CN113588619B - Application of 2-aminophenylboronic acid in detection of carbon dioxide content - Google Patents
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Abstract
2-Aminophenylboronic acid in carbon dioxide (CO) 2 ) Application in content detection, belonging to the technical field of analysis. The 2-aminophenylboronic acid aqueous solution can emit very strong fluorescence (with the intensity of I) 0 ). 2-aminophenylboronic acid aqueous solution is introduced intoWith CO 2 After mixing the gas (removing CO) 2 Besides, the component of the mixed gas is N 2 、O 2 One or more of air or Ar), the fluorescence intensity of the aqueous 2-aminophenylboronic acid solution decreases, and after a short aeration (about 30s), the fluorescence intensity reaches an equilibrium value (intensity I). The data processing result shows-lgI/I 0 With CO in the mixed gas 2 The volume percentage of (c) exhibits a good linear relationship. Based on the above properties, 2-aminophenylboronic acid is applied to CO 2 And (5) detecting the content. CO provided by the invention 2 The content detection method is simple, convenient and rapid, has low cost and has practical application value.
Description
Technical Field
The invention belongs to the technical field of analysis, and particularly relates to a method for detecting the content of carbon dioxide based on 2-aminophenylboronic acid.
Background
CO 2 The measurement of the content is of great significance. E.g. in an enclosed space, CO 2 The content of the extract is increased, so that people can suffer from listlessness, headache and even brain damage and death in severe cases; CO 2 2 Is raw material for photosynthesis, and can increase CO in atmosphere 2 High content, high yield of crops, and high content of CO 2 The concentration can inhibit the respiration of the plant, but is not beneficial to the photosynthesis of the plant. At present, CO 2 The content detection method mainly comprises a chemical titration method, a gas chromatography method, an infrared spectroscopy method, an electrochemical method and the like. However, the above method has the disadvantages of long measurement period, complex detection process, high equipment cost, and the like.
Disclosure of Invention
The invention aims to provide a method for detecting the content of carbon dioxide based on 2-aminophenylboronic acid.
The principle of the invention is as follows: the 2-aminophenylboronic acid exists in a dimer form, through intermolecular interaction, the 2-aminophenylboronic acid dimer further aggregates to generate aggregates, and the aggregates can emit very strong fluorescence. In the 2-aminophenylboronic acid aqueous solution, the 2-aminophenylboronic acid still exists in the form of an aggregate, so that the 2-aminophenylboronic acid aqueous solution emits strong fluorescence (with the intensity of I) 0 ). The dynamic chemical bonds of B-N and B-O exist in the dimer of 2-aminophenylboronic acid and are in the presence of CO 2 The aggregate in the 2-aminophenylboronic acid aqueous solution is promoted to be dissociated due to the fracture, and the fluorescence intensity of the 2-aminophenylboronic acid aqueous solution is greatly reduced. Then at N 2 、O 2 Under the action of air or Ar, dynamic chemical bonds of B-N and B-O are regenerated, aggregates are formed again, the fluorescence intensity of the 2-aminophenylboronic acid aqueous solution is obviously enhanced, and the initial fluorescence intensity can be restored finally. When containing CO 2 Mixed gas (except CO) 2 Besides, the component of the mixed gas is N 2 、O 2 One or more of air or Ar) is added into the 2-aminophenylboronic acid aqueous solution, and then CO in the mixed gas 2 The fluorescence intensity of the 2-aminophenylboronic acid aqueous solution can be reduced, the fluorescence intensity of other gas components in the mixed gas can be enhanced, and the fluorescence intensity can reach an equilibrium value (the intensity is I) after the mixed gas is aerated for a certain time. The data processing result shows-lgI/I 0 With CO in the mixed gas 2 The volume percentage of (c) exhibits a good linear relationship. Based on the above properties, 2-aminophenylboronic acid is applied to CO 2 And (5) detecting the content.
