Novel poly(aryl ether ketone)s with anthracene in the backbone

e-Polymers ◽  
2008 ◽  
Vol 8 (1) ◽  
Author(s):  
Na Ying ◽  
Zhang Haibo ◽  
Zhang Yunhe ◽  
Niu Yaming ◽  
Jiang Sibo ◽  
...  
Keyword(s):  
Nitrogen Atmosphere ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Aryl Ether ◽  
Scanning Calorimetry ◽  
Good Thermal Stability ◽  
Good Solubility ◽  
Aryl Ether Ketone ◽  
Ether Ketone ◽  
First Time

AbstractTwo novel poly (aryl ether ketone)s with anthracene moieties in the backbone were synthesized through the conventional nucleophilic aromatic substitution polycondensation for the first time, by using a new bisfluoro monomer, 9,10-bis(4-fluorobenzoyl) anthracene (AnBF). The structures of obtained polymers were confirmed by NMR, IR and UV characterizations. The polymers have high molecular weight and show good solubility in common organic solvents. Differential Scanning Calorimetry (DSC) indicates that they are vitrified polymers with high glass transition temperatures above 188° Thermogravimetric analysis (TGA) shows that these polymers have good thermal stability in nitrogen atmosphere with a 5% weight loss (TGA-5%) above 465°.

New poly(aryl ether ketone)s containing 2,6-diphenylpyridyl units and diphenylphosphinophenyl pendant groups

2020 ◽  
Vol 32 (7) ◽  
pp. 753-760
Author(s):  
Zi-Yang Zhang ◽  
Shou-Ri Sheng ◽  
Xiao-Lan Zhang ◽  
Yang Pan ◽  
Xiao-Ling Liu
Keyword(s):  
Oxygen Index ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Aryl Ether ◽  
Good Thermal Stability ◽  
Flame Retardant Property ◽  
Molecular Weights ◽  
Aryl Ether Ketone ◽  
Ether Ketone ◽  
Limited Oxygen

4-(4-Diphenylphosphino)phenyl-2,6-bis(4-hydroxyphenyl)pyridine, as a new bisphenol monomer, was prepared from 4-(diphenylphosphino)benzaldehyde and 4-hydroxyacetophenone and used in the preparation of several aromatic poly(ether ketone)s (PEKs) containing 2,6-diphenylpyridyl units and diphenylphosphinophenyl pendant groups via a nucleophilic aromatic substitution polycondensation with difluorinated aromatic ketones. The polycondensation proceeded quantitatively in tetramethylene sulfone in the presence of anhydrous potassium carbonate and afforded the polymers with high molecular weights. The resulting PEKs are amorphous and exhibit high glass transition temperatures of 209–255°C and 5% weight loss temperatures of 536–554°C with char yields of 57–62% at 800°C in nitrogen. Their high char yields and good limited oxygen index values ranging from 39 to 43 indicated these polymers exhibited good thermal stability and flame-retardant property. All new PEKs were soluble in common organic solvents such as N-methyl-2-pyrrolidone, N,N-dimethylacetamide, and chloroform and could form tough, flexible, and strong films with tensile strengths of 74.6–86.8 MPa, tensile moduli of 2.9–3.6 GPa, and elongations at break of 5–9%.

Imide-Aryl Ether Ketone Block Copolymers

1991 ◽  
Vol 227 ◽  
Author(s):  
J. L. Hedrick ◽  
W. Volksen ◽  
D. K. Moiianty
Keyword(s):  
Block Copolymers ◽  
Nucleophilic Aromatic Substitution ◽  
Diethyl Ester ◽  
Block Type ◽  
Aryl Ether ◽  
Good Thermal Stability ◽  
Ether Ether Ketone ◽  
Ketone Form ◽  
Aryl Ether Ketone ◽  
Ether Ketone

