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Supported choline hydroxide (ionic liquid) on mesoporous silica as heterogeneous catalyst for Knoevenagel condensation reactions
Microporous and Mesoporous Materials ( IF 4.8 ) Pub Date : 2017-12-16 , DOI: 10.1016/j.micromeso.2017.12.024
Isabel del Hierro , Yolanda Pérez , Mariano Fajardo

In this work hybrid mesoporous SBA-15 and mesoporous silica microspheres functionalized with choline hydroxide ionic liquid have been prepared. A two-step process inspired by the industrial production of choline hydroxide has been developed to synthesize the hybrid SBA-15 material with choline hydroxide ionic liquid (Chol-SBA-15) and the hybrid SBA-15 material with choline hydroxide ionic liquid and hexamethyldisilizane as capping agent (Chol-HMDS-SBA-15). For the preparation of hybrid mesoporous silica microspheres (Chol-MSMs), a co-condensation method has been employed with an ionic liquid prepared by reaction of 3-(glycidyloxypropyl)trimethoxysilane and trimethylamine in aqueous media. The synthesized materials have been fully characterized by elemental analysis, X-ray diffraction (XRD), Fourier-transform infrared spectroscopy (FT-IR), N2 adsorption-desorption, transmission electron microscopy (TEM) and 13C CP/MAS NMR spectroscopy. These materials have been tested successfully as catalysts in Knoevenagel condensation of benzaldehyde with RCH2C≡N (R = CN (malononitrile), CO2Et (ethyl cyanoacetate)). The catalyst Chol-MSMs showed high catalytic activity, 99% of conversion and 99% of selectivity towards ethyl 2-cyano-3-phenylacrylate in 2 h of reaction and using ethanol as solvent. In addition, their reusability without loss of activity has been demonstrated.



中文翻译:

介孔二氧化硅上负载的氢氧化胆碱(离子液体)作为Knoevenagel缩合反应的非均相催化剂

在这项工作中,已经制备了混合的中孔SBA-15和用氢氧化胆碱离子液体官能化的中孔二氧化硅微球。已开发出受工业生产氢氧化胆碱启发的两步法,以合成具有氢氧化胆碱离子液体(Chol-SBA-15)的混合SBA-15材料和具有氢氧化胆碱离子液体和六甲基二硅氮烷的混合SBA-15材料。作为封端剂(Chol-HMDS-SBA-15)。为了制备杂化介孔二氧化硅微球(Chol-MSMs),已经使用了通过使3-(环氧丙氧基丙基)三甲氧基硅烷与三甲胺在水性介质中反应而制备的离子液体的共缩合方法。通过元素分析,X射线衍射(XRD),傅立叶变换红外光谱(FT-IR),N2吸附-解吸,透射电子显微镜(TEM)和13 C CP / MAS NMR光谱。这些材料已经成功地测试了如在与苯甲醛的Knoevenagel缩合催化剂RCH 2 C≡N(R = CN(丙二腈),CO 2的Et(氰基乙酸乙酯))。催化剂Chol-MSMs在2小时的反应中并使用乙醇作为溶剂,显示出高催化活性,转化率99%和对2-氰基-3-苯基丙烯酸乙酯的选择性99%。另外,已经证明了它们的可重用性而不损失活性。

更新日期:2017-12-16
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