The structural formula of the 2-aminophenylboronic acid is as follows:
the structural formula of the 2-aminophenylboronic acid dimer is as follows:
the 2-aminophenylboronic acid aggregates are arranged in the following crystal structure:
the technical problem to be solved by the invention is realized by adopting the following technical scheme:
(1) adding 2-aminophenylboronic acid into distilled water, carrying out ultrasonic oscillation, taking out a sample from an ultrasonic oscillator, and uniformly mixing to obtain a 2-aminophenylboronic acid mother liquor;
(2) adding the mother liquor of 2-aminophenylboronic acidDistilling the water to obtain a 2-aminophenylboronic acid aqueous solution, and carrying out fluorescence spectrum test on the 2-aminophenylboronic acid aqueous solution, wherein the fluorescence intensity is recorded as I 0 ；
(3) Introducing CO 2 Introducing mixed gas with known content into a plurality of 2-aminophenylboronic acid aqueous solutions, and performing fluorescence spectrum test on the sample after the gas introduction is finished, wherein the fluorescence intensity is marked as I;
(4) with CO 2 The content of (a) is the abscissa f CO2 ，–lgI/I 0 For ordinate plotting, the calculated CO is obtained by linear fitting 2 Linear equation of content: -lgI/I 0 ＝Af CO2 Wherein A is a constant value, and is a constant value under a certain fluorescence test condition;
(5) introducing CO 2 Introducing mixed gas with unknown content into 2-aminophenylboronic acid aqueous solution, and then measuring the fluorescence spectrum of the solution, wherein the fluorescence intensity is recorded as I k (ii) a will-lgI k /I 0 Value substitution into the calculation CO 2 Obtaining CO in the mixed gas in a linear equation of the content 2 The content of (a).
In the step (1), the concentration of the 2-aminophenylboronic acid aqueous solution can be 0.5-4 mM, specifically 2 mM; the ultrasonic oscillation time can be 0.3-2h, specifically 1 h.
The volume of the 2-aminophenylboronic acid mother liquor in the step (2) can be 25-400 uL, specifically 100 uL; the volume of the distilled water is 5-20 mL, and specifically 10 mL.
In the above steps (3) and (5), CO is removed 2 Besides, the component of the mixed gas is N 2 、O 2 One or more of air and Ar, specifically N 2 (ii) a CO in mixed gas 2 The volume percentage of (A) is 0-33%; the total flow rate of the gas is 10-90 mL/min -1 (ii) a The aeration time is 30-200 s.
I in the above-mentioned steps (2), (3) and (5) 0 I and I k The fluorescence intensity corresponding to the fixed wavelength of 350-410 nm, specifically 377.5 nm.
The fluorescence spectrum test conditions in the steps (2), (3) and (5) are as follows: the temperature is 5-40 ℃, the excitation wavelength is 280-320 nm, the excitation slit is 2.5-10 nm, and the emission slit is 2.5-10 nm. Specifically, the temperature is 25 ℃, the excitation wavelength is 300nm, the excitation slit is 5nm, and the emission slit is 5 nm.
The invention has the beneficial effects that: based on 2-aminophenylboronic acid, realizes CO 2 And (5) detecting the content. With conventional CO 2 Compared with the content detection method, the method has the advantages of simple operation, low cost, quick response, no need of complex instruments and equipment, and application value in various fields (environment, agriculture, chemical industry and the like).
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FIG. 1 shows an aqueous solution of 2-aminophenylboronic acid (Curve 3) with CO introduced 2 The subsequent 2-aminophenylboronic acid aqueous solution (Curve 2) and CO are introduced first 2 Then N is introduced 2 Fluorescence spectrum corresponding to the 2-aminophenylboronic acid aqueous solution (Curve 3) after gas generation;
FIG. 2 shows the introduction of CO 2 The percentage by volume of (A) is 10.0% (square), 25.0% (circular), 33.3% (triangle), 50% (prismatic), 66.7% (hexagonal), and 100% (pentagram) of CO 2 /N 2 After the gas is mixed, the change curve of the fluorescence intensity of the 2-aminobenzene boric acid aqueous solution along with the time;
FIG. 3 is at-lgI/I at 377.5nm 0 As ordinate, CO 2 Standard curve with volume percentage as abscissa and calculating CO 2 Linear equation of content.
Detailed Description
In order to make the objects, technical solutions and advantages of the embodiments of the present invention clearer, the technical solutions in the embodiments of the present invention will be clearly and completely described below. The examples, in which specific conditions are not specified, were conducted under conventional conditions or conditions recommended by the manufacturer. The reagents or instruments used are not indicated by the manufacturer, and are all conventional products available commercially.