ABSTRACTImide-aryl ether ketone block copolymers were prepared and their morphology and thermal and mechanical properties investigated. The key feature of this copolymerization is the preparation of soluble aryl ether ketimine oliogmers which may be subsequently hydrolized to the aryl ether ether ketone form. A bis(amino) aryl ether ketimine oligomer was prepared via a nucleophilic aromatic substitution reaction with a molecular weight of 6,000 g/mol. The oligomer was co-reacted with 4,4′-oxydianiline (OI)A) and pyromellitic dianhydride (PMDA) diethyl ester diacyl chloride in N-methyl-2-pyrrolidone (NMP) in the presence of N-methylmorpholine. The copolymer compositions, determined by II-NMR, of the resulting amic ester based copolymers ranged from 8 to 20 wt% aryl ether ketimine content. Prior to imide formation, the ketimine moiety of the aryl ether ketimine block was hydrolyzed (p-toluene sulfonic acid) to the ketone form producing the aryl ether ether ketone block. Solutions of the copolymers were cast and cured to effect imidization, producing clear films. The copolymers displayed good thermal stability with decomposition temperatures in excess of 450°C. Multiphase morphologies were observed irrespective of the co-block type or composition.

Poly(aryl ether ketone/sulfone)s containing ortho-methyl and pendant trifluoromethyl-substituted phenyl groups: Synthesis and properties

2012 ◽  
Vol 24 (8) ◽  
pp. 692-701 ◽  
Author(s):  
Chengyuan Shang ◽  
Xiaojuan Zhao ◽  
Junwei Li ◽  
Jingang Liu ◽  
Wei Huang
Keyword(s):  
Dielectric Constants ◽  
Polymer Chains ◽  
Light Transmittance ◽  
Cutoff Wavelength ◽  
Aryl Ether ◽  
Good Thermal Stability ◽  
Low Dielectric ◽  
Aryl Ether Ketone ◽  
Ether Ketone ◽  
Good Transparency

Two novel bisphenols, 1,1-bis(4′-hydroxy-3′,5′-dimethylphenyl)-1-(3′′-trifluoromethylphenyl)-2,2,2-trifluoroethane (4M6FDO) and 1,1-bis(4′-hydroxy-3′,5′-dimethylphenyl)-1-[3′′,5′′-bis(trifluoromethyl)phenyl]-2,2,2-trifluoroethane (4M9FDO), with methyl groups ortho-substituted to the phenol groups, bulky trifluoromethyl-substituted phenyl groups and trifluoromethyl groups in the structure, were synthesized and characterized. The bisphenols were polymerized with 4,4′-difluorobenzophenone and bis(4-fluorophenyl) sulfone, respectively, via a aromatic nucleophilic substitution polycondensation to afford four poly(aryl ether ketone/sulfone)s (PAEKs/PAESs) with the inherent viscosities of 0.32–0.52 dL g−1. The ortho-methyl and pendant trifluoromethyl-substituted phenyl groups endow the polymers with good solubility, the rigidity of the polymer chains increase the glass transition ( Tg) of the polymers to 197–235 °C. Flexible and tough films cast from N,N-dimethylacetamide showed good thermal stability, low dielectric constants of 2.67–2.73 and low water uptakes of 0.21–0.40%. Moreover, the polymers showed good transparency with light transmittance at 450 nm as high as 96% and cutoff wavelength as low as 285 nm. The PAEKs also exhibited low light-absorption at the optocommunication wavelengths of 1310 and 1550 nm.

scholarly journals Dielectric and thermal properties of magnesium oxide/poly(aryl ether ketone) nanocomposites

2018 ◽  
Vol 25 (5) ◽  
pp. 915-925 ◽  
Author(s):  
Virappa Virupaxappa Pattanshetti ◽  
G.M. Shashidhara ◽  
Mysore Guruswamy Veena
Keyword(s):  
Thermal Conductivity ◽  
Thermal Properties ◽  
Magnesium Oxide ◽  
Coefficient Of Thermal Expansion ◽  
Thermal Studies ◽  
Aryl Ether ◽  
Scanning Calorimetry ◽  
Aryl Ether Ketone ◽  
Ether Ketone ◽  
Dielectric And Thermal Properties

