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JOURNAL OF APPLIED POLYMER SCIENCE · 2025 · IF 2.8

Mild and Efficient Degradation of Amine-Cured Epoxy Resins Using Mixed Solvents

Xiongfei Zhang,Yana Shi,Chunxiao Qu,Xiang Shi,Qianya Tan

Various recycling methods of epoxy resins were proposed, but they most involve harsh reaction conditions. Herein, it was reported on a mild and efficient method for the complete degradation of amine cured epoxy resin, and it explored the potential reuse of the degradation products. Formic acid was used as a swelling agent, and a mixture solution of nitric acid and acetic acid served as an oxidizing agent. The amine cured epoxy resin was completely degraded at 100°C within 40 min, and the degradation yielded oligomers with high molecular weight. The degraded oligomers were used as fillers to make new epoxy materials with fresh epoxy resins. The mechanical properties and the thermal stability are similar to those of the original epoxy resins. This work provides a mild but efficient way to dispose of waste epoxy products under mild conditions.

CAS / MDL: 111-40-0 64-18-6
研究领域: 材料科学 · 化学工程
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POLYMER TESTING · 2022 · IF 4.931

Understanding the curing behaviors and properties of phthalonitrile containing benzoxazine with a new type of aniline curing agent

Xiaoqian Xu,Mingzhen Xu,Tian Liu,Dengxun Ren,Xiaobo Liu

Promoted polymerization of Phthalonitrile containing benzoxazine (BA-ph) was designed on basis of the catalysis performance of a type of aniline curing agent (2,6-bis(4-aminophenoxy)benzonitrile (BAB)). The curing processes and curing behaviors of BA-ph with BAB were investigated by differential scanning calorimetry (DSC) and gelatin time. With the assistance of orthogonal test analysis method, main factors that affected the pre-polymerization of BA-ph were studied and the appropriate pre-polymerization conditions were determined. According to the results of dynamic rheological analysis (DRA) and Fourier transform infrared spectroscopy (FTIR), possible curing mechanism of BA-ph with BAB were proposed. The results show that BAB could reduce the prepolymerization temperature of BA-ph resin, and increase its polymerization rate and crosslinking degree, and the BA-ph/BAB polymer mainly formed the aromatic heterocyclic structure of triazine rings, phthalocyanine rings and polyisoindoline rings. Then, thermal stability of BA-ph (BAB15%) polymers pretreated at different temperatures and prepared at 200 °C was analyzed to understand the cross-linked structures. Results indicated that BA-ph (BAB15%) polymers exhibit outstanding thermal properties ( T 5% >410 °C and integral program decomposition temperature ( IPDT ) reached 3342 °C). Mechanical properties and thermomechanical properties of glass fiber reinforced BA-ph composites were also investigated and exhibited excellent mechanical properties, to further reveal the effects of BAB on the polymerization of BA-ph resin and expand the application of high-performance resin-based composites.

CAS / MDL: 123-30-8
研究领域: 材料科学 · 高分子化学
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ACS Applied Polymer Materials · 2024 · IF 4.4

Cross-Linking Agent Based on the Dynamic Bond and Resultant Epoxy Adhesive with a High Mechanical Property

Yaxin Chen,Qinghui Jin,Feng Chen,Qiang Zheng,Yonggang Shangguan

Due to the high cross-linking density of cured epoxy resins resulting in the inherent brittleness of adhesives, epoxy adhesives are less resistant to crack initiation and growth and often fail in a brittle manner. Thus, promoting maximum elongation and ductility without sacrificing mechanical strength remains challenging. In this study, according to molecular structure design, through using amide bonds to combine flexible aliphatic amines and furan structures by a simple transesterification method, a polyamide curing agent, N,N-bis(6-aminohexyl)furan-2,5-dicarboxamide oligomer (FDAH), was obtained. This curing agent was used to prepare a series of high-performance epoxy adhesives based on noncovalent interactions. Noncovalent bond interactions could provide additional aid in energy dissipation and dynamic behavior, while flexible aliphatic chains ensure enough flexibility in the network. On the one hand, the adhesion strength of the adhesive was improved by introducing noncovalent interactions into and between molecular chains. On the other hand, the structure of furan-amide and the characteristics of flexible aliphatic amines were combined to adjust the cross-linking density of structural adhesives, thereby improving their mechanical properties. By adjusting the content of the modified curing agent in the epoxy network, the molecular structure, curing behavior, and properties of the cured epoxy adhesive were systematically characterized, and it was found that the prepared adhesive had high tensile strength (62.4 MPa), large elongation at break (14%), excellent adhesion performance, suitable sizing, and curing window. The strengthening mechanism of reversible dynamic bonds on adhesives was also preliminarily elucidated. Overall, this work provides more possibilities for tuning the physical properties of cross-linked networks, and using similar strategies to enhance rigid polymers can achieve a good combination of high strength and scalability.

