827320-59-2Relevant articles and documents
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
Huang, Liyan,Li, Jun,Liu, Zhengping,Tan, Hongwei,Wei, Chenyang
, p. 35381 - 35388 (2020)
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.
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
Martini, María B.,Fernández, José L.,Adam, Claudia G.
, p. 2731 - 2741 (2021/02/12)
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
Bhongale, Priyanka V.,Joshi, Sunil S.,Mali, Nilesh A.
, p. 4461 - 4471 (2020/07/13)
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.