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SO3H功能化
INDUSTRIAL CROPS AND PRODUCTS · 2022 · IF 6.449

Continuous production of levoglucosenone from levoglucosan over SO3H functionalized resin

Guangchuan Tang,Xin Huang,Anbang Xu,Zhongqing Yang,Changlei Qin,Jingyu Ran

Pyrolysis of cellulose produces substantial anhydrosugars, particularly levoglucosan (LGA), as the main product. In this study, liquid-phase continuous conversion of LGA was carried out over SO 3 H functionalized resin for the production of levogluosenone (LGO), which is a bio-renewable platform for fine and commodity chemicals. Factors including solvent, reaction temperature, catalyst dosage, initial LGA concentration and total flow rate were investigated on the influence of LGO yield, which was obtained with the highest yield of 38.4 % at 94.8 % LGA conversion at the optimized conditions. In addition, a stable catalytic performance without losing LGO yield was observed for 10 h long test. The use of glucose as substrate led to a decrease of LGO yield to 33.5 %, nevertheless, the use of bio-oil, derived from cellulose pyrolysis, as the substrate promoted LGO yield to 55.4 % due to the presence of other anhydrosugars. Density functional density calculations revealed that the free energy barrier was significantly decreased to 168 kJ/mol with the SO 3 H functionalized resin compared to that of 258 kJ/mol without catalyst.

研究领域: 生物化学 · 可再生资源与环境工程
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Green Energy & Environment · 2020 · IF 6.395

Novel multi–SO3H functionalized ionic liquids as highly efficient catalyst for synthesis of biodiesel

Meichen Li,Jie Chen,Ling Li,Changshen Ye,Xiaocheng Lin,Ting Qiu

Biodiesel is an attractive alternative to fossil fuels due to the energy and environmental concerns. In this paper, seven different multi –SO 3 H functionalized ILs based on the low-cost less-substituted amines, which contained massive sites for functionalization of sulfonic acid groups and further treatment of sulfonate-based anions, were prepared as catalysts with high acidity and desirable catalytic activity for the synthesis of biodiesel from the esterification of oleic acid with methanol. The physicochemical properties of these acidic ILs were characterized by a variety of analytical techniques such as FT-IR, EA, TGA, and the Brønsted acidity was well determined by UV–vis. Among the ILs prepared, [EDA-PS][P-TSA] showed the highest catalytic activity for esterification due to its high acidity and appropriate miscibility with reactants, with an ultrahigh 97.58% conversion of oleic acid under the optimum conditions (i.e. reaction time, 1.8 h; catalyst amount, 3 wt%; alcohol/acid molar ratio, 13:1, temperature 70 °C) acquired from the Box–Behnken response surface methodology. With the novel strategy of multi –SO 3 H modification on ILs, our catalyst had an approaching or even superior oleic acid conversion rate compared to other reported catalysts with considerably lower catalyst dosage and shorter reaction time. More importantly, it also exhibited high generality for converting various FFA feedstocks into biodiesel with considerable conversion within 93.59–94.33% under a rather lower catalyst dosage, which showed the valuable potential for converting low-cost oils into biodiesel from an economic and environmental perspective.

研究领域: 化学工程 · 可再生能源
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JOURNAL OF NANOPARTICLE RESEARCH · 2023 ·Vol. 25 ·期 7 ·1-15 · IF 2.5

Synthesis and characterization of SO3H-functionalized silica solid acid catalyst and application for the production of diosgenin

