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US4173695A Expired / Lapsed US ⏱️ 0.0 years remaining

Alkyl ammonium ionomers

Assignee: ExxonMobil Technology and Engineering Co
•
Filing: 1978-07-17
•
Granted: 1979-11-06
•
Expires: 1998-07-17
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Abstract

Abstract Ionomers comprising higher alkyl ammonium or quaternary polyammonium salts of polyacids, particularly sulfonic acids, having anionic groups covalently bonded to carbon atoms comprising a backbone chain of a polymer, or to acyclic, alicyclic or aromatic radicals which are pendant to the backbone chain of the polymer, are novel compositions of matter. These ionomers vary in properties from water-soluble polyelectrolytes useful as thickening agents to thermoplastic elastomers which can be extruded, injection molded, vacuum formed, etc. at elevated temperatures. The elastomers are useful as specialty and general purpose rubbers.

Inventors

  • 👤 Douglas Brenner
  • 👤 Alexis A. Oswald

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 12:17
CPC Classifications
C; C08; C08G; C08G85/00; C08G85/004; C08C; C08C19/00; C08C19/24; C08F; C08F8/00; C08F8/40; C08F8/44

Claims Analysis

Total Claims: 34
Claim 1
Independent Claim 267 words
Polymers having the general formula: [C--A.sup.- ].sub.p+1 R.sub.3 N.sup.+ [Q--R.sub.2 N.sup.+ ].sub.P R wherein C is one of a plurality of carbon atoms comprising a portion of the polymer backbone chain of carbon atoms or is in an acyclic, alicyclic or aromatic radical which is pendant to the backbone chain and wherein said C is in a single polymer molecule; A - is an anionic radical covalently bonded to one or more of said C carbon atoms; and wherein the R groups represent substituents of the nitrogen atom(s) which are each independently selected from the group comprising hydrogen or C 1 to C 50 straight and branched chain acyclic, alicyclic, aryl, alkylaryl, and arylalkyl radicals and substituted functional derivatives thereof, wherein at least one of the R groups is selected from the group comprising C 12 to C 50 straight and branched chain acyclic, alicyclic, aryl, alkylaryl, and arylalkyl radicals and substituted functional derivatives thereof, and wherein each Q is independently selected from the group comprising C 1 to C 40 divalent straight and branched chain alkylene, cycloalkylene, arylene, dialkylene-arylene radicals and substituted functional derivatives thereof and --(CHY) n --Z m --(CHY) n , wherein Z is a hetero atom selected from the group consisting of oxygen and sulfur, m is zero or one, Y is hydrogen or said C 1 to C 50 radicals or substituted functional derivatives of said radicals and n is an integer of from 1 to 10, wherein p is from zero (for a monoammonium counterion) to about 10, and wherein said ammonium counterion at least partially neutralizes said anionic acid radicals.
Claim 2
Dependent Claim 267 words
Polymers having the general formula: [C--A.sup.- ].sub.p+1 R.sub.3 N.sup.+ [Q--R.sub.2 N.sup.+ ].sub.P R wherein C is one of a plurality of carbon atoms comprising a portion of the polymer backbone chain of carbon atoms or is in an acyclic, alicyclic or aromatic radical which is pendant to the backbone chain and wherein said C is in a single polymer molecule; A - is an anionic radical covalently bonded to one or more of said C carbon atoms; and wherein the R groups represent substituents of the nitrogen atom(s) which are each independently selected from the group comprising hydrogen or C 1 to C 50 straight and branched chain acyclic, alicyclic, aryl, alkylaryl, and arylalkyl radicals and substituted functional derivatives thereof, wherein at least one of the R groups is selected from the group comprising C 12 to C 50 straight and branched chain acyclic, alicyclic, aryl, alkylaryl, and arylalkyl radicals and substituted functional derivatives thereof, and wherein each Q is independently selected from the group comprising C 1 to C 40 divalent straight and branched chain alkylene, cycloalkylene, arylene, dialkylene-arylene radicals and substituted functional derivatives thereof and --(CHY) n --Z m --(CHY) n , wherein Z is a hetero atom selected from the group consisting of oxygen and sulfur, m is zero or one, Y is hydrogen or said C 1 to C 50 radicals or substituted functional derivatives of said radicals and n is an integer of from 1 to 10, wherein p is from zero (for a monoammonium counterion) to about 10, and wherein said ammonium counterion at least partially neutralizes said anionic acid radicals.
