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US5034034A Expired / Lapsed US ⏱️ 0.0 years remaining

Novel aryl carbonate cyanoaryl ether gas separation membranes

Assignee: Dow Chemical Co
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Filing: 1990-08-28
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Granted: 1991-07-23
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Expires: 2010-08-28
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Abstract

Abstract The invention relates to novel aryl carbonate cyanoaryl ether gas separation membranes and a method of separating gases using such membranes.

Inventors

  • 👤 Edgar S. Sanders, Jr.
  • 👤 Theodore L. Parker

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 12:39
CPC Classifications
B; B01; B01D; B01D71/00; B01D71/06; B01D71/52; B01D71/522; B01D71/50; C; C08; C08G; C08G64/00; C08G64/04; C08G64/06; C08G64/08; C08G64/12

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 256 words
A semi-permeable gas separation membrane comprising a thin discriminating layer of an uncross-linked or cross-linked aryl carbonate cyanoaryl ether copolymer possessing a polymer backbone structure corresponding to the formula: ##STR6## wherein Ar 1 and Ar 2 are each individually a divalent aromatic residue selected from the group consisting of: A. an unsubstituted or inertly substituted phenylene, unsubstituted or inertly substituted naphthylene; B. ##STR7## wherein L is selected from the group consisting of a direct bond, a divalent C 1-15 hydrocarbyl radical, a divalent C 1-8 halohydrocarbyl radical, --O--, --CO--, --S--, --SO--, --SO 2 --, and --SS--, X is individually in each occurrence selected from the group consisting of a hydrogen radical, a monovalent C 1-4 hydrocarbyl radical, a C 1-4 halohydrocarbyl radical, and a halogen, and m is an integer between 1 and 4 inclusive; and C. a divalent bisphenyl fluorenyl or spiro indanyl radical; R is individually in each occurrence selected from the group consisting of a hydrogen radical, a monovalent C 1-4 hydrocarbyl radical, a C 1-4 halohydrocarbyl radical, and a halogen, and q is a positive integer between 1 and 3 inclusive; s is a positive integer between about 1 and about 250 inclusive x is a positive integer between about 0 and about 250 inclusive, and y is a positive integer between about 1 and about 500 inclusive, wherein the ratio of y/(x+y) is between about 0.25 and 1 inclusive: and n is a positive integer representing a degree of polymerization which provides a number-average molecular weight of at least about 4,000.
Claim 2
Dependent Claim 256 words
A semi-permeable gas separation membrane comprising a thin discriminating layer of an uncross-linked or cross-linked aryl carbonate cyanoaryl ether copolymer possessing a polymer backbone structure corresponding to the formula: ##STR6## wherein Ar 1 and Ar 2 are each individually a divalent aromatic residue selected from the group consisting of: A. an unsubstituted or inertly substituted phenylene, unsubstituted or inertly substituted naphthylene; B. ##STR7## wherein L is selected from the group consisting of a direct bond, a divalent C 1-15 hydrocarbyl radical, a divalent C 1-8 halohydrocarbyl radical, --O--, --CO--, --S--, --SO--, --SO 2 --, and --SS--, X is individually in each occurrence selected from the group consisting of a hydrogen radical, a monovalent C 1-4 hydrocarbyl radical, a C 1-4 halohydrocarbyl radical, and a halogen, and m is an integer between 1 and 4 inclusive; and C. a divalent bisphenyl fluorenyl or spiro indanyl radical; R is individually in each occurrence selected from the group consisting of a hydrogen radical, a monovalent C 1-4 hydrocarbyl radical, a C 1-4 halohydrocarbyl radical, and a halogen, and q is a positive integer between 1 and 3 inclusive; s is a positive integer between about 1 and about 250 inclusive x is a positive integer between about 0 and about 250 inclusive, and y is a positive integer between about 1 and about 500 inclusive, wherein the ratio of y/(x+y) is between about 0.25 and 1 inclusive: and n is a positive integer representing a degree of polymerization which provides a number-average molecular weight of at least about 4,000.
