Method for detecting purity of N-phenyl-3-carbazole boric acid

Abstract

The invention relates to the technical field of compound analysis, and particularly discloses a method for detecting the purity of N-phenyl-3-carbazole boric acid. Detection is carried out according to the following high performance liquid chromatography conditions: a chromatographic column: ZORBAX SB-C18, 4.6 mm * 150 mm, 5 [mu] m; a mobile phase A is an acetic acid aqueous solution; a mobile phase B is a mixed solution of acetic acid-methanol-acetonitrile; the detection wavelength is 242 nm to 270 nm, and gradient elution is carried out. Methodology research and verification show that the method disclosed by the invention is relatively good in sensitivity, accuracy and reproducibility, accurate detection of the purity of the N-phenyl-3-carbazole boric acid can be realized by using a simpler method, the defect that the purity of the N-phenyl-3-carbazole boric acid cannot be accurately detected in the prior art is overcome, and the method is suitable for industrial production. Therefore, an effective guarantee is provided for improving and better controlling the quality of N-phenyl-3-carbazole boric acid and downstream products, and the consistency and stability of the quality of the downstream products are guaranteed.

Description

Technical Field

[0001] The invention relates to the technical field of compound analysis, and in particular to a method for detecting the purity of N-phenyl-3-carbazole boronic acid. Background Art

[0002] N-phenyl-3-carbazole boronic acid is an important chemical intermediate, especially an important intermediate for the synthesis of organic optoelectronic materials. At present, organic optoelectronic materials have been widely used in organic / polymer light-emitting diodes (OLED / PLED), photodetectors, organic solar cells (OSC), nonlinear optical devices, organic field effect transistors (OFET), etc. N-phenyl-3-carbazole boronic acid shows good application prospects in the field of optoelectronic materials, and its demand is increasing day by day.

[0003] The purity of N-phenyl-3-carbazole boronic acid directly affects the quality of downstream products, and then affects the performance of optoelectronic materials or optoelectronic devices. However, there is no literature report on the purity detection of N-phenyl-3-carbazole boronic acid. Therefore, in order to better monitor the quality of N-phenyl-3-carbazole boronic acid and improve the performance of downstream optoelectronic materials, it is necessary to provide a method for detecting the purity of N-phenyl-3-carbazole boronic acid. Summary of the invention

[0004] Aiming at the problem that the purity of N-phenyl-3-carbazole boronic acid cannot be accurately detected in the prior art, the present invention provides a method for detecting the purity of N-phenyl-3-carbazole boronic acid.

[0005] In order to solve the above technical problems, the technical solution provided by the present invention is:

[0006] A method for detecting the purity of N-phenyl-3-carbazole boronic acid, using high performance liquid chromatography for detection, the chromatographic conditions are:

[0007] Chromatographic column: ZORBAX SB-C18, 4.6mm*150mm, 5μm;

[0008] Mobile phase A: acetic acid aqueous solution;

[0009] Mobile phase B: a mixed solution of acetic acid-methanol-acetonitrile;

[0010] UV detector, detection wavelength: 242nm-270nm;

[0011] Gradient elution, the elution procedure of the gradient elution is as follows:

[0012] 0 min, 28%-32% mobile phase A, 72%-68% mobile phase B;

[0013] 8 min, 28%-32% mobile phase A, 72%-68% mobile phase B;

[0014] 25 min, 8%-12% mobile phase A, 92%-88% mobile phase B;

[0015] 35 min, 8%-12% mobile phase A, 92%-88% mobile phase B;

[0016] 35.1 min, 28%-32% mobile phase A, 72%-68% mobile phase B;

[0017] 38min, 28%-32% mobile phase A, 72%-68% mobile phase B.

[0018] It should be noted that the detection method provided by the present invention is applicable to the purity detection of existing commercially available N-phenyl-3-carbazole boronic acid and N-phenyl-3-bromocarbazole boronic acid obtained by reacting with borate ester after lithium halogen exchange.

