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US 8,025,158 B2Granted
High molecular weight poly(2,6-dimethyl-1,4-phenylene ether) and process therefor
AssigneeSabic Innovative Plastics IP B.V.
InventorsErik René Delsman, Gert-Jan Schoenmakers
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Abstract
A poly(2,6-dimethyl-1,4-phenylene ether) having a high molecular weight and a reduced content of low molecular weight species can be prepared by a method that includes specific conditions for the oxidative polymerization, chelation, and isolation steps. The poly(2,6-dimethyl-1,4-phenylene ether) is particularly useful for the fabrication of fluid separation membranes.
Claims25
A method of preparing a poly(2,6-dimethyl-1,4-phenylene ether), comprising:
- oxidatively polymerizing 2,6-dimethylphenol in toluene solvent in the presence of a catalyst comprising copper ion and N,N′-di-tert-butylethylenediamine to form a reaction mixture comprising a dissolved poly(2,6-dimethyl-1,4-phenylene ether), water, and the catalyst;
- wherein the oxidative polymerizing comprises initiating oxidative polymerization in the presence of no more than 10 weight percent of the 2,6-dimethylphenol;
- wherein at least 95 weight percent of the 2,6-dimethylphenol is added to the reaction mixture after the initiation of oxidative polymerization and over the course of at least 50 minutes;
- wherein the oxidatively polymerizing comprises adding molecular oxygen and 2,6-dimethylphenol to the reaction mixture in a mole ratio of 0.3:1 to 0.65:1;
- terminating the oxidative polymerization to form a post-termination reaction mixture;
- combining a chelant comprising an alkali metal salt of nitrilotriacetic acid with the post-termination reaction mixture to form a chelation mixture comprising
- an aqueous phase comprising chelated copper ion, and
- an organic phase comprising the dissolved poly(2,6-dimethyl-1,4-phenylene ether);
- wherein the chelation mixture excludes dihydric phenols and aromatic amines;
- maintaining the chelation mixture at a temperature of 40 to 55° C. for 5 to 100 minutes;
- separating the aqueous phase and the organic phase;
- wherein the separation is conducted at a temperature of 40 to 55° C.;
- and
- isolating the poly(2,6-dimethyl-1,4-phenylene ether) from the separated organic phase;
- wherein time elapsed between termination of the oxidative polymerization and isolating the poly(2,6-dimethyl-1,4-phenylene ether) is no more than 200 minutes;
- and
- wherein the isolated poly(2,6-dimethyl-1,4-phenylene ether) has a number average molecular weight of at least 18,000 atomic mass units and less than 30 weight percent of molecules having a molecular weight less than 30,000 atomic mass units.
14 more elements
Dependencies are inferred from the claim text.