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Aniline의 염소화에 의한 2,4,6-Trichloroaniline 합성반응에 관한 연구
A Study on the Synthesis of 2,4,6-Trichloroaniline by Chlorination of Aniline
HWAHAK KONGHAK, April 1990, 28(2), 230-236(7), NONE
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Abstract
클로로포름을 용매로 사용하는 아닐린 염산염의 염소화에 의한 2,4,6-크리클로로아닐린 합성반응의 반응 mechanism을 제시하고 반응속도론적으로 고찰하였다. 10-40℃의 온도범위에서 얻어진 실험결과와 제시한 반응 mechanism에 따른 반응속도식을 이용하여 반응속도상수를 구하였다. 이 반응속도상수를 이론적인 반응속도식에 적용하여 얻어진 결과가 실험결과와 아주 잘 일치하였다. 아닐린 염산염으로부터 2,4,6-트리클로로아닐린으로 진행하는 반응속도가 2.6-디클로로아닐린으로 진행하는 반응속도에 비래 9배 빠르고, 이들 두 반응의 활성화에너지는 거의 비슷하다. 따라서, 반응온도 조절에 의한 TCA 수율증가는 기대할 수 없고, 얻을 수 있는 2,4,6-트리클로로아닐린의 최대 수율은 99%정도이다.
For the chlorination of aniline salt to synthesize 2,4,6-trichloroaniline in the solvent of chloroform, the reaction mechanism was suggested and the reaction kinetics was examined. The reaction rate constants were esti-mated by using the experimental results obtained in the range of 10-40℃ and the equations of reaction rates, which were derived from the reaction mechanism. The results calculated by applying the reaction constants to the theoretical equations of reaction rates were well agreed with experimental results. The reaction rate of formation of 2,4,6-trichloro-aniline from aniline salt is 9 times greater than that of 2,6-dichloroaniline, and the activation energies of these two reactions are almost same. Thereforem the increase of 2,4,6-trichloroaniline yield cannot be expected by controlling the reaction temperature, and the obtainable maximum yield of 2,4,6-trichloroaniline is about 90%.
References
MacMullin RB, Chem. Eng. Prog., 44(3), 183 (1948)
Japan Patent, 6,061,552 (1985)
Japan Patent, 8,161,334 (1981)
Japan Patent, 6,045,551 (1985)
Orloff D, Napolitano P, U.S. Patent, 2,675,409 (1954)
Matsuda Y, Nishiki T, Sakata N, Nakagawa K, Electrochim. Acta, 29(1), 35 (1984)
Japan Patent, 6,061,552 (1985)
Japan Patent, 8,161,334 (1981)
Japan Patent, 6,045,551 (1985)
Orloff D, Napolitano P, U.S. Patent, 2,675,409 (1954)
Matsuda Y, Nishiki T, Sakata N, Nakagawa K, Electrochim. Acta, 29(1), 35 (1984)