Amino ketone cross-linked polyphenylene oxide

• US 4,468,500 A
• Filed: 06/30/1983
• Issued: 08/28/1984
• Est. Priority Date: 06/30/1983
• Status: Expired due to Term

• Current Assignee: Permea Incorporated (Linde Plc)
• Original Assignee: Monsanto Company (Bayer AG)
• Inventors: Zampini, Anthony, Malon, Raymond F.
• Primary Examiner(s): HENDERSON JR, CHRISTOPHER A
• Application Number:
  US06/509,611
• Time in Patent Office: 425 Days
• Field of Search: 525/390, 525/905
• US Class Current: 525/390
• CPC Class Codes: B01D 71/5223 Polyphenylene oxide, phenyl ether polymers or polyphenylethers
• CPC Class Codes: C08G 65/485 Polyphenylene oxides

Abstract

Cross-linked polyphenylene oxide compositions comprise the reaction product of haloacylated polyphenylene oxide and a primary monoamine. The polyphenylene oxide chains are cross-linked by amino ketone bonding. Such cross-linked polymers are useful as membranes, for instance gas separation membranes.

Claims

1. A cross-linked polyphenylene oxide polymer composition comprising the reaction product of a haloacylated phenylene oxide polymer and a primary monoamine selected from the group consisting of methylamine, ethylamine, a propylamine, a butylamine and aniline, wherein there is amino ketone cross-linkage between phenylene groups represented by the structural formula --COCHR'"'"'NRCHR'"'"'CO--, where R is methyl, ethyl, propyl, butyl or phenyl and where R'"'"' is hydrogen, methyl, ethyl or propyl.

2. The composition of claim 1 wherein the phenylene oxide polymer has at least one alkyl group having 1 to 3 carbon atoms, said alkyl groups being in an ortho position on the phenylene ring with respect to the oxygen of the phenylene oxide.

3. The composition of claim 2 wherein the phenylene oxide has two methyl groups.

4. The composition of claim 3 wherein the haloacyl group comprises haloacetyl, halopropionyl or halobutyryl.

5. The composition of claim 4 wherein the haloacyl groups have halogen selected from the group consisting of chlorine or bromine.

6. A cross-linked phenylene oxide polymer composition comprising the reaction product of haloacylated poly(2,6-dimethyl-1,4-phenylene oxide) and a primary monoamine selected from the group consisting of methylamine, ethylamine, a propylamine, a butylamine and aniline wherein there are from 0.1 to 1.0 acyl halogen atoms per phenylene there are from 0.1 to 1.0 acyl halogen atoms per phenylene oxide unit, and wherein there is amino ketone cross-linkage between phenylene groups represented by the structural formula --COCH₂ NRCH₂ CO--, where R is methyl, ethyl, propyl, butyl or phenyl.