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HIGH PERFORMANCE POLYMERS · 2021 · IF 2.161

Novel poly(arylene ether nitrile) containing pendant aliphtatic ring in the chain: Synthesis and properties

Shajie Luo,Fajian Ren,Jiangang Dai,Yan Chen,Zhongzhu Yang

Two kinds of novel poly(arylene ether nitrile)s (CPDP-DCBN and CHDP-DCBN) containing pendant aliphtatic ring were synthesized by 4,4′-cyclopentane-1,1′-diyldiphenol (CPDP) or 4,4′-cyclohexane-1,1′-diyldiphenol (CHDP) and 2,6-dichlorobenzonitrile (DCBN) in this work. The inherent viscosities of poly(arylene ether nitrile)s (PENs) were in the range of 0.701–0.806 dL g−1. The polymers showed high glass transition temperatures (Tg) of 185.4–196.4°C and weight-loss temperatures (T5%) of 447.8–454.3°C. The obtained CPDP-DCBN and CHDP-DCBN could be hot pressed into the films, which showed the tensile strengths of 82.6 MPa and 86.8 MPa, respectively. And the storage modulus of CPDP-DCBN and CHDP-DCBN were about 1.0 GPa and 1.5 GPa at 150°C, respectively. Additionally, the PENs could be dissolved in many solutions at room temperature, such as NMP and concentrated H2SO4, indicating that they had good solubility; they can be processed by the solution method. Meanwhile, the optical transmittance of CPDP-DCBN was 78.1% at 450 nm; it has potential to be applied to the heat-resistant optical film.

研究领域: 高分子化学 · 材料科学
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Polymers · 2021 ·Vol. 13 ·期 20 ·3489 · IF 4.329

Crosslinked Fluorinated Poly(arylene ether)s with POSS: Synthesis and Conversion to High-Performance Polymers

Yashu He,Jingting Wang,Igor S. Sirotin,Vyacheslav V. Kireev,Jianxin Mu

This study reports on a series of crosslinked poly(arylene ether)s with POSS in the main chain. The fluorinated and terminated poly(arylene ether)s were first synthesized by the nucleophilic reaction of diphenol POSS and decafluorodiphenyl monomers, including decafluorobiphenyl, decaflurobenzophenone, and decafluorodiphenyl sulfone. They were then reacted with 3-hydroxyphenyl acetylene to produce phenylacetylene-terminated poly(arylene ether)s. The polymers were of excellent processability. When heated to a high temperature, the polymers converted into a crosslinked network, exhibiting a low range of dielectric constant from 2.17 to 2.58 at 1 HMz, strong resistance against chemical solutions, low dielectric losses, and good thermal and hydrophobic properties.

研究领域: 材料科学 · 高分子化学
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HIGH PERFORMANCE POLYMERS · 2018 · IF 1.047

Ultra-low dielectric constant materials with hydrophobic property: Synthesis of poly(aryl ether sulfone) with POSS and biphenyl group in the main chain

Jingting Wang,Yanfeng Wei,Xuesong Li,Jianxin Mu

A series of novel poly(aryl ether sulfone)s (PESs) with polyhedral oligomeric silsesquioxane (POSS) and biphenyl group in the main chain were synthesized from 4,4′-biphenol, biphenol POSS and 4,4′-bis[(4-chlorophenyl)sulfonyl]-1,1′-biphenyl via a nucleophilic aromatic substitution polycondensation. The structures of the polymers were characterized by infrared, nuclear magnetic resonance, and wide-angle X-ray diffraction spectroscopy. The incorporation of POSS and biphenyl group into PES matrix at various molar percentages of POSS resulted in a dramatic decrease of dielectric constant as well as a significant increase of hydrophobicity. As the content of POSS increased, the dielectric constant decreased from 2.54 to 1.82, while the contact angle can be increased to 122.6°. The thermal properties, crystallinity, solvent resistance, and surface topography were also studied in this article.

