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Maleic Anhydride
EUROPEAN POLYMER JOURNAL · 2023 · IF 6

Catalyst-free and visible light-induced RAFT alternating polymerization of 1,3-pentadiene isomers and maleic anhydride

Kun Liu,Qiaoqiao Xiong,Zhuowei Gu,Feng Zhang,Yawen Fu,Fengli Xie,Wenjun Yi,An Li,Jundong Xu,Lijun Li

Visible light-mediated photoinduced reversible addition-fragmentation chain transfer polymerization (RAFT) copolymerization of 1,3-pentadiene isomers and maleic anhydride (MAH) in the absence of photocatalysts or photoinitiators was realized in tetrahydrofuran (THF) solvent at r.t. under various visible wavelengths. The well-defined alternating copolymers were successfully and efficiently synthesized by directly using O -ethyl- S -benzoic thioanhydride ( EBT ) as chain transfer agent activated by blue light (460 nm). The conventional thermal-initiated radical copolymerization of 1,3-pentadiene (PD) isomers (except cis -1,3-pentadiene (CP)) and MAH gave both DA cycloaddition products and alternating sequence copolymers. In contrast, the alternating copolymer was the only isolated product in this photoinitiated polymerization system, in which the DA reaction was completely suppressed. Moreover, both trans -1,3-pentadiene (TP) and PD isomers can be copolymerized with MAH to give alternating copolymers with high yields up to 100%, although the photopolymerization rates are in the order: PD > CP > TP. And the copolymerization can be implemented by simply switching the light source ON/OFF. We supposed that the donor–acceptor interaction between the PD and MAH (similar to St (styrene)/MAH system) plays an important role in this novel light-induced RAFT alternating copolymerization behavior.

研究领域: 高分子化学 · 材料科学
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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH · 2025 · IF 3.9

Synthesis of High-Molecular-Weight Maleic Anhydride-Based Copolymer Esters by Intermolecular Double-End Esterification with Diols

Cheng Zhang,Hongyi Qi,Tianxiao Chang,Yahe Wu,Jiacheng Cao,Mingsen Chen,Yanbin Huang,Wantai Yang

Maleic anhydride (MAH) copolymers have a wide range of applications in various fields. However, the difficulty in obtaining high-molecular-weight (Mw) copolymers through polymerization often limits their potential for application expansion. In this paper, diols were chosen as chain extenders to increase the Mw of MAH copolymers through esterification reactions between anhydride and alcohol, achieving the goal of “chain extension”. As the reaction progressed, the double-end esterification content (DEC) increased and the Mw showed exponential growth accompanied by an increase in gel content. The effects of various reaction parameters, including the temperature, reaction time, types and amounts of diols, polymer concentration, and Mw of raw polymer, on the Mw and gel content of the product were investigated systematically. Furthermore, this method can effectively increase the Mw of various mixed olefin–MAH copolymers. The experimental results demonstrated that the Mw of raw polymers could be increased by up to 70 times (from 18.0 to 1270.8 kg/mol), thereby broadening the polymers’ potential applications.

研究领域: 材料科学 · 化学工程
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SEPARATION AND PURIFICATION TECHNOLOGY · 2021 · IF 7.312

Microstructure manipulation in PVDF/styrene-maleic anhydride copolymer composite membranes: Effects of miscibility on the phase separation

Dongdong Kang,Huiju Shao,Guijing Chen,Xiaoliang Dong,Shuhao Qin

Amphiphilic copolymers have increasingly attracted researchers’ attention to produce the hydrophilic and antifouling polymeric membranes. However, few studies has been reported on systematic manipulation of matrix miscibility to control the membrane microstructure during the nonsolvent induced phase separation (NIPS). Herein, a facile method is brought forward to investigate the effects of miscibility on the structure and performance of the membranes. Through the transformation of styrene-maleic anhydride copolymer (SMA) into sodium styrene-maleic anhydride copolymer (SMANa), a homogeneous and transparent dope solution was successfully prepared. Next, the crescent pores and spherical particles in the PVDF/SMA membrane were eliminated to achieve the uniformly porous PVDF/SMANa membranes by the exchange of nonsolvent and solvent components. Importantly, SMANa could segregate at the external surface and internal pore walls as SMA to enhance the hydrophilicity and antifouling properties of the membranes. Subsequently, by optimizing the dope solution composition and coagulation bath temperature, PVDF/SMANa ultrafiltration membranes exhibited the pure water flux of 1014 L/m 2 h and the rejection to BSA of 98.9%. These results outperformed previously reported ones for similar PVDF composite membranes. Significantly, this strategy can be applied to the large-scale manufacture of membranes.

