CN107192772A - A kind of method for detecting the thioxene of 3 acetyl group 2,5 - Google Patents
A kind of method for detecting the thioxene of 3 acetyl group 2,5 Download PDFInfo
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- CN107192772A CN107192772A CN201710311589.0A CN201710311589A CN107192772A CN 107192772 A CN107192772 A CN 107192772A CN 201710311589 A CN201710311589 A CN 201710311589A CN 107192772 A CN107192772 A CN 107192772A
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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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- G01N30/06—Preparation
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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
- G01N30/04—Preparation or injection of sample to be analysed
- G01N30/06—Preparation
- G01N2030/062—Preparation extracting sample from raw material
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Abstract
The invention discloses a kind of method of the thioxene of 3 acetyl group of soda acid induction liquid-liquid micro-extraction combination magnetic Solid phase cleaned-up high performance liquid chromatography detection 2,5.This method is added using the mixture of aliphatic acid and nonionic surfactant contains 3 acetyl group 2; in the test solution of 5 thioxenes; the mixture for adding alkali and aliphatic acid and nonionic surfactant forms homogeneous micella; carry out 3 acetyl group 2; the extraction of 5 thioxenes, adds acid induction and is separated, due to 3 acetyl group 2; the mixture of 5 thioxenes and aliphatic acid and nonionic surfactant has good compatibility, and extraction yield is more than 98%；Recycle magnetic Fe3O4Nano-particle is purified to sample, and its content is determined with reference to high performance liquid chromatography.Magnetic Fe3O4Nano-particle can be adsorbed the fat coexisted in sample with the thioxene of 3 acetyl group 2,5 well, eliminate its interference to detection.The abstraction technique is carried out at room temperature, and extraction is completed within 20min, with it is easy to operate, quick, sensitivity is high the features such as, method detection sensitivity is up to 0.5 μ g/kg.
Description
Technical field
The invention belongs to analytical chemistry field, a kind of soda acid induction liquid-liquid micro-extraction and Magnetic solid phases purification are specifically related to
With reference to the method for high performance liquid chromatography detection 3- acetyl group -2,5- thioxenes.
Background technology
3- acetyl group -2,5- thioxene is carried like mould rotten, vegetables as a kind of food flavor additive, its fragrance
The breath of root, nut kernel fragrance slightly shows baking note, the fragrance of poultry meat.Product can be widely used for sesame, potato, core
In peach, grape, mushroom, vegetables, ginseng, tropical fruit (tree) and meat flavoring.On June 15th, 2013, European Union issue (EU) No 545/
No. 2013 committee's regulations, have revised No. 1334/2008 flavoring essence spices regulation of (EC) No, have forbidden 3- acetyl group -2,5- bis-
Methylthiophene (3-acetyl-2,5-dimethylthiophene, FEMA 3527) is used for food as flavorant.2014
August 14 days, Chinese essence scenting cosmetics TIA is according to existing security evaluation conclusion and association to Some Domestic spices
The main manufacturing enterprise of essence " 3- acetyl group -2,5- thioxene " produces the investigation result with service condition, has issued spices
The limitation requirement (sweetening treatment assist word [2013] 62) of essence self-discipline file-on 3- acetyl group -2,5- thioxenes, from
Restrain file regulation：From this self-discipline file distribution, production of flavor enterprise must not produce the 3- acetyl as food spices
Base -2,5- thioxenes；Essence for food manufacturing enterprise adjustment formula, must not reuse the material.
Current China there is no the detection method of 3- acetyl group -2,5- thioxene in food additives, also lack related
The research of aspect.Patent of invention " assay method of 3- acetyl group -2,5- thioxenes in a kind of food additives " (CN
104655753 A), disclose internal standard method gas chromatography-mass spectrography and determine 3- acetyl group -2,5- dimethyl in food additives
Gas chromatograph-mass spectrometer (GC-MS) is directly entered after thiophene, method n-hexane ultrasonic extraction sample, extract filter membrane to be surveyed
It is fixed.
