Poly(arylene ether) homopolymer compositions and methods of manufacture thereof
AssigneeAlliedSignal Inc.
InventorsKreisler S. Y. Lau, Tian-An Chen, Boris A. Korolev, Emma Brouk
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Abstract
Dielectric compositions encompassing one or more poly(arylene ether) polymers are provided. The dielectric compositions have the repetitive structural unit: where n=1 to 200, Y and Ar are each a divalent arylene radical, Y derived from bisphenol compounds of general formula HO—Y—OH, Ar derived from difluoro diarylacetylenes and/or ethynylated benzophenones of general formula F—Ar—F and Z is optionally hydrogen, a methyl group or derived from a monofluoro-benzophenone derivative of general formula Z—F. Such poly(arylene ether) polymers are employed with a variety of microelectronic devices, for example, integrated circuits and multichip modules.
Claims34
A poly(arylene ether) having the structure:
- wherein Y is a first divalent arylene radical selected from a first group consisting of:
- and mixtures thereof;
- Ar is a second divalent arylene radical selected from a second group consisting of:
- and mixtures thereof;
- n is between 1 and 200;
- and
- Z is either H, CH3 or is a monovalent aryl radical selected from the group consisting of:
A process for producing a poly(arylene ether) having the structure:
- wherein Y is a first divalent arylene radical selected from a first group consisting of:
- and mixtures thereof;
- Ar is a second divalent arylene radical selected from a second group consisting of:
- and mixtures thereof;
- n is between 1 and 200;
- and Z is hydrogen, a methyl group or a monovalent aryl radical selected from the group consisting of:
- comprising the steps of:
- charging a reaction vessel with a first monomer of the structure HO—Y—OH, a second monomer of the structure, F—Ar—F and a solvent, wherein a reaction mixture is provided;
- and
- heating said reaction mixture for a first time to provide polymerization of said monomers.
A microelectronic device comprising a dielectric layer disposed overlying a surface, wherein said dielectric layer comprises a poly(aryl ether) having repeating units of the structure:
- wherein Y is a first divalent arylene radical selected from a first group consisting of:
- and mixtures thereof;
- Ar is a second divalent arylene radical selected from a second group consisting of:
- and mixtures thereof;
- and
- n is between 1 and 200;
- and
- Z is either H, CH3 or is a monovalent arylene radical selected from the group consisting of:
A method for synthesizing a fluoro-substituted-(4-fluorobenzoyl)tolane comprising the conversion of a bromo-4′-fluorobenzophenone in the presence of 1-ethynl-4-fluorobenzene, a catalyst, and a de-aerated, aprotic solvent to provide said fluoro-substituted-(4-fluorobenzoyl)tolane.
A method for synthesizing 4-fluoro-3′-(4-fluorobenzoyl)tolane comprising:
- charging a reaction vessel with 3-bromobenzoic acid, thionyl chloride and fluorobenzene to provide a first reaction mixture;
- cooling said first reaction mixture and adding anhydrous aluminum chloride to provide a second reaction mixture;
- heating said second reaction mixture wherein a 3-bromo-4′-fluorobenzophenone intermediate is provided;
- charging a second reaction vessel with said 3-bromo-4′-fluorobenzophenone intermediate, 1-ethynyl-4-fluorobenzene, triphenylphosphine, a catalyst and a de-aerated solvent to from a second reaction mixture;
- heating said second reaction mixture wherein 4-fluoro-3′-(4-fluorobenzoyl)tolane is provided.
A method for synthesizing a bis(4-fluorobenzoyl)tolane comprising:
- charging a reaction vessel with a bromo-4′-fluorobenzophenone, a catalyst, and anhydrous THF as a solvent to provide a reaction mixture;
- adding dropwise a solution of a bis(tri-n-butylstannyl)compound in said solvent;
- heating said reaction mixture in an inert atmosphere to form crystals;
- purifying said crystals wherein a bis(4-fluorobenzoyl)tolane is provided.
Dependencies are inferred from the claim text.