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Phthalonitrile
ACS Applied Nano Materials · 2024 · IF 5.3

Self-Assembled Polydopamine for Enhanced Fracture Toughness of Carbon Nanofiber-Reinforced Phthalonitrile Composites

Rui Chen,Gao Li,Jiqiang Hu,Jialin Zhang,Hanqi Zhang,Zhengong Zhou,Bing Wang

This study investigates how cracks spread in carbon fiber (CF) reinforced phthalonitrile (PN) composites (CFRPN) and ways to modify them. The dominance of plasticity in crack propagation within CFRPN presents potential safety hazards in real-world scenarios. Given the demands of the molding process and operational conditions, it is imperative that interfacial modification materials exhibit exceptional resistance to high temperatures. This research implements a high-temperature-stable interfacial modification strategy, employing self-assembled polydopamine (PDA) as the sizing agent for CF fabrics, aimed at enhancing the interfacial crack growth stability and ensuring high-temperature resistance. Experimental results indicate that PDA treatment significantly improves the type I interlaminar fracture toughness and interlaminar shear strength (ILSS) of CFRPN. Scanning electron microscopy analysis further reveals that after the PDA coating, cracks predominantly propagate through the PN resin rather than at the interface between the fiber and resin. Therefore, using PDA as a sizing agent for CF not only strengthens the interface bonding between PN and CF but also effectively inhibits the unstable crack propagation, thereby significantly enhancing the composite’s load transfer efficiency, interfacial type I fracture toughness, and ILSS.

研究领域: 材料科学 · 复合材料 · 聚合物基复合材料 · 断裂力学
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POLYMER COMPOSITES · 2015 ·Vol. 37 ·期 10 ·3003-3014 · IF 1.632

Preparation and properties of poly(aryl ether ketone) based phthalonitrile resins/clay nanocomposites

Tao Liu,Yunxi Li,Yu Su,Hongyang Yu,Nan Zhao,Yanhua Yang,Zhenhua Jiang

Phthalonitrile-based composites containing sodium montmorillonite (MMT 0 ) and modified montmorillonites (MMT 1 and MMT 2 ) were prepared, respectively. The effect of functionalization, content and ball milling of the clay on the morphology, thermal mechanical, and thermal properties of the composites was thoroughly investigated by such methods as small angle X-ray scattering, scanning electron microscopy, and dynamic, mechanical, and thermogravimetric analyses. FTIR and dynamic rheology measurements confirmed that the polymerization reaction of the PAEK-CN prepolymer between individual clay layers had occurred and that intercalated tactoids and exfoliated/delaminated structures might have formed during the curing process. Small angle X-ray scattering patterns reflected the increase of d -spacing after clay modification and the subsequent possible exfoliation of the clay platelets within the phthalonitrile composites. Elevated heat distortion temperature and improved dynamic mechanical properties were observed for the PAEK-CN/clay nanocomposites containing milled clay. Ball milling pristine clay improved the composite properties resulting from homogeneous dispersion to a certain extent, similar to the modified clay. In addition, composite properties depended on the content and modifier structures of the organoclays. POLYM. COMPOS., 37:3003–3014, 2016. © 2015 Society of Plastics Engineers

CAS / MDL: 8008-20-6 109-99-9
研究领域: 材料科学 · 高分子科学 · 纳米技术
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HIGH PERFORMANCE POLYMERS · 2015 · IF 1.286

Synthesis and thermal properties of high-temperature phthalonitrile polymers based on 1,3,5-triazines

Haitong Sheng,Fenghua Zhao,Xiaoyan Yu,Kimiyoshi Naito,Xiongwei Qu,Qingxin Zhang

Two kinds of phthalonitrile monomers based on 1,3,5-triazine structure have been synthesized. The chemical structures of the phthalonitrile monomers were characterized by Fourier transform infrared and nuclear magnetic resonance spectroscopies. Differential scanning calorimetric analysis revealed the curing behavior of the monomers. Thermogravimetric analysis suggested outstanding thermal stabilities of the triazine-structured phthalonitrile polymers. Thermal decomposition kinetic analysis indicated that the activation energy of the two phthalonitrile polymers is 205.6 and 152.3 kJ mol−1, respectively. Dynamic mechanical analysis showed that the storage moduli (E′) are 3.62 GPa and 3.66 GPa, respectively, and glass transition temperatures of both the monomers are higher than 350°C. Postcuring effects were investigated, which showed that more excellent thermal and mechanical properties were achieved with postcuring.

