Application of a Y-type donor-acceptor structure material in gas chromatography analysis

By using Y-type donor (D-A) structural functional materials as stationary phase in gas chromatography, the problem of insufficient selectivity and separation performance in the prior art is solved, and efficient separation of complex samples and isomers is achieved. , demonstrates good thermal stability and repeatability.

CN118980775BInactive Publication Date: 2024-12-31WEIFANG MEDICAL UNIV
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Patent Information

Application Number
CN202411450582.3
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2024-10-17
Publication Date
2024-12-31
Estimated Expiration
Not applicable · inactive patent

AI Technical Summary

Technical Problem

The selectivity and separation performance of stationary phases in existing gas chromatography analysis is insufficient, especially when dealing with complex samples and difficult isomers, where efficient solutions are lacking.

Method used

Using a Y-type donor (D-A) structure functional material as the stationary phase of gas chromatography, it is used to separate various isomers by coating it on the inner wall of the capillary column, combining simple preparation methods and low-cost raw materials to achieve Efficient separation.

Benefits of technology

It achieves high selectivity and separation ability for components of similar properties, has good thermal stability and repeatability, and is suitable for gas chromatography analysis, especially when separating difficult-to-separate isomer mixtures.

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Abstract

The present invention relates to an application of a material based on a Y-type donor-acceptor structure in gas chromatography analysis, and belongs to the technical field of functional material application. The structural formula of the Y-type donor-acceptor structure functional material used in the present invention is: #imgabs0#. The Y-type donor-acceptor (D-A) material provided by the present invention, as a GC stationary phase, shows high selectivity for components with similar physicochemical properties, and can efficiently separate various mixtures of components with different polarities, especially various isomer mixtures that are difficult to separate. The Y-type donor-acceptor (D-A) functional material of the present invention is used as a GC stationary phase material for the first time. It has a stable structure, good thermal stability, good solubility and film-forming properties in organic solvents, and provides advantages for the preparation of high-efficiency chromatographic columns.
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Description

Technical Field

[0001] The invention relates to an application of a Y-type donor-acceptor structure material in gas chromatography analysis, belonging to the technical field of functional material application. Background Art

[0002] GC has high efficiency in separation, qualitative and quantitative analysis, and has been widely used in the analysis and determination of complex sample components in various fields. Among them, the core and key of chromatographic separation and analysis is the selectivity and separation performance of the chromatographic stationary phase.

[0003] At present, high-efficiency organic solar cells usually use DA structure materials. The D-A structure is composed of donor units (D units) with strong electron-donating ability and acceptor units (A units) with strong electron-withdrawing ability arranged alternately. The advantages of the D-A structure are obvious intramolecular charge transfer (ICT) effect, high absorption coefficient, adjustable energy band gap, and the conjugation of the polymer main chain and the intermolecular stacking effect make its carrier mobility very high in both the horizontal and vertical directions. Y-type DA materials are highly modifiable and easy to derivatize. This type of structure exhibits good thermal stability and planarity, which promotes the stacking of molecules and effectively promotes the charge transfer between molecules. It can be used as an excellent device and is widely used in organic solar cells.

[0004] At present, there is no report on the application of Y-type donor-acceptor (DA) structure materials in chromatographic separation. Summary of the invention

[0005] In view of the shortage of high-performance gas chromatography stationary phases, the present invention provides an application of a functional material based on a Y-type donor-acceptor (DA) structure in gas chromatography analysis. When the material is used as a chromatographic stationary phase in gas chromatography analysis, it exhibits high selectivity and separation ability for various components and isomers with similar properties. Moreover, the chromatographic column prepared using this type of functional material has good thermal stability, repeatability and reproducibility, and has a good application prospect in gas chromatography separation.

[0006] The present invention also provides a method for preparing the above-mentioned chromatographic column based on the Y-shaped donor-acceptor (DA) structure functional material. The method has low raw material cost, simple method and high chromatographic column separation efficiency.

