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Volumn 45, Issue 18, 2006, Pages 6118-6126

tert-butylation of phenol over ordered solid acid catalysts in supercritical carbon dioxide: Efficient synthesis of 2,4-di-tert-butylphenol and 2,4,6-tri-tert-butylphenol

Author keywords

[No Author keywords available]

Indexed keywords

CARBON DIOXIDE; CATALYSTS; COKE; DIFFUSION; OLIGOMERS; SUPERCRITICAL FLUIDS;

EID: 33748787403     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie060440k     Document Type: Article
Times cited : (27)

References (64)
  • 3
    • 0037363055 scopus 로고    scopus 로고
    • Design through the 12 principles of green engineering
    • Anastas, P. T.; Zimmerman, J. B. Design through the 12 principles of green engineering. Environ. Sci. Technol. 2003, 37, 95A.
    • (2003) Environ. Sci. Technol. , vol.37
    • Anastas, P.T.1    Zimmerman, J.B.2
  • 4
    • 0033440041 scopus 로고    scopus 로고
    • Green chemistry: Challenges and opportunities
    • Clark, J. H. Green chemistry: Challenges and opportunities. Green Chem. 1999, 1, 1.
    • (1999) Green Chem. , vol.1 , pp. 1
    • Clark, J.H.1
  • 6
    • 19744366251 scopus 로고    scopus 로고
    • Green solvents for sustainable organic synthesis: State of the art
    • Sheldon, R. A. Green solvents for sustainable organic synthesis: State of the art. Green Chem. 2005, 7, 267.
    • (2005) Green Chem. , vol.7 , pp. 267
    • Sheldon, R.A.1
  • 7
    • 0036525782 scopus 로고    scopus 로고
    • New trends in the design of supported catalysts on mesoporous silicas and their applications in fine chemicals
    • Brunel, D.; Blanc, A. C.; Galarneau, A.; Fajula, F. New trends in the design of supported catalysts on mesoporous silicas and their applications in fine chemicals. Catal. Today 2003, 73, 139.
    • (2003) Catal. Today , vol.73 , pp. 139
    • Brunel, D.1    Blanc, A.C.2    Galarneau, A.3    Fajula, F.4
  • 8
    • 0035784896 scopus 로고    scopus 로고
    • Zeolites and related materials in organic syntheses. Brönsted and Lewis catalysis
    • Hölderich, W. F.; van Bekkum, H. Zeolites and related materials in organic syntheses. Brönsted and Lewis catalysis. Stud. Surf. Sci. Catal. 2001, 137, 821.
    • (2001) Stud. Surf. Sci. Catal. , vol.137 , pp. 821
    • Hölderich, W.F.1    Van Bekkum, H.2
  • 9
    • 0038344721 scopus 로고    scopus 로고
    • State of the art and future challenges of zeolites as catalysts
    • Corma, A. State of the art and future challenges of zeolites as catalysts. J. Catal. 2003, 216, 298.
    • (2003) J. Catal. , vol.216 , pp. 298
    • Corma, A.1
  • 11
    • 0023561056 scopus 로고
    • Mechanistic action of phenolic antioxidants in polymers - A review
    • Pospisil, J. Mechanistic action of phenolic antioxidants in polymers - A review. Polym. Degrad. Stab. 1988, 20, 181.
    • (1988) Polym. Degrad. Stab. , vol.20 , pp. 181
    • Pospisil, J.1
  • 15
    • 0000344336 scopus 로고    scopus 로고
    • Alkylation of phenol with tert-butyl alcohol catalyzed by large pore zeolites
    • Zhang, K.; Zhang, H.; Xu, G.; Xiang, S.; Xu, D.; Liu S.; Li, H. Alkylation of phenol with tert-butyl alcohol catalyzed by large pore zeolites. Appl. Catal., A: Gen. 2001, 207, 183.