CAS / MDL: 108-77-0
研究领域: 材料科学 · 化学工程
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POLYMER TESTING · 2020 · IF 3.275

Study on the curing kinetics of phthalonitrile promoted by bio-tyrosine cyclic peptide

Xian He,Hao Wu,Jiangbo Lv,Menghao Chen,Tao Zhou,Yun Luo,Jianghuai Hu,Ke Zeng,Gang Yang

The investigation on the curing kinetics of phthalonitrile is of significance for understanding the curing mechanism and optimizing the curing process. Here the curing kinetics of 1,3-bis (3,4-dicyanophenoxy) benzene (3BOCN) promoted by tyrosine cyclic peptide (TCP) was studied by non-isothermal differential scanning calorimetry (DSC) with the aid of two-dimensional correlation spectroscopy (2DCS). 2DCS revealed a multi-path curing reaction of 3BOCN/TCP system, so the peak fitting was used to calculate the kinetic parameters of the two curing pathways. The results showed that both curing pathways of 3BOCN/TCP system could be described by autocatalytic model, and the calculated values could fit well with the experimental data.

CAS / MDL: 60-18-4
研究领域: 材料科学 · 化学动力学
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POLYMER · 2022 · IF 4.432

The curing reaction of phthalonitrile promoted by sulfhydryl groups with high curing activity

Yu Pu,Huanxin Xie,Xian He,Jiangbo Lv,Zhengzhu Zhu,Jinlang Hong,Ke Zeng,Jianghuai Hu,Gang Yang

The thiophenol derivative MPD was synthesized to promote the curing reaction of the phthalonitrile monomer 3BOCN to explore the promoting effect of sulfhydryl groups. Differential scanning calorimetry (DSC) and rheological measurements were performed to investigate the curing behaviors of 3BOCN/MPD blends, indicating the high curing efficiency of sulfhydryl groups. Fourier transform infrared (FTIR) and Ultraviolet–visible spectroscopy (UV–Vis) suggested that isoindoline, triazine and phthalocyanine structures were formed during the curing process. Thermal gravimetric analysis (TGA) and dynamic mechanical analysis (DMA) showed that the cured resins have excellent thermal stability and high glass transition temperature (T g ).

CAS / MDL: 123-30-8
研究领域: 材料科学 · 化学工程
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POLYMER · 2024 · IF 4.1

Enhanced mechanical and thermal properties of phenolic-type phthalonitrile nanocomposites with fumed silica nanoparticles

Dongqing Wang,Jiqiang Hu,Dingxuan Zhao,Jinchuan Yang,Hanqi Zhang,Bing Wang,Ming Liu

Enhancing the mechanical properties and thermal stability of phthalonitrile polymers by hybrid modification holds significant importance in broadening their thermal-structural applications within high-temperature environments. Herein, fumed silica nanoparticles were considered as modifiers for a class of phenolic-type phthalonitrile resin, i.e., PN75, and their effects on mechanical properties and thermal stability were explored. First, contact angle tests (CA) were employed to show that the PN75 melt had good wettability on hydrophilic fumed silica (FS) and poor wettability on hydrophobic fumed silica (RFS). FS had a relatively satisfactory dispersion within PN75, which was indicated by scanning electron microscope (SEM), followed by FS/PN75 nanocomposites were prepared by melt blending under vacuum, with maximum FS addition 3 wt% of PN75. Second, the flexural strength and modulus of nanocomposites were increased by 23.5% and 11.9%. Finally, thermal stability of the FS/PN75 was promoted from 21.6% to 25.6% in char residue at 800 °C in the air atmosphere by the thermogravimetric analysis (TGA), which was contributed by the high heat-resistance and the shielding effect of FS. This work would inspire in-depth studies on modification and design of phthalonitrile-based hybrid composites for extreme thermal environment.

CAS / MDL: 112945-52-5
研究领域: 材料科学 · 高分子化学
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HIGH PERFORMANCE POLYMERS · 2017 · IF 1.179

High-performance polymeric nanocomposites from phthalonitrile resin and silane surface–modified Ti3AlC2 MAX phase

Abdelkhalek Henniche,Mehdi Derradji,Jun Wang,Wen-bin Liu,Jia-hu Ouyang,Aboubakr Medjahed

