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US4666996A Expired / Lapsed US ⏱️ 0.0 years remaining

Crosslinking of polybenzimidazole polymer with divinyl sulfone

Assignee: Hoechst AG
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Filing: 1986-01-24
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Granted: 1987-05-19
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Expires: 2006-01-24
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Abstract

Abstract Disclosed herein is a process for crosslinking polybenzimidazole polymers which comprise reacting said polymers with a divinylsulfone in the presence of a strong base catalyst.

Inventors

  • 👤 Michael J. Sansone

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 04:06
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/18

Claims Analysis

Total Claims: 25
Claim 1
Independent Claim 15 words
A process for crosslinking a polybenzimidazole polymer which compries reacting the polymer with a divinylsulfone.
Claim 2
Dependent Claim 15 words
A process for crosslinking a polybenzimidazole polymer which compries reacting the polymer with a divinylsulfone.
Claim 3
Dependent Claim 26 words
The process of claim 1 wherein the polybenzimidazole polymer is dissolved in a solvent to form a solution and the divinylsulfone is added to said solution.
Claim 4
Dependent Claim 28 words
The process of claim 1 wherein the divinylsulfone is represented by the general formula: ##STR6## wherein R 1 -R 4 are hydrogen or C 1 -C 3 alkyl.
Claim 5
Dependent Claim 12 words
The process of claim 3 wherein R 1 -R 4 are hydrogen.
Claim 6
Dependent Claim 25 words
The process of claims 1 or 2 wherein for each two equivalents of polybenzimidazole amine hydrogen to be crosslinked, one mole of divinylsulfone is added.
Claim 7
Dependent Claim 41 words
A process for crosslinking a polybenzimidazole polymer comprising treating the polymer with a divinylsulfone in the presence of a strong base catalyst wherein about one mole of divinylsulfone is added for each two equivalents of polybenzimidazole amine hydrogen to be crosslinked.
Claim 8
Dependent Claim 41 words
A process for crosslinking a polybenzimidazole polymer comprising treating the polymer with a divinylsulfone in the presence of a strong base catalyst wherein about one mole of divinylsulfone is added for each two equivalents of polybenzimidazole amine hydrogen to be crosslinked.
Claim 9
Dependent Claim 50 words
A process for crosslinking a polybenzimidazole polymer which comprises adding a divinylsulfone and a strong base catalyst to a solution comprised of a polybenzimidazole polymer and a solvent for the polymer wherein about one mole of divinylsulfone is added for each two equivalents of polybenzimidazole amine hydrogen to be crosslinked.
Claim 10
Dependent Claim 50 words
A process for crosslinking a polybenzimidazole polymer which comprises adding a divinylsulfone and a strong base catalyst to a solution comprised of a polybenzimidazole polymer and a solvent for the polymer wherein about one mole of divinylsulfone is added for each two equivalents of polybenzimidazole amine hydrogen to be crosslinked.
Claim 11
Dependent Claim 22 words
The process of claims 1 or 2, wherein said crosslinking reaction is carried out in the presence of a strong base catalyst.
Claim 12
Dependent Claim 30 words
The process of claims 6 or 7 wherein the base catalyst is selected from aryl alkyl ammonium hydroxides, alkali metal hydroxides, or alkali metal C 1 -C 6 alkyl alkoxides.
Claim 13
Dependent Claim 94 words
The process of claims 1, 2, 6 or 7 wherein the polybenzimidazole polymer consists essentially of recurring units of the formula: ##STR7## wherein R is a tetravalent aromatic nucleus, with the nitrogen atoms forming the benzimidazole rings paired upon adjacent carbon atoms of said automatic nucleus, and R' is selected from the group consisting of (1) an aromatic ring, (2) an alkylene group having from four to eight carbon atoms, and (3) a heterocyclic ring selected from the group consisting of (a) pyridine, (b) pyrazine, (c) furan, (d) quinoline, (e) thiophene, and (f) pyran.