The present invention has using the mixture of aliphatic acid and nonionic surfactant with 3- acetyl group -2,5- thioxenes
Preferable compatibility, the mixture and water of first passage alkali and aliphatic acid and nonionic surfactant form homogeneous glue bundle body
System, then phase separation is induced by acid adding, realize efficient, the quick and easy to operate extraction of 3- acetyl group -2,5- thioxenes
Take；Utilize magnetic Fe simultaneously3O4Nano-particle is purified to sample, and its content is determined with reference to high performance liquid chromatography.Magnetic
Fe3O4Nano-particle can be adsorbed the fat coexisted in sample with 3- acetyl group -2,5- thioxenes well, be disappeared
Except its interference to detection.The abstraction technique is carried out at room temperature, extraction is completed within 20min, with easy to operate, fast
Speed, the features such as sensitivity is high, method detection sensitivity is up to 0.5 μ g/kg, and recovery of extraction is up to 98%.
The content of the invention
High-efficient liquid phase color is combined it is an object of the invention to provide a kind of soda acid induction liquid-liquid micro-extraction and Magnetic solid phases purification
The method of spectrum detection 3- acetyl group -2,5- thioxenes.
Soda acid induces liquid-liquid micro-extraction and Magnetic solid phases purification to combine high performance liquid chromatography detection 3- acetyl group -2,5- diformazans
The method of base thiophene.Realized by following scheme：
In the extract solution containing 3- acetyl group -2,5- thioxenes, the deionized water of 5 times of volume ratio is added, is added
Magnetic Fe3O4Nano-particle, vortex mixed uses external magnetic field separation of solid and liquid, takes out supernatant；Add aliphatic acid and non-ionic surface
The mixture of activating agent, vortex mixed forms turbid solution, adds ammoniacal liquor, and vortex mixed forms uniform micella, adds hydrochloric acid,
Vortex mixed, centrifuges split-phase, takes out upper-layer fat acid and the mixture of nonionic surfactant, is entered using high performance liquid chromatography
Row assay.
The described extract solution containing 3- acetyl group -2,5- thioxenes is obtained by the following method：For solid essence,
A certain amount of essence sample is weighed, it is 1 to add weight ratio：10~15 acetone, 30~45min of ultrasonic extraction, nitrogen is blown to 1~
3mL, 10mL is settled to deionized water, standby；For liquid essence, 1~3mL is taken, deionized water is added and is settled to 10mL, it is standby
With.
Described aliphatic acid is any one in n-nonanoic acid, enanthic acid, octanoic acid, and nonionic surfactant is TMN-6, fat
Acid is 5 with nonionic surfactant ratio：1, consumption is per 0.2~0.5mL of addition in 10mL sample liquids.
The consumption of described ammoniacal liquor is per 0.3~0.6mL of addition in 10mL sample liquids.
The consumption of described hydrochloric acid is per 1~2mL of addition in 10mL sample liquids.
Described magnetic Fe3O4Nano-particle consumption is per 5~10mg of addition in 10mL sample liquids.
Described vortex time is 1~3min.
Described centrifugal rotational speed is 3000~5000r/min, and the time is 5~10min.
High performance liquid chromatography chromatographic condition is：Mobile phase：Isocratic elution methanol-water solution, the ratio of methanol-water is 65:
35, Detection wavelength is：296nm, column temperature is：25 DEG C, flow velocity：1mL/min.
Relative to prior art, the present invention has following remarkable advantage:
1st, have preferably using the mixture and 3- acetyl group -2,5- thioxenes of aliphatic acid and nonionic surfactant
Compatibility, the mixture of first passage alkali and aliphatic acid and nonionic surfactant forms homogeneous micelle volume with water, then
Induced and be separated by acid adding, realize efficient, the quick and easy to operate extraction of 3- acetyl group -2,5- thioxenes.
