Process for forming low halogen content polyarylene sulfides

Patent metadata

Field	Value
Publication number	US-9562139-B2
Application number	US-201414481310-A
Country	US
Kind code	B2
Filing date	Sep 9, 2014
Priority date	Sep 25, 2013
Publication date	Feb 7, 2017
Grant date	Feb 7, 2017

Abstract

A multi-stage process and system for formation of a polyarylene sulfide is described. A first polymerization stage of the formation process can include reaction of a sulfide monomer with a dihaloaromatic monomer to form a prepolymer. A second polymerization stage can include further polymerization of the prepolymer with a sulfur-containing monomer and a dihaloaromatic monomer to form a low halogen content polyarylene sulfide. The amount of sulfur utilized in the second polymerization stage is a low fraction of the total amount of sulfur utilized in the multi-stage process.

First claim

What is claimed is:

1. A multi-stage method for forming a polyarylene sulfide comprising:
providing a complex that includes an alkali metal organic amine carboxylic acid salt and an alkali metal hydrogen sulfide;
carrying out a first polymerization reaction in a first reactor during which a first amount of the complex is supplied to the first reactor and reacted with a first dihaloaromatic monomer in the presence of a first organic amide solvent to form a polyarylene sulfide prepolymer;
thereafter, carrying out a second polymerization reaction in a second reactor during which a second amount of the complex is supplied to the reactor and reacted with the polyarylene sulfide prepolymer and a second dihaloaromatic monomer to form the polyarylene sulfide.

2. The method of claim 1 , wherein the first dihaloaromatic monomer and/or the second dihaloaromatic monomer comprises dichlorobenzene.

3. The method of claim 1 , wherein the prepolymer has a weight average molecular weight of from about 500 grams per mole to about 30,000 grams per mole.

4. The method of claim 1 , wherein the prepolymer has a halogen content of greater than about 5000 ppm.

5. The method of claim 1 , wherein the polyarylene sulfide has a halogen content of about 1000 ppm or less.

6. The method of claim 1 , wherein the polyarylene sulfide has a melt viscosity of less than about 500 Poise or less.

7. The method of claim 1 , wherein the reaction forming the polyarylene sulfide prepolymer also forms a salt, the method further comprising separating the salt from the prepolymer.

8. The method of claim 1 , wherein the second dihaloaromatic monomer is the same as the first dihaloaromatic monomer.

9. The method of claim 1 , further comprising purifying the polyarylene sulfide.

10. The method of claim 1 , further comprising combining the polyarylene sulfide with one or more additives.

11. The method of claim 1 , wherein the first organic amide solvent is N-methylpyrrolidone.

12. The method of claim 1 , wherein the second polymerization reaction occurs in the presence of a second organic amide solvent.

13. The method of claim 12 , wherein the second organic amide solvent is N-methylpyrrolidone.

14. The method of claim 12 , wherein the molar ratio of the second organic amide solvent to sulfur added during the second polymerization reaction is from about 2.5 to about 5.

15. The method of claim 12 , wherein the second polymerization reaction also occurs in the presence of water.

16. The method of claim 15 , wherein the molar ratio of water to sulfur added during the second polymerization reaction is from about 2 to about 4.

17. The method of claim 1 , wherein the molar ratio of the first dihaloaromatic monomer to sulfur charged during the first polymerization reaction is from about 1.0 to about 1.2.

18. The method of claim 1 , wherein the complex is formed by reacting an organic amide solvent, alkali metal sulfide, and water.

19. The method of claim 18 , wherein the first organic amide solvent is N-methylpyrrolidone.

20. The method of claim 18 , wherein the alkali metal sulfide is formed from the reaction of sodium hydrogen sulfide and sodium hydroxide.

21. The method of claim 18 , wherein the complex is formed in a third reactor.

22. The method of claim 1 , wherein the complex includes sodium methylaminobutyrate and sodium hydrogen sulfide.

23. The method of claim 1 , wherein the second amount of the complex constitute from about 0.1% to about 10% by weight of the total amount of the complex provided.

24. The method of claim 1 , wherein from about 0.1% to about 10% by weight of the total amount of sulfur charged during the multi-stage method is charged to the second polymerization reaction.

25. The method of claim 1 , wherein the polyarylene sulfide is a linear polyphenylene sulfide.

Assignees

• Ticona Llc

Inventors

• Chiong Hendrich Alvarez

Classifications

• C08G75/14 Primary

  Polysulfides · CPC title