US4008203A
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Polysulphones and method of preparation
Assignee: Imperial Chemical Industries Ltd
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Filing: 1963-10-31
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Granted: 1977-02-15
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Expires: 1983-10-31
Abstract
Abstract 1. A film-forming polymeric material selected from the group consisting of (i) polymers consisting essentially of repeating units having the structure --Ar--SO 2 -- and (ii) polymers consisting essentially of units having the structure --Ar--SO 2 -- and units having the structure --Ar--CO--, where Ar is selected from (a) a divalent aromatic radical obtained by removal of two aromatically bound hydrogen atoms from a compound selected from the group consisting of benzene, polynuclear hydrocarbons containing not more than two aromatic rings, diphenyl, compounds having the structure ##STR1## where Z is selected from the group consisting of --O-- and --S-- and where said compound contains two aromatic rings, one of said hydrogen atoms being removed from each ring, and (b) substituted derivatives of said divalent aromatic radicals in which at least one of the aromatically bound hydrogen atoms is substituted by a monovalent radical selected from the group consisting of halogen atoms, alkyl groups containing from 1 to 4 carbon atoms and alkoxy groups containing from 1 to 4 carbon atoms, at least some of the Ar units being a radical derived from said compounds of the structure ##STR2## or said substituted derivatives thereof.
Inventors
- 👤 Michael Edward Benet Jones
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 23:02
CPC Classifications
C; C08; C08G; C08G75/00; C08G75/20; C08G75/23; H; H01; H01B; H01B3/00; H01B3/18; H01B3/30; H01B3/301; H01B3/307; H01G; H01G4/00; H01G4/002; H01G4/018; H01G4/06; H01G4/14; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31678
Claims Analysis
Total Claims: 54
Claim 1
Independent Claim
192 words
A film-forming polymeric material selected from the group consisting of (i) polymers consisting essentially of repeating units having the structure --Ar--SO 2 -- and (ii) polymers consisting essentially of units having the structure --Ar--SO 2 -- and units having the structure --Ar--CO--, where Ar is selected from (a) a divalent aromatic radical obtained by removal of two aromatically bound hydrogen atoms from a compound selected from the group consisting of benzene, polynuclear hydrocarbons containing not more than two aromatic rings, diphenyl, compounds having the structure ##STR16## where Z is selected from the group consisting of --O-- and --S-- and where said compound contains two aromatic rings, one of said hydrogen atoms being removed from each ring, and (b) substituted derivatives of said divalent aromatic radicals in which at least one of the aromatically bound hydrogen atoms is substituted by a monovalent radical selected from the group consisting of halogen atoms, alkyl groups containing from 1 to 4 carbon atoms and alkoxy groups containing from 1 to 4 carbon atoms, at least some of the Ar units being a radical derived from said compounds of the structure ##STR17## or said substituted derivatives thereof.
Claim 2
Dependent Claim
192 words
A film-forming polymeric material selected from the group consisting of (i) polymers consisting essentially of repeating units having the structure --Ar--SO 2 -- and (ii) polymers consisting essentially of units having the structure --Ar--SO 2 -- and units having the structure --Ar--CO--, where Ar is selected from (a) a divalent aromatic radical obtained by removal of two aromatically bound hydrogen atoms from a compound selected from the group consisting of benzene, polynuclear hydrocarbons containing not more than two aromatic rings, diphenyl, compounds having the structure ##STR16## where Z is selected from the group consisting of --O-- and --S-- and where said compound contains two aromatic rings, one of said hydrogen atoms being removed from each ring, and (b) substituted derivatives of said divalent aromatic radicals in which at least one of the aromatically bound hydrogen atoms is substituted by a monovalent radical selected from the group consisting of halogen atoms, alkyl groups containing from 1 to 4 carbon atoms and alkoxy groups containing from 1 to 4 carbon atoms, at least some of the Ar units being a radical derived from said compounds of the structure ##STR17## or said substituted derivatives thereof.
Claim 3
Dependent Claim
101 words
A film-forming polymeric material according to claim 1 consisting essentially of repeating units having the structure --Ar--SO 2 -- where Ar is selected from the group consisting of divalent aromatic nuclei of the structure: ##STR18## where Z is selected from the group consisting of --O-- and --S-- and R 1 , R 2 , R 3 and R 4 are each selected from the group consisting of hydrogen atoms, halogen atoms, alkyl groups having from 1 to 4 carbon atoms and alkoxy groups having from 1 to 4 carbon atoms at least some of said Ar units having said structure ##STR19##
Claim 4
Dependent Claim
72 words
A film-forming polymeric material according to claim 2 consisting essentially of repeating units having the structure: ##STR20## where Z is selected from the group consisting of --O-- and --S-- and R 1 , R 2 , R 3 and R 4 are each selected from the group consisting of hydrogen atoms, halogen atoms, alkyl groups having from 1 to 4 carbon atoms and alkoxy groups having from 1 to 4 carbon atoms.