研究领域: 材料科学 · 膜技术 · 高分子化学
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COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS · 2016 · IF 2.76

Preparation and characterization of sulfonated poly(styrene-alt-maleic anhydride) and its selective removal of cationic dyes

Yaping Li,Wangyan Nie,Pengpeng Chen,Yifeng Zhou

Sulfonated poly(styrene-alt-maleic anhydride) (SSMA) microspheres were prepared from poly(styrene-alt-maleic anhydride) (SMA) by sulfonation reaction and its adsorption behavior as an efficient adsorbent for the removal of organic dyes was systematically studied. The structure and morphology of SMA and SSMA were characterized by 13 C NMR, FTIR, EDS, XPS, SEM and TEM. The adsorption performance of SMA and SSMA toward organic dyes was investigated by batch mode adsorption experiments. Results indicated that the SSMA had much more adsorbability for cationic dyes such as methylene blue (MB) and Rhodamine B (RhB) compared to SMA. The adsorption capacity for MB of SSMA 8h which had been sulfonated 8   h was found to be 671.14   mg/g, while the adsorption capacity of SMA for MB was 344.83   mg/g at 25   °C, showing that the adsorption capacity for cationic dyes was enhanced 94.63% via the sulfonation. The kinetic studies revealed that the sorption followed a pseudo-second-order kinetic model which indicated that the adsorption interaction between adsorbent and adsorbate molecules was chemisorption. Moreover, adsorption isotherm mechanisms were analyzed by Freundlich and Langmuir models.

研究领域: 材料科学 · 环境科学
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Green Chemical Engineering · 2022 · IF 0

Development of a correlation equation between the diesterification of maleic anhydride and the acidic ionic liquids nature

Yumei Liu,Shengxin Chen,Ran An,Xingsheng Wang,Ruixia Liu

The sustainable synthesis of dimethyl maleate via diesterification through the utilization of ionic liquid (IL) is of great importance. However, the relationship between the ILs nature and the reactivity of diesterification is still unclear. Herein, a series of ILs with different structures were selected for the comprehensive investigation of diesterification. The acidity (H 0 ) and Kamlet-Taft solvent parameters (hydrogen bond donor ability (α), hydrogen bond acceptor ability (β), and polarizability (π∗)) of ILs were measured by UV–Visible spectroscopy, and the effects of them on the diesterification of maleic anhydride were also studied in detail. The results indicated that not only H 0 of the IL-based catalysis system, but also its α, β, and π∗ influenced the reaction activity of diesterification. Furthermore, a quantifiable correlation was fitted between the natural logarithm of the rate constant and multiple parameters of ILs, indicating that the diesterification rate had a positive correlation with the H 0 , α, and π∗, and inverse correlation with the β of the IL. A plausible synergetic reaction mechanism for the excellent performance of [(HSO 3 )PMim][HSO 4 ] has been proposed. Overall, this work thoroughly explored the relationship between the nature of ILs on diesterification in-depth, which will reveal the nature of diesterification in detail.

研究领域: 化学工程 · 催化化学
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ACS Applied Polymer Materials · 2025 · IF 4.7

Styrene-Maleic Anhydride Copolymer-Based Ultralight and High-Performance Foam via Ambient Pressure Drying of Hydrogel Foam

Qu Wang,Qian Li,Kaihao Wang,Tong Wang,Xuehui Liu,Dong Chen,Li Wang,Wantai Yang

Developing advanced strategies that are easy to implement and highly energy-efficient to prepare high-performance polymer foams is of paramount importance for practical applications. Here, we report a method that can transform low-value styrene-maleic anhydride copolymer into high-value polymer foam through a simple and low-energy-consuming process. SMA was prepared via self-stabilized precipitation polymerization (2SP), followed by partial ammonolysis, mechanical foaming, and chemical cross-linking to obtain hydrogel foams. The hydrogel foams were then converted into ultralight and high-performance polymer foams using low-energy ambient pressure drying and imidization at 180 °C. The obtained polymer foams have ultralow density (0.028 ± 0.003–0.049 ± 0.004 g/cm3), high porosity (93.38–95.28%), low thermal conductivity (0.030 ± 0.001–0.034 ± 0.002 W/m K), excellent cyclic compressibility, and strong oil absorption capacity (up to 20.3 ± 1.0 g/g). Owing to the simplicity and efficiency of the present strategy, as well as the structural diversity and superior performance of maleic anhydride copolymer-based foams, widespread application in diverse fields such as building insulation materials can be expected.

