Analysis method of bis (diisopropylamino) (2-cyanoethoxy) phosphine and application of bis (diisopropylamino) (2-cyanoethoxy) phosphine

Abstract

The invention discloses an analysis method of bis (diisopropylamino) (2-cyanoethoxy) phosphine and application of the analysis method, and the analysis method comprises the step of detecting a to-be-detected sample containing the bis (diisopropylamino) (2-cyanoethoxy) phosphine by using gas chromatography or gas chromatography-mass spectrometry, a chromatographic column adopted by the gas chromatography or the gas chromatography-mass spectrometry is a methyl polysiloxane chromatographic column. The analysis method is simple to operate, short in analysis time, capable of effectively separating bis (diisopropylamino) (2-cyanoethoxy) phosphine from impurities and high in detection efficiency; and monitoring of the reaction process, impurity control and detection of finished product quality can be met at the same time.

Description

Technical Field

[0001] The invention belongs to the technical field of analytical chemistry, and in particular relates to an analytical method for bis(diisopropylamino)(2-cyanoethoxy)phosphine. Background Art

[0002] Bis(diisopropylamino)(2-cyanoethoxy)phosphine, as an electron-rich organic phosphine compound, has shown wide application potential in organic synthesis and medicine. This substance can be used as a chemical synthesis raw material in organic synthesis. The nitrogen phosphine bond in its structure can undergo a nucleophilic substitution reaction under the attack of a strong nucleophilic reagent. This reaction property provides the possibility for its application in organic synthesis, especially in the synthesis of phosphitylated nucleotides.

[0003] The purity and impurities of bis(diisopropylamino)(2-cyanoethoxy)phosphine are strictly controlled indicators for its downstream products, especially in the synthesis of pharmaceutical intermediates. Therefore, it is particularly important to have a simple, fast and accurate analysis method for monitoring the reaction and finished product of bis(diisopropylamino)(2-cyanoethoxy)phosphine.

[0004] At present, nuclear magnetic analysis is generally used, which can only detect the purity of bis(diisopropylamino)(2-cyanoethoxy)phosphine. In addition, nuclear magnetic instruments are expensive, maintenance costs are expensive, and it is also impossible to conduct qualitative and quantitative research on various impurities and monitor the reaction process. Summary of the invention

[0005] In view of the deficiencies in the prior art, the present invention provides an analysis method for bis(diisopropylamino)(2-cyanoethoxy)phosphine, which is a gas chromatography (GC) or gas chromatography-mass spectrometry (GC-MS) analysis method. The method can detect bis(diisopropylamino)(2-cyanoethoxy)phosphine and its related impurities separately at one time, and analyze and characterize each impurity in combination with gas chromatography-mass spectrometry. The analysis method is simple to operate and has a short analysis time. It can effectively separate bis(diisopropylamino)(2-cyanoethoxy)phosphine from impurities and has high detection efficiency. It can simultaneously meet the monitoring of the reaction process, impurity control and finished product quality detection.

[0006] Bis(diisopropylamino)(2-cyanoethoxy)phosphine has the structure shown below: .

[0007] According to one aspect of the present invention, a method for analyzing bis(diisopropylamino)(2-cyanoethoxy)phosphine is provided, the method comprising detecting a sample containing bis(diisopropylamino)(2-cyanoethoxy)phosphine using gas chromatography or gas chromatography-mass spectrometry, wherein the chromatographic column used in the gas chromatography or gas chromatography-mass spectrometry is a methylpolysiloxane chromatographic column.

[0008] In some embodiments, the conditions of gas chromatography or gas chromatography-mass spectrometry include: the chromatographic column is a medium polar methyl polysiloxane chromatographic column.

[0009] In some embodiments, the chromatography column is a medium polarity 50% phenyl-methylpolysiloxane chromatography column.

[0010] In some embodiments, the conditions of gas chromatography or gas chromatography-mass spectrometry include: increasing the temperature in a gradient manner.

[0011] In some embodiments, the gradient temperature increase includes: initial temperature 38-42°C, holding time 4-6 min; heating rate: 8-12°C / min, final temperature: 275-285°C, holding time 10-14 min.

[0012] In some embodiments, the gradient temperature increase includes: initial temperature 40° C., holding time 5 min; heating rate: 10° C. / min, final temperature: 280° C., holding time 12 min.