AbstractIn the present study, dielectric and thermal properties of poly(aryl ether ketone) (PAEK)-nanocomposites with varying weight percentage of magnesium oxide (MgO) have been reported. The thermal properties of PAEK/MgO nanocomposites were studied using differential scanning calorimetry, thermogravimetric analysis, thermo-mechanical analysis and thermal conductivity. Transmission electron microscopy of the developed nanocomposites shows agglomerate-free dispersion of MgO nanoparticles in PAEK matrix. From the dielectric properties, dielectric constant of 13 was achieved for 10 wt% PAEK/MgO nanocomposite at 230°C. Further, minimum tan δ and maximum volume resistivity were found for 10 wt% PAEK/MgO nanocomposite. Data from thermal studies indicate that the incorporation of MgO into PAEK significantly enhanced the glass transition temperature and slightly deteriorated the thermal stability, char yield, and flame-retardant properties. Also, highest thermal conductivity and lowest coefficient of thermal expansion were achieved at 10 wt% of the MgO content. An excellent combination of both dielectric and thermal properties of the PAEK/MgO nanocomposites developed in the present study finds its potential application in microelectronics and electrical insulation in power equipments.

scholarly journals Study of the Effects of the Structure of Phthalazinone’s Side-Group on the Properties of the Poly(phthalazinone ether ketone)s Resins

Polymers ◽  
2019 ◽  
Vol 11 (5) ◽  
pp. 803 ◽  
Author(s):  
Feng Bao ◽  
Fengfeng Zhang ◽  
Chenghao Wang ◽  
Yuanyuan Song ◽  
Nan Li ◽  
...  
Keyword(s):  
Mechanical Properties ◽  
Thermal Stability ◽  
Thermomechanical Analysis ◽  
Nucleophilic Aromatic Substitution ◽  
Differential Scanning Calorimetry Analysis ◽  
Side Group ◽  
Aromatic Substitution ◽  
Scanning Calorimetry ◽  
Ether Ketone ◽  
Thermal Stability Of

The application of poly(phthalazinone ether ketone)s (PPEKs) resin containing phthalazinone moiety is limited, due to its poor thermoforming processability. To investigate the effects of the phthalazinone’s side-group on the thermal stability and processability of the resin, a series of PPEKs resins with different side-group (–H/–CH3/–Ph) were prepared by nucleophilic aromatic substitution polymerization. The properties of the obtained resins were investigated by differential scanning calorimetry analysis (DSC), thermogravimetric analysis (TGA), dynamic thermomechanical analysis (DMA), and rheogoniometer. The results show that the introduction of methyl or phenyl into the PPEKs resin, significantly reduced the melting viscosity of the resin, but resulted in a slight decrease in the thermal stability of it. This might be due to the presence of methyl or phenyl, which enhanced the free volume of the molecule and reduced the entanglement between the chains; the results of the computer simulation confirmed it. Moreover, the resin films displayed excellent tensile strength with the introduction of methyl or phenyl. In a word, a novel poly(phthalazinone ether ketone)s resin with thermal resistance, easy processing and excellent mechanical properties could be obtained by introducing appropriate bulk-rigid side-groups into the phthalazinone moiety.

Preparation and properties of novel alternating poly(aryl ether ketone)

2018 ◽  
Vol 31 (4) ◽  
pp. 409-416 ◽  
Author(s):  
Yongjun Liu ◽  
Ming Zhong ◽  
Chen Song ◽  
Shouri Sheng ◽  
Xiaoling Liu ◽  
...  
Keyword(s):  
Nitrogen Atmosphere ◽  
Aryl Ether ◽  
X Ray Diffraction ◽  
Aromatic Rings ◽  
Elongation At Break ◽  
Alternating Copolymer ◽  
Flexible Films ◽  
Aryl Ether Ketone ◽  
Ether Ketone ◽  
Diffraction Patterns

Novel alternating poly(aryl ether ketone)s (PAEKs) were prepared from a multiple aromatic difluoroketone monomer, that is, containing six aromatic rings via nucleophilic substitution polycondensation with various bisphenols. Each chain segment of the synthesized poly aryl ether ketone alternating copolymer was regularly separated by bisphenol units, which resulted in improvements in their thermal stability and solubility in common organic solvents. All glass transition temperatures of the alternating PAEKs were above 179°C, and the temperatures at 5% weight loss were above 446°C under nitrogen atmosphere. Wide-angle X-ray diffraction patterns confirmed that the resulting PAEKs were amorphous. PAEKs can form strong, transparent, and flexible films by solution casting, with a tensile strength of 72–79 MPa, Young’s modulus of 1.5–2.0 GPa, and elongation at break of 7–17%.

