Choline taurinate: a new biocompatible amino-functionalized ionic liquid as basic catalyst and extraction solvent

2018 ◽  
Vol 7 (3) ◽  
pp. 191-197 ◽  
Author(s):  
Wenxiu Deng ◽  
Lujie Liu ◽  
Yanqing Peng
Keyword(s):  
Ionic Liquid ◽  
Aromatic Aldehydes ◽  
Extraction Process ◽  
Significant Loss ◽  
Test Reaction ◽  
Base Interaction ◽  
Functionalized Ionic Liquid ◽  
Extraction Solvent ◽  
Basic Ionic Liquid ◽  
Vis Spectroscopy

Abstract A new biocompatible amino-functionalized ionic liquid composed solely of biomaterials was synthesized from taurine and choline hydroxide, and its physical properties (density, viscosity, miscibility and thermal stability) were also determined. The classic base-promoted three-component cyclic condensation of aromatic aldehydes, malononitrile and dimedone was chosen as the test reaction to demonstrate the catalytic activity of choline taurinate ([Ch][Tau]). The catalyst could be recovered and reused several times with no significant loss of activity. As a basic ionic liquid, [Ch][Tau] can extract acidic compounds from immiscible solvents through acid-base interaction. The extraction process of fluorescent dye Rhodamine B was monitored using ultraviolet-visible (UV-Vis) spectroscopy, by which the percentage extraction rate was determined as 95%.

scholarly journals Ferrocene-Containing Ionic Liquid Supported on Silica Nanospheres (SiO2@Imid-Cl@Fc) as a Mild and Efficient Heterogeneous Catalyst for the Synthesis of Pyrano[3,2-b]Pyran Derivatives Under Ultrasound Irradiation

2018 ◽  
Vol 42 (1) ◽  
pp. 7-12 ◽  
Author(s):  
Reza Teimuri-Mofrad ◽  
Somayeh Esmati ◽  
Masoumeh Rabiei ◽  
Mahdi Gholamhosseini-Nazari
Keyword(s):  
Ionic Liquid ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Ultrasound Irradiation ◽  
Xrd Analysis ◽  
Catalytic Performance ◽  
Significant Loss ◽  
One Pot ◽  
X Ray ◽  
Three Component Reaction

A novel heterogeneous silica nanosphere-supported ferrocene-containing ionic liquid catalyst (SiO2@Imid-Cl@Fc) was designed and synthesised and was systematically characterised by Fourier transform infrared (FTIR) spectroscopy, field emission scanning electron microscopy (FE-SEM), energy dispersive X-ray (EDX) and X-ray diffraction (XRD) analysis. The catalytic activity of the SiO2@Imid-Cl@Fc catalyst was tested in a one-pot, three-component reaction of malononitrile and kojic acid with 15 aromatic aldehydes at room temperature under ultrasound irradiation. The products were pyrano[3,2-b]pyran derivatives, four of which are new. The catalyst exhibited good catalytic performance over short reaction times (15–20 min) and could be recycled at least five times without significant loss of activity.

Tuning the chemoselective hydrogenation of aromatic ketones, aromatic aldehydes and quinolines catalyzed by phosphine functionalized ionic liquid stabilized ruthenium nanoparticles

2015 ◽  
Vol 5 (7) ◽  
pp. 3728-3734 ◽  
Author(s):  
He-yan Jiang ◽  
Xu-xu Zheng
Keyword(s):  
Ionic Liquid ◽  
Aromatic Aldehydes ◽  
Ruthenium Nanoparticles ◽  
Aromatic Ketones ◽  
Functionalized Ionic Liquid ◽  
Mild Conditions ◽  
Chemoselective Hydrogenation

Aromatic ketones, aromatic aldehydes and quinolines can be hydrogenated with switchable excellent chemoselectivity under mild conditions catalyzed by ruthenium nanoparticles.

scholarly journals Microwave-Assisted Method for Simultaneous Hydrolysis and Extraction for Preparation of Geniposidic Acid fromEucommia ulmoidesBark Using Basic Imidazolide Ionic Liquid

2016 ◽  
Vol 2016 ◽  
pp. 1-11 ◽  
Author(s):  
Lili Li ◽  
Yupin Guo ◽  
Chunchao Zhao ◽  
Mengxia Wei ◽  
Junling Liu ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Microwave Irradiation ◽  
Irradiation Time ◽  
Bioactive Substances ◽  
Plant Materials ◽  
Box Behnken Design ◽  
Extraction Solvent ◽  
Solid Ratio ◽  
Basic Ionic Liquid ◽  
Geniposidic Acid

