Abstract
The conversion of alcohols to hydrocarbons, especially to low molecular weight olefins, is not novel. Small-scale units (2000–10,000 t/yr) for production of ethylene from ethanol were common up to the 1960’s. However, the availability and low cost of natural gas and naphtha have shifted the feedstock away from ethanol to these materials, as well as favored large-scale olefin production (100,000–500,000 t/yr) through thermal cracking of hydrocarbons. In fact, the low price of these petrochemical olefins rendered feasible the reverse process: the production of the corresponding alcohols via catalytic hydration of these olefins.
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References
J. P. Leonard and L. H. Weiss, Energ. Prog., 1:41 (1981).
H. Bahrmann, W. Lipps, and B. Cornils, Chem. Ztg., 106:249 (1982).
O. Winter and M. T. Eng, Hydrocarbon Process., 55(11):125 (1976).
N. K. Kochar and R. L. Marcell, Chem. Eng., 87(2):80 (1980).
N. R. Luchi and S. C. Trindade, Hydrocarbon Process., 61(5):179 (1982).
S. Fathi-Afshar and D. F. Rudd, Biotechnol. Bioeng., 22:677 (1980).
B. O. Palsson, S. Fathi-Afshar, D. F. Rudd, and E. N. Lightfoot, Science, 213:513 (1981).
E. S. Lipinsky, Science, 213:1465 (1981).
N. Bondt, J. R. Deiman, P. van Troostwyk, and A. Lauwerenburg, Ann, chim. et phys., 21:48 (1797).
M. E. Winfield, in “Catalysis” (P. H. Emmett, ed.), Reinhold, New York, Vol. VII, 93 (1960).
S. A. Miller, “Ethylene and Its Industrial Derivatives,” Ernest Benn Limited, London, p 68 (1969).
N. K. Kochar, R. Merims, and A. S. Padia, Chem. Eng. Prog., 77(6):66 (1981).
H. V. Barracos, C. M. Da Silva, R. C. DeAssis, Ger. Offen. 2,834,699 (Feb. 22, 1979 ); assigned to Petroleo Brasileir S. A., PETROBRAS.
U. Tsao and H. B. Zasloff, U.S. Patent 4,134,926 (Jan. 16, 1979); assigned to LuMmus Co.
U. Tsao and J. W. Reilly, Hydrocarbon Process., 57(2):133 (1978).
H. Knözinger, Angew. Chem., 80:778 (1968).
H. Knözinger, in “The Chemistry of the Hydroxyl Group” (S. Patal, ed.), Wiley-Interscience, London, Part II, p 641 (1971).
B. Notari, Chim. Ind. (Milan), 51:1200 (1968).
J. M. Winterbottom, in “Catalysis (Specialist Periodical Report),” C. Kemball and D. A. Dowden, ed., The Royal Society of Chemistry, London, Vol. IV, p. 141 (1981).