研究领域: 材料科学 · 高分子化学
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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH · 2023 · IF 4.2

Engineering Poly(phthalazinone ether sulfone) Dielectric Films for Stable High-Temperature Capacitive Energy Storage

Chengwen Gu,Fanchen Sun,Qitong Wang,Jiahui Li,Yi Zhao,Yunhe Zhang,Shouhai Zhang,Xigao Jian,Zhihuan Weng

Poly(aryl ether) (PAE) dielectrics have captured widespread interest in the domain of film capacitors primarily due to their exceptional high-temperature endurance, advantageous film-forming capabilities, and superior mechanical attributes. However, the conventional PAEs had a complicated film-forming process and low discharge energy density. In order to solve this problem, a poly(phthalazinone ether sulfone) (PPES) with phthalazinone structures is synthesized. Compared to the commercial polysulfone, the PPES exhibits significantly higher discharge energy density (Ue) and breakdown strength both at room temperature and elevated temperature. In particular, the Ue value of PPES (3.66 J/cm3) at 150 °C and 500 MV/m is even superior to that of commercially available bi-oriented polypropylene dielectric films, which are only 2.71 J/cm3 at room temperature and 450 MV/m. This investigation has demonstrated that the PPES films with phthalazinone structures are highly promising for energy storage under harsh conditions.

研究领域: 材料科学 · 能源工程
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Polymers · 2018 ·Vol. 10 ·期 7 ·708 · IF 2.935

Preparation of Novel Epoxy Resins Bearing Phthalazinone Moiety and Their Application as High-Temperature Adhesives

Liwei Wang,Jinyan Wang,Yu Qi,Fengfeng Zhang,Zhihuan Weng,Xigao Jian

Most polymer-based adhesives exhibit some degree of degradation at temperatures above 200 °C, and so there is a need for the development of adhesives that can be used at high temperatures. A series of poly(phthalazinone ether nitrile sulfone ketone)s terminated with epoxy (E-PPENSK) and amine (A-PPENSK) groups have been prepared, which have been used as precursors can be applied for high-temperature resistant epoxy adhesives. The structured of these E-PPENSK (epoxy resin) and A-PPENSK (curing agent) components have been characterized by1H nuclear magnetic resonance (NMR) and Fourier transform–infrared spectroscopy (FT–IR) studies, with the effects of molecular weights and molar ratios on the gel content of their polymers being determined. Cured epoxy resins derived from E-PPENSK and A-PPENSK showed good thermal stability, with an optimal resin retaining 95% of its weight at 484 °C, which gave a char yield of 62%. This adhesive was found to exhibit good mechanical strength, with a single-lap adhesive joint (A-3000/E-6000) exhibiting a shear strength of 48.7 MPa. Heating this adhesive at 450 °C for 1 h afforded a polymer that still exhibited good shear strength of 17.8 MPa, indicating that these adhesives are potentially good candidates for high-temperature applications.Keywords:poly(aryl ether);phthalazinone;epoxy adhesive;high-temperature resistant

研究领域: 材料科学 · 化学工程
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RSC Advances · 2024 ·Vol. 14 ·期 8 ·5417-5424 · IF 3.9

Photoinduced deformation behavior of poly(aryl ether)s with different azobenzene groups in the side chain

Jie Yi,Yajing Yang,Xi-ming Song,Yuxuan Zhang

Azobenzene-containing poly(aryl ether)s are a potential type of photoinduced deformable high-performance polymer. However, research on photoinduced deformation of azobenzene-containing poly(aryl ether)s focuses mainly on poly(aryl ether)s containing azobenzene groups in the main chain. In this paper, the photoinduced deformation of poly(aryl ether)s containing azobenzene groups in the side chain was studied for the first time. Two novel poly(aryl ether)s containing azobenzene groups in the side chain were synthesized, and their photoinduced isomerization behavior and photoinduced deformation behavior were studied. It could be seen that the match of the excitation luminescence to the maximum absorption peak of the azobenzene groups was more compatible, and the photoinduced motion of the polymers was faster. In addition, poly(aryl ether)s containing azobenzene groups in the side chain showed highly stable photoinduced deformation. The results of this work will be helpful for designing polymers which could be controlled by lasers of different wavelengths.

研究领域: 材料科学 · 高分子化学
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RSC Advances · 2016 ·Vol. 6 ·期 87 ·84133-84138 · IF 3.289

High fluorescence intensity poly(aryl ether ketone)s containing tetraphenylethylene moieties: preparation, characterization and fluorescent properties

Feng Li,Jiashuang Luan,Shuling Zhang,Yuchao Luo,Yinlong Du,Cong Gao,Guibin Wang

A novel monomer containing tetraphenylethylene-(2,6-difluorophenyl)(4-(3-(4-1,2,2-triphenyl vinyl)phenoxy)propyl)phenyl)methanone (2F-TPE) was designed and synthesized by reaction of (4-(3-bromopropyl)phenyl)(2,6-difluorophenyl)methanone and 1-(4-hydroxyphenyl)-1,2,2-triphenylethene. A series of high fluorescence intensity poly(aryl ether ketone) copolymers containing tetraphenylethylene (TPE–PAEK) were prepared, which is the first report of preparing PAEK featuring tetraphenylethylene groups by polycondensation. The fluorescence and thermal properties of TPE–PAEK were characterized using fluorescence spectrophotometer, differential scanning calorimetry and thermogravimetric analysis respectively. The results indicated that tetraphenylethylene-based copolymers possessed high fluorescence intensity at a low concentration both in solids and in water/THF mixtures. TPE–PAEK still presented strong fluorescence intensity at elevated temperature up to 90 °C. In addition, TPE–PAEK possess excellent thermal stability.

