CN104020223B - A kind of analytical approach of S-methoprene massfraction - Google Patents
A kind of analytical approach of S-methoprene massfraction Download PDFInfo
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Abstract
The invention discloses a kind of analytical approach of S-methoprene massfraction, comprise the mensuration of the total ester of methoprene (trans) content and the mensuration of S-methoprene S/R ratio and S-methoprene massfraction; Namely sample toluene dissolves, use capillary chromatographic column and fid detector that 5% phenyl-95% methyl polysiloxane is immobile liquid, gas chromatography separated island form is carried out to the methoprene in sample, uses external standard method to calculate the total ester of methoprene (trans) content; Sample n-hexane dissolution, uses Chiral liquid chromatography post and positive elution system, carries out chiral chromatogram separated island form, determine S-methoprene S/R ratio according to peak area percent to the methoprene in sample.In the total ester of methoprene (trans) content and S-methoprene, the product of S body ratio is the massfraction of S-methoprene.
Description
Technical field
The present invention relates to analysis field, particularly relate to a kind of analytical approach of S-methoprene massfraction.
Background technology
S-methoprene ［ CAS:65733-16-6 ］, belong to corpus allatum hormone analog, structural formula is as follows:
S-methoprene belongs to insect growth regulator, IGR, and it does not directly kill larva or adult with toxicity, but acts on larva with juvenile hormone, and larva will rest on the worm pupa stage, successfully can not sprout wings and become adult.In view of the above-mentioned mechanism of action, the growth course of insect is suppressed, to reach deinsectization object.This product is applicable to mosquito, horn fly, flea, louse, the control of grain storage pest, and effectively employs abroad and reach 30 years.
In S-methoprene structure, 7 have 1 chiral center, and 2 double bonds exist cis-trans-isomer, and 4 double bonds exist with transconfiguration, and the trans isomerization being transformed into cis very easily occurs 2 cis-trans isomerism types.
4 isomers tables specific as follows of S-methoprene:
In 4 isomerss, only having S-methoprene (trans) to be effective ingredient, is also the S-methoprene of indication of the present invention.
Summary of the invention
An analytical approach for S-methoprene massfraction, is characterized in that: comprise following mensuration:
1) mensuration of the total ester of methoprene (trans) content
Sample toluene dissolves, use capillary chromatographic column and fid detector that 5% phenyl-95% methyl polysiloxane is immobile liquid, gas chromatography separated island form is carried out to the methoprene in sample, uses external standard method to calculate the total ester of methoprene (trans) content.
2) mensuration of S-methoprene S/R ratio and S-methoprene massfraction
Sample n-hexane dissolution, uses Chiral liquid chromatography post and positive elution system, carries out chiral chromatogram separated island form, determine S-methoprene S/R ratio according to peak area percent to the methoprene in sample.In the total ester of methoprene (trans) content and S-methoprene, the product of S body ratio is the massfraction of S-methoprene.
Described 1), its instrument condition:
Gas chromatograph: there is fid detector:
Chromatographic work station:
Chromatographic column: 30m × 0.25mm (i.d) bore capillary tube post, is coated with 5% phenyl-95% methyl polysiloxane immobile liquid coating of 1.0um thickness:
Ultrasonic oscillator:
Described gas chromatography operating conditions is as follows:
Column temperature: 80 DEG C/0 minute-6.5 DEG C/min-300 DEG C/6 minutes;
Injector temperature: (vaporizer temperature): 280 DEG C;
Detected temperatures: (sensing chamber's temperature): 300 DEG C;
Carrier gas: High Purity Nitrogen;
Nebulizer gas pressure: 25psi;
Split ratio: 10.2/1;
Air mass flow: 300ml/min;
Hydrogen flowing quantity: 30ml/min;
Sampling volume: 0.1ul;
Relative retention time: methoprene trans-isomer: 1.00;
Methoprene cis-isomer: 0.96.
Described 1) determination step is as follows:
The preparation of A, standard specimen solution:
Take 0.5gS-methoprene standard model, by dilution with toluene and constant volume to 10ml, ultrasonic vibration 1min is for subsequent use.
The preparation of B, sample solution:
Take 0.5gS-methoprene specimen sample, by dilution with toluene and constant volume to 10ml, ultrasonic vibration 1min is for subsequent use.
C, mensuration:
Under the operating conditions described above, after instrumental baseline is stable, inject number pin mark sample solution continuously, until phase
Connect two pins, methoprene (trans) peak area relatively changes and is less than 5%, first injects toluene solvant as blank, then tests according to standard specimen solution, sample solution, sample solution, standard specimen solution order.