[0019] During the detection process, the inventors found that N-phenyl-3-carbazole boronic acid contains N-phenyl-3-hydroxycarbazole impurity, and the content of this impurity in different batches of N-phenyl-3-carbazole boronic acid varies greatly, with the largest content reaching about 0.2%. In addition, this impurity is difficult to separate from N-phenyl-3-carbazole boronic acid, and the retention time is close, which affects the accurate detection of product purity.

[0020] Compared with the prior art, the method for detecting the purity of N-phenyl-3-carbazole boronic acid provided by the present invention adopts ZORBAXSB-C18, 4.6mm*150mm, 5μm chromatographic column, through a specific mobile phase, in a specific gradient elution mode, to achieve effective separation of N-phenyl-3-hydroxycarbazole and N-phenyl-3-carbazole boronic acid, and can accurately detect the purity of N-phenyl-3-carbazole boronic acid. And the method provided by the present invention is studied and verified by methodologies such as precision and sensitivity, and it is found that the method of the present invention has good sensitivity, accuracy, and reproducibility, and can accurately detect the purity of N-phenyl-3-carbazole boronic acid with a simpler method, making up for the deficiency that the prior art cannot accurately detect N-phenyl-3-carbazole boronic acid, thereby providing effective guarantee for improving and better controlling the quality of N-phenyl-3-carbazole boronic acid and downstream products, and is conducive to ensuring the consistency and stability of the quality of downstream products.

[0021] Preferably, in mobile phase A, the volume concentration of the acetic acid aqueous solution is 0.3%-0.5%; in mobile phase B, the volume ratio of methanol to acetonitrile is 40-60:60-40, and the volume concentration of acetic acid in the mixed solution is 0.3%-0.5%.

[0022] Further preferably, in mobile phase A, the volume concentration of the acetic acid aqueous solution is 0.4%; in mobile phase B, the volume ratio of methanol to acetonitrile is 50:50, and the volume concentration of acetic acid in the mixed solution is 0.4%.

[0023] The preferred mobile phase can better separate N-phenyl-3-carbazole boronic acid and impurities without generating baseline interference, and can effectively improve the peak shape, thereby making the detection result more accurate and precise.

[0024] Preferably, the elution procedure of the gradient elution is as follows:

[0025] 0 min, 30% mobile phase A, 70% mobile phase B;

[0026] 8 min, 30% mobile phase A, 70% mobile phase B;

[0027] 25 min, 10% mobile phase A, 90% mobile phase B;

[0028] 35 min, 10% mobile phase A, 90% mobile phase B;

[0029] 35.1 min, 30% mobile phase A, 70% mobile phase B;

[0030] 38 min, 30% mobile phase A, 70% mobile phase B.

[0031] The preferred gradient elution sequence can improve the separation degree between N-phenyl-3-carbazole boronic acid and impurities and the detection sensitivity, making the detection result accurate and highly precise.

[0032] Preferably, the detection wavelength is 254 nm.

[0033] Preferably, the column temperature is 25°C-40°C.

[0034] More preferably, the column temperature is 30°C.

[0035] Preferably, the flow rate is 1.0 mL / min-1.5 mL / min.

[0036] More preferably, the flow rate is 1.0 mL / min.

[0037] The optimal flow rate can effectively separate the components in the product and make the peak time of each component appropriate, while saving detection time and not affecting the separation effect of impurities.

[0038] Preferably, the injection volume is 5 μL.

[0039] The optimal detection conditions can achieve a higher degree of separation between N-phenyl-3-carbazole boronic acid and the impurities it contains, thereby realizing accurate detection of N-phenyl-3-carbazole boronic acid, and further guiding the adjustment of the synthesis process of N-phenyl-3-carbazole boronic acid, which is beneficial to ensuring the stability and consistency of the quality of downstream products.

[0040] Preferably, the concentration of the test solution is 0.5 g / L.

[0041] Preferably, the concentration of the reference solution is 0.5 g / L.

[0042] Furthermore, the solvent for preparing the test solution and the reference solution is tetrahydrofuran.

