메뉴 건너뛰기




Volumn 46, Issue 22, 2007, Pages 7066-7072

Phenol alkylation with 1-octene on solid acid catalysts

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; CATALYSTS; CHEMICAL REACTORS; OLIGOMERIZATION; ZEOLITES;

EID: 35948933790     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie0706459     Document Type: Article
Times cited : (35)

References (62)
  • 1
    • 35948998170 scopus 로고
    • Bisphenol A and alkylated phenols
    • SRI: Menlo Park, CA
    • Farhad, N. Bisphenol A and alkylated phenols; SRI Process Economics Program Report 192; SRI: Menlo Park, CA, 1988.
    • (1988) SRI Process Economics Program Report , vol.192
    • Farhad, N.1
  • 3
    • 0029110489 scopus 로고
    • Ethylene oxide solubility and ethoxylation kinetics in the synthesis of nonionic surfactants
    • Di Serio, M.; Tesser, R.; Felippone, F.; Santacesaria, E. Ethylene oxide solubility and ethoxylation kinetics in the synthesis of nonionic surfactants. Ind. Eng. Chem. Res. 1995, 34, 4092.
    • (1995) Ind. Eng. Chem. Res , vol.34 , pp. 4092
    • Di Serio, M.1    Tesser, R.2    Felippone, F.3    Santacesaria, E.4
  • 4
    • 30644457926 scopus 로고    scopus 로고
    • UK starts voluntary phase out of nonylphenol, octylphenol and their ethoxylates
    • Anon
    • Anon. UK starts voluntary phase out of nonylphenol, octylphenol and their ethoxylates. Focus Surfactants 2004, 7, 3.
    • (2004) Focus Surfactants , vol.7 , pp. 3
  • 5
    • 33645753318 scopus 로고    scopus 로고
    • Sorption and remobilization behaviour of 4-tert-octylphenol in aquatic systems
    • Zhou, J. L. Sorption and remobilization behaviour of 4-tert-octylphenol in aquatic systems. Environ. Sci. Technol. 2006, 40, 2225.
    • (2006) Environ. Sci. Technol , vol.40 , pp. 2225
    • Zhou, J.L.1
  • 7
    • 10044283224 scopus 로고    scopus 로고
    • Selective alkylation of phenol with fert-butyl alcohol catalyzed by Brönsted acidic imidazolium salts
    • Gui, J.; Ban, H.; Cong, X.; Zhang, X.; Hu, Z.; Sun, Z. Selective alkylation of phenol with fert-butyl alcohol catalyzed by Brönsted acidic imidazolium salts. J. Mol Catal., A 2005, 225, 27.
    • (2005) J. Mol Catal., A , vol.225 , pp. 27
    • Gui, J.1    Ban, H.2    Cong, X.3    Zhang, X.4    Hu, Z.5    Sun, Z.6
  • 8
    • 33746339504 scopus 로고    scopus 로고
    • Tungstophosphoric acid supported on MCM-41 mesoporous silicate: An efficient catalyst for the di-tert-butylation of cresols with fert-butanol in supercritical carbon dioxide
    • Kamalakar, G.; Komura, K.; Sugi, Y. Tungstophosphoric acid supported on MCM-41 mesoporous silicate: An efficient catalyst for the di-tert-butylation of cresols with fert-butanol in supercritical carbon dioxide. Appl. Catal., A 2006, 310, 155.
    • (2006) Appl. Catal., A , vol.310 , pp. 155
    • Kamalakar, G.1    Komura, K.2    Sugi, Y.3
  • 9
    • 24944454160 scopus 로고    scopus 로고
    • Kinetics of batch alkylation of phenol with fert-butyl alcohol over a catalyst synthesized from coal fly ash
    • Ojha, K.; Pradhan, N. C.; Samanta, A. N. Kinetics of batch alkylation of phenol with fert-butyl alcohol over a catalyst synthesized from coal fly ash. Chem. Eng. J. 2005, 112, 109.