Fan Mingxuan,Tang Lingqian,Wang Yihan,Feng Lu,Zhou Hong

In this work, thiol-functionalized silica SiO 2 -Pr-SH (Pr = −(CH 2 ) 3 ) was synthesized by self-hydrolysis of 3-mercaptopropyltrimethoxysilane (MPTMS) with the average particle sizes up to 1.9 μm. Then sulfonic acid-functionalized SiO 2 -PrSPr-SO 3 H was prepared by the 1,3-Propanesultone grafted onto SiO 2 -Pr-SH and used as solid acid catalysts for alcoholysis of total saponins in Dioscorea zingiberensis C. H. Wright (DZW) to the production of diosgenin. The as-prepared solid acid was fully characterized with FT-IR, Raman, TGA, BET, FESEM, EDS, elemental mapping, XPS, and XRD, respectively. The solid acid quantity, solvent dosage, extraction temperature, and time were studied by single-factor experiments. The maximum yield of diosgenin was calculated to be 16.73% relative to 0.1 g total saponins, which was higher than the sulfuric acid hydrolysis method. Importantly, it is an efficient alcoholysis approach for the production of diosgenin from total saponins and the prepared solid acid can be recycled in the reaction medium. The possible alcoholysis products and reaction mechanism were proposed on the basis of LC-MS results. This work not only provides a new solid acid for the production of diosgenin from DZW but also gives a beneficial synthetic reference for the preparation of high-activity SO 3 H-functionalized catalysts based on the organosilane. Graphical abstract SO 3 H-functionalized silica as an efficient solid acid catalyst for the production of diosgenin from Dioscorea zingiberensis C. H. Wright

CAS / MDL: 512-04-9
研究领域: 化学工程 · 植物化学 · 药物合成
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RSC Advances · 2013 ·Vol. 4 ·期 1 ·1-7 · IF 2.562

SO3H-functionalized Brønsted acidic ionic liquids as efficient catalysts for the synthesis of isoamyl salicylate

Duan-Jian Tao,Jing Wu,Zhen-Zhen Wang,Zhang-Hui Lu,Zhen Yang,Xiang-Shu Chen

Six Brønsted acidic ionic liquids (BAILs) composed of [HSO4] were prepared, characterized, and used as catalysts of low dosage in the synthesis of isoamyl salicylate. The effects of various parameters such as the kind of BAILs, temperature, catalyst loading, and molar ratio of the reactants on the conversion of salicylic acid were also examined in detail. The results suggested that the catalytic performances of BAILs were of close relevance to their Hammett acidities. The SO3H-functionalized BAILs 1-(4-sulfonic acid) butyl-3-methylimidazolium hydrogen sulfate ([BSmim][HSO4]) and N-(4-sulfonic acid) butyl triethylammonium hydrogen sulfate ([BSEt3N][HSO4]) of strong acidities exhibited excellently catalytic activities and selectivities in the esterification of salicylic acid with isoamyl alcohol. The fully optimized geometries of [BSmim][HSO4] and [BSEt3N][HSO4] further manifest that their strong acidities are derived from the strong interactions between the anion with the sulfonic acid group. In addition, it was found that [BSmim][HSO4] could be also recovered easily and used repetitively at least six times without obvious decline in activity and quantity.

CAS / MDL: 1633-83-6 616-47-7
研究领域: 化学 · 催化材料科学
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COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS · 2022 · IF 5.518

Embedding of SO3H-functionalized ionic liquids in mesoporous MIL-101(Cr) through polyoxometalate bridging: A robust heterogeneous catalyst for biodiesel production

Chong Chen,Fengqing Wang,Qiuhao Li,Yunlong Wang,Jun Ma

A robust heterogeneous catalyst SIL-PW/MIL-101(Cr) for biodiesel production was fabricated via a bottom-up strategy using phosphotungstic acid (HPW) as a bridge to integrate SO 3 H-functionalized ionic liquid (SIL) with MIL-101(Cr). The characterization results indicated that HPW was well dispersed in the cavities of MIL-101(Cr). The subsequently introduced ionic liquid reacted with HPW to form heteropolyanion-based ionic liquid, which could be embedded in the mesoporous cages. These newly-developed SIL-PW/MIL-101(Cr) exhibited considerable catalytic activity, with 94.3 % conversion of oleic acid . The comparison experiments manifested the enhanced catalytic performance was attributed to the Brønsted acid sites originating from -SO 3 H groups together with the Lewis acid sites. Moreover, the mesoporous structure of MIL-101(Cr) remained intact during immobilization process, which was beneficial for diffusion of large-sized reactants. Due to the bridging function of HPW, no obvious leaching of active component during recycling was observed and the conversion maintained 91.8 % after reused for five times, displaying satisfactory reusability. This study could open new avenues for designing heterogeneous catalysts with multiple active sites through bridging strategy.