[0043] The detection method provided by the present invention can realize accurate detection of N-phenyl-3-carbazole boronic acid, is conducive to timely regulation of the synthesis process, thereby ensuring the quality of downstream products, and the entire operation process is reliable and controllable, suitable for practical application and promotion, and has high practical value. BRIEF DESCRIPTION OF THE DRAWINGS

[0044] Figure 1 is a chromatogram of the N-phenyl-3-carbazole boronic acid reference substance solution in Example 1;

[0045] Figure 2 is the chromatogram of N-phenyl-3-carbazoleboronic acid test solution-1 in Example 1;

[0046] Figure 3 The chromatogram of N-phenyl-3-carbazole boronic acid test solution-2 in Example 1;

[0047] Figure 4 is a chromatogram of the N-phenyl-3-carbazole boronic acid test solution in Example 2;

[0048] Figure 5 is a chromatogram of the N-phenyl-3-carbazole boronic acid test solution in Example 3;

[0049] Figure 6 It is the chromatogram of the N-phenyl-3-carbazole boronic acid test solution in Comparative Example 1;

[0050] Figure 7 It is the chromatogram of the N-phenyl-3-carbazole boronic acid test solution in Comparative Example 2;

[0051] Figure 8 The chromatogram of the N-phenyl-3-carbazole boronic acid test solution in Comparative Example 3;

[0052] Fig. 9 This is the chromatogram of the N-phenyl-3-carbazole boronic acid test solution in Comparative Example 4. DETAILED DESCRIPTION

[0053] In order to make the purpose, technical solution and advantages of the present invention more clearly understood, the present invention is further described in detail below in conjunction with the embodiments. It should be understood that the specific embodiments described herein are only used to explain the present invention and are not used to limit the present invention.

[0054] The reagents used in the following examples and comparative examples are all chromatographic grade reagents and are commercially available unless otherwise specified.

[0055] Example 1

[0056] 1.1. Preparation of solution:

[0057] (1) Blank solvent: tetrahydrofuran.

[0058] (2) Test solution and reference solution:

[0059] Accurately weigh 0.05 g of N-phenyl-3-carbazoleboronic acid test sample, add it to a 100 mL volumetric flask, dissolve it in tetrahydrofuran and dilute it to volume, filter it through a 0.22 μm filter membrane to obtain the test sample solution.

[0060] Accurately weigh 0.05 g of N-phenyl-3-carbazole boronic acid reference substance, add it to a 100 mL volumetric flask, dissolve it in tetrahydrofuran and dilute it to volume, filter it through a 0.22 μm filter membrane to obtain a reference substance solution.

[0061] (3) Mobile phase:

[0062] Mobile phase A: Accurately measure 4 mL of glacial acetic acid and add it to a 1000 mL volumetric flask, dilute to volume with deionized water, and filter through a 0.22 μm filter membrane to obtain a 0.4% acetic acid aqueous solution, i.e., mobile phase A.

[0063] Mobile phase B: Accurately measure 4 mL of glacial acetic acid and add it to a 1000 mL volumetric flask. Make up to volume with a mixed solution of methanol and acetonitrile in a volume ratio of 1:1. Filter through a 0.22 μm filter membrane to obtain a 0.4% acetic acid-methanol-acetonitrile mixed solution, i.e., mobile phase B.

[0064] 1.2. Detection method of N-phenyl-3-carbazole boronic acid. The chromatographic conditions are as follows:

[0065] Chromatographic column: ZORBAX SB-C18, 4.6mm*150mm, 5μm;

[0066] Mobile phase A: 0.4% acetic acid in water;

[0067] Mobile phase B: 0.4% acetic acid-methanol-acetonitrile (methanol:acetonitrile = 50:50, v / v) mixed solution;

[0068] Detection wavelength: 254nm;

[0069] Flow rate: 1.0 mL / min;

[0070] Injection volume: 5 μL;

[0071] Column temperature: 30°C;

[0072] Gradient elution, the elution program is as follows:

[0073] 0 min, 30% mobile phase A, 70% mobile phase B;

[0074] 8 min, 30% mobile phase A, 70% mobile phase B;

[0075] 25 min, 10% mobile phase A, 90% mobile phase B;

[0076] 35 min, 10% mobile phase A, 90% mobile phase B;

[0077] 35.1 min, 30% mobile phase A, 70% mobile phase B;

[0078] 38 min, 30% mobile phase A, 70% mobile phase B.

