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US 2008/0076884 A1Published application
Poly(arylene ether) composition and method
OwnerGary William Yeager, Joshua Stoneinventors
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Abstract
A composition containing a solvent and a soluble poly(arylene ether) copolymer is described. The poly(arylene ether) copolymer is the product of oxidative polymerization of monomers including a first monohydric phenol having identical substituents in the 2- and 6-positions, and a second monohydric phenol having different substituents in the 2- and 6-positions. The monomers are free of ethylenic unsaturation. The solvent may be a ketone, a dialkylamide, a dialkyl ether, an aromatic hydrocarbon, a chlorinated hydrocarbon, an alkyl alkanoate, an alkyl cyanide, a dialkyl sulfoxide, or a mixture thereof. The poly(arylene ether) has a solubility in the composition of at least 10 grams per kilogram of composition at 25° C.
Claims58
A composition, comprising:
- a poly(arylene ether) that is the product of oxidative polymerization of monomers comprising a first monohydric phenol having identical substituents in the 2- and 6-positions, and a second monohydric phenol having different substituents in the 2- and 6-positions;
- wherein the monomers are free of ethylenic unsaturation;
- and
- a solvent selected from the group consisting of C3-C8 ketones, C4-C8 N,N-dialkylamides, C4-C16 dialkyl ethers, C6-C12 aromatic hydrocarbons, C1-C3 chlorinated hydrocarbons, C3-C6 alkyl alkanoates, C2-C6 allyl cyanides, C2-C6 diallyl sulfoxides, and mixtures thereof;
- wherein the poly(arylene ether) has a solubility in the composition of at least 10 grams per kilogram of composition at 25° C.
2 more elements
A composition, comprising:
- a poly(arylene ether) that is the product of oxidative polymerization of monomers comprising a first monohydric phenol having identical substituents in the 2- and 6-positions, and a second monohydric phenol having different substituents in the 2- and 6-positions;
- wherein the monomers are free of ethylenic unsaturation;
- and
- a solvent comprising a C3-C8 ketone;
- wherein the poly(arylene ether) has a solubility in acetone of at least 10 grams per kilogram at 25° C., based on the total weight of poly(arylene ether) and acetone.
2 more elements
A composition, comprising:
- a poly(arylene ether) that is the product of oxidative polymerization of monomers comprising a first monohydric phenol having identical substituents in the 2- and 6-positions, and a second monohydric phenol having different substituents in the 2- and 6-positions;
- wherein the monomers are free of ethylenic unsaturation;
- and
- a solvent comprising a C4-C8 N,N-dialkylamide;
- wherein the poly(arylene ether) has a solubility in N,N-dimethylformamide of at least 10 grams per kilogram at 25° C., based on the total weight of poly(arylene ether) and N,N-dimethylformamide.
2 more elements
A composition, comprising:
- a poly(arylene ether) that is the product of oxidative polymerization of monomers comprising a first monohydric phenol having identical substituents in the 2- and 6-positions, and a second monohydric phenol having different substituents in the 2- and 6-positions;
- wherein the monomers are free of ethylenic unsaturation;
- and
- a solvent comprising a C4-C16 dialkyl ether;
- wherein the poly(arylene ether) has a solubility in ethylene glycol monomethyl ether of at least 10 grams per kilogram at 25° C., based on the total weight of poly(arylene ether) and ethylene glycol monomethyl ether.
2 more elements
A composition, comprising:
- a poly(arylene ether) that is the product of oxidative polymerization of monomers comprising a first monohydric phenol having identical substituents in the 2- and 6-positions, and a second monohydric phenol having different substituents in the 2- and 6-positions;
- wherein the monomers are free of ethylenic unsaturation;
- and
- a solvent comprising a C6-C12 aromatic hydrocarbon;
- wherein the poly(arylene ether) has a solubility in toluene of at least 10 grams per kilogram at 25° C., based on the total weight of poly(arylene ether) and toluene.
2 more elements
A composition, comprising:
- a poly(arylene ether) that is the product of oxidative polymerization of monomers comprising a first monohydric phenol having identical substituents in the 2- and 6-positions, and a second monohydric phenol having different substituents in the 2- and 6-positions;
- wherein the monomers are free of ethylenic unsaturation;
- and
- a solvent comprising a C1-C3 chlorinated hydrocarbon;
- wherein the poly(arylene ether) has a solubility in trichloroethylene of at least 10 grams per kilogram at 25° C., based on the total weight of poly(arylene ether) and trichloroethylene.