In this work, Ti3AlC2 Mn+ 1AXn (MAX) phase ceramic nanoparticles were prepared and used as new kind of reinforcement for a typical high-performance phthalonitrile (PN) resin. The synergistic combination of both phases led to nanocomposites with improved thermal and mechanical properties. For instance, the thermal conductivity and tensile properties of the neat resin were highly enhanced upon adding more nanofiller contents. Moreover, the PN resin toughness was ameliorated by 129% at the maximum nanoparticles loading of 15 vol%. The experimental investigations were also compared with predictions from series, Halpin–Tsai, and Kerner models, and a full discussion was provided. A high-resolution transmission electron microscope confirmed the ability of the MAX phase to create a conductive network, especially at high nanofiller amounts. Scanning electron microscope (SEM) analyses of the tensile fractured surfaces revealed positive changes in the morphology, such as an increase in the roughness and amount of hackling as well as the formation of multiple microcracks. The MAX phase also enhanced the thermal stability, stiffness, and glass transition temperature of the neat resin. This work confirms the superiority of the MAX phase ceramics over the traditional ones in enhancing the properties of the PN resin and opens the way for further research in the field.

研究领域: 材料科学 · 化学工程
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NEW JOURNAL OF CHEMISTRY · 2022 ·Vol. 46 ·期 9 ·4072-4081 · IF 3.925

Novel self-promoted phthalonitrile monomer with siloxane segments: synthesis, curing kinetics, and thermal properties

Ting Wang,Abdul Qadeer Dayo,Zi-long Wang,Hui-min Lu,Cheng-yu Shi,Zhong-cheng Pan,Jun Wang,Heng Zhou,Wen-bin Liu

A new kind of autocatalytic phthalonitrile monomer (PN) containing siloxane segments and secondary amino groups (TSOP) was synthesized from bisphenol compound and 4-nitrophthalonitrile using K2CO3 as a catalyst. Bisphenol was a reducing agent with a Schiff base containing secondary amine groups produced by the condensation reaction of 1,3-bis(3-amino-propyl)-1,1,3,3-tetra-methyl disiloxane and vanillin. The curing behaviors, kinetics, and thermal and thermomechanical characteristics of the TSOP monomer and its polymer (poly(TSOP)) were analyzed by torque rheometry, differential scanning calorimetry (DSC), Fourier transformation infrared spectroscopy (FTIR), thermogravity analysis (TGA), and dynamic thermal mechanical analysis (DMA), respectively. The non-isothermal curing kinetics results indicated that the cyano addition polymerization of the TSOP monomer was a self-catalytic reaction. The active hydrogen atoms from the secondary amino groups in the TSOP monomer could accelerate the crosslinking polymerization reaction of cyano groups, producing a decline in the curing temperature and a rise in the curing rate. Meanwhile, the TSOP monomer had a low melting temperature (77 °C) and a wide process window (110 °C) due to the introduction of flexible siloxane segments. The poly(TSOP) having phthalocyanine and a triazine ring exhibited a higher glass transition temperature (Tg) of 348 °C and good thermal stability.

研究领域: 材料科学 · 化学工程
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COMPOSITES COMMUNICATIONS · 2024 · IF 6.5

Study the application of polydopamine preparation technology in the interface modification of phthalonitrile composite

Rui Chen,Gao Li,Jiqiang Hu,Jialin Zhang,Hanqi Zhang,Zhengong Zhou,Bing Wang

Polydopamine (PDA), recognized for its exceptional adhesion and high-temperature resistance, serves as an effective sizing agent in demanding composite material production. This study explores the application of PDA as an interface adhesive for carbon fiber-reinforced high-temperature phthalonitrile (PN) composites (CFRPN), assessing the effects of two PDA synthesis methods—electrochemical and solution oxidation—on interfacial modification. The electrochemical method uniformly fills grooves on CF surfaces, creating an optimal interface layer , yet it encounters challenges in bulk, multi-layer fiber processing . Conversely, the solution oxidation method, despite less uniform PDA distribution, exhibits greater consistency in batch processing and significantly enhances the interlaminar shear strength of CFRPN, outperforming the electrochemical method in mechanical enhancements. Given its simplicity and reduced equipment requirements, the solution oxidation method offers considerable potential for broader engineering applications .