[0013] In some embodiments, the conditions of gas chromatography or gas chromatography-mass spectrometry include: an injection port temperature of 275-285°C, preferably 280°C.

[0014] In some embodiments, the conditions of gas chromatography or gas chromatography-mass spectrometry include: the detector temperature is 295-305°C, preferably 300°C.

[0015] In some embodiments, the conditions of the gas chromatography or gas chromatography-mass spectrometry include: injection port temperature column temperature 280°C; column temperature: initial temperature 40°C, holding time 5min; heating rate: 10°C / min, final temperature: 280°C, holding time 12min., running 41min; detector temperature 300°C.

[0016] In some embodiments, the conditions of gas chromatography or gas chromatography-mass spectrometry include: a column flow rate of 0.8-1.2 mL / min, preferably 1.0 mL / min.

[0017] In some embodiments, the conditions of gas chromatography or gas chromatography-mass spectrometry include: an air flow rate of 390-410 mL / min, preferably 400 mL / min.

[0018] In some embodiments, the conditions of gas chromatography or gas chromatography-mass spectrometry include: a hydrogen flow rate of 38-42 mL / min, preferably 40 mL / min.

[0019] In some embodiments, the conditions of gas chromatography or gas chromatography-mass spectrometry include: a tail blow flow rate of 23-27 mL / min, preferably 25 mL / min.

[0020] In some embodiments, the conditions of gas chromatography or gas chromatography-mass spectrometry include: the injection method is split injection.

[0021] In some embodiments, the conditions of gas chromatography or gas chromatography-mass spectrometry include: injecting samples using a split single autosampler.

[0022] In some embodiments, the conditions of gas chromatography or gas chromatography-mass spectrometry include: split ratio (8-12): 1, preferably 10:1.

[0023] In some embodiments, the conditions of the gas chromatography or gas chromatography-mass spectrometry include: column flow rate of 1.0 ml / min; air flow rate of 400 ml / min; hydrogen flow rate of 40 ml / min; tail gas flow rate of 25 ml / min. Split injection, split ratio of 10:1.

[0024] In some embodiments, the conditions of gas chromatography or gas chromatography-mass spectrometry include: an injection volume of 0.8-1.2 μL, preferably 1.0 μL.

[0025] In some embodiments, the conditions of gas chromatography or gas chromatography-mass spectrometry include: split single autosampler injection, 1.0 μL.

[0026] In some embodiments, the gas chromatography conditions include: the chromatographic column is a medium polarity DB-17, a 50% phenyl-methyl polysiloxane chromatographic column, or other chromatographic columns with the same performance.

[0027] In some specific embodiments, the gas chromatograph uses a medium polarity DB-17, 30m×0.32mm×0.25µm, 50%-phenyl-methylpolysiloxane capillary chromatograph.

[0028] In some embodiments, the conditions for gas chromatography-mass spectrometry include: the conditions for gas chromatography-mass spectrometry include: the chromatographic column is a SH-I-MS Cap. Column capillary chromatographic column, or other chromatographic columns with the same performance.

[0029] In some embodiments, the conditions for gas chromatography-mass spectrometry include: the chromatographic column is SH-I-MS Cap. Column, 30m×0.25mm×0.25µm, a capillary chromatographic column.

[0030] In some specific embodiments, Shimadzu GCMS-QP2020NX is used, Shimadzu SH-I-MS Cap. Column 30m×0.25mm×0.25µm capillary column is used, and the gradient heating method is used. The main peak and impurities can be effectively separated. The instrument and chromatographic column can be replaced with those with the same performance.

[0031] In some embodiments, in the gas chromatography-mass spectrometry, the mass spectrometry conditions include: an electron bombardment ion source, an ionization energy of 65-75 eV, preferably 70 eV.

[0032] In some embodiments, in the gas chromatography-mass spectrometry, the mass spectrometry conditions include: an ion source temperature of 240-260°C, preferably 250°C.

[0033] In some embodiments, in the gas chromatography-mass spectrometry, the mass spectrometry conditions include: an interface temperature of 270-290°C, preferably 280°C.

[0034] In some embodiments, in the gas chromatography-mass spectrometry, the mass spectrometry conditions include: a mass-to-nuclear ratio of 50-600.

[0035] In some embodiments, in the gas chromatography-mass spectrometry, the mass spectrometry conditions include: electron bombardment ion source, ionization energy of 70ev, ion source temperature of 250°C, interface temperature of 280°C, and mass-to-nuclear ratio of 50-600.

