Imide-Aryl Ether Ketone Block Copolymers

1991 ◽  
Vol 227 ◽  
Author(s):  
J. L. Hedrick ◽  
W. Volksen ◽  
D. K. Moiianty

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.

e-Polymers ◽  
2008 ◽  
Vol 8 (1) ◽  
Author(s):  
Na Ying ◽  
Zhang Haibo ◽  
Zhang Yunhe ◽  
Niu Yaming ◽  
Jiang Sibo ◽  
...  

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°.


2020 ◽  
Vol 32 (7) ◽  
pp. 753-760
Author(s):  
Zi-Yang Zhang ◽  
Shou-Ri Sheng ◽  
Xiao-Lan Zhang ◽  
Yang Pan ◽  
Xiao-Ling Liu

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%.


2012 ◽  
Vol 24 (8) ◽  
pp. 692-701 ◽  
Author(s):  
Chengyuan Shang ◽  
Xiaojuan Zhao ◽  
Junwei Li ◽  
Jingang Liu ◽  
Wei Huang

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.


1993 ◽  
Vol 30 (1) ◽  
pp. 33-38 ◽  
Author(s):  
J. L. Hedrick ◽  
W. Volksen ◽  
D. K. Mohanty

2016 ◽  
Vol 29 (2) ◽  
pp. 205-210 ◽  
Author(s):  
Yu Jin Lin ◽  
Shi Qin ◽  
Bing Han ◽  
Cong Gao ◽  
Shu Ling Zhang

Poly(ether ether ketone)-based (PEEK-based) composites with high electrical conductivity, good mechanical properties, and thermal stability were prepared using multiwall carbon nanotubes (MWCNTs) as a conductive filler and the liquid crystalline copolymer of poly(aryl ether ketone) (FPEDEKKLCP) as a processing aid. The composites were fabricated using melt blending, and the MWCNT/PEEK composites with FPEDEKKLCP exhibited an obvious improvement in the measured electrical conductivity relative to the MWCNT/PEEK composite without FPEDEKKLCP. Moreover, the MWCNT/PEEK composites exhibited good mechanical properties and thermal stability after addition of an appropriate amount of FPEDEKKLCP. This is attributed to the good thermal stability of FPEDEKKLCP, wherein addition of FPEDEKKLCP effectively decreased the melt viscosity of the MWCNT/PEEK composites, accompanied by an improvement in the dispersion of the MWCNTs in the PEEK matrix.


1992 ◽  
Vol 30 (10) ◽  
pp. 2085-2097 ◽  
Author(s):  
James L. Hedrick ◽  
W. Volksen ◽  
Dillip K. Mohanty

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