Study of the Catalytic Activity of Acidic Ionic Liquid in the Synthesis of Methyl Oleate

2015 ◽  
Vol 1094 ◽  
pp. 31-36
Author(s):  
Yang Bo
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Ionic Liquid ◽  
Ionic Liquids ◽  
Oleic Acid ◽  
Acid Strength ◽  
Catalytic Activities ◽  
Acidic Ionic Liquid ◽  
Acidic Ionic Liquids ◽  
Anions And Cations ◽  
Chemical Groups

Four kinds of Brønsted-acidic ionic liquids were synthesized with netrogen-contained chemical groups and different anions,and were characterized by nuclear magnetic resonance (NMR) and infrared spectrum (IR). On this basic, when the mole ratio of catalyst quantity to oleic acid was 0.019, that of alcohol to acid was 2, the reaction temperature was 150°C and the reaction time was 5 hours,the esterification of oleic and methanol were studied and the catalytic activities of ionic liquids for the esterification were investigated. The results showed their catalytic activities were associated with the structures of nitrogen-contained chemical groups, anionic acid strength and acid volume. Under the coaction of anions and cations, ionic liquids ([MPy]HSO4) had the best catalysis activity. Meanwhile the conversion rate of oleic acid could reach 88.21% .

Brønsted acidic ionic liquid-catalyzed dehydrative formation of isosorbide from sorbitol: introduction of a continuous process

2017 ◽  
Vol 7 (10) ◽  
pp. 2065-2073 ◽  
Author(s):  
Jie Deng ◽  
Bao-Hua Xu ◽  
Yao-Feng Wang ◽  
Xian-En Mo ◽  
Rui Zhang ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Continuous Process ◽  
Efficient Synthesis ◽  
Acidic Ionic Liquid ◽  
Highly Efficient ◽  
Brønsted Acidic Ionic Liquid ◽  
Acidic Ionic Liquids ◽  
First Time

A highly efficient synthesis of isosorbide from sorbitol was developed using Brønsted acidic ionic liquids (BILs) as the catalyst for the first time.

scholarly journals Mild and Efficient Tunable Brønsted Acidic Ionic Liquid Catalyzed O-Acetylation and O-Trimethylsilylation with Trimethylsilyl Acetate (TMSOAc) and Hexamethyldisilazane (HMDS)

Catalysts ◽  
2021 ◽  
Vol 11 (7) ◽  
pp. 825
Author(s):  
Amit Ravindra Pantawane ◽  
Mayur Thul ◽  
Yi-Jyun Lin ◽  
Michelle Lin ◽  
Wesley Lin ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Room Temperature ◽  
Visible Spectroscopy ◽  
Acidic Ionic Liquid ◽  
Post Process ◽  
Brønsted Acidic Ionic Liquid ◽  
Acidic Ionic Liquids ◽  
Uv Visible ◽  
Work Up

This report discloses a mild and efficient O-acetylation using easily accessible TMSOAc as a novel acetyl reagent and O-trimethylsilylation using HMDS for various alcohols catalyzed by tunable Brønsted acidic ionic liquids (TBAILs). Imidazolium-based TBAILs were prepared by a two-step atom-economic reaction and acidities measured by using UV-visible spectroscopy. Both protections for alcohols were accomplished at room temperature with good to excellent yields, while the products and TBAILs were separated by simple work-up for O-silylation and column chromatography for O-acetylation. Notably, with the simple post-process, TBAILs catalyst in this solvent free method easily recovered and recycled several times without significant degradation.

Understanding the role of hydrogen bonding in Brønsted acidic ionic liquid-catalyzed transesterification: a combined theoretical and experimental investigation

2016 ◽  
Vol 18 (48) ◽  
pp. 32723-32734 ◽  
Author(s):  
Kaixin Li ◽  
Yibo Yan ◽  
Jun Zhao ◽  
Junxi Lei ◽  
Xinli Jia ◽  
...  
Keyword(s):  
Experimental Investigation ◽  
Ionic Liquid ◽  
Hydrogen Bonding ◽  
Catalytic Activity ◽  
Ionic Liquids ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Acidic Ionic Liquids ◽  
Hydrogen Bonding Networks

The intra- and inter-hydrogen bonding networks that govern the catalytic activity of Brønsted acidic ionic liquids were identified.

