CN112285185A - Application of 5-ferrocene isophthaloyl-L-tryptophan methyl ester as active carrier for hydrogen phosphate ion-selective electrode - Google Patents
Application of 5-ferrocene isophthaloyl-L-tryptophan methyl ester as active carrier for hydrogen phosphate ion-selective electrode Download PDFInfo
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Abstract
The invention discloses an application of 5-ferrocene isophthaloyl-L-tryptophan methyl ester as a hydrogen phosphate ion selective electrode active carrier, which comprises the following steps: dissolving an active carrier, a plasticizer and PVC powder in tetrahydrofuran in proportion to obtain an electrode membrane solution; the electrode membrane solution is placed at room temperature for air drying to obtain a PVC active membrane, the PVC active membrane is hermetically bonded at the bottom of an electrode tube, and 0.01mol/L K is added2HPO4The solution is used as an internal reference solution, and an Ag-AgCl internal reference electrode is inserted to obtain HPO4 2‑An ion selective electrode. The test finds that: when 5-ferrocene isophthaloyl-L-tryptophan methyl ester is used as an active carrier for preparing the hydrogen phosphate ion selective electrode, the prepared electrode HPO4 2‑The lower limit of detection of ion concentration is as low as 8.4X 10‑6mol/L, and is little interfered by anions such as chloride ions, nitrate ions and sulfate ions.
Description
Technical Field
The invention belongs to the technical field of electrode preparation, and particularly relates to application of 5-ferrocene isophthaloyl-L-tryptophan methyl ester as a hydrogen phosphate ion selective electrode active carrier.
Background
Phosphoric acid and its salts are closely related to human daily life and are widely used in industries such as agriculture, food, and medicine. In the food industry, phosphate is one of the most widely applied food additives in the world at present, and can be used as an acidulant, a water retention agent, a leavening agent, a stabilizer, a coagulant, an anticaking agent and the like, for example, the water retention property, the gel strength and the like of meat products can be improved by adding the phosphate; the addition of phosphate greatly increases the bulk of baked goods, such as cakes, cookies, breads and pancakes. Although the use of a phosphoric acid system in a synthetic detergent is greatly limited by the country but is influenced by the use of fertilizers in agricultural production, industrial pollution and the like, the influence of the application of phosphorus compounds on the environment still exists widely recently, such as: the phosphorus compound and the organic phosphine enter into lakes, rivers and other water bodies in large quantities to be seriously damaged, and meanwhile, the organic phosphine is soaked underground along with surface water, thereby causing serious threat to human water. Therefore, a method for rapidly and accurately measuring the phosphorus content is necessary in the fields of food, clinical chemistry, industrial engineering monitoring, environment and the like.
Up to now, various methods such as High Performance Liquid Chromatography (HPLC), spectroscopic method, ion selective electrode method (ISEs), etc. have been used for measuring the concentration of phosphorus in various samples. Among them, the HPLC method has high requirements for equipment and test conditions, and the spectroscopic method is often greatly interfered by other examples. The electrochemical sensors for measuring the activity or concentration of ions in solution by using membrane potential, such as Ion Selective Electrode (ISEs) methods, are widely applied to various fields such as theoretical research, agricultural production, industrial production, environmental detection, medicine and the like due to the advantages of simplicity, rapidness, high sensitivity, small amount of measuring articles, no damage to a test solution system during measurement and the like. Using HPO4 2-Ion selective electrode rapid detection system HPO4 2-The ion content has practical significance for detecting the phosphorus content of food, the phosphorus content of soil and phosphorus in a hydrogen phosphate system produced in a factory.
Disclosure of Invention
The invention aims to provide application of 5-ferrocene isophthaloyl-L-tryptophan methyl ester serving as a hydrogen phosphate ion selective electrode active carrier by taking a ferrocenyl-containing pincer-shaped compound of a life-simulating system based on an L-tryptophan methyl ester fragment as a PVC (polyvinyl chloride) membrane ion selective electrode active carrier, so that the application of the pincer-shaped compound serving as the hydrogen phosphate ion selective electrode active carrier is expectedRapid HPO assay4 2-Ion content.
