CN101570465A - Method for extracting multiple chloropropyl alcohol from sauce - Google Patents
Method for extracting multiple chloropropyl alcohol from sauce Download PDFInfo
- Publication number
- CN101570465A CN101570465A CNA2008100368003A CN200810036800A CN101570465A CN 101570465 A CN101570465 A CN 101570465A CN A2008100368003 A CNA2008100368003 A CN A2008100368003A CN 200810036800 A CN200810036800 A CN 200810036800A CN 101570465 A CN101570465 A CN 101570465A
- Authority
- CN
- China
- Prior art keywords
- soy sauce
- diatomite
- propylene chlorohydrin
- sample
- ether
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Landscapes
- Extraction Or Liquid Replacement (AREA)
Abstract
The invention discloses a method for extracting multiple chloropropyl alcohol from sauce, which is characterized by comprising the following steps: adsorbing by a solid absorbent, and soaking, oscillating and extracting by an organic solvent. The invention has the following advantages of cost reduction, simpler operation, easy automatization and easy parallel operation and can simultaneously process samples on a large scale.
Description
Technical field
The present invention relates to the seasonings industrial circle, be specifically related to from soy sauce, extract the method for multiple propylene chlorohydrin.
Background technology
The contaminants in food propylene chlorohydrin be the structural hydroxyl of glycerine (glycerol) by the compounds that the chlorine atom replaces, comprise the 3-chloro-1 that monochloro replaces, 2-propylene glycol (3-chloro-1,2-propanediol is 3-MCPD) with glycerin (2-chloro-1,3-propanediol is 2-MCPD) with 1 of two chlorine replacements, 3-two chloro-2-propyl alcohol (1,3-dichloro-2-propanol, 1,3-DCP) with 2,3-two trimethylewne chlorohydrin 3-s (2,3-dichloro-1-propanol, 2,3-DCP).Multiple propylene chlorohydrin more than can producing in the soy sauce production process is so need the propylene chlorohydrin in the soy sauce is detected so that controlling quality.Because soy sauce matrix complexity, interference or pollution when preventing to detect need most of matrix is removed before detection, and the method for therefore extracting propylene chlorohydrin from soy sauce seems particularly important.
The extracting method bibliographical information of propylene chlorohydrin mainly contains liquid-liquid extraction method and column chromatography in the soy sauce
[1]Two kinds,,, comprise existing GB so present generally employing is column chromatography because the liquid-liquid extraction method extraction efficiency is lower
[2]All take this method.The general operation method
[1]For: take by weighing 10g Extrelut
TMTwo parts of 20 siliceous earth column fillers are got a copy of it and are added in the sample solution (the 4g soy sauce adds 6g saturated sodium-chloride mixing solutions), stir; With another part column packing pack into (the chromatography column lower end is filled out with glass wool) in the chromatography column.The mixture of sample and sorbent material is packed in the chromatography column, and the upper strata adds the anhydrous sodium sulphate of 1cm height.After placing 15min,, and abandon or adopt the normal hexane leacheate with normal hexane wash-out nonpolarity element.With ether 150mL wash-out (flow velocity is about 8mL/min), collect the ether elutriant.This kind method can obtain extraction recovery preferably, but still has several shortcomings: (1) cost height: because the column chromatography of bibliographical information all adopts Extrelut
TMDiatomite is as filler, and this filler costs an arm and a leg, and 1kg reaches more than 2000 yuans.And press literature method, analyze a soy sample (4g) and need 10g Extrelut
TMDiatomite, the cost of promptly every duplicate samples light filler promptly reaches more than 20 yuans.In addition, organic solvent that column chromatography consumes is more, needs the 150ml ether at least, and contaminate environment and cost increase; (2) complex operation: this method need disperse, adorn post through the matrix solid phase, organic solvent is crossed steps such as post, control speed, operates comparatively loaded down with trivial details; (3) difficult mass disposal sample: promptly need a glass chromatography column because this method is handled a duplicate samples, and organic solvent is crossed post and is needed to carry out in Fume Hoods, so equipment and place have determined to adopt this method can't handle gross sample simultaneously, can't guarantee to operate collimation and working efficiency, this brings very big inconvenience for daily inspection routine.
Summary of the invention
At the shortcoming of extracting the method for the propylene chlorohydrin in the soy sauce in the prior art, the inventor improves extracting method, the absorption of employing solid adsorbent, organic solvent soaks into the method for oscillation extraction, by to solid adsorbent kind, consumption, extract solvent species, consumption, jolt groping of different operating condition such as time, it is lower, easy and simple to handle to have set up cost, but the pre-treating process of mass disposal sample.
