EP0214792A2
Expired / Lapsed
EP
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Polymer alloys of aminopolysiloxanes with brominated derivatives of polyphenylene oxide
Assignee: Research Foundation of the State University of New York
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Filing: 1986-08-20
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Granted: —
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Expires: 2006-08-20
Abstract
Abstract Novel homogeneous, transparent, polymer alloy blends were prepared comprising various ratios of aminopolysiloxane and bromoalkylated polyphenylene oxide derivatives or bromoalkylated methylphosphorylated polyphenylene oxide derivatives. Membranes cast from solvent solutions of the homogeneous, transparent, polymer alloy blends were also transparent and homogeneous and useful as semipermeable membranes for gas separation.
Inventors
- 👤 Israel Cabasso
- 👤 Hsienkun Tsai
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-05 08:03
CPC Classifications
C; C08; C08L; C08L71/00; C08L71/08; C08L71/10; C08L71/12; C08L71/126; B; B01; B01D; B01D71/00; B01D71/06; B01D71/52; B01D71/522; B01D71/5223; B01D71/70; B01D71/701; C08G; C08G65/00; C08G65/34; C08G65/48; C08G65/485; C08L83/00; C08L83/04; C08L83/08
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
279 words
1 . Transparent, homogeneous aminopolysiloxane-bromoalkyl polyphenylene oxide polymer alloy comprising (A) at least one aminopolysiloxane unit represented by the formula wherein R l is a trimethylsiloxy group or aminoalkyl group wherein the aminoalkyl group has one to three carbons and has at least one primary, secondary, or tertiary monoamine , diamine, or polyamine alkyl group wherein the polyamino alkyl group has 3 or more amine groups and the ratio of (x+z)/y is no greater than 47 to 1; R 2 is seleeted from a group consisting of CH 2 CH 2 CH 2 NH 2 , CH 2 CH 2 NH 2 , CH 2 NH 2 , CH 2 NHCH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 NHCH 2 CH 2 NH 2 , CH 2 CH(CH 3 )CH 2 NHCH 2 CH 2 NH 2 , and CH 3 , wherein when R2 is methyl at least one of the Rl groups is aminoalkyl and when R2 is methyl the molecular weight of the aminopolysiloxane is less than or equal to approximately 20,000, and (B) a polymer, containing at least one bromoalkyl substituted polyphenylene oxide unit, represented by the general formula wherein R3, R 4, R 5 and R6 are each independently hydrogen , bromine, alkyl groups consisting of one to six carbon atoms, phosphoryl ester groups, phosphonylated alkyl groups or bromoalkyl groups consisting of one to six carbon atoms wherein at least two of R3, R4, R5, or R6 are bromoalkyl groups; m and n are positive integers such that 10 < (m+n) < 1000 and n/(m+n) > 0.01; wherein the weight ratio of (A) to (B) is 1:99 to 99:1.
Claim 2
Dependent Claim
279 words
1 . Transparent, homogeneous aminopolysiloxane-bromoalkyl polyphenylene oxide polymer alloy comprising (A) at least one aminopolysiloxane unit represented by the formula wherein R l is a trimethylsiloxy group or aminoalkyl group wherein the aminoalkyl group has one to three carbons and has at least one primary, secondary, or tertiary monoamine , diamine, or polyamine alkyl group wherein the polyamino alkyl group has 3 or more amine groups and the ratio of (x+z)/y is no greater than 47 to 1; R 2 is seleeted from a group consisting of CH 2 CH 2 CH 2 NH 2 , CH 2 CH 2 NH 2 , CH 2 NH 2 , CH 2 NHCH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 NHCH 2 CH 2 NH 2 , CH 2 CH(CH 3 )CH 2 NHCH 2 CH 2 NH 2 , and CH 3 , wherein when R2 is methyl at least one of the Rl groups is aminoalkyl and when R2 is methyl the molecular weight of the aminopolysiloxane is less than or equal to approximately 20,000, and (B) a polymer, containing at least one bromoalkyl substituted polyphenylene oxide unit, represented by the general formula wherein R3, R 4, R 5 and R6 are each independently hydrogen , bromine, alkyl groups consisting of one to six carbon atoms, phosphoryl ester groups, phosphonylated alkyl groups or bromoalkyl groups consisting of one to six carbon atoms wherein at least two of R3, R4, R5, or R6 are bromoalkyl groups; m and n are positive integers such that 10 < (m+n) < 1000 and n/(m+n) > 0.01; wherein the weight ratio of (A) to (B) is 1:99 to 99:1.
