US4505800A
Expired / Lapsed
US
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Sodium-selective compositions and electrodes containing same
Assignee: Clinical Diagnostic Systems Inc
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Filing: 1983-05-20
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Granted: 1985-03-19
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Expires: 2003-05-20
Abstract
Abstract Ion-selective compositions which comprise an ion carrier, a compound capable of solvating the ion carrier, and a supporting matrix are disclosed. The ion carrier useful in this invention is a hemispherand compound represented by the structure: ##STR1## wherein X 1 , X 2 , X 3 and X 4 are independently alkyl or alkenyl, or any one of X 1 , X 2 , X 3 and X 4 is taken with one of the others of X 1 , X 2 , X 3 and X 4 to form an alkylene group or an alkylene group interrupted with hetero atoms; and R represents the atoms necessary to complete a macrocyclic ring structure having from 16 to 19 atoms in the backbone of the ring structure, with the proviso that R contains (a) at least one coordinating site for sodium ions and (b) at least two alkylene groups as part of the ring structure. These compounds and the compositions containing same are particularly useful in ion-selective electrodes. Such an electrode is capable of selectively transporting sodium ion in preference to other cations. Dry-operative electrodes using these ion-selective compositions as membranes are also disclosed.
Inventors
- 👤 John L. Toner
- 👤 Daniel S. Daniel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 15:57
CPC Classifications
G; G01; G01N; G01N27/00; G01N27/26; G01N27/28; G01N27/30; G01N27/333; G01N27/3335
Claims Analysis
Total Claims: 32
Claim 1
Independent Claim
139 words
A sodium ion-selective composition comprising a lipophilic hemispherand represented by the structure: ##STR7## wherein X 1 , X 2 , X 3 and X 4 are independently alkyl or alkenyl, or any one of X 1 , X 2 , X 3 and X 4 is taken with one of the others X 1 , X 2 , X 3 and X 4 to form an alkylene group or an alkylene group interrupted with heteroatoms; and R represents the atoms necessary to complete a macrocyclic ring structure having from 16 to 19 atoms in the backbone of said ring structure, with the proviso that R contains (a) at least one coordinating site for sodium ions and (b) at least two alkylene groups as part of said ring structure; a compound capable of solvating said hemispherand and a supporting matrix.
Claim 2
Dependent Claim
139 words
A sodium ion-selective composition comprising a lipophilic hemispherand represented by the structure: ##STR7## wherein X 1 , X 2 , X 3 and X 4 are independently alkyl or alkenyl, or any one of X 1 , X 2 , X 3 and X 4 is taken with one of the others X 1 , X 2 , X 3 and X 4 to form an alkylene group or an alkylene group interrupted with heteroatoms; and R represents the atoms necessary to complete a macrocyclic ring structure having from 16 to 19 atoms in the backbone of said ring structure, with the proviso that R contains (a) at least one coordinating site for sodium ions and (b) at least two alkylene groups as part of said ring structure; a compound capable of solvating said hemispherand and a supporting matrix.
Claim 3
Dependent Claim
43 words
The composition of claim 1 wherein X 1 , X 2 , X 3 and X 4 are independently alkyl or alkenyl; and R is an oxybis(alkylene), alkylenebis(oxyalkylene), arylenebis(oxyalkylene) or any of oxybis(alkylene), alkylenebis(oxyalkylene) and arylenebis(oxyalkylene) interrupted by an oxygen or sulfur atom.
Claim 4
Dependent Claim
64 words
A sodium ion-selective composition comprising a lipophilic hemispherand represented by the structure: ##STR8## wherein X 1 , X 2 , X 3 and X 4 are independently alkyl or alkenyl; and R 1 , R 2 , R 3 and R 4 are independently hydrogen; alkyl; halo; alkoxy; aryl; or a heterocyclic group; a compound capable of solvating said hemispherand and a supporting matrix.
Claim 5
Dependent Claim
64 words
A sodium ion-selective composition comprising a lipophilic hemispherand represented by the structure: ##STR8## wherein X 1 , X 2 , X 3 and X 4 are independently alkyl or alkenyl; and R 1 , R 2 , R 3 and R 4 are independently hydrogen; alkyl; halo; alkoxy; aryl; or a heterocyclic group; a compound capable of solvating said hemispherand and a supporting matrix.
Claim 6
Dependent Claim
39 words
The composition of claim 3, wherein X 1 , X 2 , X 3 and X 4 are the same alkyl group and R 1 , R 2 , R 3 and R 4 are independently hydrogen or alkyl.
