US20030183517A1 - Polymer electrolyte, half cell for electrochemical measurements, and the use thereof - Google Patents
Polymer electrolyte, half cell for electrochemical measurements, and the use thereof Download PDFInfo
- Publication number
- US20030183517A1 US20030183517A1 US10/396,401 US39640103A US2003183517A1 US 20030183517 A1 US20030183517 A1 US 20030183517A1 US 39640103 A US39640103 A US 39640103A US 2003183517 A1 US2003183517 A1 US 2003183517A1
- Authority
- US
- United States
- Prior art keywords
- polymer electrolyte
- substituted alkyl
- alkyl group
- methacrylate
- half cell
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000005518 polymer electrolyte Substances 0.000 title claims abstract description 61
- 238000002848 electrochemical method Methods 0.000 title claims description 4
- -1 alkyl methacrylate Chemical compound 0.000 claims abstract description 35
- 239000000178 monomer Substances 0.000 claims abstract description 23
- 125000000547 substituted alkyl group Chemical group 0.000 claims abstract description 19
- 229920000642 polymer Polymers 0.000 claims abstract description 10
- 125000001424 substituent group Chemical group 0.000 claims abstract description 10
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 3
- 239000001257 hydrogen Substances 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract description 3
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 claims description 24
- 239000000203 mixture Substances 0.000 claims description 18
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 16
- 150000003839 salts Chemical class 0.000 claims description 15
- 239000001103 potassium chloride Substances 0.000 claims description 12
- 235000011164 potassium chloride Nutrition 0.000 claims description 12
- 239000007788 liquid Substances 0.000 claims description 9
- 239000003792 electrolyte Substances 0.000 claims description 8
- 235000011187 glycerol Nutrition 0.000 claims description 8
- 239000003960 organic solvent Substances 0.000 claims description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 claims description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 4
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 4
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 claims description 4
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 claims description 4
- 239000000725 suspension Substances 0.000 claims description 4
- 239000007790 solid phase Substances 0.000 claims description 3
- MPNXSZJPSVBLHP-UHFFFAOYSA-N 2-chloro-n-phenylpyridine-3-carboxamide Chemical compound ClC1=NC=CC=C1C(=O)NC1=CC=CC=C1 MPNXSZJPSVBLHP-UHFFFAOYSA-N 0.000 claims description 2
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 claims description 2
- 235000019270 ammonium chloride Nutrition 0.000 claims description 2
- IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 claims description 2
- AXZAYXJCENRGIM-UHFFFAOYSA-J dipotassium;tetrabromoplatinum(2-) Chemical compound [K+].[K+].[Br-].[Br-].[Br-].[Br-].[Pt+2] AXZAYXJCENRGIM-UHFFFAOYSA-J 0.000 claims description 2
- XIXADJRWDQXREU-UHFFFAOYSA-M lithium acetate Chemical compound [Li+].CC([O-])=O XIXADJRWDQXREU-UHFFFAOYSA-M 0.000 claims description 2
- INHCSSUBVCNVSK-UHFFFAOYSA-L lithium sulfate Inorganic materials [Li+].[Li+].[O-]S([O-])(=O)=O INHCSSUBVCNVSK-UHFFFAOYSA-L 0.000 claims description 2
- NQMRYBIKMRVZLB-UHFFFAOYSA-N methylamine hydrochloride Chemical compound [Cl-].[NH3+]C NQMRYBIKMRVZLB-UHFFFAOYSA-N 0.000 claims description 2
- 235000010333 potassium nitrate Nutrition 0.000 claims description 2
- 239000004323 potassium nitrate Substances 0.000 claims description 2
- 229910001487 potassium perchlorate Inorganic materials 0.000 claims description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 2
- 239000011833 salt mixture Substances 0.000 claims description 2
- 239000011780 sodium chloride Substances 0.000 claims description 2
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 claims description 2
- RBTVSNLYYIMMKS-UHFFFAOYSA-N tert-butyl 3-aminoazetidine-1-carboxylate;hydrochloride Chemical compound Cl.CC(C)(C)OC(=O)N1CC(N)C1 RBTVSNLYYIMMKS-UHFFFAOYSA-N 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 10
- 239000002904 solvent Substances 0.000 description 8
- 239000003431 cross linking reagent Substances 0.000 description 5
- 239000000945 filler Substances 0.000 description 5