In order to hydrolyze geniposide and extract geniposidic acid, a novel microwave irradiation heating method for simultaneous hydrolysis and extraction for preparation of geniposidic acid fromEucommia ulmoidesbark using basic imidazolide ionic liquid was developed in this work. Basic ionic liquid paired by imidazolide anion and 1-hexyl-3-methylimidazolium cation ([C6mim]Im) was used as a dual hydrolysis catalyst and extraction solvent in the proposed approach. The optimal concentration of [C6mim]Im was 0.4 mol/L. And the independent parameters optimized by Box-Behnken design (BBD) based on single-factor tests were as follows: microwave irradiation time of 20 min at power of 415 W and liquid-solid ratio of 15 mL/g. Yield of geniposidic acid was increased to3.41±0.17 μmol/g. DM130 macroporous resin, after reaction, was selected to separate geniposidic acid from hydrolysate. The plant materials with different treatment were analyzed by scanning electron microscopy (SEM) and thermogravimetric analysis (TG). The analysis of SEM and TG further indicated that IMSHE is an efficient preparation method for geniposidic acid. It is reasonable to assume that the method and the dual hydrolysis catalyst and extraction solvent would offer an alternative for the preparation of some other kinds of bioactive substances from plant materials.

Liquid–liquid extraction process of amino acids by a new amide-based functionalized ionic liquid

2012 ◽  
Vol 14 (6) ◽  
pp. 1721 ◽  
Author(s):  
Li Huaxi ◽  
Li Zhuo ◽  
Yin Jingmei ◽  
Li Changping ◽  
Chi Yansheng ◽  
...  
Keyword(s):  
Amino Acids ◽  
Ionic Liquid ◽  
Extraction Process ◽  
Liquid Extraction ◽  
Functionalized Ionic Liquid ◽  
Liquid Liquid Extraction

Determination of four trace preservatives in street food by ionic liquid-based dispersive liquid-liquid micro-extraction

2011 ◽  
Vol 65 (6) ◽  
Author(s):  
Peng Yang ◽  
Haixia Ren ◽  
Hongdeng Qiu ◽  
Xia Liu ◽  
Shengxiang Jiang
Keyword(s):  
Ionic Liquid ◽  
Sodium Chloride ◽  
Ionic Strength ◽  
Extraction Process ◽  
Influential Factors ◽  
Extraction Time ◽  
Experimental Conditions ◽  
Street Food ◽  
Extraction Solvent

AbstractA rapid and simple ionic liquid-based dispersive liquid-liquid micro-extraction (DLLME) method has been developed to pre-concentrate four paraben preservatives (methylparaben, ethylparaben, propylparaben, and butylparaben) from street food (pancakes). Several potentially influential factors such as the type of ionic liquid and disperser solvent, extraction time, sample pH, ionic strength, and the volume of the ionic liquid and disperser solvent were investigated. The optimum experimental conditions for the proposed micro-extraction process were: 0.1 mL of 1-octyl-3-methylimidazolium hexafluorophosphate ([C8MIM][PF6]) as an extraction solvent, 0.1 mL of acetonitrile as a disperser solvent, 5 min extraction time, and sample ionic strength of 30 % sodium chloride in water sample at pH 6.0. The LODs and LOQs were in the range of 1.0–1.5 ng g−1 and 3.5–4.5 ng g−1, respectively. Spiking recoveries were in the range of 60.1–79.5 % and the associated RSDs were all in the range of 1.8–7.0 %. The results show that DLLME is a suitable method for the determination of parabens in pancake samples and ionic liquid is a good extractant in this process.

Catalytic Performance of Imidazolide Basic Ionic Liquid in Knoevenagel Reactions in Aqueous Media

2011 ◽  
Vol 32 (4) ◽  
pp. 693-698
Author(s):  
Xuewei CHEN ◽  
Hongbing SONG ◽  
Xuehui LI ◽  
Furong WANG ◽  
Yu QIAN
Keyword(s):  
Ionic Liquid ◽  
Aqueous Media ◽  
Catalytic Performance ◽  
Basic Ionic Liquid

Preparation and Characterization of a Novel Room Temperature Dicationic Ionic Liquid and its Application in the Synthesis of Xanthenediones Under Solvent-Free Conditions

2018 ◽  
Vol 21 (8) ◽  
pp. 602-608 ◽  
Author(s):  
Zainab Ehsani-Nasab ◽  
Ali Ezabadi
Keyword(s):  
Ionic Liquid ◽  
Room Temperature ◽  
Reaction Times ◽  
Significant Loss ◽  
Solvent Free ◽  
Acidity Function ◽  
Efficient Catalyst ◽  
Solvent Free Conditions ◽  
Hammett Acidity Function ◽  
Dicationic Ionic Liquid

