827320-59-2

Upstream product

• 616-47-7 1-methyl-1H-imidazole 
• 1633-83-6 1,4-butane sultone 
• 179863-07-1 4-(3-methylimidazolium)butanesulfonate 
• 7664-93-9 sulfuric acid 
• 5732-44-5 1,3,2-dioxathiepane 2,2-dioxide 

Downstream Products

• 1333169-86-0 1-[(4-chlorosulfonyl)butyl]-3-methylimidazolium chlorosulfate 

Relevant academic research and scientific papers

A non-metal route to realize the bio-based polyester of poly(hexylene succinate): preparation conditions, side-reactions and mechanism in sulfonic acid-functionalized Br?nsted acidic ionic liquids

A biodegradable linear bio-based polyester of poly(hexylene succinate) was effectively prepared in non-metal sulfonic acid-functionalized Br?nsted acidic ionic liquids (SFBAILs) as both the catalyst and the polymerization medium, and the processes of polycondensation and post-polycondensation in SFBAILs were also investigated. In addition, the side reactions which were detrimental to the growth ofMwof poly(hexylene succinate) were evaluated and the synthesis mechanism of poly(hexylene succinate) catalyzed by SFBAILs was discussed with the help of DFT calculations. The result shows that both the imidazole ring and the sulfonic group on cations of SFBAILs play an important role in the catalytic process.

Efficient process for the conversion of xylose to furfural with acidic ionic liquid

An efficient and simple process for the dehydration of xylose into furfural was studied, which was catalyzed by 1-(4-sulfonic acid)butyl-3- methylimidazolium hydrogen sulfate (IL-1) under mild conditions. A xylose conversion of 95.3% with a furfural yield of 91.45% was achieved in a 25 min reaction time at 150 °C; the xylose conversion and furfural yield greatly depended on the operation conditions, such as reaction time and temperature. IL-1 could be recycled and exhibited constant activity for five successive trials. This system was an important improvement, relative to the reactions using mineral acids at high temperatures, for further development on a pilot scale.

Insights on the catalytic behaviour of sulfonic acid-functionalized ionic liquids (ILs) in transesterification reactions - voltammetric characterization of sulfonic task-specific ILs with bisulfate anions

This work shows for the first time the link between the amount of free sulfuric acid (as detected by cyclic voltammetry) and the activity of sulfonic-acid-functionalized ionic liquids (ILs) as acid catalysts for a transesterification reaction, and demonstrates that sulfonic acid groups, while are not directly involved in the catalysis, release the free acid during the reaction. Two imidazolic ILs with bisulfate as the counterion and their corresponding task-specific ILs (TSILs) that resulted from the addition of a sulfonic acid group inside the imidazolic-base structure were studied. The outstanding catalytic activity at room temperature of the TSILs 1-(4-sulfonic acid)-butyl-3-methylimidazolium bisulfate ([bsmim]HSO4) and 1-(4-sulfonic acid)-butyl-imidazolium bisulfate ([bsHim]HSO4) for the transesterification ofp-nitrophenyl acetate with methanol was associated to the significant amounts of free sulfuric acid in equilibria with the ionic pairs. It was concluded that these TSILs function as reservoirs for releasing the free acid, which is the actual acid catalyst. In contrast, the corresponding non-sulfonic ILs supply very little amounts of free acid and consequently present low catalytic activities at room temperature, which in fact can be improved by increasing the reaction temperature up to 100 °C.

Selective monoalkylation of hydroquinone in the presence of SO3H-functionalized ionic liquids as catalysts

A process aiming at O-alkylation of hydroquinone (HQ), where ionic liquids (ILs) act as catalyst is objectively described. Five SO3H-functionalized ILs having different cations were prepared and characterized by NMR and FTIR techniques. The acidity and thermal stability of ILs were determined by Hammett function and thermogravimetric analysis (TGA), respectively. The catalytic activity of these ILs were tested for O-alkylation of HQ with methanol in 4-methoxyphenol (4MP) in the presence of small amount of benzoquinone (BQ). The effect of reaction parameters such as temperature, time, catalyst loading and substrate concentration on the conversion of HQ and product distribution was examined and optimized to maximize the yield of 4MP using 1,3-disulfonic acid imidazolium hydrogen sulfate (IL2) catalyst. Maximum yield of desired product 4MP 93.79percent was obtained at 338?K temperature, 5.45 × 10–2?mol HQ, 8.33 × 10–3?mol BQ, and 10.37?molpercent catalyst loading in 120?min reaction time. Single-product formation was observed up to 338?K temperature but higher temperature (above 338?K) and longer reaction time resulted in the formation of 2,4-dimethoxyphenol (24DMP) as a by-product. Catalyst recyclability was also established up to the fifth run which showed no declination in its activity.