[0036] In some embodiments, in the gas chromatography-mass spectrometry, the mass spectrometry conditions include: using a split flow injection method, preferably, using a split flow single automatic injector for injection.

[0037] In some embodiments, the sample to be tested includes a product containing bis(diisopropylamino)(2-cyanoethoxy)phosphine or a reaction solution of bis(diisopropylamino)(2-cyanoethoxy)phosphine. Preferably, the reaction solution is prepared using 3-hydroxyacrylonitrile, diisopropylamine, and phosphorus trichloride as raw materials.

[0038] In some embodiments, the sample to be tested includes bis(diisopropylamino)(2-cyanoethoxy)phosphine and impurities.

[0039] In some embodiments, the solvent in the sample to be tested includes dichloromethane.

[0040] In some embodiments, the impurities include incompletely reacted raw materials and / or by-products.

[0041] In some embodiments, the unreacted raw materials include but are not limited to wait.

[0042] In some embodiments, the byproducts include but are not limited to , , , or One or more of the above.

[0043] In some embodiments, the reaction solution and the bis(diisopropylamino)(2-cyanoethoxy)phosphine product monitored during the reaction can be prepared into a sample with a concentration of 20,000-30,000 ppm using dichloromethane as a solvent for detection.

[0044] In some embodiments, the method further comprises: separating or performing qualitative and / or quantitative analysis on the sample to be tested according to the chromatogram obtained by the detection.

[0045] In some embodiments, the external standard curve method is used to quantitatively analyze bis(diisopropylamino)(2-cyanoethoxy)phosphine.

[0046] In some embodiments, the quantitative analysis is calculated as area percentage.

[0047] In other embodiments, the quantitative analysis can accurately quantify bis(diisopropylamino)(2-cyanoethoxy)phosphine by external standard method. The external standard method requires the use of standard bis(diisopropylamino)(2-cyanoethoxy)phosphine in advance to prepare a standard curve.

[0048] According to a second aspect of the present invention, there is provided an application of the method described in the first aspect in production control and product quality control of bis(diisopropylamino)(2-cyanoethoxy)phosphine.

[0049] In some embodiments, the method is used to separate bis(diisopropylamino)(2-cyanoethoxy)phosphine and its impurities, or to qualitatively and / or quantitatively detect bis(diisopropylamino)(2-cyanoethoxy)phosphine. Gas chromatography-mass spectrometry is mainly used to qualitatively characterize the impurities in the reaction solution of bis(diisopropylamino)(2-cyanoethoxy)phosphine and the impurities in the bis(diisopropylamino)(2-cyanoethoxy)phosphine product. It is beneficial to control the generation of key impurities in the reaction, and the impact of key impurities on downstream products can be analyzed for the product. All impurities can be analyzed from the mass spectrum. It is beneficial to control the reaction and to the in-depth study of the reaction mechanism. BRIEF DESCRIPTION OF THE DRAWINGS

[0050] Figure 1 A blank GC spectrum is shown.

[0051] Figure 2 A GC spectrum of a bis(diisopropylamino)(2-cyanoethoxy)phosphine sample is shown. DETAILED DESCRIPTION

[0052] In order to make the purpose, technical scheme and advantages of the present invention more clearly understood, the present invention is further described in detail below in conjunction with the accompanying drawings and embodiments. The specific embodiments described herein are only used to explain the present invention and are not intended to constitute any limitation to the present invention. In addition, in the following description, the description of known structures and technologies is omitted to avoid unnecessary confusion of the concepts of the present disclosure. Such structures and technologies are also described in many publications.

[0053] The present invention provides a method for analyzing bis(diisopropylamino)(2-cyanoethoxy)phosphine by gas chromatography, and the method can detect bis(diisopropylamino)(2-cyanoethoxy)phosphine and its related impurities separately at one time by gas chromatography. The gas chromatography-mass spectrometry analysis is mainly used to qualitatively characterize the impurities in the reaction solution of bis(diisopropylamino)(2-cyanoethoxy)phosphine and the impurities in the bis(diisopropylamino)(2-cyanoethoxy)phosphine product. The reaction is beneficial to control the generation of key impurities, and the product can analyze the influence of key impurities on downstream products.