Claim 7
Dependent Claim
10 words
The composition of claim 4, wherein said hemispherand is 3,3'"-[p-xyl-2,3-ylenebis(oxymethylene)]-2,2',2",2'"-tetramethoxy-1,1':3',1":3",1'"-quaterphenyl.
Claim 8
Dependent Claim
10 words
The composition of claim 4, wherein said hemispherand is 3,3'"-[1,2-phenylenebis(oxymethylene)]-2,2',2",2'"-tetramethoxy-1,1':3',1":3",1'"-quaterphenyl.
Claim 9
Dependent Claim
14 words
The composition of claim 3, wherein said solvating compound is a hydrophobic carrier solvent.
Claim 10
Dependent Claim
34 words
The composition of claim 7, wherein said carrier solvent is selected from the group consisting of phthalates, sebacates, aromatic and aliphatic ethers, phosphates, mixed aromatic-aliphatic phosphonates, adipates, nitrated ethers or esters, and mixtures thereof.
Claim 11
Dependent Claim
54 words
A sodium ion-selective composition comprising a hemispherand of the structure: ##STR9## wherein X 1 , X 2 , X 3 and X 4 are independently alkyl or alkenyl; and R 1 , R 2 , R 3 and R 4 are independently hydrogen or alkyl, a carrier solvent bis(2-ethylhexyl) sebacate and a supporting matrix.
Claim 12
Dependent Claim
54 words
A sodium ion-selective composition comprising a hemispherand of the structure: ##STR9## wherein X 1 , X 2 , X 3 and X 4 are independently alkyl or alkenyl; and R 1 , R 2 , R 3 and R 4 are independently hydrogen or alkyl, a carrier solvent bis(2-ethylhexyl) sebacate and a supporting matrix.
Claim 13
Dependent Claim
13 words
The composition of claim 9, wherein said supporting matrix is carboxylated poly(vinyl chloride).
Claim 14
Dependent Claim
149 words
A sodium ion-selective electrode having an ion-selective membrane composition comprising an ionophore which is a lipophilic hemispherand compound represented by the structure: ##STR10## wherein X 1 , X 2 , X 3 and X 4 are independently alkyl or alkenyl, or any one of X 1 , X 2 , X 3 and X 4 is taken with one of the others X 1 , X 2 , X 3 and X 4 to form an alkylene group or an alkylene group interrupted with heteroatoms; and R represents the atoms necessary to complete a macrocyclic ring structure having from 16 to 19 atoms in the backbone of said ring structure, with the proviso that R contains (a) at least one coordinate site for sodium ions and (b) at least two alkylene groups as part of said ring structure; a compound capable of solvating said hemispherand and a supporting matrix.
Claim 15
Dependent Claim
149 words
A sodium ion-selective electrode having an ion-selective membrane composition comprising an ionophore which is a lipophilic hemispherand compound represented by the structure: ##STR10## wherein X 1 , X 2 , X 3 and X 4 are independently alkyl or alkenyl, or any one of X 1 , X 2 , X 3 and X 4 is taken with one of the others X 1 , X 2 , X 3 and X 4 to form an alkylene group or an alkylene group interrupted with heteroatoms; and R represents the atoms necessary to complete a macrocyclic ring structure having from 16 to 19 atoms in the backbone of said ring structure, with the proviso that R contains (a) at least one coordinate site for sodium ions and (b) at least two alkylene groups as part of said ring structure; a compound capable of solvating said hemispherand and a supporting matrix.
Claim 16
Dependent Claim
166 words
A sodium ion-selective electrode comprising: (a) a reference electrode in contact with (b) a reference composition which is, in turn, in contact with one side of (c) an ion-selective membrane composition comprising the hemispherand represented by the structure: ##STR11## wherein X 1 , X 2 , X 3 and X 4 are independently lower alkyl or alkenyl, or any one of X 1 , X 2 , X 3 and X 4 is taken with one of the others X 1 , X 2 , X 3 and X 4 to form an alkylene group or an alkylene group interrupted with heteroatoms; and R represents the atoms necessary to complete a macrocyclic ring structure having from 16 to 19 atoms in the backbone of said ring structure, with the proviso that R contains (a) at least one coordinating site for sodium ions and (b) at least two alkylene groups as part of said ring structure; a compound capable of solvating said hemispherand and a supporting matrix.