[0079] Accurately weigh N-phenyl-3-carbazole boronic acid reference substance, prepare reference substance solution according to the above method, detect the reference substance solution according to the above chromatographic conditions, and record the chromatogram. The chromatogram of the reference substance solution is as follows: Figure 1 shown.

[0080] Accurately weigh different batches of N-phenyl-3-carbazole boronic acid test samples, prepare test solutions according to the above method, detect them according to the above chromatographic conditions, and record the chromatograms. The chromatograms of test solution-1 and test solution-2 are as follows: Figure 2 , Figure 3 The test results are shown in Table 1.

[0081] Table 1

[0082]

[0083] See also Figure 1 The peak time of N-phenyl-3-hydroxycarbazole in the reference solution is 6.612 min, the peak time of N-phenylcarbazole is 17.832 min, the peak time of N-phenyl-3-carbazole boronic acid is 7.348 min, the purity of N-phenyl-3-carbazole boronic acid is 99.5095%, and the content of N-phenyl-3-hydroxycarbazole is 0.0017%.

[0084] See also Figure 2The elution time of N-phenyl-3-hydroxycarbazole in the test solution-1 is 6.626min, the elution time of N-phenylcarbazole is 17.837min, and the elution time of N-phenyl-3-carbazole boronic acid is 7.353min. The peak width of the main peak is appropriate, the separation degree of N-phenyl-3-hydroxycarbazole and N-phenyl-3-carbazole boronic acid is good, the purity of N-phenyl-3-carbazole boronic acid is 99.9013%, and the content of N-phenyl-3-hydroxycarbazole is 0.0065%.

[0085] See also Figure 3 The elution time of N-phenyl-3-hydroxycarbazole in the test solution-2 is 6.599min, the elution time of N-phenylcarbazole is 17.834min, and the elution time of N-phenyl-3-carbazole boronic acid is 7.348min. The peak width of the main peak is appropriate, the separation degree of N-phenyl-3-hydroxycarbazole and N-phenyl-3-carbazole boronic acid is good, the purity of N-phenyl-3-carbazole boronic acid is 99.4088%, and the content of N-phenyl-3-hydroxycarbazole is 0.1012%.

[0086] Example 2

[0087] This embodiment provides a method for detecting N-phenyl-3-carbazole boronic acid, and the chromatographic conditions are as follows:

[0088] Chromatographic column: ZORBAX SB-C18, 4.6mm*150mm, 5μm;

[0089] Mobile phase A: 0.4% acetic acid in water;

[0090] Mobile phase B: 0.4% acetic acid-methanol-acetonitrile (methanol:acetonitrile = 50:50, v / v) mixed solution;

[0091] Detection wavelength: 254nm;

[0092] Flow rate: 1.5 mL / min;

[0093] Injection volume: 5 μL;

[0094] Column temperature: 30°C;

[0095] Gradient elution, the elution program is as follows:

[0096] 0 min, 30% mobile phase A, 70% mobile phase B;

[0097] 8 min, 30% mobile phase A, 70% mobile phase B;

[0098] 25 min, 10% mobile phase A, 90% mobile phase B;

[0099] 35 min, 10% mobile phase A, 90% mobile phase B;

[0100] 35.1 min, 30% mobile phase A, 70% mobile phase B;

[0101] 38 min, 30% mobile phase A, 70% mobile phase B.

[0102] Accurately weigh 0.05 g of N-phenyl-3-carbazole boronic acid test or reference substance, add it to a 100 mL volumetric flask, dissolve it with tetrahydrofuran and dilute it to volume, filter it through a 0.22 μm filter membrane to obtain a test solution or a reference solution, inject the test solution and the reference solution into the above conditions for detection, and record the chromatogram. The chromatogram of the test solution is as follows: Figure 4 shown.

[0103] The elution time of N-phenyl-3-hydroxycarbazole is 4.425 min, the elution time of N-phenyl-3-carbazole boronic acid is 4.924 min, the elution time of N-phenylcarbazole is 14.050 min, and the separation degree between the main peak and N-phenyl-3-hydroxycarbazole is 1.98, which is poorer than that of Example 1, but can meet the requirement that the separation degree of quantitative detection is greater than 1.5.

