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US4221887A Expired / Lapsed US ⏱️ 0.0 years remaining

Plasticization of quaternary phosphonium ion containing polymers

Assignee: ExxonMobil Technology and Engineering Co
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Filing: 1978-07-17
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Granted: 1980-09-09
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Expires: 1998-07-17
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Abstract

Abstract Polymers comprising quaternary phosphonium counter-ion salts of acids having anionic groups covalently bonded to carbon atoms comprising a backbone chain of a polymer, or to acrylic, alicyclic or aromatic radicals which are pendant to the backbone chain of the polymer are novel compositions of matter. Such polymers 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 elastomeric ionomers are useful as specialty and general purpose rubbers. The ionomers of the instant invention are plasticized with a select group of plasticizers thereby improving the rheological properties of the ionomers.

Inventors

  • 👤 Douglas Brenner
  • 👤 Alexis A. Oswald

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 20:20
CPC Classifications
C; C08; C08G; C08G85/00; C08G85/004; C08F; C08F8/00; C08F8/40; C08K; C08K5/00; C08K5/0008; C08K5/0016

Claims Analysis

Total Claims: 33
Claim 1
Independent Claim 300 words
A blend composition which comprises: (a) an ionomer having the general formula ##STR9## 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 (1) in a single polymer molecule, (2) in the same polymer molecule, (3) in different polymer molecules; A - is one or more anionic acid radicals covalently bonded to one or more of said C carbon atoms; and (F) + is selected from the group of quaternary phosphonium counterions consisting of compounds having the general formula: (PR'R''R'''R'.sup.v).sup.+ .sup.+ (PR'R''R'''--Q--R'R''R'''P).sup.+ .sup.+ (PR'R''R'''--Q--(R')P.sup.+ (R'')--Q--R'R''R'''P).sup.+ T(PR'R''R''')v.sup.+ wherein R', R", R''' and R' v are independently selected from the group consisting of C 1 to C 50 straight and branched chain acyclic, alicyclic, aryl, alkylaryl and arylalkyl radicals and substituted functional derivatives thereof; Q is selected from the group consisting of C 4 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 heteroatom 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 and substituted functional derivatives of said radicals; n is an integer from 1 to 10; and v is the valency of a polyvalent hydrocarbon radical T, v being 3-10, and (b) less than about 75 parts by weight of a preferential plasticizer per 100 parts of said ionomer, said preferential plasticizer has the formula: ##STR10## wherein L is a lipophilic moiety and H is a hydrophilic moiety, wherein a and b are whole numbers ranging from 1 to 4.
Claim 2
Dependent Claim 300 words
A blend composition which comprises: (a) an ionomer having the general formula ##STR9## 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 (1) in a single polymer molecule, (2) in the same polymer molecule, (3) in different polymer molecules; A - is one or more anionic acid radicals covalently bonded to one or more of said C carbon atoms; and (F) + is selected from the group of quaternary phosphonium counterions consisting of compounds having the general formula: (PR'R''R'''R'.sup.v).sup.+ .sup.+ (PR'R''R'''--Q--R'R''R'''P).sup.+ .sup.+ (PR'R''R'''--Q--(R')P.sup.+ (R'')--Q--R'R''R'''P).sup.+ T(PR'R''R''')v.sup.+ wherein R', R", R''' and R' v are independently selected from the group consisting of C 1 to C 50 straight and branched chain acyclic, alicyclic, aryl, alkylaryl and arylalkyl radicals and substituted functional derivatives thereof; Q is selected from the group consisting of C 4 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 heteroatom 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 and substituted functional derivatives of said radicals; n is an integer from 1 to 10; and v is the valency of a polyvalent hydrocarbon radical T, v being 3-10, and (b) less than about 75 parts by weight of a preferential plasticizer per 100 parts of said ionomer, said preferential plasticizer has the formula: ##STR10## wherein L is a lipophilic moiety and H is a hydrophilic moiety, wherein a and b are whole numbers ranging from 1 to 4.
Claim 3
Dependent Claim 20 words
The composition of claim 1 wherein said A - is one or more sulfonic acid groups (--SO 3 - ).
Claim 4
Dependent Claim 178 words
The composition of claim 1 wherein said polymer 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 4 to C 10 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 5
Dependent Claim 19 words
The composition of claim 1 wherein said polymer is a polyethylene and said anionic group is a sulfonic acid.
Claim 6
Dependent Claim 19 words
The composition of claim 1 wherein said polymer is a polypropylene and said anionic group is a sulfonic acid.
Claim 7
Dependent Claim 23 words
The composition of claim 1 wherein said polymer is an interpolymer of ethylene and propylene and said anionic group is a sulfonic acid.
Claim 8
Dependent Claim 34 words
The composition of claim 1 wherein said polymer is butyl rubber and said anionic group is a sulfonic acid, said butyl rubber comprising interpolymers of isobutylene with butadiene, isoprene, piperylene, 1,3-hexadiene, 2,3-dimethyl-1,3-butadiene and cyclopentadiene.
Claim 9
Dependent Claim 20 words
The composition of claim 1 wherein said polymer is an EPDM elastomer and said anionic group is a sulfonic acid.
Claim 10
Dependent Claim 35 words