In order to achieve the purpose, the invention adopts the following technical scheme:
the application of 5-ferrocene isophthaloyl-L-tryptophan methyl ester as a hydrogen phosphate ion selective electrode active carrier.
The application of the 5-ferrocene isophthaloyl-L-tryptophan methyl ester as the hydrogen phosphate radical ion selective electrode active carrier specifically comprises the following steps: dissolving an active carrier, a plasticizer and PVC powder in tetrahydrofuran in proportion to obtain an electrode membrane solution; the electrode membrane solution is placed at room temperature and air-dried to obtain a PVC active membrane, the PVC active membrane is hermetically bonded at the bottom of an electrode tube, and 0.01mol/L K is added into the electrode tube2HPO4The solution is used as an internal reference solution, and an Ag-AgCl internal reference electrode is inserted into the internal reference solution to obtain HPO4 2-An ion selective electrode.
Specifically, the active carrier, the plasticizer and the PVC powder account for 100 percent of the total mass, the active carrier is 0.5 to 2 percent, the plasticizer is 50 to 70 percent, and the balance is PVC (polyvinyl chloride) powder. The active carrier is 5-ferrocene isophthaloyl-L-tryptophan methyl ester.
In order to obtain a better measurement effect, it is further preferable that the electrode membrane solution further contains an additive of tridodecylmethylammonium chloride (molecular formula: C)37H78NCl, abbreviated as TDMACl), and the additive is added in an amount of 0.05-0.2% of the sum of the mass of the active carrier, the mass of the plasticizer and the mass of the PVC powder.
Wherein, the structure of the active carrier 5-ferrocene isophthaloyl-L-tryptophan methyl ester is shown as follows:
specifically, the plasticizer may be one or a mixture of two or more of dioctyl sebacate (DOS), dibutyl phthalate (DBP), o-nitrophenyloctyl ether (NPOE), and the like.
Further preferably, the PVC active membrane is circular, the thickness is 0.05-0.3 mm, and the diameter is 7-13 mm.
When 5-ferrocene isophthaloyl-L-tryptophan methyl ester is applied as hydrogen phosphate ion selective electrode active carrier, HPO prepared4 2-The ion selective electrode is suitable when the pH value is 9; the calomel electrode is used as a reference electrode, and the inner filling liquid of the reference electrode is saturated KCl solution.
The invention utilizes hydrogen bond donor (-NH) -and hydrogen bond acceptor (-COOMe) sites existing in the active carrier compound 5-ferrocene isophthaloyl-L-tryptophan methyl ester and pincerlike cavities capable of performing spatial micro-assembly through the thermal motion of molecules to realize the reaction with target anion HPO4 2-By the host-guest action of (A), and further prepare ISEs for HPO4 2-Concentration determination of (1), HPO in optimized Membrane ion-Selective electrode example4 2-The lower limit of detection of the ion concentration is 8.4X 10-6mol/L, to HPO in the detection range4 2-The ions show better Nernst response, are slightly interfered by anions such as nitrate ions, chloride ions, sulfate ions and the like, and can be applied to industrial online measurement. Compared with the prior art, the invention has the following beneficial effects:
PVC active Membrane (i.e. HPO) in the invention4 2-Ion selective membrane) adopts 5-ferrocene isophthaloyl-L-tryptophan methyl ester as an active carrier, has high sensitivity and selectivity and HPO4 2-The lower limit of detection of ion concentration is as low as 8.4X 10-6mol/L, HPO in the detection range4 2-The ions show excellent Nernst response and are slightly interfered by anions such as nitrate ions, chloride ions, sulfate ions and the like; the selective electrode is suitable for HPO with the pH value of 94 2-The method has the advantages of good stability and rapid determination, and can be used for industrial on-line measurement and realize real continuous measurement.