Claim 5
Dependent Claim
57 words
A film forming polymeric material according to claim 2 consisting essentially of repeating units having the structure --Ar--SO 2 where Ar is selected from the group of divalent aromatic radicals of the structure ##STR21## where Z is selected from the group consisting of --O-- and --S--, at least some of the Ar units having said structure ##STR22##
Claim 6
Dependent Claim
24 words
A film-forming polymeric material according to claim 4 consisting essentially of repeating units having the structure: ##STR23## and repeating units having the structure ##STR24##
Claim 7
Dependent Claim
17 words
A polymeric film-forming material according to claim 4 consisting essentially of repeating units having the structure: ##STR25##
Claim 8
Dependent Claim
17 words
A film-forming polymeric material according to claim 4 consisting essentially of repeating units having the structure: ##STR26##
Claim 9
Dependent Claim
17 words
A film-forming polymeric material according to claim 4 consisting essentially of repeating units having the structures: ##STR27##
Claim 10
Dependent Claim
26 words
A polymeric material according to claim 1 which is free from monovalent radicals selected from the group consisting of sulphonyl halide radicals and carbonyl halide radicals.
Claim 11
Dependent Claim
34 words
A polymeric material according to claim 1 having a reduced viscosity of at least 0.3, measured on a solution of 1 gm. of the polymer in 100 ccs. of dimethyl formamide at 25° C.
Claim 12
Dependent Claim
109 words
A process for manufacturing a polysulphone which comprises heating monomeric material selected from the group consisting of at least one of: i. the combination of at least one first compound containing two aromatically bound sulphonyl halide groups and at least one second compound containing at least two aromatically bound hydrogen atoms, and ii. at least one compound containing a single sulphonyl halide group and a hydrogen atom each attached to an aromatic nucleus, in the presence of from 0.05 to 5% by weight of the monomeric material of a catalyst selected from the group consisting of antimony pentachloride and salts of iron which are soluble in the polymerizable mixture.
Claim 13
Dependent Claim
109 words
A process for manufacturing a polysulphone which comprises heating monomeric material selected from the group consisting of at least one of: i. the combination of at least one first compound containing two aromatically bound sulphonyl halide groups and at least one second compound containing at least two aromatically bound hydrogen atoms, and ii. at least one compound containing a single sulphonyl halide group and a hydrogen atom each attached to an aromatic nucleus, in the presence of from 0.05 to 5% by weight of the monomeric material of a catalyst selected from the group consisting of antimony pentachloride and salts of iron which are soluble in the polymerizable mixture.
Claim 14
Dependent Claim
14 words
A process according to claim 11 in which the catalyst is an iron halide.
Claim 15
Dependent Claim
13 words
A process according to claim 11 in which the catalyst is ferric chloride.
Claim 16
Dependent Claim
26 words
A process according to claim 11 in which the catalyst is used in an amount of from 0.1 to 0.5% by weight of the polymerizable monomers.
Claim 17
Dependent Claim
21 words
A process according to claim 11 in which the polymerizable mixture is heated to a temperature of at least 200° C.
Claim 18
Dependent Claim
68 words
A process according to claim 11 which comprises heating the monomeric material in the presence of the catalyst at a temperature above its melting point but below that at which substantial cross-linking of the polymeric product would occur until the mixture becomes viscid or solid; cooling it, comminuting the cooled mixture and thereafter reheating the comminuted product to a temperature below that at which substantial cross-linking would occur.
Claim 19
Dependent Claim
23 words
A process according to claim 16 in which the maximum temperature of the first heating step is from 150° C to 200° C.
Claim 20
Dependent Claim
23 words
A process according to claim 16 in which the maximum temperature of the second heating step is from 150° C. to 250° C.
Claim 21
Dependent Claim
17 words
A process according to claim 11 in which the polymeric product is treated to remove catalyst residues.
Claim 22
Dependent Claim
32 words
A process according to claim 11 in which the polymeric product is treated in solution with a complexing agent for the catalyst and is thereafter separated from the catalyst complex so formed.
Claim 23
Dependent Claim
60 words
A process according to claim 11 in which the polymeric product is treated in solution with an organic compound having from one to two groups per molecule which will react with radicals in the polymer selected from the class consisting of sulphonyl halide radicals and carbonyl halide radicals to yield products which are stable at temperatures above their softening points.