[0104] Example 3

[0105] This embodiment provides a method for detecting N-phenyl-3-carbazole boronic acid, and the chromatographic conditions are as follows:

[0106] Chromatographic column: ZORBAX SB-C18, 4.6mm*150mm, 5μm;

[0107] Mobile phase A: 0.4% acetic acid in water;

[0108] Mobile phase B: 0.4% acetic acid-methanol-acetonitrile (methanol:acetonitrile = 50:50, v / v) mixed solution;

[0109] Detection wavelength: 254nm;

[0110] Flow rate: 1.0 mL / min;

[0111] Injection volume: 5 μL;

[0112] Column temperature: 40°C;

[0113] Gradient elution, the elution program is as follows:

[0114] 0 min, 30% mobile phase A, 70% mobile phase B;

[0115] 8 min, 30% mobile phase A, 70% mobile phase B;

[0116] 25 min, 10% mobile phase A, 90% mobile phase B;

[0117] 35 min, 10% mobile phase A, 90% mobile phase B;

[0118] 35.1 min, 30% mobile phase A, 70% mobile phase B;

[0119] 38 min, 30% mobile phase A, 70% mobile phase B.

[0120] The test solution and the reference solution were prepared according to the method of Example 1, and the test solution and the reference solution were injected and tested according to the above chromatographic conditions, and the chromatograms were recorded. The chromatogram of the test solution is as follows: Figure 5 shown.

[0121] The elution time of N-phenyl-3-hydroxycarbazole is 6.532min, the elution time of N-phenyl-3-carbazole boronic acid is 7.244min, and the elution time of N-phenylcarbazole is 17.863min. The separation degree of each component is good, which proves that N-phenyl-3-carbazole boronic acid can be accurately detected under the column temperature conditions.

[0122] Example 4

[0123] This embodiment provides a method for detecting N-phenyl-3-carbazole boronic acid. The chromatographic conditions are the same as those in Example 1, except that the detection wavelengths are replaced with 242 nm and 270 nm, respectively. The other chromatographic conditions are exactly the same. The detection results show that the separation of each component is good, and accurate detection of N-phenyl-3-carbazole boronic acid can be achieved within the detection range of 242-270 nm wavelength.

[0124] Example 5

[0125] Methodological validation:

[0126] 1. Precision

[0127] Reference solution: Accurately weigh 0.05 g of N-phenyl-3-carbazoleboronic acid reference substance, add it to a 100 mL volumetric flask, dissolve it in tetrahydrofuran and dilute it to volume, filter it through a 0.22 μm filter membrane to obtain a reference solution.

[0128] The reference solution was taken for HPLC detection, and the sample was injected and tested 6 times continuously. The spectrum was recorded. The test results are shown in Table 2.

[0129] Table 2

[0130] Peak time / min Peak area purity / % First stitch 7.519 11388.5 99.5311 Second stitch 7.586 11314.2 99.5044 The third needle 7.602 11373.9 99.5167 Fourth needle 7.566 11296.3 99.5059 Fifth stitch 7.554 11344.1 99.5159 Sixth stitch 7.563 11391.6 99.5265 Standard Deviation 0.025987176 36.45049916 0.009763495 average value 7.565 11351.43333 99.51675 Relative standard deviation 0.344％ 0.321％ 0.010％

[0131] The results show that after 6 consecutive tests, the relative deviations of the peak time, peak area and purity of N-phenyl-3-carbazole boronic acid were all less than 0.4%, which is less than the requirement that the relative deviation should be less than 2%, proving that the method of the present invention has good precision.

[0132] 2. Linear range

[0133] N-phenyl-3-carbazole boronic acid was accurately measured to prepare a series of linear solutions, and each linear solution was taken for HPLC detection and the spectrum was recorded. The standard curve was drawn with concentration (μg / mL) as the abscissa and peak area as the ordinate, and the regression equation was calculated. The results are shown in Table 3.