Described 1) the total ester of methoprene (trans) cubage is as follows:
The total ester of a, methoprene (trans) content C
(total ester)(%), calculate by formula (1):
In formula:
A
1: the total ester of methoprene (trans) peak area in standard model;
A
2: the total ester of methoprene (trans) peak area in test sample;
M
1: the weigh of standard model;
M
2: the weigh of test sample;
T: the total ester of methoprene (trans) content of standard model, %, known quality mark;
Described 2), in, its instrument condition is:
High performance liquid chromatograph: there is variable wavelength UV detecting device;
Chromatographic work station;
Chromatographic column: 250mm × 4.6mm (i.d) stainless steel column, in-built Daicel chiralpakAD-Hsilica, 5um filling material;
Ultrasonator.
The operating conditions of described liquid chromatography:
Mobile phase: count by volume: normal hexane/isopropyl alcohol=100/0.5;
Flow: 0.5ml/min;
Determined wavelength: 254nm;
Column temperature: 25 DEG C;
Sampling volume: 10.0ul;
Relative retention time: S-methoprene: 1.00;
R-methoprene: 1.06;
Described 2) determination step:
The preparation of A, standard specimen solution:
Take 20mgS-methoprene standard model, with mobile phase dilution constant volume to 10ml, then draw this solution 0.1ml, still dilute constant volume to 10ml, ultrasonic vibration 1min with mobile phase, for subsequent use;
The preparation of B, sample solution:
Take 20mgS-methoprene testing sample, with mobile phase dilution constant volume to 10ml, then draw this solution 0.1ml, still dilute constant volume to 10ml, ultrasonic vibration 1min with mobile phase, for subsequent use;
C, mensuration:
Under the operating conditions described above, after instrumental baseline is stable, inject number pin mark sample solution continuously, until two pins that are connected, S-methoprene peak area relatively changes and is less than 5%, tests according to standard specimen solution, sample solution, sample solution, standard specimen solution order.
Described 2) being calculated as follows of S-methoprene massfraction and methoprene S/R ratio E in:
(1) S-methoprene massfraction C
(S-methoprene)(%), calculate by formula (3):
In formula:
AS:S-methoprene peak area;
AR:R-methoprene peak area;
C (total ester): the total ester of methoprene (trans) content;
(2) methoprene S/R ratio E, calculates by formula (4):
In formula:
QS:S-methoprene peak area ratio, QS=AS/ (AS+AR) × 100%;
QR:R-methoprene peak area ratio, QR=AR/ (AS+AR) × 100%.
Beneficial effect of the present invention is:
The invention provides a kind of analytical approach of S-methoprene massfraction, the method is by the effective constituent of S-methoprene, and impurity has carried out thorough anatomy, has the meaning that the world is pioneering.Meanwhile, specify that the composition of S-methoprene, to Instructing manufacture, system product standard provides strong foundation.
Accompanying drawing explanation
Fig. 1 is methoprene gas chromatogram;
Fig. 2 is racemization methoprene chiral separation liquid chromatography figure;
Fig. 3 is S-methoprene chiral separation liquid chromatography figure;
Fig. 4 is S-methoprene gas phase analysis linear graph.
Specific embodiment
Below by specific embodiment, the present invention is described in detail.
embodiment 1
One, instrument condition
1, instrument configuration:
Gas chromatograph: there is fid detector;
Chromatographic work station;
Chromatographic column: 30m × 0.25mm (i.d) bore capillary tube post, is coated with 5% phenyl-95% methyl polysiloxane immobile liquid coating of 1.0um thickness;
Ultrasonic oscillator.
2, chromatographic condition:
Column temperature: 80 DEG C/0 minute-6.5 DEG C/min-300 DEG C/6 minutes;
Injector temperature: (vaporizer temperature): 280 DEG C;
Detected temperatures: (sensing chamber's temperature): 300 DEG C;
Carrier gas: High Purity Nitrogen;
Nebulizer gas pressure: 25psi;
Split ratio: 10.2/1;
Air mass flow: 300ml/min;
Hydrogen flowing quantity: 30ml/min;
Sampling volume: 0.1ul;
One, system suitability test
1, sample preparation:
Accurately take the S-methoprene standard model of 500mg (being accurate to 0.1mg), with dilution with toluene constant volume to 10mL.
2, sample introduction:
By the standard model solution for preparing continuous sample introduction three times under the chromatographic condition of regulation, record S-methoprene each time goes out peak retention time and peak area, carries out system suitability test.
Two, linear relationship
1, sample preparation:
Take the S-methoprene standard model of following weight, with dilution with toluene constant volume to 10mL, and identified as samples is designated as X1 ~ X6;
350mg，400mg，450mg，500mg，550mg，600mg；
2, sample introduction: X1 ~ X6 six samples sample introduction respectively, each sample feeding twice;
3, sample introduction record
4, interpretation of result
Linear analysis result shows, S-methoprene sample concentration has the good range of linearity between 35.12 ~ 59.93g/L.Equation of linear regression is Y=581.68X-9582.5, coefficient R=0.9997.
