Preparation of aromatic poly(ether ketones) from an aromatic dihalide and sodium carbonate

Fukawa, Isaburo; Tanabe, Tsuneaki; Dozono, Tetsuro

doi:10.1021/ma00013a016

Cited by 18 publications

(5 citation statements)

References 1 publication

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“…A novel approach to semicrystalline poly(aryl ether ketones) involves the reaction of 4,4 , -dichlorobenzophenone with sodium carbonate in the presence of a silica/copper catalyst in diphenylsulfone at 280-320 °C (26). Under these conditions, the sodium carbonate/catalyst combination behaves as a water-equivalent, inserting an ether linkage between benzophenone units.…”

Section: Poly(aryl Ether Ketones)mentioning

confidence: 99%

Poly(aryl ether) Synthesis

Labadie

Hedrick

Ueda

1996

Step-Growth Polymers for High-Performance Materials

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Section: Poly(aryl Ether Ketones)mentioning

confidence: 99%

Poly(aryl ether) Synthesis

Labadie

Hedrick

Ueda

1996

Step-Growth Polymers for High-Performance Materials

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“…Despite the elucidation of the polymerization mechanism, no straighforward explanation for the decrease of the polymer molecular weights for long reaction times could be established. As reported earlier for aromatic nucleophilic substitution at high temperature (300 5 C) [35] as well as at 160 5 C [36] in a conventional thermal way, the nucleophilic HIGH MOLECULAR WEIGHT POLY(ARYLETHERKETONE)S 205 behavior of KF released during the course of the polymerization could be responsible for ether linkage scissions. To confirm this hypothesis, 1 g of a preliminary synthesized polyarylether ( = 0.64 dL g 41 ) was dissolved in DMSO and the exact amount of KF that would have been produced in the course of the polymerization reaction was added.…”

Section: Synthesis and Characterization Of Alternated And Random Poly(arylether Ketone)spoly(arylether Sulfone)s Copolymersmentioning

confidence: 63%

Assisted Microwave Synthesis of High Molecular Weight Poly(ArylEtherKetone)s

Brunel

Marestin

Martin

et al. 2007

High Performance Polymers

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A microwave-assisted aromatic nucleophilic substitution reaction has been used to synthesize high molecular weight Poly(ArylEtherKetone)s (PAEKs) within very short reaction times and through a highly simplified process. The influence of different parameters, (namely the microwave power, solvent nature, or reaction time) on the polymer molecular weights were studied in order to optimize the polymerization conditions. The polymers thus obtained were characterized and compared with their analogues synthesized by conventional thermal polycondensation. This work underlines the potential of microwaveassisted aromatic polymer synthesis.

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“…As has been reported in the synthesis of poly(ether ketone) dendrons 31 prepared by using only 1 as the building block, the lower molecular weight impurities in the crude products were regarded to be a compound which was caused by the one-to-one reaction between G − OH and the building block, whereas the higher molecular weight impurities were formed by the reaction of G − OH with an excess amount of the building block and potassium carbonate. The latter reaction has been reported in the synthesis of linear poly(ether ketones). , The relative ratio of these impurities was less than those of poly(ether ketone) dendrons 31 prepared by using only 1 as the building block. The higher selectivity of the coupling reaction of the higher generation, G − OH , may be also ascribed to the lower steric hindrance of the hydroxy group.…”

Section: Resultsmentioning

confidence: 80%

“…The latter reaction has been reported in the synthesis of linear poly(ether ketones). 61,62 The relative ratio of these impurities was less than those of poly-(ether ketone) dendrons 31 prepared by using only 1 as the building block. The higher selectivity of the coupling reaction of the higher generation, G-OH, may be also ascribed to the lower steric hindrance of the hydroxy group.…”

Section: Resultsmentioning

confidence: 92%

Preparation of Poly(ether ketone) Dendrons with Graded Structures

Morikawa

Ono

1999

Macromolecules

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New highly branched poly(ether ketone) dendrons, with graded structures, were synthesized by the convergent approach using aromatic nucleophilic substitution reactions. Four kinds of compounds s 3,5-bis(4-fluorobenzoyl)anisole, 1; 4-methoxy-3′,5′-bis(4-fluorobenzoyl)-biphenyl, 2; 4-methoxy-3′′,5′′-bis-(4-fluorobenzoyl)-p-terphenyl, 3; and 4-methoxy-3′′′,5′′′-bis(4-fluorobenzoyl)-p-quaterphenyl, 4s(numberedin the order of the phenylene length) were used as the building blocks, where the methoxy groups were the protected form of hydroxy groups. The reactions of 1 with phenol gave the first generation dendron, G1. Next, after the methoxy group of G1 was converted to the hydroxy derivative, G1-OH by the reaction with aluminum chloride, the resultant phenol functionality of G1-OH was allowed to react with 2 to yield the second generation dendron: G2. By repeating the procedure, further generations G3 and G4, were prepared using 3 and 4 as the building block, respectively. The 1 H and 13 C NMR spectra were consistent with the structure of these dendrons. The molecular weight and molecular weight distribution determined by gel permeation chromatography indicated that the dendron posessed remarkably narrow molecular weight distribution after purification by silica gel chromatography. The analysis of these structurally unambiguous dendrons by matrix-assisted laser desorption ionization time of flight is described. The structure of the dendrons were demonstrated with a gradient of phenylene chain lengths from the periphery to the core.

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Preparation of aromatic poly(ether ketones) from an aromatic dihalide and sodium carbonate

Cited by 18 publications

References 1 publication

Poly(aryl ether) Synthesis

Poly(aryl ether) Synthesis

Assisted Microwave Synthesis of High Molecular Weight Poly(ArylEtherKetone)s

Preparation of Poly(ether ketone) Dendrons with Graded Structures

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