[0134] Table 3

[0135] Concentration μg / mL Peak area 0.065 13.5 0.201 26.6 0.405 52.1 1.204 161.9 2.010 272.0 4.110 512.1 12.067 1575.4 20.155 2579.7 41.201 5300.1 70.302 9040.7 140.400 18100.4 200.101 25810.1 401.012 51590.0

[0136] The results show that N-phenyl-3-carbazole boronic acid has a good linear relationship in the concentration range of 0.201-401.012 μg / mL, and the regression equation is Y=128.71x+5.0638. The linear correlation coefficient R 2 =1.

[0137] 3. Limit of detection and limit of quantification

[0138] The reference solution prepared above was diluted with tetrahydrofuran to form a series of solutions, and the determination was carried out according to the chromatographic conditions determined above. The detection limit was when the signal-to-noise ratio was ≥3:1, and the quantification limit was when the signal-to-noise ratio was ≥10:1. The results are shown in Table 4.

[0139] Table 4

[0140]

[0141] The results showed that the detection limit of N-phenyl-3-carbazoleboronic acid was 0.201 μg / mL and the quantification limit was 0.065 μg / mL.

[0142] Comparative Example 1

[0143] This comparative example provides a method for detecting N-phenyl-3-carbazole boronic acid. The detection conditions are different from those in Example 1 only in that the mobile phase B is methanol. The other detection conditions are exactly the same as those in Example 1. The test solution and the reference solution are prepared according to the method in Example 1, and the detection is performed according to the above conditions, and the chromatogram is recorded. The chromatogram of the test solution is as shown in FIG. Figure 6 shown.

[0144] It can be seen from the figure that under the detection conditions, the peak of N-phenyl-3-carbazole boronic acid is severely delayed and tailed, the peak of the impurity N-phenyl-3-hydroxycarbazole overlaps with the peak of N-phenyl-3-carbazole boronic acid, and N-phenylcarbazole has no peak.

[0145] Comparative Example 2

[0146] This comparative example provides a method for detecting N-phenyl-3-carbazole boronic acid. The detection conditions are different from those in Example 1 only in that the mobile phase B is acetonitrile. The other detection conditions are exactly the same as those in Example 1. A test solution and a reference solution are prepared according to the method in Example 1, and the detection is performed according to the above conditions, and the chromatogram is recorded. The chromatogram of the test solution is as shown in FIG. Figure 7 shown.

[0147] It can be seen from the figure that under the detection conditions, the peak of N-phenyl-3-carbazole boronic acid is severely delayed and tailed, the peak of the impurity N-phenyl-3-hydroxycarbazole overlaps with the peak of N-phenyl-3-carbazole boronic acid, and N-phenylcarbazole has no peak.

[0148] Comparative Example 3

[0149] This comparative example provides a method for detecting N-phenyl-3-carbazole boronic acid. The detection conditions thereof are different from those in Example 1 only in the gradient elution order. The other detection conditions are exactly the same. The specific elution order is:

[0150] 0 min, 90% mobile phase A, 10% mobile phase B;

[0151] 8 min, 90% mobile phase A, 10% mobile phase B;

[0152] 25 min, 20% mobile phase A, 80% mobile phase B;

[0153] 35 min, 20% mobile phase A, 80% mobile phase B;

[0154] 35.1 min, 90% mobile phase A, 10% mobile phase B;

[0155] 38 min, 90% mobile phase A, 10% mobile phase B.

[0156] Prepare the test solution and the reference solution according to the method of Example 1, and test them respectively according to the above conditions, and record the chromatogram. The chromatogram of the test solution is as follows: Figure 8 shown.

[0157] It can be seen from the figure that under the gradient conditions, the peaks of N-phenyl-3-hydroxycarbazole and N-phenyl-3-carbazole boronic acid overlap, the elution time of N-phenylcarbazole is 22.139 min, the impurity separation is poor, and the peak width of N-phenyl-3-carbazole boronic acid is large, which does not meet the requirements for accurate detection.

