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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2017 · IF 2.323

Solubility and Mixing Thermodynamics Properties of p-Toluenesulfonamide and o-Toluenesulfonamide in Seven Monosolvents at Different Temperatures

Yüfang Wu,Xiaolu Zhang,Yanchao Di,Yu Kang,Li Bai

The solubility of p-toluenesulfonamide and o-toluenesulfonamide in seven monosolvents of methanol, ethanol, n-propanol, isopropanol, n-butanol, acetonitrile, and ethyl acetate were measured by using the isothermal saturation method at temperatures ranging from 283.15 to 318.15 K under 101.3 kPa. The mole fraction solubility of p-toluenesulfonamide and o-toluenesulfonamide in those selected monosolvents increased with the increase in temperature. The maximum mole fraction solubility of o-toluenesulfonamide was observed in ethyl acetate (0.07748 at 318.15 K), followed by that in acetonitrile (0.07368 at 318.15K), methanol (0.05790 at 318.15 K), ethanol (0.04564 at 318.15 K), n-propanol (0.04271 at 318.15 K), isopropanol (0.04142 at 318.15 K), and n-butanol (0.03879 at 318.15 K). For p-toluenesulfonamide + solvents systems, the maximum mole fraction solubility was observed in acetonitrile (0.1588 at 318.15 K), followed by that in ethyl acetate (0.1329 at 318.15K), methanol (0.1043 at 318.15 K), ethanol (0.09142 at 318.15 K), n-propanol (0.06888 at 318.15 K), isopropanol (0.05092 at 318.15 K) and n-butanol (0.05645 at 318.15 K). The measured solubility data were correlated and calculated by using the modified Apelblat equation, Buchowski–Ksiazaczak λh equation, Wilson model, and NRTL model. The largest values of relative average deviations (RAD) and the root-mean-square deviations (RMSD) between the experimental and calculated solubility were 0.87 × 10–2 and 8.46 × 10–4, respectively. On the basis of the obtained solubility, the standard enthalpy of solution (ΔHsolo), the standard Gibbs energy (ΔGsolo) of solution, and the standard entropy of solution (ΔSsolo) of p-toluenesulfonamide and o-toluenesulfonamide dissolved in monosolvents were calculated. The results show that the dissolution of p-toluenesulfonamide and o-toluenesulfonamide in these monosolvents is a spontaneous process. The correlation and curve fitting results indicated good correlation of the experimental solubility data of p-toluenesulfonamide and o-toluenesulfonamide with the modified Apelblat model. Therefore, the experimental solubility and correlation equations established in this study can be useful in the crystallization, purification in laboratories, and related industries.

CAS / MDL: 70-55-3 88-19-7
研究领域: 化学工程 · 物理化学
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Journal of Environmental Chemical Engineering · 2023 · IF 7.7

A facile strategy to develop highly stable antifouling NF membranes with chlorine resistance based on polyamide-sulfonamide active layer

Guangcun Qian,Deliang Zhu,Jiangnan Li,Yu Li,Hongyan Tang

In practical applications, Nanofiltration (NF) membranes are confronted with inevitable challenges, including the terrible fouling and the deterioration by chlorine, which hinders the wider application. In this study, 2-aminophenol-4-sulfonamide (APSA) was incorporated to form the polyamide-sulfonamide active layer, thus highly stable antifouling NF membranes with chlorine resistance were fabricated. Fourier transform infrared (FTIR) and X-ray photoelectron spectroscopy (XPS) results showed APSA successfully grafted on the membrane surface. Scanning electron microscope (SEM) and atomic force microscope (AFM) images indicated a smooth membrane surface. Water contact angle of the PA-SA NF membranes declined to 19.7° compared with the PA NF membranes. Flux recovery rates (FRR) of bovine albumin (BSA), humic acid (HA), sodium alginate (SA) and oil/water emulsion were 96.4%, 96.8%, 96.0% and 94.6%, respectively. Besides, slight decline occurred to FRR value for BSA after three fouling cycles. No obvious decline of the rejection and water flux was observed on long-term stability. Notably, slight rejection rate decline and no obvious FRR value decline were observed after chlorination. Overall, the PA-SA NF membranes possessed highly stable antifouling property and chlorine resistance. It might be due to the fact that APSA including various hydrophilic groups grafted onto the active layer. N–H bonds of sulfonamide could act as a sacrificial unit against free chlorine. It is anticipated that this work could provide a facile strategy to develop NF membranes with highly stable antifouling property and chlorine resistance.