Claim 17
Dependent Claim
166 words
A sodium ion-selective electrode comprising: (a) a reference electrode in contact with (b) a reference composition which is, in turn, in contact with one side of (c) an ion-selective membrane composition comprising the hemispherand represented by the structure: ##STR11## wherein X 1 , X 2 , X 3 and X 4 are independently lower alkyl or alkenyl, or any one of X 1 , X 2 , X 3 and X 4 is taken with one of the others X 1 , X 2 , X 3 and X 4 to form an alkylene group or an alkylene group interrupted with heteroatoms; and R represents the atoms necessary to complete a macrocyclic ring structure having from 16 to 19 atoms in the backbone of said ring structure, with the proviso that R contains (a) at least one coordinating site for sodium ions and (b) at least two alkylene groups as part of said ring structure; a compound capable of solvating said hemispherand and a supporting matrix.
Claim 18
Dependent Claim
34 words
The electrode of claim 12, wherein said solvating compound is selected from the group consisting of phthalates, sebacates, aromatic and aliphatic ethers, phosphates, mixed aromatic-aliphatic phosphonates, adipates, nitrated ethers or esters, and mixtures thereof.
Claim 19
Dependent Claim
12 words
The electrode of claim 12, wherein said supporting matrix is porous glass.
Claim 20
Dependent Claim
13 words
The electrode of claim 12, wherein said supporting matrix is a hydrophobic binder.
Claim 21
Dependent Claim
8 words
The electrode of claim 12, comprising a surfactant.
Claim 22
Dependent Claim
151 words
A dry-operative sodium ion-selective electrode comprising a lipophilic hemispherand ionophore dissolved in a compound capable of solvating said hemispherand compound, said hemispherand compound represented by the structure: ##STR12## wherein X 1 , X 2 , X 3 and X 4 are independently alkyl or alkenyl, or any one of X 1 , X 2 , X 3 and X 4 is taken with one of the others X 1 , X 2 , X 3 and X 4 to form an alkylene group or an alkylene group interrupted with heteroatoms; and R represents the atoms necessary to complete a macrocyclic ring structure having from 16 to 19 atoms in the backbone of said ring structure, with the proviso that R contains (a) at least one coordinating site for sodium ions and (b) at least two alkylene groups as part of said ring structure; and a compound capable of solvating said hemispherand.
Claim 23
Dependent Claim
151 words
A dry-operative sodium ion-selective electrode comprising a lipophilic hemispherand ionophore dissolved in a compound capable of solvating said hemispherand compound, said hemispherand compound represented by the structure: ##STR12## wherein X 1 , X 2 , X 3 and X 4 are independently alkyl or alkenyl, or any one of X 1 , X 2 , X 3 and X 4 is taken with one of the others X 1 , X 2 , X 3 and X 4 to form an alkylene group or an alkylene group interrupted with heteroatoms; and R represents the atoms necessary to complete a macrocyclic ring structure having from 16 to 19 atoms in the backbone of said ring structure, with the proviso that R contains (a) at least one coordinating site for sodium ions and (b) at least two alkylene groups as part of said ring structure; and a compound capable of solvating said hemispherand.
Claim 24
Dependent Claim
17 words
The electrode of claim 17 wherein said ionophore and solvating compound are distributed within a hydrophobic binder.
Claim 25
Dependent Claim
213 words
A dry-operative sodium ion-selective electrode comprising: (a) a dried internal reference element comprising the dried residue of a solution of a salt and a hydrophilic polymeric binder in a solvent for the polymer and the salt and, (b) in contact with said reference element, a hydrophobic ion-selective membrane of predetermined uniform thickness in regions thereof intended for contact with a sample for analysis, the membrane comprising a hydrophobic polymeric binder having distributed therein a hemispherand represented by the structure: ##STR13## wherein X 1 , X 2 , X 3 and X 4 are independently alkyl or alkenyl, or any one of X 1 , X 2 , X 3 and X 4 is taken with one or the others X 1 , X 2 , X 3 and X 4 to form an alkylene group or an alkylene group interrupted with heteroatoms; and R represents the atoms necessary to complete a macrocyclic ring structure having from 16 to 19 atoms in the backbone of said ring structure, with the proviso that R contains (a) at least one coordinating site for ions and (b) at least two alkylene groups as part of said ring structure; said hemispherand dissolved in a compound capable of solvating said hemispherand, which solvating compound is a hydrophobic carrier solvent.
