CN109632783B - New application of indole chloride - Google Patents
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- CN109632783B CN109632783B CN201910029888.4A CN201910029888A CN109632783B CN 109632783 B CN109632783 B CN 109632783B CN 201910029888 A CN201910029888 A CN 201910029888A CN 109632783 B CN109632783 B CN 109632783B
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Abstract
The invention discloses a new application of indole chloride, namely 2- [2- [4- [ (2-cyanoethyl) -methyl-amino ] -phenyl ] -vinyl ] -1,3, 3-trimethyl-3H-indole chloride in measuring platinum by a spectrophotometry. When the compound is used as an organic complexing agent for measuring platinum by spectrophotometry, the method mainly comprises the following steps: preparing solution, drawing a standard curve and determining a sample. Wherein the sample determination comprises: sample digestion, complex reaction, liquid-liquid extraction and absorbance determination. The determination method provided by the invention can avoid a near ultraviolet saturated absorption region and a platinum ion absorption band, is rapid in color development, stable in complex product, strong in anti-interference, good in platinum selectivity, safe, harmless and environment-friendly, and can be used for separation, enrichment and detection of an environmental water sample, a model water sample and glass trace platinum.
Description
Technical Field
The invention belongs to a new application of a known compound, and particularly relates to an application of 2- [2- [4- [ (2-cyanoethyl) -methyl-amino ] -phenyl ] -vinyl ] -1,3, 3-trimethyl-3H-indole chloride in platinum spectrophotometry.
Background
The application of platinum is mainly applied in the environmental and biological fields, and also has more applications in the jewelry and nano fields. In addition, platinum plays a great role in the optical material industry because it is the basic melting vessel for optical glass. Melting phosphate laser glass in a platinum crucible can result in glass of high optical quality and homogeneity, with platinum entering the glass as an impurity in the form of platinum ions and platinum particle inclusions. With the improvement of the process, the content of platinum as an impurity is controlled to be in the ppm order, but the laser efficiency and the consistency of the performance of the glass can be greatly influenced. With the development of intense field laser physics, laser glass with higher performance and highly consistent performance is required for the construction of large-scale laser devices, so that strict control and monitoring of impurities are required. The detection of platinum ions is beneficial to quantitatively analyzing the influence of platinum ions on the performance of the laser glass. Besides phosphate laser glass, civil glass which contacts platinum equipment in the melting process of fluorophosphate glass, germanate glass, tellurate glass and the like introduces platinum impurities to a certain extent. At the present stage, the complex composition and low platinum content of the glass samples are a major problem for platinum detection. The method for measuring the platinum content in the prior art comprises the following steps: spectrophotometry, atomic absorption, atomic fluorescence, atomic emission spectrometry, mass spectrometry, and the like. Spectrophotometry is the most common method because of the simplicity and availability of instrumentation and low cost of analysis.
At present, stannous chloride and thiosemicarbazide compounds are commonly used as complexing agents in spectrophotometry, but the methods have respective disadvantages: the solution has over strong acidity, harsh reaction conditions, complex operation, toxic solvent harming the environment and the like. Since the discovery of cyanine dyes, the unique advantages thereof have become a focus of attention of scholars. The optical fiber has the advantages of large molar extinction coefficient, long maximum absorption and emission wavelength, low light wave energy and the like, and the biggest defect is instability under illumination. With the recent emergence of new cyanine dyes and their derivatives, their applications have been expanded in the fields of biology, medicine and energy, such as solar cells, photodynamic therapy (PDT), DNA sequencing, pH probes, etc.; meanwhile, the method has a considerable application in the field of traditional chemical analysis. At present, cyanine dyes are adopted as complexing agents for element determination research, and the two conditions of larger maximum absorption wavelength and good light stability are difficult to be considered, so that the application is limited.
Disclosure of Invention
In order to solve the defects in the prior art, aiming at a complexing agent adopted in the process of measuring platinum by a spectrophotometry, the invention provides a cyanine dye which can ensure that the maximum absorption wavelength is larger on the premise of good light stability, can accurately and effectively measure the platinum content in a sample and is environment-friendly, and the invention discloses the application of 2- [2- [4- [ (2-cyanoethyl) -methyl-amino ] -phenyl ] -vinyl ] -1,3, 3-trimethyl-3H-indole chloride in the process of measuring platinum by the spectrophotometry. The organic complexing agent in the invention belongs to one of hemicyanine dyes and belongs to the main class of cyanine dyes.