2nd, magnetic Fe is utilized3O4Nano-particle is purified to sample, and its content is determined with reference to high performance liquid chromatography.Magnetic
Fe3O4Nano-particle can be adsorbed the fat coexisted in sample with 3- acetyl group -2,5- thioxenes well, be disappeared
Except its interference to detection.
3rd, the abstraction technique is carried out at room temperature, extraction is completed within 20min, with easy to operate, quick, sensitivity
High the features such as, method detection sensitivity is up to 0.5 μ g/kg, and recovery of extraction is up to 98%.
Brief description of the drawings：
Fig. 1 is that soda acid of the present invention induces liquid-liquid micro-extraction schematic diagram of mechanism.
Embodiment
The present invention is further described with reference to embodiment, but protection scope of the present invention is not limited to this.
Embodiment 1：The measure of 3- acetyl group -2,5- thioxenes in potato flavor
(1) sample preparation：1mL potato flavors are taken, deionized water is added and is settled to 10mL, obtain sample liquid；
(2) sample is determined：Sample liquid in step (1), adds 5mg magnetic Fes3O4Nano-particle, vortex mixed 1min is used
External magnetic field separation of solid and liquid, takes out supernatant；Add the mixed liquor that 500 μ L octanoic acids are constituted with 100 μ L TMN-6, vortex mixed
1min, forms turbid solution, adds 300 μ L ammoniacal liquor, and vortex mixed 1min forms uniform micella, adds hydrochloric acid 1.5mL, is vortexed
Mix and 8min is centrifuged under 2min, 4000r/min, take out the mixture of upper strata octanoic acid and nonionic surfactant TMN-6, warp
Analyzed after 0.45 μm of organic phase filter membrane filtering with HPLC, HPLC chromatogram condition is：Mobile phase：Isocratic elution methanol-water solution, first
The ratio of alcohol-water is 65:35, Detection wavelength is：296nm, column temperature is：25 DEG C, flow velocity：1mL/min.3- acetyl group -2 are measured,
The μ g/g of 5- thioxenes content 12.5.
Embodiment 2：The measure of 3- acetyl group -2,5- thioxenes in grape essence
(1) sample preparation：2mL grape essences are taken, deionized water is added and is settled to 10mL, obtain sample liquid；
(2) sample is determined：Sample liquid in step (1), adds 6mg magnetic Fes3O4Nano-particle, vortex mixed 2min is used
External magnetic field separation of solid and liquid, takes out supernatant；Add the mixed liquor of 500 μ L n-nonanoic acids and 100 μ L TMN-6 compositions, vortex mixed
2min, forms turbid solution, adds 400 μ L ammoniacal liquor, and vortex mixed 1min forms uniform micella, adds hydrochloric acid 1mL, is vortexed mixed
Close and 10min is centrifuged under 1min, 3000r/min, take out the mixture of upper strata n-nonanoic acid and nonionic surfactant TMN-6, warp
Analyzed after 0.45 μm of organic phase filter membrane filtering with HPLC, chromatographic condition be the same as Example 1 measures 3- acetyl group -2,5- dimethyl thiophenes
The μ g/g of fen content 24.6.
Embodiment 3：The measure of 3- acetyl group -2,5- thioxenes in beef flavor
(1) sample preparation：2g beef flavor is weighed, 20g acetone is added, ultrasonic extraction 30min, nitrogen is blown to 1mL, spent
Ionized water is settled to 10mL, standby；
(2) sample is determined：Sample is determined：Sample liquid in step (1), adds 8mg magnetic Fes3O4Nano-particle, is vortexed mixed
3min is closed, external magnetic field separation of solid and liquid is used, supernatant is taken out；Add the mixed liquor of 500 μ L enanthic acid and 100 μ L TMN-6 compositions, whirlpool
Rotation mixing 2min, forms turbid solution, adds 500 μ L ammoniacal liquor, and vortex mixed 2min forms uniform micella, adds hydrochloric acid 2mL,
5min is centrifuged under vortex mixed 3min, 5000r/min, the mixture of upper strata enanthic acid and nonionic surfactant TMN-6 is taken out,
Analyzed after 0.45 μm of organic phase filter membrane filtering with HPLC, chromatographic condition be the same as Example 1 measures 3- acetyl group -2,5- dimethyl
The μ g/g of thiophene content 39.0.