Aim and Objective: In the present work, 1, 1’-sulfinyldiethylammonium bis (hydrogen sulfate) as a novel room temperature dicationic ionic liquid was synthesized and used as a catalyst for xanthenediones synthesis. Material and Method: The dicationic ionic liquid has been synthesized using ethylamine and thionyl chloride as precursors. Then, by the reaction of [(EtNH2)2SO]Cl2 with H2SO4, [(EtNH2)2SO][HSO4]2 was prepared and after that, it was characterized by FT-IR, 1H NMR, 13C NMR as well as Hammett acidity function. This dicationic ionic liquid was used as a catalyst for the synthesis of xanthenediones via condensation of structurally diverse aldehydes and dimedone under solvent-free conditions. The progress of the reaction was monitored by thin layer chromatography (ethyl acetate/n-hexane = 3/7). Results: An efficient solvent-free method for the synthesis of xanthenediones has been developed in the presence of [(EtNH2)2SO][HSO4]2 as a powerful catalyst with high to excellent yields, and short reaction times. Additionally, recycling studies have demonstrated that the dicationic ionic liquid can be readily recovered and reused at least four times without significant loss of its catalytic activity. Conclusion: This new dicationic ionic liquid can act as a highly efficient catalyst for xanthenediones synthesis under solvent-free conditions.

1, 1’-Sulfinyldiethylammonium Bis (Hydrogen Sulfate) as a Recyclable Dicationic Ionic Liquid Catalyst for the Efficient Solvent-free Synthesis of 3, 4-Dihydropyrimidin-2(1H)-ones via Biginelli Reaction

2020 ◽  
Vol 23 (2) ◽  
pp. 157-167
Author(s):  
Zainab Ehsani-Nasab ◽  
Ali Ezabadi
Keyword(s):  
Ionic Liquid ◽  
Biginelli Reaction ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Hydrogen Sulfate ◽  
One Pot ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Solvent Free Conditions ◽  
Dicationic Ionic Liquid

Objective: A facile and efficient method for synthesis of 3, 4-dihydropyrimidin-2(1H)-ones via Biginelli reaction catalyzed by a novel dicationic Brönsted acidic ionic liquid, [(EtNH2)2SO][HSO4]2, has been successfully developed. Material and Method:: 3, 4-Dihydropyrimidin-2(1H)-ones were synthesized through one-pot condensation of aromatic aldehydes, ethyl acetoacetate, and urea under solvent-free conditions using [(EtNH2)2SO][HSO4]2 as a novel catalyst. The progress of the reaction was monitored by thin-layer chromatography (ethyl acetate / n-hexane = 1 / 5). The products have been characterized by IR, 1H NMR, 13C NMR, and also by their melting points. Results: In this research, a library of dihydropyrimidinone derivatives was synthesized via Biginelli reaction under solvent-free conditions at 120oC using [(EtNH2)2SO][HSO4]2 as a catalyst. Various aromatic aldehydes, as well as heteroaromatic aldehydes, were employed, affording good to high yields of the corresponding products and illustrating the substrate generality of the present method. In addition, the prepared dicationic Brönsted acidic ionic liquid can be easily recovered and reused. Conclusion: 1, 1’-Sulfinyldiethylammonium bis (hydrogen sulfate), as a novel dicationic ionic liquid, can act as a highly efficient catalyst for the synthesis of 3, 4-dihydropyrimidin-2(1H)-ones under solvent-free conditions.

Synthesis, Characterization and Application of N,N-Dimethyl-N-Sulfoethan Ammonium tetra-Chloro Aluminate: A Novel micro-Heterogeneous Cata-lyst for Synthesis of tri-Arylmethanes

2020 ◽  
Vol 17 ◽  
Author(s):  
Saeid Azimi ◽  
Niloofar Mohamadighader
Keyword(s):  
Ionic Liquid ◽  
Heterogeneous Catalyst ◽  
Mass Spectroscopy ◽  
Aromatic Aldehydes ◽  
Solid Catalyst ◽  
Sem Images ◽  
One Pot ◽  
Acidic Catalyst ◽  
Eds Analysis ◽  
Ft Ir

Abstract: A new solid catalyst was synthesized from an ionic liquid and heterogenised by changing anion reaction. The new heterogeneous acidic catalyst was characterized by SEM images, EDS analysis, AFM images, Ft-IR, HNMR, 13CNMR and Mass Spectroscopy. It was applied to synthesis of tri-arylmethanes throughout one-pot tri-component reactions among aromatic aldehydes, N,N-dimethylaniline and other carbonic nucleophiles such as anisole and indole. Hence, synthesis of convenient and inexpensive micro-heterogeneous catalyst was introduced, the efficiency of which was confirmed. Also, various useful products were synthesized throughout this simple and clean procedure.

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