IP Library Granted Patent US 9,598,537
Granted Patent B2
US 9,598,537 · App. 14/786,986 · Granted Mar 21, 2017

Method for the purification of poly(arylene ethers)

Inventors: Martin Roos (Haltern am See, DE); Jürgen Herwig (Hünxe, DE); Kévin Micoine (Herten, DE); Frank Weinelt (Billerbeck, DE)
Assignee: Evonik Degussa GmbH
C08G65/46B01D61/027C08G65/40C08G65/44C08G65/485B01D2311/04B01D2311/12
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Quick Facts
Patent No.
US 9,598,537
App. No.
14/786,986
Granted
Mar 21, 2017
Kind
B2
Abstract

The invention relates to a method for the purification of poly(arylene ethers) of formula (I) in which m=0 to 1.0, n=1.0-m, and Ar 1 , Ar 2 , Ar 3 and Ar 4 independently represent divalent arylene groups. The compound of formula (I) is produced in a first step 1, with a raw product being obtained by bringing a metal or ammonium salt of divalent dihydroxy derivatives of Ar 1 or Ar 3 into contact with one or more dihalogenated derivatives of Ar 2 and/or Ar 4 , in the presence of a solvent LM1. A precipitate that is present, if appropriate, is separated (step B) so as to obtain a solution L which then undergoes a membrane filtration (step C).

Claims (28)

1. A method for the purification of poly(arylene ethers) of formula (I):

where m=0 to 1.0 and n=1.0-m

and Ar 1 , Ar 2 , Ar 3 and Ar 4 are mutually independently divalent arylene residues,

wherein said method comprises:

A) preparing a crude product of the compound of formula (I) in a first step by bringing a metal salt or ammonium salt of divalent dihydroxy derivatives of Ar 1 or Ar 3 into contact with one or more dihalogenated derivatives of Ar 2 and/or Ar 4 , in the presence of a solvent LM1 to form a solution L or a suspension comprising a precipitate;

B) if a suspension comprising precipitate is formed in step A, removing precipitate to obtain solution L; and

C) filtering solution L by membrane filtration.

2. The method of claim 1 , wherein said crude product is prepared in the presence of a catalyst other than said metal or ammonium salt.

3. The method of claim 2 , wherein said catalyst comprises a metal selected from the group consisting of: copper, palladium and iron.

4. The method of claim 1 , wherein an aprotic polar solvent LM2 is added to the solution or suspension formed in step A.

5. The method of claim 4 , wherein the solvent LM1 in step A is selected from an aliphatic or aromatic, cyclic or acyclic, ether, ketone, ester or a mixture thereof.

6. The method of claim 4 , wherein the solvent LM1 in step A is selected from cyclohexanone, tetrahydrofuran, gamma-butyrolactone or a mixture thereof.

7. The method of claim 6 , wherein said solvent is, or comprises, tetrahydrofuran.

8. The method of claim 4 , wherein an acid is added to the solution or suspension formed in step A.

9. The method of claim 1 , wherein, in step B, precipitate is removed by filtration or centrifugation.

10. The method of claim 1 , wherein said membrane filtration is a nanofiltration.

11. The method of claim 1 , wherein the membranes of said membrane filters have a separating layer selected from polymers, glass, metal, ceramic or mixtures thereof.

12. The method of claim 1 , further comprising:

D) obtaining a solid polymer from a filtered solution produced in step C.

13. The method of claim 1 , wherein, in formula (I), m=1 and Ar 1 is a compound of formula (V):

14. The method of claim 1 , wherein in formula (I), m=1 and Ar 2 is a compound of formula (VI):

15. The method of claim 1 , wherein in formula (I), m=1 and the poly(arylene ether) is a polymer of the formula (IV):

16. The method of claim 15 , wherein said crude product is prepared in the presence of a catalyst selected from the group consisting of: copper, palladium and iron.

17. The method of claim 16 , wherein an aprotic polar solvent LM2 is added to the solution or suspension formed in step A.

18. The method of claim 17 , wherein the solvent in step A is selected from an aliphatic or aromatic, cyclic or acyclic, ether, ketone, ester or a mixture thereof.

19. The method of claim 18 , wherein the solvent in step A is selected from cyclohexanone, tetrahydrofuran, gamma-butyrolactone or a mixture thereof.

20. The method of claim 19 , further comprising:

D) obtaining a solid polymer from a filtered solution produced in step C.

Assignments (2)
CHANGE OF NAME Recorded Jan 24, 2020
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051692/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 18, 2015
From: ROOS, MARTIN; HERWIG, JÜRGEN; MICOINE, KÉVIN; WEINELT, FRANK
To: EVONIK DEGUSSA GMBH
Reel/Frame 037065/0536 →
Priority Claims (1)
EP 13165807 · Apr 29, 2013 · regional
Continuity (1)
Related Publication 20160075825A1 · Mar 17, 2016