    • (2001) Appl. Catal., A: Gen. , vol.207 , pp. 183
    • Zhang, K.1    Zhang, H.2    Xu, G.3    Xiang, S.4    Xu, D.5    Liu, S.6    Li, H.7
  • 16
    • 0041632372 scopus 로고    scopus 로고
    • Effects of channel structures and acid properties of large-pore zeolites in the liquid-phase tert-butylation of phenol
    • Dumitriu E.; Hulea, V. Effects of channel structures and acid properties of large-pore zeolites in the liquid-phase tert-butylation of phenol. J. Catal. 2003, 218, 249.
    • (2003) J. Catal. , vol.218 , pp. 249
    • Dumitriu, E.1    Hulea, V.2
  • 17
    • 0042972689 scopus 로고    scopus 로고
    • Tertiary butylation of phenol over HY and dealuminated HY zeolites
    • Anand, R.; Maheswari, R.; Gore, K. U.; Tope, B. B. Tertiary butylation of phenol over HY and dealuminated HY zeolites. J. Mol. Catal. A: Chem. 2003, 193, 251.
    • (2003) J. Mol. Catal. A: Chem. , vol.193 , pp. 251
    • Anand, R.1    Maheswari, R.2    Gore, K.U.3    Tope, B.B.4
  • 18
    • 0002063970 scopus 로고    scopus 로고
    • tert-Butylation of phenol with isobutanol over magnesium-aluminum hydrotalcites
    • Padmasri, A. H.; Kumari, V. D.; Rao, P. K. tert-Butylation of phenol with isobutanol over magnesium-aluminum hydrotalcites. Stud. Surf. Sci. Catal. 1998, 113, 563.
    • (1998) Stud. Surf. Sci. Catal. , vol.113 , pp. 563
    • Padmasri, A.H.1    Kumari, V.D.2    Rao, P.K.3
  • 19
    • 0036707439 scopus 로고    scopus 로고
    • Alkylation of phenol with methyl-tert-butyl ether and tert-butanol over solid acids: Efficacies of clay-based catalysts
    • Yadav, G. D.; Doshi, N. S. Alkylation of phenol with methyl-tert-butyl ether and tert-butanol over solid acids: Efficacies of clay-based catalysts. Appl. Catal. A: Gen. 2002, 236, 129.
    • (2002) Appl. Catal. A: Gen. , vol.236 , pp. 129
    • Yadav, G.D.1    Doshi, N.S.2
  • 21
    • 1642451757 scopus 로고    scopus 로고
    • Alkylation of p-eresol with tert-butanol catalyzed by heteropoly acid supported on zirconia catalyst
    • Devassy, B. M.; Shanbhag, G. V.; Lefbvre, F.; Halligudi, S. B. Alkylation of p-eresol with tert-butanol catalyzed by heteropoly acid supported on zirconia catalyst. J. Mol. Catal. A: Chem. 2004, 210, 125.
    • (2004) J. Mol. Catal. A: Chem. , vol.210 , pp. 125
    • Devassy, B.M.1    Shanbhag, G.V.2    Lefbvre, F.3    Halligudi, S.B.4
  • 23
    • 7444254893 scopus 로고    scopus 로고
    • t-Butylation of phenol over mesoporous aluminophosphate and heteropolyacid supported aluminophosphate molecular sieves
    • Usha Nandhini, K.; Arabindoo, B.; Palanichamy, M.; Murugesan, V. t-Butylation of phenol over mesoporous aluminophosphate and heteropolyacid supported aluminophosphate molecular sieves. J. Mol Catal. A: Chem. 2004, 223, 201.
    • (2004) J. Mol Catal. A: Chem. , vol.223 , pp. 201
    • Usha Nandhini, K.1    Arabindoo, B.2    Palanichamy, M.3    Murugesan, V.4
  • 24
    • 0034501243 scopus 로고    scopus 로고
    • Influence of aluminium sources on the synthesis and catalytic activity of mesoporous AlMCM-41 molecular sieves
    • Badamali, S. K.; Sakthivel, S.; Selvam, P. Influence of aluminium sources on the synthesis and catalytic activity of mesoporous AlMCM-41 molecular sieves. Catal. Today 2000, 63, 291.