The following is a specific technical scheme of the invention:
use of 2- [2- [4- [ (2-cyanoethyl) -methyl-amino ] -phenyl ] -vinyl ] -1,3, 3-trimethyl-3H-indole chloride having the following structural formula (I) for the spectrophotometric determination of platinum.
The above organic complexing agents are known commercially available compounds having a CAS number of 12217-48-0.
Further, the above application comprises the steps of:
A. preparation of the solution: 10 mg. L-1Pt (iv) standard solution of (a): adding deionized water to the solution to obtain a solution with a concentration of 1000 mg.L-1Diluting the Pt (IV) standard solution to obtain 10 mg.L-1Pt (iv) standard solution of (2); complexing agent solution: weighing 2- [2- [4- [ (2-cyanoethyl) -methyl-amino group]-phenyl radical]-vinyl radical]34.40mg of-1, 3, 3-trimethyl-3H-indole chloride, adding deionized water to constant volume of 100mL, shaking up to obtain 1 × 10-3mol·L-1The complexing agent solution of (1);
B. drawing a standard curve: 10 mg. L of 10 mg. L are added to 10 centrifuge tubes, 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8 and 0.9mL, respectively-1And 0.5ml of 0.5 mol. L in sequence-1H of (A) to (B)2SO4Solution, 1.0 mL0.01mol. L-1And 0.3mL 1X 10-3mol·L-1The complexing agent solution is added with deionized water to make the volume constant to 5mL, shaken up and kept stand for 1 min. Finally, 5mL of extractant was added, and the organic phase was separated after 1min of extraction. The concentrations of Pt (IV) were 0, 0.2, 0.4, 0.6, 0.8, 1.0, 1.2, 1.4, 1.6, and 1.8 mg.L-1The extract of (3). And taking the extraction liquid with the concentration of Pt (IV) as a reference, sequentially testing the absorbance of the rest extraction liquid at the position of 510-540nm according to the operating specification of an ultraviolet-visible spectrophotometer, and drawing a standard curve by taking the concentration of platinum ions in the extraction liquid as a horizontal coordinate and taking a vertical coordinate as an absorbance value. Wherein KIThe solution contained 0.2 wt% sodium ascorbate.
C. And (3) sample determination: the method specifically comprises the following steps:
(1) sample digestion: adding 2-10ml of digestion acid into a sample to be detected, placing the sample on an electric heating plate for heating and digestion until white smoke is emitted, adding deionized water after acid dispelling to fix the volume to 30-50ml, and obtaining digestion solution.
(2) And (3) complexing reaction: and (2) adding dilute sulfuric acid, potassium iodide and a complexing agent solution into the digestion solution obtained in the step (1) in sequence, adding deionized water to a constant volume of 5-10ml, shaking up and standing for 1 min. Wherein, the KI solution contains 0.2 wt% of sodium ascorbate.
(3) Liquid-liquid extraction: adding 5-10ml of extracting agent into the solution obtained in the step (2) for extraction, and separating the organic phase to obtain an extract liquid;
(4) and (3) measuring absorbance: and (3) measuring the absorbance of the extract obtained in the step (3) at 510-540nm by taking the solution with the concentration of Pt (IV) as a reference, and calculating the content of the platinum according to a standard curve.
In the step B and the step C- (3), the digestion acid is one or more of concentrated nitric acid, concentrated phosphoric acid, hydrofluoric acid and concentrated hydrochloric acid.
In the step C- (1), the extractant is any one of ethyl acetate, butyl acetate and xylene.
The 2- [2- [4- [ (2-cyanoethyl) -methyl-amino ] -phenyl ] -vinyl ] -1,3, 3-trimethyl-3H-indole chloride provided by the invention is applied to the platinum measurement by a spectrophotometry, and can be used for separation, enrichment and detection of environmental water samples, model water samples and glass trace platinum.
Compared with the prior art, the invention has the following beneficial effects:
1. compared with the existing cyanine dye as the complexing agent, the complexing agent has the advantages of large maximum absorption wavelength and high light stability, and can avoid a near ultraviolet saturated absorption region and a platinum ion absorption band.
2. The color development is rapid, the color development reaction of the complexing agent and the platinum in the invention can be rapidly completed at room temperature, and the color development is basically stable after 1 min.
3. The complex product of the invention has high stability, and the extract can be stabilized for at least 6h after liquid-liquid extraction separation.
4. The determination method provided by the invention has strong anti-interference and good selectivity to platinum. The interference of coexisting substances in a complex matrix is serious, and the ion interference can be effectively reduced by adopting a liquid-liquid separation method after complexation.
