Process for preparing an organic sulfone

Patent metadata

Field	Value
Publication number	US-10836715-B2
Application number	US-201716314720-A
Country	US
Kind code	B2
Filing date	Jul 6, 2017
Priority date	Jul 8, 2016
Publication date	Nov 17, 2020
Grant date	Nov 17, 2020

Abstract

A process for preparing polyaryl ethers in which a polycondensation of the monomer building blocks is carried out using microwave irradiation leads to thermoplastic molding compositions having improved color properties.

First claim

The invention claimed is:

1. A process for the preparation of an organic sulfone by oxidation of the respective sulfoxide in the presence of at least one peroxide comprising at least one carboxylic acid which is liquid at 40° C. and has a miscibility gap with water at 40° C. and atmospheric pressure and
wherein the organic sulfone has a structure according to formula (I)

wherein R1 and R2 are independently from each other
substituted or unsubstituted C 6 or C 10 aryl, wherein the substituents are halogen, hydroxy, cyano, nitro, linear or branched C 1 to C 5 alkyl, or linear or branched C 1 to C 5 alkoxy,
linear or branched, substituted or unsubstituted C 1 to C 20 alkyl, wherein the substituents are halogen, tertiary hydroxy, cyano, nitro, substituted or unsubstituted C 6 to C 10 aryl, C 2 to C 10 alkenyl, linear or branched C 1 to C 5 alkoxy, C 5 to C 7 cycloalkyl or C 5 to C 7 cycloalkenyl, or

linear or branched, substituted or unsubstituted C 3 to C 20 alkenyl, wherein the substituents are halogen, tertiary hydroxy, cyano, nitro, C 1 to C 5 alkoxy or linear or branched C 1 to C 10 alkyl.

2. The process as claimed in claim 1 wherein the solubility of water in the at least one carboxylic acid is less than 2% by weight at 40° C., based on the water/carboxylic acid solution and atmospheric pressure.

3. The process as claimed in claim 1 , wherein the at least one carboxylic acid is an aliphatic C 6 to C 10 carboxylic acid.

4. The process as claimed in claim 1 , wherein the at least one carboxylic acid is 2-ethylhexanoic acid or isononanoic acid.

5. The process as claimed in claim 1 , wherein the peroxide is hydrogen peroxide.

6. The process as claimed in claim 1 , comprising removal of water during the oxidation.

7. The process as claimed in claim 1 , comprising the presence of at least one further acid with a pK a of less than 3.

8. The process as claimed in claim 1 , wherein the organic sulfone has a melting point of at least 40° C.

9. The process as claimed in claim 1 , wherein the sulfone is 4,4′-dichlorodiphenylsulfone having a structure according to formula (II)

10. The process as claimed in claim 8 , wherein organic sulfone which is precipitated during the oxidation is at least partially re-dissolved in the at least one carboxylic acid.

11. The process as claimed in claim 10 , comprising contacting the organic sulfone with at least one aqueous base.

12. The process as claimed in claim 10 , wherein the at least one carboxylic acid is recycled.

13. The process as claimed in claim 12 wherein the at least one carboxylic acid contains sulfoxide.

14. The process as claimed in claim 1 , wherein R1 and R2 are independently from each other
substituted or unsubstituted C 6 or C 10 aryl, wherein the substituents are halogen, hydroxy, cyano, nitro, linear or branched C 1 to C 5 alkyl, or linear or branched C 1 to C 5 alkoxy,
linear or branched, substituted or unsubstituted C 1 to C 20 alkyl, wherein the substituents are tertiary hydroxy, cyano, nitro, substituted or unsubstituted C 6 to C 10 aryl, C 2 to C 10 alkenyl, linear or branched C 1 to C 5 alkoxy, C 5 to C 7 cycloalkyl or C 5 to C 7 cycloalkenyl, or
linear or branched, substituted or unsubstituted C 3 to C 20 alkenyl, wherein the substituents are halogen, tertiary hydroxy, cyano, nitro, C 1 to C 5 alkoxy or linear or branched C 1 to C 10 alkyl.

15. The process as claimed in claim 1 , wherein R1 and R2 are independently from each other substituted or unsubstituted C 6 or C 10 aryl, wherein the substituents are halogen, hydroxy, cyano, nitro, linear or branched C 1 to C 5 alkyl, or linear or branched C 1 to C 5 alkoxy.

16. The process as claimed in 3 , wherein the at least one aliphatic carboxylic acid is a linear aliphatic C 6 to C 10 carboxylic acid.

17. The process as claimed in 3 , wherein the at least one aliphatic carboxylic acid is a linear aliphatic C 6 to C 9 carboxylic acid.

18. The process as claimed in claim 3 , wherein the at least one aliphatic carboxylic acid is n-hexanoic acid or n-heptanoic acid or a mixture thereof.

19. The process as claimed in claim 8 , wherein organic sulfone which is precipitated during the oxidation is at least partially re-dissolved in n-hexanoic acid or n-heptanoic acid or a mixture thereof.

Assignees

• Basf Se

Inventors

• Thrun Frauke
• Teles Joaquim Henrique
• Gao Jun

Classifications

• Y02P20/582

  Recycling of unreacted starting or intermediate materials · CPC title

• C07C315/02 Primary

  by formation of sulfone or sulfoxide groups by oxidation of sulfides, or by formation of sulfone groups by oxidation of sulfoxides · CPC title

• C08L81/06

  Polysulfones; Polyethersulfones · CPC title

• C08J5/18

  Manufacture of films or sheets · CPC title

• C07C317/14

  having sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings · CPC title