Claim 3
Dependent Claim 10 words
Polymers of claim 1 wherein said polymer is an ionomer.
Claim 4
Dependent Claim 12 words
A polymer of claim 2 wherein said backbone polymer is an elastomer.
Claim 5
Dependent Claim 12 words
A polymer of claim 3 wherein said backbone polymer is an EPDM.
Claim 6
Dependent Claim 178 words
Polymers of claim 2 wherein said polymeric backbone is selected from the group consisting of: (a) Homopolymers and interpolymers of one or more acyclic and alicyclic mono-olefins; (b) Homopolymers and interpolymers of one or more alkenyl aromatic hydrocarbon monomers; (c) Interpolymers of one or more C 4 to C 10 conjugated diolefins with one or more C 8 to C 12 vinyl aromatic hydrocarbons; (d) Interpolymers of one or more C 8 to C 12 vinyl aromatic hydrocarbons with one or more C 4 to C 10 Type III mono-olefins; (e) Elastomeric interpolymers of one or more C 4 to C 10 conjugated diolefins with one or more C 4 to C 10 Type III mono-olefins; (f) Homopolymers and interpolymers of one or more C 10 acyclic and alicyclic monoterpenes and C 15 sesquiterpenes; (g) Homopolymers and interpolymers of one or more C 4 to C 10 conjugated diolefins; and (h) Interpolymers of one or more C 2 to C 18 Type I mono-olefins and one or more C 6 to C 12 acyclic and alicyclic non-conjugated diolefins.
Claim 7
Dependent Claim 10 words
Polymers of claim 2 wherein said ionomer is water insoluble.
Claim 8
Dependent Claim 11 words
Polymers of claim 2 wherein said polymeric backbone is a polyethylene.
Claim 9
Dependent Claim 11 words
Polymers of claim 2 wherein said polymeric backbone is a polypropylene.
Claim 10
Dependent Claim 15 words
Polymers of claim 2 wherein said polymeric backbone is an interpolymer of ethylene and propylene.
Claim 11
Dependent Claim 12 words
Polymers of claim 2 wherein said polymeric backbone is an EPDM elastomer.
Claim 12
Dependent Claim 12 words
Polymers of claim 2 wherein said polymeric backbone is a Butyl rubber.
Claim 13
Dependent Claim 11 words
A composition comprising the polymer of claim 1 and a filler.
Claim 14
Dependent Claim 11 words
A composition comprising the polymer of claim 1 and an oil.
Claim 15
Dependent Claim 9 words
A composition according to claim 12 and an oil.
Claim 16
Dependent Claim 11 words
A composition comprising the polymer of claim 1 and another polymer.
Claim 17
Dependent Claim 9 words
Polymers according to claim 1 further including an extender.
Claim 18
Dependent Claim 225 words
Sulfonated polymers neutralized with di- or polyammonium quaternary counterions having the general formula: [C--SO.sub.3 -].sub.p+1 R'.sub.3 N.sup.+ [--Q--R'.sub.2 N.sup.+ ].sub.P R' wherein C is one of a plurality of carbon atoms comprising a portion of the polymeric backbone chain of carbon atoms or is in an acyclic, alicyclic or aromatic radical which is pendant to the backbone chain and wherein said C is in a single polymer chain, the --SO 3 - groups are covalently bonded to one or more of said C carbon atoms in one or more of said polymeric backbone chains wherein each Q is independently selected from the group comprising C 1 to C 40 divalent straight and branched chain alkylene cycloalkylene, arylene, dialkylene-arylene radicals and substituted functional derivatives thereof and --(CHY) n --Z m --(CHY) n , wherein Z is a hereto atom selected from the group consisting of oxygen and sulfur, m is zero or one, Y is hydrogen or said C 1 to C 50 radicals or substituted functional derivatives of said radicals and n is an integer of from 1 to 10, wherein p is from one (for diammonium counterion) to about 10, and wherein the R' groups are each independently selected from the group comprising C 1 to C 11 straight and branched chain acyclic, alicyclic, aryl, alkylaryl and arylalkyl radicals and substituted functional derivatives thereof.
Claim 19
Dependent Claim 225 words