5. The used reagent is safe and harmless, has small dosage and is friendly to operators and environment.
Drawings
FIG. 1 is a graph of a platinum gradient absorption curve for an example of the present invention.
FIG. 2 is a graph of a platinum operating standard according to an embodiment of the present invention. In FIG. 2, the abscissa represents the concentration of platinum ions in the extract, and the ordinate represents the absorbance value obtained with reference to an extract having a Pt (IV) concentration of 0; a cuvette with an optical path length of 1cm is adopted; in the standard curve, y is 0.3343x-0.0056, R2＝0.9973。
Detailed Description
The present invention is further illustrated by the following examples, which should not be construed as limiting the scope of the invention.
The examples of the invention are as follows:
and detecting trace platinum in the laser glass sample by adopting a spectrophotometry method. The complexing agent is 2- [2- [4- [ (2-cyanoethyl) -methyl-amino ] -phenyl ] -vinyl ] -1,3, 3-trimethyl-3H-indole chloride, TCL (Trimethoprim) produced by China reagent net; the ultraviolet-visible spectrophotometer adopts PerkinElmer Lambda 950UV-VIS-NIR with the wavelength range of 400-650 nm.
A. Preparation of the solution:
10mg·L-1pt (iv) standard solution of (a): taking a proper amount of 1000 mg.L-1Pt (IV) standard solution (manufactured by Macklin), deionized water was added thereto, and the solution was diluted to obtain 10 mg. multidot.L-1Pt (iv) standard solution of (2).
Complexing agent solution: 34.40mg of 2- [2- [4- [ (2-cyanoethyl) -methyl-amino are accurately weighed]-phenyl radical]-vinyl radical]Adding deionized water into-1, 3, 3-trimethyl-3H-indole chloride to constant volume of 100mL, and shaking up to obtain 1 × 10-3mol·L-1The complexing agent solution of (1).
B. Drawing a standard curve:
taking 10 centrifuge tubes, numbering 0#, 1#, 2#, 3#, 4#, 5#, 6#, 7#, 8#, 9#, respectively moving 10 mg.L of 0, 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9mL-1And 0.5ml of 0.5 mol. L in sequence-1H of (A) to (B)2SO4Solution, 1.0 mL0.01mol. L-1KI solution (containing 0.2 wt% sodium ascorbate) and 0.3mL 1X 10-3mol·L-1The complexing agent solution is added with deionized water to make the volume constant to 5mL, shaken up and kept stand for 1 min. Finally 5mL of ethyl acetate are added, the organic phase is separated after 1min of extraction. At this time, the concentrations of Pt (IV) in 10 centrifuge tubes were 0, 0.2, 0.4, 0.6, 0.8, 1.0, 1.2, 1.4, 1.6, and 1.8 mg.L, respectively-1。
And taking the sample No. 0 as a reference, sequentially testing the absorbances of 0#, 1#, 2#, 3#, 4#, 5#, 6#, 7#, 8# and 9# according to the operating specification of the ultraviolet-visible spectrophotometer, wherein the absorbance curve is shown in figure 1, each sample is repeatedly tested for five times, an average value is obtained, and a standard curve is drawn and shown in figure 2.
C. And (3) sample determination:
(1) sample digestion: weighing 0.2-0.4g of laser glass powder sample in a microwave digestion tank, adding 4mL of concentrated phosphoric acid and 8mL of concentrated nitric acid, and digesting for 40min at 180 ℃ in a microwave digestion instrument; after digestion, heating and evaporating on an electric heating plate until white smoke is emitted, cooling, and adding deionized water to a constant volume of 40mL to obtain digestion liquid.
(2) And (3) complexing reaction: taking 1mL of digestion solution into a centrifuge tube, and sequentially adding 0.5 mL0.5mol.L-1H of (A) to (B)2SO4Solution, 1.0 mL0.01mol. L-1KI solution (containing 0.2 wt% sodium ascorbate) and 0.3mL 1X 10-3mol·L-1The complexing agent solution is added with deionized water to make the volume constant to 5mL, shaken up and kept stand for 1 min.
(3) Liquid-liquid extraction: to the resulting solution was added 5mL of ethyl acetate, and after 1min of extraction, the organic phase was separated.
(4) And (3) measuring absorbance: and (4) measuring the absorbance value of the sample by taking a reagent blank (0#) as a reference, and calculating and analyzing the content of the platinum by using a standard curve.
The result obtained by the method is compared with the result obtained by the inductively coupled plasma atomic absorption spectrometry, and the two results are consistent, so that the result obtained by the method provided by the invention is reliable when the platinum in the laser glass is measured.
