CN105823840A - High performance liquid chromatography (HPLC) detection method of 3,4-difluorophenylboronic acid - Google Patents
High performance liquid chromatography (HPLC) detection method of 3,4-difluorophenylboronic acid Download PDFInfo
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- CN105823840A CN105823840A CN201610160078.9A CN201610160078A CN105823840A CN 105823840 A CN105823840 A CN 105823840A CN 201610160078 A CN201610160078 A CN 201610160078A CN 105823840 A CN105823840 A CN 105823840A
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- high performance
- performance liquid
- liquid chromatography
- difluorophenylboronic acid
- boric acid
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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
-
- 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
- G01N30/04—Preparation or injection of sample to be analysed
- G01N30/06—Preparation
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- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Analytical Chemistry (AREA)
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Abstract
The invention discloses a high performance liquid chromatography (HPLC) detection method of 3,4-difluorophenylboronic acid, and relates to the technical field of chemistry analysis. Octadecyl bonded silica is taken as the packed column, distilled water-acetonitrile is taken as the mobile phase, and phosphoric acid is added into the mobile phase. Through the technical scheme mentioned above, the separation effect can be improved, the tailing phenomenon is avoided, thus the content of 3,4-difluorophenylboronic acid and related substances can be precisely measured and analyzed; the quality of 3,4-difluorophenylboronic acid can be effectively controlled during the actual production process, and a foundation is provided for establishing unified product standards.
Description
Technical field:
The present invention relates to chemical analysis technology field, be specifically related to a kind of 3, the efficient liquid phase of 4-difluorobenzene boric acid
The chromatograph method of inspection.
Background technology:
3,4-difluorobenzene boric acid are important organic synthesis intermediates, but find during Development and Production
This compound does not has ready-made detection and analysis method, does not the most find 3,4-in the document published
The content of difluorobenzene boric acid and the detection method of impurity.This makes the analytical standard that this product is the most unified,
Hindering the popularization and application of this product, the most effectively analysis method that hence sets up is very important.
Summary of the invention:
The technical problem to be solved be to provide a kind of analyze that speed is fast, detection sensitivity is high and
The high performance liquid chromatography method of inspection of analysis result 3,4-difluorobenzene boric acid accurately.
The technical problem to be solved uses following technical scheme to realize:
A kind of 3, the high performance liquid chromatography method of inspection of 4-difluorobenzene boric acid, with octadecyl silane for filling
Filling out post, distilled water-acetonitrile is flowing phase, and adds phosphoric acid in flowing mutually.
The addition of described phosphoric acid is 5.0mmol/L.
Described flowing is formulated with acetonitrile 60:40 by volume by distilled water.
The invention has the beneficial effects as follows: the present invention with octadecyl silane as packed column, distilled water-second
Nitrile is flowing phase, and adds phosphoric acid in flowing mutually, to improve separating effect, it is to avoid conditions of streaking, from
And analyze mensuration 3 exactly, and the content of 4-difluorobenzene boric acid and have related substance, can have in actual production process
The control 3 of effect, the quality of 4-difluorobenzene boric acid, and set up unified standard for this product and lay the first stone.
Accompanying drawing illustrates:
Fig. 1 is the high-efficient liquid phase chromatogram not adding phosphoric acid in flowing Xiangli；
Fig. 2,3 be flowing Xiangli add phosphoric acid amount be the high-efficient liquid phase chromatogram of 5.0mmol/L.
Detailed description of the invention:
For the technological means making the present invention realize, creation characteristic, reach purpose and effect and be readily apparent from
Solve, below in conjunction with specific embodiment, the present invention is expanded on further.
Embodiment 1
The relevant substance detecting method of 3,4-difluorobenzene boric acid
1, instrument: Agilent 1260A--high performance liquid chromatograph, electronic balance
2, assay method:
Precision weighs sample 50mg, is placed in 2ml sample bottle, adds flowing phase, and ultrasonic dissolution is also diluted to
Scale, shakes up, as need testing solution；With octadecyl silane as packed column, flowing is by 5mmol
60:40 by volume is formulated for phosphoric acid solution and acetonitrile；5mmol phosphoric acid solution is by (the examination of 0.576g phosphoric acid
Agent), the 1000ml that adds water shakes up formulated.Detection wavelength is 254nm, flow velocity 1.0ml/min,.Take confession
Test sample solution 8ul injects in chromatograph of liquid, and record chromatogram is to main peak retention time 6 times.
Embodiment 2
The assay of 3,4-difluorobenzene boric acid:
1, instrument: Agilent 1260A--high performance liquid chromatograph, electronic balance
2, assay method:
Standard solution is prepared: precision weighs 3,4-difluorobenzene boric acid standard substance 50mg, 100mg, 150mg
Respectively as in 25ml volumetric flask, with flowing phased soln and be diluted to scale, shake up, molten as standard substance
Liquid is standby.