    • (2005) Chem. Eng. J , vol.112 , pp. 109
    • Ojha, K.1    Pradhan, N.C.2    Samanta, A.N.3
  • 10
    • 13744253478 scopus 로고    scopus 로고
    • Para-selective fert-butylation of phenol over nano sulfate titania catalysts prepared via sol-gel route
    • Sunajadevi, K. R.; Sugunan, S. Para-selective fert-butylation of phenol over nano sulfate titania catalysts prepared via sol-gel route. Catal. Lett. 2005, 99, 263.
    • (2005) Catal. Lett , vol.99 , pp. 263
    • Sunajadevi, K.R.1    Sugunan, S.2
  • 11
    • 14044259351 scopus 로고    scopus 로고
    • Highly active and selective AlSBA-15 catalysts for the vapor phase fert-butylation of phenol
    • Vinu, A.; Devassy, B. M.; Halligudi, S. B.; Böhlmann, W.; Hartmann, M. Highly active and selective AlSBA-15 catalysts for the vapor phase fert-butylation of phenol. Appl. Catal., A 2005, 281, 207.
    • (2005) Appl. Catal., A , vol.281 , pp. 207
    • Vinu, A.1    Devassy, B.M.2    Halligudi, S.B.3    Böhlmann, W.4    Hartmann, M.5
  • 12
    • 33745272857 scopus 로고    scopus 로고
    • Liquid phase alkylation of phenol with 1-octene over large pore zeolites
    • Wagholikar, S.; Mayadevi, S.; Sivasankan, S. Liquid phase alkylation of phenol with 1-octene over large pore zeolites. Appl. Catal., A 2006, 309, 106.
    • (2006) Appl. Catal., A , vol.309 , pp. 106
    • Wagholikar, S.1    Mayadevi, S.2    Sivasankan, S.3
  • 13
    • 0001491669 scopus 로고
    • Inhibition of the autoxidation of organic substances in the liquid phase
    • Ingold, K. U. Inhibition of the autoxidation of organic substances in the liquid phase. Chem. Rev. 1961, 67, 563.
    • (1961) Chem. Rev , vol.67 , pp. 563
    • Ingold, K.U.1
  • 17
    • 8944254110 scopus 로고
    • Effect of alkyl substitution on antioxidant properties of phenols
    • Wasson, J. I.; Smith, W. M. Effect of alkyl substitution on antioxidant properties of phenols. Ind. Eng. Chem. 1953, 45, 197.
    • (1953) Ind. Eng. Chem , vol.45 , pp. 197
    • Wasson, J.I.1    Smith, W.M.2
  • 18
    • 0042778504 scopus 로고
    • Effect of alkyl phenols on storage and manifold stability of gasolines
    • Nixon, A. C.; Minor, H. B.; Calhoun, G. M. Effect of alkyl phenols on storage and manifold stability of gasolines. Ind. Eng. Chem. 1956, 48, 1874.
    • (1956) Ind. Eng. Chem , vol.48 , pp. 1874
    • Nixon, A.C.1    Minor, H.B.2    Calhoun, G.M.3
  • 20
    • 33749641329 scopus 로고    scopus 로고
    • Catalytic hydroprocessing of coal-derived gasification residues to fuel blending stocks: Effect of reaction variable and catalyst on hydrodeoxygenation (HDO), hydrodenitrogenation (HDN), and hydrodesulfurization (HDS)
    • Leckel, D. O. Catalytic hydroprocessing of coal-derived gasification residues to fuel blending stocks: Effect of reaction variable and catalyst on hydrodeoxygenation (HDO), hydrodenitrogenation (HDN), and hydrodesulfurization (HDS). Energy Fuels 2006, 20, 1761.
    • (2006) Energy Fuels , vol.20 , pp. 1761
    • Leckel, D.O.1
  • 24
    • 33744831466 scopus 로고    scopus 로고
    • An improved solid phosphoric acid catalyst for alkene oligomerization in a Fischer-Tropsch refinery
    • Coetzee, J. H.; Mashapa, T. N.; Prinsloo, N. M.; Rademan, J. D. An improved solid phosphoric acid catalyst for alkene oligomerization in a Fischer-Tropsch refinery, Appl. Catal., A 2006, 308, 204.
