Claims
- 1. A process for the production of high molecular weight polyarylene sulphide or branched polyarylene sulphide which comprises reacting a mixture of components consisting essentially of:
- (a) 50 to 100 mole % of an aromatic dihalogen compound corresponding to the following formula: ##STR3## and 0 to 50 mole % of an aromatic dihalogen compound corresponding to the following formula: ##STR4## in which X are halogen atoms in the meta- or para- position to one another; and each
- R.sup.1 is independently hydrogen, alkyl, cycloalkyl, aryl, alkylaryl, arylalkyl, or two groups R.sup.1 in the orthoposition to one another attached together to form an aromatic or a nitrogen, oxygen or sulphur containing heterocyclic ring, with the proviso that at least one R.sup.1 in not hydrogen and
- (b) 0 to 5 mole %, based on the sum of components (a) and (b), of an aromatic trihalogen or tetrahalogen compound corresponding to the following formula:
- ArX.sup.1.sub.n
- in which
- Ar is an aromatic or heterocyclic group;
- X.sup.1 is a chlorine or bromine; and
- n is the number 3 or 4, and
- (c) an alkali sulphide, where the molar ratio of (a+b) to c is in the range of from 0.85:1 to 1.15:1;
- wherein said reaction is conducted in (1) a polar solvent which additionally contains 0.5 to 100 mole %, based on moles of aromatic dihalogen compounds, of (2) a lactam wherein the nitrogen atom of said lactam has one hydrogen substituent wherein (1) is other than (2).
- 2. A process as claimed in claim 1, wherein said lactam is an aliphatic lactam.
- 3. A process as claimed in claim 1, wherein said lactam is .epsilon.-caprolactam.
- 4. A process as claimed in claim 1, wherein the reaction is carried out in batches or continuously.
- 5. A process as claimed in claim 1, wherein said polar solvent is N-methyl-.epsilon.-caprolactam.
- 6. A process as claimed in claim 1, wherein component (b) is 1,2,4-trichlorobenzene.
- 7. A process as claimed in claim 1, wherein component (c) further comprises an alkali hydroxide.
- 8. A process as claimed in claim 7, wherein the alkali hydroxide is sodium hydroxide or potassium hydroxide.
- 9. A process as claimed in claim 1, wherein said polar solvent is an N-alkyl lactam.
- 10. A process as claimed in claim 1, wherein said polar solvent further comprises a reaction-accelerating catalyst.
- 11. A process as claimed in claim 1, where said lactam is an aliphatic lactam containing aromatic substitution on the aliphatic portion.
- 12. A process as claimed in claim 1, wherein said lactam is 2-pyrrolidone, (.gamma.-butyrolactam), 5-methyl-2-pyrrolidone, 5-ethyl-2-pyrrolidone, 2-piperidone, (.delta.-valerolactam), 5-methyl-2-piperidone, 6-cyclohexyl-2-piperidone, .epsilon.-caprolactam, .omega.-amino-oenanthic acid lactam, .omega.-aminocaprylic acid lactam, .omega.-aminolauric acid lactam, .omega.-amino-hexadecanoic acid lactam, 1-methyl-5-homopiperidone, 5-ethoxy-2-pyrrolidone, 5-benzyl-2-pyrrolidone, or 5,5-dimethyl-6-methyoxy-2-piperidone.
- 13. A process as claimed in claim 12 wherein said polar solvent is an N-alkyl lactam.
- 14. A process as claimed in claim 9 wherein said polar solvent is N-methyl caprolactam, N-ethyl caprolactam, N-isopropyl caprolactam, N-isobutyl caprolactam, N-propyl caprolactam, N-butyl caprolactam, N-cyclohexyl caprolactam, N-methyl-2-pyrrolidone, N-ethyl-2-pyrrolidone, N-isopropyl-2-pyrrolidone, N-isobutyl-2-pyrrolidone, N-propyl-2-pyrrolidone, N-butyl-2-pyrrolidone, N-cyclohexyl-2-pyrrolidone, N-methyl-3-methyl-2-pyrrolidone, N-cyclohexyl-2-pyrrolidone, N-methyl-3,4,5 trimethyl-2-pyrrolidone, N-methyl-2-piperidone, N-ethyl-2-piperidone, N-isopropyl-2-piperidone, N-isobutyl-2-piperidone, N-methyl-6-methyl-2-piperidone, or N-methyl-3-ethyl-2-piperidone.
