US4535149A
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Process for the production of polyarylene sulphides
Assignee: Bayer AG
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Filing: 1984-05-07
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Granted: 1985-08-13
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Expires: 2004-05-07
Abstract
Abstract This invention relates to a new process for the production of optionally branched polyarylene sulphides from optionally substituted halo-benzenes in admixture with polyhalogen aromatic compounds and alkali sulphides in polar solvents in the presence of disulphide compounds.
Inventors
- 👤 Wolfgang Ebert
- 👤 Rolf-Volker Meyer
- 👤 Karsten-Josef Idel
- 👤 Rolf Dhein
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 03:22
CPC Classifications
C; C08; C08G; C08G75/00; C08G75/02; C08G75/0204; C08G75/025; C08G75/0268
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
367 words
A process for the production of optionally branched, high molecular weight polyarylene sulphides, from (a) dihalo-benzenes, of which from 0 to 100 mol % correspond to formula (I) ##STR25## and from 0 to 100 mol % correspond to formula (II) ##STR26## wherein each X represents a halogen which is in the meta- or para-position with respect to the other and R 1 is the same or different, and represent hydrogen, C 1 -C 20 alkyl, C 5 -C 20 cycloalkyl, C 6 -C 24 aryl, C 7 -C 24 alkaryl or C 7 -C 24 aralkyl, or two radicals R 1 which are in the ortho-position with respect to one another linked to form an aromatic or heterocyclic 5 to 10-membered ring which contains up to three heteroatoms, and at least one radical R 1 is always different from hydrogen, and (b) from 0 to 5.0 mol %, based on the total of the dihalogen aromatic compounds corresponding to formulae (I) and (II), of a tri- or tetrahalogen aromatic compound corresponding to formula (III) ArHal.sub.n (III), wherein Ar represents an aromatic or heterocyclic radical which contains up to three heteroatoms, and has from 6 to 24 carbon atoms, Hal represents halogen, and n represents the number 3 or 4, and (c) alkali sulphides, the molar ratio of (a+b):c ranging from 0.85:1 to 1.14, (d) in a polar solvent the molar ratio of (c) to (d) ranging from 1:2 to 1:15, characterized in that the above-mentioned components are reacted together in the presence of disulphides corresponding to formmula (IV) ##STR27## wherein R and R' which are the same or different, represent C 1 -C 20 alkyl, C 5 -C 20 cycloalkyl, C 6 -C 24 aryl or C 7 -C 24 aralkyl, and in the case of the cycloalkyl, or aryl or aralkyl radicals with from 1 to 3 ring carbon atoms replaced by heteroatoms, X and X' which may be the same or different, represent a single bond, O, S or ##STR28## wherein R 2 represents hydrogen and has the meaning stated for R, Z which is the same or different, represents O, S, NR, wherein R is as defined above, and n represents 0 or 1.
Claim 2
Dependent Claim
367 words
A process for the production of optionally branched, high molecular weight polyarylene sulphides, from (a) dihalo-benzenes, of which from 0 to 100 mol % correspond to formula (I) ##STR25## and from 0 to 100 mol % correspond to formula (II) ##STR26## wherein each X represents a halogen which is in the meta- or para-position with respect to the other and R 1 is the same or different, and represent hydrogen, C 1 -C 20 alkyl, C 5 -C 20 cycloalkyl, C 6 -C 24 aryl, C 7 -C 24 alkaryl or C 7 -C 24 aralkyl, or two radicals R 1 which are in the ortho-position with respect to one another linked to form an aromatic or heterocyclic 5 to 10-membered ring which contains up to three heteroatoms, and at least one radical R 1 is always different from hydrogen, and (b) from 0 to 5.0 mol %, based on the total of the dihalogen aromatic compounds corresponding to formulae (I) and (II), of a tri- or tetrahalogen aromatic compound corresponding to formula (III) ArHal.sub.n (III), wherein Ar represents an aromatic or heterocyclic radical which contains up to three heteroatoms, and has from 6 to 24 carbon atoms, Hal represents halogen, and n represents the number 3 or 4, and (c) alkali sulphides, the molar ratio of (a+b):c ranging from 0.85:1 to 1.14, (d) in a polar solvent the molar ratio of (c) to (d) ranging from 1:2 to 1:15, characterized in that the above-mentioned components are reacted together in the presence of disulphides corresponding to formmula (IV) ##STR27## wherein R and R' which are the same or different, represent C 1 -C 20 alkyl, C 5 -C 20 cycloalkyl, C 6 -C 24 aryl or C 7 -C 24 aralkyl, and in the case of the cycloalkyl, or aryl or aralkyl radicals with from 1 to 3 ring carbon atoms replaced by heteroatoms, X and X' which may be the same or different, represent a single bond, O, S or ##STR28## wherein R 2 represents hydrogen and has the meaning stated for R, Z which is the same or different, represents O, S, NR, wherein R is as defined above, and n represents 0 or 1.
Claim 3
Dependent Claim
18 words
A process according to claim 1, characterised in that diacyldisulphides are used as compounds corresponding to formula (IV).
Claim 4
Dependent Claim
19 words
A process according to claim 1, characterised in that dithioacyl disulphides are used as compounds corresponding to formula (IV).
Claim 5
Dependent Claim
19 words
A process according to claim 1, characterised in that xanthogene disulphides are used as compounds corresponding to formula (IV).
Claim 6
Dependent Claim
21 words
A process according to claim 1, characterised in that derivatives of trithiocarbonic acid are used as compounds corresponding to formula (IV).
Claim 7
Dependent Claim
18 words
A process according to claim 1, characterised in that thiuramdisulphides are used as compounds corresponding to formula (IV).
Claim 8
Dependent Claim
21 words
A process according to claim 1, characterised in that alkyl and/or aryl disulphides are used as compounds corresponding to formula (IV).
Claim 9
Dependent Claim
24 words
A process according to claim 1, characterised in that the reaction mixture contains less than one mol of water per mol of alkali sulphide.
Claim 10
Dependent Claim
20 words
A process according to claim 1 wherein component (c) is alkali sulphide as a hydrate together with an alkali hydroxide.
Claim 11
Dependent Claim
19 words
A process according to claim 1 wherein component (d) is a polar solvent in the presence of a co-solvent.
References Cited (Backward Citations)
US3725362A
Cited
US4314920A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1988-08-12 | 1989-02-11 | 1989-08-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-08-12 | 1993-02-11 | 1993-08-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-08-12 | 1997-02-11 | 1997-08-13 | $7700.00 | Window Closed / Lapsed |