Drawings
FIG. 1 is a HPO of the present invention4 2-The structure of the ion selective electrode is shown in the figure, wherein 1 is an electrode tube, 2 is a PVC active membrane, and 3 is an Ag | AgCl internal reference electrode; the bottom of the electrode tube is opened, and the PVC active membrane 2 is sealed and adhered by 5 percent of PVC solutionKnot formation; the upper part and the lower part of the electrode tube 1 are detachable structures and are connected through threads; the electrode tube structure is a conventional structure in the art, and thus, the description thereof is omitted.
Detailed Description
The technical solution of the present invention is further described in detail with reference to the following examples, but the scope of the present invention is not limited thereto.
The active carrier 5-ferrocene isophthaloyl-L-tryptophan methyl ester can be prepared by the following method:
3.3 mL of triethylamine (Et) were added with stirring3N) was added dropwise to 20 mL of anhydrous CH containing 1.91g L-tryptophan methyl ester hydrochloride2Cl2In solution. After stirring at room temperature for 30 min, 10 mL of anhydrous CH containing 0.97g of 5-ferrocenyl isophthaloyl chloride (5-ferrocenyl lithium dichloride) was added dropwise2Cl2Continuously stirring the solution for reaction for 12 hours; the reaction mixture was filtered, the solvent was evaporated under reduced pressure, and the residue was taken up with CH2Cl2/ CH3The desired product is obtained in high yield by rinsing with COOEt (4:1) and column chromatography. Yield: 90% yield, M.p., 124-42H38FeN4O6Na [M + Na]+requires: 773.2038 found: 773.2037; IR νmax (KBr): 3411,1739, 1655, 1598, 1515, 1436, 1346, 1216, 1101, 744 cm-1; 1H NMR (400 MHz, CDCl3)δ ppm: 3.32-3.51 (m, 4H, CH2), 3.80 (s, 6H, OCH3), 3.98 (s, 5H, Cp-H), 4.34 (s, 2H, Cp-H), 4.60 (s, 2H, Cp-H), 5.10 [m, 2H, CH (COOMe)], 6.64 (d, 2H, J= 7.4 Hz, CONH), 6.76 (s, 2H, CH), 7.06-7.53 (m, 8H, Ar-H), 7.39 (s, 1H, Ar-H), 7.92 (s, 2H, Ar-H), 8.36 (s, 2H, NH). 13C NMR (100 MHz, CDCl3)δ ppm: 27.58, 52.69, 53.22, 66.88, 66.95, 69.79, 69.89, 82.91, 109.74, 111.60, 118.63, 119.71, 121.42, 122.38, 122.99, 127.34, 128.18, 134.12 136.17, 141.76, 166.14, 172.66. ESI-MS found: [M ]+: 750.4, [M + Na]+: 773.4。
The synthesis of 5-ferrocenylisophthaloyl chloride can be found in the literature Wei Liu, Synthesis, chromatography, and Electrochemical Anion Recognition Investigation of New N-5-ferrocenylisophtalic Amino Acid Methyl esters, Z Anarg. Allg chem. 2010, 636, 236-.
Example 1:
application of 5-ferrocene isophthaloyl-L-tryptophan methyl ester serving as active carrier in HPO4 2-Preparation of an ion selective electrode comprising the following steps (as shown in figure 1):
1) dissolving 3mg of active carrier, 200mg of plasticizer (NPOE) and 100mg of PVC powder in 5mL of Tetrahydrofuran (THF) according to a ratio to obtain an electrode membrane solution;
2) sticking a glass ring with the diameter of 40mm on a glass sheet;
3) pouring the electrode membrane solution into a glass ring, covering the glass ring with filter paper, and naturally volatilizing the glass ring for 48 hours at room temperature to obtain an electrode membrane;
4) punching a small circular membrane with a diameter of 10mm from the electrode membrane by a puncher to obtain a PVC active membrane 2 (the thickness is about 0.2 mm);
5) the PVC active membrane 2 is hermetically bonded at the bottom of the electrode tube 1;
6) adding 0.01mol/L KCl solution into the electrode tube 1 as internal reference solution, and soaking the platinum wire 3 in the internal reference solution to obtain HPO4 2-An ion selective electrode.