2 more elements
A composition, comprising:
- a poly(arylene ether) that is the product of oxidative polymerization of monomers comprising a first monohydric phenol having identical substituents in the 2- and 6-positions, and a second monohydric phenol having different substituents in the 2- and 6-positions;
- wherein the monomers are free of ethylenic unsaturation;
- and
- a solvent comprising a C3-C6 alkyl alkanoate;
- wherein the poly(arylene ether) has a solubility in ethyl acetate of at least 10 grams per kilogram at 25° C., based on the total weight of poly(arylene ether) and ethyl acetate.
2 more elements
A composition, comprising:
- a poly(arylene ether) that is the product of oxidative polymerization of monomers comprising a first monohydric phenol having identical substituents in the 2- and 6-positions, and a second monohydric phenol having different substituents in the 2- and 6-positions;
- wherein the monomers are free of ethylenic unsaturation;
- and
- a solvent comprising a C2-C6 alkyl cyanide;
- wherein the poly(arylene ether) has a solubility in acetonitrile of at least 10 grams per kilogram at 25° C., based on the total weight of poly(arylene ether) and acetonitrile.
2 more elements
A composition, consisting of:
- a poly(arylene ether) that is the product of oxidative polymerization of monomers comprising a first monohydric phenol having identical substituents in the 2- and 6-positions, and a second monohydric phenol having different substituents in the 2- and 6-positions;
- wherein the monomers are free of ethylenic unsaturation;
- and
- a solvent selected from the group consisting of C3-C8 ketones, C4-C8 N,N-dialkylamides, C4-C16 diallyl ethers, C6-C12 aromatic hydrocarbons, and mixtures thereof;
- wherein the poly(arylene ether) has a solubility in the composition of about 10 to about 700 grams per kilogram of composition at 25° C.
2 more elements
A composition, comprising:
- a poly(arylene ether) that is the product of oxidative polymerization of monomers comprising
- about 30 to about 90 weight percent of a first monohydric phenol comprising 2,6-dimethylphenol, and
- about 10 to about 70 weight percent of a second monohydric phenol selected from the group consisting of 2-methylphenol, 2-methyl-6-phenylphenol, and mixtures thereof;
- wherein the weight percents of the first monohydric phenol and the second monohydric phenol are based on the total weight of monomers;
- wherein the monomers are free of ethylenic unsaturation;
- and wherein the poly(arylene ether) has an intrinsic viscosity of about 0.05 to about 0.6 deciliter per gram, measured at 25° C. in chloroform;
- and
- a solvent selected from the group consisting of acetone, methyl ethyl ketone, N-methyl-2-pyrrolidone, toluene, and mixtures thereof;
- wherein the poly(arylene ether) has a solubility in the composition of about 100 to about 700 grams per kilogram of composition at 25° C.;
- and
- wherein the poly(arylene ether) is soluble in the composition at 25° C.
8 more elements
A composition, consisting of:
- a poly(arylene ether) that is the product of oxidative polymerization of monomers comprising
- about 30 to about 90 weight percent of a first monohydric phenol comprising 2,6-dimethylphenol,
- about 10 to about 70 weight percent of a second monohydric phenol selected from the group consisting of 2-methylphenol, 2-methyl-6-phenylphenol, and mixtures thereof, and
- optionally, a dihydric phenol selected from the group consisting of 2,2-bis(4-hydroxyphenyl)propane, 2,2-bis(4-hydroxy-2,6-dimethylphenyl)propane, 4,4-bis(3,5-dimethyl-4-hydroxyphenyl)pentanoic acid, 4,4-bis(4-hydroxyphenyl)pentanoic acid, 2,2′6,6′-tetramethyl-3,3′5,5′-tetrabromo-4,4′-biphenol, 2,2′5,5′-tetramethyl-4,4′-biphenol, and mixtures thereof;
- wherein the weight percents of the first monohydric phenol and the second monohydric phenol are based on the total weight of monomers;
- wherein the monomers are free of ethylenic unsaturation;
- and wherein the poly(arylene ether) has an intrinsic viscosity of about 0.05 to about 0.6 deciliters per gram, measured at 25° C. in chloroform;
- and
- a solvent selected from the group consisting of acetone, methyl ethyl ketone, N-methyl-2-pyrrolidone, toluene, and mixtures thereof;
- wherein the poly(arylene ether) has a solubility in the composition of about 100 to about 700 grams per kilogram of composition at 25° C.;
- and
- wherein the poly(arylene ether) is soluble in the composition at 25° C.
