One-pot Synthesis of Lewis Acidic Ionic Liquids for Friedel-Crafts Alkylation

Lewis acidic ionic liquids have been receiving extensive interest as green substitute for H2SO4, HF and AlCl3 catalysts in chemical processes1. In view of the principles of green chemistry2, ionic liquids themselves are highly expected to be obtained via …     

Synthesis of Multiester-appended and Multicarboxylic-appended Imidazolium Ionic Liquids

Currently ionic liquids (ILs) are attracting considerable interest as eco-friendly solventsfor the replacement of volatile organic solvents in organic synthesis and catalysis1.Low-melting ILs based on imidazolium cations have dominated this area over the …     

Metal Sulfide Nanoparticle Synthesis with Ionic Liquids – State of the Art and Future Perspectives

Metal sulfides are among the most promising materials for a wide variety of technologically relevant applications ranging from energy to environment and beyond. Incidentally, ionic liquids (ILs) have been among the top research subjects for the same applications and also for inorganic materials synthesis. As a result, the exploitation of the peculiar properties of ILs for metal sulfide synthesis could provide attractive new avenues for the generation of new, highly specific metal sulfides for numerous applications. This article therefore describes current developments in metal sulfide nanoparticle synthesis as exemplified by a number of highlight examples. Moreover, the article demonstrates how ILs have been used in metal sulfide synthesis and discusses the benefits of using ILs over more traditional approaches. Finally, the article demonstrates some technological challenges and how ILs could be used to further advance the production and specific property engineering of metal sulfide nanomaterials, again based on a number of selected examples.     

Synthesis and Characterization of Dual Acidic Ionic Liquids

Novel ionic liquids with dual acidity, of which the cation contains Brφnsted acidity and anions contain Lewis acidity were synthesized. These ionic liquids obtained were identified by NMR, FF-IR, SDT and FAB-MS. Their acidities were determined by pyridine probe on IR spectrography.     

Preparation and Characterization of New Type Ionic Liquids

A new type of ionic liquids containing cation of diacetone acrylamide [or N-(1,1-bismethyl-3-oxo-butyl)acrylamide]and anions such as CH3COO^-(Ac),CF3COO^-(TF),BF4^-(BF),PF6^-(PF),HSO4^-(SO) and Cl^-(Cl) were prepared by normal neutralization.The obtained ionic liquids were identified by FT-IR and ^1H NMR spectroscopy.However,their properties such as meliting point,conductivity,viscosity etc,were determined.     

Halide-Free Synthesis of New Difluoro(oxalato)borate [DFOB]−-Based Ionic Liquids and Organic Ionic Plastic Crystals

The implementation of next-generation batteries requires the development of safe, compatible electrolytes that are stable and do not cause safety problems. The difluoro(oxalato)borate ([DFOB]⁻) anion has been used as an electrolyte additive to aid with stability, but such an approach has most commonly been carried out using flammable solvent electrolytes. As an alternative approach, utilisation of the [DFOB]⁻ anion to make ionic liquids (ILs) or Organic Ionic Plastic Crystals (OIPCs) allows the advantageous properties of ILs or OIPCs, such as higher thermal stability and non-volatility, combined with the benefits of the [DFOB]⁻ anion. Here, we report the synthesis of new [DFOB]⁻-based ILs paired with triethylmethylphosphonium [P₁₂₂₂]⁺, and diethylisobutylmethylphosphonium [P_122i4]⁺. We also report the first OIPCs containing the [DFOB]⁻ anion, formed by combination with the 1-ethyl-1-methylpyrrolidinium [C₂mpyr]⁺ cation, and the triethylmethylammonium [N₁₂₂₂]⁺ cation. The traditional synthetic route using halide starting materials has been successfully replaced by a halide-free tosylate-based synthetic route that is advantageous for a purer, halide free product. The synthesised [DFOB]⁻-based salts exhibit good thermal stability, while the ILs display relatively high ionic conductivity. Thus, the new [DFOB]⁻-based electrolytes show promise for further investigation as battery electrolytes both in liquid and solid-state form.     

Guanidinium Iodides-based Ionic Liquids： Synthesis and Application for Dye-sensitized Solar Cells（DSSCs）

A series of guanidinium ionic liquids(GILs) was designed, synthesized, and used as electrolytes for dye-sensitized solar celIs(DSSCs). The effect of electrolytes containing GILs on the photovoltaic performance of DSSCs was investigated. It is demonstrated that these GILs are promising for being used as electrolytes for DSSCs and a conversion efficiency of 4.1% can be obtained under AM 1.5 sun light irradiation.     

Brønsted Acidic Ionic Liquids as Efficient Catalysts for the Synthesis of Amidoalkyl Naphthols

A simple, clean, and environmentally benign three-component process for the synthesis of amidoalkyl naphthols using Brønsted acidic ionic liquids as efficient catalysts in solution and under solvent-free conditions is described.     

