CN111795960A - Molecular platform for detecting different forms of iodine by spectrometry and colorimetry, and preparation method and application thereof - Google Patents
Molecular platform for detecting different forms of iodine by spectrometry and colorimetry, and preparation method and application thereof Download PDFInfo
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Abstract
A molecular platform for detecting different forms of iodine by a spectrometry method and a colorimetric method, a preparation method and application thereof relate to a molecular platform for detecting iodine and a preparation and detection method thereof. The invention aims to solve the technical problems that the existing iodine detection material has few types, can only detect one form of iodine, has single detection mechanism and high detection limit and is easily interfered by external environment, and the molecular platform has the structural formula as follows:
the preparation method comprises the following steps: reacting 2- (3-amino-6-hydroxyphenyl) phenanthroimidazole with terephthalaldehyde to obtain an organic compound A, and reacting the organic compound A with mercury nitrate to obtain the molecular platform. The molecular platform can be used for iodide ions and iodine sheets in different mediaQualitative or quantitative detection of the substance or/and iodine vapor. Convenient use and quick response, and can be used in the detection field of iodide ions, iodine simple substances and iodine vapor.
Description
Technical Field
The invention relates to an iodine detection reagent and a preparation method and application thereof.
Background
Iodine is a trace element on earth, and plays an important role in environmental and life sciences because it is widely distributed and can exist in the form of iodine simple substance (solid state), iodine vapor (gaseous state) and iodine ion (liquid state). Iodine has toxicity and corrosiveness to human body, and inhalation of iodine vapor has strong irritation and corrosiveness to skin, mucosa and respiratory tract of human body. In addition, the monitoring of iodine is of great importance because abnormal iodide ion concentration levels in humans usually cause diseases, and iodine deficiency or iodine excess can cause diseases such as goiter, hypothyroidism and hyperthyroidism, which affect human health.
In 2012, Zhuying et al synthesized a DNA fluorescent probe for detection of iodide ions by using a T-rich sequence, and found that the compound has good selective recognition on iodide ions in a 0.010mmol/LMOPS solution, but the detection limit of the fluorescent probe is higher than 30 mol/L. In 2016, pages 147-152 of Inorganic Chemistry Communications 70 (Inorganic Chemistry Communications), colorimetric chemical sensors for continuous identification of mercury (II) and iodide in aqueous media, reported a Schiff base compound whose probe can identify Hg by a color change2+And has relay identification performance on iodide ions, and Hg is added into the probe2+Colour of the post solutionThe color of the solution changed from light yellow to orange, and the color of the solution changed to light yellow when iodide ion was added. In addition, the detection limit of iodide ion reaches 2.1 × 10–7mol/L, has potential application value. Documents "American society for chemistry applications Materials and interfaces" (ACS Applied Materials)&Interfaces) published a paper entitled "sensor of novel metal organic framework for direct electrical detection of iodine vapor" on 44649-44655, vol.51, No. 9, 2017, and discloses that a synthesized novel metal organic framework zeolite imidazolate framework (ZIF-8) is exposed to air at 25 ℃ to detect iodine simple substance within 720 seconds, and an impedance spectroscopy technology is used to directly detect real-time adsorption of the ZIF-8 to iodine ions, but the instrument is expensive, complex to operate and not beneficial to practical application. Recently, the real-time detection and effective capture of volatile iodine by N, N-diethylpropylamine modified fluorescent conjugated mesoporous polymer on page 1966 and 1974 of volume 8, volume 4 of the journal of Material chemistry A reports a triazine polymer (CMPN) linked by a carbon-carbon triple bond, which represents the detection of iodine vapor by a fluorescence quenching phenomenon. When the minimum concentration of iodine vapor is 24mg/L, the fluorescence quenching rate is 19.7%. In addition, CMPN still exhibits high selectivity for iodine vapor in the presence of water vapor and ethanol vapor, but it can only detect one form of iodine vapor, limiting the utility of this class of materials.
According to the reported literature, the iodine detection mainly has the following defects:
1. most iodine detection materials are inorganic mesoporous materials, and the types of the iodine detection materials are few;
2. most materials have the function of detecting only one form of iodine;
3. the detection mechanism of the material to iodine is single;
4. the detection limit of iodine is high, and the detection of low-concentration iodine is not suitable;
5. most materials have high requirements on iodine detection environment and are easily interfered by external environment;
disclosure of Invention
The invention provides a molecular platform for detecting different forms of iodine by a spectrometry method and a colorimetric method, a preparation method and application, and aims to solve the technical problems that the existing iodine detection material is few in types, can only detect one form of iodine, is single in detection mechanism, high in detection limit, and easy to be interfered by external environment. The molecular platform for detecting different forms of iodine by using the spectrometry and the colorimetry provided by the invention has the advantages of simple preparation, detection of various forms of iodine, low detection limit, convenience in use, visual phenomenon and the like.