The composition of claim 1 wherein said anionic group is a sulfonic acid covalently bonded to said C carbon atoms in an amount in the range of from about 0.2 to about 8 mole percent.
Claim 11
Dependent Claim 11 words
The composition of claim 1 wherein said ionomer is an elastomer.
Claim 12
Dependent Claim 29 words
The composition of claim 1 wherein said ionomer has a concentration of said anionic groups between about 0.2 to about 8.0 mole percent and said ionomer is water insoluble.
Claim 13
Dependent Claim 11 words
The composition of claim 1 wherein said polymer is a polyethylene.
Claim 14
Dependent Claim 11 words
The composition of claim 1 wherein said polymer is a polypropylene.
Claim 15
Dependent Claim 15 words
The composition of claim 1 wherein said polymer is an interpolymer of ethylene and propylene.
Claim 16
Dependent Claim 12 words
The composition of claim 1 wherein said polymer is an EPDM elastomer.
Claim 17
Dependent Claim 12 words
The composition of claim 1 wherein said polymer is a butyl rubber.
Claim 18
Dependent Claim 10 words
The composition according to claim 1 further including a filler.
Claim 19
Dependent Claim 10 words
The composition according to claim 1 further including an antioxidant.
Claim 20
Dependent Claim 10 words
The composition according to claim 1 further including another polymer.
Claim 21
Dependent Claim 10 words
The composition according to claim 1 further including an extender.
Claim 22
Dependent Claim 24 words
The composition of claim 1 wherein said plasticizer is selected from the group consisting of organic ureas, organic thioureas, organic amides, and organic amines.
Claim 23
Dependent Claim 12 words
The composition of claim 1 wherein said plasticizer is an organic amine.
Claim 24
Dependent Claim 12 words
The composition of claim 1 wherein said plasticizer is an organic amide.
Claim 25
Dependent Claim 257 words
A blend composition which comprises: (a) an ionomer having the general formula ##STR11## wherein C is an EPDM elastomer; A - is one or more sulfonic acid groups covalently bonded to said C carbon atoms in said EPDM elastomer in an amount in the range of from about 0.2 to about 8 mole percent wherein [F] - is selected from the group of quaternary phosphonium counterions consisting of compounds having the general formulae; ##STR12## wherein R', R",R''' and R' v are independently selected from the group consisting of C 1 to C 50 straight and branched chain acyclic, alicyclic, aryl, alkylaryl and arylalkyl radicals and substituted functional derivatives thereof; Q is selected from the group consisting of C 4 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 heteroatom 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 and substituted functional derivatives of said radicals; n is an integer from 1 to 10; and v is the valency of a polyvalent hydrocarbon radical T, v being 3 to 10; and (b) less than about 75 parts by weight of a preferential plasticizer per 100 parts of said ionomer wherein said preferential plasticizer has the formula: ##STR13## wherein L is a lipophilic moiety and H is a hydrophilic moiety and a and b are integers ranging from 1 to 4.
Claim 26
Dependent Claim 257 words
A blend composition which comprises: (a) an ionomer having the general formula ##STR11## wherein C is an EPDM elastomer; A - is one or more sulfonic acid groups covalently bonded to said C carbon atoms in said EPDM elastomer in an amount in the range of from about 0.2 to about 8 mole percent wherein [F] - is selected from the group of quaternary phosphonium counterions consisting of compounds having the general formulae; ##STR12## wherein R', R",R''' and R' v are independently selected from the group consisting of C 1 to C 50 straight and branched chain acyclic, alicyclic, aryl, alkylaryl and arylalkyl radicals and substituted functional derivatives thereof; Q is selected from the group consisting of C 4 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 heteroatom 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 and substituted functional derivatives of said radicals; n is an integer from 1 to 10; and v is the valency of a polyvalent hydrocarbon radical T, v being 3 to 10; and (b) less than about 75 parts by weight of a preferential plasticizer per 100 parts of said ionomer wherein said preferential plasticizer has the formula: ##STR13## wherein L is a lipophilic moiety and H is a hydrophilic moiety and a and b are integers ranging from 1 to 4.
Claim 27
Dependent Claim 10 words
The composition according to claim 24 further including a filler.
Claim 28
Dependent Claim 10 words
The composition according to claim 24 further including an antioxidant.
Claim 29
Dependent Claim 10 words
The composition according to claim 24 further including another polymer.
Claim 30
Dependent Claim 10 words
The composition according to claim 24 further including an extender.
Claim 31
Dependent Claim 25 words
The composition of claim 24 wherein said plasticizer is selected from the group consisting of organic ureas, organic thioureas, aliphatic organic amides, and organic amines.
Claim 32
Dependent Claim 12 words
The composition of claim 24 wherein said plasticizer is an organic amine.
Claim 33
Dependent Claim 13 words
The composition of claim 24 wherein said plasticizer is an aliphatic organic amide.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-09-09 1984-03-10 1984-09-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-09-09 1988-03-10 1988-09-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-09-09 1992-03-10 1992-09-09 $7700.00 Window Closed / Lapsed

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