The working principle of the invention is as follows:
table 1 shows the maximum absorption wavelength and photostability of the complexing agents of the present invention in comparison to other cyanine dye complexing agents. The maximum absorption wavelength of the complexing agent is 530nm, and platinum ions (Pt) can be avoided4+) Absorption band (350-430 nm).
In addition, 2- [2- [4- [ (2-cyanoethyl) -methyl-amino ] -phenyl ] -vinyl ] -1,3, 3-trimethyl-3H-indole chloride, platinum and iodide are subjected to a complex reaction in a weakly acidic medium to develop color, and the molar ratio of the generated complex is 2: 1: 6. the color reaction can be rapidly carried out at room temperature, the color development is stable after the reaction is placed for 1min, the difference between the absorbance values measured immediately after the reaction is placed for 6h and the absorbance values measured immediately is only 0.002 after the reaction is subjected to liquid-liquid extraction, and the system is still in a relatively stable state, which indicates that the color development system can be stable for at least 6h in an organic phase. The liquid-liquid extraction is due to the fact that 2- [2- [4- [ (2-cyanoethyl) -methyl-amino ] -phenyl ] -vinyl ] -1,3, 3-trimethyl-3H-indole chloride exists in the aqueous phase in a cationic state and does not readily enter the organic phase. In the presence of platinum and iodine, platinum and iodine preferentially react to form stable complex anion groups, and the anion groups are further combined with a complexing agent in a cationic state to form macromolecules which rapidly enter an organic phase. Table 2 shows the allowable multiple of ionic interference, and the dual selection of iodide and complexing agent makes most of the ions have no interference to the process, which shows that the detection method provided by the invention has good selectivity to platinum.
TABLE 1
| Solvent(s) | Wavelength of maximum absorption (nm) | Stability of | |
| Astrafloxin FF | DMF | 556 | Is sensitive to pH |
| MPVTI | Toluene | 430 | Poor photostability |
| Complexing agent of the invention | Ethyl acetate | 530 | Light stability and wide pH range |
TABLE 2
| Interfering ions | Holding factor (molar ratio of interfering ion to platinum ion) |
| Alkali metals, alkaline earth metals, Al (III) | 1000 |
| Ni(II),Co(II),Zn(II),Sn(II),Mn(II),Cr(III),Cd(II) | 500 |
| Cu(II),Fe(III) | >10,<100 |
| Pb(II),Hg(II) | <10 |
Claims (5)
1. Use of 2- [2- [4- [ (2-cyanoethyl) -methyl-amino ] -phenyl ] -vinyl ] -1,3, 3-trimethyl-3H-indole chloride having the following structural formula (I) for the spectrophotometric determination of platinum.
2. Use according to claim 1, characterized in that it comprises the following steps:
A. preparation of the solution: 10 mg. L-1Pt (iv) standard solution of (a): adding deionized water to the solution to obtain a solution with a concentration of 1000 mg.L-1Diluting the Pt (IV) standard solution to obtain 10 mg.L-1Pt (iv) standard solution of (2); complexing agent solution: weighing 2- [2- [4- [ (2-cyanoethyl) -methyl-amino group]-phenyl radical]-vinyl radical]34.40mg of-1, 3, 3-trimethyl-3H-indole chloride, adding deionized water to constant volume of 100mL, shaking up to obtain 1 × 10-3mol·L-1The complexing agent solution of (1);
B. drawing a standard curve: 10 mg. L of 10 mg. L are added to 10 centrifuge tubes, 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8 and 0.9mL, respectively-1And 0.5ml of 0.5 mol. L in sequence-1H of (A) to (B)2SO4Solution, 1.0 mL0.01mol. L-1And 0.3mL 1X 10-3mol·L-1The complexing agent solution is added with deionized water to be constant volume of 5mL, shaken up,standing for 1 min; finally, 5mL of extractant is added, the organic phase is separated after 1min of extraction, and the Pt (IV) concentrations of 0, 0.2, 0.4, 0.6, 0.8, 1.0, 1.2, 1.4, 1.6 and 1.8 mg.L are respectively obtained-1The extract liquid of (4); taking the extraction liquid with the concentration of 0 Pt (IV) as a reference, sequentially testing the absorbance of the rest extraction liquid at the position of 510-540nm according to the operating specification of an ultraviolet-visible spectrophotometer, and drawing a standard curve by taking the concentration of platinum ions in the extraction liquid as a horizontal coordinate and taking a vertical coordinate as an absorbance value; wherein, the KI solution contains 0.2 wt% of sodium ascorbate;
C. and (3) sample determination: the method specifically comprises the following steps:
(1) sample digestion: adding 2-10ml of digestion acid into a sample to be detected, placing the sample on an electric heating plate for heating and digestion until white smoke is emitted, adding deionized water after acid dispelling and constant volume to 30-50ml to obtain digestion solution;
(2) and (3) complexing reaction: sequentially adding dilute sulfuric acid, potassium iodide and a complexing agent solution into the digestion solution obtained in the step (1), adding deionized water to a constant volume of 5-10ml, shaking up and standing for 1 min; wherein, the KI solution contains 0.2 wt% of sodium ascorbate;
(3) liquid-liquid extraction: adding 5-10ml of extracting agent into the solution obtained in the step (2) for extraction, and separating the organic phase to obtain an extract liquid;
(4) and (3) measuring absorbance: and (3) measuring the absorbance of the extract obtained in the step (3) at 510-540nm by taking the solution with the concentration of Pt (IV) as a reference, and calculating the content of the platinum according to a standard curve.