Claim 3
Dependent Claim 44 words
The membrane of claim 1 wherein Ar 1 and/or Ar 2 comprise an inertly substituted phenylene or naphthylene, wherein the inert substituents are selected from the group consisting of a monovalent C 1-8 hydrocarbyl radical, a monovalent C 1-8 hydrocarbyloxy radical, and a halogen.
Claim 4
Dependent Claim 31 words
The membrane of claim 2 wherein the inert substituents are selected from the group consisting of a monovalent C 1-4 hydrocarbyl radical, a monovalent C 1-4 hydrocarbyloxy radical, and a halogen.
Claim 5
Dependent Claim 22 words
The membrane of claim 3 wherein the inert substituents comprise a halogen selected from the group consisting of fluorine, chlorine, and bromine.
Claim 6
Dependent Claim 46 words
The membrane of claim 1 wherein Ar 1 and/or Ar 2 comprise ##STR8## wherein L is selected from the group consisting of a direct bond, a divalent C 1-8 hydrocarbyl radical, a divalent C 1-4 halohydrocarbyl radical, --O--, --CO--, --S--, --SO--, --SO 2 --, and --SS--.
Claim 7
Dependent Claim 38 words
The membrane of claim 5 wherein L is selected from the group consisting of a direct bond, a divalent C 1-4 hydrocarbyl radical, a divalent C 1-4 halohydrocarbyl radical, --O--, --CO--, --S--, --SO--, --SO 2 --, and --SS--.
Claim 8
Dependent Claim 30 words
The membrane of claim 6 wherein L is selected from the group consisting of a direct bond, a divalent C 1-3 hydrocarbyl radical, and a divalent C 1-3 fluorohydrocarbyl radical.
Claim 9
Dependent Claim 30 words
The membrane of claim 7 wherein L is selected from the group consisting of a direct bond, an unsubstituted or fluoro-substituted methylene radical, and an unsubstituted or fluoro-substituted isopropylidene radical.
Claim 10
Dependent Claim 40 words
The membrane of claim 1 wherein Ar 1 and/or Ar 2 comprise ##STR9## wherein X is selected from the group consisting of a hydrogen radical, a monovalent C 1-3 hydrocarbyl radical, a monovalent C 1-3 halohydrocarbyl radical, and a halogen.
Claim 11
Dependent Claim 19 words
The membrane of claim 9 wherein X is selected from the group consisting of a fluorohydrocarbyl radical and fluorine.
Claim 12
Dependent Claim 12 words
The membrane of claim 1 wherein the membrane is composite or asymmetric.
Claim 13
Dependent Claim 12 words
The membrane of claim 1 wherein the membrane is a hollow fiber.
Claim 14
Dependent Claim 20 words
The membrane of claim 1 wherein the separation factor for helium/methane at about 30° C. is at least about 35.
Claim 15
Dependent Claim 20 words
The membrane of claim 1 wherein the separation factor for helium/ethane at about 30° C. is at least about 75.
Claim 16
Dependent Claim 20 words
The membrane of claim 1 wherein the separation factor for helium/ethylene at about 30° C. is at least about 25.
Claim 17
Dependent Claim 16 words
The membrane of claim 1 wherein the permeability for helium is at least about 9 Barrers.
Claim 18
Dependent Claim 20 words
The membrane of claim 1 wherein the separation factor for oxygen/nitrogen at about 30° C. is at least about 4.5.
Claim 19
Dependent Claim 16 words
The membrane of claim 1 wherein the permeability for oxygen is at least about 0.5 Barrers.
Claim 20
Dependent Claim 16 words
The membrane of claim 1 wherein the copolymer is cross-linked by reaction with a polyepoxide compound.
Claim 21
Dependent Claim 20 words
The membrane of claim 19 wherein the separation factor for helium/methane at about 30° C. is at least about 80.
Claim 22
Dependent Claim 20 words
The membrane of claim 19 wherein the separation factor for helium/ethane at about 30° C. is at least about 250.
Claim 23
Dependent Claim 20 words
The membrane of claim 19 wherein the separation factor for helium/ethylene at about 30° C. is at least about 35.

References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1994-07-22 1995-01-21 1995-07-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1998-07-22 1999-01-21 1999-07-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2002-07-22 2003-01-21 2003-07-23 $7700.00 Window Closed / Lapsed

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