The structural formula of the molecular platform for detecting different forms of iodine by the spectrometry and the colorimetry is as follows:
the preparation method of the molecular platform for detecting different forms of iodine by the spectrometry and the colorimetry comprises the following steps:
firstly, the ratio of 2- (3-amino-6-hydroxyphenyl) phenanthroimidazole to terephthalaldehyde according to the mass is (1-6): 1, adding the mixture into an organic solvent I, and reacting for 1-8 hours at the temperature of 20-80 ℃, wherein solids are separated out in the reaction process; after the reaction is finished, filtering, washing a filter cake by using an organic solvent II and distilled water in sequence, and drying the filter cake to obtain a crude product; recrystallizing the crude product with an organic solvent III to obtain an organic compound A, wherein the organic compound A is bis [5- (bis-1, 4-phenylimino) -2- (phenanthroimidazolyl-2-) ] phenol;
dissolving an organic compound A and mercury nitrate in an organic solvent IV according to the mass ratio of 1 (2-10), and stirring at room temperature until solid is separated out; filtering, washing a filter cake with ethanol and water in sequence, and drying to obtain a molecular platform for detecting iodine in different forms by a spectrometry method and a colorimetric method.
Furthermore, the organic solvent I is glacial acetic acid, methanol, ethanol, N-dimethylformamide, benzene or toluene.
Furthermore, the organic solvent II for washing the filter cake is ethyl acetate, acetone, acetonitrile, diethyl ether, dichloromethane or chloroform.
Furthermore, the organic solvent III for recrystallizing the crude product is ethyl acetate, or the volume ratio of ethyl acetate to petroleum ether is 1: (1-2), or the mixture of ethyl acetate and diethyl ether according to the volume ratio of 1: (1-3), or the volume ratio of ethyl acetate to dichloromethane is 1: (1-5).
Further, the organic solvent IV is methanol, ethanol, N-dimethylformamide, benzene, toluene or dimethyl sulfoxide.
The preparation process of the molecular platform for detecting different forms of iodine by the spectrometry and the colorimetry is represented by the following formula:
the application of the molecular platform for detecting different forms of iodine by the spectrometry and the colorimetry is to use the molecular platform for qualitatively or quantitatively detecting iodide ions, iodine simple substances or/and iodine vapor in different media.
A method for detecting iodide ions by a colorimetric method by utilizing a molecular platform for detecting different forms of iodine by a spectroscopic method and a colorimetric method comprises the following steps:
firstly, dissolving a molecular platform for detecting different forms of iodine by a spectrometry method and a colorimetric method in an organic solvent which can be mutually dissolved with water to prepare a platform stock solution A with the concentration of 0.50-1.00 multiplied by 10–3mol/L；
Secondly, diluting the platform stock solution A obtained in the first step into a solution with the concentration of 0.10-0.50 multiplied by 10 by using a HEPES solution with the concentration of 0.010mol/L, pH-7.40–4A platform solution B of mol/L;
thirdly, fully mixing the platform solution B obtained in the second step with a solution to be tested to obtain a test solution C;
and fourthly, under the irradiation of a handheld ultraviolet lamp, the platform solution B is a bright blue clear solution, and if the blue color of the test solution C is dark and black precipitate is generated, the solution to be tested contains iodide ions.
Further, the water-miscible organic solvent is glacial acetic acid, methanol, ethanol, N-dimethylformamide or dimethyl sulfoxide.
A method for detecting iodide ions by a fluorescence spectrometry method by utilizing a molecular platform for detecting different forms of iodine by a spectrometry method and a colorimetric method comprises the following steps:
firstly, dissolving a molecular platform for detecting different forms of iodine by a spectrometry method and a colorimetric method in an organic solvent which can be mutually dissolved with water to prepare a platform stock solution A with the concentration of 0.50-1.00 multiplied by 10–3mol/L；
Secondly, diluting the platform stock solution A obtained in the first step into a solution with the concentration of 0.10-0.50 multiplied by 10 by using a HEPES solution with the concentration of 0.010mol/L, pH-7.40–4A platform solution B of mol/L;
thirdly, fully mixing the platform solution B obtained in the second step with a solution to be tested to obtain a test solution C;
fourthly, with 315nm as the excitation wavelength, the emission intensity of the fluorescence emission spectrum of the platform solution B when the emission wavelength is 495nm is measured and is marked as TB；
Fifthly, with 315nm as the excitation wavelength, the emission intensity of the fluorescence emission spectrum of the test solution C at the emission wavelength of 495nm is measured and is marked as TC；
Sixthly, comparing TBAnd TC，TB＞73TCAnd judging that the solution to be detected contains iodide ions.