3. The use according to claim 2, wherein the digestive acid in step C- (1) is one or more of concentrated nitric acid, concentrated phosphoric acid, hydrofluoric acid, and concentrated hydrochloric acid.
4. The use according to claim 2, wherein the extractant in step C- (3) is any one of ethyl acetate, butyl acetate and xylene.
5. The use of any one of claims 1 to 4 in the separation, enrichment and detection of environmental water samples, model water samples and glass trace platinum.
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Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1411147A1 (en) * | 2002-10-18 | 2004-04-21 | Shipley Co. L.L.C. | Formaldehyde-free electroless copper plating process and solution for use in the process |
| JP2011065792A (en) * | 2009-09-16 | 2011-03-31 | Hitachi Ltd | PtRu-BASED CATALYST, MANUFACTURING METHOD OF THE SAME, MEMBRANE ELECTRODE ASSEMBLY, AND FUEL CELL |
| CN102731392A (en) * | 2012-07-06 | 2012-10-17 | 云南民族大学 | Platinum characteristic complexing agent, preparation method and application for extracting, and enriching and testing platinum |
| CN103874687A (en) * | 2011-10-14 | 2014-06-18 | 默克专利有限公司 | Benzodioxepin-3-one compounds as dyes or as fluorescent emitters |
| CN104483277A (en) * | 2014-12-06 | 2015-04-01 | 沈阳农业大学 | Method for simultaneously detecting content of total sulfides in allium by colorimetry |
| EP2984210A1 (en) * | 2013-04-11 | 2016-02-17 | Syddansk Universitet | Method for recovering platinum group metals from catalytic structures |
| CN106841180A (en) * | 2015-12-03 | 2017-06-13 | 北京有色金属研究总院 | A kind of method for continuously measuring of Platinum in Ore, palladium |
-
2019
- 2019-01-10 CN CN201910029888.4A patent/CN109632783B/en active Active
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1411147A1 (en) * | 2002-10-18 | 2004-04-21 | Shipley Co. L.L.C. | Formaldehyde-free electroless copper plating process and solution for use in the process |
| JP2011065792A (en) * | 2009-09-16 | 2011-03-31 | Hitachi Ltd | PtRu-BASED CATALYST, MANUFACTURING METHOD OF THE SAME, MEMBRANE ELECTRODE ASSEMBLY, AND FUEL CELL |
| CN103874687A (en) * | 2011-10-14 | 2014-06-18 | 默克专利有限公司 | Benzodioxepin-3-one compounds as dyes or as fluorescent emitters |
| CN102731392A (en) * | 2012-07-06 | 2012-10-17 | 云南民族大学 | Platinum characteristic complexing agent, preparation method and application for extracting, and enriching and testing platinum |
| EP2984210A1 (en) * | 2013-04-11 | 2016-02-17 | Syddansk Universitet | Method for recovering platinum group metals from catalytic structures |
| CN104483277A (en) * | 2014-12-06 | 2015-04-01 | 沈阳农业大学 | Method for simultaneously detecting content of total sulfides in allium by colorimetry |
| CN106841180A (en) * | 2015-12-03 | 2017-06-13 | 北京有色金属研究总院 | A kind of method for continuously measuring of Platinum in Ore, palladium |
Non-Patent Citations (2)
| Title |
|---|
| "A non-extractive sequential injection method for determination of molybdenum";Martina Lesková,et.al.;《Talanta》;20120130;第185-189页 * |
| "铂的检测技术研究进展";肖红新 等;《贵金属》;20171031;第174-178页 * |
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