Semipermeable membranes prepared from polymers containing pendent sulfone groups

• US 4,521,224 A
• Filed: 01/16/1984
• Issued: 06/04/1985
• Est. Priority Date: 03/12/1982
• Status: Expired due to Fees

• Current Assignee: Standard Oil Company (BP PLC)
• Original Assignee: Standard Oil Company (BP PLC)
• Inventors: Li, George S.
• Primary Examiner(s): Spitzer, Robert
• Application Number:
  US06/570,976
• Time in Patent Office: 505 Days
• Field of Search: 55/16, 55/68, 55/158, 210/500.2
• US Class Current: 95/47
• CPC Class Codes: B01D 53/22 by diffusion manufacturing semi-permeable membranes B01D67/00; form, structure or properties of semi-permeable membranes B01D69/00; material for semi-permeable membranes B01D71/00
• CPC Class Codes: B01D 71/50 Polycarbonates
• CPC Class Codes: B01D 71/52 Polyethers
• CPC Class Codes: B01D 71/5223 Polyphenylene oxide, phenyl ether polymers or polyphenylethers
• CPC Class Codes: B01D 71/66 Polymers having sulfur in the main chain, with or without nitrogen, oxygen or carbon only
• CPC Class Codes: C07C 7/144 using membranes, e.g. selective permeation
• CPC Class Codes: C07C 9/04 Methane production by treatment of sewage C02F11/04; natural gas, synthetic natural gas C10L3/06

Abstract

Semipermeable membranes useful for the separation of gases from a mixture containing at least two fractions into enriched fractions of each, the membrane formed from at least one polymer containing a preponderance of arylene units of the formula ##STR1## where each R is independently a C₁ -C₈ aliphatic or a C₅ -C₇ cycloaliphatic hydrocarbon radical, an aryl radical, an aralkyl radical or an alkaryl radical, each radical being free of a tertiary alpha-carbon atom; each Q is a radical of the formula ##STR2## where R'"'"' is a C₁ -C₂₀ linear or branched hydrocarbon or a nonpolymeric aryl radical; X is a divalent oxygen or sulfur atom or a carbonate group; m is an integer of 0-2; and n is 0-1 with the proviso that n is 1 in at least 10 percent of the arylene units of the polymer. A process is also provided whereby a mixture of gases is separated with the foregoing semipermeable membrane.

Claims

1. A semipermeable membrane useful for the separation of gases from a mixture containing at least two fractions into enriched fractions of each, the membrane formed from at least one polymer containing a preponderance of arylene units of the formula ##STR8## where each R is independently a C₁ -C₈ aliphatic or a C₅ -C₇ cycloaliphatic hydrocarbon radical, an aryl radical, an aralkyl radical or an alkaryl radical, each radical being free of a tertiary alpha-carbon atom;

each Q is a radical of the formula ##STR9## where R'"'"' is a C₁ -C₂₀ linear or branched hydrocarbon;

X is a divalent oxygen or sulfur atom or a carbonate group;

m is an integer of 0-2; and

n is 0-1 with the proviso that n is 1 in at least 10 percent of the arylene units of the polymer.

2. The membrane of claim 1 where R'"'"' is hexadecyl.

3. The membrane of claim 2 where n=1 in at least 20 percent of the arylene units of the polymer.

4. The membrane of claim 3 where X is a divalent oxygen atom.

5. The membrane of claim 4 where each R is independently a C₁ -C₄ alkyl radical.

6. The membrane of claim 4 where m is 2.

7. The membrane of claim 6 where at least one of the polymers used to form the membrane consists essentially of repeating units of I.

8. The membrane of claim 7 formed from essentially only the polymer consisting essentially of repeating units of I.

9. The membrane of claim 1 wherein the gases in said mixture are selected from the group consisting of hydrogen, helium, oxygen, nitrogen, carbon monoxide, carbon dioxide, hydrogen sulfide, ammonia, water vapor and C₁ to C₄ hydrocarbons.

10. A membrane of claim 9 wherein said mixture of gases comprises carbon dioxide and methane.

11. In a process for the separation of gases from a mixture containing at least two gases into two fractions, one fraction being enriched with at least one of said gases and the other fraction being depleted in same, the process comprising:

contacting the gaseous mixture with a semipermeable membrane in such a manner that a portion of the gaseous mixture selectively passes through the membrane resulting in the enriched fraction being on one side of the membrane and the depleted fraction being on the other side of the membrane, the improvement comprising

the use of a semipermeable membrane formed from at least one polymer containing a preponderance of arylene units of the formula ##STR10## where each R is independently a C₁ -C₈ aliphatic or a C₅ -C₇ cycloaliphatic hydrocarbon radical, an aryl radical, an aralkyl radical or an alkaryl radical, each radical being free of a tertiary alpha-carbon atom;

each Q is a radical of the formula ##STR11## where R'"'"' is a C₁ -C₂₀ linear or branched hydrocarbon;

X is a divalent oxygen or sulfur atom or a carbonate group;

m is an integer of 0-2; and

n is 0-1 with the proviso that n is 1 in at least 10 percent of the arylene units of the polymer.

12. The process of claim 11 where R'"'"' is hexadecyl.

13. The process of claim 12 where n=1 in at least 20 percent of the arylene units of the polymer.

14. The process of claim 13 where X is a divalent oxygen atom.

15. The process of claim 14 where each R is independently a C₁ -C₄ alkyl radical.

16. The process of claim 14 where m is 2.

17. The process of claim 16 where at least one of the polymers used to form the membrane consists essentially of repeating units of I.

18. The process of claim 17 formed from essentially only the polymer consisting essentially of repeating units of I.

19. The process of claim 11 wherein the gases in said mixture are selected from the group consisting of hydrogen, helium, oxygen, nitrogen, carbon monoxide, carbon dioxide, hydrogen sulfide, ammonia, water vapor and C₁ to C₄ hydrocarbons.

20. The process of claim 19 wherein said mixture of gases comprises carbon dioxide and methane.