[0054] In some embodiments, the gas phase method comprises the steps of: In some embodiments, the reaction solution and the bis(diisopropylamino)(2-cyanoethoxy)phosphine product for monitoring the reaction process of bis(diisopropylamino)(2-cyanoethoxy)phosphine can be directly sampled and tested.

[0055] In some embodiments, if the viscosity of bis(diisopropylamino)(2-cyanoethoxy)phosphine is high, dichloromethane can be used as a solvent, and the sample to be tested can be prepared to a concentration of 20,000-30,000 ppm for detection through experimental verification of linearity, stability, and accuracy.

[0056] In some embodiments, the gas chromatography conditions include: the gas chromatography column is medium polarity DB-17, 50% phenyl-methyl polysiloxane, 30m×0.32mm×0.25µm.

[0057] In some embodiments, the gas chromatography conditions include: using an Agilent GC 8860 gas chromatograph, an Agilent DB-17 30m×0.32mm×0.25µm medium polar (50%-phenyl)-methyl polysiloxane capillary chromatographic column, and a gradient heating method. The instrument and chromatographic column can be replaced with those with the same performance.

[0058] In some embodiments, the gas chromatography conditions include the following instrument parameters: injection port temperature column temperature 280°C; column temperature: initial temperature 40°C, holding time 5min; heating rate: 10°C / min, final temperature: 280°C, holding time 12min. Run 41min; detector temperature 300°C.

[0059] In some embodiments, the gas chromatography conditions include the following carrier gas and flow rates: column flow rate: 1.0 mL / min; air flow rate: 400 mL / min; hydrogen flow rate: 40 mL / min; tail gas flow rate: 25 mL / min. Split injection, split ratio of 10:1.

[0060] In some embodiments, the gas chromatography conditions include: the injection method is split single automatic injector injection, and the injection volume is 1.0 μL.

[0061] In a second aspect, the gas chromatography-mass spectrometry method comprises the following steps: In some embodiments, the reaction solution and the bis(diisopropylamino)(2-cyanoethoxy)phosphine product monitored during the reaction can be prepared into a sample with a concentration of 20,000-30,000 ppm using dichloromethane as a solvent for detection.

[0062] In some embodiments, Shimadzu GCMS-QP2020NX is used, Shimadzu SH-I-MS Cap. Column 30m×0.25mm×0.25µm capillary chromatographic column is used, and the gradient heating method is used. The main peak and impurities can be effectively separated. The instrument and chromatographic column can be replaced with those with the same performance.

[0063] In some embodiments, the mass spectrometry conditions include: electron bombardment ion source, ionization energy of 70 eV, ion source temperature of 250°C, interface temperature of 280°C, mass-to-nuclear ratio of 50-600. In some embodiments, the mass spectrometry conditions include: the injection method is split single autosampler injection.

[0064] By this method, bis(diisopropylamino)(2-cyanoethoxy)phosphine and its related impurities can be effectively separated and the impurities can be identified.

[0065] Example

[0066] Example 1

[0067] This embodiment provides a gas chromatography analysis method for bis(diisopropylamino)(2-cyanoethoxy)phosphine.

[0068] Test solution: Laboratory-made bis(diisopropylamino)(2-cyanoethoxy)phosphine (prepared using 3-hydroxyacrylonitrile, diisopropylamine, and phosphorus trichloride as raw materials) was prepared into a solution with a concentration of 20,000 ppm using dichloromethane as solvent and filtered using a 0.45 µm nylon filter membrane as the test solution.

[0069] Chromatography and chromatographic column: Agilent GC 8860 GC gas chromatograph was used, and the chromatographic column was Agilent DB-1730m×0.32mm×0.25µm medium polar (50%-phenyl)-methyl polysiloxane capillary column. The gradient heating method was as follows: injection port temperature column temperature 280℃; column temperature: initial temperature 40℃, holding time 5min; heating rate: 10℃ / min, final temperature: 280℃, holding time 12min. Run time 41min; detector temperature 300℃.

[0070] Carrier gas and flow rate: column flow rate: 1.0mL / min; air flow rate: 400mL / min; hydrogen flow rate: 40mL / min; tail gas flow rate: 25mL / min. Split injection, the split ratio can be set to 10:1.

[0071] Injection method: split single autosampler injection, injection 1.0μl.