Example 2:
application of 5-ferrocene isophthaloyl-L-tryptophan methyl ester serving as active carrier in HPO4 2-Preparing an ion selective electrode, wherein the dosage of an active carrier, a plasticizer (DBP) and PVC powder is respectively as follows: 3mg, 200mg and 100 mg; other steps refer to example 1.
Example 3:
application of 5-ferrocene isophthaloyl-L-tryptophan methyl ester serving as active carrier in HPO4 2-Preparing an ion selective electrode, wherein the dosage of an active carrier, a plasticizer (DOS) and PVC powder is respectively as follows: 3mg, 200mg and 100 mg; other steps refer to example 1.
Example 4:
5-ferrocene isophthaloylApplication of (E) -L-tryptophan methyl ester serving as active carrier to HPO (HPO)4 2-Preparing an ion selective electrode, wherein the dosage of an active carrier, a plasticizer (NPOE) and PVC powder is respectively as follows: 4.2mg, 200mg and 100 mg; other steps refer to example 1.
Example 5:
application of 5-ferrocene isophthaloyl-L-tryptophan methyl ester serving as active carrier in HPO4 2-Preparing an ion selective electrode, wherein the dosage of an active carrier, a plasticizer (NPOE) and PVC powder is respectively as follows: 5mg, 200mg and 100mg, the other steps refer to example 1.
Example 6:
application of 5-ferrocene isophthaloyl-L-tryptophan methyl ester serving as active carrier in HPO4 2-Preparing an ion selective electrode, wherein the dosage of an active carrier, a plasticizer (NPOE) and PVC powder in the step 1) is respectively as follows: 3.0mg, 200mg and 100 mg; with the addition of 0.2mg TDMACl, the other steps refer to example 1.
Example 7:
application of 5-ferrocene isophthaloyl-L-tryptophan methyl ester serving as active carrier in HPO4 2-Preparing an ion selective electrode, wherein the dosage of an active carrier, a plasticizer (NPOE) and PVC powder is respectively as follows: 3.0mg, 200mg and 100 mg; with the addition of 0.3mg TDMACl, the other steps refer to example 1.
Example 8:
application of 5-ferrocene isophthaloyl-L-tryptophan methyl ester serving as active carrier in HPO4 2-Preparing an ion selective electrode, wherein the dosage of an active carrier, a plasticizer (NPOE) and PVC powder is respectively as follows: 3mg, 200mg and 100 mg; with the addition of 0.6mg TDMACl, the other steps refer to example 1.
Example 9:
application of 5-ferrocene isophthaloyl-L-tryptophan methyl ester serving as active carrier in HPO4 2-Preparing an ion selective electrode, wherein the dosage of an active carrier, a plasticizer (NPOE) and PVC powder is respectively as follows: 0mg, 200mg and 100 mg; with the addition of 0.3mg TDMACl, the other steps refer to example 1.
And (3) testing the performance of the electrode:
1. and (3) detecting the slope of the electrode: arrangement 10-1M、10-2M、10-3M、10-4M、10-5M、10-6K of M2HPO4And (4) standard solution. HPO prepared in examples 1-94 2-An ion selective electrode and a calomel electrode (commercially available product) as a reference electrode, sequentially adding K2HPO4And (4) measuring in the standard solution (the concentration is increased from small to large), and recording the potential value after the reading number is stabilized.
