CN115166093A - Content detection method of OPPEA - Google Patents
Content detection method of OPPEA Download PDFInfo
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- CN115166093A CN115166093A CN202210826695.3A CN202210826695A CN115166093A CN 115166093 A CN115166093 A CN 115166093A CN 202210826695 A CN202210826695 A CN 202210826695A CN 115166093 A CN115166093 A CN 115166093A
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- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/26—Conditioning of the fluid carrier; Flow patterns
- G01N30/28—Control of physical parameters of the fluid carrier
- G01N30/34—Control of physical parameters of the fluid carrier of fluid composition, e.g. gradient
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/60—Construction of the column
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- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
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- G01N30/74—Optical detectors
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- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
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Abstract
The invention belongs to the technical field of chemical detection, and particularly relates to a content detection method of OPPEA. The method adopts liquid chromatography for content detection, and the chromatographic conditions comprise: the C18 column is taken as a chromatographic column, a water-organic solvent is taken as a mobile phase, the organic solvent is methanol and/or acetonitrile, and the quantification is carried out by adopting an area normalization method, so that the content of OPPEA can be rapidly, simply and accurately detected. The method provided by the invention initiatively detects the content of the synthesized OPPEA so as to better control the quality of the synthesized OPPEA, thereby being beneficial to ensuring that the optical element can meet the requirement of high refractive index.
Description
Technical Field
The invention belongs to the technical field of chemical detection, and particularly relates to a method for detecting high-refractive-index UV monomer OPPEA by using liquid chromatography.
Background
UV curing is widely applied to the fields of coatings, optical displays, ink spraying and the like as a high-efficiency, environment-friendly, energy-saving and accurate curing mode. In some electronic devices such as OLED lighting or liquid crystal displays, there is a certain requirement for the refractive index of the optical element, because the refractive index of the optical element directly affects the light output effect of the OLED light source.
Previously, increasing the refractive index of optical elements has been considered to increase the thickness and curvature of the optical elements, and it was subsequently found that increasing the thickness is detrimental to the weight reduction of the devices, and therefore a high refractive index optical coating was introduced to increase the refractive index. The high refractive index optical coating can not only reduce the thickness of the optical element, but also increase the bending resistance, impact resistance and other properties of the element, and the UV monomer has gained more and more attention as an important component of the optical film or coating, wherein the o-phenylphenoxyethyl acrylate (OPPEA) is widely used due to its excellent transparency and high refractive index, and the refractive index of the device can be effectively controlled by controlling the content of the OPPEA. Therefore, it is necessary to detect the content of the OPPEA prepared newly, but no relevant report about the detection of the content of the OPPEA is found in the prior art.
Disclosure of Invention
In view of the above, the present invention provides a method for rapidly, simply and accurately detecting the content of OPPEA in the synthesis of UV monomers.
The purpose of the invention is realized by the following technical scheme:
the invention provides a method for detecting OPPEA content, which adopts liquid chromatography to detect the content, wherein the chromatographic conditions comprise that:
a chromatographic column: a C18 column;
mobile phase: water-organic solvent, wherein the organic solvent is methanol and/or acetonitrile;
detection wavelength: 254nm.
In the examples of the present invention, isocratic elution was performed using water and acetonitrile in a volume ratio of 2:8.
In the embodiment of the invention, water and methanol in a volume ratio of 2-4:6-8 are used for isocratic elution.
In the embodiment of the invention, the gradient elution is carried out by taking water-methanol as a mobile phase, and the elution procedure comprises the following steps: 0 → 3 minutes → 10 minutes → 13 minutes, the volume percentage of methanol in the mobile phase is 50% → 50% → 80% → 50% → 50%.
In the embodiment of the invention, the flow rate of the mobile phase is 0.8-1.2 mL/min.
In the embodiment of the invention, the temperature of the chromatographic column is 25-40 ℃.
In an embodiment of the present invention, the method for detecting the content of OPPEA further comprises preparing a test solution, including:
the sample was dissolved in HPLC-grade methanol to prepare a solution having a concentration of 15 to 20mg/mL, and then filtered through a 0.45 μm filter membrane.
In an embodiment of the invention, the test article is synthetic OPPEA.
In an embodiment of the present invention, the method for detecting the content of OPPEA further comprises preparing a control solution, comprising:
the OPPEA standard substance is dissolved in HPLC grade methanol to prepare a solution with the concentration of 15-20 mg/mL, and then the solution is filtered by a 0.45 mu m filter membrane.
In an embodiment of the present invention, the method for detecting the content of OPPEA further includes calculating the content of OPPEA in the test sample by using an area normalization method.