CAS / MDL: 124-09-4
研究领域: 材料科学 · 化学工程
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JOURNAL OF MATERIALS SCIENCE & TECHNOLOGY · 2025 · IF 14.3

High-performance anti-fouling coating: Achieving high transparency, durability, and flexibility via epoxy-amine curing with dense cross-linking design

Yuyao Xie,Shaofeng Wu,Hong Liu,Yanhui Zheng,Kunyang Zhao,Jianying Huang,Yuekun Lai

Optical instruments, electronic products, and medical fields urgently require the development of robust and transparent anti-fouling coatings. However, traditional coatings often struggle to balance mechanical properties with anti-fouling performance and may contain components that are detrimental to the environment. A high cross-linking density design helps to enhance the mechanical properties and corrosion resistance of coatings without the use of environmentally unfriendly components. In this work, we prepared a novel polyhedral oligomeric silsesquioxane (POSS) material with multiple epoxy groups, EP-POSS, through a click reaction. We selected an appropriate multi-point amine curing agent, tetraethylenepentamine, leveraging its efficient curing with EP-POSS to construct a multi-point, highly cross-linked network. This process not only strengthens the mechanical strength and chemical resistance of the coating but is also simple and cost-effective. Environmentally friendly polydimethylsiloxane is used to provide flexibility and liquid repellency. The final EPOSSPT coating boasts high transparency (> 99%), low surface roughness (arithmetic mean deviation (Sa): ∼0.515 nm), and excellent repulsion to both liquid and solid contaminants, demonstrating superior self-cleaning and anti-fouling properties. It achieves a balance between high hardness (7H) and excellent flexibility (7500 bending cycles with a bending radius of 1 mm), while also resisting wear and impact from everyday use. This high-transparency, robust, and flexible coating has broad application prospects and offers insights into the design of new high-performance protective materials.

CAS / MDL: 111-40-0
研究领域: 材料科学 · 化学工程 · 光学工程
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ACS Sustainable Chemistry & Engineering · 2020 · IF 7.632

Energy-Efficient Conversion of Amine-Cured Epoxy Resins into Functional Chemicals Based on Swelling-Induced Nanopores

Fei Tian,Xiong-lei Wang,Yang Yang,Wenli An,Xu Zhao,Shimei Xu,Yu-Zhong Wang

Rapid growth of discarded or landfilled thermosetting plastics has caused serious environmental issues and significant waste of energy. Selective degradation of thermosetting plastics into useful chemicals under mild conditions may provide a sustainable approach to address this challenge. In this study, we developed a green and efficient method to cleave the cross-links of amine-cured epoxy resin (EP) to produce new functional chemicals. Complete degradation was achieved using 4 mol/L HNO3 incubated at 60 °C for 3 h, and it has a higher efficiency than conventional methods. The C–N bonds of EP were selectively cleaved without breaking the skeletal bonds. The swelling-induced nanopores in EP caused by microwave processing exposed the cross-links that resulted in milder degradation conditions. The porous products could be readily separated and recovered. This study demonstrates a feasible approach for the recycling of thermosetting polymers under mild conditions.

CAS / MDL: 101-77-9
研究领域: 材料科学 · 环境科学 · 化学工程
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MATERIALS SCIENCE-POLAND · 2024 ·Vol. 42 ·期 2 ·70-80 · IF 1.3

Synthesis of [2-(3,4-epoxycyclohexyl) ethyl] triphenylsilane and study on its amine curing properties

Yanling Yu,Biwu Huang,Yafen Qu,Junshan Qiu,Yong Lai

[2-(3,4-epoxycyclohexyl) ethyl] triphenylsilane was synthesized, using triphenylsilane and 1,2-epoxy-4-vinylcyclohexane as the main raw materials. When the molar ratio of triphenylsilane to 1,2-epoxy-4-vinylcyclohexane was 1.0:1.2, the content of Wilkinson catalyst was 0.4%, the reaction temperature was 90°C, and the reaction time was 6 hours, the yield of [2-(3,4-epoxycyclohexyl) ethyl] triphenylsilane could reach 95.21%. The structure of the synthesized product was analyzed and characterized using FT-IR and 1H-NMR. The synthesized product was added to a bisphenol A-type epoxy resin (E-51) and a modified amine (593 amine) to prepare an adhesive. Then, the adhesive was poured into the mold and cured at 35°C for 8 hours. The cured sample exhibited the best performance when the ECETPS: E-51:593 amine molar ratio was 0.8:7.2:2. Thermal gravimetric analysis (TG) showed that the thermal stability of the cured samples increased relative to pure E-51 amine-cured samples with the synthesized product added. The mechanical properties of the samples were tested using a universal material testing machine, and the results showed a tensile strength of 37.95 MPa and a bending strength of 39.10 MPa.