Further, the water-miscible organic solvent is glacial acetic acid, methanol, ethanol, N-dimethylformamide or dimethyl sulfoxide.
The method for detecting the elementary substance of iodine by ultraviolet spectrometry by utilizing the molecular platform for detecting iodine in different forms by spectrometry and colorimetry comprises the following steps:
firstly, dissolving a molecular platform for detecting different forms of iodine by a spectrometry method and a colorimetric method in an organic solvent which can be mutually dissolved with water to prepare a solution with a concentration of 0.10-0.50 multiplied by 10–4mmol/L of the platform solution A;
secondly, adding the object to be tested into the platform solution A, and standing for 0.5-10 hours to obtain a test sample B;
thirdly, measuring the ultraviolet spectrum of the platform solution A, and recording the absorbance at the position with the absorption wavelength of 530nm as AA；
Fourthly, taking the supernatant of the test sample B, measuring the ultraviolet spectrum of the supernatant, and measuring the absorption wavelengthAbsorbance at 530nm was recorded as AB；
Fifth, compare AAAnd ABIf A isA＞6ABThen, the iodine simple substance is judged to be contained in the object to be detected.
Further, the water-miscible organic solvent is glacial acetic acid, methanol, ethanol, N-dimethylformamide or dimethyl sulfoxide.
The method for detecting the elementary substance of iodine by using the molecular platform for detecting different forms of iodine by using a spectrometry method and a colorimetric method through a fluorescence spectrometry method comprises the following steps:
firstly, dissolving a molecular platform for detecting different forms of iodine by a spectrometry method and a colorimetric method in an organic solvent which can be mutually dissolved with water to prepare a solution with a concentration of 0.10-0.50 multiplied by 10–4mmol/L of the platform solution A;
secondly, adding the object to be tested into the platform solution A, and standing for 0.5-10 hours to obtain a test sample B;
thirdly, measuring the fluorescence spectrum of the platform solution A, and respectively recording the fluorescence intensity at the position with the emission wavelength of 500nm as IA；
Fourthly, taking the supernatant of the test sample B, measuring the fluorescence spectrum of the supernatant, and measuring the fluorescence intensity I at the position of the emission wavelength of 500nmB；
Fifth, compare IAAnd IBIf I isA＞18IBThen, the iodine simple substance is judged to be contained in the object to be detected.
Further, the water-miscible organic solvent is glacial acetic acid, methanol, ethanol, N-dimethylformamide or dimethyl sulfoxide.
A method for detecting iodine vapor by a colorimetric method by utilizing a molecular platform for detecting iodine in different forms by a spectroscopic method and a colorimetric method comprises the following steps:
firstly, dissolving a molecular platform for detecting different forms of iodine by a spectrometry method and a colorimetric method in an organic solvent which can be mutually dissolved with water to prepare a platform stock solution A with the concentration of 0.50-1.00 multiplied by 10–3mol/L；
Secondly, diluting the platform stock solution A obtained in the first step by using HEPES solution with the concentration of 0.010mol/L, pH-7.40The concentration of the catalyst is 0.10-0.50 x 10–4A platform solution B of mol/L;
thirdly, cutting qualitative filter paper into strips, soaking the strips in the platform solution B for 1-2 hours, and drying to obtain molecular platform test paper strips for detecting iodine in different forms by using a spectrometry method and a colorimetric method;
fourthly, under the irradiation of natural light, the platform test strip is colorless; under the irradiation of a handheld ultraviolet lamp, the platform test strip is green;
fifthly, after the platform test strip obtained in the third step is placed in a test sample environment for 30-150 minutes, observing the platform test strip under natural light, and if the platform test strip is changed from colorless to yellow, indicating that iodine vapor is contained in the test sample; and observing under a handheld ultraviolet lamp, and if the platform test strip is changed from bright green to dark yellow, indicating that iodine vapor is contained in the test sample.
Further, the water-miscible organic solvent is glacial acetic acid, methanol, ethanol, N-dimethylformamide or dimethyl sulfoxide.
The method for quantitatively detecting iodide ions by using a molecular platform fluorescence method for detecting different forms of iodine by using a spectrometry method and a colorimetric method is a standard curve method.
The molecular platform for detecting different forms of iodine by using the spectrometry and the colorimetry provided by the invention is simple to prepare, stable in structure and low in cost, and is preserved. The detection of the iodide ions, the iodine simple substance and the iodine vapor is not interfered by other analogues, the detection effect is obvious, the use is convenient, the response is rapid, the sensitivity is high, the detection limit reaches 43.1nM, and the qualitative and quantitative detection can be realized. Can be used in the detection field of iodide ions, iodine simple substances and iodine vapor.