Compared with the prior art, the technical scheme of the invention has the following advantages:
the method for detecting the OPPEA content provided by the embodiment of the invention adopts the liquid chromatography for content detection, and the chromatographic conditions comprise that: the C18 column is taken as a chromatographic column, a water-organic solvent is taken as a mobile phase, the organic solvent is methanol and/or acetonitrile, and an area normalization method is adopted for quantification, so that the content of OPPEA can be rapidly, simply and accurately detected. The method provided by the invention initiatively detects the content of the synthesized OPPEA so as to better control the quality of the synthesized OPPEA, thereby being beneficial to ensuring that the optical element can meet the requirement of high refractive index. The method of the invention fills the blank of the lack of quality control of OPPEA at home and abroad, and is beneficial to promoting the formulation and implementation of the OPPEA quality control standard.
Drawings
In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings used in the description of the embodiments or the prior art will be briefly described below, and it is obvious that the drawings in the following description are some embodiments of the present invention, and other drawings can be obtained by those skilled in the art without creative efforts.
FIG. 1 is a chromatogram of a control obtained in example 1 of the present invention;
FIG. 2 is a chromatogram of a sample obtained in example 1 of the present invention;
FIG. 3 is a chromatogram of the test sample obtained in example 2 of the present invention;
FIG. 4 is a chromatogram of a sample obtained in example 3 of the present invention.
Detailed Description
The following examples are provided to further understand the present invention, not to limit the scope of the present invention, but to provide the best mode, not to limit the content and the protection scope of the present invention, and any product similar or similar to the present invention, which is obtained by combining the present invention with other prior art features, falls within the protection scope of the present invention.
The examples do not show the specific experimental steps or conditions, and can be performed according to the conventional experimental steps described in the literature in the field. The reagents or instruments used are not indicated by manufacturers, and are all conventional reagent products which can be obtained commercially.
Example 1
The embodiment provides a method for detecting the content of OPPEA, which adopts liquid chromatography to detect the content and specifically comprises the following steps:
s1, preparation of reference substance solution
40mg of OPPEA industrial standard (OPPEA content: 88%) was dissolved in 2mL of HPLC grade methanol to obtain a solution having a concentration of 20mg/mL, and then filtered through a 0.45 μm filter membrane and filled into a sample bottle to be tested.
S2, detection of reference substance solution
The prepared reference solution was analyzed by Shimadzu liquid chromatograph under the following chromatographic conditions:
and (3) chromatographic column: shim-pack GIST C18 column (4.6X 250 mm);
column temperature: 40 ℃;
mobile phase: (volume ratio) 20% pure water-80% methanol;
flow rate: 1mL/min;
detection wavelength: 254nm;
a detector: photodiode array detectors (PDAs).
A control chromatogram as shown in FIG. 1 was obtained, from which the liquid phase peak-out position of OPPEA (9.296 min) was determined.
S3, preparation of test solution
40mg of the synthesized OPPEA was weighed, dissolved in 2mL of HPLC grade methanol, filtered through a 0.45 μm filter membrane, and filled into a sample bottle for use.
S4, detecting the test solution
Analyzing the sample solution by adopting the chromatographic conditions in the step S2 to obtain a sample chromatogram shown in figure 2, wherein the peak time is 9.312min, quantifying by adopting an area normalization method, and calculating to obtain the content of OPPEA in the sample of 91.28% and the content of OPPEA in the reference substance of 88.97%.
Example 2
The contents are the same as those of example 1 except for the following.
The mobile phase is (volume ratio) 20% pure water-80% acetonitrile.
And obtaining a chromatogram of the test sample as shown in figure 3, wherein the peak-appearance time is advanced to 5.673min, quantifying by adopting an area normalization method, and calculating to obtain the content of OPPEA in the test sample of 90.12%.
Example 3
The contents are the same as those of example 1 except for the following.
Performing gradient elution by using water-methanol as a mobile phase, wherein the elution procedure comprises the following steps: 0 → 3 minutes → 10 minutes → 13 minutes, the volume percentage of methanol in the mobile phase is 50% → 50% → 80% → 50% → 50%.
And (3) obtaining a chromatogram of the test sample as shown in fig. 4, prolonging the peak-appearance time to 18.346min, quantifying by adopting an area normalization method, and calculating to obtain the content of OPPEA in the test sample of 90.86%.
As can be seen from fig. 2, 3 and 4, when methanol is replaced with acetonitrile, the components in the test article are not separated from methanol, and errors are also easily introduced. While the peaks can be clearly separated when the gradient elution is switched, the peak shape is wider and the cost is higher than that of the isocratic elution. Therefore, water was selected: the volume ratio of methanol is 2:8 under isocratic elution conditions.