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 5
- 235000012239 silicon dioxide Nutrition 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 239000002798 polar solvent Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- WQUVYJNPMXPWQT-UHFFFAOYSA-N (3-amino-2-hydroxypropyl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(O)CN WQUVYJNPMXPWQT-UHFFFAOYSA-N 0.000 description 2
- SNTUFFZRLYIJLP-UHFFFAOYSA-N (3-amino-3-hydroxypropyl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC(N)O SNTUFFZRLYIJLP-UHFFFAOYSA-N 0.000 description 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 2
- 229910002012 Aerosil® Inorganic materials 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 2
- 230000002452 interceptive effect Effects 0.000 description 2
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 2
- 239000012454 non-polar solvent Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- CYWNQFKLQUNGPZ-UHFFFAOYSA-N (2-amino-3-hydroxypropyl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(N)CO CYWNQFKLQUNGPZ-UHFFFAOYSA-N 0.000 description 1
- QRIMLDXJAPZHJE-UHFFFAOYSA-N 2,3-dihydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(O)CO QRIMLDXJAPZHJE-UHFFFAOYSA-N 0.000 description 1
- FKFJJSBVVCRMBA-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate;2-methylprop-2-enoic acid Chemical compound CC(=C)C(O)=O.CC(=C)C(=O)OCCCO FKFJJSBVVCRMBA-UHFFFAOYSA-N 0.000 description 1
- IMDPTYFNMLYSLH-UHFFFAOYSA-N 3-silylpropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC[SiH3] IMDPTYFNMLYSLH-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical class [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- LWMFAFLIWMPZSX-UHFFFAOYSA-N bis[2-(4,5-dihydro-1h-imidazol-2-yl)propan-2-yl]diazene Chemical compound N=1CCNC=1C(C)(C)N=NC(C)(C)C1=NCCN1 LWMFAFLIWMPZSX-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000000017 hydrogel Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 125000005641 methacryl group Chemical group 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
Images
Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N27/00—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means
- G01N27/26—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means by investigating electrochemical variables; by using electrolysis or electrophoresis
- G01N27/28—Electrolytic cell components
- G01N27/30—Electrodes, e.g. test electrodes; Half-cells
- G01N27/301—Reference electrodes
Definitions
- the invention relates to a polymer electrolyte, to a half cell, and to uses of the half cell and of the polymer electrolyte.
- half cells for electrochemical measurements such as potentiometric or amperometric measurements
- such half cells can be embodied as reference electrodes, which are used in combination with potentiometric or amperometric sensors.
- reference electrodes it is imporant that they output as constant a reference potential as possible.
- a fluid reference electrolyte such as an aqueous potassium chloride solution
- a fluid measuring medium such as a liquid connection
- the liquid junction is typically designed as a more or less porous diaphragm.
- One disadvantage of such liquid junctions is that soiling or even plugging up of the pores can occur, which can lead to considerable faulty potentials and possibly interruptions.
- reference electrodes instead of the diaphragm, a single opening or a plurality of openings is provided, as a result of which the aforementioned problem of soiling can be largely avoided.
- this embodiment means that instead of the otherwise usual fluid or gel-like reference electrolyte, a non-flowable reference electrolyte is used, to prevent the reference electrolyte from flowing out.
- EP 1124132 A1 which is hereby incorporated by reference in its entirety, a reference electrode of this generic type is described which contains a polymer electrolyte that contains a polymer on the basis of monomers selected from N-substituted acrylamides and/or methacrylates.
- the methacrylate is a methacrylate with at least two hydroxy groups, and in particular 2,3-dihydroxypropyl methacrylate.
- An object of the invention is to furnish further polymer electrolytes which are especially well suited for electrochemical half cells and in particular for reference half cells.
- Other objects of the invention are to furnish an improved half cell and to disclose uses of the half cell and of the polymer electrolytes.