[0072] Blank GC spectrum Figure 1 The GC spectrum of the bis(diisopropylamino)(2-cyanoethoxy)phosphine test solution is shown in Figure 2 As shown, bis(diisopropylamino)(2-cyanoethoxy)phosphine is quantified according to the area percentage of the GC spectrum, or accurately quantified by an external standard method.

[0073] Example 2 Methodology Validation The analytical method for bis(diisopropylamino)(2-cyanoethoxy)phosphine established in Example 1 was subjected to methodological verification experiments on accuracy, stability, detection limit, quantification limit and linearity.

[0074] (1) Accuracy experiment According to the method of Example 1, the bis(diisopropylamino)(2-cyanoethoxy)phosphine test solution (prepared at a concentration of 20000 ppm) was measured in parallel 5 times to obtain a GC spectrum, and the detection concentration of bis(diisopropylamino)(2-cyanoethoxy)phosphine was calculated based on the peak area.

[0075] The results showed that the relative error between the prepared concentration and the detected concentration was 0.18, indicating that the analytical method disclosed in the present invention has high accuracy.

[0076] (2) Linear experiment Bis(diisopropylamino)(2-cyanoethoxy)phosphine was prepared into solutions of five different concentration levels using dichloromethane, namely 10000ppm, 20000ppm, 25000ppm, 30000ppm and 50000ppm, and filtered using a 0.45µm nylon filter membrane to serve as standard solutions.

[0077] The above standard solution was measured according to the method of Example 1, and each concentration was measured twice. The peak area Y was linearly regressed against the concentration X to draw a standard curve. The linear equation is: y=0.3023x+74.527, linear correlation coefficient R 2 =0.9998.

[0078] (3) Detection limit and quantification limit experiments For bis(diisopropylamino)(2-cyanoethoxy)phosphine, the detection limit corresponding to a 3-fold signal-to-noise ratio (S / N=3) was 81.52 μg / mL, and the quantification limit corresponding to a 10-fold signal-to-noise ratio (S / N=3) was 269.02 μg / mL. (4) Stability and precision experiments The bis(diisopropylamino)(2-cyanoethoxy)phosphine test solution (prepared at a concentration of 20,000 ppm) was injected 6 times to obtain a GC spectrum, and the detection concentration of bis(diisopropylamino)(2-cyanoethoxy)phosphine was calculated based on the peak area.

[0079] The results showed that the relative standard deviation (RSD) value was 1.61%, indicating that the analytical method disclosed in the present invention has high precision and good stability.

[0080] Example 3 Screening of chromatographic columns The bis(diisopropylamino)(2-cyanoethoxy)phosphine test solution (prepared at a concentration of 20000 ppm) was measured in the same manner as in Example 1, except that different gas chromatography columns (both purchased from Agilent) were used. The test results showed that: (1) Non-polar column DB-1, 100% methyl polysiloxane, 30m×0.32mm×0.25µm, the separation between the main peak and the impurity peak is poor.

[0081] (2) Non-polar column HP-5, 5% phenyl-methylpolysiloxane, 30 m × 0.32 mm × 0.25 µm, main peak with tailing.

[0082] (3) Medium polarity DB-1701, 14% cyanopropylphenyl-methylpolysiloxane, 30m×0.32mm×0.25µm, the separation between the main peak and the impurity peak is poor.

[0083] (4) Medium polarity DB-17, 50% phenyl-methyl polysiloxane, 30m×0.32mm×0.25µm, can effectively separate the main peak and impurity peaks, and there is no tailing of the main peak.

[0084] Example 4

[0085] This embodiment provides a gas chromatography-mass spectrometry method for bis(diisopropylamino)(2-cyanoethoxy)phosphine.

[0086] Gas chromatography-mass spectrometry is mainly used to qualitatively characterize the impurities in the reaction solution of bis(diisopropylamino)(2-cyanoethoxy)phosphine and the impurities in the product of bis(diisopropylamino)(2-cyanoethoxy)phosphine. It is beneficial to control the generation of key impurities in the reaction, and the impact of key impurities on downstream products can be analyzed for the product.

[0087] In the following tests, the test liquid is the same as the test liquid in Example 1.

[0088] A Shimadzu GCMS-QP2020NX was used, using a Shimadzu SH-I-MS Cap. Column 30m×0.25mm×0.25µm capillary column, and the gradient heating method was the same as in Example 1.