[0158] Comparative Example 4

[0159] This comparative example provides a method for detecting N-phenyl-3-carbazole boronic acid. The detection conditions are different from those in Example 1 only in that the chromatographic column is replaced with ACE Excel 5C18-AR, 4.6 mm*150 mm, 5 μm, and the other chromatographic conditions are exactly the same.

[0160] Prepare the test solution and the reference solution according to the method of Example 1, and test them respectively according to the above conditions, and record the chromatogram. The chromatogram of the test solution is as follows: Fig. 9 shown.

[0161] It can be seen from the figure that the peaks of impurity N-phenyl-3-hydroxycarbazole and N-phenyl-3-carbazole boronic acid are not separated, and N-phenylcarbazole has no peak. The peak time of N-phenyl-3-carbazole boronic acid is too early, which does not meet the requirements for accurate detection of N-phenyl-3-carbazole boronic acid.

[0162] The above description is only a preferred embodiment of the present invention and is not intended to limit the present invention. Any modification, equivalent substitution or improvement made within the spirit and principle of the present invention should be included in the protection scope of the present invention.

Claims

1. A method for detecting the purity of N-phenyl-3-carbazole boronic acid, characterized in that: High performance liquid chromatography was used for detection, and the chromatographic conditions were: Chromatographic column: ZORBAX SB-C18, 4.6mm*150mm, 5μm; Mobile phase A: acetic acid aqueous solution; Mobile phase B: a mixed solution of acetic acid-methanol-acetonitrile; UV detector, detection wavelength: 242nm-270nm; Gradient elution, the elution procedure of the gradient elution is as follows: 0 min, 28%-32% mobile phase A, 72%-68% mobile phase B; 8 min, 28%-32% mobile phase A, 72%-68% mobile phase B; 25 min, 8%-12% mobile phase A, 92%-88% mobile phase B; 35 min, 8%-12% mobile phase A, 92%-88% mobile phase B; 35.1 min, 28%-32% mobile phase A, 72%-68% mobile phase B; 38min, 28%-32% mobile phase A, 72%-68% mobile phase B.

2. The method for detecting the purity of N-phenyl-3-carbazole boronic acid according to claim 1, characterized in that: In mobile phase A, the volume concentration of the acetic acid aqueous solution is 0.3%-0.5%; in mobile phase B, the volume ratio of methanol to acetonitrile is 40-60:60-40, and the volume concentration of acetic acid in the mixed solution is 0.3%-0.5%.

3. The method for detecting the purity of N-phenyl-3-carbazole boronic acid according to claim 2, characterized in that: In mobile phase A, the volume concentration of the acetic acid aqueous solution is 0.4%; in mobile phase B, the volume ratio of methanol to acetonitrile is 50:50, and the volume concentration of acetic acid in the mixed solution is 0.4%.

4. The method for detecting the purity of N-phenyl-3-carbazole boronic acid according to claim 1, characterized in that: The elution procedure of the gradient elution is as follows: 0 min, 30% mobile phase A, 70% mobile phase B; 8 min, 30% mobile phase A, 70% mobile phase B; 25 min, 10% mobile phase A, 90% mobile phase B; 35 min, 10% mobile phase A, 90% mobile phase B; 35.1 min, 30% mobile phase A, 70% mobile phase B; 38 min, 30% mobile phase A, 70% mobile phase B.

5. The method for detecting the purity of N-phenyl-3-carbazole boronic acid according to claim 1, characterized in that: The detection wavelength is 254 nm.

6. The method for detecting the purity of N-phenyl-3-carbazole boronic acid according to claim 1, characterized in that: The column temperature is 25℃-40℃.

7. The method for detecting the purity of N-phenyl-3-carbazole boronic acid according to claim 1, characterized in that: The flow rate is 1.0mL / min-1.5mL / min.

8. The method for detecting the purity of N-phenyl-3-carbazole boronic acid according to claim 7, characterized in that: The flow rate was 1.0 mL / min.

9. The method for detecting the purity of N-phenyl-3-carbazole boronic acid according to claim 1, characterized in that: The injection volume was 5 μL.

10. The method for detecting the purity of N-phenyl-3-carbazole boronic acid according to claim 1, characterized in that: The concentration of the test solution is 0.5 g / L.

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