Example 1:
weighing 27.4mg of 2-aminophenylboronic acid, adding the 2-aminophenylboronic acid into 100mL of distilled water, then carrying out ultrasonic oscillation, taking out a sample from an ultrasonic oscillator after 1 hour, and uniformly mixing to obtain 2-aminophenylboronic acid mother liquor with the concentration of 2 mM; adding 100uL of 2-aminophenylboronic acid mother liquor intoObtaining 2-aminophenylboronic acid aqueous solution in 10mL of distilled water, and then carrying out fluorescence spectrum test on the 2-aminophenylboronic acid aqueous solution; the flow rate was 30mL min -1 CO of 2 Introducing gas into 2-aminophenylboronic acid aqueous solution for 60s to obtain introduced CO 2 The latter 2-aminophenylboronic acid aqueous solution is introduced with CO 2 Carrying out fluorescence spectrum test on the 2-aminophenylboronic acid aqueous solution; the flow rate was 30mL min -1 N of (A) 2 Introducing CO into the gas 2 Introducing CO into the 2-aminophenylboronic acid aqueous solution for 40min 2 Then N is introduced 2 Introducing CO into the 2-aminophenylboronic acid aqueous solution after the gas reaction 2 Then N is introduced 2 Performing fluorescence spectrum test on the 2-aminophenylboronic acid aqueous solution after the gas reaction; the fluorescence spectrum test conditions are as follows: the temperature is 25 ℃, the excitation wavelength is 300nm, and the excitation slit and the emission slit are both 5 nm; the fluorescence spectrum is shown in FIG. 1. FIG. 1 shows the introduction of CO into an aqueous solution of 2-aminophenylboronic acid 2 Thereafter, the fluorescence intensity was greatly reduced, followed by inert gas N 2 Under the action of the fluorescent light, the original fluorescence intensity can be recovered.
Example 2:
weighing 27.4mg of 2-aminophenylboronic acid, adding the 2-aminophenylboronic acid into 100mL of distilled water, then carrying out ultrasonic oscillation, taking out a sample from an ultrasonic oscillator after 1 hour, and uniformly mixing to obtain 2-aminophenylboronic acid mother liquor with the concentration of 2 mM; 48 identical 2-aminophenylboronic acid aqueous solutions are prepared, and the preparation method of each 2-aminophenylboronic acid aqueous solution comprises the following steps: adding 100uL of 2-aminophenylboronic acid mother liquor into 10mL of distilled water, and then carrying out fluorescence spectrum test on the 2-aminophenylboronic acid aqueous solution, wherein the fluorescence intensity is marked as I 0 (ii) a The total flow rate of gas was set to 60mL min -1 Introduction of CO into 2 10% by volume of CO 2 /N 2 Introducing the mixed gas into 8 2-aminobenzene boric acid aqueous solutions, wherein the introducing time is respectively set to 2s, 5s, 10s, 20s, 30s, 40s, 50s and 60s, and 8 introduced CO are obtained 2 /N 2 Mixing the gas, introducing CO into 8 pieces of 2-aminophenylboronic acid aqueous solution 2 /N 2 Performing fluorescence spectrum on the 2-aminophenylboronic acid aqueous solution after mixing the gasTest, the fluorescence intensity is recorded as I t (ii) a Changing CO 2 /N 2 CO in mixed gas 2 (iii) by volume (25%, 33.3%, 50%, 66.7% or 100%), repeating the above operations; the fluorescence spectrum test conditions are as follows: the temperature is 25 ℃, the excitation wavelength is 300nm, and the excitation slit and the emission slit are both 5 nm; relative fluorescence intensity (I) at 377.5nm t /I 0 ) Plotted as ordinate versus time abscissa, as in fig. 2; FIG. 2 shows that the fluorescence intensity reached an equilibrium value after 30s of aeration.