[0007] The technical solution adopted by the present invention to achieve the above-mentioned purpose is:

[0008] The present invention provides an application of a Y-type donor-acceptor structure functional material in gas chromatography analysis, wherein the structural formula of the Y-type donor-acceptor structure functional material is:

[0009] .

[0010] The Y-type donor-acceptor structure functional material provided by the present invention is used as a gas chromatographic stationary phase in gas chromatographic analysis.

[0011] Preferably, the Y-type donor-acceptor structure-based functional material is used as a gas chromatography stationary phase to separate trimethylbenzene isomers, diethylbenzene isomers, trichlorobenzene isomers, dibromobenzene isomers, cresol isomers or chlorotoluene isomers.

[0012] The preparation route of the chromatographic column based on the Y-type donor-acceptor (DA) structure functional material of the present invention is: coating the functional material provided by the present invention onto the inner wall surface of the capillary column as the stationary phase of gas chromatography separation, which can be used for gas chromatography analysis and determination.

[0013] The beneficial effects of the present invention are:

[0014] (1) The Y-type donor-acceptor (DA) structure functional material described in the present invention, as a GC stationary phase, exhibits high selectivity for components with similar properties and can efficiently separate mixtures of various components with different polarities, especially mixtures of various isomers that are difficult to separate.

[0015] (2) The Y-type donor-acceptor (DA) structure functional material of the present invention has a stable structure, good thermal stability, good solubility and film-forming properties in organic solvents, is easy to prepare a chromatographic column with high column efficiency, and is suitable as a gas chromatography stationary phase material. BRIEF DESCRIPTION OF THE DRAWINGS

[0016] Figure 1 This is a chromatogram of a mixed sample of non-polar isomers of trimethylbenzene separated by a Y-type donor-acceptor (DA) structure material; the substances corresponding to chromatographic peaks 1 to 3 are: 1,3,5-trimethylbenzene, 1,2,4-trimethylbenzene, 1,2,3-trimethylbenzene;

[0017] Figure 2 This is a chromatogram of the separation of diethylbenzene isomers by Y-type donor-acceptor (DA) structure materials; the substances corresponding to the chromatographic peaks 1 to 3 in the figure are: m-diethylbenzene, p-diethylbenzene and o-diethylbenzene;

[0018] Figure 3 This is the separation chromatogram of the Y-type donor-acceptor (DA) structural material on a mixture of trichlorobenzene isomers; wherein the substances corresponding to the chromatographic peaks 1 to 3 are: 1,3,5-trichlorobenzene, 1,2,4-trichlorobenzene and 1,2,3-trichlorobenzene;

[0019] Figure 4 This is the separation chromatogram of the Y-type donor-acceptor (DA) structural material p-dibromobenzene isomer mixture; wherein the substances corresponding to the chromatographic peaks 1 to 3 are: m-dibromobenzene, p-dibromobenzene and o-dibromobenzene;

[0020] Figure 5 This is the separation chromatogram of the Y-type donor-acceptor (DA) structural material p-cresol isomer mixture; the substances corresponding to the chromatographic peaks 1 to 3 are: o-cresol, p-cresol and m-cresol;

[0021] Figure 6 This is the separation chromatogram of the Y-type donor-acceptor (DA) structure material para-chlorotoluene isomer mixture; wherein, the substances corresponding to the chromatographic peaks 1 to 3 are: o-chlorotoluene, m-chlorotoluene and p-chlorotoluene, respectively. DETAILED DESCRIPTION

[0022] The present invention is further described below in conjunction with the accompanying drawings and specific embodiments, wherein the methods are conventional methods unless otherwise specified, and the raw materials can be obtained from public commercial channels unless otherwise specified.

[0023] The Y-type donor-acceptor (DA) structure functional material used in the present invention was purchased from Jiaxing Hepu Optoelectronics Technology Co., Ltd.

