Synthesis of Maleic and Phthalic Anhydrides from the Mixture of Cyclopentene and 1-Pentene

Young Ho Kim; Hyun Soo Yang

Korean Journal of Chemical Engineering, Vol.17, No.3, 357-364, May, 2000

DOI10.1007/BF02699053 Export Citation

Synthesis of Maleic and Phthalic Anhydrides from the Mixture of Cyclopentene and 1-Pentene

Young Ho Kim , and Hyun Soo Yang^†

Dept. of Fine Chem. Eng. and Chemistry, Chungnam National Univ., Taejon 305-764, Korea

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The selective oxidations of cyclopentene, 1-pentene, and their mixture to maleic and phthalic anhydrides have been studied to gain information on the total utilization of olefins of C₅-fraction. The highest selectivities for maleic anhydride, a single majororganic product, in individual oxidations of cyclopentene and 1-pentene were obtained at complete or almost complete conversion, and then the main byproduct was phthalic anhydride. The cooxidation of the mixture of cyclopentene and 1-pentene at ca. 100% conversion, which was selected as optimized condition, gave no interaction between cyclopentene and 1-pentene. This result indicates that two reactants can be simultaneously utilized at one oxidation unit process. In contrast, the cooxidation at low degrees of conversion gave some interaction. It was only related to the sightly stronger adsorption of cyclopentene as compared to 1-pentene.

Keywords:Cooxidation;Maleic Anhydride;Phthalic Anhydride;Cyclopentene;1-Pentene

[References]

Ackman RG, J. Gas Chromatography, 4, 173 (1964)
Ackman RG, J. Gas Chromatography, 6, 497 (1968)
Bockler R, Cordes G, Smolen H, Chem. Ing. Tech., 62, 447 (1990)
Butt NS, Fish A, J. Catal., 5, 494 (1966)
Centi G, Burattini M, Trifiro F, Appl. Catal., 32, 353 (1987)
Centi G, Nieto JL, Iapalucci C, Bruckman K, Serwicka EM, Appl. Catal., 46, 197 (1989)
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Centi G, Nieto JL, Pinelli D, Trifiro F, Ungarelli F, "Synthesis of Phthalic and Maleic Anhydrides from n-Pentane: Reactivity of Possible Intermediates and Co-feeding Experiments," New Developments in Selective Oxidation, Centi, G. and Trifiro, F., eds., Elsevier Science Publishers B.V., Amsterdam, 635 (1990)
Griesbaum K, Honicke D, Erdol Erdgas Kohle, 102, 366 (1986)
Herwig J, Schleppinghoff B, Schulwitz S, Hydrocarb. Process.(6), 86 (1984)
Honicke D, Griesbaum K, Chem. Ing. Tech., 54, 497 (1982)
Honicke D, Griesbaum K, Appl. Catal., 2, 177 (1982)
Honicke D, Buhrer R, Newrzella A, Erdol Kohle Erdgas Petrochem., 37, 569 (1984)
Honicke D, Greisbaum K, Augenstein R, Yang Y, Chem. Ing. Tech., 59, 222 (1987)
Jun KW, Chang YK, Jung SJ, Lee KW, Korean J. Chem. Eng., 3(2), 135 (1986)
Jun KW, Lee KW, Korean J. Chem. Eng., 8(2), 67 (1991)
Kim JS, Park NC, Kim YC, HWAHAK KONGHAK, 26(2), 149 (1988)
Lange PM, Martinola F, Oeckl S, Hydrocarb. Process.(12), 51 (1985)
Miura M, Schultheis K, Griesbaum K, Appl. Catal. A: Gen., 87, 241 (1992)
Schlippinghoff B, Schulwitz B, Erdol Kohle Erdgas Petrochem., 38, 209 (1985)
Wittcoff HA, Reuben BG, "Industrial Organic Chemicals," John Wiley & Sons, Inc., New York (1996)

[Referenced By]

[Related Articles]

[1] Ackman RG, J. Gas Chromatography, 4, 173 (1964)

[2] Ackman RG, J. Gas Chromatography, 6, 497 (1968)

[3] Bockler R, Cordes G, Smolen H, Chem. Ing. Tech., 62, 447 (1990)

[4] Butt NS, Fish A, J. Catal., 5, 494 (1966)

[5] Centi G, Burattini M, Trifiro F, Appl. Catal., 32, 353 (1987)

[6] Centi G, Nieto JL, Iapalucci C, Bruckman K, Serwicka EM, Appl. Catal., 46, 197 (1989)

[7] Centi G, Golinelli G, Busca G, J. Phys. Chem., 94, 6813 (1990)

[8] Centi G, Nieto JL, Pinelli D, Trifiro F, Ungarelli F, "Synthesis of Phthalic and Maleic Anhydrides from n-Pentane: Reactivity of Possible Intermediates and Co-feeding Experiments," New Developments in Selective Oxidation, Centi, G. and Trifiro, F., eds., Elsevier Science Publishers B.V., Amsterdam, 635 (1990)

[9] Griesbaum K, Honicke D, Erdol Erdgas Kohle, 102, 366 (1986)

[10] Herwig J, Schleppinghoff B, Schulwitz S, Hydrocarb. Process.(6), 86 (1984)

[11] Honicke D, Griesbaum K, Chem. Ing. Tech., 54, 497 (1982)

[12] Honicke D, Griesbaum K, Appl. Catal., 2, 177 (1982)

[13] Honicke D, Buhrer R, Newrzella A, Erdol Kohle Erdgas Petrochem., 37, 569 (1984)

[14] Honicke D, Greisbaum K, Augenstein R, Yang Y, Chem. Ing. Tech., 59, 222 (1987)

[15] Jun KW, Chang YK, Jung SJ, Lee KW, Korean J. Chem. Eng., 3(2), 135 (1986)

[16] Jun KW, Lee KW, Korean J. Chem. Eng., 8(2), 67 (1991)

[17] Kim JS, Park NC, Kim YC, HWAHAK KONGHAK, 26(2), 149 (1988)

[18] Lange PM, Martinola F, Oeckl S, Hydrocarb. Process.(12), 51 (1985)

[19] Miura M, Schultheis K, Griesbaum K, Appl. Catal. A: Gen., 87, 241 (1992)

[20] Schlippinghoff B, Schulwitz B, Erdol Kohle Erdgas Petrochem., 38, 209 (1985)

[21] Wittcoff HA, Reuben BG, "Industrial Organic Chemicals," John Wiley & Sons, Inc., New York (1996)