003.
  • 34. NDOU A.S., COVILLE N.J. Self-condensation of propanol over solid-base catalysts. Appl. Catal. A: Gen. 275, 103, 2004.
  • 35. GULKOVA D., KRAUS M. Substituent effects on the rate of dehydrogenation of primary and secondary alcohols. J. Mol. Catal. 87, 47, 1994.
  • 36. BUELOW M.T., GELLMAN A.J. Correlations between substituent effects for surface reactions and catalytic reactions J. Mol. Catal. A: Chem. 131, 55, 1998.
  • 37. TETERYCZ H., KLIMKIEWICZ R., ŁANIECKI M. Study on physico-chemical properties of tin dioxide based gas sensitive materials used in condensation reactions of n-butanol. Appl. Catal. A: Gen. 274, 49, 2004.
  • 38. LIN T.-B., CHUNG D.L., CHANG J.R. Ethyl acetate production from water-containing ethanol catalyzed by supported Pd catalysts: Advantages and disadvantages of hydrophobic supports. Ind. Eng. Chem. Res. 38, 1271, 1999.
  • 39. INUI K., KURABAYASHI T., SATO S., ICHIKAWA N. Effective formation of ethyl acetate from ethanol over CuZn-Zr-Al-O catalyst. J. Mol. Catal. A: Chem. 216, 147, 2004.
  • 40. KLIMKIEWICZ R., GRABOWSKA H., TETERYCZ H. Application of Zr-Mg-Y-O catalyst for ketonization of ester and alcohol type industrial wastes. Pol. J. Environ. Stud. 12, 67, 2003.
  • 41. TROST B.M. Atom economy. A challenge for organic synthesis - homogeneous catalysis leads the way. Angew. Chem. Int. Ed. Engl., 34, 259, 1995.
  • 42. GRABOWSKA H., KLIMKIEWICZ R., SYPER L., WRZYSZCZ J. The catalytic condensation of ω-phenylsubstituted alcohols in the presence of an iron oxide. Res. Chem. Intermed. 26, 357, 2000.
  • 43. HENDREN T.S., DOOLEY K.M. Kinetics of catalyzed acid/acid and acid/aldehyde condensation reactions to nonsymmetric ketones. Catal. Today 85, 333, 2003.
  • 44. KLIMKIEWICZ R., BISKUPSKI A., GRABOWSKA H., TETERYCZ H., SYPER L., RAKOCZY J. Utilization of alcohol fractions from the production of cyclohexanone by ketonization. Pol. J. Chem. Technol. 3, 10, 2001.
  • 45. KLIMKIEWICZ R., GRABOWSKA H., TETERYCZ H., SYPER L., BISKUPSKI A., RAKOCZY J. Possibility of waste alcohols usage. International Conference on Catalysis and Adsorption in Fuel Processing and Environmental Protection, Kudowa Zdrój, Poland; Scientific Papers of the Institute of Chemistry and Technology of Petroleum and Coal of the Wrocław University of Technology, No. 57, Conferences No. 10, pp. 223-227, 2002.
  • 46. KLIMKIEWICZ R., MORAWSKI I., SYPER L., BISKUPSKI A., TETERYCZ H. Isobutyraldehyde – a potential material for ketonization. Przem. Chem. 82, 608, 2003 [In Polish].
  • 47. KLIMKIEWICZ R., BERAN E., TETERYCZ H., MALINOWSKI P. Application of heterogeneous catalyst to ketonization of waste monocarboxylic acids C₄ – C₆. Conference on EkoChemTech’03 ‘Zielona Chemia’ (Green Chemistry), Wrocław, Poland, 2003; Prace Naukowe Akademii Ekonomicznej we Wrocławiu, Nr 1041, pp. 194-198, 2004 [In Polish].
  • 48. KLIMKIEWICZ R., GRABOWSKA H., SYPER L. Ketonization of long-chain esters. Pol. J. Environ. Stud. 9, 179, 2000.
  • 49. SPASÓWKA E., RUDNIK E. Carbohydrates as raw materials for production of biodegradable polymers. Przem. Chem. 78, 243, 1999 [In Polish].
  • 50. WILK K., SYPER L., BURCZYK B., SOKOŁOWSKI A., DOMAGALSKA B.W. Synthesis and surface properties of new dicephalic saccharide-derived surfactants. J. Surfactants Deterg. 3, 185, 2000.
  • 51. KLIMKIEWICZ R., GRABOWSKA H., SYPER L. Oil industry waste as a basis for the synthesis of a new type surfactants. Pol. J. Environ. Stud. 10, 337, 2001.
  • 52. MEHER L.C., VIDYA SAGAR D., NAIK S.N. Technical aspects of biodiesel production by transesterification-a review. Renew. Sustain. Energy Rev. 10, 248, 2006.
  • 53. DEMIRBAS A., KARSLIOGLU S. Biodiesel production facilities from vegetable oils and animal fats. Energy Sources, Part A 29, 133, 2007.
  • 54. KLIMKIEWICZ R., TETERYCZ H., GRABOWSKA H., MORAWSKI I., SYPER L., LICZNERSKI B.W. Ketonization of fatty methyl esters over Sn-Ce-Rh-O catalyst. J. Am. Oil Chem. Soc. 78, 533, 2001.
  • 55. KLIMKIEWICZ R., FABISZ E., MORAWSKI I., GRABOWSKA H., SYPER L. Ketonization of long chain esters obtained with the method of technical waste fats transesterification. J. Chem. Technol. Biotechnol. 76, 35, 2001.
Typ dokumentu
Bibliografia
Identyfikatory
Identyfikator YADDA
bwmeta1.element.agro-article-4dba191e-c90f-4a1f-bb70-8ef3c7247c9f
JavaScript jest wyłączony w Twojej przeglądarce internetowej. Włącz go, a następnie odśwież stronę, aby móc w pełni z niej korzystać.