Claim 3
Dependent Claim
83 words
A method for making a gas permeable polymer alloy membrane suitable for increasing the oxygen gas content of an oxygen-nitrogen gas mixture comprising (I) applying to a solid substrate a solvent solution of a composition of claim 1, in a thickness sufficient to provide a gas permeable membrane; (II) allowing the past composition to cure, (III) drying at ambient conditions or in a vacuum oven the cured polymer formed from the composition, and (IV) removing the gas permeable membrane from the solid substrate.
Claim 4
Dependent Claim
11 words
A transparerit, homogeneous membrane obtained by the method of claim 2.
Claim 5
Dependent Claim
28 words
A method of separating gases which comprises (I) passing a mixture of gases through a permeable membrane as claimed in claim 3; (II) allowing the gases to separate.
Claim 6
Independent Claim
319 words
A method of preparing a transparent, homogeneous aminopolysiloxane-bromoalkyl polyphenylene oxide polymer alloy comprising at least one aminopolysiloxane unit represented by the formula wherein R1 is a trimethylsiloxy group or aminoalkyl group wherein the aminoalkyl group has one to three carbons and has at least one primary, secondary, or tertiary monoamine, diamine, or polyamine alkyl group wherein the polyamino alkyl group has 3 or more amine groups and the ratio of (x+z)/y is no greater than 47 to 1; R2 is selected from a group consisting of CH 2 CH 2 CH 2 NH 2 , CH2CH2NH2, CH 2 N H 2 , CH 2 N HCH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 NHCH 2 CH 2 NH 2 , CH 2 CH(CH 3 )CH 2 NHCH 2 CH 2 NH 2 , and CH 3 , wherein when R2 is methyl at least one of the Rl groups is aminoalkyl and when R2 is methyl the moletular weight of the aminopolysiloxane is less than or equal to approximately 20,000, and (B), a polymer containing.at least one bromoalkyl substituted polyphenylene oxide unit, represented by the general formula wherein R3, R4, R5 and R6 are each independently hydrogen, bromine, alkyl groups consisting of one to six carbon atoms, phosphoryl ester groups or bromoalkyl groups consisting of one to six carbon atoms wherein at least one of R3, R4, R5, or R6 is a bromoalkyl group; m and n are positive integers such that 10 < (m+n) < 1000 and n/(m+n) > 0.01; wherein the weight ratio of (A) to (B) is 1:99 to 99:1, by combining the aminopolysiloxane with the bromoalkyl polyphenylene oxide by means of (I) dissolving the aminopolysiloxane in solvent, (II) dissolving the bromoalkyl polyphenylene oxide in solvent, (III) mixing at ambient conditions the solvent solutions of the aminopolysiloxane and bromoalkyl polyphenylene oxide, and (IV) collecting the resulting aminopolysiloxane-bromoalkyl polyphenylene oxide polymer alloy.