Three, the confirmation of accuracy
1, sample preparation
Within the scope of 350 ~ 600mg, take the S-methoprene standard model of constant weight at random, with dilution with toluene constant volume to 10mL, and identified as samples is designated as Z1 ~ Z6;
Choose X4 solution as standard solution;
2, sample introduction: Z1 ~ Z6 six samples sample introduction respectively, each sample feeding twice, according to the order sample introduction of a pin standard solution, two sample needle solution, a pin standard solution;
3, sample introduction record
4, interpretation of result
The gained recovery, between 99.0% ~ 101.0%, meets accuracy and confirms requirement;
Four, the confirmation of system precision
1, sample preparation
Take six test samples, example weight is 500mg, with dilution with toluene constant volume to 10mL, and identified as samples is designated as J1 ~ J6; Choose X4 solution as standard solution;
2, sample introduction: J1 ~ J6 six samples sample introduction respectively, each sample feeding twice, according to the order sample introduction of a pin standard solution, two sample needle solution, a pin standard solution, carries out cubage according to formula;
3, sample introduction record
4. interpretation of result
Relative standard deviation is 0.13%, shows that the precision of system meets the requirements;
The ratio measuring of S body in S-methoprene:
One, instrument condition
High performance liquid chromatograph: there is variable wavelength UV detecting device;
Chromatographic work station;
Chromatographic column: 250mm × 4.6mm (i.d) stainless steel column, in-built Daicel chiralpakAD-Hsilica, 5um filling material;
Ultrasonator;
Two, the operating conditions of liquid chromatography:
Mobile phase: normal hexane/isopropyl alcohol=100/0.5 (volume ratio);
Flow: 0.5ml/min;
Determined wavelength: 254nm;
Column temperature: 25 DEG C;
Sampling volume: 10.0ul;
Relative retention time: S-methoprene: 1.00;
R-methoprene: 1.06;
Three, determination step:
1, sample preparation
The preparation of A, standard specimen solution
Take 20mgS-methoprene standard model, with mobile phase dilution constant volume to 10ml, then draw this solution 0.1ml, still dilute constant volume to 10ml, ultrasonic vibration 1min with mobile phase, for subsequent use;
The preparation of B, test solution
Take the S-methoprene test sample corresponding to 20mgJ1-J6 respectively, with mobile phase dilution constant volume to 10ml, then draw this solution 0.1ml, still dilute constant volume to 10ml, ultrasonic vibration 1min with mobile phase, and identified as samples is designated as S1 ~ S6;
2, sample introduction:
S1 ~ S6 six samples sample introduction respectively, each sample feeding twice, according to the order sample introduction of a pin standard solution, two sample needle solution, a pin standard solution, direct reference area degree;
3. sample introduction record
S-methoprene massfraction (%)
Claims (5)
1. an analytical approach for S-methoprene massfraction, is characterized in that: comprise following mensuration:
1) mensuration of trans methoprene total ester content
Sample toluene dissolves, and uses capillary chromatographic column and fid detector that 5% phenyl-95% methyl polysiloxane is immobile liquid, carries out gas chromatography separated island form to the methoprene in sample, uses external standard method to calculate trans methoprene total ester content;
2) mensuration of S-methoprene S/R ratio and S-methoprene massfraction
Sample n-hexane dissolution, uses Chiral liquid chromatography post and positive elution system, carries out chiral chromatogram separated island form, determine S-methoprene S/R ratio according to peak area percent to the methoprene in sample;
In trans methoprene total ester content and S-methoprene, the product of S body ratio is the massfraction of S-methoprene;
Described 1), its instrument condition:
Gas chromatograph: there is fid detector;
Chromatographic work station:
Chromatographic column: 30m × 0.25mm (i.d) bore capillary tube post, is coated with 5% phenyl-95% methyl polysiloxane immobile liquid coating of 1.0 μm of thickness;
Ultrasonic oscillator;
Described gas chromatography operating conditions is as follows:
Column temperature: 80 DEG C/0 minute-6.5 DEG C/min-300 DEG C/6 minutes;
Injector temperature: vaporizer temperature: 280 DEG C;
Detected temperatures: sensing chamber's temperature: 300 DEG C;
Carrier gas: High Purity Nitrogen;
Nebulizer gas pressure: 25psi;
Split ratio: 10.2/1;
Air mass flow: 300ml/min;
Hydrogen flowing quantity: 30ml/min;
Sampling volume: 0.1 μ l;
Relative retention time: methoprene trans-isomer: 1.00;
Methoprene cis-isomer: 0.96;
Described 2), in, its instrument condition is:
High performance liquid chromatograph: there is variable wavelength UV detecting device;
Chromatographic work station;
Chromatographic column: 250mm × 4.6mm (i.d) stainless steel column, in-built Daicel chiralpakAD-Hsilica, 5 μm of filling materials;
Ultrasonator;
The operating conditions of described liquid chromatography:
Mobile phase: count by volume: normal hexane/isopropyl alcohol=100/0.5;
Flow: 0.5ml/min;
Determined wavelength: 254nm;
Column temperature: 25 DEG C;
Sampling volume: 10.0 μ l;
Relative retention time: S-methoprene: 1.00;
R-methoprene: 1.06.