Example 3:
weighing 27.4mg of 2-aminophenylboronic acid, adding the 2-aminophenylboronic acid into 100mL of distilled water, then carrying out ultrasonic oscillation, taking out a sample from an ultrasonic oscillator after 1 hour, and uniformly mixing to obtain 2-aminophenylboronic acid mother liquor with the concentration of 2 mM; 12 identical 2-aminophenylboronic acid aqueous solutions are prepared, and the preparation method of each 2-aminophenylboronic acid aqueous solution comprises the following steps: adding 100uL of 2-aminophenylboronic acid mother liquor into 10mL of distilled water; then, the 2-aminophenylboronic acid aqueous solution is subjected to fluorescence spectrum test, and the fluorescence intensity is recorded as I 0 (ii) a Under the same conditions (total gas flow rate set to 60mL min) -1 The length of aeration was set to 60s), CO was added 2 10.0% by volume of CO 2 /N 2 Introducing the mixed gas into 3 2-aminophenylboronic acid aqueous solutions to obtain 3 introduced CO 2 /N 2 Mixing the gas, introducing CO into 3 pieces of 2-aminophenylboronic acid aqueous solution 2 /N 2 Performing fluorescence spectrum test on the 2-aminophenylboronic acid aqueous solution after gas mixing, recording the fluorescence intensity as I, and solving 3 fluorescence spectra at 377.5nm to-lgI/I 0 Average value of (d); changing CO 2 /N 2 CO in mixed gas 2 By volume (16.7%, 25.0% or 33.3%), repeating the above operations; the fluorescence spectrum test conditions are as follows: the temperature is 25 ℃, the excitation wavelength is 300nm, and the excitation slit and the emission slit are both 5 nm; at 377.5 nm-lgI/I 0 Mean value of (A) is ordinate, CO 2 The volume percent is plotted on the abscissa as a standard curve, as shown in FIG. 3. FIG. 3 shows CO 2 When the volume percentage content is in the range of 0-33 percent, -lgI/I 0 With CO 2 Volume percent ofContent (f) CO2 ) Exhibits good linear relation, and the linear equation is-lgI/I 0 ＝1.62f CO2 ，R＝0.998。
Example 4:
weighing 27.4mg of 2-aminophenylboronic acid, adding the 2-aminophenylboronic acid into 100mL of distilled water, then carrying out ultrasonic oscillation, taking out a sample from an ultrasonic oscillator after 1 hour, and uniformly mixing to obtain 2-aminophenylboronic acid mother liquor with the concentration of 2 mM; 12 identical 2-aminophenylboronic acid aqueous solutions are prepared, and the preparation method of each 2-aminophenylboronic acid aqueous solution comprises the following steps: adding 50uL of 2-aminophenylboronic acid mother liquor into 5mL of distilled water, and then carrying out fluorescence spectrum test on the 2-aminophenylboronic acid aqueous solution, wherein the fluorescence intensity is marked as I 0 (ii) a Under the same conditions (total gas flow rate set to 60mL min) -1 The length of aeration was set to 60s), CO was added 2 8.3% (true) by volume of CO 2 /N 2 Introducing the mixed gas into 3 2-aminophenylboronic acid solutions to obtain 3 introduced CO 2 /N 2 Mixing the gas, introducing CO into 3 pieces of 2-aminophenylboronic acid aqueous solution 2 /N 2 The 2-aminophenylboronic acid aqueous solution after the gas mixing is subjected to fluorescence spectrum test, and the fluorescence intensity is recorded as I k (ii) a The above fluorescence spectrum conditions were: the temperature is 25 ℃, the excitation wavelength is 300nm, and the excitation slit and the emission slit are both 5 nm; solving for 3 fluorescence spectra at 377.5 nm-lgI k /I 0 Is substituted into the linear equation of example 3-lgI/I 0 ＝1.62f CO2 To obtain CO in the mixed gas 2 (iv) volume percent (calculated); changing CO 2 /N 2 CO in mixed gas 2 Volume percent (15%, 20% or 30%) and repeat the above procedure. The calculated values are less erroneous than the true values, as shown in table 1.