Drawings
FIG. 1 is the plateau solution B (0.10X 10) of example 1–4mol/L，VDMF:VHEPES1:1, pH 7.40) and test solution C, the abscissa is emission wavelength and the ordinate is fluorescence intensity; in the figure, the organic compound A.2 Hg2+Is a plateau solution B, an organic compound A.2Hg2+The iodide ions are the solution C to be detected;
FIG. 2 shows the plateau solution B (0.10X 10) of example 1–4mol/L，VDMF:VHEPES1:1, pH 7.40) and adding fluorescence emission spectra of different anions (0.1mol/L) respectively; the abscissa is the emission wavelength and the ordinate is the fluorescence intensity;
FIG. 3 shows the results of the test solutions C of example 1 at different concentrations of iodide ion (0-1.0X 10)–5A fluorescence emission spectrogram under the condition of mol/L), wherein the abscissa is emission wavelength, and the ordinate is fluorescence intensity;
FIG. 4 is a standard curve of molecular platform fluorescence detection of iodide ions for the spectroscopic and colorimetric detection of different forms of iodine prepared in example 1.
FIG. 5 is a photograph of the platform solution B and the test solution C under irradiation of the UV lamp in example 1;
FIG. 6 is a photograph of the color change under natural light and under UV light when iodine vapor is detected by the platform strip of example 1.
Detailed Description
The following examples are used to demonstrate the beneficial effects of the present invention:
example 1: the preparation method of the molecular platform for detecting different forms of iodine by the spectrometry and the colorimetry of the embodiment is carried out according to the following method:
firstly, adding 0.81 g of 2- (3-amino-6-hydroxyphenyl) phenanthroimidazole and 0.13 g of terephthalaldehyde into 15.0mL of ethanol, and reacting at the temperature of 60 ℃ for 5 hours, wherein solids are separated out in the reaction process; after the reaction is finished, filtering, washing a filter cake for 3 times by using methanol and distilled water respectively in sequence, and drying the filter cake for 8 hours at the temperature of 80 ℃ to obtain a crude product; and (3) mixing the crude product with ethyl acetate and petroleum ether according to a volume ratio of 1: 2 to obtain an organic compound A, namely bis [5- (bis-1, 4-phenylimino) -2- (phenanthroimidazolyl-2-) ] phenol, with the yield of 92% and the melting point of 320 ℃.
Second, 0.75 g of organic compound A and 1.63 g of mercuric nitrate were dissolved in 15mL of N, N-dimethylformamide, and the mixture was stirred at room temperature until a large amount of solid precipitated. Filtering, washing the filter cake with ethanol for 3 times, washing with water for 3 times, drying the filter cake at 80 deg.C for 8 hr to obtain molecular platform for detecting iodine with different forms by spectrometry and colorimetry, with yield of 65% and melting point of more than 320 deg.C.
The structural characterization data for the preparation of organic compound a in this example is as follows:1HNMR(600MHz,DMSO-d6):(ppm):13.84(s,2H),13.24(s,2H),8.93～8.97(m,6H),8.64(d,J＝8.0Hz,2H),8.54(d,J＝7.5Hz,2H),8.38(d,J＝8.4Hz,2H),8.20(s,4H),7.81～7.84(m,4H),7.72～7.75(m,4H)7.55(d,J＝6.0Hz,2H),7.19(d,J＝8.5Hz,2H)；13C NMR(600MHz,DMSO):(ppm):193.4,158.4,158.0,156.9,149.5,149.4,143.2,141.7,138.9,134.7,130.5,129.6,128.5,128.2,128.1,127.8,126.9,126.5,125.9,124.7,124.4,123.6,122.7,122.4,122.5,120.9,118.5,113.6；IR(KBr,cm–1):3306,3055,1689,1622,1589,1543,1493,1428,1388,1362,1262,1208,1063,967,892,826,794,755,722,673,631,595,565。
the structural characterization data of the molecular platform for detecting different forms of iodine by the preparative spectrometry and the colorimetry in this example are as follows:1HNMR(600MHz,DMSO-d6):(ppm):8.90～8.99(m,6H),8.67(d,J＝8.01Hz,2H),8.58(d,J＝7.5Hz,2H),8.39(d,J＝7.4Hz,2H),8.21(d,J＝7.4Hz,1H),8.20(s,4H),8.11(d,J＝7.4Hz,1H),7.81～7.89(m,4H),7.72～7.75(m,4H),7.55(d,J＝6.0Hz,2H),7.19(d,J＝8.4Hz,2H)；IR(KBr,cm–1):1685,1617,1585,1546,1497,1431,1392,1360,1278,1220,1039,960,887,830,789,746,721,686,621,596. High resolution mass spectrum HR-MS (ESI) to obtain peak with mass-to-mass ratio of 1257.4474 and molecular weight of [ organic compound A-2H ]++2Hg2++2Cl–+K+]+The organic compound a was again determined in a mass amount of 1: the complexation ratio of 2 formed the metal complex a-2 Hg.