Claim 14
Dependent Claim 46 words
The process of claims 1, 2, 6 or 7 wherein said polybenzimidazole polymer consists essentially of the recurring units of the formula: ##STR8## wherein Z is an aromatic nucleus having the nitrogen atoms forming the benzimidazole ring paired upon adjacent carbon atoms of the aromatic nucleus.
Claim 15
Dependent Claim 15 words
The process of claims 1, 2, 6 or 7 wherein said polybenzimidazole polymer is poly-2,2'-(m-phenylene)-5,5'-bibenzimidazole.
Claim 16
Dependent Claim 28 words
The process of claims 2 or 7 wherein the solvent for said polybenzimidazole polymer is selected from the group consisting of N,N-dimethylacetamide, N,N,-dimethyl formamide, dimethyl sulfoxide and N-methyl-2-pyrrolidone.
Claim 17
Dependent Claim 10 words
The process of claim 13 wherein the solvent is N,N-dimethylacetamide.
Claim 18
Dependent Claim 38 words
The process of claims 2 or 7 wherein the polybenzimidazole polymer is present in the solvent prior to crosslinking at a concentration of about 4 to about 30 percent by weight based upon the total weight of solution.
Claim 19
Dependent Claim 15 words
The process of claims 6 or 7 wherein said catalyst is benzyl trimethyl ammonium hydroxide.
Claim 20
Dependent Claim 96 words
A crosslinked polymeric composition comprising recurring units of the formula: ##STR9## wherein R is a tetravalent aromatic nucleus with the nitrogen atoms forming benzimidazole rings paired upon adjacent carbon atoms of said aromatic nucleus, and R' is selected from the group consisting of (1) an aromatic ring, (2) an alkylene group having from four to eight carbon atoms, and (3) a heterocyclic ring selected from the group consisting of (a) pyridine, (b) pyrazine, (c) furan, (d) quinoline, (e) thiophene, and (f) pyran; and wherein R 1 -R 4 are hydrogen or C 1 -C 3 alkyl.
Claim 21
Dependent Claim 96 words
A crosslinked polymeric composition comprising recurring units of the formula: ##STR9## wherein R is a tetravalent aromatic nucleus with the nitrogen atoms forming benzimidazole rings paired upon adjacent carbon atoms of said aromatic nucleus, and R' is selected from the group consisting of (1) an aromatic ring, (2) an alkylene group having from four to eight carbon atoms, and (3) a heterocyclic ring selected from the group consisting of (a) pyridine, (b) pyrazine, (c) furan, (d) quinoline, (e) thiophene, and (f) pyran; and wherein R 1 -R 4 are hydrogen or C 1 -C 3 alkyl.
Claim 22
Dependent Claim 47 words
A crosslinked polymeric composition comprising reoccurring units of the formula: ##STR10## wherein Z is an aromatic nucleus having nitrogen atoms forming benzimidazole rings paired upon adjacent carbon atoms of the an aromatic nucleus; and wherein R 1 -R 4 are hydrogen or C 1 -C 3 alkyl.
Claim 23
Dependent Claim 47 words
A crosslinked polymeric composition comprising reoccurring units of the formula: ##STR10## wherein Z is an aromatic nucleus having nitrogen atoms forming benzimidazole rings paired upon adjacent carbon atoms of the an aromatic nucleus; and wherein R 1 -R 4 are hydrogen or C 1 -C 3 alkyl.
Claim 24
Dependent Claim 14 words
The composition of claims 17 or 18 wherein R 1 -R 4 are hydrogen.
Claim 25
Dependent Claim 15 words
The crosslinked polybenzimidazole product prepared by the process of claims 1, 2, 6 or 7.

References Cited (Backward Citations)

US3408336A Cited
US4020142A Cited
US4579915A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-05-18 1990-11-17 1991-05-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-05-18 1994-11-17 1995-05-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-05-18 1998-11-17 1999-05-19 $7700.00 Window Closed / Lapsed

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