HPO prepared in examples 1-94 2-The electrode slope and detection range for the ion selective electrode test are shown in the following table:
2. selectivity of the electrode:
usually, the selectivity coefficient is determined by the IUPAC recommended fixed interference method or the separate solution method. Both methods are however based on the nernst equation, which is a good agreement for membrane electrodes when the ions under consideration all have the same charge. However, this equation is not well suited when the ions under consideration have different valences. Here we formulate 10 separately-5－10-2Determination of HPO by using Glazier recommended ion activity ratio method in mol/L anion solution4 2-Coefficient of selectivity (Logk) of ions to other anionsPOT i/j). Testing of display electrode pairs HPO4 2-There is better selectivity and less interference of other anions to the electrode, especially chloride, since chloride is a very serious interfering ion in the actual analytical determination, which further indicates that the electrode has good selectivity. HPO prepared in example 14 2-Ion selective electrode pair Cl-Has a selectivity coefficient of (-1.43) to Br-Has a selectivity coefficient of (-2.16) for I-Has a selectivity coefficient of (-1.13) for NO3 -Has a selectivity coefficient of(-1.75) to SO4 2-Has a selectivity coefficient of (-1.12) for CO3 2-The selectivity coefficient of (A) is (-0.07).
3. Measuring the detection range of the electrode: and detecting the same slope.
4. Due to HPO4 2-It can generate H under different pH values2PO4 -And PO4 3-Different morphologies of conversion, the test showed that the electrode test results were superior at pH 9.
5. Reproducibility, stability and response time of the electrodes:
reproducibility: the preparation concentrations are respectively 10-3 mol/L and 10-2 mol/L of K2HPO4The solutions are 50 mL each, and the standard deviation of the electrode potential is measured to be 1.5 mV by continuously measuring the two solutions for 5 times by using electrodes alternately, and the reproducibility is good.
Stability: the preparation concentration is 10-3 mol/L of K2HPO4The solution was 50 mL, and then the potential was measured by an electrode, and the experiment was continuously carried out for 8 hours. As a result, the stability of the electrode was found to be excellent, and the potential drift was within 1.5 mV.
Response time: response time is a very important factor in electrode analysis applications. Electrode response time: (t 95% ) Is measured at 10-5~10-3 mol/L concentration range, K2HPO4The concentration of the solution is rapidly increased by 10 times in turn, and the measured concentration is from 10-5 mol/L to 10-4 mol/L，10-4 mol/L to 10-3 mol/L，10-3 mol/L to 10-2 mol/L (rapid injection of greater concentrations of K with microsampler)2HPO4Solution), the time required to reach its 95% stable potential. The experimental results show that: the electrode potential response is fast, and the response time is within 35 s.
The invention has the following beneficial effects: the PVC active membrane in the electrode of the invention adopts 5-ferrocene isophthaloyl-L-tryptophan methyl ester as an active carrier, has high sensitivity and selectivity, and in the given example 7, HPO4 2-The lower limit of detection of ion concentration is as low as 8.4X 10-6The mol/L is small, the interference of anions such as chloride ions, sulfate radicals and the like is small, carbonate radicals interfere the test system, but the carbonate radicals can be removed by heating and boiling under an acidic condition, and then the test system is cooled, the pH value is adjusted, and the interference is eliminated; the electrode can be used for HPO under the environment condition of pH 94 2-And (4) measuring ions. The invention has good stability and rapid determination, can be used for industrial on-line measurement and can realize real continuous measurement.
The foregoing detailed description is given by way of example only, to better enable a person skilled in the art to understand the patent, and is not to be construed as limiting the scope of the patent; any equivalent alterations or modifications made according to the spirit of the disclosure of this patent are intended to be included in the scope of this patent.