From the above characterization results, the structural formula of the molecular platform for detecting different forms of iodine by the spectrometry and the colorimetry prepared in this example is:
the following tests were carried out for detection of iodide ions by one of the molecular platform fluorescence spectrometry methods for detection of different forms of iodine prepared in example 1:
dissolving a molecular platform for detecting different forms of iodine by a spectrometry method and a colorimetric method in N, N-dimethylformamide to prepare a platform stock solution A with the concentration of 0.50 multiplied by 10–3mol/L；
Secondly, the platform stock solution A obtained in the first step is diluted into a solution with the concentration of 0.10 multiplied by 10 by using a HEPES solution with the concentration of 0.01mol/L, pH-7.40–4A platform solution B of mol/L;
thirdly, fully mixing the platform solution B obtained in the second step with a solution to be tested to obtain a test solution C;
fourthly, with 315nm as the excitation wavelength, the emission intensity of the fluorescence emission spectrum of the platform solution B when the emission wavelength is 495nm is measured and is marked as TB，TB110 a.u.; the fluorescence emission spectrum of the platform solution B is shown in FIG. 1; the abscissa is the emission wavelength and the ordinate is the fluorescence intensity;
fifthly, with 315nm as the excitation wavelength, the emission intensity of the fluorescence emission spectrum of the test solution C at the emission wavelength of 495nm is measured and is marked as TC1.5 a.u.; the fluorescence emission spectrum of test solution C is also plotted in fig. 1;
sixthly, comparing TBAnd TC，TB＞73TCAnd judging that the solution to be detected contains iodide ions.
The method for detecting the fluorescence emission spectrum of the molecular platform of iodine in different forms after the molecular platform reacts with different anions by the spectrometry and the colorimetry prepared in the example 1 comprises the following specific steps:
the spectroscopic and colorimetric methods prepared in example 1 were used to detect molecular plateau solutions of different forms of iodine (concentration 0.10X 10)–4mol/L) are respectively added with different anion solutions (with the concentration of 0.10mol/L), wherein the anion is F–，Cl–，Br–，I–，S2–，HS–，SO3 2–，HSO3 –，SO4 2–，HPO4 3–，H2PO3 –，NO2 –，NO3 –，AcO–，CO3 2–And SCN–The fluorescence emission spectra of the plateau solution before and after addition of the anion were measured separately, as shown in FIG. 2. The fluorescence intensity of the platform solution A at the excitation wavelength of 315nm is I at the emission wavelength of 495nmAFluorescence intensity after addition of anion is IBAs can be seen from FIG. 2, the fluorescence intensities of the solutions with other anions besides iodide were all above 80a.u., and only the sample solution B with iodide added had a fluorescence intensity I at 495nmB1.5a.u., when IA＞73IBIt is stated that the molecular platform does not suffer from F when detecting iodide ions–，Cl–，Br–，S2–，HS–，SO3 2–，HSO3 –，SO4 2–，HPO4 3–，H2PO3 –，NO2 –，NO3 –，AcO–，CO3 2–And SCN–Influence of ions.
The relationship between the concentration of iodide ions and the fluorescence intensity in the molecular platform detection for detecting different forms of iodine by the spectroscopic method and the colorimetric method prepared in example 1 was determined as follows:
dissolving a molecular platform for detecting different forms of iodine by a spectrometry method and a colorimetric method in N, N-dimethylformamide to prepare a platform stock solution A with the concentration of 0.50 multiplied by 10–3mol/L；
Secondly, the platform stock solution A obtained in the first step is diluted into a solution with the concentration of 0.10 multiplied by 10 by using a HEPES solution with the concentration of 0.01mol/L, pH-7.40–4A platform solution B of mol/L;
thirdly, fully mixing the platform solution B obtained in the second step with iodine ion solutions with different concentrations, wherein the concentration of the iodine ion solution is 0-2.0 multiplied by 10–6mol/L to obtain a test solution C;
fourthly, measuring the emission intensity of the fluorescence emission spectrum of the test solution C when the emission wavelength is 495nm by taking 315nm as the excitation wavelength; the fluorescence emission spectrum of test solution C is shown in fig. 3; the abscissa is the emission wavelength and the ordinate is the fluorescence intensity;
as can be seen from FIG. 3, the fluorescence intensity of test solution C at 495nm gradually increased with the increase in the iodide ion concentration, and the iodide ion concentration increased to 2.0X 10–6The fluorescence intensity reaches the maximum value at mol/L. In the concentration of iodide ion of 0-0.9 × 10–6The results of the linear relationship between the fluorescence intensity at 495nm of the test solution C and the change in the iodide ion concentration in the mol/L range are shown in FIG. 4. Calculation formula (C) based on detection limitDL＝3SbM), fitting to obtain a linear regression equation y of-0.6912 x +1.0492 with standard deviation R from blank parallel experiment2The limit of detection of the molecular platform for spectroscopic and colorimetric detection of different forms of iodine reached 43.1nM, 0.9940. The molecular platform fluorescence spectrometry for detecting the iodide ions in different forms by the spectrometry and the colorimetry has good linear relation.