H. Vinek, H. Noller, M. Ebel, and K. Schwarz, J. Chem. Soc., Faraday Trans. 1, 73:734 (1977).
H. Noller and K. Thomke, J. Mol. Catal., 6:375 (1979).
N. Noller and W. Kladnig, Catal. Rev.-Sci. Eng., 13:149 (1976).
I. Carrizosa and G. Munuera, J. Catal., 49:189 (1977).
S. Siddhan and K. Narayanan, J. Catal., 59:405 (1979).
V. A. Dzis’ko, M. S. Borisova, N. V. Akimova, and A. D. Makarov, Kinet. Catal., 5:681 (1964).
L. Beranek, Catal. Rev.-Sci. Eng., 16:1 (1977).
M. Ai and S. Suzuki, Bull. Chem. Soc. Japan, 46:321 (1973).
M. Ai, J. Catal., 40:318 (1975).
M. Ai, Bull. Chem. Soc. Japan, 49:1328 (1976).
M. Ai, J. Catal., 49:313 (1977).
K. R. Bakshi and G. R. Gavalas, J. Catal., 38:312 (1975).
K. R. Bakshi and G. R. Gavalas, J. Catal., 38:326 (1975).
M. Balikova and L. Beranek, Collect. Czech. Chem. Commun., 42:2352 (1977).
J. Sedlacek, J. Catal., 57:208 (1979).
W. S. Brey and K. A. Krieger, J. Am. Chem. Soc., 71:3637 (1949).
K. W. Toptshieva and B. W. Romanarsky, Kinet. Katal., 6:279 (1965).
J. B. Butt, H. Bliss, and C. A. Walker, AIChE J., 8:42 (1962).
J. M. Parera, Ind. Eng. Chem., Prod. Res. Dev., 15:234 (1976).
J. B. Peri, J. Phys. Chem., 69:220 (1965).
F. Figueras, L. de Mourgues, and Y. Trambouze, J. Catal., 14:107 (1969).
J. R. Jain and C. N. Pillai, J. Catal., 9:322 (1967).
J. E. Dabrowski, J. B. Butt, and H. Bliss, J. Catal., 18:297 (1970).
H. Knözinger and A. Scheglila, Z. phys. Chem., Neue Folge, 63:197 (1969).
H. Knözinger and H. Stolz, Ber. Bunsenges. Phys. Chem., 74:1056 (1970).
V. Jiratova and L. Beranek, Appl. Catal., 2:125 (1982).
H. Knözinger and R. Köhne, J. Catal., 5:264 (1966).
J. E. Stauffer and W. L. Kranich, Ind. Eng. Chem., Fundam., 1:107 (1962)
H. J. Solomon, H. Bliss, and J. B. Butt, Ind. Eng. Chem., Fundam. 6:325 (1967).
P. K. Gupta and M. Ravindram, Hung. J. Ind. Chem., 6:115 (1978).
H. Knözinger, K. Kochloefl, and W. Meye, J. Catal., 28:69 (1973).
W. J. Hatcher, Jr. and L. Y. Sadler III, J. Catal., 38:73 (1975).
L. de Mourgues, F. Peyron, Y. Trambouze, and M. Prettre, J. Catal., 7:117 (1966).
L. de Mourgues, D. Barthomeuf, F. Figueras, M. Perrin, Y. Trambouze, and M. Prettre, Proc. Int. Congr. Catal., 4th, 2:187 (1971).
