Aliquat 336-Diphenylmethane 불균일 반응계에 있어서 O<SUB>2</SUB> 흡수

박상욱; 서동수

HWAHAK KONGHAK, Vol.32, No.5, 700-707, October, 1994

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Aliquat 336-Diphenylmethane 불균일 반응계에 있어서 O₂ 흡수

Absorption of O₂ into Aliquat 336-Diphenylmethane Heterogeneous System

박상욱, 서동수

초록

25℃, 대기압에서 준 회분식 교반조흡수기를 사용하여 상이동촉매 Aliquat 336, 염기 potassium tert-butoxide의 benzene용액에서 O₂에 의한 diphenylmethane의 산화반응을 행하여 O₂의 기체흡수속도를 측정하였다. 측정한 흡수속도로부터 구한 반응촉진계수값을 사용하여 산화반응의 반응속도정수 k₄, 촉매 중간체, QOH와 potassium tert-butoxide와의 평형상수 K₁과 QOH와 diphenylmethane의 평형상수 K₃를 구하였으며, 이들 값은 각각 12.57l/mol s, 3.33 및 15.16l/mol이었다. 기-액-고 불균일계에서 상이동촉매에 의한 반응메카니즘을 경막설에 의한 화학반응이 수반한 물질전달기구로서 해석할 수 있었다.

The absorption of oxygen into the benzene solution of diphenylmethane with Aliquat 336 as a phase transfer catalyst and potassium tert-butoxide as a base was carried out using a stirred absorber at 25℃ and an atmospheric pressure. The reaction rate constants, k₄ and equilibrium constant, k₁, k_3,, between the intermediate of catalyst and base, and reactant were obtained from the absorption rate of oxygen, and their value were 12.57l/mol s, 3.33 and 15.16l/mol, respectively. The reaction mechanism by the phase transfer catalyst in the gas-liquid-solid heterogeneous system could be analyzed by mass transfer mechanism with chemical reaction using the film theory.

[References]

Weber WP, Gokel GW, "Phase Transfer Catalysis in Organic Synthesis," Springer-Verlag, New York (1977)
Starks CM, Liotta C, "Phase Transfer Catalysis-Principle and Techniques," Academic Press, New York (1978)
Dehmlow EV, Dehmlow SS, "Phase Transfer Catalysis," Verlag Chemie, 2nd Ed., Weinheim (1983)
Starks CM, J. Am. Chem. Soc., Washington, D.C. (1987)
Bartok W, Rosenfeld DD, Schriesheim A, J. Org. Chem., 28, 410 (1963)
Feldman D, Rabinovitz M, J. Org. Chem., 53, 3779 (1988)
Alneri E, Bottaccio G, Carletti V, Tetrahedron Lett., 2117 (1977)
Yamashita J, Ishikawa S, Hashimoto H, Bull. Chem. Soc. Jpn., 53, 736 (1980)
Garcia BJ, Gokel GW, Tudor PW, "Phase Transfer Catalysis," Academic Press, p. 313, New York (1978)
Alper H, Januszkiewicz K, Smith DJH, Tetrahedron Lett., 26, 2263 (1985)
Zahalka HA, Januszkiewicz K, Alper H, J. Mol. Catal. A-Chem., 35, 249 (1986)
Wasserman HH, Pickett JE, J. Am. Chem. Soc., 104, 4695 (1982)
Januszkiewicz K, Alper H, Tetrahedron Lett., 24, 5163 (1983)
Clark JH, Goodall DM, Tetrahedron Lett., 24, 1097 (1983)
Rozwadoska MV, Brozda D, Can. J. Chem., 58, 1239 (1980)
Park SW, Moon JB, Park DW, Shin JH, HWAHAK KONGHAK, 31(1), 107 (1993)
Danckwerts PV, "Gas-Liquid Reactions," McGraw-Hill Book Co., p. 17 (1970)

[Referenced By]

[1] Weber WP, Gokel GW, "Phase Transfer Catalysis in Organic Synthesis," Springer-Verlag, New York (1977)

[2] Starks CM, Liotta C, "Phase Transfer Catalysis-Principle and Techniques," Academic Press, New York (1978)

[3] Dehmlow EV, Dehmlow SS, "Phase Transfer Catalysis," Verlag Chemie, 2nd Ed., Weinheim (1983)

[4] Starks CM, J. Am. Chem. Soc., Washington, D.C. (1987)

[5] Bartok W, Rosenfeld DD, Schriesheim A, J. Org. Chem., 28, 410 (1963)

[6] Feldman D, Rabinovitz M, J. Org. Chem., 53, 3779 (1988)

[7] Alneri E, Bottaccio G, Carletti V, Tetrahedron Lett., 2117 (1977)

[8] Yamashita J, Ishikawa S, Hashimoto H, Bull. Chem. Soc. Jpn., 53, 736 (1980)

[9] Garcia BJ, Gokel GW, Tudor PW, "Phase Transfer Catalysis," Academic Press, p. 313, New York (1978)

[10] Alper H, Januszkiewicz K, Smith DJH, Tetrahedron Lett., 26, 2263 (1985)

[11] Zahalka HA, Januszkiewicz K, Alper H, J. Mol. Catal. A-Chem., 35, 249 (1986)

[12] Wasserman HH, Pickett JE, J. Am. Chem. Soc., 104, 4695 (1982)

[13] Januszkiewicz K, Alper H, Tetrahedron Lett., 24, 5163 (1983)

[14] Clark JH, Goodall DM, Tetrahedron Lett., 24, 1097 (1983)

[15] Rozwadoska MV, Brozda D, Can. J. Chem., 58, 1239 (1980)

[16] Park SW, Moon JB, Park DW, Shin JH, HWAHAK KONGHAK, 31(1), 107 (1993)

[17] Danckwerts PV, "Gas-Liquid Reactions," McGraw-Hill Book Co., p. 17 (1970)