[0089] Mass spectrometry conditions: electron bombardment ion source, ionization energy of 70 eV, ion source temperature of 250 °C, interface temperature of 280 °C, mass-to-nuclear ratio: 50-600.

[0090] Injection method: split single autosampler injection. Injection 1.0μL, split injection, split ratio can be set to 10:1.

[0091] All impurities can be analyzed from the mass spectrum. According to the mass spectrum analysis, the qualitative key impurities are shown in Table 1 below: Table 1

[0092] The technical solution of the present invention is not limited to the above-mentioned specific embodiments. All technical variations made according to the technical solution of the present invention fall within the protection scope of the present invention.

Claims

1. A method for analyzing bis(diisopropylamino)(2-cyanoethoxy)phosphine, characterized in that: The analysis method comprises using gas chromatography or gas chromatography-mass spectrometry to detect a sample containing bis(diisopropylamino)(2-cyanoethoxy)phosphine, and the chromatographic column used in the gas chromatography or gas chromatography-mass spectrometry is a methylpolysiloxane chromatographic column.

2. The method according to claim 1, characterized in that The conditions of the gas chromatography or gas chromatography-mass spectrometry include: The chromatographic column is a medium polar methyl polysiloxane chromatographic column; and / or The temperature is increased by a gradient heating method.

3. The method according to claim 1, characterized in that The conditions of the gas chromatography or gas chromatography-mass spectrometry include: The chromatographic column is a medium polarity 50% phenyl-methyl polysiloxane column; and / or The gradient temperature increase includes: initial temperature 38-42°C, holding time 4-6min; heating rate: 8-12°C / min, final temperature: 275-285°C, holding time 10-14min; and / or Inlet temperature is 275-285°C; and / or Detector temperature is 295-305°C; and / or Column flow rate is 0.8-1.2mL / min; and / or Air flow rate of 390-410 mL / min; and / or The hydrogen flow rate is 38-42 mL / min; and / or The tail gas flow rate is 23-27 mL / min; The injection method is split injection; and / or Split ratio (8-12): 1; and / or The injection volume was 0.8-1.2 μL.

4. The method according to claim 1, characterized in that: The conditions of the gas chromatography or gas chromatography-mass spectrometry include: The gradient heating includes: initial temperature 40°C, holding time 5min; heating rate: 10°C / min, final temperature: 280°C, holding time 12min; The injection port temperature is 280°C; and / or The detector temperature is 300°C; and / or Column flow rate is 1.0 mL / min; and / or Air flow rate of 400 mL / min; and / or The hydrogen flow rate is 40 mL / min; and / or The tail gas flow rate is 25mL / min; and / or The injection method is split single autosampler injection; and / or A split ratio of 10:1; and / or The injection volume was 1.0 μL.

5. The method according to claim 1, characterized in that The gas chromatography conditions include: the chromatographic column is a medium polar DB-17, 50% phenyl-methyl polysiloxane chromatographic column; and / or The conditions for the gas chromatography-mass spectrometry include: the chromatographic column is a SH-I-MS Cap. Column capillary chromatographic column.

6. The method according to claim 1, characterized in that In the gas chromatography-mass spectrometry, the mass spectrometry conditions include: electron bombardment ion source, ionization energy is 65-75eV; and / or The ion source temperature is 240-260°C; and / or Interface temperature is 270-290°C; and / or Mass-to-nuclear ratio: 50-600; and / or The injection method was split flow injection.

7. The method according to claim 1, characterized in that The sample to be tested includes a product containing bis(diisopropylamino)(2-cyanoethoxy)phosphine or a reaction solution of bis(diisopropylamino)(2-cyanoethoxy)phosphine; and / or The sample to be tested includes And selected from , , , , , or One or more of; and / or The solvent in the sample to be tested includes dichloromethane.

8. The method according to claim 1, characterized in that The method further comprises: separating the sample to be tested or performing qualitative and / or quantitative analysis according to the chromatogram obtained by the detection.

9. Use of the method according to any one of claims 1 to 8 in the production control and product quality control of bis(diisopropylamino)(2-cyanoethoxy)phosphine.

10. The use according to claim 9, characterized in that: The method is used for separating bis(diisopropylamino)(2-cyanoethoxy)phosphine and its impurities, or for qualitatively and / or quantitatively detecting bis(diisopropylamino)(2-cyanoethoxy)phosphine.

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