Therefore, the invention provides a kind of method of extracting multiple propylene chlorohydrin from soy sauce, described method comprises the step of adsorbing and soaking into organic solvent oscillation extraction with solid adsorbent.
Described solid adsorbent can be selected from Extrelut
TMDiatomite, diatomite celite545, silica gel, neutral alumina, florisil silica or Kieselguhr diatomite.
The inventor has investigated Extrelut
TMSix kinds of solid adsorbent such as diatomite, diatomite celite545, silica gel, neutral alumina, florisil silica, Kieselguhr diatomite, each sorbent material decontamination effect improving is as follows:
| Kind | Extrelut TMDiatomite | Diatomite celite545 | Silica gel | Neutral alumina | Florisil silica | Kieselguhr diatomite |
| Decontamination effect improving | +++ | +++ | + | + | ++ | + |
Experimental results show that: the water-retaining capacity of diatomite celite545 is stronger, epigranular, and the adsorption efficiency height, elutriant is colourless, decontamination effect improving and Extrelut
TMDiatomite is similar, and is more satisfactory.In addition, diatomite celite545 low price about 200 yuan/kg, is Extrelut
TMDiatomaceous 1/10th, so among the present invention, select diatomite celite545 as the best of the sorbent material of this method.
Need to prove that if adopt column chromatography, diatomite celite545, florisil silica, Kieselguhr diatomite etc. all can't obtain promising result.Because remove Extrelut
TMParticle diameters such as the diatomite celite545 beyond the diatomite, florisil silica, Kieselguhr diatomite are all less, and after the more soy sauce of absorption water content, the matrix of formation is fine and close, and it is slower that organic solvent is crossed the speed of post wash-out, and efficient is too low.Improved method adopts the method for organic solvent infiltration, vibration hybrid extraction then effectively to avoid this shortcoming.
In the inventive method, for a soy sample (4g), the amount of required solid adsorbent can be 4～10g.
For the 4g soy sample, be example with diatomite celite545, the contriver has investigated the adsorption effect with 4g, 5g, 6g, 7g, 8g, 9g, 10g diatomite celite545 respectively, the results are shown in following table:
| Consumption | 4g | 5g | 6g | 7g | 8g | 9g | 10g |
| Adsorption effect | + | ++ | ++ | +++ | ++ | ++ | + |
Experimental results show that: as the sorbent material consumption very little, then water-retaining capacity is not enough; Consumption is too many, and then soy sample is difficult to mix with diatomite, and therefore, optimum consumption is: for the 4g soy sample, the amount of used solid adsorbent is 7g.
The method according to this invention, described organic solvent is selected from one or more in normal hexane, ether or the ethyl acetate.
The contriver has investigated normal hexane+ether (1+1), ethyl acetate, ether, normal hexane, normal hexane+ethyl acetate (1+1), ether+ethyl acetate (1+1) etc. and has extracted solvent for six kinds, and extraction effect sees the following form:
| Extract solvent species | Normal hexane+ether (1+1) | Ethyl acetate | Ether | Normal hexane | Normal hexane+ethyl acetate (1+1) | Ether+ethyl acetate (1+1) |
| Extraction effect | +++ | ++ | ++++ | + | ++ | +++ |
Experimental results show that: other the 5 kinds effect of extracting that extract solvent need could extract fully with relatively large not as ether.Therefore, selecting absolute ether is most preferred scheme as extracting solvent.
Simultaneously, the contriver has investigated and has extracted the influence to effect of the present invention of solvent load and extraction time: 15ml * 2 time, 20ml * 2 time, 30ml * 2 time, 15ml * 3 time, 20ml * 3 time, 30ml * 3 time several combinations.Experimental results show that consumption of organic solvent is many more, extraction yield is high more.But when consumption that increases solvent and extraction time; extraction recovery is not seen and is significantly increased; consider to the consumption of saving solvent simultaneously and increase work efficiency, so, can select 20ml * 3 time as the optimum extraction scheme from cost and the consideration of environment protection aspect.
5,7,9,10,11,13, the extraction effects of several times of 15min the contriver has also investigated each extraction and has jolted the time:, the results are shown in following table:
| Jolt the time (min) | 5 | 7 | 9 | 10 | 11 | 13 | 15 |
| Extraction effect | + | ++ | +++ | ++++ | ++++ | ++++ | ++++ |
When increasing jolting during the time, extraction recovery is not seen and is significantly increased, and considers and increases work efficiency, so take all factors into consideration according to extraction effect and working efficiency, preferably jolts 10 minutes/time.