The method for detecting iodide ions by a colorimetric method by utilizing the molecular platform for detecting different forms of iodine by the spectroscopic method and the colorimetric method prepared in example 1 comprises the following steps:
dissolving a molecular platform for detecting different forms of iodine by a spectrometry method and a colorimetric method in N, N-dimethylformamide to prepare a platform stock solution A with the concentration of 1.00 multiplied by 10–3mol/L；
Secondly, the platform stock solution A obtained in the first step is diluted into a solution with the concentration of 0.10 multiplied by 10 by using a HEPES solution with the concentration of 0.010mol/L, pH-7.40–4A platform solution B of mol/L;
thirdly, fully mixing the platform solution B obtained in the second step with a solution to be tested to obtain a test solution C;
fourthly, under the irradiation of a handheld ultraviolet lamp, the color changes of the platform solution B and the test solution C under the irradiation of the ultraviolet lamp are shown in the figure 5; the platform solution B was a bright blue clear solution, while the test solution C was dark blue with black precipitate formation, indicating that the solution to be tested contained iodide ions.
A method for colorimetric detection of iodine vapor using the spectroscopic and colorimetric molecular platform prepared in example 1 for detection of different forms of iodine, comprising the steps of:
firstly, detecting different forms of iodine by using a spectrometry method and a colorimetric methodDissolving the base in water-soluble organic solvent to obtain base stock solution A with concentration of 1.00 × 10–3mol/L；
Secondly, the platform stock solution A obtained in the first step is diluted into a solution with the concentration of 0.10 multiplied by 10 by using a HEPES solution with the concentration of 0.010mol/L, pH-7.40–4A platform solution B of mol/L;
thirdly, cutting qualitative filter paper into strips, soaking the strips in the platform solution B for 2 hours, and drying the strips for 8 hours at the temperature of 25 ℃ to obtain molecular platform test strips for detecting iodine in different forms by using a spectrometry method and a colorimetric method;
fourthly, under the irradiation of natural light, the platform test strip is colorless; under the irradiation of a handheld ultraviolet lamp, the platform test strip is green;
fifthly, after the platform test strip obtained in the third step is placed in a test sample environment for 60 minutes, observing the platform test strip under natural light, and if the platform test strip is changed from colorless to yellow, indicating that iodine vapor is contained in the test sample; if the platform test strip is observed under a handheld ultraviolet lamp, the platform test strip is changed from bright green to dark yellow, and the situation that iodine vapor is contained in the test sample is also indicated. The color change of the platform strip under natural light and under an ultraviolet lamp is shown in fig. 6.
Example 2: the method for synthesizing the molecular platform for detecting different forms of iodine by the spectrometry and the colorimetry in the embodiment is as follows:
firstly, adding 1.62 g of 2- (3-amino-6-hydroxyphenyl) phenanthroimidazole and 0.13 g of terephthalaldehyde into methanol, and reacting at the temperature of 40 ℃ for 8 hours, wherein solids are separated out in the reaction process; after the reaction is finished, filtering, washing a filter cake by using methanol and distilled water in sequence, and drying the filter cake for 8 hours at the temperature of 80 ℃ to obtain a crude product; the crude product was purified by using ethyl acetate and dichloromethane ether at a volume ratio of 1: 5 to obtain the organic compound A with the yield of 75 percent and the melting point of 320 ℃.
Secondly, 0.75 g of organic compound A and 0.65 g of mercuric nitrate are dissolved in ethanol and stirred at room temperature until a large amount of solid is separated out. Filtering, washing the filter cake with ethanol for 3 times, washing with water for 3 times, drying the filter cake at 80 deg.C for 8 hr to obtain molecular platform for detecting iodine with different forms by spectrometry and colorimetry, with yield of 57% and melting point of > 320 deg.C.