It should be understood that the above examples are only for clarity of illustration and are not intended to limit the embodiments. Other variations and modifications will be apparent to persons skilled in the art in light of the above description. And are neither required nor exhaustive of all embodiments. And obvious variations or modifications therefrom are within the scope of the invention.
Claims (10)
1. The method for detecting the content of OPPEA is characterized in that the content detection is carried out by adopting liquid chromatography, and the chromatographic conditions comprise:
a chromatographic column: a C18 column;
mobile phase: water-organic solvent, wherein the organic solvent is methanol and/or acetonitrile;
detection wavelength: 254nm.
2. The method for detecting OPPEA content according to claim 1, characterized in that isocratic elution is carried out with water and acetonitrile in a volume ratio of 2:8.
3. The method for detecting the OPPEA content according to claim 1, characterized in that isocratic elution is carried out by using water and methanol in a volume ratio of 2-4:6-8.
4. The method for detecting the OPPEA content in the liquid crystal display panel as claimed in claim 1, wherein the gradient elution is carried out by taking water-methanol as a mobile phase, and the elution procedure comprises the following steps: 0 → 3 minutes → 10 minutes → 13 minutes, the volume percentage of methanol in the mobile phase is 50% → 50% → 80% → 50% → 50%.
5. The method for detecting the OPPEA content according to any one of claims 1-4, characterized in that the flow rate of the mobile phase is 0.8-1.2 mL/min.
6. The method for detecting the OPPEA content according to claim 1, wherein the column temperature of the chromatographic column is 25-40 ℃.
7. The method for detecting the OPPEA content according to any one of claims 1-6, wherein the method for detecting the OPPEA content further comprises the preparation of a test solution, comprising:
a sample was dissolved in HPLC-grade methanol to prepare a solution having a concentration of 15 to 20mg/mL, and then the solution was filtered through a 0.45-. Mu.m filtration membrane.
8. The method of detecting the level of OPPEA of claim 7, wherein said test sample is synthetic OPPEA.
9. The method for detecting the OPPEA content according to any one of claims 1 to 6, wherein the method for detecting the OPPEA content further comprises the preparation of a control solution, comprising:
the OPPEA standard substance is dissolved in HPLC grade methanol to prepare a solution with the concentration of 15-20 mg/mL, and then the solution is filtered by a 0.45 mu m filter membrane.
10. The method for detecting the content of OPPEA according to any one of claims 1 to 6, wherein the method for detecting the content of OPPEA further comprises calculating the content of OPPEA in the test sample by using an area normalization method.
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| CN202210826695.3A CN115166093B (en) | 2022-07-13 | 2022-07-13 | OPPEA content detection method |
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| CN202210826695.3A CN115166093B (en) | 2022-07-13 | 2022-07-13 | OPPEA content detection method |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104803852A (en) * | 2015-03-11 | 2015-07-29 | 张家港康得新光电材料有限公司 | Post-processing method of ultraviolet curing monomer for optical film |
| CN106699523A (en) * | 2015-11-13 | 2017-05-24 | 上海飞凯光电材料股份有限公司 | Synthetic method of o-phenyl phenoxyethanol |
| WO2021131942A1 (en) * | 2019-12-26 | 2021-07-01 | 大阪ガスケミカル株式会社 | Fluorene derivative, method for producing same, and application of same |
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- 2022-07-13 CN CN202210826695.3A patent/CN115166093B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104803852A (en) * | 2015-03-11 | 2015-07-29 | 张家港康得新光电材料有限公司 | Post-processing method of ultraviolet curing monomer for optical film |
| CN106699523A (en) * | 2015-11-13 | 2017-05-24 | 上海飞凯光电材料股份有限公司 | Synthetic method of o-phenyl phenoxyethanol |
| WO2021131942A1 (en) * | 2019-12-26 | 2021-07-01 | 大阪ガスケミカル株式会社 | Fluorene derivative, method for producing same, and application of same |
Non-Patent Citations (3)
| Title |
|---|
| BACK SUN KIM ET AL: "Preparation and properties of photocurable, high refractive, 2-naphthol epoxy-modified urethane acrylate", POLYMER BULLETIN, vol. 68, pages 2097 - 2105, XP035042859, DOI: 10.1007/s00289-011-0668-8 * |
| 李潭等: "含氮杂环类丙烯酸酯的合成和性能研究", 化学世界, vol. 59, no. 03, pages 140 - 147 * |
| 王小荣等: "磺酸型钙粉分散剂的制备及其分散性能", 高分子通报, vol. 012, pages 55 - 62 * |
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