研究领域: 材料科学 · 聚合物化学 · 泡沫材料 · 节能制造 · 隔热材料 · 环境修复
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CHEMICAL ENGINEERING JOURNAL · 2024 · IF 13.3

PtPdCoNiCu/TiO2 High-Entropy alloy catalyst for synthesis of γ-Butyrolactone by selective hydrogenation of maleic anhydride

Xiao Chen,Nannan Zhang,Huaming Wang,Ying Zhong,Tianming Lv,Changhai Liang

The continuous flow selective hydrogenation of maleic anhydride (MA) to γ-butyrolactone (GBL) over highly efficient and long-term stable catalysts is a considerable promising strategy for both lab-scale as well as industrial application. In this work, a PtPdCoNiCu/TiO 2 high-entropy alloy (HEA) catalyst is developed by the colloidal impregnation method, in which the HEA colloids are synthesized by lithium naphthalenide-driven reduction at mild conditions according to the redox potential of the various metals. The PtPdCoNiCu/TiO 2 catalyst exhibits highly efficient in the hydrogenation of MA with 91 % selectivity to GBL at full conversion of MA under the weighted hourly space velocity of 1.14 h −1 , 3 MPa H 2 , and 260 °C. Due to the present of oxygen vacancy in the TiO 2 support and the hydrogen spillover, the PtPdCoNiCu/TiO 2 HEA catalyst presents a low apparent activation energy (75 kJ mol −1 ), boosting the hydrogenolysis of C=O bonds for generating of GBL. The cocktail effect is presented in the PtPdCoNiCu/TiO 2 catalyst, and its catalytic activity is much better than that of corresponding monometallic and bimetallic catalysts. It realizes the reduction and substitution of precious metal catalysts. In addition, the PtPdCoNiCu/TiO 2 catalyst with sintering resistance and acid resistance shows excellent long-term stability within 132 h. This work is of great significance for understanding HEA catalysis at the atomic level and provides the possibility for developing low-cost and efficient precious metal industrial catalysts.

研究领域: 催化化学 · 材料科学
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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH · 2026 · IF 3.9

Modeling of the Aqueous-Phase Hydrogenation of Maleic Anhydride to Succinic Acid under Different Mass Transfer Conditions

Xinpeng Zhou,Yuanhang Li,Shuangfu Wang,Baosen Tang,Yong Yang,Yudong Li,Weizhen Sun,Ling Zhao

Succinic acid (SA), recognized as a significant green platform chemical, holds a crucial role in advancing applications of biodegradable plastics. The most promising conversion pathway to SA is the aqueous-phase hydrogenation of maleic anhydride, in which the hydrogenation of maleic acid (MA) to SA is the primary step. However, the influence of the gas–liquid mass transfer of hydrogen and the liquid–solid mass transfer of reactants and hydrogen on MA hydrogenation is not well understood. This work provides a comprehensive analysis of mass transfer in the MA hydrogenation reaction to SA. Experimental evaluations were performed to assess the influence of various stirring speeds, hydrogen partial pressures, and temperatures on the hydrogenation of MA. A pseudo-first-order kinetic model including mass transfer effects and the isomerization of MA to fumaric acid (FA) was developed. The model’s predictive accuracy under varying mass transfer and different temperatures was validated experimentally, confirming its suitability for industrial reactor design and process optimization.

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ACS Applied Polymer Materials · 2025 · IF 4.7

Synthesis of Fatty Alcohol-Modified Maleic Anhydride Copolymer and Its Application in Shape-Stabilized Phase Change Materials

Qu Wang,Bingzheng Jiang,Dong Chen,Li Wang,Wantai Yang

The petrochemical industry produces many intermediate products rich in mixed olefinic fractions, which call for more efficient utilization. Herein, the self-stabilized precipitation polymerization was used to copolymerize C5 mixed olefins contained in light naphtha with maleic anhydride, giving light naphatha-based maleic anhydride copolymer PLNM. PLNM was grafted with fatty alcohols of different chain lengths by esterification reaction and subjected to amidation reaction with amino-terminated polyoxypropylene D230 to construct a 3D cross-linking network for shape-stabilized phase change materials (SSPCMs). The esterification kinetics were investigated in detail, which enabled the preparation of a series of fatty alcohol-modified PLNM (FMPLNM) bearing good compatibility with corresponding fatty alcohols above a critical esterification degree. The shape stability, thermal storage performance, cyclic stability, and thermal management performance of the light naphtha-based SSPCMs were assessed systematically. Thus, we have developed an efficient approach to converting “waste” olefins in light naphtha into high-value-added SSPCMs with good shape stability, high enthalpy efficiency, and outstanding thermal management performance.