Example 3: the synthesis method of the molecular platform for detecting different forms of iodine by the spectrometry and the colorimetry in the embodiment is as follows:
firstly, adding 1.95 g of 2- (3-amino-6-hydroxyphenyl) phenanthroimidazole and 0.13 g of terephthalaldehyde into benzene, and reacting at 70 ℃ for 3 hours, wherein solids are separated out in the reaction process; after the reaction is finished, filtering, washing a filter cake by using methanol and distilled water in sequence, and drying the filter cake for 8 hours at the temperature of 80 ℃ to obtain a crude product; and (3) mixing the crude product with ethyl acetate and ether according to a volume ratio of 1: 3 to obtain the organic compound A with the yield of 40 percent and the melting point of 320 ℃.
Secondly, 0.75 g of organic compound A and 2.93 g of mercury nitrate are dissolved in dimethyl sulfoxide, and the mixture is stirred at room temperature until a large amount of solid is separated out. Filtering, washing the filter cake with ethanol and water in sequence, drying the filter cake for 8 hours at 80 ℃ to obtain a molecular platform for detecting different forms of iodine by a spectrometry and a colorimetry, wherein the yield is 63%, and the melting point is more than 320 ℃. .
Claims (10)
1. A molecular platform for detecting different forms of iodine by spectrometry and colorimetry is characterized in that the structural formula of the molecular platform is as follows:
2. a method of preparing a molecular platform for spectroscopic and colorimetric detection of different forms of iodine according to claim 1, wherein the method is performed by the steps of:
firstly, the ratio of 2- (3-amino-6-hydroxyphenyl) phenanthroimidazole to terephthalaldehyde according to the mass is (1-6): 1, adding the mixture into an organic solvent I, and reacting for 1-8 hours at the temperature of 20-80 ℃, wherein solids are separated out in the reaction process; after the reaction is finished, filtering, washing a filter cake by using an organic solvent II and distilled water in sequence, and drying the filter cake to obtain a crude product; recrystallizing the crude product with an organic solvent III to obtain an organic compound A, wherein the organic compound A is bis [5- (bis-1, 4-phenylimino) -2- (phenanthroimidazolyl-2-) ] phenol;
dissolving an organic compound A and mercury nitrate in an organic solvent IV according to the mass ratio of 1 (2-10), and stirring at room temperature until solid is separated out; filtering, washing a filter cake with ethanol and water in sequence, and drying to obtain a molecular platform for detecting iodine in different forms by a spectrometry method and a colorimetric method.
3. The method according to claim 2, wherein the organic solvent is selected from the group consisting of glacial acetic acid, methanol, ethanol, N-dimethylformamide, benzene, and toluene.
4. The method according to claim 2, wherein the organic solvent II used for washing the filter cake is ethyl acetate, acetone, acetonitrile, diethyl ether, dichloromethane or chloroform.
5. Use of a spectroscopic and colorimetric molecular platform for the detection of different forms of iodine according to claim 1 in the qualitative or quantitative detection of iodide ions, elemental iodine or iodine vapor in different media.
6. Use of a molecular platform for spectroscopic and colorimetric detection of different forms of iodine according to claim 5, wherein the method for colorimetric detection of iodide ions using the molecular platform is performed according to the following steps:
firstly, dissolving a molecular platform for detecting different forms of iodine by a spectrometry method and a colorimetric method in an organic solvent which can be mutually dissolved with water to prepare a platform stock solution A with the concentration of 0.50-1.00 multiplied by 10–3mol/L；
Secondly, obtaining the product in the step oneThe stock solution A is diluted to 0.10-0.50 × 10 by HEPES solution with concentration of 0.010mol/L, pH ═ 7.40–4A platform solution B of mol/L;
thirdly, fully mixing the platform solution B obtained in the second step with a solution to be tested to obtain a test solution C;
and fourthly, under the irradiation of a handheld ultraviolet lamp, the platform solution B is a bright blue clear solution, and if the blue color of the test solution C is dark and black precipitate is generated, the solution to be tested contains iodide ions.