研究领域: 材料科学 · 环境工程
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MOLECULES · 2022 ·Vol. 27 ·期 5 ·1537 · IF 4.927

Discovery of Novel 3,4-Dihydro-2(1H)-Quinolinone Sulfonamide Derivatives as New Tubulin Polymerization Inhibitors with Anti-Cancer Activity

Juan Ma,Guo-Hua Gong

In this paper, a small series of novel quinoline sulfonamide derivatives was synthesized, and their structure of the target compounds were confirmed by 1H NMR and MS. The screening of the news target compounds’ in vitro cytotoxic activities against tumor cell lines by the MTT method was performed. Among them, compoundD13(N-(4-methoxybenzyl)-2-oxo-N-(3,4,5-trimethoxyphenyl)-1,2,3,4-tetrahydroquinoline-6-sulfonamide exhibited the strongest inhibitory effect on the proliferation of HeLa (IC50: 1.34 μM), and this value correlated well with the inhibitory activities of the compound against tubulin polymerization (IC50: 6.74 μM). In summary, a new type of quinoline-sulfonamide derivative with tubulin polymerization inhibitory activity was discovered, and it can be used as a lead compound for further modification.Keywords:synthesis;quinoline-sulfonamide;anti-tumor;tubulin polymerization

研究领域: 药物化学 · 肿瘤学
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CHEMICAL ENGINEERING JOURNAL · 2021 · IF 13.273

Highly permeable acid-resistant nanofiltration membrane based on a novel sulfonamide aqueous monomer for efficient acidic wastewater treatment

Yang Cao,Jianquan Luo,Chulong Chen,Yinhua Wan

Thin-film composite (TFC) membrane with high permeability and selectivity is appealing in the field of industrial wastewater treatment. However, polyamide (PA) TFC membranes, the premier choice for water treatment, undergo structure deterioration when continually exposed to acidic environment. Here, we apply surface activation assisted multi-step interfacial polymerization (IP) of 3-aminobenzenesulfonamide (ABSA) and trimesoyl chloride (TMC) to prepare a poly(amide-sulfonamide) (PASA) nanofiltration (NF) membrane with strong acid resistance. Thereinto, stable sulfonamide structure of ABSA effectively prevents the direct attack of acid to the PASA layer. Importantly, the nascent PASA layer acting as a hydrophilic interlayer can promote the subsequent IP reactions to form a less defective separation layer. When the surface activation (water soaking) is carried out during the multi-step IP process, the surface smoothness and hydrophilicity as well as the water permeability of the membrane are improved. Compared to the control, the resultant NF membrane exhibits ~200% increase in water permeability (12.4 Lm −2 h −1 bar −1 ) and >95.0% Na 2 SO 4 rejection. Benefiting from the strong steric exclusion, it also has high color removal when treating model acidic dye solutions (>99.3%) or real resin elution wastewater, showing great potential in the acid reuse for decolorization resin regeneration. Moreover, such membrane owns impressive long-term stability after exposure to strong acid (20 wt% of H 2 SO 4 for 30 days), and its hydrophilic surface contributes to excellent anti-fouling performance. This acid-resistant NF membrane with high permeability and stability provides a new perspective in acidic wastewater treatment.