Standard curve: take the standard solution single injected sampling of above-mentioned 3 concentration, each standard solution enters 2
Pin, records spectrogram, does weight/peak area peak area logarithm value curve.Correlation coefficient >=0.999
Sample solution is prepared: precision weighs sample 100mg, puts in 25ml measuring bottle, adds flowing phase ultrasonic dissolution
And it is diluted to scale, shake up, as need testing solution；With octadecyl silane as packed column, stream
Dynamic formulated with acetonitrile 60:40 by volume by 5mmol phosphoric acid solution；5mmol phosphoric acid solution by
0.576g phosphoric acid (reagent), the 1000ml that adds water shakes up formulated.Detection wavelength is 254nm, flow velocity
1.0ml/min, theoretical cam curve is with 3, and 4-difluorobenzene boric acid calculates should be not less than 3000.Take need testing solution 8ul
Inject in chromatograph of liquid, adjust record chromatogram to main peak retention time 6 times.As stated above, obtain
High-efficient liquid phase chromatogram such as Fig. 2, Fig. 3.Usable floor area normalization method calculates the purity of 3,4-difluorobenzene boric acid；
Parallel assay 2 times, the difference of twice parallel determinations cannot be greater than 0.1%.
Table 1 measures the analysis result of 3,4-difluorobenzene boric acid liquid chromatograph for the first time
Table 2 second time measures the analysis result of 3,4-difluorobenzene boric acid liquid chromatograph
The comparison of table 3 3,4-difluorobenzene twice measured value of boric acid
After our company's present chromatogram analysis method of employing and chromatographic column, appearance time and the peak value of material are steady
Fixed, reproducible, key component is to 3, and 4-difluorobenzene boric acid separates thoroughly, and detection meansigma methods reaches 99.7%.
The ultimate principle of the present invention and principal character and advantages of the present invention have more than been shown and described.One's own profession
Skilled person will appreciate that of industry, the present invention is not restricted to the described embodiments, above-described embodiment and explanation
The principle that the present invention is simply described described in book, without departing from the spirit and scope of the present invention,
The present invention also has various changes and modifications, and these changes and improvements both fall within claimed invention model
In enclosing.Claimed scope is defined by appending claims and equivalent thereof.
Claims (3)
1. one kind 3, the high performance liquid chromatography method of inspection of 4-difluorobenzene boric acid, it is characterised in that with 18
Alkyl linked silica gel is packed column, and distilled water-acetonitrile is flowing phase, and adds phosphoric acid in flowing mutually.
The high performance liquid chromatography method of inspection of the most according to claim 13,4-difluorobenzene boric acid, it is special
Levy and be: the addition of described phosphoric acid is 5.0mmol/L.
The high performance liquid chromatography method of inspection of the most according to claim 13,4-difluorobenzene boric acid, it is special
Levy and be: described flowing is formulated with acetonitrile 60:40 by volume by distilled water.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610160078.9A CN105823840A (en) | 2016-03-18 | 2016-03-18 | High performance liquid chromatography (HPLC) detection method of 3,4-difluorophenylboronic acid |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610160078.9A CN105823840A (en) | 2016-03-18 | 2016-03-18 | High performance liquid chromatography (HPLC) detection method of 3,4-difluorophenylboronic acid |
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| CN105823840A true CN105823840A (en) | 2016-08-03 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201610160078.9A Pending CN105823840A (en) | 2016-03-18 | 2016-03-18 | High performance liquid chromatography (HPLC) detection method of 3,4-difluorophenylboronic acid |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113075328A (en) * | 2021-04-01 | 2021-07-06 | 南京和曦生物科技有限公司 | Separation and purification process of 4-5 fluorophenyl boron compound |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2015053975A1 (en) * | 2013-10-07 | 2015-04-16 | The Board Of Trustees Of The University Of Illinois | Volume response sensors having controlled reversible crosslinking |
| CN104530107A (en) * | 2014-12-31 | 2015-04-22 | 大连联化化学有限公司 | Synthetic method for 3-amino-4-fluorophenylboronic acid |
| CN105181824A (en) * | 2015-07-09 | 2015-12-23 | 蚌埠中实化学技术有限公司 | High performance liquid chromatography detection method of 3,4,5-trifluorophenylboronic acid |
-
2016
- 2016-03-18 CN CN201610160078.9A patent/CN105823840A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2015053975A1 (en) * | 2013-10-07 | 2015-04-16 | The Board Of Trustees Of The University Of Illinois | Volume response sensors having controlled reversible crosslinking |
| CN104530107A (en) * | 2014-12-31 | 2015-04-22 | 大连联化化学有限公司 | Synthetic method for 3-amino-4-fluorophenylboronic acid |
| CN105181824A (en) * | 2015-07-09 | 2015-12-23 | 蚌埠中实化学技术有限公司 | High performance liquid chromatography detection method of 3,4,5-trifluorophenylboronic acid |
Non-Patent Citations (1)
| Title |
|---|
| 郭敬: "取代芳基硼酸的合成研究", 《黑龙江大学硕士学位论文》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113075328A (en) * | 2021-04-01 | 2021-07-06 | 南京和曦生物科技有限公司 | Separation and purification process of 4-5 fluorophenyl boron compound |
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