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Keywords = sulfonated isophthalic acid

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16 pages, 2895 KB  
Article
Remediation of Heavy Metal Pollution from Coal Mine Effluent Using Metal-Organic Frameworks (MOF): Impact of Water Media, Operational Factors and Metal Characteristics
by Guangxu Bi, Xiangyu Li, Xiaochong Du, Xinhua Sun and Wenpeng Yao
Minerals 2024, 14(8), 764; https://doi.org/10.3390/min14080764 - 27 Jul 2024
Cited by 2 | Viewed by 2256
Abstract
The energy sector is the sector that generates the highest amount of environmental contamination, especially in water sources, mostly in the case of coal-based energy production. The aim of this study was to examine a significant contamination source, heavy metal contamination, in coal [...] Read more.
The energy sector is the sector that generates the highest amount of environmental contamination, especially in water sources, mostly in the case of coal-based energy production. The aim of this study was to examine a significant contamination source, heavy metal contamination, in coal mining effluents. The current investigation introduces an MOF platform based on zirconium clusters and isophthalic acid with NH2-MIP-SO3H mixed amine and sulfonic acid functional groups in order to remove the most common heavy metal ions in coal mining effluents, including Hg, Cd, Pb, and Cu ions. The water matrix and the operational conditions were identified to be very influential in the removal process, such as the pH of water, the initial metal concentration and operating time. NH2-MIP-SO3H offers a great removal efficiency of metals starting from 745.83 mg/g for Cd, 673.67 mg/g for Cu, 589.85 mg/g for Hg, and 481.66 mg/g for Pb ions, with the Langmuir equation for equilibrium and pseudo-second-order equation for kinetics being the ideal models to express the equilibrium and kinetic data, respectively. A significant impact of water pH was found to occur, with the NH2-MIP-SO3H platform performing best at pH 6. Reuse of NH2-MIP-SO3H demonstrates excellent reusability, sustaining 90% of initial performance over eight regeneration cycles. The interaction of functional group-functional metal was the dominant mechanism in the removal process. The NH2-MIP-SO3H unique approach to heavy metal removal provides a very hopeful outlook for additional investigations in larger-scale studies. Full article
(This article belongs to the Section Environmental Mineralogy and Biogeochemistry)
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22 pages, 7463 KB  
Article
Crystallization Behavior of Copolyesters Containing Sulfonates
by Zhiyong Li, Yongjing Chu, Qing Huang, Xiaopei Jin, Zhicheng Qiu and Jian Jin
Polymers 2024, 16(8), 1177; https://doi.org/10.3390/polym16081177 - 22 Apr 2024
Cited by 2 | Viewed by 2463
Abstract
The polar sulfonate groups in cationic dyeable polyester (CDP) lead to complex crystallization behavior, affecting CDP production’s stability. In this study, cationic dyeable polyesters (CDP) with different sulfonate group contents were prepared via one-step feeding of sodium isophthalic acid-5-sulfonate (SIPA), terephthalic acid (PTA), [...] Read more.
The polar sulfonate groups in cationic dyeable polyester (CDP) lead to complex crystallization behavior, affecting CDP production’s stability. In this study, cationic dyeable polyesters (CDP) with different sulfonate group contents were prepared via one-step feeding of sodium isophthalic acid-5-sulfonate (SIPA), terephthalic acid (PTA), and ethylene glycol (EG). The non-isothermal crystallization behavior of these copolyesters was analyzed by differential scanning calorimetry (DSC). Results show that the crystallization temperature of the sample shifts to lower values with the increase in SIPA content. The relaxation behavior of the molecular chain is enhanced due to the ionic aggregation effect of sulfonate groups in CDP. Therefore, at low cooling rates (2.5 °C/min and 5 °C/min), some molecular chain segments in CDP are still too late to orderly stack into the lattice, forming metastable crystals, and melting double peaks appear on the melting curve after crystallization. When the cooling rate increases (10–20 °C/min), the limited region of sulfonate aggregation in CDP increases, resulting in more random chain segments, and a cold crystallization peak appears on the melting curve after crystallization. The non-isothermal crystallization behavior of all samples was fitted and analyzed by the Jeziorny equation, Ozawa equation, and Mo equation. The results indicate that the nucleation density and nucleation growth rate of CDP decrease with the increase in SIPA content. Meanwhile, analysis of the Kissinger equation reveals that the activation energy of non-isothermal crystallization decreases gradually with the increase in SIPA content, and the addition of SIPA makes CDP crystallization more difficult. Full article
(This article belongs to the Special Issue Thermal Behavior of Polymer Materials II)
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18 pages, 2752 KB  
Article
Polyol Structure and Ionic Moieties Influence the Hydrolytic Stability and Enzymatic Hydrolysis of Bio-Based 2,5-Furandicarboxylic Acid (FDCA) Copolyesters
by Karolina Haernvall, Sabine Zitzenbacher, Motonori Yamamoto, Michael Bernhard Schick, Doris Ribitsch and Georg M. Guebitz
Polymers 2017, 9(9), 403; https://doi.org/10.3390/polym9090403 - 30 Aug 2017
Cited by 21 | Viewed by 8681
Abstract
A series of copolyesters based on furanic acid and sulfonated isophthalic acid with various polyols were synthetized and their susceptibility to enzymatic hydrolysis by cutinase 1 from Thermobifida cellulosilytica (Thc_Cut1) investigated. All copolyesters consisted of 30 mol % 5-sulfoisophthalate units (NaSIP) and 70 [...] Read more.