研究领域: 化学工程 · 材料科学 · 石油化工
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REACTIVE & FUNCTIONAL POLYMERS · 2025 · IF 5.1

Preparation of ice-nucleating glycopolymers from poly(methyl vinyl ether-alt-maleic anhydride) by modification with saccharides

Ke Shang,Qingjing Niu,Xiaohui Li,Kongying Zhu,Lixia Ren,Xiaoyan Yuan

Ice formation can cause a serious of cryoinjuries to cells, and development of biocompatible cryoprotectants for ice control is of great importance. Herein, ice-nucleating glycopolymers are synthesized from the alternating copolymer, poly(methyl vinyl ether- alt -maleic anhydride) (PMVEA), by modification with small saccharides via one-step esterification. The prepared water-soluble glycopolymers can trigger ice nucleation at −14 to −12 °C, significantly higher than deionized water, linear poly(vinyl alcohol), and poly(ethylene glycol) (PEG). The structural differences in monosaccharide, disaccharide and trisaccharide-grafted glycopolymers have positive impacts on the chemically induced ice nucleation and the ice crystal morphology, but all of them have weak activities to inhibit ice recrystallization, similar like PEG. Analyses of differential scanning calorimetry and low field nuclear magnetic resonance suggest that the PMVEA-based glycopolymers, which have an alternating structure of hydrophobic methoxyl and hydrophilic carboxyl or saccharide residues, could have strong interactions with water molecules, thus initiating ice nucleation. Particularly, incorporation of trehalose-modified PMVEA in alginate hydrogel can enhance cryosurvival of Lactobacillus rhamnosus after cryopreservation at −20 °C in comparison with cryostorage at −80 °C. This work provides a feasible approach for preparation of ice-nucleating macromolecules for ice control during cryopreservation of cells.

CAS / MDL: 121-44-8
研究领域: 生物材料学 · 低温生物学 · 食品科学
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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH · 2025 · IF 3.9

Mechanical Enhancement, Biodegradation, and Phytotoxicity Assessment of Poly(Dicyclopentadiene-co-Maleic Anhydride) Compatibilizer on PBAT–PLA Blends

Jiayi Xin,Jiawen Hu,Bo Zheng,Changwen Zhao,Dong Chen,Wantai Yang

Blends of poly(butylene adipate-co-terephthalate) (PBAT) and poly(lactic acid) (PLA) attract intensive interest as biodegradable alternatives to conventional plastics. However, the intrinsic incompatibility between PBAT and PLA limits their practical applications. To address this limitation, poly(dicyclopentadiene-co-maleic anhydride) (PDM) was synthesized via self-stabilized precipitation polymerization and used as a compatibilizer. The effects of PDM on the mechanical properties, biodegradation behavior, and phytotoxicity of the PBAT–PLA blends were systematically investigated. The results demonstrated that PDM chemically interacted with both PBAT and PLA, enhancing the interfacial compatibility and mechanical performance. At 2.5 phr of PDM, the blend with optimal mechanical properties was achieved with tensile strength increasing from 23.0 to 31.2 MPa. Biodegradation experiments revealed that PDM improved structural stability and slowed degradation, and the cumulative CO2 release for PBAT–PDM-PLA was 11.02% lower than pristine PBAT–PLA. Furthermore, PDM exerted negligible effects on soybean seedling growth within the experimental period.

CAS / MDL: 78-67-1
研究领域: 高分子科学 · 材料工程 · 可生物降解聚合物 · 环境化学 · 聚合物共混与复合材料
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POLYMER · 2025 · IF 4.5

Compatibilization of immiscible ethylene-vinyl acetate copolymer/thermoplastic polyurethane blends by nano-silica particles grafted maleic anhydride

Caishi He,Zhipeng Liu,Jiadong Yang,Zhen Jia,Zebao Rui

In this work, the nano-silica particles grafted maleic anhydride (SiO 2 -g-MAH) was designed to enhance the compatibility of the ethylene-vinyl acetate copolymer/thermoplastic polyurethane (EVA/TPU) immiscible blend system. The silane side chains on SiO 2 -g-MAH can physically entangle with the molecular chains of both EVA and TPU, while the maleic anhydride groups on the surface of SiO 2 -g-MAH can react with TPU to form crosslinking structures. This enables SiO 2 -g-MAH to anchor at the interface, enhances interfacial adhesion and improves significantly the compatibility of the EVA/TPU blends. As a result, the dispersed phase size of the blends significantly decreases, meanwhile, their adhesive and mechanical properties get noticeably improved. When the addition amount of SiO 2 -g-MAH is 2 wt%, the size of the TPU dispersed phase decreases from the original 3.38 ± 0.59 μm to 0.69 ± 0.05 μm, and the lap shear strength and tensile strength of the blend reach respectively 8.76 MPa and 15.51 MPa, representing enhancements of 159.2 % and 45.1 % compared to the EVA/TPU blends without SiO 2 -g-MAH.

CAS / MDL: 24937-78-8
研究领域: 材料科学 · 高分子化学
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