CAS / MDL: 1478-61-1
研究领域: 材料科学 · 化学工程
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Polymers · 2019 ·Vol. 11 ·期 3 ·418 · IF 3.164

Polyarylene Ether Nitrile and Barium Titanate Nanocomposite Plasticized by Carboxylated Zinc Phthalocyanine Buffer

Shuning Liu,Chenchen Liu,Changyu Liu,Ling Tu,Yong You,Renbo Wei,Xiaobo Liu

Barium titanate (BT) and polyarylene ether nitrile (PEN) nanocomposites with enhanced dielectric properties were obtained by using carboxylatedzinc phthalocyanine (ZnPc-COOH) buffer as the plasticizer. Carboxylated zinc phthalocyanine, prepared through hydrolyzing ZnPc in NaOH solution, reacted with the hydroxyl groups on the peripheral of hydrogen peroxide treated BT (BT-OH) yielding core-shell structured BT@ZnPc. Thermogravimetric analysis (TGA), transmission electron microscopy (TEM), TEM energy dispersive spectrometer mapping, scanning electron microscopy (SEM), X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), and Fourier transform infrared (FTIR) demonstrated successful preparation of BT@ZnPc. The fabricated BT@ZnPc was incorporated into the PEN matrix through the solution casting method. Rheological measurements demonstrated that the ZnPc-COOH buffer can improve the compatibility between BT and PEN effectively. With the existence of the ZnPc-COOH buffer, the prepared BT@ZnPc/PEN nanocomposites exhibit a high dielectric constant of 5.94 and low dielectric loss (0.016 at 1000 Hz). BT@ZnPc/PEN dielectric composite films can be easily prepared, presenting great application prospects in the field of organic film capacitors.Keywords:barium titanate;polyarylene ether nitrile;zinc phthalocyanine;dielectrics;rheology

CAS / MDL: 95-16-9
研究领域: 材料科学 · 电气工程
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Journal of Physical Chemistry C · 2019 · IF 4.309

TEMPO-Functionalized Aromatic Polymer as a Highly Active, pH-Responsive Polymeric Interfacial Catalyst for Alcohol Oxidation

Kecheng Hu,Jun Tang,Shixiong Cao,Qi Zhang,Jianli Wang,Zhibin Ye

We report in this paper the design and synthesis of a pH-responsive polymeric interfacial catalyst (PIC) via one-step grafting of 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO) onto a polyaryletherketone having pendant benzimidazole groups (SCBI-PAEK-6F). The TEMPO-functionalized polymer has been systematically characterized with 1H nuclear magnetic resonance, Fourier-transform infrared spectroscopy, elemental analysis, contact angle, and transmission electron microscopy. Moreover, this well-designed polymer has been applied in the oxidation of alcohols under Montanari conditions. It is found that the functionalized polymer can aggregate at the water–oil interface and act as an efficient stabilizer to facilitate the formation of a stable Pickering emulsion, which shows outstanding catalytic activity for alcohol oxidation through the microreactor mechanism. Moreover, the PIC is featured with desirable high pH responsiveness due to the valuable benzimidazole groups. De-emulsification of the Pickering emulsion reaction system can be conveniently triggered by simply tuning the system pH value to 3, thus facilitating the facile recovery of the PIC. In addition, the sustainable catalyst can be reused for subsequent cycles of alcohol oxidation without appreciable loss in catalytic activity or selectivity.