Claim 7
Independent Claim
319 words
A method of preparing a transparent, homogeneous aminopolysiloxane-bromoalkyl polyphenylene oxide polymer alloy comprising at least one aminopolysiloxane unit represented by the formula wherein R1 is a trimethylsiloxy group or aminoalkyl group wherein the aminoalkyl group has one to three carbons and has at least one primary, secondary, or tertiary monoamine, diamine, or polyamine alkyl group wherein the polyamino alkyl group has 3 or more amine groups and the ratio of (x+z)/y is no greater than 47 to 1; R2 is selected from a group consisting of CH 2 CH 2 CH 2 NH 2 , CH2CH2NH2, CH 2 N H 2 , CH 2 N HCH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 NHCH 2 CH 2 NH 2 , CH 2 CH(CH 3 )CH 2 NHCH 2 CH 2 NH 2 , and CH 3 , wherein when R2 is methyl at least one of the Rl groups is aminoalkyl and when R2 is methyl the moletular weight of the aminopolysiloxane is less than or equal to approximately 20,000, and (B), a polymer containing.at least one bromoalkyl substituted polyphenylene oxide unit, represented by the general formula wherein R3, R4, R5 and R6 are each independently hydrogen, bromine, alkyl groups consisting of one to six carbon atoms, phosphoryl ester groups or bromoalkyl groups consisting of one to six carbon atoms wherein at least one of R3, R4, R5, or R6 is a bromoalkyl group; m and n are positive integers such that 10 < (m+n) < 1000 and n/(m+n) > 0.01; wherein the weight ratio of (A) to (B) is 1:99 to 99:1, by combining the aminopolysiloxane with the bromoalkyl polyphenylene oxide by means of (I) dissolving the aminopolysiloxane in solvent, (II) dissolving the bromoalkyl polyphenylene oxide in solvent, (III) mixing at ambient conditions the solvent solutions of the aminopolysiloxane and bromoalkyl polyphenylene oxide, and (IV) collecting the resulting aminopolysiloxane-bromoalkyl polyphenylene oxide polymer alloy.
Claim 8
Dependent Claim
34 words
A method of preparing a coated substrate which comprises applying to a substrate a solvent solution of an aminopolysiloxane-bromoalkylpolyphenylene oxide polymer alloy, obtained by the method of claim 5, and curing the resultant coating.
Claim 9
Dependent Claim
34 words
A method of preparing a coated article which comprises applying to an article a solvent solution of an aminopolysiloxane-bromoalkylpolyphenylene oxide polymer alloy, obtained by the method of claim 5, and curing the resultant coating.
Claim 10
Dependent Claim
11 words
$. A coated substrate obtained by the method of claim 6.
Claim 11
Dependent Claim
10 words
A coated article obtained by the method of claim 7.
Claim 12
Dependent Claim
68 words
A method of preparing hollow, porous, fibers which have been coated on the inner walls with a bromoalkyl polyphenylene oxide-aminopolysiloxane polymer alloy which comprises pumping the polymer alloy of claim 1, into the bore of hollow, porous fibers and curing the polymer coating by subsequently passing into the coated bore of the fiber a stream of air sufficiently hot to effectuate the cure of the polymer alloy coating.
Claim 13
Dependent Claim
14 words
1 1. A coated, hollow, porous fiber obtained by the method of claim 10.
Claim 14
Dependent Claim
290 words
A transparent, homogeneous aminopolysiloxane- methyl phosphonylated phenyl brominated polyphenylene oxide polymer alloy comprising (A) at least one aminopolysiloxane unit represented by the formula wherein R1 is a trimethylsiloxy group or aminoalkyl group wherein the aminoalkyl group has one to three carbons and has at least one primary, secondary, or tertiary monoamine, diamine, or polyamine alkyl group wherein the polyamino alkyl group has 3 or more amine groups and the ratio of (x+z)/y is no greater than 47 to 1; R2 is selected from a group consisting of CH 2 CH 2 CH 2 NH 2 , CH 2 CH 2 NH 2 , CH 2 NH 2 , CH2NHCH2CH2NH2, CH 2 CH 2 CH 2 NHCH 2 CH 2 NH 2 , CH 2 CH(CH 3 )CH 2 NHCH 2 C H 2 NH 2 , and CH , wherein when R2 is methyl at least one of the R1 groups is aminoalkyl and when R 2 is methyl the molecular weight of the aminopolysiloxane is less than or equal to approximately 20,000, and ( B ) a polymer, containing at least one phenyl brominated methyl phosphonylated polyphenylene oxide unit, represented by the general formula - wherein R7, R8, R9 and R10 are each independently hydrogen, bromine, alkyl groups consisting of one to six carbon atoms, phosphonate groups, phosphonylated alkyl groups or bromoalkyl groups consisting of one to six carbon atoms wherein at least two of R7, R8, R9, or R10 are bromoalkyl groups; wherein one or more of the methyl groups on the phenyl brominated polyphenylene oxide have been phosphonylated; m and n are positive integers such that 10 < (m+n) < 1000 and n/(m+n) > 0.01; wherein the weight ratio of (A) to (B) is 1:99 to 99:1.