2. the analytical approach of a kind of S-methoprene massfraction according to claim 1, is characterized in that, described 1) determination step as follows:
The preparation of A, standard specimen solution:
Take 0.5gS-methoprene standard model, by dilution with toluene and constant volume to 10ml, ultrasonic vibration 1min is for subsequent use;
The preparation of B, sample solution:
Take 0.5gS-methoprene specimen sample, by dilution with toluene and constant volume to 10ml, ultrasonic vibration 1min is for subsequent use;
C, mensuration:
Under gas chromatography operating conditions, after instrumental baseline is stable, continuous injection number pin mark sample solution, two pins until be connected, trans methoprene peak area relatively changes and is less than 5%, first inject toluene solvant as blank, then test according to standard specimen solution, sample solution, sample solution, standard specimen solution order.
3. the analytical approach of a kind of S-methoprene massfraction according to claim 1, is characterized in that, described 1) trans methoprene total ester content is calculated as follows:
A, trans methoprene total ester content C
(total ester)(%), calculate by formula (1):
In formula:
A
1: the total ester peak area of trans methoprene in standard model;
A
2: the total ester peak area of trans methoprene in test sample;
M
1: the weigh of standard model;
M
2: the weigh of test sample;
T: the trans methoprene total ester content of standard model, %, known quality mark.
4. the analytical approach of a kind of S-methoprene massfraction according to claim 1, is characterized in that: determination step described 2):
The preparation of A, standard specimen solution:
Take 20mgS-methoprene standard model, with mobile phase dilution constant volume to 10ml, then draw this solution 0.1ml, still dilute constant volume to 10ml, ultrasonic vibration 1min with mobile phase, for subsequent use;
The preparation of B, sample solution:
Take 20mgS-methoprene testing sample, with mobile phase dilution constant volume to 10ml, then draw this solution 0.1ml, still dilute constant volume to 10ml, ultrasonic vibration 1min with mobile phase, for subsequent use;
C, mensuration:
Under the operating conditions of liquid chromatography, after instrumental baseline is stable, inject number pin mark sample solution continuously, until two pins that are connected, S-methoprene peak area relatively changes and is less than 5%, tests according to standard specimen solution, sample solution, sample solution, standard specimen solution order.
5. the analytical approach of a kind of S-methoprene massfraction according to claim 1, is characterized in that: being calculated as follows of S-methoprene massfraction and methoprene S/R ratio E described 2):
(1) S-methoprene massfraction C
(S-methoprene)(%), calculate by formula (3):
In formula:
A
s: S-methoprene peak area;
A
r: R-methoprene peak area;
C
(total ester): trans methoprene total ester content;
(2) methoprene S/R ratio E, calculates by formula (4):
In formula:
Q
s: S-methoprene peak area ratio, Q
s=A
s/ (A
s+ A
r) × 100%;
Q
r: R-methoprene peak area ratio, Q
r=A
r/ (A
s+ A
r) × 100%.
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| CN106706824B (en) * | 2015-11-16 | 2018-04-13 | 中国科学院大连化学物理研究所 | The detection method of juvenile hormone JH II in a kind of insect bodies of application of gas chromatorgraphy/mass |
| CN109959730A (en) * | 2017-12-26 | 2019-07-02 | 广东东阳光药业有限公司 | A method of with the related substance of HPLC method measurement methoprene |
| CN108279273A (en) * | 2017-12-28 | 2018-07-13 | 常州胜杰化工有限公司 | A kind of HPLC analytical method of S- hydroprenes |
| CN112219862A (en) * | 2020-10-13 | 2021-01-15 | 博益德（北京）生物科技有限公司 | Fly and larva killing agent for farm |
| WO2023123194A1 (en) * | 2021-12-30 | 2023-07-06 | 浙江海正药业股份有限公司 | Analysis method for detecting chiral isomer impurities in methoprene |
| CN114460204B (en) * | 2022-02-15 | 2023-04-07 | 梅里埃检测技术(青岛)有限公司 | Method for simultaneously detecting cyenopyrafen and methoprene pesticide residues in plant-derived food |
| CN114624365B (en) * | 2022-04-18 | 2023-08-08 | 中国测试技术研究院 | Method for simultaneously determining residues of three methoprene juvenile hormone analogues in tea |
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