研究领域: 材料科学 · 复合材料工程
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COMPOSITES COMMUNICATIONS · 2026 · IF 8.6

Interlayer engineering of shape memory phthalonitrile based composites via PTFE decoupling and aerogel functionalization

Rongxiang Hu,Fenghua Zhang,Yanju Liu,Jinsong Leng

Shape memory polymers (SMPs) are stimuli-responsive smart materials with great potential for engineering applications. Fiber reinforced SMP composites (SMPCs) are widely used to enhance mechanical properties while retaining shape memory performance. However, although multilayer fiber fabrics reinforced SMPC laminates offer higher mechanical strength, their deformation during shape memory process is often constrained by interfacial restrictions between adjacent plies. In this study, a polytetrafluoroethylene (PTFE) interlayer strategy was developed to decouple adjacent SMPC plies, and PTFE interlayered, carbon fiber reinforced shape memory phthalonitrile laminate composites (SMPN-LC) were fabricated. Mechanical tests indicates that, at an interlaminar bonding area of 20%, SMPN-LC exhibits a tensile strength of 307 MPa and a flexural strength of 426 MPa. At the same bonding area, as the length-width ratio decreases from 6:1 to 2:1, the flexural strain of SMPN-LC increases from 1.8% to 2.9%, which is attributed to an increased length of the PTFE induced interlaminar decoupling region. SMPN-LC exhibits layer-wise shape memory behavior and can be deformed into a temporary anchor-hook structure capable of hanging a 500 g weight. By incorporating shape memory phthalonitrile aerogel (SMPNA) into SMPN-LC to obtain SMPN-LAC, the thermal conductivity decreases to 104 mW/m·K and provided good thermal insulation performance. In the compressed temporary shape, the SMPNA interlayers within SMPN-LAC recovers gradually to form layer-by-layer thermal barrier, maintaining the opposite-side temperature at around 300 °C after 600 s of butane flame exposure. This interlayer strategy endows SMPN-LAC with good thermal insulation with shape memory performance, broadening the application potential of SMPCs.

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POLYMER · 2026 · IF 5.1

Phthalonitrile-Schiff base epoxy resin: unique gas-condensed phase synergy endows excellent flame retardancy

Xin Qu,Liwei Yang,Yidi Liu,Fangzheng Jia,Jingcheng Liu,Xiaojie Li,Wei Wei

Epoxy resin is widely applied for its excellent mechanical properties and chemical stability, yet its intrinsic flammability greatly limits further applications. Herein, an intrinsically flame-retardant epoxy resin (PNDEP) with phthalonitrile and Schiff base structures was synthesized via a facile, efficient three-step reaction. Then, 4,4'-diaminodiphenylmethane (DDM) was adopted as the curing agent to obtain cured PNDEP/DDM resin through thermal curing. Compared with commercial bisphenol A diglycidyl ether (DGEBA) epoxy resin, cured PNDEP/DDM resin showed improved comprehensive performance, which was ascribed to the higher crosslinking density, as well as the rigid isoindoline and triazine structures formed. Notably, its glass transition temperature reached 214 °C, Young’s modulus hit 5630 MPa, and char yield at 700 °C achieved 56%. Moreover, PNDEP/DDM featured a distinctive gas-condensed phase synergistic flame-retardant mechanism. Non-combustible gases produced during combustion induced foaming to form a dense and robust 3D porous sponge-like char layer, thus endowing the material with excellent flame retardancy. Specifically, it passed the UL-94 V-0 vertical burning test. And its peak heat release rate and total heat release reduced by 88.8% and 84.2%, respectively, compared with that of DGEBA/DDM system. Owing to its superior comprehensive properties, cured PNDEP/DDM resin has broad prospects in high-end fields like electronic packaging and aerospace engineering.

CAS / MDL: 31643-49-9 69227-93-6
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Materials Today Chemistry · 2026 · IF 6.7

Molecularly designed bio-based phthalonitrile for simultaneous mechanical and thermal reinforcement of bismaleimide resin

Jiawei Liu,Yingqing Zhan,Penglun Zheng,Pan Wang,Ying Li,Kui Li,Wei Feng,Xulin Yang

A bio-based eugenol-derived phthalonitrile (PN) monomer with allyl groups was synthesized, characterized, and subsequently utilized to modify the bismaleimide (BMI) resins. BMI/PN copolymer were fabricated via melt blending. BMI/PN system reveals a multi-stage curing mechanism involving: (i) an ene reaction between BMI and PN, (ii) homopolymerization of BMI, and (iii) cyclization of PN. This multiple curing mechanism eliminates phase separation and ensures good compatibility between BMI and PN. It also increases cross-linking density, improves toughness, and restricts the thermal motion of polymer chains when heated. The optimized BMI/PN copolymer (BMI: PN = 10:2) exhibited substantial improvements over neat BMI resin, with flexural strength, flexural toughness, tensile strength, and tensile toughness increasing by 194.3 %, 700.7 %, 232.1 %, and 446.9 %, respectively. Moreover, the glass transition temperature ( T g ) and char yield ( Y c ) were elevated by 140 °C and 11.3 %, respectively. This work offers new insights into BMI modification strategies and broadens the application potential of both BMI and PN resins.

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