The Enthalpic Relaxation of Amorphous Poly(Aryl Ether Ketone)s

1997 ◽  
Vol 9 (1) ◽  
pp. 1-15 ◽  
Author(s):  
A A Goodwin ◽  
M M Browne
Keyword(s):  
Physical Aging ◽  
Aryl Ether ◽  
Forming Process ◽  
Scanning Calorimetry ◽  
Substitution Pattern ◽  
Glass Forming ◽  
Aryl Ether Ketone ◽  
Ether Ketone ◽  
Composite Curve ◽  
Kinetics Of

The development of physical aging in four amorphous poly(aryl ether ketone)s at temperatures below the glass transition temperature, Tg, was studied using differential scanning calorimetry (DSC). The change in enthalpy lost on aging, determined by scanning through Tg, was used to determine the kinetics of the aging process through fitting to the Cowie–Ferguson model. The kinetics of aging were found to depend on the ketone–ether ratio as well as the substitution pattern of the polymers. The maximum enthalpy lost at equilibrium, Δ H∞, was found to be a linear function of the change in heat capacity at Tg, Δ Cp(Tg), and the degree of supercooling, Δ T. A composite curve incorporating Tg values from physical aging and dynamic mechanical studies, covering 15 decades, could be fitted to the Volger–Fulcher equation and demonstrated that physical aging is an extension of the glass forming process.

Resistive memory devices based on novel functionalized poly(aryl ether)s with pendant azobenzene

2018 ◽  
Vol 31 (3) ◽  
pp. 273-281
Author(s):  
Hejing Sun ◽  
Haibo Zhang ◽  
Jinhui Pang ◽  
Zheng Chen ◽  
Yuntao Han ◽  
...  
Keyword(s):  
Data Storage ◽  
High Performance ◽  
Nucleophilic Aromatic Substitution ◽  
Future Application ◽  
Memory Devices ◽  
The Novel ◽  
Aromatic Substitution ◽  
Aryl Ether ◽  
Good Thermal Stability ◽  
Memory Mechanism

We designed and synthesized two novel azobenzene functionalized poly(aryl ether)s (PAEs), PAE-azo-1 and PAE-azo-2, from a new azobenzene monomer via nucleophilic aromatic substitution polycondensation. This direct polymerization approach via azobenzene monomer has the advantages of controlling the distribution and amount of the azobenzene chromophores in the polymer. Both of the polymers showed very good thermal stability and excellent solubility for future application in the electronics industry. These polymers were fabricated as films by simple spin-coating and both of them were then prepared as sandwich memory devices. PAE-azo-1 and PAE-azo-2 exhibit write-once-read-many-times-type memory behavior, which can be encoded as “0” and “1,” and possess the low operation voltage below −3.0 V. The memory mechanism was investigated through ultraviolet–visible optical absorption spectrum and the cyclic voltammetry. These obtained results indicate that the novel azobenzene functionalized PAEs are a promising candidate for low power consumption and high-performance materials for data storage.

Synthesis and Characterization of Multi-Sulfonated Poly(Aryl Ether Ketone)s Proton Exchange Membranes

2007 ◽  
Vol 544-545 ◽  
pp. 1065-1068 ◽  
Author(s):  
Dong Hoon Lee ◽  
Hye Suk Park ◽  
Dong Wan Seo ◽  
Tae Whan Hong ◽  
Whan Gi Kim
Keyword(s):  
Ion Exchange ◽  
Exchange Capacity ◽  
Proton Exchange ◽  
Condensation Polymerization ◽  
Aryl Ether ◽  
Scanning Calorimetry ◽  
Ion Exchange Capacity ◽  
Aryl Ether Ketone ◽  
Ether Ketone ◽  
Sulfonated Poly

A series of sulfonated poly(aryl ether ketone)s were prepared by condensation polymerization with bisphenol A and 1,2-bis(4-fluorobenzoyl)-3,6-diphenylbenzene, and followed by sufonation with chlorosulfonic acid. The polymers were characterized by Fourier transform infra-red (FTIR) and ion exchange capacity (IEC) to verify sulfonation. Differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA) were carried out to investigate the thermal stability of the prepared membranes. The membranes were found to possess all the requisite properties; Ion exchange capacity (3.31meq./g), glass transition temperatures (207-230°C), and low affinity towards methanol (2.04x10-6-4.15x10-7 cm2/S).

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