Embodiment 4：The measure of 3- acetyl group -2,5- thioxenes in pork essence
(1) sample preparation：2g chicken essence is weighed, 30g acetone is added, ultrasonic extraction 45min, nitrogen is blown to 3mL, spent
Ionized water is settled to 10mL, standby；
(2) sample is determined：Sample is determined：Sample liquid in step (1), adds 10mg magnetic Fes3O4Nano-particle, is vortexed
3min is mixed, external magnetic field separation of solid and liquid is used, supernatant is taken out；The mixed liquor that 500 μ L octanoic acids are constituted with 100 μ L TMN-6 is added,
Vortex mixed 2min, forms turbid solution, adds 600 μ L ammoniacal liquor, and vortex mixed 2min forms uniform micella, adds hydrochloric acid
6min is centrifuged under 2mL, vortex mixed 3min, 4500r/min, upper strata is taken out sad mixed with nonionic surfactant TMN-6
Compound, is analyzed, chromatographic condition be the same as Example 1 measures 3- acetyl group -2,5- bis- after 0.45 μm of organic phase filter membrane filtering with HPLC
The μ g/g of methylthiophene content 99.3.
Soda acid induction liquid-liquid micro-extraction mechanism of the present invention such as Fig. 1.The abstraction technique is carried out at room temperature,
Within 20min complete extraction, with it is easy to operate, quick, sensitivity is high the features such as, method detection sensitivity up to 0.5 μ g/kg,
Recovery of extraction is up to 98%.
Claims (10)
1. the method for one kind detection 3- acetyl group -2,5- thioxenes, it is characterised in that：Containing 3- acetyl group -2,5- two
In the extract solution of methylthiophene, the deionized water of 5 times of volume ratio is added, magnetic Fe is added3O4Nano-particle, vortex mixed, with outer
Magnetic field separation of solid and liquid, takes out supernatant；The mixture of aliphatic acid and nonionic surfactant is added, vortex mixed forms mixed
Turbid solution, adds ammoniacal liquor, and vortex mixed forms uniform micella, adds hydrochloric acid, and vortex mixed centrifuges split-phase, takes out upper-layer fat
The mixture of acid and nonionic surfactant, assay is carried out using high performance liquid chromatography.
2. the method for detection 3- acetyl group -2,5- thioxenes according to claim 1, it is characterised in that：Described
Extract solution containing 3- acetyl group -2,5- thioxenes is obtained by the following method：For solid essence, a certain amount of perfume (or spice) is weighed
Smart sample, it is 1 to add weight ratio：10~15 acetone, ultrasonic extraction 30-45min, nitrogen is blown to 1~3mL, fixed with deionized water
Hold to 10mL, it is standby；For liquid essence, 1~3mL is taken, deionized water is added and is settled to 10mL, it is standby.
3. the method for detection 3- acetyl group -2,5- thioxenes according to claim 1, it is characterised in that：Described
Aliphatic acid is any one in n-nonanoic acid, enanthic acid, octanoic acid, and nonionic surfactant is TMN-6, aliphatic acid and non-ionic surface
Activating agent ratio is 5：1, consumption is per 0.2~0.5mL of addition in 10mL sample liquids.
4. the method for detection 3- acetyl group -2,5- thioxenes according to claim 1, it is characterised in that：Described
The consumption of ammoniacal liquor is per 0.3~0.6mL of addition in 10mL sample liquids.
5. the method for detection 3- acetyl group -2,5- thioxenes according to claim 1, it is characterised in that：Described
The consumption of hydrochloric acid is per 1~2mL of addition in 10mL sample liquids.