W. S. Brey, Jr., B. H. Davis, P. G. Schmidt, and C. G. Moreland, J. Catal., 3:303 (1964).
B. H. Davis and W. S. Brey, Jr., J. Catal., 25:81 (1972).
A. J. Lundeen and R. van Hoozer, J. Am. Chem. Soc., 85:2180 (1963).
A. J. Lundeen and R. van Hoozer, J. Org. Chem., 32:3386 (1967).
P. Canesson and M. Blanchard, J. Catal., 42:205 (1976).
K. Thomke, Z. phys. Chem., Neue Folge, 105:75 (1977).
K. Thomke, Z. phys. Chem., Neue Folge, 105:87 (1977).
K. Arata and H. Sawamura, Bull. Chem. Soc., Japan, 48:3377 (1975).
B. H. Davis and P. Ganeson, Ind. Eng. Chem., Prod. Res. Dev., 18:191 (1979).
T. Takeshita, R. Ohnishi, and K. Tanabe, Catal. Rev., 8:29 (1974).
T. Yamagushi and K. Tanabe, Bull. Chem. Soc., Japan, 47:424 (1974).
I. Mochida, A. Kato, and T. Seiyama, J. Catal., 22:23 (1971).
J. B. Moffat, Catal. Rev.-Sci. Eng., 18:199 (1978).
L. K. Freidlin, V. Z. Sharf, and Z. T. Tukhtamuradov, Kinet. Katal. 5:347 (1964).
J. B. Moffat and A. S. Riggs, J. Catal., 28:157 (1973).
J. B. Moffat and A. S. Riggs, J. Catal., 42:388 (1976).
H. Knözinger, H. Buehl, and E. Ress, J. Catal., 12:121 (1968).
A. Tada and K. Mizushima, Nippon Kagaku Kaishi, 278 (1972).
S. S. Jewur and J. B. Moffat, J. Catal., 57:167 (1979).
J. Haber and U. Szybalska, Discuss. Faraday Soc., 72:263 (1981).
C. L. Kibby and W. K. Hall, J. Catal., 29:144 (1973).
A. Tada and M. Yoshida, Nippon Kagaku Kaishi, 856 (1973).
A. Tada, M. Yoshida, and M. Hirai, Nippon Kagaku Kaishi, 1379 (1973).
S. Kikkawa, Y. Shimizu, and S. Higuchi, Chem. Lett., 849 (1979).
Y. Ono, T. Mori, and T. Keii, Proc. Int. Congr. Catal., 7th., p 1414 (1981).
Y. Ono and T. Mori, J. Chem. Soc., Faraday Trans I, 77:2209 (1981).
Y. Ono, T. Baba, J. Sakai, and T. Keil, J. Chem. Soc., Chem. Commun., 400 (1981).
T. Okuhara, A. Kasai, N. Hayakawa, M. Misono, and Y. Yoneda, Chem. Lett., 391 (1981).
N. Hayakawa, T. Okuhara, M. Misono, and Y. Yonada, Nippon Kagaku Kaishi, 356 (1982).
R. Rudham and A. Stockwell, in “Catalysis (Specialist Periodical Reports),” C. Kemball, ed., The Chemical Society, London, Vol. 1, p 87 (1977).
M. S. Spencer and T. V. Whittam, in “Catalysis (Specialist Periodical Report),” C. Kemball and D. A. Dowden, ed., The Chemical Society, London, Vol. 3, p 189 (1980).
D. Barthomeuf, Stud. Surf. Sci. Catal., 5 (Catalysis by Zeolites), Elsevier, Amsterdam, p 55 (1980).
N. Y. Chen, J. Phys. Chem., 80:60 (1976).
D. H. Olson, W. O. Haag, and R. M. Lago, J. Catal., 61:390 (1980).
E. M. Flanigen, J. M. Bennett, R. W. Grose, J. P. Cohen, R. L. Patton, R. M. Kirchner, and J. V. Smith, Nature (London), 271:512 (1978).
M. Ralek and O. Grubner, Proc. Int. Congr. Catal., 3rd, 1302 (1965).
E. G. Derouane, J. B. Nagy, P. Dejaifve, J. H. C. van Hooff, B. P. Spekman, J. C. Vedrine, and C. Naccache, J. Catal., 53:40 (1978).