Synthesis of Novel Chiral Ionic Liquids Based on (−)-Menthyl Isonicotinate

Abstract

Thirteen novel chiral ionic liquids (CILs) containing the (?)-menthyl group can be easily prepared from isonicotinic acid with yields of 35–90%. The properties and characterization of these compounds were discussed and the alternation of optical rotation was analyzed.     

Synthesis of Metal‐Free Phthalocyanines in Functionalized Ammonium Ionic Liquids

A convenient, fast, efficient, and ecofriendly synthesis of metal‐free phthalocyanines from various substituted phthalonitriles in different hydroxyalkylammonium ionic liquids in the presence of 1,8‐diazabicyclo‐[5,4,0]‐undec‐7‐ene (DBU) is reported in moderate yields. The effect of concentration of DBU and temperature on the synthesis of phthalocyanine in N‐(2‐hydroxyethyl)‐N,N‐dimethylbutylammonium bromide ionic liquid has been examined, and the ionic liquid has been recovered and reused conveniently.     

Brønsted Acidic Ionic Liquids: New,Efficient, and Green Promoter System for the Synthesis of 4(3H)-Quinazolinones

A simple, inexpensive, and efficient new synthesis of 4(3H)-quinazolinones from the reaction of 2-aminobenzamide with aroyl chlorides in the presence of two new halogen-free Brønsted acidic ionic liquids, 3-methyl-1-(4-sulfonic acid)butylimidazolium hydrogen sulfate [(CH₂)₄SO₃HMIM][HSO₄] and 1-(4-sulfonic acid) butylpyridinium hydrogen sulfate [(CH₂)₄SO₃HPY][HSO₄], green and reusable catalysts, with excellent product yields under solvent-free conditions is reported. The products could be separated simply from the catalyst, and the catalyst could be recycled without noticeably decreasing the catalytic activity.     

Efficient Ligand-Free,Palladium-Catalyzed Amidocarbonylation in Ionic Liquids: Facile Synthesis of N-Acyl-α-arylglycines

A ligand-free, palladium-catalyzed amidocarbonylation reaction of aromatic aldehyde, acetamide, and CO in ionic liquids [C₄mim]PF₆, [C₆mim]PF₆, [C₈mim]PF₆, and [C₆mim]BF₄ as solvents is developed. The yields decreased in the order [C₆mim]PF₆ > [C₈mim]PF₆ > [C₄mim]PF₆ > [C₆mim]BF₄, and substrate concentration affected the catalytic activity of amidocarbonylation. The excellent yield with up to 98% in amidocarbonylation of benzaldehyde was obtained using 15 mol% LiBr · H₂O and 6 mol% H₂SO₄ at 80 °C. This reaction could proceed smoothly, resulting in several functionalized ortho-, meta-, and para-substituted N-acyl-α-phenylglycines in moderate to good yields, and o-tolualdehyde and m-tolualdehyde as substrates were amidocarbonylated for the first time in [C₆mim]PF₆. A significant dependence of product yield on both substituent position and electronic effect of aromatic aldehyde was observed. The ligand-free synthetic method and convenient separation of the products highlighted the versatility of this newly developed methodology.     

Organic Reactions in Ionic Liquids： Ionic Liquid-promoted Efficient Synthesis of Disubstituted and Trisubstituted Thioureas Derivatives

In ionic liquid [Bmim][BF4], a series of disubstituted and trisubstituted thiourea derivatives were synthesized from phenyl and butyl isothiocyanate with a variety of amine in excellent yield.     

Do We Understand the Recyclability of Ionic Liquids?

Recycling of “green” solvents : Recycling of ionic liquids with high efficiency is of key importance on going from the laboratory‐scale to large‐scale industrial application of these solvents.

     

Synthesis and Characterization of the First Pyrrolidine‐Based Chiral Ionic Liquids

The first example of pyrrolidine‐based room‐temperature chiral ionic liquids using 2‐aminobutanol as chiral auxiliary is described.     

BrФnsted Acidic Ionic Liquids as Efficient Catalysts and Mediums for the Synthesis of Half-esters: Structure-catalytic Selectivity Relationship

BrФnsted acidic ionic liquids based on imidazolium cation were employed as efficient catalysts and mediums for the ring opening of phthalic anhydride to synthesize half-esters. Good yields, short reaction time and mild reaction condition were achieved. Lower acidity of ionic liquid resulted in higher catalytic selectivity in the synthesis of half-esters. The minimum-energy geometries of sulfonic acid-functionalized ionic liquids based on imidazolium cation revealed that their acidities and catalytic selectivity in the synthesis of half-esters were related to their structures.     

One-Pot,Three-Component Synthesis of α-Aminophosphonates Catalyzed by Acyclic Acidic Ionic Liquids

Some acyclic acidic ionic liquids were prepared and used as the catalysts for the one-pot, three-component synthesis of α-aminophosphonates from aldehydes, amines, and trimethylphosphite at room temperature in water. The products could simply be separated from the system of catalyst/water, and the catalysts could be reused at least six times without noticeably decreasing the catalytic activity.