- the polymer electrolytes of the invention contain a polymer which as a first monomer component contains at least one alkyl methacrylate.
- the aforementioned alkyl methacrylate has a substituted alkyl group with from three to seven carbon atoms and at least two substituents, and the aforementioned substituents are selected from the group comprising OR 1 and NR 2 R 3 , and R 1 , R 2 and R 3 are selected from the group comprising hydrogen, methyl, and ethyl, on the condition that the substituted alkyl group contains the substituent OH at most once.
- the properties of the polymer electrolyte in particular its polarity and hence its resistance and stability to water or to polar or apolar solvents, can be adapted accordingly to the intended area of use.
- the polymer electrolytes of the invention are distinguished by good resistance and stability to acids.
- the half cell of the invention which can be used as a component in potentiometric or amperometric sensors, contains one of the polymer electrolytes of the invention.
- the polymer electrolyte of the invention can also be used as a solid-phase electrolyte in a battery half cell.
- Exemplary embodiments are directed to the substituted alkyl group of the alkyl methacrylate intended as the first monomer component.
- the substituted alkyl group is a 3-amino-2-hydroxypropyl or a 2-amino-3-hydroxypropyl.
- the substituted alkyl group may be a 3-diethylamino-2-hydroxypropyl, a 3-ethoxy-2-hydroxypropyl, a 3-methoxy-2-hydroxypropyl, or a 3- methylamino-2-hydroxypropyl.
- the substituted alkyl group can be a —CH 2 —CH 2 OH—CH 2 —NR 2 R 3 or a —CH 2 —CH 2 —NR 2 R 3 —CH 2 OH, in which R 2 and R 3 , are as described above.
- the substituted alkyl group can be a —CH 2 —CH 2 OH—CH 2 —OR 4 or a —CH 2 —CH 2 —OR 4 —CH 2 OH, in which R 4 is a methyl or ethyl.
- a mixture of alkyl methacrylates of the type named above can also be contemplated as the first monomer component.
- the polymer contains, as a further monomer component, a hydroxyalkyl methacrylate, which is preferably 2-hydroxyethyl methacrylate and/or 3-hydroxypropyl methacrylate.
- a hydroxyalkyl methacrylate which is preferably 2-hydroxyethyl methacrylate and/or 3-hydroxypropyl methacrylate.
- Exemplary embodiments can be used in conjunction with a half cell with a glass housing. Because the polymer contains, as an additional monomer component, a silylated alkyl methacrylate, preferably 3-(trimethoxysilyl)propyl methacrylate, an adhesion of the polymer electrolyte to the glass housing is achieved, as a result of which a longer service life of the half cell and in particular better resistance to pressure and washing out is attained.
- a silylated alkyl methacrylate preferably 3-(trimethoxysilyl)propyl methacrylate
- Exemplary embodiments are directed to a polymer electrolyte.
- This polymer electrolyte can additionally contain a concentrated aqueous solution of a salt or salt mixture, which is indicated for use in polar measuring media.
- the polymer electrolyte can contain a mixture of an organic solvent and an aqueous solution of a salt and is accordingly predominantly usable for less-polar measuring media.
- the organic solvent is selected from the group comprising glycerine, ethylene glycol, methanol, ethanol, N-propanol, isopropanol, acetone, and mixtures thereof. It is especially advantageous if the salt is additionally in the form of a suspension.
- the progressive depletion of the salt caused by the washing out can be readily ascertained visually from the developing washing-out or depletion front, which forms the boundary between a region of the polymer electrolyte that is clouded by the salt suspension and a region of the polymer electrolyte that is more clear because the salt suspension is no longer present there.
- the aforementioned salt is selected from the group comprising potassium chloride, sodium chloride, lithium chloride, potassium nitrate, potassium perchlorate, sodium formiate, lithium acetate, lithium sulfate, ammonium chloride, methylammonium chloride, dimethylammonium chloride, trimethylammonium chloride, and mixtures thereof.
- This salt can, however, also be a further ionic organic halide, for instance.
- This salt can also form a redox system.
- the half cell can have an open liquid junction between the polymer electrolyte and a surrounding medium—as a rule, a measuring medium or a fluid specimen.