    • (2000) Catal. Today , vol.63 , pp. 291
    • Badamali, S.K.1    Sakthivel, S.2    Selvam, P.3
  • 26
    • 4544333139 scopus 로고    scopus 로고
    • Tertiary butylation of phenol over mesoporous MeMCM-48 and MeMCM-41 (Me = Ga, Fe, Al or B) solid acid catalysts
    • Selvam, P.; Dapurkar, S. E. Tertiary butylation of phenol over mesoporous MeMCM-48 and MeMCM-41 (Me = Ga, Fe, Al or B) solid acid catalysts. Catal. Today 2004, 96, 135.
    • (2004) Catal. Today , vol.96 , pp. 135
    • Selvam, P.1    Dapurkar, S.E.2
  • 27
    • 1942532231 scopus 로고    scopus 로고
    • Mesoporous H-GaMCM-48: A remarkable solid acid catalyst for tertiary butylation of phenol
    • Dapurkar, S. E.; Selvam, P. Mesoporous H-GaMCM-48: A remarkable solid acid catalyst for tertiary butylation of phenol. J. Catal. 2004, 224, 178.
    • (2004) J. Catal. , vol.224 , pp. 178
    • Dapurkar, S.E.1    Selvam, P.2
  • 29
    • 0040626362 scopus 로고    scopus 로고
    • Alkylation of p-cresol with methyl tert-butyl ether (MTBE) over a novel solid acid catalyst UDCaT-1
    • Yadav, G. D.; Pujari, A. A.; Joshi, A. V. Alkylation of p-cresol with methyl tert-butyl ether (MTBE) over a novel solid acid catalyst UDCaT-1. Green Chem. 1999, 1, 269.
    • (1999) Green Chem. , vol.1 , pp. 269
    • Yadav, G.D.1    Pujari, A.A.2    Joshi, A.V.3
  • 30
    • 31544476547 scopus 로고    scopus 로고
    • Novel mesoporous solid superacids for selective C-alkylation of m-cresol with tert-butanol
    • Yadav, G. D.; Pathre, G. S. Novel mesoporous solid superacids for selective C-alkylation of m-cresol with tert-butanol. Microporous Mesoporous Mater. 2005, 89, 16.
    • (2005) Microporous Mesoporous Mater. , vol.89 , pp. 16
    • Yadav, G.D.1    Pathre, G.S.2
  • 31
    • 28444440171 scopus 로고    scopus 로고
    • Novelties of a superacidic mesoporous catalyst UDCaT-5 in alkylation of phenol with tert-amyl alcohol
    • Yadav, G. D.; Pathre, G. S. Novelties of a superacidic mesoporous catalyst UDCaT-5 in alkylation of phenol with tert-amyl alcohol. Appl. Catal., A: Gen. 2006, 297, 237.
    • (2006) Appl. Catal., A: Gen. , vol.297 , pp. 237
    • Yadav, G.D.1    Pathre, G.S.2
  • 32
    • 0842348126 scopus 로고    scopus 로고
    • 4: Catalysis and structure-activity correlation
    • 4: Catalysis and structure-activity correlation. J. Catal. 2004, 222, 107.
    • (2004) J. Catal. , vol.222 , pp. 107
    • Mathew, T.1    Rao, B.S.2    Gopinath, C.3
  • 34
    • 0035323744 scopus 로고    scopus 로고
    • Vapor phase tertiary butylation of phenol over sulfated zirconia catalyst
    • Sakthivel, A.; Saritha, N.; Selvam, P. Vapor phase tertiary butylation of phenol over sulfated zirconia catalyst. Catal. Lett. 2001, 72, 225.
    • (2001) Catal. Lett. , vol.72 , pp. 225
    • Sakthivel, A.1    Saritha, N.2    Selvam, P.3
  • 36
    • 0003816233 scopus 로고    scopus 로고
    • Jessop, P. G., Leitner, W., Eds.; Wiley-VCH: Weinheim, Germany
    • Chemical Synthesis Using Supercritical Fluids; Jessop, P. G., Leitner, W., Eds.; Wiley-VCH: Weinheim, Germany, 1999.
