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US4808539A Expired / Lapsed US ⏱️ 0.0 years remaining

Compounds, reagents and procedures for determining cations

Assignee: Bayer Corp
•
Filing: 1987-04-15
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Granted: 1989-02-28
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Expires: 2007-04-15
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Abstract

Abstract The invention is reagents and procedures for determining an amount of cations present in a sample, the reagent comprising one or more chromogenic cryptand compounds of formula I ##STR1## wherein k and j, either same or different, are equal to 1 to about 5; m and n, either same or different, are equal to 0 to about 4; a and e, either same or different, are equal to 0 to about 2; b and d, either same or different, are equal to 0 to about 5; R, either same or different, is hydrogen, lower alkyl, lower alkylidene, lower alkenyl, allyl, or aryl; and -Q- is ##STR2## wherein X is CH, N, or COH; and Y includes ##STR3## except that when Q is ##STR4## wherein Y is selected from the group consisting of p-nitrophenylazo, 3-phenylisothiazalyl -5-azo, isothiazolyl-5-azo, thiazolyl-5-azo, 2,4,6-trinitrophenylazo, p-nitrostyryl, p-benzoquinonemonoimino and bis-(p-dimethylaminophenyl)hydroxymethyl, then the following condition cannot be present: that simultaneously b is equal to 0 or 1, d is equal to 0 or 1, j is equal to 1, n is equal to 1 or 2, a is equal to 1, e is equal to 1, k is equal to 1 and m is equal to 2.

Inventors

  • 👤 Eddy Chapoteau
  • 👤 Bronislaw P. Czech
  • 👤 Carl R. Gebauer
  • 👤 Koon-Wah Leong
  • 👤 Anand Kumar

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 23:38
CPC Classifications
C; C07; C07D; C07D498/00; C07D498/02; C07D498/08; C07D498/12; C07D498/18; G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/52; G01N33/521; G01N33/84