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Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5286365A (en) * | 1992-01-15 | 1994-02-15 | Beckman Instruments, Inc. | Graphite-based solid state polymeric membrane ion-selective electrodes |
| FR2900064A1 (en) * | 2006-04-24 | 2007-10-26 | Electricite De France | Lithium ion-selective membrane, useful in electrode for analyzing primary circuit fluid of pressurized water nuclear reactor, includes dibenzyl-14-crown-4 compound as lithium selective ionophore |
| JP2008046001A (en) * | 2006-08-16 | 2008-02-28 | National Institute Of Advanced Industrial & Technology | Sensor electrode body, sensor and sensing system using the same, and method for manufacturing sensor electrode body |
| CN101418022A (en) * | 2008-11-21 | 2009-04-29 | 浙江大学 | Method for preparing ferrocenyl cyclic amine compound sensing material and use |
| US20100285602A1 (en) * | 2006-12-22 | 2010-11-11 | University College Cardiff Consultants Ltd. | Organometallic sensor device |
| CN103196971A (en) * | 2013-03-28 | 2013-07-10 | 浙江大学 | Preparation method of solid phosphate ion electrode based on aluminum and aluminum phosphate |
| CN104677965A (en) * | 2015-03-19 | 2015-06-03 | 中北大学 | Synthetic method of potentiometric pesticide sensor |
| CN104849334A (en) * | 2015-03-30 | 2015-08-19 | 上海水仪科技有限公司 | Nitrite ion selective electrode and preparation method thereof |
| CN105806914A (en) * | 2016-03-18 | 2016-07-27 | 河南城建学院 | Copper ion selective electrode and preparation method thereof |
| RU2716884C1 (en) * | 2019-09-26 | 2020-03-17 | Федеральное государственное бюджетное образовательное учреждение высшего образования "МИРЭА - Российский технологический университет" | Ion-selective electrode membrane for determination of phosphate ions in solutions |
-
2020
- 2020-10-26 CN CN202011152652.9A patent/CN112285185A/en active Pending
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5286365A (en) * | 1992-01-15 | 1994-02-15 | Beckman Instruments, Inc. | Graphite-based solid state polymeric membrane ion-selective electrodes |
| FR2900064A1 (en) * | 2006-04-24 | 2007-10-26 | Electricite De France | Lithium ion-selective membrane, useful in electrode for analyzing primary circuit fluid of pressurized water nuclear reactor, includes dibenzyl-14-crown-4 compound as lithium selective ionophore |
| JP2008046001A (en) * | 2006-08-16 | 2008-02-28 | National Institute Of Advanced Industrial & Technology | Sensor electrode body, sensor and sensing system using the same, and method for manufacturing sensor electrode body |
| US20100285602A1 (en) * | 2006-12-22 | 2010-11-11 | University College Cardiff Consultants Ltd. | Organometallic sensor device |
| CN101418022A (en) * | 2008-11-21 | 2009-04-29 | 浙江大学 | Method for preparing ferrocenyl cyclic amine compound sensing material and use |
| CN103196971A (en) * | 2013-03-28 | 2013-07-10 | 浙江大学 | Preparation method of solid phosphate ion electrode based on aluminum and aluminum phosphate |
| CN104677965A (en) * | 2015-03-19 | 2015-06-03 | 中北大学 | Synthetic method of potentiometric pesticide sensor |
| CN104849334A (en) * | 2015-03-30 | 2015-08-19 | 上海水仪科技有限公司 | Nitrite ion selective electrode and preparation method thereof |
| CN105806914A (en) * | 2016-03-18 | 2016-07-27 | 河南城建学院 | Copper ion selective electrode and preparation method thereof |
| RU2716884C1 (en) * | 2019-09-26 | 2020-03-17 | Федеральное государственное бюджетное образовательное учреждение высшего образования "МИРЭА - Российский технологический университет" | Ion-selective electrode membrane for determination of phosphate ions in solutions |
Non-Patent Citations (4)
| Title |
|---|
| WEI LIU 等: "A novel dibasic phosphate-selective electrode based on Ferrocene-bearing macrocyclic amide compound", 《SENSORS AND ACTUATORS B》 * |
| 刘伟 等: "N-5-二茂铁基异酞酰氨基酸甲酯化合物的合成及电化学阴离子识别性质研究", 《全国第十四届大环化学暨第六届超分子化学学术讨论会论文专辑》 * |
| 刘伟等: "Fe(C_5H_4-CH_2-Trp-OMe)_2的合成、晶体结构及金属离子识别性能", 《无机化学学报》 * |
| 颜振宁等: "中性载体双(N-乙基-N-苯基氨基二硫代甲酸)1,4-丁二醇酯PVC膜银离子选择电极的研制", 《分析测试学报》 * |
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