Application of acidic ionic liquid in high-selectivity synthesis of n-borneol (by machine translation)

The invention discloses an application of acidic ionic liquid in high-selectivity synthesis of n-borneol, which takes toluene as a solvent and N - methylimidazole, 1,4 - butenolide synthesis intermediate and reacts with ethyl ether to react with concentrated sulfuric acid to prepare the acidic ionic liquid catalyst 1 - sulfobutyl -3 - methylimidazolium bisulfate [HSO]. 3 (CH)2 )4 - Mimim] [HSO4 The method changes the current situation that the selectivity of borneol is improved by introducing chloroacetic acid or the like as a co-catalyst, and ionic liquid is used as a catalyst to improve the selectivity of the borneol. (by machine translation)

Mechanistic studies on counter-ionic effects of camphorsulfonate-based ionic liquids on kinetics, thermodynamics and stereoselectivity of β-amino carbonyl compounds

Catalysis is important in various applications of organic chemistry and its output product control for stereoselective compounds is outrageous. Establishment of experimental facts of stereoselective compounds from catalysis and their validation using theoretical evidences is the key to understand various mechanisms of optically active compounds. A family of new ionic liquids (ILs) with various imidazolium cations and camphorsulfonate anion as environmentally benign liquid salts have been synthesized and deployed for catalysis of β-amino carbonyl compounds. The products were formed using ILs as a homogeneous catalyst with excellent product yield and diastereoselectivity. The effect of counter ions, Hammett acidity and viscosity of ILs along with solvent and temperature are explored in terms of reaction kinetics and product yields. Density functional theory (DFT) was used to investigate thermodynamical study of mechanistic pathway of the reaction. The DFT calculations predicted that the catalysis mechanism involved both counterions of the IL. Moreover, it is evidenced that the syn-pathway required lower activation energy while anti-pathway led to thermodynamically stable product. This study explores new avenues for using ILs as potential homogeneous catalysts for the production of stereoselective species.

Refining method for removing trace aldehyde group in 1,3-propylene glycol

The invention relates to a method for removing residual trace aldehyde group-containing impurities in 1,3-propylene glycol (1,3-PDO). The method comprises: dehydrating and concentrating a 3-hydroxypropionaldehyde hydrogenation reaction product to obtain a 1,3-PDO solution containing trace aldehyde impurities, adding a sulfonic acid ionic liquid into the solution, carrying out aldehyde removal treatment at a certain temperature, carrying out reduced pressure rectification on the aldehyde-removed 1,3-PDO solution, and condensing the distillate to obtain the high-purity 1,3-PDO product. Accordingto invention, 1,3-PDO is produced by the acrolein hydration route; by using the method, the content of the residual aldehyde impurities can be reduced to less than 10 ppm, the product with a purity of higher than 99.7% is obtained, and the requirements of low-chrominance polyester PTT synthesis on the quality of raw materials are met; and the treatment method is simple to operate, and efficient,and the acidic ionic liquid can be recycled.

Olefin oligomerization via new and efficient Br?nsted acidic ionic liquid catalyst systems

Olefin oligomerization reaction catalyzed by new catalyst systems (a Br?nsted-acidic ionic liquid as the main catalyst and tricaprylylmethylammonium chloride as the co-catalyst) has been investigated. The synthesized Br?nsted acidic ionic liquids were characterized by Fourier transform infrared spectroscopy (FT-IR), ultraviolet-visible spectroscopy (UV), 1H nuclear magnetic resonance (NMR), and 13C NMR to analyze their structures and acidities. The influence of different ionic liquids, ionic liquid loading, different co-catalysts, catalyst ratios (mole ratio of ionic liquid to co-catalyst), reaction time, pressure, temperature, solvent, source of reactants, and the recycling of catalyst systems was studied. Among the synthesized ionic liquids, 1-(4-sulfonic acid)butyl-3-hexylimidazolium hydrogen sulfate ([HIMBs]HSO4) exhibited the best catalytic activity under the tested reaction conditions. The conversion of isobutene and selectivity of trimers were 83.21% and 35.80%, respectively, at the optimum reaction conditions. Furthermore, the catalyst system can be easily separated and reused; a feasible reaction mechanism is proposed on the basis of the distribution of experimental products.

Anionic SO3H-functionalized ionic liquid: An efficient and recyclable catalyst for the Pechmann reaction of phenols with ethyl acetoacetate

This paper has reported an anionic SO3H-functionalized ionic liquid N-methylimidazolium sulfomethylsulfonate ([Hmim][HO3SCH2SO3]) for the synthesis of coumarins by Pechmann reaction. The [Hmim][HO3SCH2SO3] is easier to prepare by one-step neutralization reaction of N-methylimidazole with methanedisulfonic acid and show high catalytic performance for Pechmann reaction. Besides, the catalyst can simply be separated from the reaction mixture and recycled ten times without noticeable loss of activity.

Preparation method of terpenyl plasticizer

The invention provides a preparation method of a terpenyl plasticizer. The preparation method comprises the following steps: by taking 4-(4-methyl-3-pentenyl)-4-cyclohexene-1,2-anhydride and isooctanol as raw materials, adding a catalyst and a water-carrying agent, and performing an esterification reaction for a certain period of time at a certain temperature; after the reaction, reclaiming the water-carrying agent cyclohexane and isooctanol through reduced pressure distillation; and separating out the catalyst to obtain the terpenyl plasticizer. The molar ratio of 4-(4-methyl-3-pentenyl)-4-cyclohexene-1,2-anhydride to isooctanol is (1:3.0)-(1:4.0). The prepared terpenyl plasticizer has the advantages of excellent performance and environmental friendliness.