A series of copolyesters based on furanic acid and sulfonated isophthalic acid with various polyols were synthetized and their susceptibility to enzymatic hydrolysis by cutinase 1 from Thermobifida cellulosilytica (Thc_Cut1) investigated. All copolyesters consisted of 30 mol % 5-sulfoisophthalate units (NaSIP) and 70 mol % 2,5-furandicarboxylic acid (FDCA), while the polyol component was varied, including 1,2-ethanediol, 1,4-butanediol, 1,8-octanediol, diethylene glycol, triethylene glycol, or tetraethylene glycol. The composition of the copolyesters was confirmed by 1H-NMR and the number average molecular weight (Mn) was determined by GPC to range from 2630 to 8030 g/mol. A DSC analysis revealed glass-transition temperatures (Tg) from 84 to 6 °C, which were decreasing with increasing diol chain length. The crystallinity was below 1% for all polyesters. The hydrolytic stability increased with the chain length of the alkyl diol unit, while it was generally higher for the ether diol units. Thc_Cut1 was able to hydrolyze all of the copolyesters containing alkyl diols ranging from two to eight carbon chain lengths, while the highest activities were detected for the shorter chain lengths with an amount of 13.6 ± 0.7 mM FDCA released after 72 h of incubation at 50 °C. Faster hydrolysis was observed when replacing an alkyl diol by ether diols, as indicated, e.g., by a fivefold higher release of FDCA for triethylene glycol when compared to 1,8-octanediol. A positive influence of introducing ionic phthalic acid was observed while the enzyme preferentially cleaved ester bonds associated to the non-charged building blocks. Full article
(This article belongs to the Special Issue Biodegradable and Biobased Polyesters)
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14 pages, 496 KB  
Article
Partially Fluorinated Sulfonated Poly(ether amide) Fuel Cell Membranes: Influence of Chemical Structure on Membrane Properties
by Ying Chang, Yeong-Beom Lee and Chulsung Bae
Polymers 2011, 3(1), 222-235; https://doi.org/10.3390/polym3010222 - 7 Jan 2011
Cited by 15 | Viewed by 11254
Abstract
A series of fluorinated sulfonated poly (ether amide)s (SPAs) were synthesized for proton exchange membrane fuel cell applications. A polycondensation reaction of 4,4’-oxydianiline, 2-sulfoterephthalic acid monosodium salt, and tetrafluorophenylene dicarboxylic acids (terephthalic and isophthalic) or fluoroaliphatic dicarboxylic acids produced SPAs with sulfonation degrees [...] Read more.
A series of fluorinated sulfonated poly (ether amide)s (SPAs) were synthesized for proton exchange membrane fuel cell applications. A polycondensation reaction of 4,4’-oxydianiline, 2-sulfoterephthalic acid monosodium salt, and tetrafluorophenylene dicarboxylic acids (terephthalic and isophthalic) or fluoroaliphatic dicarboxylic acids produced SPAs with sulfonation degrees of 80–90%. Controlling the feed ratio of the sulfonated and unsulfonated dicarboxylic acid monomers afforded random SPAs with ion exchange capacities between 1.7 and 2.2 meq/g and good solubility in polar aprotic solvents. Their structures were characterized using NMR and FT IR spectroscopies. Tough, flexible, and transparent films were obtained with dimethylsulfoxide using a solution casting method. Most SPA membranes with 90% sulfonation degree showed high proton conductivity (>100 mS/cm) at 80 °C and 100% relative humidity. Among them, two outstanding ionomers (ODA-STA-TPA-90 and ODA-STA-IPA-90) showed proton conductivity comparable to that of Nafion 117 between 40 and 80 °C. The influence of chemical structure on the membrane properties was systematically investigated by comparing the fluorinated polymers to their hydrogenated counterparts. The results suggest that the incorporation of fluorinated moieties in the polymer backbone of the membrane reduces water absorption. High molecular weight and the resulting physical entanglement of the polymers chains played a more important role in improving stability in water, however. Full article
(This article belongs to the Special Issue Conductive Polymers)
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