    • (1999) Chemical Synthesis Using Supercritical Fluids
  • 38
    • 0001185004 scopus 로고    scopus 로고
    • Homogeneous catalysis in supercritical fluids
    • Jessop, P. G.; Ikariya, T.; Noyori, R. Homogeneous Catalysis in Supercritical Fluids. Chem. Rev. 1999, 99, 475.
    • (1999) Chem. Rev. , vol.99 , pp. 475
    • Jessop, P.G.1    Ikariya, T.2    Noyori, R.3
  • 39
    • 0037042758 scopus 로고    scopus 로고
    • Environmentally benign multiphase catalysis with dense phase carbon dioxide
    • Subramaniam, B.; Lyon, C. J.; Arunajatesan, V. Environmentally benign multiphase catalysis with dense phase carbon dioxide. Appl. Catal., B: Environ. 2002, 37, 279.
    • (2002) Appl. Catal., B: Environ. , vol.37 , pp. 279
    • Subramaniam, B.1    Lyon, C.J.2    Arunajatesan, V.3
  • 40
    • 0346969640 scopus 로고    scopus 로고
    • Recent advances in the application of supercritical fluids for carbon-carbon bond formation in organic synthesis
    • Prajapati, D.; Gohain, M. Recent advances in the application of supercritical fluids for carbon-carbon bond formation in organic synthesis. Tetrahedron 2004, 60, 815.
    • (2004) Tetrahedron , vol.60 , pp. 815
    • Prajapati, D.1    Gohain, M.2
  • 41
    • 17444408891 scopus 로고    scopus 로고
    • Pursuing practical elegance in chemical synthesis
    • Noyori, R. Pursuing practical elegance in chemical synthesis. Chem. Commun. 2005, 1807.
    • (2005) Chem. Commun. , pp. 1807
    • Noyori, R.1
  • 43
    • 21844432155 scopus 로고    scopus 로고
    • Friedel-crafts alkylation in supercritical fluids: Continuous, selective and clean
    • Hitzler, M.; Smail, F. R.; Ross, S. K.; Poliakoff, M. Friedel-Crafts alkylation in supercritical fluids: Continuous, selective and clean. Chem. Commun. 1998, 359.
    • (1998) Chem. Commun. , pp. 359
    • Hitzler, M.1    Smail, F.R.2    Ross, S.K.3    Poliakoff, M.4
  • 44
    • 0344737773 scopus 로고    scopus 로고
    • Supercritical carbon dioxide as a reaction medium for the zeolite-catalyzed alkylation of naphthalene
    • Gläser, R.; Weitkamp, J. Supercritical carbon dioxide as a reaction medium for the zeolite-catalyzed alkylation of naphthalene. Ind. Eng. Chem. Res. 2003, 42, 6294.
    • (2003) Ind. Eng. Chem. Res. , vol.42 , pp. 6294
    • Gläser, R.1    Weitkamp, J.2
  • 46
    • 0034501241 scopus 로고    scopus 로고
    • Performance of potassium 12-tungstophosphoric salts as catalysts for isobutane/butene alkylation in subcritical and supercritical phases
    • Gayraud, P. Y.; Stewart, I. H.; Derouane-Abd Hamid, S. B.; Essayem, N.; Derouane, E. G.; Védrine, J. C. Performance of potassium 12-tungstophosphoric salts as catalysts for isobutane/butene alkylation in subcritical and supercritical phases. Catal. Today 2000, 63, 223.
    • (2000) Catal. Today , vol.63 , pp. 223
    • Gayraud, P.Y.1    Stewart, I.H.2    Derouane-Abd Hamid, S.B.3    Essayem, N.4    Derouane, E.G.5    Védrine, J.C.6
  • 48
    • 18844423046 scopus 로고    scopus 로고
    • Isomerization of n-butane over sulfated zirconia catalyst under supercritical conditions
    • Funamoto, T.; Nakagawa, T.; Segawa, K. Isomerization of n-butane over sulfated zirconia catalyst under supercritical conditions. Appl. Catal., A: Gen. 2005, 286, 79.
