Journal ArticleDOI
Novel Poly(arylene ether)s with Pendent Trifluoromethyl Groups
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In this paper, six perfluoroalkyl-activated bishalo monomers 4a,b−6a, b have been synthesized successfully using Pd(0)-catalyzed cross-coupling reaction of 4-chloro- or 4-fluoro-3-trifluoromethylphenylboronic acid with 1,4-dibromobenzene, 2,6-Dibromopyridine, and 2,5-diberromothiophene.Abstract:
Six novel perfluoroalkyl-activated bishalo monomers 4a,b−6a,b have been synthesized successfully using Pd(0)-catalyzed cross-coupling reaction of 4-chloro- or 4-fluoro-3-trifluoromethylphenylboronic acid with 1,4-dibromobenzene, 2,6-dibromopyridine, and 2,5-dibromothiophene. These monomers were converted to poly(arylene ether)s by nucleophilic displacement of the halogen atoms on the benzene ring with several bisphenols. The products obtained by displacement of the fluorine atoms exhibit weight-average molar masses up to 3.52 × 105 g mol-1 in GPC. Displacement of the chlorine atoms from the analogous monomer structures by bisphenols was not successful in obtaining high molar mass products. These poly(arylene ether)s showed very high thermal stability even up to 536 °C for 5% weight loss in TGA in synthetic air. Comparatively low thermal stability for the thiophene ring containing polymers was attributed to the oxidation of the sulfur atom of the thiophene ring at high temperature in air, which destroyed t...read more
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Low dielectric constant polymers for microelectronics
TL;DR: In this paper, a large variety of polymers have been proposed for use as materials with low dielectric constants for applications in microelectronics, including polyimides, heteroaromatic polymers, poly(aryl ether)s, fluoropolymers, hydrocarbon polymers without any polar groups, films deposited from the gas phase by chemical vapor deposition, plasma enhanced chemical vapor (PEVD) and other techniques.
Journal ArticleDOI
Fluorinated high-performance polymers: Poly(arylene ether)s and aromatic polyimides containing trifluoromethyl groups
Mahua G. Dhara,Susanta Banerjee +1 more
TL;DR: A comprehensive review of the use of trifluoromethyl (CF3) substituents in polymers can be found in this paper, where the main focus is on the synthesis of polymers from the corresponding CF3 substituted monomers, and the consequent property advantages brought about in the polymer.
Journal ArticleDOI
Polymers of Intrinsic Microporosity Containing Trifluoromethyl and Phenylsulfone Groups as Materials for Membrane Gas Separation
TL;DR: A series of ladder copolymers and a homopolymer were synthesized via aromatic nucleophilic substitution polycondensation of 5,5′,6,6′-tetrahydroxy-3,3, 3′,3′-Tetramethylspirobisindane with tetrafluoroterephthalonitrile and a new monomer heptafluoro-p-tolylphenylsulfone as potential materials for membrane gas separation as discussed by the authors.
Journal ArticleDOI
Flame retardant novolac–bisphthalonitrile structural thermosets
TL;DR: In this paper, the molecular structure of a novolac and bisphthalonitrile crosslink was studied in model reactions using monofunctional phenols, showing that the product generated from the model melt reaction contained a diiminoisoindoline structure.
Journal ArticleDOI
Synthesis and properties of fluorinated polyimides. 3. Derived from novel 1,3-bis[3′-trifluoromethyl-4′(4″-amino benzoxy) benzyl] benzene and 4,4-bis[3′-trifluoromethyl-4′(4-amino benzoxy) benzyl] biphenyl
TL;DR: In this article, diamine monomers, such as 1,3-bis[3′-trifluoromethyl-4′(4-amino benzoxy) benzyl] biphenyl (V) have been synthesized.
References
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Journal ArticleDOI
Palladium-catalyzed cross-coupling reactions of organoboron compounds
Norio Miyaura,Akira Suzuki +1 more
TL;DR: In this paper, a cross-coupling reaction is proposed for coupling 1 -Alkenylboron Derivatives: Synthesis of Conjugated Dienes 6.
Journal ArticleDOI
A new stereospecific cross-coupling by the palladium-catalyzed reaction of 1-alkenylboranes with 1-alkenyl or 1-alkynyl halides
TL;DR: In this article, the representative (E)-1-alkenyldisiamylboranes and 1-alkenyl-1,3,2-benzodioxaboroles readily obtainable via hydroboration of 1 -alkynes react with (1) halides or (1)-alkynyl halides in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium and base to give corresponding conjugated (E-dienes or (E-)enynes with high regio-and
Journal ArticleDOI
The Palladium-Catalyzed Cross-Coupling Reaction of Phenylboronic Acid with Haloarenes in the Presence of Bases
TL;DR: The transition metal-catalyzed reactions of organometallics with organic halides have been extensively studied to prove a new approach to selective formation of carbon-carbon bonds as mentioned in this paper.
Journal ArticleDOI
Synthesis and properties of polyaryletherketones
TL;DR: In this paper, Farnham et al. showed that copolytherketones and copolyaryletherketone-sulphones can be obtained by polycondensation of bis-4-halogenophenyl ketones with the potassium salt of 4-fluorophenyl 4-hydroxyphenyl ketone using certain diaryl sulphones as solvents for the reactions.
Journal ArticleDOI
Poly(aryl ethers) by nucleophilic aromatic substitution. I. Synthesis and properties
TL;DR: A series of new aromatic polyethers have been prepared by solution condensation polymerization as mentioned in this paper, which involves the condensation of a dialkali metal salt of a dihydric phenol with an "activated" or negatively substituted aromatic dihalide in an anhydrous dipolar aprotic solvent at elevated temperatures.
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Fluorinated high-performance polymers: Poly(arylene ether)s and aromatic polyimides containing trifluoromethyl groups
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