Selectivity engineering of cation-exchange resins over inorganic solid acids in C-alkylation of guaiacol with cyclohexene

Industrial and Engineering Chemistry Research

Volumn 46, Issue 10, 2007, Pages 3119-3127

  Yadav, Ganapati D ^a   Pathre, Ganesh S ^a  

^a INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITIVES; ALCOHOLS; ALKYLATION; CATALYST ACTIVITY; POSITIVE IONS; ZIRCONIA;

FRIEDEL-CRAFTS ALKYLATION; SULFATED ZIRCONIA;

ION EXCHANGE RESINS;

ADDITIVES; ALCOHOLS; ALKYLATION; CATALYST ACTIVITY; ION EXCHANGE RESINS; POSITIVE IONS; ZIRCONIA;

EID: 34249107284     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie060645t     Document Type: Article

References (34)

1. Yadav, G. D.; Murkute, A. D. Development of a Novel Mesoporous Catalyst UDCaT-6: kinetics of synthesis of tert-amyl methyl ether (TAME) from tert-amyl alcohol and methanol. J. Phy. Chem. A 2004, 108 (44), 9557-9566.
2. Yadav, G. D.; Murkute, A. D. Preparation of Novel Mesoporous Solid Acid Catalyst UDCaT-4 via Synergism of Persulfated Alumina and Zirconia into Hexagonal Mesoporous Silica for Alkylation Reactions. Adv. Smth. Catal. 2004, 346, 389-394.
3. Yadav, G. D.; Murkute, A. D. Preparation of Novel Catalyst UDCaT-5: Enhancement in Activity of Acid Treated Zirconia - Effect of Treatment with Chlorosulfonic Acid vis-à-vis Sulfuric Acid. J. Catal, 2004,224, 218-223.
4. Yadav, G. D.; Goel, P. K. Selective synthesis of perfumery grade cyclohexyl esters from cyclohexene and carboxylic acids over ion-exchange resins: an example of 100% atom economy. Green Chem. 2000, 2, 71.
5. Fiege H. U. In Encyclopedia of Industrial Chemistry, Vol. A8; Gerhartz, W., Yamamoto, Y. S., Campbell, F. T., Pfefferkorn, R., Rounsaville, J. F., Eds.; VCH: Weinheim, Germany, 1987; p 45.
6. Dowbenko, R. In Kirk-Othmer Encyclopedia of Chemical Technology, Vol. 2, 4th Edition; Kroschwitz, J. I., Howe-Grant, M., Eds.; Wiley: New York, 1992; p 106.
7. Read, R. R. (Sharp and Dohme, Inc.). Alkylphenols. U.S. Patent No. 2,242,325, 1941.
8. Sharma, M. M. Multiphase reactions in the manufacture and fine chemicals. Chem. Eng. Sci. 1998, 43, 1749.
9. Aliev, Z. E.; Agaeva, S. M.; Bilalor, S. B. Synthesis of cycloalkyl derivative, of dihydric phenols and their ethers (in Russ.). Prisadki Smaz. Maslam 1969, 2, 118-122.
10. Starkav, S. P.; Baranor, B. A.; Volkotrub, M. N. Mono and dialkylation of guaiacol by olefins on KU-2 cation-exchange resins (in Russ.). Zr. Priki. Khim. 1969, 41 (3), 688-690.
11. Read, R. R. (Sharp and Dohme, Inc.). Alkylphenols. U.S. Patent No. 2,178,608, 1941.
12. Read, R. R. (Sharp and Dohme. Inc.). Alkylphenols. U.S. Patent No. 2,391,798, 1945.
13. Hoffmabb-La Roche, F., & Co. A-G, Substituted phenols. Ger. Patent No. 615,448, 1935.
14. Chakrabarti, A.; Sharma, M. M. Alkylation of phenol with cyclohexene catalysed by cationic ion-exchange resins and acid-treated clay; O- versus C-alkylation. React. Polym. 1992, 17, 331-340.
15. Yadav, G. D.; Ramesh, P. Friedel-Crafts Alkylation of p-Cresol with Cyclohexene using Solid Acids as Catalysts: O vs C Alkylation Selectivity. Can. J. Chem. Eng. 2000, 78, 323-327.