研究领域: 有机化学 · 材料科学
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IRANIAN POLYMER JOURNAL · 2025 · IF 2.8

A novel naphthyl amine curing agent and its effect on curing performance of AF-type phthalonitrile resin

Zhu Guanglai,Xu Chao,Xu Ziyi,Yu Yitao,Sun Cuicui,Zhuang Haihua,Ma Baichang,Hou Yantao,Li Bing,Wang Zhenhua,Dai Caifeng

Phthalonitrile (PN) resins are high-performance thermosetting polymers recognized for their exceptional thermal stability and flame resistance, making them attractive candidates for aerospace, electronics, and high-temperature structural applications. However, their broader adoption is hindered by two primary challenges: the high melting point of PN precursors and the volatility of conventional curing agents, which complicate processing and raise safety concerns. Despite ongoing research, effective strategies that simultaneously address these issues while enhancing the overall performance of PN resins remain limited. In this study, we introduce a novel self-catalyzing curing agent, 4-(7-amino-1-naphthoxy) phthalonitrile (ANP), which functions both as a precursor and curing agent. The presence of amino and naphthoxy groups promotes efficient curing without the need for external catalysts, thereby expanding the processing window. Additionally, amino and cyano groups act as reactive sites and flexibilizers, enhancing the properties of bisphenol A-based PN (AFPN) resin systems. Thermal analysis revealed that the ANP-modified resin exhibits outstanding thermal and thermo-oxidative stability, with a 5% weight loss temperature ( T 5% ) exceeding 450 °C and a glass transition temperature ( T g ) above 439 °C. Vector network analysis further demonstrated excellent dielectric properties, with a dielectric constant ( D k ) of 3.15 and a dissipation factor ( D f ) of 0.017 at 9.05 GHz. These findings indicate that ANP effectively overcomes key limitations of conventional PN resins. As a multifunctional curing agent, ANP shows significant potential for the development of advanced PN-based composites in aerospace, electronic packaging, and microelectronic applications. Graphical abstract

研究领域: 材料科学 · 高分子化学 · 化学工程 · 航空航天工程 · 电子封装
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JOURNAL OF WUHAN UNIVERSITY OF TECHNOLOGY-MATERIALS SCIENCE EDITION · 2025 ·Vol. 40 ·期 4 ·1169-1175 · IF 1.1

Synthesis of a Novel Silicon-containing Epoxy Compound and Its Mechanical Properties for Amine Curing

Qu Yafen,Yu Yanling,Huang Biwu

[2-(3,4-epoxy-cyclohexyl)ethyl]dimethyltert-butylsilane was synthesized, using tert-butyldimethylsilane (TBDMS) and 1,2-epoxy-4-vinylcyclohexane (EVC) as the main raw materials and tris(triphenylphosphine) chlororhodium(I) [RhCl(Ph 3 P) 3 ] as the catalyst. [2-(3,4-epoxy-cyclohexyl)ethyl] dimethyltert-butylsilane is a novel kind of silicon-containing epoxide. The factors affecting the reaction yield, such as catalyst use, reaction time and reaction temperature, were investigated, and the synthesized product was characterized and analyzed by FT-IR and 1 H-NMR. A series of amine-curing resins were prepared with [2-(3,4-epoxy-cyclohexyl)ethyl]dimethyltert-butylsilane, bisphenol A epoxy resin (E-51) and modified amine (593 amine). The mechanical properties of cured splines with the different proportions of amine-curing resins were tested. When the content of 593 amine was 20%, the content of E-51 was 75% and the amount of [2-(3,4-epoxy-cyclohexyl) ethyl] dimethyltert-butylsilane was 5%, the mechanical properties of the cured splines were the best with the tensile strength being 23.3 MPa, the elongation at break being 7.8%, and the Young’s modulus being 421.3 MPa.

CAS / MDL: 68478-92-2 865-49-6
研究领域: 高分子化学 · 材料科学 · 有机合成 · 化学工程
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