    • (2005) Appl. Catal., A: Gen. , vol.286 , pp. 79
    • Funamoto, T.1    Nakagawa, T.2    Segawa, K.3
  • 49
    • 17844404793 scopus 로고    scopus 로고
    • Strong base catalysis of sulfated mesoporous alumina for the Tishchenko reaction in supercritical carbon dioxide
    • Seki, T.; Onaka, M. Strong base catalysis of sulfated mesoporous alumina for the Tishchenko reaction in supercritical carbon dioxide. Chem. Lett. 2005, 34, 262.
    • (2005) Chem. Lett. , vol.34 , pp. 262
    • Seki, T.1    Onaka, M.2
  • 50
    • 29344460896 scopus 로고    scopus 로고
    • The tert-butylation of phenol in supercritical carbon dioxide over H-Y zeolite. Remarkable enhancement of catalytic performance for the formation of 2,4-di-tert-butylphenol
    • Kamalakar, G.; Komura, K.; Sugi, Y. The tert-butylation of phenol in supercritical carbon dioxide over H-Y zeolite. Remarkable enhancement of catalytic performance for the formation of 2,4-di-tert-butylphenol. Chem. Lett. 2005, 34, 1446.
    • (2005) Chem. Lett. , vol.34 , pp. 1446
    • Kamalakar, G.1    Komura, K.2    Sugi, Y.3
  • 51
    • 0038053777 scopus 로고    scopus 로고
    • Continuous synthesis of oleyl oleate in supercritical carbon dioxide using solid p-toluenesulfonic acid as catalyst
    • Ghaziaskar, S. H.; Ikushima Y. Continuous synthesis of oleyl oleate in supercritical carbon dioxide using solid p-toluenesulfonic acid as catalyst. Iran. J. Chem. Chem. Eng. 2000, 19, 79.
    • (2000) Iran. J. Chem. Chem. Eng. , vol.19 , pp. 79
    • Ghaziaskar, S.H.1    Ikushima, Y.2
  • 52
    • 33744957758 scopus 로고    scopus 로고
    • Continuous esterification or dehydration in supercritical carbon dioxide
    • Ghaziaskar, H. S.; Daneshfar, A.; Calvo, L. Continuous esterification or dehydration in supercritical carbon dioxide. Green Chem. 2006, 8, 576.
    • (2006) Green Chem. , vol.8 , pp. 576
    • Ghaziaskar, H.S.1    Daneshfar, A.2    Calvo, L.3
  • 53
    • 0031166693 scopus 로고    scopus 로고
    • Effect of delayed neutralization on the synthesis of mesoporous MCM-41 molecular sieves
    • Lin, H.-P.; Cheng, S.; Mou, C.-Y. Effect of delayed neutralization on the synthesis of mesoporous MCM-41 molecular sieves. Microporous Mater. 1997, 10, 111.
    • (1997) Microporous Mater. , vol.10 , pp. 111
    • Lin, H.-P.1    Cheng, S.2    Mou, C.-Y.3
  • 54
    • 85064667331 scopus 로고
    • Rare earth metal trifluoromethanesulfonates as water-tolerant Lewis acid catalysts in organic synthesis
    • Kobayashi, S. Rare earth metal trifluoromethanesulfonates as water-tolerant Lewis acid catalysts in organic synthesis. Synlett 1994, 689.
    • (1994) Synlett , pp. 689
    • Kobayashi, S.1
  • 55
    • 0034336057 scopus 로고    scopus 로고
    • Lewis acid catalysis in supercritical carbon dioxide. Use of scandium tris(heptadeca-fluorooctanesulfonate) as a Lewis acid catalyst in Diels-Alder and aza Diels-Alder reactions
    • Matsuo, J.; Tsuchiya, T.; Odashima, K.; Kobayashi, S. Lewis acid catalysis in supercritical carbon dioxide. Use of scandium tris(heptadeca-fluorooctanesulfonate) as a Lewis acid catalyst in Diels-Alder and aza Diels-Alder reactions. Chem. Lett. 2000, 178.