Claim 15
Dependent Claim
290 words
A transparent, homogeneous aminopolysiloxane- methyl phosphonylated phenyl brominated polyphenylene oxide polymer alloy comprising (A) at least one aminopolysiloxane unit represented by the formula wherein R1 is a trimethylsiloxy group or aminoalkyl group wherein the aminoalkyl group has one to three carbons and has at least one primary, secondary, or tertiary monoamine, diamine, or polyamine alkyl group wherein the polyamino alkyl group has 3 or more amine groups and the ratio of (x+z)/y is no greater than 47 to 1; R2 is selected from a group consisting of CH 2 CH 2 CH 2 NH 2 , CH 2 CH 2 NH 2 , CH 2 NH 2 , CH2NHCH2CH2NH2, CH 2 CH 2 CH 2 NHCH 2 CH 2 NH 2 , CH 2 CH(CH 3 )CH 2 NHCH 2 C H 2 NH 2 , and CH , wherein when R2 is methyl at least one of the R1 groups is aminoalkyl and when R 2 is methyl the molecular weight of the aminopolysiloxane is less than or equal to approximately 20,000, and ( B ) a polymer, containing at least one phenyl brominated methyl phosphonylated polyphenylene oxide unit, represented by the general formula - wherein R7, R8, R9 and R10 are each independently hydrogen, bromine, alkyl groups consisting of one to six carbon atoms, phosphonate groups, phosphonylated alkyl groups or bromoalkyl groups consisting of one to six carbon atoms wherein at least two of R7, R8, R9, or R10 are bromoalkyl groups; wherein one or more of the methyl groups on the phenyl brominated polyphenylene oxide have been phosphonylated; m and n are positive integers such that 10 < (m+n) < 1000 and n/(m+n) > 0.01; wherein the weight ratio of (A) to (B) is 1:99 to 99:1.
Claim 16
Dependent Claim
70 words
A method of preparing the polymer alloy of claim 12 by combining the aminopolysiloxane with the methyl phosphonylated phenyl brominated polyphenylene oxide by means of (I) dissolving the aminopolysiloxane in solvent, (II) dissolving the methylphosphonylated phenyl brominated polyphenylene oxide in solvent, (III) mixing at ambient conditions the solvent solutions of the aminopolysiloxane and methylphosphonylated phenyl brominated polyphenylene oxide, and (IV) collecting the resulting aminopolysiloxane-methylphosphonylated phenyl brominated polyphenylene oxide polymer alloy.
Claim 17
Dependent Claim
83 words
A method for making a gas permeable polymer alloy membrane suitable for increasing the oxygen gas content of an oxygen-nitrogen gas mixture comprising (I) applying to a solid substrate a solvent solution of a composition of claim 13, in a thickness sufficient to provide a gas permeable membrane; (II) allowing the cast composition to cure, (III) drying at ambient conditions or in a vacuum oven the cured polymer formed from the composition ,and (IV) removing the gas permeable membrane from the solid substrate.
Claim 18
Dependent Claim
10 words
A transparent,homogeneous membrane obtained by the method of claim 14.
Claim 19
Dependent Claim
28 words
A method of separating gases which comprises (I) passing a mixture of gases through a permeable membrane as claimed in claim 14; (II) allowing the gases to separate.
Claim 20
Dependent Claim
38 words
:17. A method of preparing a coated substrate which comprises applying to a substrate a solvent solution of an aminopolysiloxane-methylphosphonylated phenyl brominated polyphenylene oxide polymer alloy, obtained by the method of claim 13, and curing the resultant coating.
Claim 21
Dependent Claim
37 words
A method of preparing a coated article which comprises applying to an article a solvent solution of an aminopolysiloxane-methylphosphonylated phenyl brominated polyphenylene oxide polymer alloy, obtained by the method of claim 13, and curing the resultant coating.
Claim 22
Dependent Claim
10 words
A coated substrate obtained by the method of claim 17.
Claim 23
Dependent Claim
10 words
A coated article obtained by the method of claim 18.
References Cited (Backward Citations)
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