    • (2006) Appl. Catal., A , vol.308 , pp. 204
    • Coetzee, J.H.1    Mashapa, T.N.2    Prinsloo, N.M.3    Rademan, J.D.4
  • 26
    • 0000793133 scopus 로고
    • Ion-radical complexes in the gas phase: Structure and mechanism in the fragmentation of ionized alkyl phenyl ethers
    • Harnish, D.; Holmes, J. L. Ion-radical complexes in the gas phase: Structure and mechanism in the fragmentation of ionized alkyl phenyl ethers. J. Am. Chem. Soc. 1991, 113, 9729.
    • (1991) J. Am. Chem. Soc , vol.113 , pp. 9729
    • Harnish, D.1    Holmes, J.L.2
  • 28
    • 35948934350 scopus 로고    scopus 로고
    • Travers, C. Isomerization of light paraffins. In Petroleum Refining, 3, Conversion Processes; Leprince, P., Ed.; Editions Technip: Paris, 2001; p 229.
    • Travers, C. Isomerization of light paraffins. In Petroleum Refining, Vol 3, Conversion Processes; Leprince, P., Ed.; Editions Technip: Paris, 2001; p 229.
  • 30
    • 0002326054 scopus 로고
    • Selective O-methylation of phenol with dimethyl carbonate over X-zeolites
    • Fu, Z.-H.; Ono, Y. Selective O-methylation of phenol with dimethyl carbonate over X-zeolites. Catal. Lett. 1993, 27, 43.
    • (1993) Catal. Lett , vol.27 , pp. 43
    • Fu, Z.-H.1    Ono, Y.2
  • 32
    • 0038721261 scopus 로고    scopus 로고
    • Vapour phase selective O-alkylation of phenol over alkali loaded silica
    • Bal, R.; Sivasankar, S. Vapour phase selective O-alkylation of phenol over alkali loaded silica. Appl. Catal., A 2003, 246, 373.
    • (2003) Appl. Catal., A , vol.246 , pp. 373
    • Bal, R.1    Sivasankar, S.2
  • 33
    • 0034597063 scopus 로고    scopus 로고
    • Comparative study of phenol alkylation mechanism using homogeneous and silicasupported boron trifluoride catalysts
    • Wilson, K.; Adams, D. J.; Rothenberg, G.; Clark, J. H. Comparative study of phenol alkylation mechanism using homogeneous and silicasupported boron trifluoride catalysts. J. Mol Catal., A 2000, 759, 309.
    • (2000) J. Mol Catal., A , vol.759 , pp. 309
    • Wilson, K.1    Adams, D.J.2    Rothenberg, G.3    Clark, J.H.4
  • 36
    • 17444372276 scopus 로고
    • Rearrangement of alkyl phenyl ethers on heating at moderate temperatures. Synthesis of tertiary amyl, tertiary butyl and diisobutyl phenols
    • Natelson, S. Rearrangement of alkyl phenyl ethers on heating at moderate temperatures. Synthesis of tertiary amyl, tertiary butyl and diisobutyl phenols. J. Am. Chem. Soc. 1934, 56, 1583.
    • (1934) J. Am. Chem. Soc , vol.56 , pp. 1583
    • Natelson, S.1
  • 38
    • 0007833240 scopus 로고
    • Mechanism of the rearrangement of alkyl phenyl ethers. Aluminum chloride catalyzed rearrangement of n-butyl and sec-butyl ethers
    • Spanninger, P. A.; Von Rosenberg, J. L. Mechanism of the rearrangement of alkyl phenyl ethers. Aluminum chloride catalyzed rearrangement of n-butyl and sec-butyl ethers. J. Am. Chem. Soc. 1972, 94, 1970.
    • (1972) J. Am. Chem. Soc , vol.94 , pp. 1970
    • Spanninger, P.A.1    Von Rosenberg, J.L.2
  • 40
    • 2342580637 scopus 로고    scopus 로고
    • A new mechanism-Key for an improved synthesis of 2,6-di-tert-butylphenol
    • Küpper, F.-W. A new mechanism-Key for an improved synthesis of 2,6-di-tert-butylphenol. Appl. Catal., A 2004, 264, 253.
