IP Library Granted Patent US 8,215,495
Granted Patent B2
US 8,215,495 · App. 13/205,117 · Granted Jul 10, 2012

High molecular weight poly(2,6-dimethyl-1,4-phenylene ether) and process therefor

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Quick Facts
Patent No.
US 8,215,495
App. No.
13/205,117
Granted
Jul 10, 2012
Kind
B2
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.

Claims (20)

1. A poly(2,6-dimethyl-1,4-phenylene ether) made by a method comprising

oxidatively polymerizing 2,6-dimethylphenol in toluene solvent in the presence of a catalyst comprising copper ion, N,N′-di-tert-butylethylenediamine, dimethyl-n-butylamine, and di-n-butylamine 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 1 to 3 weight percent of the 2,6-dimethylphenol;

wherein at least 97 weight percent of the 2,6-dimethylphenol is added to the reaction mixture after the initiation of oxidative polymerization and over the course of 55 to 65 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 0.5:1;

wherein the oxidatively polymerizing 2,6-dimethylphenol comprises a first stage in which the reaction mixture is cooled to maintain a temperature of 20 to 30° C., and a second stage in which the reaction mixture is heated to maintain a temperature of 30 to 40° C.;

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 45 to 55° C. for 40 to 70 minutes;

separating the aqueous phase and the organic phase; wherein the separation is conducted at a temperature of 45 to 55° C.;

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 30 to 60 minutes;

wherein the method excludes a solvent removal step between the terminating the oxidative polymerization and the isolating the poly(2,6-dimethyl-1,4-phenylene ether);

wherein the isolated poly(2,6-dimethyl-1,4-phenylene ether) has a number average molecular weight of 20,000 to 35,000 atomic mass units and 16 to 20 weight percent of molecules having a molecular weight less than 30,000 atomic mass units; and

wherein the isolated poly(2,6-dimethyl-1,4-phenylene ether) has a copper concentration of 0.5 to 5 parts per million by weight.

2. A fiber comprising the poly(2,6-dimethyl-1,4-phenylene ether) of claim 1 .

3. An article comprising the poly(2,6-dimethyl-1,4-phenylene ether) of claim 1 .

Assignments (3)
CORRECTIVE ASSIGNMENT TO CORRECT THE REMOVE THE APPLICATION NUMBER 15039474 PREVIOUSLY RECORDED AT REEL: 054528 FRAME: 0467. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Mar 23, 2021
From: SABIC GLOBAL TECHNOLOGIES B.V.
To: SHPP GLOBAL TECHNOLOGIES B.V.
Reel/Frame 057453/0680 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 26, 2020
From: SABIC GLOBAL TECHNOLOGIES B.V.
To: SHPP GLOBAL TECHNOLOGIES B.V.
Reel/Frame 054528/0467 →
CHANGE OF NAME Recorded Apr 13, 2019
From: SABIC INNOVATIVE PLASTICS IP BV
To: SABIC GLOBAL TECHNOLOGIES BV
Reel/Frame 048880/0049 →