研究领域: 环境科学 · 化学工程 · 材料科学
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2019 · IF 2.298

Solubility Determination, Modeling, and Thermodynamic Dissolution Properties of Benzenesulfonamide in 16 Neat Solvents from 273.15 to 324.45 K

Yajun Li,Kui Wu,Lei Liang

Benzenesulfonamide (BSA) is known as an important chemical material and intermediate in chemical industry. Information concerning solid–liquid equilibrium of BSA in different solvents is essential for the development of its separation and reaction process. In this work, the equilibrium solubility of BSA in 16 neat solvents, namely, methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, n-pentanol, isopentanol, acetone, ethyl acetate, acetonitrile, cyclohexanone, cyclopentanone, methyl acetate, ethyl formate, and dichloromethane was determined by a static gravimetric method within the temperature range of 273.15–324.45 K under atmospheric pressure. The solubility of BSA increases with the rising temperature in all selected solvents. The obtained solubility was mathematically represented by using the Apelblat model, λh equation, nonrandom two-liquid (NRTL) equation, and the Wilson equation in order to correlate the experimental data with the adjustable parameters. The dissolution properties of BSA, including Gibbs energy (ΔdisG), molar enthalpy (ΔdisH), and molar entropy (ΔdisS) were determined according to the Wilson model and the solubility data. Positive values of the dissolution enthalpy and entropy illustrated that the dissolution processes of BSA in these solvents are endothermic and entropy-driven.

CAS / MDL: 98-10-2
研究领域: 化学工程 · 物理化学
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Materials Research Express · 2022 ·Vol. 9 ·期 6 ·065307 · IF 2.025

Poly(lactic acid) toughen by aromatic sulfonamide toward balanced rheology processing and mechanical properties

Wenpeng Chu,Song Yan,Ziqing Cai,Shiwen Yang,Xinghui Hu,Xianze Yin

The inherent brittleness of poly(lactic acid) (PLA) usually limits its application in the high ductile requirements sector. To address the above issue, n-ethyl-p-toluenesulfonamide (N-PTSA) as the toughening agent, was utilized to optimize the rheological and mechanical performance of the PLA matrix. The microstructure, thermal stability, rheological behavior, and mechanical properties of PLA/N-PTSA were systematically investigated. A rheological test showed that N-PTSA can reduce the melt processing viscosity of PLA matrix and the decreasing of processing viscosity strongly depended on the N-PTSA content rather than shear rate. Mechanical properties results confirmed that the 14.7% N-PTSA can improve the toughness of PLA/N-PTSA without deteriorating the tensile strength and Yong's modulus. This reason was ascribed to the reduction of hydrogen bonds of PLA matrix caused by N-PTSA to accelerate the movement of PLA molecular chain meanwhile forming new hydrogen bond between PLA and N-PTSA. By adding N-PTSA, the thermal stability of PLA was decreased. With the synergistic effect of plasticizing and toughening N-PTSA, the rheology and mechanical properties of PLA had been effectively improved.

研究领域: 材料科学 · 高分子化学
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MATERIALS LETTERS · 2019 · IF 3.019

Facile preparation of high strength aerogel based on polysulfonamide

Sufeng Zhang,Nan Zhang,Liwei Qian,Ye Liu,Huijun Ren,Yongwei Li

A facile and rapid method was developed for preparing aerogel from polysulfonamide (PSA) via sol-gel process. Through hydrogen bond fracture and regeneration between PSA molecules in the solvents of dimethyl sulfoxide (DMSO) and tetra-n-butylammonium fluoride (TBAF), a three-dimensional network structure of PSA aerogel is formed. The obtained PSA aerogel shows high compression strength of 3.25 MPa, and also exhibits the density of 0.06 g/cm 3 and the porosity of 88%, respectively. Moreover, the water contact angle of the PSA aerogel surface is 95°, which suggests good water resistance and dimensional stability for application in oil and water separation, filtration and other fields.

