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Synthesis of Alkaline Ionic Liquids and Application in Organic Reactions

Author: ChenYan
Tutor: MouZongGang
School: Jinan University
Course: Industrial Catalysis
Keywords: Alkaline ionic liquids Catalyst Synthesis
CLC: O621.3
Type: Master's thesis
Year: 2010
Downloads: 125
Quote: 0
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Abstract


The ionic liquid is liquid at room temperature or near room temperature, a salt constituted by the organic cation and an inorganic / organic anion. Ionic liquids has some unique properties, such as vapor pressure close to zero, wide electrochemical window, good conductivity, high thermal stability, as well as the characteristics to become a research focus in recent years and recyclability. The base-catalyzed chemical industry occupies an important position, but there are many shortcomings of traditional alkali catalyst. With the development of functionalized ionic liquid synthesis, through the design of basic ionic liquids can be introduced in the molecular structure of the ionic liquid with the basic functional group, and combined with the ionic liquid itself has special properties, it has ion the performance of the liquid with the performance of the basic catalyst. We try to DBU versatile alkaline reagents to the synthesis of a series of basic ionic liquid as the parent, and the ionic liquid catalytic performance of a preliminary study. Firstly, use of 1,8 - diazabicyclo (5,4,0) undec-7 - Dilute (DBU) with methyl bromide, n-butane, methyl bromide, n-hexane bromooctane reaction synthesis of ionic liquids Intermediates: Preparation of 1 - butyl -1,8 - diazabicyclo (5,4,0) undec-7 - Dilute ([BDBU] Br), bromide, 1 - hexyl-1 ,8 - dinitrogen diazabicyclo (5,4,0) undec-7 - Dilute ([HDBU] Br), bromide, 1 - octyl -1,8 - diazabicyclo (5,4,0) undec-7 - Dilute ([ODBU] Br), and finally, BDBU] Br [HDBU] Br ODBU] Br and NaBF 4 , NH , 4 PF 6 < / sub> metathesis reaction, the synthesis of the six basic ionic liquid: tetrafluoroborate 1 - butyl -1,8 - diazabicyclo (5,4,0) undec-7 - diluted (BDBU] BF 4 ), hexafluorophosphate, 1 - butyl -1,8 - diazabicyclo (5,4,0) undec-7 - Dilute ([BDBU] the the PF 6 ), 1 - hexyl-1 ,8 - diazabicyclo (5,4,0) undec-7 - Dilute (the [HDBU of the BF 4 ) tetrafluoroborate hexafluorophosphate 1 - hexyl -1,8 - diazabicyclo (5,4,0) undec-7 - Dilute ([HDBU] PF 6 ), tetrafluoroborate 1 - octyl -1,8 - diazabicyclo (5,4,0) undec-7 - Dilute ([ODBU] the BF 4 ), a hexafluorophosphate of 1 - octyl-1, 8 - diazabicyclo (5,4,0) undec-7 - dilute ([ODBU] PF 6 ) by IR, 1HNMR were used to characterize the chemical structure of the ionic liquid and The ionic liquid thermal analysis and measurement of electric conductivity, the solubility in the common organic solvents were tested. To three tetramethyl amide phthalocyanine compounds using solid phase synthesis: tetramethyl amide cobalt phthalocyanine, tetramethyl amide copper phthalocyanine, tetramethyl amide zinc phthalocyanine. The products were characterized by elemental analysis, UV - visible spectroscopy and infrared spectroscopy were used to characterize. The results showed that the reaction temperature was 240 ° C, the reaction time was 4h Preferably, the yield and the energy saving, while the ionic liquid influences of reaction temperature, reaction time, type of ionic liquids tetramethylbutyl amide cobalt phthalocyanine yield the type has no effect on the yield. With a synthetic basic ionic liquids in place of the conventional catalyst used in the synthesis of cinnamic acid, Knoevenagel reaction and the ester exchange reaction, the results indicate that such ionic liquid having a catalytic effect of these reactions, and in the case of less amount of catalyst obtained a satisfactory yield. All product characterization by infrared spectroscopy, consistent with the literature.

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CLC: > Mathematical sciences and chemical > Chemistry > Organic Chemistry > Organic Chemistry general issues > Synthetic organic chemistry
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