7. The use of a molecular platform for spectroscopic and colorimetric detection of different forms of iodine according to claim 5, wherein the molecular platform is used in a method for detection of iodide ions by fluorescence spectroscopy, according to the following steps:
firstly, dissolving a molecular platform for detecting different forms of iodine by a spectrometry method and a colorimetric method in an organic solvent which can be mutually dissolved with water to prepare a platform stock solution A with the concentration of 0.50-1.00 multiplied by 10–3mol/L；
Secondly, diluting the platform stock solution A obtained in the first step into a solution with the concentration of 0.10-0.50 multiplied by 10 by using a HEPES solution with the concentration of 0.010mol/L, pH-7.40–4A platform solution B of mol/L;
thirdly, fully mixing the platform solution B obtained in the second step with a solution to be tested to obtain a test solution C;
fourthly, with 315nm as the excitation wavelength, the emission intensity of the fluorescence emission spectrum of the platform solution B when the emission wavelength is 495nm is measured and is marked as TB；
Fifthly, with 315nm as the excitation wavelength, the emission intensity of the fluorescence emission spectrum of the test solution C at the emission wavelength of 495nm is measured and is marked as TC；
Sixthly, comparing TBAnd TC，TB＞18TCAnd judging that the solution to be detected contains iodide ions.
8. The application of the molecular platform for detecting iodine in different forms by spectrometry and colorimetry as claimed in claim 5, wherein the molecular platform is used for detecting iodine simple substance by ultraviolet spectrometry, and the method comprises the following steps:
firstly, dissolving a molecular platform for detecting different forms of iodine by a spectrometry method and a colorimetric method in an organic solvent which can be mutually dissolved with water to prepare a solution with a concentration of 0.10-0.50 multiplied by 10–4mmol/L of the platform solution A;
secondly, adding the object to be tested into the platform solution A, and standing for 0.5-10 hours to obtain a test sample B;
thirdly, measuring the ultraviolet spectrum of the platform solution A, and recording the absorbance at the position with the absorption wavelength of 530nm as AA；
Fourthly, taking the supernatant of the test sample B, measuring the ultraviolet spectrum of the supernatant, and recording the absorbance A at the position of the absorption wavelength of 530nmB；
Fifth, compare AAAnd ABIf A isA＞6ABThen, the iodine simple substance is judged to be contained in the object to be detected.
9. The use of the molecular platform for spectroscopic and colorimetric detection of different forms of iodine as claimed in claim 5, wherein the molecular platform is used in a method for detecting elemental iodine by fluorescence spectroscopy, comprising the following steps:
firstly, dissolving a molecular platform for detecting different forms of iodine by a spectrometry method and a colorimetric method in an organic solvent which can be mutually dissolved with water to prepare a solution with a concentration of 0.10-0.50 multiplied by 10–4mmol/L of the platform solution A;
secondly, adding the object to be tested into the platform solution A, and standing for 0.5-10 hours to obtain a test sample B;
thirdly, measuring the fluorescence spectrum of the platform solution A, and respectively recording the fluorescence intensity at the position with the emission wavelength of 500nm as IA；
Fourthly, taking the supernatant of the test sample B, measuring the fluorescence spectrum of the supernatant, and measuring the fluorescence intensity I at the position of the emission wavelength of 500nmB；
Fifth, compare IAAnd IBIf I isA＞18IBThen, the iodine simple substance is judged to be contained in the object to be detected.
10. Use of a molecular platform for spectroscopic and colorimetric detection of different forms of iodine according to claim 5, wherein the method for colorimetric detection of iodine vapor using the molecular platform is carried out according to the following steps:
firstly, dissolving a molecular platform for detecting different forms of iodine by a spectrometry method and a colorimetric method in an organic solvent which can be mutually dissolved with water to prepare a platform stock solution A with the concentration of 0.50-1.00 multiplied by 10–3mol/L；
Secondly, diluting the platform stock solution A obtained in the first step into a solution with the concentration of 0.10-0.50 multiplied by 10 by using a HEPES solution with the concentration of 0.010mol/L, pH-7.40–4A platform solution B of mol/L;
thirdly, cutting qualitative filter paper into strips, soaking the strips in the platform solution B for 1-2 hours, and drying to obtain molecular platform test paper strips for detecting iodine in different forms by using a spectrometry method and a colorimetric method;
fourthly, under the irradiation of natural light, the platform test strip is colorless; under the irradiation of a handheld ultraviolet lamp, the platform test strip is green;
fifthly, after the platform test strip obtained in the third step is placed in a test sample environment for 30-150 minutes, observing the platform test strip under natural light, and if the platform test strip is changed from colorless to yellow, indicating that iodine vapor is contained in the test sample; and observing under a handheld ultraviolet lamp, and if the platform test strip is changed from bright green to dark yellow, indicating that iodine vapor is contained in the test sample.
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| CN113004206A (en) * | 2021-03-11 | 2021-06-22 | 齐齐哈尔大学 | Naphthalene derivative fluorescent probe and preparation method and application thereof |
| CN113004206B (en) * | 2021-03-11 | 2022-06-17 | 齐齐哈尔大学 | Naphthalene derivative fluorescent probe and preparation method and application thereof |
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