Claim 24
Dependent Claim
19 words
A process according to claim 21 in which the polymeric product is treated in solution with an aromatic amine.
Claim 25
Dependent Claim
17 words
A process according to claim 22 in which the polymeric product is treated in solution with aniline.
Claim 26
Dependent Claim
15 words
A process according to claim 11 in which diphenyl ether-4,4'-disulphonyl chloride is heated with diphenyl.
Claim 27
Dependent Claim
16 words
A process according to claim 11 in which diphenyl ether-4,4'-disulphonyl chloride is heated with diphenyl ether.
Claim 28
Dependent Claim
16 words
A process according to claim 11 in which diphenyl ether-4,4'-disulphonyl chloride is heated with 4,4'-diphenoxy diphenylsuphone.
Claim 29
Dependent Claim
18 words
A process according to claim 11 in which diphenyl ether-4,4'-disulphonyl chloride is heated with diphenyl and benzene-1,3-disulphonyl chloride.
Claim 30
Dependent Claim
19 words
A process according to claim 11 in which diphenyl ether-4,4'-disulphonyl chloride is heated with diphenyl ether and benzene-1,3-disulphonyl chloride.
Claim 31
Dependent Claim
17 words
A process according to claim 11 in which chlorobenzene-2,4-disulphonyl chloride is heated with diphenyl and diphenyl ether.
Claim 32
Dependent Claim
62 words
A process according to claim 11 in which the monomeric material is selected from the group consisting of aromatic monosulphonyl halides of benzene, polynuclear aromatic hydrocarbons containing not more than two aromatic nuclei, diphenyl compounds containing two benzene nuclei linked by a bridging group and substituted derivatives of such aromatic monosulphonyl halides which still contain at least one aromatically bound hydrogen atom.
Claim 33
Dependent Claim
15 words
A process according to claim 11 in which the monomeric material is diphenyl ether-4-sulphonyl chloride.
Claim 34
Dependent Claim
15 words
A process according to claim 11 in which the monomeric material is diphenyl thioether-4-sulphonyl chloride.
Claim 35
Dependent Claim
17 words
A process according to claim 11 in which diphenyl ether-4-sulphonyl chloride is melted together with diphenyl-4sulphonyl chloride.
Claim 36
Dependent Claim
179 words
A process for manufacturing polysulphones which comprises heating monomeric material selected from the group consisting of at least one of i. the combination of at least one first compound containing two aromatically bound sulphonyl halide groups and at least one second compound containing at least two aromatically bound hydrogen atoms, and ii. at least one compound containing a single sulphonyl halide group and a hydrogen atom each attached to an aromatic nucleus together with material copolymerizable with said monomeric material and selected from the group consisting of at least one of iii. the combination of at least one first compound containing two aromatically bound carbonyl halide groups and at least one second compound containing at least two aromatically bound hydrogen atoms, and iv. at least one compound containing a single carbonyl halide group and a hydrogen atom each attached to an aromatic nucleus in the presence of from 0.5 to 5% by weight of the monomeric material of a catalyst selected from the group consisting of antimony pentachloride and salts of iron which are soluble in the polymerizable mixture.
Claim 37
Dependent Claim
179 words
A process for manufacturing polysulphones which comprises heating monomeric material selected from the group consisting of at least one of i. the combination of at least one first compound containing two aromatically bound sulphonyl halide groups and at least one second compound containing at least two aromatically bound hydrogen atoms, and ii. at least one compound containing a single sulphonyl halide group and a hydrogen atom each attached to an aromatic nucleus together with material copolymerizable with said monomeric material and selected from the group consisting of at least one of iii. the combination of at least one first compound containing two aromatically bound carbonyl halide groups and at least one second compound containing at least two aromatically bound hydrogen atoms, and iv. at least one compound containing a single carbonyl halide group and a hydrogen atom each attached to an aromatic nucleus in the presence of from 0.5 to 5% by weight of the monomeric material of a catalyst selected from the group consisting of antimony pentachloride and salts of iron which are soluble in the polymerizable mixture.
Claim 38
Dependent Claim
15 words
A process according to claim 34 in which 4-phenoxybenzoylchloride is heated with diphenyl ether-4-sulphonyl chloride.
Claim 39
Dependent Claim
121 words
A process for manufacturing polysulphones which comprises heating monomeric material selected from the group consisting of at least one of i. the combination of at least one first compound containing two aromatically bound sulphonyl halide groups and at least one second compound containing at least two aromatically bound hydrogen atoms, and ii. at least one compound containing a single sulphonyl halide group and a hydrogen atom each attached to an aromatic nucleus together with a monofunctional compound to control the molecular weight of the products in the presence of from 0.05 to 5% by weight of the monomeric material of a catalyst selected from the group consisting of antimony pentachloride and salts of iron which are soluble in the polymerizable mixture.