CAS / MDL: 429-41-4
研究领域: 材料科学 · 化学工程
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2019 · IF 2.298

Solubility Measurement and Thermodynamic Modeling for o-Toluenesulfonamide in 16 Solvents from T = 273.15 to 323.85 K

Kui Wu,Yajun Li

The solid–liquid equilibrium data of o-toluenesulfonamide in 16 pure organic solvents, including methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, n-pentanol, isopentanol, acetone, ethyl acetate, acetonitrile, cyclohexanone, cyclopentanone, methyl acetate, ethyl formate, and dichloromethane, were measured by a static gravimetric method with the temperature ranging from 273.15 to 323.85 K under atmospheric pressure. The results showed that the solubility of o-toluenesulfonamide increased with the increasing temperature in all the solvents studied. The experimental solubility data were correlated by the modified Apelblat equation, λh equation, nonrandom two-liquid (NRTL) equation, and Wilson equation. All the models could be well employed, and the NRTL model gave the best fitting results.

CAS / MDL: 71-36-3 108-94-1 88-19-7
研究领域: 化学工程 · 热力学
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SEPARATION AND PURIFICATION TECHNOLOGY · 2025 · IF 9

Highly permeable acid-stable poly (sulfonamide-urea) nanofiltration membrane for purifying phosphoric acid

Jiandong Wang,Yuxing Jiang,Zhuangzhuang Tian,Jun Li,Yang Jin,Jianjun Chen,Yubin Wang

The traditional wet-process phosphoric acid has higher economic benefits than the thermal-process phosphoric acid, but introduces many metal ion impurities, which limits the application of phosphoric acid. In highly concentrated phosphoric acid solutions, phosphoric acid mainly exists in molecular form. Due to the surface charge and appropriate pore size of the nanofiltration (NF) membrane, it exhibits high selectivity for phosphoric acid and its impurities. However, because of the uncontrolled diffusion of monomers and rapid polymerization, the pore size distribution becomes highly uneven. Meanwhile the extremely low pH and high viscosity of the phosphoric acid compromise the stability and permeance of commercial membranes. We identified that the organic monomer benzene-1,3-disulfonyl chloride (BDSC) exhibits a capping effect when reacting with the aqueous phase of branched polyethyleneimine (PEI) which allows the newly formed membrane to regulate the subsequent diffusion and reaction of hexamethylene diisocyanate (HDI), thereby optimizing the membrane structure. By adjusting the concentration of BDSC, the pore size of the membrane layer was optimized. The final average pore size was determined to be 0.33 nm. The membrane exhibited an average ion rejection of over 65 % when tested in a 20 wt% P 2 O 5 solution, while maintaining a very low rejection rate of only 1.74 % for phosphorus. The permeance reached 1.21 L/h m 2 bar, surpassing that of traditional commercial membrane operating at less than 1 L/h m 2 bar under 10 wt% P 2 O 5 conditions. This study employed the capping effect to adjust the membrane structure and pore size, demonstrating that spatial sieving is the main mechanism for ions purification in phosphoric acid. Long-term acid resistance tests confirmed the stability of   the poly (sulfonamide-urea) NF membrane during phosphoric acid purification process. This work shows that this new nanofiltration membrane exhibits promising prospects for application within acidic high-viscosity systems.

CAS / MDL: 9002-98-6
研究领域: 化学工程 · 材料科学
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COMPOSITES COMMUNICATIONS · 2020 · IF 4.915

High-temperature bearable polysulfonamide/polyacrylonitrile composite nanofibers for high-efficiency PM2.5 filtration

Andong Zhang,Heping Li,Aohua Zhang,Jun Zhou,Youwei Yan

Polymer nanofibers have a great potential in PM 2.5 filtration, but they generally cannot remove particulate matter (PM) particles directly from high-temperature sources due to their vulnerable structure. Polysulfonamide (PSA)/polyacrylonitrile (PAN) composite nanofibers that can withstand a temperature up to 400 °C, were fabricated by a simple electrospinning method. The interactions between PSA and PAN defined the resulting microarchitecture and shape of the nanofibers when suffering heating. The PSA/PAN composite nanofibers exhibited above 99.7% removal efficiency for the PM 2.5 . More importantly, such a high PM 2.5 removal efficiency was well retained even after heating the nanofibers at temperatures ranging between 100 °C and 400 °C. The nanofiber air filter could continuously work for 100 h in an environment with the concentration of PM 2.5 approaching 380 μg/m 3 . The good thermal stability and high filtration efficiency of PSA/PAN nanofibers make them attractive in various applications, especially when high-temperature bearable polymer components are needed.