Brönsted acidic ionic liquid-catalyzed conversion of hemicellulose into sugars

2015 ◽  
Vol 5 (1) ◽  
pp. 531-539 ◽  
Author(s):  
Babasaheb M. Matsagar ◽  
Paresh L. Dhepe
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Acidic Ionic Liquids

Brönsted acidic ionic liquids were synthesized, characterized and used in the conversion of assorted hemicelluloses to yield C5 sugars in 87% yield.

scholarly journals Dispersing of Petroleum Asphaltenes by Acidic Ionic Liquid and Determination by UV-Visible Spectroscopy

2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
Eshagh Rezaee Nezhad ◽  
Fariba Heidarizadeh ◽  
Sami Sajjadifar ◽  
Zahra Abbasi
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Visible Spectroscopy ◽  
Acidic Ionic Liquid ◽  
Petroleum Asphaltenes ◽  
Effect Of Water ◽  
Acidic Ionic Liquids ◽  
Stirring Time ◽  
Uv Visible

Nowadays, constructing a mechanism to prevent the aggregation petroleum asphaltenes by the use of new acidic ionic liquids has become of fundamental importance. In this research, 3-(2-carboxybenzoyl)-1-methyl-1H-imidazol-3-ium chloride ([CbMIM] [Cl]) and other ionic liquids such as [CbMIM]BF4, [HMIM]Cl, [BMIM]Br, and [HMIM]HSO4 were tested. It should be noted that during the experiment the presence of the acidic ionic liquid moiety enhanced interactions between asphaltenes and acidic ionic liquids and it greatly limited asphaltene aggregation. We considered parameters such as temperature, amount of dispersant, effect of water: toluene ratio, the stirring time and effects of other ionic liquids, and determination of concentration of petroleum asphaltenes after dispersing by acidic ionic liquid under various parameters using UV-Visible spectroscopy.

Catalytic synthesis of methyl caprylate using multi-SO3H functionalized Brønsted acidic ionic liquid as catalyst

2015 ◽  
Vol 4 (1) ◽  
Author(s):  
Chen Keke ◽  
Du Huan ◽  
Zhang Jiawen ◽  
Zhang Xiaofang ◽  
Kuang Yingying ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Catalytic Synthesis ◽  
Environmentally Benign ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Acidic Ionic Liquids

AbstractEnvironmentally benign Brønsted acidic ionic liquids with multi-SO

Synthesis, Characterization, and Crystal Structure of Several Novel Acidic Ionic Liquids: 1-ethyl-2-alkyl-benzimidazolium Tetra-Fluoroborate

2013 ◽  
Vol 457-458 ◽  
pp. 139-143 ◽  
Author(s):  
Ming Tian Wang ◽  
Chang Ping Pan ◽  
Wei Peng Gai ◽  
Xiao Xia Lv ◽  
Min Gang Zhai ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Ionic Liquid ◽  
Acetic Acid ◽  
Catalytic Activity ◽  
Lamellar Structure ◽  
X Ray Diffraction ◽  
X Ray ◽  
Acidic Ionic Liquid ◽  
Acidic Ionic Liquids ◽  
Good Catalytic Activity

A series of novel acidic ionic liquid: 1-ethyl-2-alkyl-benzimidazolium tetra-fluoroborate (alkyl= Et, Pr-n, Bu-n) were prepared by simple acid-based neutralization of 1-ethyl-2-alkyl-benzimidazole and tetrafluoroboric acid. The compounds were characterized by FTIR spectra, elemental analysis,1HNMR spectra and thermogravimetric analysis. These novel tetra-fluoroborate salts show good catalytic activity to esterification of benzyl alcohol and acetic acid. Furthermore, a crystal of ([H-ebBiBF4) was prepared with the crystal structure and determined by X-ray diffraction analysis. The molecular is of lamellar structure as mainly π electron ring is stacked interleaving between two layers. The results of cation and anion arranged orderly in pair indicate that the coulombic attraction is more dominant. Simultaneously, the weak local hydrogen bonds C-H···F exist in the molecules.