    • (2000) Chem. Lett. , pp. 178
    • Matsuo, J.1    Tsuchiya, T.2    Odashima, K.3    Kobayashi, S.4
  • 57
    • 33645503738 scopus 로고    scopus 로고
    • Creation of monomeric la complexes on apatite surfaces and their application as heterogeneous catalysts for Michael reactions
    • Mon, K.; Oshiba, M.; Hara, T.; Mizugaki, T.; Ebitani, K.; Kaneda, K. Creation of monomeric La complexes on apatite surfaces and their application as heterogeneous catalysts for Michael reactions. New J. Chem. 2006, 30, 44.
    • (2006) New J. Chem. , vol.30 , pp. 44
    • Mon, K.1    Oshiba, M.2    Hara, T.3    Mizugaki, T.4    Ebitani, K.5    Kaneda, K.6
  • 58
    • 21844475902 scopus 로고    scopus 로고
    • Friedel-Crafts alkylation of aromatics with benzyl alcohols catalyzed by rare earth metal triflates supported on MCM-41 mesoporous silica
    • Mantri, K.; Komura, K.; Kubota, Y.; Sugi, Y. Friedel-Crafts alkylation of aromatics with benzyl alcohols catalyzed by rare earth metal triflates supported on MCM-41 mesoporous silica. J. Mol. Catal. A: Chem. 2005, 236, 168.
    • (2005) J. Mol. Catal. A: Chem. , vol.236 , pp. 168
    • Mantri, K.1    Komura, K.2    Kubota, Y.3    Sugi, Y.4
  • 59
    • 11844250577 scopus 로고    scopus 로고
    • Novel method for catalyst immobilization using an ionic polymer: A case study using recyclable ytterbium triflate
    • Lee, B. S.; Mahajan, S.; Janda, K. D. Novel method for catalyst immobilization using an ionic polymer: A case study using recyclable ytterbium triflate. Tetrahedron Lett. 2005, 46, 807.
    • (2005) Tetrahedron Lett. , vol.46 , pp. 807
    • Lee, B.S.1    Mahajan, S.2    Janda, K.D.3
  • 60
    • 0000390201 scopus 로고
    • Methanol Conversion on acidic ZSM-5, offretite, and mordenite zeolites: A comparative study of the formation and stability of coke deposits
    • Dejaifve, P.; Auroux, A.; Gravelle, P. C.; Vedrine, J. C.; Gabelica, Z.; Derouane, E. G. Methanol Conversion on acidic ZSM-5, offretite, and mordenite zeolites: A comparative study of the formation and stability of coke deposits. J. Catal. 1981, 70, 123.
    • (1981) J. Catal. , vol.70 , pp. 123
    • Dejaifve, P.1    Auroux, A.2    Gravelle, P.C.3    Vedrine, J.C.4    Gabelica, Z.5    Derouane, E.G.6
  • 61
    • 0024739124 scopus 로고
    • Coking and deactivation of zeolites. Influences of pore structure
    • Guisnet, M.; Magnoux, P. Coking and deactivation of zeolites. Influences of pore structure. Appl. Catal. 1989, 54, 1.
    • (1989) Appl. Catal. , vol.54 , pp. 1
    • Guisnet, M.1    Magnoux, P.2
  • 63
    • 0027868735 scopus 로고
    • Chemistry, catalysis, and processes for isoparaffin-olefin alkylation: Actual situation and future trends
    • Corma, A.; Martínez, A. Chemistry, catalysis, and processes for isoparaffin-olefin alkylation: Actual situation and future trends. Catal. Rev.-Sci. Eng. 1993, 35, 483.
    • (1993) Catal. Rev.-sci. Eng. , vol.35 , pp. 483
    • Corma, A.1    Martínez, A.2
  • 64
    • 0001492324 scopus 로고    scopus 로고
    • Isobutane/butene alkylation on solid catalysts. Where do we stand?
    • Weitkamp, J.; Traa, Y. Isobutane/butene alkylation on solid catalysts. Where do we stand? Catal. Today 1999, 49, 193.
    • (1999) Catal. Today , vol.49 , pp. 193
    • Weitkamp, J.1    Traa, Y.2


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