Sulfonated polymers neutralized with di- or polyammonium quaternary counterions having the general formula: [C--SO.sub.3 -].sub.p+1 R'.sub.3 N.sup.+ [--Q--R'.sub.2 N.sup.+ ].sub.P R' wherein C is one of a plurality of carbon atoms comprising a portion of the polymeric backbone chain of carbon atoms or is in an acyclic, alicyclic or aromatic radical which is pendant to the backbone chain and wherein said C is in a single polymer chain, the --SO 3 - groups are covalently bonded to one or more of said C carbon atoms in one or more of said polymeric backbone chains wherein each Q is independently selected from the group comprising C 1 to C 40 divalent straight and branched chain alkylene cycloalkylene, arylene, dialkylene-arylene radicals and substituted functional derivatives thereof and --(CHY) n --Z m --(CHY) n , wherein Z is a hereto atom selected from the group consisting of oxygen and sulfur, m is zero or one, Y is hydrogen or said C 1 to C 50 radicals or substituted functional derivatives of said radicals and n is an integer of from 1 to 10, wherein p is from one (for diammonium counterion) to about 10, and wherein the R' groups are each independently selected from the group comprising C 1 to C 11 straight and branched chain acyclic, alicyclic, aryl, alkylaryl and arylalkyl radicals and substituted functional derivatives thereof.
Claim 20
Dependent Claim 10 words
Polymers of claim 17 wherein said polymer is an ionomer.
Claim 21
Dependent Claim 12 words
A polymer of claim 18 wherein said backbone polymer is an elastomer.
Claim 22
Dependent Claim 12 words
A polymer of claim 19 wherein said backbone polymer is an EPDM.
Claim 23
Dependent Claim 178 words
Polymers of claim 18 wherein said polymeric backbone is selected from the group consisting of: (a) Homopolymers and interpolymers of one or more acyclic and alicyclic mono-olefins; (b) Homopolymers and interpolymers of one or more alkenyl aromatic hydrocarbon monomers; (c) Interpolymers of one or more C 4 to C 10 conjugated diolefins with one or more C 8 to C 12 vinyl aromatic hydrocarbons; (d) Interpolymers of one or more C 8 to C 12 vinyl aromatic hydrocarbons with one or more C 4 to C 10 Type III monoolefins; (e) Elastomeric interpolymers of one or more C 4 to C 10 conjugated diolefins with one or more C 4 to C 10 Type III mono-olefins; (f) Homopolymers and interpolymers of one or more C 10 acyclic and alicyclic monoterpenes and C 15 sesquiterpenes; (g) Homopolymers and interpolymers of one or more C 4 to C 10 conjugated diolefins; and (h) Interpolymers of one or more C 2 to C 18 Type I mono-olefins and one or more C 6 to C 12 acyclic and alicyclic non-conjugated diolefins.
Claim 24
Dependent Claim 10 words
Polymers of claim 17 wherein said polymeric backbone is polyethylene.
Claim 25
Dependent Claim 10 words
Polymers of claim 17 wherein said polymeric backbone is polypropylene.
Claim 26
Dependent Claim 15 words
Polymers of claim 17 wherein said polymeric backbone is an interpolymer of ethylene and propylene.
Claim 27
Dependent Claim 26 words
Polymers of claim 17 wherein said polymeric backbone is Butyl rubber, said Butyl rubber comprising interpolymers of isobutylene with butadiene isoprene, piperylene, 1,3-hexadiene, 2,3-dimethyl-1,3-butadiene and cyclopentadiene.
Claim 28
Dependent Claim 12 words
Polymers of claim 17 wherein said polymeric backbone is an EPDM elastomer.
Claim 29
Dependent Claim 24 words
Polymers of claim 17 wherein said SO 3 - groups are in a concentration range of from about 0.2 to about 8 mole %.
Claim 30
Dependent Claim 11 words
A composition comprising the polymer of claim 17 and a filler.
Claim 31
Dependent Claim 11 words
A composition comprising the polymer of claim 17 and an oil.
Claim 32
Dependent Claim 10 words
A composition according to claim 28 further including an oil.
Claim 33
Dependent Claim 11 words
A composition comprising the polymer of claim 17 and another polymer.
Claim 34
Dependent Claim 11 words
A composition comprising the polymer of claim 17 and an extender.

References Cited (Backward Citations)

US3577357A Cited
US3867319A Cited
US3947387A Cited
US4014831A Cited
US4007149A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-11-05 1983-05-07 1983-11-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-11-05 1987-05-07 1987-11-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-11-05 1991-05-07 1991-11-06 $7700.00 Window Closed / Lapsed

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