    • (2004) Appl. Catal., A , vol.264 , pp. 253
    • Küpper, F.-W.1
  • 41
    • 0025418971 scopus 로고
    • Amberlyst-15-catalyzed alkylation of phenolics with branched alkenes. Rearrangement of tert-alkylphenols and catechols to sec-alkyl isomers
    • Campbell, C. B.; Onopchenko, A.; Young, D. C. Amberlyst-15-catalyzed alkylation of phenolics with branched alkenes. Rearrangement of tert-alkylphenols and catechols to sec-alkyl isomers. Ind. Eng. Chem. Res. 1990, 29, 642.
    • (1990) Ind. Eng. Chem. Res , vol.29 , pp. 642
    • Campbell, C.B.1    Onopchenko, A.2    Young, D.C.3
  • 42
    • 33947341513 scopus 로고
    • The migration of alkyl radicals. The scission of a tertiary octyl group
    • Smith, R. A.; Rodden, C. J. The migration of alkyl radicals. The scission of a tertiary octyl group. J. Am. Chem. Soc. 1937, 59, 2353.
    • (1937) J. Am. Chem. Soc , vol.59 , pp. 2353
    • Smith, R.A.1    Rodden, C.J.2
  • 43
    • 2342605321 scopus 로고
    • Reaction of isobutene and diisobutene with phenol, with and without scission of C-C linkages
    • Ipatieff, V. N.; Pines, H.; Friedman, B. S. Reaction of isobutene and diisobutene with phenol, with and without scission of C-C linkages. J. Am. Chem. Soc. 1938, 60, 2495.
    • (1938) J. Am. Chem. Soc , vol.60 , pp. 2495
    • Ipatieff, V.N.1    Pines, H.2    Friedman, B.S.3
  • 44
    • 33751293684 scopus 로고    scopus 로고
    • Alkylation of benzene with 1-pentene over solid phosphoric acid
    • Cowley, M.; De Klerk, A.; Nel, R. J. J.; Radman, J. D. Alkylation of benzene with 1-pentene over solid phosphoric acid. Ind. Eng. Chem. Res. 2006, 45, 7399.
    • (2006) Ind. Eng. Chem. Res , vol.45 , pp. 7399
    • Cowley, M.1    De Klerk, A.2    Nel, R.J.J.3    Radman, J.D.4
  • 45
    • 18044372511 scopus 로고
    • Phosphoric acid as catalyst in the ethylation of phenol
    • Ipatieff, V. N.; Pines, H.; Schmerling, L. Phosphoric acid as catalyst in the ethylation of phenol. J. Am. Chem. Soc. 1938, 60, 1161.
    • (1938) J. Am. Chem. Soc , vol.60 , pp. 1161
    • Ipatieff, V.N.1    Pines, H.2    Schmerling, L.3
  • 46
    • 35948974427 scopus 로고    scopus 로고
    • Propene alkylation and oligomerisation over solid phosphoric acid
    • Unpublished results
    • Sakuneka, T. M.; De Klerk, A.; Nel, R. J. J.; Pienaar, A. D. Propene alkylation and oligomerisation over solid phosphoric acid. Unpublished results.
    • Sakuneka, T.M.1    De Klerk, A.2    Nel, R.J.J.3    Pienaar, A.D.4
  • 47
    • 30444440811 scopus 로고    scopus 로고
    • Reactivity differences of octenes over solid phosphoric acid
    • De Klerk, A. Reactivity differences of octenes over solid phosphoric acid. Ind. Eng. Chem. Res. 2006, 45, 578.
    • (2006) Ind. Eng. Chem. Res , vol.45 , pp. 578
    • De Klerk, A.1
  • 50
    • 14644437087 scopus 로고    scopus 로고
    • Vinu, A.; Karthik, M.; Miyahara, M.; Murugesan, V.; Ariga, K. ortho-Selective ethylation of phenol with ethanol catalysed by bimetallic mesoporous catalyst, CoAl-MCM-41. J. Mol Catal, A 2005, 230, 151.