CAS / MDL: 127-19-5
研究领域: 材料科学 · 环境科学
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JOURNAL OF MOLECULAR LIQUIDS · 2020 · IF 5.065

Solid-liquid phase equilibrium and solution thermodynamics of 2-chlorobenzenesulfonamide in 16 mono solvents at temperature ranging from 273.15 K to 324.65 K

Kui Wu,Yajun Li

The synthesis and separation processes of chemical intermediate is based on the knowledge of its solid-liquid phase equilibrium with solvents in industry. In this work, the solubility of 2-chlorobenzenesulfonamide in 16 single pure solvents including methanol, ethanol, n -propanol, isopropanol, n -butanol, isobutanol , acetone, 2-butanone, 2-pentanone, cyclohexanone , cyclopentanone , ethyl acetate , methyl acetate , ethyl formate , acetonitrile and tetrahydrofuran was determined at temperature range from 273.15 to 324.65 K and atmospheric pressure. The mole fraction solubility of 2-chlorobenzenesulfonamide in all selected mono solvents was enhanced by an increase in temperature. In addition, the experimental data were further correlated by the modified Apelblat equation, λh equation, NRTL model and Wilson model. The values of RAD with NRTL equation were smaller than those with other three models, and thus the NRTL model offered the best fitting performance. The thermodynamic functions of dissolution including enthalpy, entropy, and Gibbs energy were derived, and the results expectedly suggested a spontaneous and entropy-driven mixing process. All the crystallographic and thermodynamic data reported in this study provides the fundamental data for designing and optimizing of the reaction and crystallization processes of 2-chlorobenzenesulfonamide.

研究领域: 化学工程 · 物理化学
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CHEMICAL ENGINEERING JOURNAL · 2023 · IF 15.1

Highly permeable benzene-trisulfonyl chloride-based polysulfonamide membranes fabricated by interfacial polymerization for acid-resistant nanofiltration

Wei Lai,Lu Liu,Ju Bai,Luqi Xiao,Yang Jiao,Youming Yang,Linglong Shan,Shuangjiang Luo

The fabrication of highly acid-resistant nanofiltration (NF) membranes with excellent separation performance via interfacial polymerization remains challenging due to the lack of precise pore architecture manipulation. Herein, novel acid-resistant nanofiltration membranes were fabricated based on benzene-1,3,5-trisulfonyl chloride (BTSC), which holds the characteristic resonant π-backbonding structure and high steric hindrance, by interfacial polymerizing with polyethyleneimine (PEI) and piperazine (PIP) on the polyethersulfone (PES) substrate. The as-prepared PIP-BTSC/PES and PEI-BTSC/PES membranes displayed sub-nanometer pore sizes of 0.62 and 0.65 nm, respectively, with much narrower pore size distribution than the conventional acid-resistant NF membranes. Notably, the PEI-BTSC-H/PES membrane exhibited an MgCl 2 rejection of 95.5 % and a high permeance of 43.5 L h -1 m −2 bar −1 . Besides, the PEI-BTSC/PES membrane exhibited excellent acid-resistance in the 72-day static acid soaking test and dynamic acid permeation experiment. Density functional theory calculation revealed that the outstanding acid-resistance of BTSC was ascribed to the much higher hydrolyzation energy barrier of the polysulfonamide than conventional polyamide.

研究领域: 材料科学 · 化学工程 · 环境科学
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