Claim 40
Dependent Claim
121 words
A process for manufacturing polysulphones which comprises heating monomeric material selected from the group consisting of at least one of i. the combination of at least one first compound containing two aromatically bound sulphonyl halide groups and at least one second compound containing at least two aromatically bound hydrogen atoms, and ii. at least one compound containing a single sulphonyl halide group and a hydrogen atom each attached to an aromatic nucleus together with a monofunctional compound to control the molecular weight of the products in the presence of from 0.05 to 5% by weight of the monomeric material of a catalyst selected from the group consisting of antimony pentachloride and salts of iron which are soluble in the polymerizable mixture.
Claim 41
Dependent Claim
192 words
A process for manufacturing polysulphones which comprises heating monomeric material selected from the group consisting of at least one of i. the combination of at least one first compound containing two aromatically bound sulphonyl halide groups and at least one second compound containing at least two aromatically bound hydrogen atoms, and ii. at least one compound containing a single sulphonyl halide group and a hydrogen atom each attached to an aromatic nucleus together with material copolymerizable with said monomeric material and selected from the group consisting of at least one of iii. the combination of at least one first compound containing two aromatically bound carbonyl halide groups and at least one second compound containing at least two aromatically bound hydrogen atoms, and iv. at least one compound containing a single carbonyl halide group and a hydrogen atom each attached to an aromatic nucleus together with a monofunctional compound to control the molecular weight of the products in the presence of from 0.05 to 5% by weight of the monomeric material of a catalyst selected from the group consisting of antimony pentachloride and salts of iron which are soluble in the polymerizable mixture.
Claim 42
Dependent Claim
192 words
A process for manufacturing polysulphones which comprises heating monomeric material selected from the group consisting of at least one of i. the combination of at least one first compound containing two aromatically bound sulphonyl halide groups and at least one second compound containing at least two aromatically bound hydrogen atoms, and ii. at least one compound containing a single sulphonyl halide group and a hydrogen atom each attached to an aromatic nucleus together with material copolymerizable with said monomeric material and selected from the group consisting of at least one of iii. the combination of at least one first compound containing two aromatically bound carbonyl halide groups and at least one second compound containing at least two aromatically bound hydrogen atoms, and iv. at least one compound containing a single carbonyl halide group and a hydrogen atom each attached to an aromatic nucleus together with a monofunctional compound to control the molecular weight of the products in the presence of from 0.05 to 5% by weight of the monomeric material of a catalyst selected from the group consisting of antimony pentachloride and salts of iron which are soluble in the polymerizable mixture.
Claim 43
Dependent Claim
10 words
A fiber formed from a polymer according to claim 1.
Claim 44
Dependent Claim
10 words
A film formed from a polymer according to claim 1.
Claim 45
Dependent Claim
11 words
A moulded article formed from a polymer according to claim 1.
Claim 46
Dependent Claim
25 words
A solution suitable for the formation of films, fibers or coatings comprising a polymer according to claim 1 dissolved in a dipolar aprotic organic solvent.
Claim 47
Dependent Claim
11 words
An extruded article formed from a polymer according to claim 1.
Claim 48
Dependent Claim
31 words
A film-forming polymer consisting essentially of repeating units of the formula --Ar--SO.sub.2 -- where Ar is a divalent aromatic radical obtained by removal of two aromatically bound hydrogen atoms from naphthalene.
Claim 49
Dependent Claim
31 words
A film-forming polymer consisting essentially of repeating units of the formula --Ar--SO.sub.2 -- where Ar is a divalent aromatic radical obtained by removal of two aromatically bound hydrogen atoms from naphthalene.
Claim 50
Dependent Claim
13 words
A film-forming polymer according to claim 43 in the form of a film.
Claim 51
Dependent Claim
13 words
A film-forming polymer according to claim 43 in the form of a fiber.
Claim 52
Dependent Claim
23 words
A film-forming polymeric material according to claim 1 consisting essentially of repeating units having the structure ##STR28## and units having the structure ##STR29##
Claim 53
Dependent Claim
20 words
A film-forming polymer according to claim 5 wherein the ##STR30## units comprise 5-80% of the total number of repeating units.
Claim 54
Dependent Claim
11 words
A shaped article formed from a polymer according to claim 1.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-02-15 | 1980-08-16 | 1981-02-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-02-15 | 1984-08-16 | 1985-02-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-02-15 | 1988-08-16 | 1989-02-15 | $7700.00 | Window Closed / Lapsed |