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 306 words
A method for determining cations in an aqueous sample having an ion to be detected in the presence of an interfering ion which interfaces with detection of said ion to be detected, said method comprising: (a) preparing a reagent mixture consisting essentially of (i) a surfactant; (ii) a chromogenic cryptand of formula I ##STR14## wherein k and j, either same or different, are equal to 1 to about 5; m and n, either same or different, are equal to 0 to about 4; a and e, either same or different, are equal to 0 to about 2; b and d, either same or different, are equal to 0 to about 5; R, either same or different, is hydrogen, lower alkyl, lower alkylidene, lower alkenyl, allyl, or aryl; and --Q-- is ##STR15## wherein X is CH, N, or COH; and Y includes ##STR16## except that when Q is ##STR17## wherein Y is selected from the group consisting of p-nitrophenylazo, 3-phenylisothiazalyl-5-azo, isothiazolyl-5-azo, thiazolyl-5-azo, 2,4,6-trinitrophenylazo, p-nitrostyryl, p-benzoquinonemonoimino and bis-p-dimethylaminophenyl)hydroxymethyl, then the following condition cannot be present: that simultaneously be is equal to 0 or 1, d is equal to 0 or 1, j is equal to 1, n is equal to 1 or 2, a is equal to 1, e is equal to 1, k is equal to 1 and m is equal to 2; (iii) a buffer; (iv) a solvent medium and (v) a non-chromogenic interfering cation complexing compound mask; (b) adding the reagent mixture to a device consisting of a dimensionally stable, uniformly porous, diffusely reflective single or multi-layer formed of a polymeric matrix; (c) evaporating the solvent medium of the reagent mixture; (d) adding said sample to the device; (e) measuring the reflectance of the device; and (f) comparing the reflectance so measured with the reflectance of a standard composition containing a known concentration of cations.
Claim 2
Independent Claim 306 words
A method for determining cations in an aqueous sample having an ion to be detected in the presence of an interfering ion which interfaces with detection of said ion to be detected, said method comprising: (a) preparing a reagent mixture consisting essentially of (i) a surfactant; (ii) a chromogenic cryptand of formula I ##STR14## wherein k and j, either same or different, are equal to 1 to about 5; m and n, either same or different, are equal to 0 to about 4; a and e, either same or different, are equal to 0 to about 2; b and d, either same or different, are equal to 0 to about 5; R, either same or different, is hydrogen, lower alkyl, lower alkylidene, lower alkenyl, allyl, or aryl; and --Q-- is ##STR15## wherein X is CH, N, or COH; and Y includes ##STR16## except that when Q is ##STR17## wherein Y is selected from the group consisting of p-nitrophenylazo, 3-phenylisothiazalyl-5-azo, isothiazolyl-5-azo, thiazolyl-5-azo, 2,4,6-trinitrophenylazo, p-nitrostyryl, p-benzoquinonemonoimino and bis-p-dimethylaminophenyl)hydroxymethyl, then the following condition cannot be present: that simultaneously be is equal to 0 or 1, d is equal to 0 or 1, j is equal to 1, n is equal to 1 or 2, a is equal to 1, e is equal to 1, k is equal to 1 and m is equal to 2; (iii) a buffer; (iv) a solvent medium and (v) a non-chromogenic interfering cation complexing compound mask; (b) adding the reagent mixture to a device consisting of a dimensionally stable, uniformly porous, diffusely reflective single or multi-layer formed of a polymeric matrix; (c) evaporating the solvent medium of the reagent mixture; (d) adding said sample to the device; (e) measuring the reflectance of the device; and (f) comparing the reflectance so measured with the reflectance of a standard composition containing a known concentration of cations.
Claim 3
Dependent Claim 54 words
A method according to claim 1, wherein the reagent mixture further comprises a first organic solvent having low vapor pressure and high boiling point and said solvent medium consists of a second organic solvent that is more volatile than first solvent, and said buffer maintaining reagent pH at between about 8 and about 12.
Claim 4
Dependent Claim 30 words
A method according to claim 2, wherein the first organic solvent is trialkylphosphate, triarylphosphate, dialkyladipate, dialkylsebacate, or dialkylphthalate, and the second organic solvent is cyclohexanone, tetrahydrofuran, dioxane, methanol, or diethylether.
Claim 5
Dependent Claim 34 words
A method according to claim 2, wherein said buffer is selected from one or more of the group consisting of triethanolamine, diethanolamine, ethanolamine, 2-naphthalene sulfonic acid, salicyclic acid, p-toluene sulfonic acid, CAPS and CHES.
Claim 6
Dependent Claim 12 words
A method according to claim 1, wherein the interfering cation is sodium.
Claim 7
Dependent Claim 19 words
A method according to claim 5, wherein the mask is a spherand pre-organized for the ionic diameter of sodium.
Claim 8
Dependent Claim 19 words
A method according to claim 5, wherein the mask is a hemispherand pre-organized for the ionic diameter of sodium.
Claim 9
Dependent Claim 19 words
A method according to claim 5, wherein the mask is a cryptahemispherand pre-organized for the ionic diameter of sodium.
Claim 10
Dependent Claim 23 words
A method according to claim 5, wherein the mask is a cryptand having a cavity size about the size of the sodium ion.
Claim 11
Dependent Claim 23 words
A method according to claim 5, wherein the mask is a corand having a cavity size about the size of the sodium ion.
Claim 12
Dependent Claim 13 words
A method according to claim 1, wherein the interfering cation is a potassium.
Claim 13
Dependent Claim 19 words
A method according to claim 11, wherein the mask is a spherand pre-organized for the ionic diameter of potassium.
Claim 14
Dependent Claim 19 words
A method according to claim 11, wherein the mask is a hemispherand pre-organized for the ionic diameter of potassium.
Claim 15
Dependent Claim 19 words
A method according to claim 11, wherein the mask is a cryptahemispherand pre-organized for the ionic diameter of potassium.
Claim 16
Dependent Claim 23 words
A method according to claim 11, wherein the mask is a cryptand having a cavity size about the size of the potassium ion.
Claim 17
Dependent Claim 23 words
A method according to claim 11, wherein the mask is a corand having a cavity size about the size of the potassium ion.
Claim 18
Dependent Claim 19 words
A method according to claim 1, wherein the reagent has a pH of between about 8 and about 12.
Claim 19
Dependent Claim 36 words
A method according to claim 1, wherein the matrix comprises one or more substances selected from the group including high-density polyethylene, ultra-high molecular weight polyethylene, polypropylene, polyvinylidene fluoride, polytetrafluoroethylene, nylon, polyvinylchloride, polyesters, polysulfones and blends thereof.
Claim 20
Dependent Claim 15 words
A method according to claim 1, wherein the matrix is a hydrophobic porous polymer sheet.
Claim 21
Dependent Claim 14 words
A method of claim 1, wherein the matrix is coated with a hydrophilic surfactant.
Claim 22
Dependent Claim 22 words
A method of claim 1, wherein the surfactant is selected from the group consisting of polyoxyethyleneoctyl phenols, polyoxyethylenenonyl phenols, and polyoxyethylenelauryl ethers.
Claim 23
Dependent Claim 25 words
A method of claim 1, wherein said solvent medium is water combined with suitable buffer to maintain pH at about between 8 to about 12.

References Cited (Backward Citations)

US3872212A Cited
US4367072A Cited
DE3202779A1 Cited
EP0085320A2 Cited
EP0125555A2 Cited
US4645744A Cited
US4703015A Cited
US4670218A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-02-28 1992-08-29 1993-02-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-02-28 1996-08-29 1997-02-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-02-28 2000-08-29 2001-02-28 $7700.00 Window Closed / Lapsed

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