- a surrounding medium as a rule, a measuring medium or a fluid specimen.
- FIGURE schematically shows a reference electrode for electrochemical measurements in longitudinal section.
- the reference electrode shown in the drawing has a tubular housing 2 , made from glass or plastic, whose lower end 4 , in the example shown, is immersed in a measuring medium 6 .
- the interior of the housing 2 is filled with a polymer electrolyte 8 , in which a lead-off element 10 is immersed.
- the lead-off element is formed for instance by a chlorinated silver wire, which is extended to the outside through an upper cap part 12 of the housing 2 .
- An opening 14 in the vicinity of the lower end 4 serves as liquid junction between the polymer electrolyte 8 and the measuring medium 6 .
- the polymer electrolyte 8 is advantageously formed in the interior of the housing 2 ; first the requisite educts, and in particular the corresponding monomer components, are introduced into the interior, and after that a polymerization is performed. In this reaction, a solidification takes place, so that the polymer electrolyte 8 formed cannot escape from the opening 14 .
- the reference electrode can be combined with a measuring electrode, for instance a pH electrode, to form a single-rod measurement chain, in a manner known per se.
- a measuring electrode for instance a pH electrode
- electrochemical half cells can be equipped with the polymer electrolyte, for instance for amperometric measurements.
- the polymer electrolyte can also be used as a solid-phase electrolyte in a battery half cell.
- the first monomer component designated above as aminohydroxypropyl methacrylate (AHPMA)
- AHPMA aminohydroxypropyl methacrylate
- 3-amino-2-hydroxypropyl methacrylate and 2-amino-3-hydroxypropyl methacrylate which can be produced for instance by reacting glycidyl methacrylate (2,3-epoxypropyl methacrylate) with ammonia in an isomer ratio of approximately 9:1.
- WAKO 44 is a radical former that is used as an azo initiator for polymerization reactions.
- TEMED is a starter compound for the polymerization of acryl and methacryl derivatives.
- Silica gel and aerosil are used to improve the consistency of the polymer and to adsorb interfering substances, such as electrode poisons, from the measuring medium.
- the polymer electrolytes described above are distinguished by excellent stability to acids, water, and both polar and apolar solvents. Accordingly, these polymer electrolytes can be used in the most various types of measuring media.
- Example 1 Proportion by Weight Monomer 3-Amino-2-hydroxypropyl methacrylate 15% 3-(Trimethyloxysilyl)propyl 1% methacrylate Cross-linking agent 2% Fillers KCl 25% Silicic acid 5% Solvents Water 22% Glycerine 30%
- Example 3 Proportion by Weight Monomer 3-Ethoxy-2-hydroxypropyl 18% methacrylate 3-(Trimethyloxysilyl)propyl 1% methacrylate Cross-linking agent 3% Fillers KCl 20% Silicic acid 5% Solvents Water 20% Glycerine 33%
- Example 4 Proportion by Weight Monomer 3-Methoxy-2-hydroxypropyl 19% methacrylate 3-(Trimethyloxysilyl)propyl 1% methacrylate Cross-linking agent 3% Fillers KCl 15% Silicic acid 6% Solvents Water 21% Glycerine 35%
- Example 5 Proportion by Weight Monomer 3-Methylamino-2-hydroxypropyl 14% methacrylate 3-(Trimethyloxysilyl)propyl 1% methacrylate Hydroxypropyl methacrylate 4% Cross-linking agent 5% Fillers KCl 20% Silicic acid 5% Solvents Water 15% Glycerine 36%
- the polymer electrolyte of Example 1 is stable to water but not to organic solvents.
- the polymer electrolyte of Example 2 is suitable for use with water and polar solvents.
- the polymer electrolyte of Example 4, compared to that of Example 3, has a shorter service life.
- the polymer electrolyte of Example 5 is especially well suited, because of its stability, for use with any organic solvents.