16. Yadav, G. D.; Kumar, P. Alkylation of Phenol with Cyclohexene Over Solid Acids: Insight in Selectivity of O- versus C-Alkylation. Appl. Catal., A 2005, 256, 61.
17. Chakrabarti, A.; Sharma, M. M. Cationic ion-exchange resins as catalyst. React. Polym. 1993, 20 (1-2), 1-45.
18. Harmer, M. A.; Sun, Q. Solid acid catalysis using ion-exchange resins. Appl. Catal., A 2001, 227, 45-62.
19. Yadav, G. D.; Kirthivasan, N. Synthesis of Bisphenol A: Comparison of Efficacy of Ion Exchange Resin Catalysts vis-à-vis Heteropolyacid supported on Clay and Kinetic Interpretation. Appl. Catal., A 1997, 154, 29-53.
20. Yadav, G. D.; Bokade, V. V. Novelties of heteropoly acid supported on clay: Adsorption controlled etherification of phenethyl alcohol with alkanols. Appl. Catal., A 1996, 147 (2), 299-315.
21. Yadav, G. D.; Kirthivasan N. In Fundamental and Applied Aspects of Chemically Modified Surfaces; Blitz, P., Little, C. B., Eds.; Royal Society of Chemistry: Oxford, U.K., 1999; pp 254-269.
22. Yadav, G. D.; Kirthivasan, N. Single Pot Synthesis of Methyl-tert-Butyl Ether (MTBE) from tert-Butanol and Methanol: Dodecatungsto-phosphoric Acid Supported on Clay as an Efficient Catalyst. J. Chem. Soc. Chem. Commun. 1995, 203-204.
23. Yadav, G. D.; Asthana, N. S.; Salgaonkar, S. S. Regio-selective benzoylation of xylenes over cesium modified Heteropolyacid supported on K-10 clay. Clean Technol. Environ. Policy 2004, 6, 105-113.
24. Yadav, G. D.; Kumar, P. Alkylation of Phenol with Cyclohexene over solid acids: Insight in selectivity of O- versus C-alkylation. Appl. Catal, A 2005, 286, 61.
25. Yadav, G. D.; Asthana, N. S. Selective decomposition of cumene hydroperoxide into phenol and acetone by a novel cesium substituted heteropolyacid on clay. Appl. Catal., A 2003, 244, 341-357.
26. Kumbhar, P. S.; Yadav, V. M.; Yadav, G. D. In Chemically Modified Oxide Surfaces; Layden, D. E., Ed.; Gordon and Breach: New York, 1989.
27. Kumbhar, P. S.; Yadav, G. D. Catalysis by sulfur promoted superacidic zirconia: condensation reactions of hydroquinone with aniline and substituted anilines. Chem. Eng. Sci. 1989, 44 (11), 2535.
28. Amberlyst Polymeric Catalysts and Ion Exchange Resins; Strong Acis Cations. Available via the Internet at www.rohmhass.com/ionexchange/IP/sac.htm.
29. Catalyst Grade Resins. Available via the Internet at www.ionresins.com/ pdf/catalyst.pdf.
30. Fogler, H. S. Elements of Chemical Reaction Engineering; Prentice-Hall: New Delhi, 1995.
31. Reid, R. C.; Prausnitz, M. J.; Sherwood, T. K. The Properties of Gases and Liquids, Third Edition; McGraw-Hill: New York, 1977.
32. Yadav, G. D.; Krishnan, M. S. Heterogeneous Catalysis in Etherification of β-Naphthol with Alkanols. Ind. Eng. Chem. Res. 1998, 27 (8), 3358-3365.
33. Kozlov, N. S.; Klein, A. G.; Galishevskil, Yu. A. Neftekhimiya 1978, 18, 109.
34. Yadav, G. D.; Pathre G. S. Chemoselective Catalysis by Sulphated Zirconia in O-Alkylation of Guaiacol with Cyclohexene. J. Mol. Catal. A: Chem. 2005, 243, 77-84.