Process for preparing polyether ketones

• US 5,523,384 A
• Filed: 03/28/1995
• Issued: 06/04/1996
• Est. Priority Date: 03/28/1995
• Status: Expired due to Term

• Current Assignee: E. I. du Pont de Nemours and Company (Corteva, Inc.)
• Original Assignee: E. I. du Pont de Nemours and Company (Corteva, Inc.)
• Inventors: Memeger, Wesley Jr., Smart, Bruce E.
• Primary Examiner(s): Dodson, Shelley A.
• Application Number:
  US08/412,774
• Time in Patent Office: 434 Days
• Field of Search: 528/392, 528/125, 528/126, 528/128, 528/219
• US Class Current: 528/392
• CPC Class Codes: C08G 65/4012 Other compound (II) containing a ketone group, e.g. X-Ar-C(=O)-Ar-X for polyetherketones
• CPC Class Codes: C08G 65/4087 characterised by the catalyst used
• CPC Class Codes: C08G 65/4093 characterised by the process or apparatus used

Abstract

Disclosed is a process for preparing polyether ketones comprising reacting one or more bihaloaryl ketones in the presence of a catalyst, co-catalyst and solvent.

Claims

1. A process for preparing a polyether ketone product comprising polymerizing bischloroaryl ketones or bisfluoroaryl ketones, conducted within a temperature range of 200°

C. to 340°

C., in the presence of;

(a) a first catalyst selected from the group consisting of alkali metal silanolates, halosilanes and silanols;

b) a second, copper-containing catalyst

c) a source of oxygen; and

d) a first solvent for catalysts (a) and (b);

wherein said first catalyst is soluble in said first solvent during polymerization and is thereafter separated by washing said product with a non-alkaline second solvent for catalysts (a) and (b).

2. The process of claim 1 with the addition of a catalytic amount of a co-catalyst.

3. The process of claim 2 wherein the co-catalyst is cesium fluoride.

4. The process of claim 1 wherein the temperature is 320°

C.

5. The process of claim 1 wherein the polymerizing ketones are selected from the group consisting of 1,4-bis(4-halobenzoyl)benzene and 1,3-bis(4-halobenzyl)benzene and a mixture thereof.

6. The process of claim 1 wherein the solvent is selected from the group consisting of phenyl sulphone, phenyl ether, tetramethylene sulfone, N-methylpyrrolidinone and N-cyclohexyl-pyrrolidinone.

7. The process of claim 5 wherein the solvent is phenyl sulphone.

8. The process of claim 1 wherein the first catalyst is selected from the group consisting of silanol ending polydimethylsilozanes, hexaalkylcyclotrisiloxanes, disilazanes and dialkylaminotrialkylsilanes.

9. The process of claim 1 wherein the first catalyst is selected from the group consisting of sodium silanolate, potassium silanolate, cesium silanolate or rubidium silanolate, halosilanes, silanols, silanol ending polydimethylsilozanes, hexaalkylcyclotrisiloxanes, disilazanes and dialkylaminotrialkylsilanes.

10. The process of claim 1 wherein the first catalyst is selected from the group consisting of potassium trimethyl silanolate and potassium triphenyl silanolate.

11. The process of claim 1 wherein the first catalyst is selected from the group consisting of triphenylsilylchloride, triphenylsilylfluoride, trimethylsilylchloride and trimethylsilylfluoride.

12. The process of claim 1 wherein the second, copper containing, catalyst is selected from the group consisting of copper, cuprous chloride, cuprous bromide, cupric chloride, cupric bromide, cupric acetate, copper(I) oxide and copper(II) oxide.

13. The process of claim 1 wherein the oxygen source is an alkali metal carbonate.

14. The process of claim 1 wherein the oxygen source is selected from sodium carbonate and potassium carbonate.

15. The process of claim 1 wherein the oxygen source is potassium carbonate.

16. The process of claim 13 wherein the second copper-containing catalyst is cupric chloride.

17. The process of claim 1 werein the first catalyst is extracted from the product by use of alcohol.

18. The process of claim 1 wherein the first catalyst is selected from the group consisting of silanol ending polydimethylsilozanes, hexaalkylcyclotrisiloxanes, disilazanes, dialkylaminotrialkylsilanes, sodium silanolate, potassium silanolate, cesium silanolate, rubidium silanolate, halosilanes and silanols.

19. A process for preparing a polyether ketone product comprising polymerizing bischloroaryl ketones or bisfluoroaryl ketones, conducted within a temperature range of 200°

C. to 340°

C., in the presence of;

(a) a first catalyst selected from the group consisting of alkali metal silanolates, halosilanes and silanols;

b) a second, copper-containing catalyst

c) a source of oxygen; and

d) a first solvent selected from the group consisting of phenyl sulfone, phenyl ether, tetramethylene sulfone, N-methylpyrrolidinone, and N-cyclohexyl-pyrrolidinone;

wherein said first catalyst is soluble in said first solvent during polymerization and is thereafter separated by washing said product with a second solvent for catalysts (a) and (b) under non-alkaline conditions.