6. the method for detection 3- acetyl group -2,5- thioxenes according to claim 1, it is characterised in that：Described
Magnetic Fe3O4Nano-particle consumption is per 5~10mg of addition in 10mL sample liquids.
7. the method for detection 3- acetyl group -2,5- thioxenes according to claim 1, it is characterised in that：Described
Vortex time is 1~3min.
8. the method for detection 3- acetyl group -2,5- thioxenes according to claim 1, it is characterised in that：Described
Centrifugal rotational speed is 3000~5000r/min, and the time is 5~10min.
9. the method for detection 3- acetyl group -2,5- thioxenes according to claim 1, it is characterised in that：Efficient liquid
Phase chromatogram chromatographic condition is：Mobile phase：Isocratic elution methanol-water solution, the ratio of methanol-water is 65:35, Detection wavelength is：
296nm, column temperature is：25 DEG C, flow velocity：1mL/min.
10. the method for detection 3- acetyl group -2,5- thioxenes according to claim 1, it is characterised in that：Described
Extract solution containing 3- acetyl group -2,5- thioxenes is obtained by the following method：For solid essence, a certain amount of perfume (or spice) is weighed
Smart sample, it is 1 to add weight ratio：10~15 acetone, ultrasonic extraction 30-45min, nitrogen is blown to 1~3mL, fixed with deionized water
Hold to 10mL, it is standby；For liquid essence, 1~3mL is taken, deionized water is added and is settled to 10mL, it is standby；
Described aliphatic acid is any one in n-nonanoic acid, enanthic acid, octanoic acid, and nonionic surfactant is TMN-6, aliphatic acid with
Nonionic surfactant ratio is 5：1, consumption is per 0.2~0.5mL of addition in 10mL sample liquids；
The consumption of described ammoniacal liquor is per 0.3~0.6mL of addition in 10mL sample liquids；
The consumption of described hydrochloric acid is per 1~2mL of addition in 10mL sample liquids；
Described magnetic Fe3O4Nano-particle consumption is per 5~10mg of addition in 10mL sample liquids；
Described vortex time is 1~3min；
Described centrifugal rotational speed is 3000~5000r/min, and the time is 5~10min；
High performance liquid chromatography chromatographic condition is：Mobile phase：Isocratic elution methanol-water solution, the ratio of methanol-water is 65:35, inspection
Surveying wavelength is：296nm, column temperature is：25 DEG C, flow velocity：1mL/min.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110568103A (en) * | 2019-09-20 | 2019-12-13 | 浙江省食品药品检验研究院 | Deuterium-substituted marker and application thereof in detection of edible essence 3-acetyl-2, 5-dimethylthiophene |
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| CN104655753A (en) * | 2015-02-10 | 2015-05-27 | 广西中烟工业有限责任公司 | Method for determining 3-acetyl-2, 5-thioxene in food additive |
| CN104655775A (en) * | 2015-02-10 | 2015-05-27 | 广西中烟工业有限责任公司 | Method for measuring 3-acetyl-2, 5-dimethyl thiophene in edible flavor and fragrance |
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| CN101975808A (en) * | 2010-10-18 | 2011-02-16 | 上海市七宝中学 | Magnetic ferroferric oxide nano particle as well as preparation method and application thereof |
| CN104655753A (en) * | 2015-02-10 | 2015-05-27 | 广西中烟工业有限责任公司 | Method for determining 3-acetyl-2, 5-thioxene in food additive |
| CN104655775A (en) * | 2015-02-10 | 2015-05-27 | 广西中烟工业有限责任公司 | Method for measuring 3-acetyl-2, 5-dimethyl thiophene in edible flavor and fragrance |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN110568103A (en) * | 2019-09-20 | 2019-12-13 | 浙江省食品药品检验研究院 | Deuterium-substituted marker and application thereof in detection of edible essence 3-acetyl-2, 5-dimethylthiophene |
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