酸性離子液體在金剛院合成之應用研究

Study on the Application of Acidic Ionic Liquid for the Synthesis of Adamantane

吳榮宗(Jung-Chung Wu) ； 黃銘郁(Ming-Yu Huang) ； 林建琛(Jann-Chen Lin)

《石油季刊》 44卷2期 (2008/06) Pp. 17-28

https://doi.org/10.30128/JP.200806.0002

摘要

The compound of adamantane is in the cyclotetrahedral structure. The stability of this structure causes its lower reactivity than benzene. However, the substitution reactions of SN1 and SE2 could be carried out to produce a lot of useful adamantane derivatives for the pharmaceutical, functional polymer, lubricant, and surfactant applications. An ionic liquid is a liquid that consists only of ions, and exists in liquid state with lower viscosity at low temperatures (＜100℃). The chemical and physical properties of ionic liquid will be changed with the various pair of cation and anion. This is a great advantage for the separation of the products by distillation since ionic liquids have no measurable vapor pressure. The acidic and coordination properties of the ionic liquid are essentially determined by the nature of its anions. The ionic liquid with the mole fraction of AlCl3 higher than 0.5 will show the strong Lewis acidity of Al2Cl7^(-1), which could be used for the catalytic isomerization of exo-THDCPD for adamantane. In this paper, the effect of reaction temperature, reaction time, composition of ionic liquid and IL/feed ratio on the conversion and selectivity of isomerization have been evaluated.

關鍵字

氯化鋁酸鹽離子液體 ； 環烷烴異構化 ； 金剛烷 ； endo-四氫雙環戊二烯 ； exo-四氫雙環戊二烯 ； 十氫奈 ； JP-10

並列摘要

The compound of adamantane is in the cyclotetrahedral structure. The stability of this structure causes its lower reactivity than benzene. However, the substitution reactions of SN1 and SE2 could be carried out to produce a lot of useful adamantane derivatives for the pharmaceutical, functional polymer, lubricant, and surfactant applications. An ionic liquid is a liquid that consists only of ions, and exists in liquid state with lower viscosity at low temperatures (＜100℃). The chemical and physical properties of ionic liquid will be changed with the various pair of cation and anion. This is a great advantage for the separation of the products by distillation since ionic liquids have no measurable vapor pressure. The acidic and coordination properties of the ionic liquid are essentially determined by the nature of its anions. The ionic liquid with the mole fraction of AlCl3 higher than 0.5 will show the strong Lewis acidity of Al2Cl7^(-1), which could be used for the catalytic isomerization of exo-THDCPD for adamantane. In this paper, the effect of reaction temperature, reaction time, composition of ionic liquid and IL/feed ratio on the conversion and selectivity of isomerization have been evaluated.

並列關鍵字

Chloroaluminate Ionic Liquid ； Cycloalkane Isomerization ； endo-THDCPD ； exo-THDCPD ； Adamantane ； Decalin ； JP-10 ； Acetonitrile FT-IR