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- Biochemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Physics & Mathematics (AREA)
- Analytical Chemistry (AREA)
- Molecular Biology (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Immunology (AREA)
- Pathology (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
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- Conductive Materials (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/797,763 US7387716B2 (en) | 2002-03-27 | 2007-05-07 | Polymer electrolyte, half cell for electrochemical measurements, and the use thereof |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10214035A DE10214035A1 (de) | 2002-03-27 | 2002-03-27 | Polymer-Elektrolyt, Halbzelle für elektrochemische Messungen sowie deren Verwendung |
| DE10214035.9 | 2002-03-27 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US11/797,763 Division US7387716B2 (en) | 2002-03-27 | 2007-05-07 | Polymer electrolyte, half cell for electrochemical measurements, and the use thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US20030183517A1 true US20030183517A1 (en) | 2003-10-02 |
Family
ID=27816045
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US10/396,401 Abandoned US20030183517A1 (en) | 2002-03-27 | 2003-03-26 | Polymer electrolyte, half cell for electrochemical measurements, and the use thereof |
| US11/797,763 Expired - Fee Related US7387716B2 (en) | 2002-03-27 | 2007-05-07 | Polymer electrolyte, half cell for electrochemical measurements, and the use thereof |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US11/797,763 Expired - Fee Related US7387716B2 (en) | 2002-03-27 | 2007-05-07 | Polymer electrolyte, half cell for electrochemical measurements, and the use thereof |
Country Status (4)
| Country | Link |
|---|---|
| US (2) | US20030183517A1 (de) |
| JP (1) | JP4413514B2 (de) |
| CH (1) | CH696007A5 (de) |
| DE (1) | DE10214035A1 (de) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1560019A1 (de) * | 2004-01-28 | 2005-08-03 | Mettler-Toledo GmbH | Polymer-Elektrolyt, Halbzelle für elektrochemische Messungen sowie deren Verwendung |
| EP1956369A2 (de) | 2007-02-08 | 2008-08-13 | Hamilton Bonaduz AG | Nano-Hybridgele auf Basis von umgeesterten Organosiloxanen als Polymer-Elektrolyte |
| US20090166198A1 (en) * | 2007-12-28 | 2009-07-02 | Industrial Technology Research Institute | Reference electrode |
| WO2014091083A1 (en) * | 2012-12-14 | 2014-06-19 | Åbo Akademi | A reference electrode and an arrangement for an electrochemical measurement |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080012014A1 (en) * | 2006-07-14 | 2008-01-17 | Jin-Seong Park | Thin film transistor, method of preparing the same, and flat panel display device including the thin film transistor |
| US8986928B2 (en) * | 2009-04-10 | 2015-03-24 | Pacific Biosciences Of California, Inc. | Nanopore sequencing devices and methods |
| US9017937B1 (en) * | 2009-04-10 | 2015-04-28 | Pacific Biosciences Of California, Inc. | Nanopore sequencing using ratiometric impedance |
| US8652779B2 (en) * | 2010-04-09 | 2014-02-18 | Pacific Biosciences Of California, Inc. | Nanopore sequencing using charge blockade labels |
| WO2013087106A1 (de) | 2011-12-15 | 2013-06-20 | Mettler-Toledo Ag | Referenzelektrode |
| JP6603135B2 (ja) * | 2014-01-31 | 2019-11-06 | 株式会社パイロットコーポレーション | 比較電極用内部液、比較電極及びガラス電極 |
| KR20170047656A (ko) | 2015-10-23 | 2017-05-08 | 삼성전자주식회사 | 리튬 이차전지용 비수 전해액 및 이를 포함하는 리튬 이차전지 |
| KR20170047659A (ko) | 2015-10-23 | 2017-05-08 | 삼성전자주식회사 | 리튬 이차전지용 비수 전해액 및 이를 포함하는 리튬 이차전지 |
| KR102490866B1 (ko) | 2015-10-23 | 2023-01-20 | 삼성전자주식회사 | 리튬 이차전지용 비수 전해액 및 이를 포함하는 리튬 이차전지 |