- 15. A process as claimed in claim 12 wherein said polar solvent is N-methyl caprolactam, N-ethyl caprolactam, N-isopropyl caprolactam, N-isobutyl caprolactam, N-propyl caprolactam, N-butyl caprolactam, N-cyclohexyl caprolactam, N-methyl-2-pyrrolidone, N-ethyl-2-pyrrolidone, N-isopropyl-2-pyrrolidone, N-isobutyl-2-pyrrolidone, N-propyl-2-pyrrolidone, N-butyl-2-pyrrolidone, N-cyclohexyl-2-pyrrolidone, N-methyl-3-methyl-2-pyrrolidone, N-cyclohexyl-2-pyrrolidone, N-methyl-3,4,5-trimethyl-2-pyrrolidone, N-methyl-2-piperidone, N-ethyl-2-piperidone, N-isopropyl-2-piperidone, N-isobutyl-2-piperidone, N-methyl-6-methyl-2-piperidone, or N-methyl-3-ethyl-2-piperidone.
- 16. A process for the production of a high molecular weight polyarylene sulphide or branched polyarylene sulphide which comprises reacting a mixture of components consisting essentially of:
- (a) 50 to 100 mole % of an aromatic dihalogen compound corresponding to the following formula: ##STR5## and 0 to 50 mole % of an aromatic dihalogen compound corresponding to the following formula: ##STR6## in which X ar halogen atoms in the meta- or para- position to one another; and each
- R.sup.1 is independently hydrogen, alkyl, cycloalkyl, aryl, alkylaryl, arylalkyl, or two groups .sup.1 in the orthposition to one another attached together to form an aromatic or a nitrogen, oxygen or sulphur containing heterocyclic ring, with the proviso that at least one R.sup.1 is not hydrogen and
- (b) 0 to 5 mole %, based on the sum of components (a) and (b), of an aromatic trihalogen or tetrahalogen compound corresponding to the following formula:
- ArX.sup.1.sub.n
- in which
- Ar is an aromatic or heterocyclic group;
- X.sup.1 is a chlorine or bromine; and
- n is the number 3 or 4, and
- (c) an alkali sulphide, where the molar ratio of (a+b) to c is in the range of from 0.85:1 to 1.15:1;
- (d) 1 to 100 mole %, based on the moles of alkali sulphide, of an N-dialkyl, carboxylic acid amide
- wherein said reaction is conducted in (1) a polar solvent which additionally contains 0.5 to 100 mole %, based on moles of aromatic dihalogen compounds, of (2) a lactam wherein the nitrogen atom of said lactam has one hydrogen substituent.
- 17. A process as claimed in claim 16 wherein component (d) is present in an amount of 1 to 25 mole %, based on the moles of alkali sulphide.
- 18. A process as claimed in claim 1, further comprising dehydrating said components which contain water and said sulphide and then reacting the mixture in the absence of pressure or under a low pressure.
- 19. A process as claimed in claim 1, wherein the components are combined individually or in the form of mixtures or solutions at temperatures .gtoreq.200.degree. C., for a time sufficient to dehydrate the reaction mixture, and then reacting the dehydrated mixture.
- 20. A process as claimed in claim 16, wherein the alkali sulphide is added to the reaction mixture in the form of a hydrate, an aqueous mixture or an aqueous solution.
- 21. A process as claimed in claim 16, wherein the alkali sulphide is sodium sulphide, potassium sulphide or mixtures thereof.
Parent Case Info
This application is a continuation of Ser. No. 761,370 filed Aug. 1, 1985, now abandoned.
US Referenced Citations (3)
Number |
Name |
Date |
Kind |
4490522 |
Kawabata et al. |
Dec 1984 |
|
4501884 |
Ostlinning et al. |
Feb 1985 |
|
4525579 |
Idel et al. |
Jun 1985 |
|
Continuations (1)
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Number |
Date |
Country |
Parent |
761370 |
Aug 1985 |
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