9 more elements
A composition, comprising:
- about 20 to about 50 weight percent of a poly(arylene ether) that is the product of oxidative polymerization of monomers comprising
- about 30 to about 90 weight percent of a first monohydric phenol comprising 2,6-dimethylphenol, and
- about 10 to about 70 weight percent of a second monohydric phenol selected from the group consisting of 2-methylphenol, 2-methyl-6-phenylphenol, and mixtures thereof;
- wherein the monomers are free of ethylenic unsaturation;
- wherein the poly(arylene ether) has an intrinsic viscosity of about 0.1 to about 0.6 deciliter per gram, measured at 25° C. in chloroform;
- and wherein the weight percents of the first monohydric phenol and the second monohydric phenol are based on the total weight of monomers;
- about 20 to about 80 weight percent of a solvent selected from the group consisting of acetone, methyl ethyl ketone, N-methyl-2-pyrrolidone, toluene, and mixtures thereof;
- wherein the weight percents of the poly(arylene ether) and the solvent are based on the total weight of the composition;
- wherein the poly(arylene ether) has a solubility in the composition of about 100 to about 700 grams per kilogram of composition at 25° C.;
- and
- wherein the poly(arylene ether) is soluble in the composition at 25° C.
8 more elements
A composition, consisting of:
- about 20 to about 50 weight percent of a poly(arylene ether) that is the product of oxidative polymerization of monomers comprising
- about 30 to about 90 weight percent of a first monohydric phenol comprising 2,6-dimethylphenol,
- about 10 to about 70 weight percent of a second monohydric phenol selected from the group consisting of 2-methylphenol, 2-methyl-6-phenylphenol, and mixtures thereof, and
- optionally, about 2 to about 20 weight percent of a dihydric phenol selected from the group consisting of 2,2-bis(4-hydroxyphenyl)propane, 2,2-bis(4-hydroxy-2,6-dimethylphenyl)propane, 4,4-bis(3,5-dimethyl-4-hydroxyphenyl)pentanoic acid, 4,4-bis(4-hydroxyphenyl)pentanoic acid, 2,2′6,6′-tetramethyl-3,3′5,5′-tetrabromo-4,4′-biphenol, 2,2′5,5′-tetramethyl-4,4′-biphenol, and mixtures thereof;
- wherein the monomers are free of ethylenic unsaturation;
- wherein the poly(arylene ether) has an intrinsic viscosity of about 0.1 to about 0.6 deciliter per gram, measured at 25° C. in chloroform;
- and wherein the weight percents of the first monohydric phenol and the second monohydric phenol are based on the total weight of monomers;
- about 20 to about 80 weight percent of a solvent selected from the group consisting of acetone, methyl ethyl ketone, N-methyl-2-pyrrolidone, toluene, and mixtures thereof;
- wherein the weight percents of the poly(arylene ether) and the solvent are based on the total weight of the composition;
- wherein the poly(arylene ether) has a solubility in the composition of about 100 to about 700 grams per kilogram of composition at 25° C.;
- and
- wherein the poly(arylene ether) is soluble in the composition at 25° C.
9 more elements
A method of preparing a poly(arylene ether) composition, comprising:
- adjusting the temperature of a solvent to a temperature in a range from about 30° C. to the atmospheric boiling point of the solvent;
- wherein the solvent is selected from the group consisting of C3-C8 ketones, C4-C8 N,N-dialkylamides, C4-C16 dialkyl ethers, C6-C12 aromatic hydrocarbons, and mixtures thereof;
- combining the temperature-adjusted solvent with a poly(arylene ether) that is the product of oxidative polymerization of monomers comprising a first monohydric phenol having identical substituents in the 2- and 6-positions, and a second monohydric phenol having different substituents in the 2- and 6-positions;
- wherein the monomers are free of ethylenic unsaturation;
- and
- agitating the combined solvent and poly(arylene ether) to form the poly(arylene ether) composition;
- wherein the poly(arylene ether) has a solubility in the composition of at least 10 grams per kilogram of composition at 25° C.
4 more elements
Dependencies are inferred from the claim text.