Claim 26
Dependent Claim
213 words
A dry-operative sodium ion-selective electrode comprising: (a) a dried internal reference element comprising the dried residue of a solution of a salt and a hydrophilic polymeric binder in a solvent for the polymer and the salt and, (b) in contact with said reference element, a hydrophobic ion-selective membrane of predetermined uniform thickness in regions thereof intended for contact with a sample for analysis, the membrane comprising a hydrophobic polymeric binder having distributed therein a hemispherand represented by the structure: ##STR13## wherein X 1 , X 2 , X 3 and X 4 are independently alkyl or alkenyl, or any one of X 1 , X 2 , X 3 and X 4 is taken with one or the others X 1 , X 2 , X 3 and X 4 to form an alkylene group or an alkylene group interrupted with heteroatoms; and R represents the atoms necessary to complete a macrocyclic ring structure having from 16 to 19 atoms in the backbone of said ring structure, with the proviso that R contains (a) at least one coordinating site for ions and (b) at least two alkylene groups as part of said ring structure; said hemispherand dissolved in a compound capable of solvating said hemispherand, which solvating compound is a hydrophobic carrier solvent.
Claim 27
Dependent Claim
43 words
The electrode of claim 19 wherein X 1 , X 2 , X 3 and X 4 are independently alkyl or alkenyl; and R is an oxybis(alkylene), alkylenebis(oxyalkylene), arylenebis(oxyalkylene) or any of oxybis(alkylene), alkylenebis(oxyalkylene) or arylenebis(oxyalkylene) interrupted by an oxygen or sulfur atom.
Claim 28
Dependent Claim
34 words
The electrode of claim 19, wherein said carrier solvent is selected from the group consisting of phthalates, sebacates, aromatic and aliphatic ethers, phosphates, mixed aromatic-aliphatic phosphonates, adipates, nitrated ethers and esters, and mixtures thereof.
Claim 29
Dependent Claim
130 words
A dry operative sodium ion-selective electrode comprising: (a) a dried internal reference element comprising the dried residue of a solution of a salt and a hydrophilic polymeric binder in a solvent for the polymer and the salt and, (b) in contact with said reference element, a hydrophobic ion-selective membrane of predetermined uniform thickness in regions thereof intended for contact with a sample for analysis, the membrane comprising a supporting matrix having distributed therein a hemispherand represented by the structure: ##STR14## wherein X 1 , X 2 , X 3 and X 4 are independently alkyl or alkenyl; and R 1 , R 2 , R 3 and R 4 are independently hydrogen or alkyl, halo, alkoxy, aryl; or a heterocyclic group, said hemispherand dissolved in diisodecyl phthalate or bis(2-ethylhexyl) sebacate.
Claim 30
Dependent Claim
130 words
A dry operative sodium ion-selective electrode comprising: (a) a dried internal reference element comprising the dried residue of a solution of a salt and a hydrophilic polymeric binder in a solvent for the polymer and the salt and, (b) in contact with said reference element, a hydrophobic ion-selective membrane of predetermined uniform thickness in regions thereof intended for contact with a sample for analysis, the membrane comprising a supporting matrix having distributed therein a hemispherand represented by the structure: ##STR14## wherein X 1 , X 2 , X 3 and X 4 are independently alkyl or alkenyl; and R 1 , R 2 , R 3 and R 4 are independently hydrogen or alkyl, halo, alkoxy, aryl; or a heterocyclic group, said hemispherand dissolved in diisodecyl phthalate or bis(2-ethylhexyl) sebacate.
Claim 31
Dependent Claim
39 words
The electrode of claim 22 wherein X 1 , X 2 , X 3 and X 4 are the same alkyl group and R 1 , R 2 , R 3 and R 4 are independently hydrogen or alkyl.
Claim 32
Dependent Claim
12 words
The electrode of claim 23 wherein said hemispherand is 3,3"'-[p-xyl-2,3-ylenebis(oxymethylene)]-2,2',2",2'"-tetramethoxy-1,1':3',1":3,1'"-quaterphenyl or 3,3'"-[1,2-phenylenebis(oxymethylene)]-2,2',2",2'"-tetramethoxy-1,1':3',1":3",1'"-quaterphenyl.
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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) | 1988-03-18 | 1988-09-17 | 1989-03-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-03-18 | 1992-09-17 | 1993-03-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-03-18 | 1996-09-17 | 1997-03-19 | $7700.00 | Window Closed / Lapsed |