V. J. Frilette, W. O. Haag, and R. M. Lago, J. Catal., 67:218 (1981).
S. L. Meisel, J. P. McCullough, C. H. Lechthaler, and P. B. Weisz, Chemtech, 6:86 (1976).
C. D. Chang and A. J. Silvestri, J. Catal., 47:249 (1977).
C. D. Chang, W. H. Lang, and R. Smith, J. Catal., 56:169 (1979).
N. Y. Chen and W. J. Reagan, J. Catal., 59:123 (1979).
Y. Ono and T. Mori, J. Chem. Soc., Faraday Trans. I, 77:2209 (1981).
P. Dejaifve, J. C. Vedrine, V. Bolis, and E. G. Derouane, J. Catal., 63:331 (1980).
J. R. Anderson, T. Mole, and V. Christov, J. Catal., 61:477 (1980).
W. W. Kaeding and S. A. Butter, J. Catal., 61:155 (1980).
P. G. Rodewald, U.S. Patent 4,700,219 (July 11, 1978); assigned to Mobil Oil Corp.
Y. Matsumura, K. Hashimoto, S. Watanabe, and S. Yoshida, Chem. Lett., 121 (1981).
J. C. Oudejans, P. F. van den Oosterkamp, and H. van Bekkum, Appl. Catal., 3:109 (1982).
R. A. Rajadhyaksha and J. R. Anderson, J. Catal., 63:510 (1980).
E. N. Givens, C. J. Plank, and E. J. Rosinski, U.S. Patent 4,079,095 (March 14, 1978); assigned to Mobil Oil Corp.
F. A. Wunder and E. I. Leupold, Angew. Chem., 92:125 (1980).
U. Dettmeier, H. Litterer, H. Baltes, W. Herzog, E. I. Leupold, and F. A. Wunder, Chem. Ing. Tech., 54:590 (1982).
F. A. Wunder, E. I. Leupold, and H. Litterer, Eur. Pat. Appl. EP 43 494 (Jan. 13, 1982 ).
T. Inui, T. Ishihara, N. Morinaga, G. Takeuchi, E. Araki, T. Kanie, and Y. Takegami, Nippon Kagaku Kaishi, 221 (1982).
T. Inui, E. Araki, T. Sezume, T. Ishihara, and Y. Takegami, React. Kinet. Catal. Lett., 18:1 (1981).
S. T. Wilson, B. M. Lok, C. A. Messina, T. R. Cannan, and E. M. Flanigen, J. Am. Chem. Soc., 104:1146 (1982).
K. Jerabek, L. Baranek, and K. Setinek, Proc. Int. Congr. Catal., 5th, 2:1193 (1973).
A. Martinec, K. Setinek, and L. Beranek, J. Catal. 51:86 (1978).
K. M. Dooley, J. A. Williams, B. C. Gates, and R. L. Albright, J. Catal., 74:361 (1982).
R. B. Diemer, K. M. Dooley, B. C. Gates, and R. L. Albright, J. Catal., 74:373 (1982).
R. Thornton and B. C. Gates, J. Catal., 34:275 (1974).
B. C. Gates, J. S. Wisnouskas, and H. W. Heath, Jr., J. Catal., 24:320 (1972).
C. A. Cooper, R. L. McCullough, B. C. Gates, and J. C. Seferis, J. Catal., 63:372 (1980).
R. L. Kabel and L. N. Johanson, AIChE J., 8:621 (1962).
S. P. Sivanand, B. V. Kamath, R. S. Singh, and D. K. Chakrabarty, J. Catal., 69:502 (1981).
V. L. Magnotta, B. C. Gates, and G. C. A. Schuit, J. Chem. Soc., Chem. Commun., 342 (1976).
V. L. Magnotta and B. C. Gates, J. Catal., 46:266 (1974).
T. J. Huang and S. Yurchak, U.S. Patent 3,855,343 (Dec. 17, 1974); assigned to Mobil Oil Corp.
G. A. Olah, J. Kaspi, and J. Bukala, J. Org. Chem., 42:4187 (1977).
D. E. Pearson, J. Chem. Soc., Chem. Commun., 397 (1974).
D. E. Pearson, U.S. Patent 4,133,838 (Jan. 9, 1979); assigned to Pearson Research Corp.
D. E. Pearson, J. S. Sawyer, and J. H. Cleveland, Ind. Eng. Chem., Prod. Res. Dev., 19:245 (1980).
D. E. Pearson, R. D. Tanner, I. D. Picciotto, J. S. Sawyer, and J. H. Cleveland, Jr., Ind. Eng. Chem., Prod. Res. Dev., 20:734 (1981).
E. Cherbuliez, C. Gandillon, A. DePicciotto, and J. Rabinowitz, Helv. Chim. Acta, 42:2277 (1959).
M. I. Vinnik and P. A. Obraztsov, Kinet. Katal., 19:239 (1978).
E. K. Jones, Adv. Catal., 8:219 (1956).
A. G. Oblad, G. A. Mills, and H. Heinemann, in “Catalysis” (P. H. Emmett, ed.), Reinhold, New York, Vol. VI, p 341 (1958).
R. G. Downing and D. E. Pearson, J. Am. Chem. Soc., 83:1718 (1961)
G. A. Olah, A. P. Fung, and D. Meidar, Synthesis, 280 (1981).
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Kut, O.M., Tanner, R.D., Prenosil, J.E., Kamholz, K. (1984). Catalytic Conversion of Alcohols to Olefins. In: Herman, R.G. (eds) Catalytic Conversions of Synthesis Gas and Alcohols to Chemicals. Springer, Boston, MA. https://doi.org/10.1007/978-1-4613-2737-0_19
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