研究领域: 催化化学 · 材料科学 · 能源化学
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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH · 2018 · IF 3.141

Efficient Hydrolysis of Cyclohexyl Acetate to Cyclohexanol Catalyzed by Dual-SO3H-Functionalized Heteropolyacid-Based Solid Acids

Yong Liu,Weihua Liu,Lin Wang,Miaojun Su,Fujian Liu

We report here novel dual-SO3H-functionalized heteropolyacid-based solid acids (HPA-ILs) with different Keggin heteropolyacid anions and investigate their catalytic applications in hydrolysis of cyclohexyl acetate to cyclohexanol. Compared with a variety of the traditional acidic catalysts, [Bis-Bs-BDMAEE]HPMo12O40 displayed the higher catalytic acidities and good repeated utilization. The effects of various parameters including reaction temperatures, catalysts dosage, initial reactants volume ratio, and reaction time on the hydrolysis of cyclohexyl acetate were studied in detail. The optimal condition was obtained, and the cyclohexyl acetate conversion reached up to 90.56% with 94.86% selectivity for cyclohexanol. More interestingly, the reusability of [Bis-Bs-BDMAEE]HPMo12O40 was good because it was reused five times without a significant loss in catalytic activity.

CAS / MDL: 1633-83-6 616-47-7
研究领域: 催化 · 化学工程 · 有机化学
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RSC Advances · 2024 ·Vol. 14 ·期 20 ·14456-14464 · IF 3.9

Fabrication of –SO3H-functionalized polyphosphazene-reinforced proton conductive matrix-mixed membranes

Jamal Afzal,Jiashun Zhang,Haijiang Wang

Proton exchange membranes (PEMs) have emerged as very promising membranes for automotive applications because of their notable proton conductivity at low temperatures. These membranes find extensive utilization in fuel cells. Several polymeric materials have been used, but their application is constrained by their expense and intricate synthetic processes. Affordable and efficient synthetic methods for polymeric materials are necessary for the widespread commercial use of PEM technology. The polymeric combination of hexachlorocyclotriphosphazene (HCCP) and 4,4-diamino-2,2-biphenyldisulfonic acid facilitated the synthesis of PP-(PhSO3H)2, a polyphosphazene with built-in –SO3H moieties. Characterization revealed that it was a porous organic polymer with high stability. PP-(PhSO3H)2 exhibited a proton conductivity of up to 8.24 × 10−2 S cm−1 (SD = ±0.031) at 353 K under 98% relative humidity (RH), which was more than two orders of magnitude higher than that of its –SO3H-free analogue, PP-(Ph)2 (2.32 × 10−4 S cm−1) (SD = ±0.019) under identical conditions. Therefore, for application in a PEM fuel cell, PP-(PhSO3H)2-based matrix-mixed membranes (PP-(PhSO3H)2-MMMs) were fabricated by mixing them with polyacrylonitrile (PAN) in various ratios. The proton conductivity could reach up to 6.11 × 10−2 S cm−1 (SD = ±0.0048) at 353 K and 98%RH, when the weight ratio of PP-(PhSO3H)2 : PAN was 3 : 1, the value of which was comparable with those of commercially available electrolytes used in PEM fuel cells. PP-(PhSO3H)2-MMM (3 : 1) had an extended lifetime of reusability. Using phosphazene and bisulfonated multiple-amine modules as precursors, we demonstrated that a porous organic polymer with a highly effective proton-conductive matrix-mixed membrane for PEM fuel cells could be produced readily by an intuitive polymeric reaction.

研究领域: 材料科学 · 化学工程 · 能源技术
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