Synthesis of 1,8-dioxo-octahydro-xanthene and tetrahydrobenzo[b]pyran derivatives promoted by two bis-imidazolium-based ionic liquids

2021 ◽  
Vol 08 ◽  
Author(s):  
Maryam Shirzad ◽  
Mitra Nasiri ◽  
Nader Daneshvar ◽  
Farhad Shirini ◽  
Hassan Tajik
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Knoevenagel Condensation ◽  
Reaction Rates ◽  
Xanthene Derivatives ◽  
Acidic Ionic Liquids ◽  
Dicationic Ionic Liquids ◽  
Acidic Nature ◽  
Work Up ◽  
Reaction Media

Aim and objective: In this work, we have prepared two bis-dicationic ionic liquids with the same cationic core (Bis-imidazole) and different counter-anions using sulfuric acid and perchloric acids. After that, the efficiency and ability of these compounds as catalysts were investigated and compared in the promotion of Knoevenagel condensation and synthesis of benzo[b]pyran derivatives to see the effect of the anionic counter-part in the reaction. Material and method: In a 25 mL round-bottomed flask, a mixture of aldehyde (1.0 mmol), 1,3-cyclodicarbonyl (2.0 mmol) and the desired amount of the mentioned acidic ionic liquids was heated at 90°C in the absence of solvent (Reaction A) or In a 25 mL round-bottomed flask, a mixture of aldehyde (1.0 mmol), 1,3-cyclodicarbonyl (1.0 mmol), malononitrile, (1.1 mmol) and optimized amounts of the ionic liquid in water (3.0 mL) was heated at 80°C (Reaction B) for the appropriated time. After the completion of the reactions which were monitored by TLC (n-hexane: EtOAc; 3:1), 10 mL of water was added and the mixture was stirred for 2 minutes. Then, the products were separated by filtration and were washed several times with water. After drying, the pure products were obtained while there was no need to further. Results: Comparison of the obtained results from both of the ionic liquids revealed that [H2-Bisim][HSO4]2 because of its more acidic structure had a more catalytic activity for the preparation of 1,8-dioxo-octahydro-xanthene derivatives but [H2-Bisim][ClO4]2 was relatively more efficient for the synthesis of tetrahydrobenzo[b]pyran derivatives since the stronger acidic nature of [H2-Bisim][HSO4]2 may prevent the simple activation of malononitrile in the reaction media. Conclusion: In this study, we have introduced efficient methods for the synthesis of 1,8-dioxo-octahydro-xanthene and tetrahydrobenzo[b]pyran derivatives in the presence of catalytic amounts of [H2-Bisim][ClO4]2 and [H2-Bisim][HSO4]2 These methods have several advantages such as ease of preparation and handling of the catalysts, high reaction rates, excellent yields, eco-friendly procedures and simple work-up.

Synthesis of novel Brønsted–Lewis acidic ionic liquid catalysts and their catalytic activities in acetalization

2015 ◽  
Vol 29 ◽  
pp. 185-193 ◽  
Author(s):  
Yan Wei ◽  
Chen Keke ◽  
Zhang Xiaofang ◽  
Kuang Yingying ◽  
Tang Xiujuan ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Catalytic Activities ◽  
Acidic Ionic Liquid ◽  
Lewis Acidic Ionic Liquid

scholarly journals Highly Efficient Biphasic System for the Synthesis of Alkyl Lactates in the Presence of Acidic Ionic Liquids

Catalysts ◽  
2019 ◽  
Vol 10 (1) ◽  
pp. 37 ◽  
Author(s):  
Urszula Dorosz ◽  
Natalia Barteczko ◽  
Piotr Latos ◽  
Karol Erfurt ◽  
Ewa Pankalla ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Lactic Acid ◽  
Sulphuric Acid ◽  
Catalytic Amount ◽  
Biphasic System ◽  
Protic Ionic Liquids ◽  
Nitrogen Base ◽  
Molar Excess ◽  
Acidic Ionic Liquids

Alkyl lactates are produced from lactic acid via esterification, and are used in the production of plastics, paints, solvents and detergents. In the pursuit of an inexpensive, industry-suitable catalyst for this reaction, the application of protic ionic liquids based on nitrogen base and sulphuric acid is proposed. The ionic liquid was synthesised via a simple reaction of triethylamine and a threefold molar excess of sulphuric acid. Water was added to remove the heat of the reaction. Next, the reaction conditions for the model esterification of 2-ethylhexanol with lactic acid without additional solvent were optimised. Exceptionally mild conditions, i.e., a twofold molar excess of alcohol to lactic acid with the addition of an ionic liquid in a catalytic amount (15 mol%) at 60 °C, resulted in high yields of ethyl and 2-ethylhexyl lactates (96–97%). The driving force of this reaction is the production of a biphasic system with immiscible ester during the reaction. This phenomenon makes it possible to overcome the reaction equilibrium. Using an inexpensive ionic liquid, which could be recycled up to five times without diminution in conversion or selectivity, leads to both a greener and a more economically-viable process.

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