IP Library Patent Application 14534914
Patent Application
App. No. 14/534,914

CONTINUOUS PROCESS FOR PRODUCING POLY(ARYLENE SULFIDE)

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Patent No.
US None
App. No.
14/534,914
Abstract

A process comprising (a) contacting a sulfur compound and a polar organic compound to produce a sulfur complex mixture, wherein the sulfur complex mixture comprises a sulfur complex, (b) continuously introducing at least a portion of the sulfur complex mixture and at least one halogenated aromatic compound having two halogens to a reaction vessel to form a reaction mixture, wherein the reaction vessel is continuously stirred, and wherein the reaction vessel comprises a single reaction zone, (c) continuously removing a portion of the reaction mixture from the reaction vessel to yield a reaction product mixture, and (d) processing at least a portion of the reaction product mixture to obtain a poly(arylene sulfide) polymer, wherein the poly(arylene sulfide) polymer is the product of a single stage polymerization.

Claims (29)

1 . A process comprising:

(a) contacting a sulfur compound and a polar organic compound to produce a sulfur complex mixture, wherein the sulfur complex mixture comprises a sulfur complex;

(b) continuously introducing at least a portion of the sulfur complex mixture and at least one halogenated aromatic compound having two halogens to a reaction vessel to form a reaction mixture, wherein the reaction vessel is continuously stirred, and wherein the reaction vessel comprises a single reaction zone;

(c) continuously removing a portion of the reaction mixture from the reaction vessel to yield a reaction product mixture; and

(d) processing at least a portion of the reaction product mixture to continuously form a poly(arylene sulfide) polymer, wherein the poly(arylene sulfide) polymer is the product of a single stage polymerization, and the continuously forming poly(arylene sulfide) polymer comprises operating at least two flash units in parallel, wherein a flash unit removes at least a portion of a liquid phase of the reaction product mixture from at least a portion of the reaction product mixture to form a flashed poly(arylene sulfide) polymer mixture, wherein the flashed poly(arylene sulfide) polymer mixture comprises poly(arylene sulfide) polymer particles.

2 . The process of claim 1 , wherein the poly(arylene sulfide) polymer has a number average molecular weight of from about 10,000 g/mol to about 60,000 g/mol.

3 . The process of claim 1 , wherein the reaction vessel comprises a single continuous stirred tank reactor.

4 . The process of claim 1 , wherein the reaction vessel comprises a single continuous reaction volume.

5 . The process of claim 1 , wherein the reaction vessel excludes reactor partitions, wherein reactor partitions define two or more reaction zones.

6 . The process of claim 1 , wherein a molecular weight of the poly(arylene sulfide) polymer obtained by (d) processing the reaction product mixture is not increased in a subsequent polymerization reaction.

7 . The process of claim 1 , wherein the single stage polymerization excludes obtaining a first poly(arylene sulfide) polymer having a first molecular weight and subsequently polymerizing the first poly(arylene sulfide) polymer to yield a second poly(arylene sulfide) polymer having a second molecular weight, wherein the second molecular weight is greater than the first molecular weight.

8 . (canceled)

9 . The process of claim 1 , wherein continuously forming poly(arylene sulfide) polymer particles comprises cooling at least a portion of the reaction product mixture to a temperature of less than about 180° C.

10 . The process of claim 1 , wherein continuously forming poly(arylene sulfide) polymer particles comprises quenching at least a portion of the reaction product mixture by adding a quench liquid thereto to form a quenched mixture, wherein the quenched mixture comprises poly(arylene sulfide) polymer particles.

11 . (canceled)

12 . The process of claim 1 , wherein the reaction vessel is heated to a temperature of from about 180° C. to about 290° C.

13 . The process of claim 1 , wherein the reaction vessel has a pressure of from about 0 psig to about 400 psig.

14 . The process of claim 1 , wherein an equivalent ratio of the halogenated aromatic compound having two halogens to sulfur compound is from about 0.8 to about 2.

15 . The process of claim 1 , wherein (a) contacting a sulfur compound and a polar organic compound further comprises contacting therewith a molecular weight modifying agent, an alkali metal hydroxide, lithium hydroxide, sodium hydroxide, potassium hydroxide, rubidium hydroxide, cesium hydroxide, or combinations thereof.

16 . The process of claim 1 , wherein at least a portion of the sulfur complex mixture is dehydrated prior to (b) continuously introducing the sulfur complex mixture and at least one halogenated aromatic compound having two halogens to a reaction vessel.

17 . The process of claim 1 , wherein the poly(arylene sulfide) polymer has a molecular weight distribution of from about 1,000 to about 90,000.

18 . The process of claim 1 , wherein the poly(arylene sulfide) polymer has a weight average molecular weight of from about 15,000 g/mol to about 60,000 g/mol.

19 . The process of claim 1 , wherein the poly(arylene sulfide) polymer when tested in accordance with ASTM D1238 under a force of 5 kg has a flow rate of from about 1 g/10 min to about 3,000 g/10 min.

20 . A process comprising:

(a) contacting sodium hydrosulfide, N-methyl-2-pyrrolidone, acetic anhydride and sodium hydroxide to produce a sulfur complex mixture, wherein the sulfur complex mixture comprises sodium N-methyl-4-aminobutanoate;

(b) dehydrating at least a portion of the sulfur complex mixture to yield a dehydrated sulfur complex mixture;

(c) continuously introducing at least a portion of the dehydrated sulfur complex mixture and p-dichlorobenzene to a reaction vessel to form a reaction mixture, wherein the reaction vessel is continuously stirred, and wherein the reaction vessel comprises a single reaction zone;

(d) continuously removing a portion of the reaction mixture from the reaction vessel to yield a reaction product mixture; and

(e) cooling at least a portion of the reaction product mixture to a temperature of less than about 200° C. to continuously form a poly(phenylene sulfide) polymer, wherein the poly(phenylene sulfide) polymer is a single stage polymerization product, and the continuously forming the poly(phenylene sulfide) polymer comprises operating at least two flash units in parallel, wherein a flash unit removes at least a portion of a liquid phase of the reaction product mixture from at least a portion of the reaction product mixture to form a flashed poly(phenylene sulfide) polymer mixture, wherein the flashed poly(phenylene sulfide) polymer mixture comprises poly(phenylene sulfide) polymer particles, and wherein the poly(phenylene sulfide) polymer has a molecular weight distribution of from about 1,000 to about 90,000.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 22, 2015
From: CHEVRON PHILLIPS CHEMICAL COMPANY LP
To: SOLVAY SA
Reel/Frame 036151/0585 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 10, 2014
From: FODOR, JEFFREY S.
To: CHEVRON PHILLIPS CHEMICAL COMPANY LP
Reel/Frame 034138/0735 →