TABLE 1
| CO 2 True value of content | 8.3％ | 15％ | 20％ | 30％ |
| CO 2 Calculated value of content | 8.0％ | 15.8％ | 20.9％ | 28.9％ |
| Deviation ratio | 3.6％ | 5.3％ | 4.5％ | 3.7％ |
The embodiments described above are some, but not all embodiments of the invention. The detailed description of the embodiments of the present invention is not intended to limit the scope of the invention as claimed, but is merely representative of selected embodiments of the invention. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Claims (7)
1. A method for applying 2-aminophenylboronic acid in detecting carbon dioxide content is characterized by comprising the following steps: (1) adding 2-aminophenylboronic acid into distilled water, carrying out ultrasonic oscillation, taking out a sample from an ultrasonic oscillator, and uniformly mixing to obtain a 2-aminophenylboronic acid mother liquor;
(2) adding the 2-aminophenylboronic acid mother liquor into distilled water to obtain a 2-aminophenylboronic acid aqueous solution, carrying out fluorescence spectrum test on the 2-aminophenylboronic acid aqueous solution, and recording the fluorescence intensity as I 0 ；
(3) Introducing CO 2 And N 2 Sequentially introducing into 2-aminophenylboronic acid aqueous solution to respectively obtain CO 2 After gas treatment and CO 2 -N 2 The gas-treated 2-aminophenylboronic acid solution is subjected to a fluorescence spectrum test to investigate the 2-aminophenylboronic acid in CO 2 And N 2 Fluorescence spectrum property after action;
(4) introducing CO 2 /N 2 Respectively introducing the mixed gas into the 2-aminophenylboronic acid aqueous solution, carrying out fluorescence spectrum test on the sample after the gas introduction is finished, and recording the fluorescence intensity as I t ；
(5) With relative fluorescence intensity I t /I 0 Plotting is carried out by taking the ordinate as the time and taking the abscissa as the time to obtain the time required by the fluorescence intensity to reach the equilibrium value;
(6) introducing CO 2 CO of known content 2 /N 2 Respectively introducing the mixed gas into a plurality of 2-aminophenylboronic acid aqueous solutions, and performing fluorescence spectrum test on the samples after the gas introduction is finished, wherein the fluorescence intensity is marked as I;
(7) with CO 2 Content f of CO2 Is abscissa, -lgI/I 0 For ordinate plotting, the calculated CO is obtained by linear fitting 2 Linear equation of content: -lgI/I 0 ＝Af CO2 Wherein A is a constant value, and is a constant value under a certain fluorescence test condition;
(8) introducing CO 2 CO of unknown content 2 /N 2 Introducing the mixed gas into an aqueous solution of 2-aminophenylboronic acid, and then measuring the fluorescence spectrum of the solution, wherein the fluorescence intensity is recorded as I k (ii) a will-lgI k /I 0 Value substitution into the calculation CO 2 Obtaining CO in the mixed gas in a linear equation of the content 2 The content of (A); by comparing the actual CO introduced 2 Amount and CO 2 Verifying the reliability of the method.
2. The method for detecting the content of carbon dioxide by using 2-aminophenylboronic acid according to claim 1, wherein the concentration of the 2-aminophenylboronic acid mother liquor in the step (1) is 0.5-4 mM, and the ultrasonic oscillation time is 0.3-2 h.
3. The method for detecting the content of carbon dioxide by using 2-aminophenylboronic acid according to claim 1, wherein the volume of the mother solution of 2-aminophenylboronic acid taken in the step (2) is 25 to 200 uL.
4. The method for detecting the content of carbon dioxide of 2-aminophenylboronic acid according to claim 1, wherein the CO is used in the step (3) 2 The gas flow rate of (2) is set to 10 to 90 mL/min -1 Setting the ventilation time to be 2-120 s; n is a radical of 2 The gas flow rate of (2) is set to 10 to 90 mL/min -1 The aeration time is set to 1-60 min.
5. The method for detecting the content of carbon dioxide according to claim 1, wherein the total flow rate of the gas in the step (4) is set to 10-90 mL min -1 The aeration time is set to 0 to 200 s.
6. The method for detecting the content of carbon dioxide of 2-aminophenylboronic acid according to claim 1, wherein I is defined in the steps (2), (6) and (8) 0 I and I k The fluorescence intensity is fixed at a wavelength of 350 to 410 nm.
7. The method for detecting the application of the 2-aminophenylboronic acid to the carbon dioxide content according to the claim 2, characterized in that the aeration time in the step (6) is set to be 30 to 120 s; the fluorescence spectrum test conditions of steps (2), (3), (4), (6), and (8) were: the temperature is 5-40 ℃, the excitation wavelength is 280-320 nm, the excitation slit is 2.5-5 nm, and the emission slit is 2.5-10 nm.
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