[0024] Example 1

[0025] The steps for preparing a capillary column using a Y-shaped donor-acceptor (DA) structure functional material as the stationary phase are as follows:

[0026] A quartz capillary column of a certain length (5 m~30 m) with an inner diameter of 0.25 μm and an outer diameter of 0.25 mm was first rinsed with dichloromethane for 20 min, and then aged at 260°C for 3 h under a nitrogen atmosphere; then, a saturated solution of sodium chloride and methanol was continuously introduced into the capillary column under nitrogen pressure until the outflowing liquid became turbid, and the solution in the capillary column was discharged, and then maintained at 200°C for 3 h under nitrogen; the functional material based on the Y-type donor-acceptor (DA) structure was dissolved in dichloromethane to prepare a stationary phase solution of appropriate concentration (0.10 mg / mL~0.50 mg / mL, w / v), and ultrasonically treated for 5 min later, the stationary phase solution was passed into the capillary column, one end of the capillary column was sealed, and the other end was connected to a vacuum pump. The solvent was evaporated in a 40°C water bath, and the stationary phase was deposited on the inner wall of the capillary column. The capillary column was then aged under the following aging conditions: first kept at 40°C for 30 min, then heated to 180°C at a heating rate of 1°C / min and kept for 6 h. The aged capillary column was a chromatographic column that could be used for GC analysis.

[0027] Effect Example 1

[0028] Using the method provided in Example 1, the Y-type donor-acceptor (DA) structure functional material was dissolved in dichloromethane to prepare a stationary phase solution with a concentration of 0.5 mg / mL, and a quartz capillary chromatographic column (10 m x 0.25 μm x 0.25 mm) was prepared. The separation was performed using the quartz capillary chromatographic column. The separation results are shown in Figure 1 to Figure 6 ;in, Figure 1 to Figure 6 The chromatographic parameters were as follows: nitrogen as carrier gas, carrier gas flow rate: 1 mL / min, flow rate was carrier gas flow rate split ratio 50:1; Figure 1 The temperature is constant at 120°C; Figure 2 The temperature is constant at 80°C; Figure 3 The temperature was programmed to rise from 60°C to 5°C / min to 140°C; Figure 4 The temperature was programmed to rise from 60°C to 5°C / min to 140°C; Figure 5 The temperature was programmed to rise from 60°C to 5°C / min to 140°C; Figure 6 The temperature is kept constant at 80°C. Figure 1 to Figure 6 It can be seen that the chromatographic peak shape obtained by using the Y-type donor-acceptor (DA) structure functional material as the stationary phase for gas chromatography separation has good symmetry and exhibits good chromatographic separation performance.

[0029] Figure 1~Figure 2 The analytes were non-polar aromatic hydrocarbons, and the peaks of all analytes were sharp and symmetrical. The results showed that this type of stationary phase had good separation ability for non-polar alkane analytes. The Y-type donor-acceptor (DA) structure functional material chromatographic column achieved baseline separation for each pair of adjacent aromatic hydrocarbon components; Figure 3~Figure 6 In the experiment, isomers with different polarities were selected to further investigate the chromatographic column. These isomers include dibromobenzene, trichlorobenzene and chlorotoluene isomers with medium polarity. Among them, dibromobenzene isomers and chlorotoluene isomers are medium polar isomers, and the polarity of the cresol isomer mixture is relatively large. From the figure, we can see that both non-polar and highly polar isomers have achieved good separation effects on this chromatographic column.

[0030] In summary, the above are only preferred embodiments of the present invention and are not intended to limit the protection scope of the present invention. Any modifications, equivalent substitutions, improvements, etc. made within the spirit and principles of the present invention should be included in the protection scope of the present invention.

Claims

1. An application of a Y-type donor-acceptor structure functional material in gas chromatography analysis, characterized in that: The structural formula of the Y-type donor-acceptor structure functional material is: ; The Y-type donor-acceptor structure-based functional material is used as a gas chromatography stationary phase.

2. The use of the Y-type donor-acceptor structure functional material in gas chromatography analysis according to claim 1, characterized in that: The functional material based on the Y-type donor-acceptor structure is used for separating trimethylbenzene isomers, diethylbenzene isomers, trichlorobenzene isomers, dibromobenzene isomers, cresol isomers or chlorotoluene isomers.