Search / Korean Journal of Chemical Engineering
HWAHAK KONGHAK,
Vol.31, No.4, 409-414, 1993
Friedel-Crafts 알킬화 반응을 이용한 나프탈렌류의 선택적 이소프로필화 반응
Selective Isopropylation of Naphthalene by Friedel-Crafts Alkylation
AlCl3 촉매를 이용한 나프탈렌과 2-methylnaphthalene(2-MN)의 선택적 이소프로필화 반응에서 반응활성과 2,6-체에 대한 선택도는 용액의 극성, 알킬화제의 종류 및 반응시간과 온도에 큰 영향을 받았다. 비극성용매(헥산 또는 이소옥탄)에 반응물(나프탈렌 또는 2-MN)의 2배 정도의 isopropylbromide를 알킬화제로 사용하였을 때 반응활성과 2,6-dialkylnaphthalene의 선택성이 우수하게 나타났다. 또한 반응시간과 반응온도(4℃-60℃ 사이에서)가 증가하면 반응활성과 2,6-DIPN에 대한 선택도가 증가하였다. 반응물로서 2-MN을 사용한 경우가 나프탈렌을 사용한 경우보다 2,6-체에 대한 선택도가 2배 이상 높았다.
The reactivity and selectivity to 2,6-dialkylnaphthalene were affected by the polarity of solvent, alkylating agent, reaction time and reaction temperature in the selective isopropylation of naphthalene or 2-methylnaphthalene(2-MN) with AlCl3 catalyst. Reaction with isopropylbromide as an alkylating agent in non-polar solvents(hexane or isooctane) was found to be a good system for the higher activity and selectivity to 2,6-dialkylnaphthalene. The reactivity and selectivity were increased as increasing the reaction time and temperature(between 4℃ and 60℃). When 2-MN was used as a substrate, the selectivity to 2,6-DIPN was 2 times higher than naphthalene was used.
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