| KR102425829B1 (ko) | 2015-10-23 | 2022-07-28 | 삼성전자주식회사 | 리튬 이차전지용 비수 전해액 및 이를 포함하는 리튬 이차전지 |
| CN110603666B (zh) | 2017-05-04 | 2023-01-10 | 联邦科学及工业研究组织 | 固态参比电极 |
| AT520779B1 (de) | 2017-12-21 | 2020-03-15 | Erba Tech Austria Gmbh | Referenzelektrode zur potentiometrischen Messung von Ionenkonzentrationen |
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| JPH05198303A (ja) | 1992-01-21 | 1993-08-06 | Dai Ichi Kogyo Seiyaku Co Ltd | 電 池 |
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| EP1124132B1 (de) * | 2000-02-10 | 2008-12-31 | Hamilton Bonaduz AG | Polymerelektrolyt |
| DE502004005900D1 (de) * | 2004-01-28 | 2008-02-21 | Mettler Toledo Gmbh | Polymer-Elektrolyt, Halbzelle für elektrochemische Messungen sowie deren Verwendung |
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- 2002-03-27 DE DE10214035A patent/DE10214035A1/de not_active Withdrawn
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- 2003-03-17 CH CH00426/03A patent/CH696007A5/de not_active IP Right Cessation
- 2003-03-26 US US10/396,401 patent/US20030183517A1/en not_active Abandoned
- 2003-03-26 JP JP2003085268A patent/JP4413514B2/ja not_active Expired - Fee Related
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- 2007-05-07 US US11/797,763 patent/US7387716B2/en not_active Expired - Fee Related
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| US3798750A (en) * | 1972-07-21 | 1974-03-26 | Gen Electric | Sensor and method of manufacture |
| US4432366A (en) * | 1981-11-27 | 1984-02-21 | Cordis Corporation | Reference electrode catheter |
| US20020193451A1 (en) * | 1999-08-18 | 2002-12-19 | Jsr Corporation | Method of chemical mechanical polishing |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1560019A1 (de) * | 2004-01-28 | 2005-08-03 | Mettler-Toledo GmbH | Polymer-Elektrolyt, Halbzelle für elektrochemische Messungen sowie deren Verwendung |
| WO2005073704A1 (de) * | 2004-01-28 | 2005-08-11 | Mettler-Toledo Gmbh | Polymer-elektrolyt, halbzelle für elektrochemische messungen sowie deren verwendung |
| US20070020527A1 (en) * | 2004-01-28 | 2007-01-25 | Mettler-Toledo Ag | Polymer electrolyte, half-cell for electrochemical measurements, as well as the use thereof |
| CN100529751C (zh) * | 2004-01-28 | 2009-08-19 | 梅特勒-托利多公开股份有限公司 | 含有聚合物电解质的参比半电池及其应用 |
| US7790323B2 (en) * | 2004-01-28 | 2010-09-07 | Mettler-Toledo Ag | Polymer electrolyte, half-cell for electrochemical measurements, as well as the use thereof |
| EP1956369A2 (de) | 2007-02-08 | 2008-08-13 | Hamilton Bonaduz AG | Nano-Hybridgele auf Basis von umgeesterten Organosiloxanen als Polymer-Elektrolyte |
| EP1956368A1 (de) * | 2007-02-08 | 2008-08-13 | Hamilton Bonaduz AG | Nano-Hybridgele als Polymer-Elektrolyte |
| US20090166198A1 (en) * | 2007-12-28 | 2009-07-02 | Industrial Technology Research Institute | Reference electrode |
| US8187435B2 (en) * | 2007-12-28 | 2012-05-29 | Industrial Technology Research Institute | Reference electrode |
| WO2014091083A1 (en) * | 2012-12-14 | 2014-06-19 | Åbo Akademi | A reference electrode and an arrangement for an electrochemical measurement |
| US10094798B2 (en) | 2012-12-14 | 2018-10-09 | Abo Akademi University | Reference electrode and an arrangement for an electrochemical measurement |
Also Published As
| Publication number | Publication date |
|---|---|
| US20070205098A1 (en) | 2007-09-06 |
| JP4413514B2 (ja) | 2010-02-10 |
| DE10214035A1 (de) | 2003-10-09 |
| JP2004004011A (ja) | 2004-01-08 |
| US7387716B2 (en) | 2008-06-17 |
| CH696007A5 (de) | 2006-11-15 |
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