研究领域: 材料化学 · 催化化学 · 有机合成
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HIGH PERFORMANCE POLYMERS · 2012 · IF 0.884

Synthesis, characterization and thermal degradation of phosphorus–nitrogen containing poly(aryl ether ketone)s

Xuexia Xie,Zhou Wang,Kun Zhang,Jing Xu

A series of high-molecular-weight poly(aryl ether ketone)s with phosphorus and nitrogen on their side and main chains was synthesized by a nucleophilic substitution polycondensation of 6-(4-hydroxyphenyl)pyridazin-3(2H)-one (HPZ) with 1,1′-bis(4-hydroxyphenyl)-metheylene-bispheny-1-oxophosphine oxide (DOPO-PhOH) and 4, 4′-difluorobenzophenone (DFBP) at various molar ratios. The structures of the poly(aryl ether ketone)s were characterized by means of Fourier transform infrared spectroscopy (FTIR), nuclear magnetic resonance spectroscopy (1H NMR, 31P NMR) and elemental analysis. The influence of the nitrogen- and phosphorus-containing monomer ratio on their thermal stability was investigated by adjusting the proportion of the HPZ and DOPO–PhOH from 0:10 to 8:2. The polymers were readily soluble in polar organic solvents, such as N-methylpyrrolidone (NMP), N, N-dimethylacetamide (DMAc), N, N-dimethylformamide (DMF) and chloroform. Differential scanning calorimetry (DSC) demonstrated that these polymers have an amorphous morphology.

CAS / MDL: 345-92-6
研究领域: 高分子化学 · 材料科学
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JOURNAL OF MEMBRANE SCIENCE · 2023 · IF 9.5

Side grafting tertiary amine in polyaryl ether sulfone membranes for reversible-multiple separations

Guangming Yan,Haoran Lu,Shushan Yuan,Xiao Deng,Junyong Zhu,Gang Zhang

In this study, a new category of copolymer was designed by side grafting of tertiary amines (TA) on polyaryl ether sulfone. The synthesized copolymers PES/ATA displayed superior thermal properties with a glass transition temperature of 200–225 °C. These copolymers with favorable film-forming properties were used to fabricate ultrafiltration membranes via a phase inversion approach. Surprisingly, it was found that the filtration performance of these resultant membranes could be reversibly tuned between a facile acid oxidation (CH 3 COOH:H 2 SO 4 :H 2 O 2  = 40:1:1) and alkali solution (solution of 20 wt% NaOH, immersed for 4–8 h) treatment. While the water flux of dye solution had a twofold reduction, the oxidized membranes showed distinctly enhancement of methylene blue rejection from 35% to 91.5% after oxidation treatment. Subsequently, alkali treatment of the oxidized membranes allowed their water flux to recover up to 89% as that of pristine membranes, and the methylene blue rejection can recover to almost the same as that of pristine membranes. This phenomenon was closely related to the introduced reactive TA units: the TA group in the polymeric membrane was converted into stimulus-responsive amine oxide (AO) unit, then its charge can be reversibly changed between the acid oxidation and alkali treatment, and that can be used to tune the electrostatic repulsion and further tuned the membrane pore size. In addition, compared with the polyarylene sulfone membrane, the mechanical properties of these membrane had almost no deterioration after several treatment cycle. This study supplies a novel and facile routine to fabricate functional membranes with reversible-tunable filtration properties.

研究领域: 材料科学 · 膜分离技术
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ELECTROCHIMICA ACTA · 2022 · IF 7.336

Synthesis and characterization of viologen functionalized fluorene-containing poly(arylene ether ketone)s for polymer batteries

Jiaqi Xu,Zongcai Deng,Bo Wu,Meijin Lin,Dongyang Chen

Organic polymers containing redox-active moieties have attracted increasing attention as electrode materials for high-performance rechargeable batteries due to their sustainability, flexibility, environmentally benign, and high stability. Herein, viologen functionalized fluorene-containing poly(arylene ether ketone)s (MV-FPAEKs) were synthesized by polycondensation , bromination, and quaternization in sequence. 1 H NMR was used to monitor the degree of functionalization (DF), which increased with the increasing of the molar ratio of the bromination agent. The MV-FPAEK-96 with a DF of 96% for viologen was used as the active material for polymer cathode. The theoretical specific capacity was calculated to be 87.6 mAh g −1 based on the dual electron transfer per viologen unit. It had been found that the MV-FPAEK-96 battery delivered a discharge specific capacity of 87.1 mAh g −1 at a current rate of 0.1 C, and maintained 32.1 mAh g −1 after 100 galvanostatic cycles. In contrast, the small molecule of dimethyl viologen was highly soluble in the electrolyte, and the corresponding capacity decreased to negligible values after only 20 cycles. Therefore, the attachment of viologen to polymeric backbones is an effective strategy to increase the stability in electrolyte while maintaining the rechargeability, and the MV-FPAEK-96 is a promising redox-active candidate for polymer batteries.

研究领域: 材料科学 · 电化学
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