    • Vinu, A.; Karthik, M.; Miyahara, M.; Murugesan, V.; Ariga, K. ortho-Selective ethylation of phenol with ethanol catalysed by bimetallic mesoporous catalyst, CoAl-MCM-41. J. Mol Catal, A 2005, 230, 151.
  • 51
    • 0034300056 scopus 로고    scopus 로고
    • Sakthivel, A.; Badamali, S. K.; Selvam, P. para-Selective t-butylation of phenol over mesoporous H-A1MCM-41. Microporous Mesoporous Mater. 2000, 39, 457.
    • Sakthivel, A.; Badamali, S. K.; Selvam, P. para-Selective t-butylation of phenol over mesoporous H-A1MCM-41. Microporous Mesoporous Mater. 2000, 39, 457.
  • 52
    • 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
  • 53
    • 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
  • 55
    • 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 2002, 236, 129.
    • (2002) Appl. Catal., A , vol.236 , pp. 129
    • Yadav, G.D.1    Doshi, N.S.2
  • 56
    • 0034131770 scopus 로고    scopus 로고
    • Dimerization of n-butenes for high octane gasoline components
    • Golombok, M.; De Bruijn, J. Dimerization of n-butenes for high octane gasoline components. Ind. Eng. Chem. Res. 2000, 39, 267.
    • (2000) Ind. Eng. Chem. Res , vol.39 , pp. 267
    • Golombok, M.1    De Bruijn, J.2
  • 57
    • 0013633659 scopus 로고    scopus 로고
    • 3 catalyst. J. Am. Chem. Soc. 1959, 81, 3235.
    • 3 catalyst. J. Am. Chem. Soc. 1959, 81, 3235.
  • 58
    • 34249986754 scopus 로고    scopus 로고
    • Noble metal wax hydrocracking catalysts supported on high-siliceous alumina
    • Leckel, D. O. Noble metal wax hydrocracking catalysts supported on high-siliceous alumina. Ind. Eng. Chem. Res. 2007, 46, 3505.
    • (2007) Ind. Eng. Chem. Res , vol.46 , pp. 3505
    • Leckel, D.O.1
  • 59
    • 0041851135 scopus 로고    scopus 로고
    • Alkylation of phenol with tert-butyl alcohol catalysed by zeolite Hß
    • Zhang, K.; Huang, C.; Zhang, H.; Xiang, S.; Liu, S.; Xu, D.; Li, H. Alkylation of phenol with tert-butyl alcohol catalysed by zeolite Hß. Appl. Catal, A 1998, 166, 89.
    • (1998) Appl. Catal, A , vol.166 , pp. 89
    • Zhang, K.1    Huang, C.2    Zhang, H.3    Xiang, S.4    Liu, S.5    Xu, D.6    Li, H.7
  • 60
    • 0036304812 scopus 로고    scopus 로고
    • Alkylation of phenol with tertiary butyl alcohol over zeolites
    • Krishnan, A. V.; Ojha, K.; Pradhan, N. C. Alkylation of phenol with tertiary butyl alcohol over zeolites. Org. Process Res. Dev. 2002, 6, 132.
    • (2002) Org. Process Res. Dev , vol.6 , pp. 132
    • Krishnan, A.V.1    Ojha, K.2    Pradhan, N.C.3
  • 61
    • 0041632372 scopus 로고    scopus 로고
    • Effects of channel structure and acid properties of large-pore zeolites in the liquid-phase tert-butylation of phenol
    • Dumitriu, E.; Hulea, V. Effects of channel structure 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
  • 62
    • 0040288965 scopus 로고    scopus 로고
    • Alkylation of catechol with f-butyl alcohol over acidic zeolites
    • Yoo, J. W.; Lee, C. W.; Park, S.-E.; Ko, J. Alkylation of catechol with f-butyl alcohol over acidic zeolites. Appl. Catal., A 1999, 187, 225.
    • (1999) Appl. Catal., A , vol.187 , pp. 225
    • Yoo, J.W.1    Lee, C.W.2    Park, S.-E.3    Ko, J.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.