Benzyl substituted phenylene oxide membrane

• US 4,647,297 A
• Filed: 06/30/1983
• Issued: 03/03/1987
• Est. Priority Date: 06/30/1983
• Status: Expired due to Fees

• Current Assignee: Permea Incorporated (Linde Plc)
• Original Assignee: Monsanto Company (Bayer AG)
• Inventors: Zampini, Anthony
• Primary Examiner(s): SPITZER, ROBERT H
• Application Number:
  US06/509,698
• Time in Patent Office: 1,342 Days
• Field of Search: 55/16, 55/68, 55/158, 210/500.2
• US Class Current: 96/14
• CPC Class Codes: B01D 71/5223 Polyphenylene oxide, phenyl ether polymers or polyphenylethers
• CPC Class Codes: C08G 65/485 Polyphenylene oxides
• CPC Class Codes: C08L 71/126 modified by chemical after-treatment

Abstract

A gas separation membrane made from a benzyl-substituted polymer of 2,6-dimethyl-1,3-phenylene oxide having the structure ##STR1## wherein the benzyl substituent, X, is selected from the group consisting of ##STR2## where R₁ and R₂ are hydrogen, an alkyl, phenyl or a substituted phenyl or substituted alkyl of 1-6 carbon atoms where the substituent is phenyl, a nitro group, an alkoxy a phenoxy group, sulfide, sulfoxide, a carboxylic acid group or an alcohol, m is 0-0.99, n is 0-0.99 and o is 0.01-99, with m, n and o being decimal portions of a polymeric unit and the sum of m, n and o being 1, p is 1 and q is 0 or 1. Expressed in percentages of a polymeric unit, m is 0-99 percent, n is 0-99 percent and o is 1 to 99 percent. Preferably, m and n are at least 0.01.

Claims

1. A membrane for separating fluids, said membrane being made from a polymer having the structure ##STR18## where X is a substituent selected from the group consisting of ##STR19## and where m, n and o are decimal portions of the polymeric unit and the sum of m, n and o is 1, m is 0 to 0.99, n is 0 to 0.99 and o is 0.01 to 1, p is 1 and q is 0 or 1 when q is 0, X is hydrogen;

and where R₁ and R₂ are hydrogen, an alkyl, phenyl or a substituted phenyl or substituted alkyl of 1-6 carbon atoms where the substituent is phenyl, a nitro group, a phenoxy group, sulfur, a carboxylic acid group or an alcohol.

2. The membrane of claim 1 wherein m and n are 0.01 to 0.99.

3. The membrane of claim 2 wherein the substituent, x, is selected from the group consisting of ##STR20##

4. The membrane of claim 3 wherein x is --CN.

5. The membrane of claim 3 wherein x is --SCN.

6. The membrane of claim 3 wherein x is --OCH₃.

7. The membrane of claim 3 wherein x is --OCOCH₃.

8. The membrane of claim 3 wherein x is --NHC(CH₃)₃.

9. The membrane of claim 3 wherein x is ##STR21##

10. The membrane of claim 3 wherein x is ##STR22##

11. The membrane of claim 3 wherein x is --O--CH₂ CF₂ CF₂ CF₃.

12. The membrane of claim 3 wherein x is ##STR23##

13. The membrane of claim 3 wherein x is ##STR24##

14. The membrane of claim 3 wherein x is ##STR25##

15. The membrane of claim 3 wherein x is ##STR26##

16. The membrane of claim 3 wherein x is ##STR27##

17. The membrane of claim 3 wherein x is --N(CH₃)2.

18. The membrane of claim 3 wherein x is --N(CH₂ CH₃)₂.

19. The membrane of claim 3 wherein x is --N(CH₂ CH═

CH₂)₂.

20. The membrane of claim 3 wherein x is ##STR28##

21. The membrane of claim 3 wherein x is ##STR29##

22. The membrane of claim 3 wherein x is --OH.

23. The membrane of claim 3 wherein x is --SCH₂ CH₃.