Concrete operation method of the present invention is as follows: take by weighing soy sauce sample (being generally 4g), put into plastic centrifuge tube, add solid adsorbent, cover tight lid, jolt on the earthquake device, solid adsorbent and sample solution are mixed.Add organic solvent, jolt for some time on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get organic solvent layer.Repeat to extract 2 to inferior, merge organic solvent layer.Promptly contain the multiple propylene chlorohydrin that will extract in this organic solvent layer.
Propylene chlorohydrin in the soy sauce is a toxic substance, if surpass a certain amount of meeting human body is worked the mischief, and therefore needs the content with propylene chlorohydrin in the instrument detecting soy sauce, if detected propylene chlorohydrin content surpasses certain limit then illustrates that soy sauce is defective.And instrument has certain sensitivity, if the propylene chlorohydrin content that we extract from soy sauce is too low, instrument may detect to come out, and extraction recovery is high more good more thus.See that by experimental result extraction recovery is in the requirement that just can satisfy instrumental sensitivity more than 10% fully.
Propylene chlorohydrin extraction recovery measuring method:
A, look for a blank soy sauce, promptly determine wherein not contain the soy sauce of propylene chlorohydrin;
B, get 10mg/L propylene chlorohydrin contrast solution 10 μ L, mixes the extracting method extraction that the back is determined by this experiment with the blank soy sauce of 4g, the extracting solution that obtains advances GC-MS (gas chromatograph-mass spectrometer) mensuration, and the strength of signal that records is represented with chromatographic peak area, is designated as y1;
C, directly get 10mg/L propylene chlorohydrin contrast solution 10 μ L and advance GC-MS and measure, the strength of signal that records is represented with chromatographic peak area, is designated as y2;
D, extraction recovery=y1/y2 * 100%.
Calculate after operating according to the column chromatography in the documents 3-MCPD and 1, the 3-DCP extraction recovery is respectively 26.92% and 13.94%.And, adopt blank soy sauce matrix to add 3-MCPD and 1 according to the inventive method, and the extraction recovery under the optimal conditions of method investigation the inventive method of 3-DCP contrast is respectively 31.63% and 16.28%, and the result is satisfactory.
The inventive method has following advantage with the chromatography ratio: (1) cost reduces: the price of solid adsorbent significantly reduces; The consumption that extracts solvent significantly reduces under the similar prerequisite of extraction effect; (2) operation is easier, easily automatization, easily parallel running; (3) mass disposal sample simultaneously: the centrifuge tube floor space is little, and oscillator and whizzer all can be handled tens batch samples simultaneously.And, also fair or high slightly with document method according to the extraction recovery under the condition of the present invention.
Embodiment
Embodiment 1
Take by weighing soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 4g diatomite celite 545, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add the 20ml ether, jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get ether layer.Repeat to extract combined ether layer three times.Promptly contain the multiple propylene chlorohydrin that will extract in this ether layer.The gained extraction recovery is 18.57%.
Embodiment 2
Take by weighing soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 6g diatomite celite 545, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add the 20ml ether, jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get ether layer.Repeat to extract combined ether layer three times.Promptly contain the multiple propylene chlorohydrin that will extract in this ether layer.The gained extraction recovery is 30.01%.
Embodiment 3
Take by weighing soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 7g diatomite celite 545, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add the 20ml ether, jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get ether layer.Repeat to extract combined ether layer three times.Promptly contain the multiple propylene chlorohydrin that will extract in this ether layer.The gained extraction recovery is 31.63%.
Embodiment 4
Take by weighing soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 8g diatomite celite 545, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add the 20ml ether, jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get ether layer.Repeat to extract secondary, combined ether layer.Promptly contain the multiple propylene chlorohydrin that will extract in this ether layer.The gained extraction recovery is 31.05%.
Embodiment 5
Take by weighing soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 10g diatomite celite545, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add the 20ml ether, jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get ether layer.Repeat to extract combined ether layer three times.Promptly contain the multiple propylene chlorohydrin that will extract in this ether layer.The gained extraction recovery is 20.49%.
Embodiment 6
Take by weighing soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 7g diatomite celite 545, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add the 15ml ether, jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get ether layer.Repeat to extract combined ether layer three times.Promptly contain the multiple propylene chlorohydrin that will extract in this ether layer.The gained extraction recovery is 26.08%.
Embodiment 7
Take by weighing soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 7g diatomite celite 545, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add the 30ml ether, jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get ether layer.Repeat to extract combined ether layer three times.Promptly contain the multiple propylene chlorohydrin that will extract in this ether layer.The gained extraction recovery is 31.72%.
Embodiment 8
Take by weighing soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 7g diatomite celite 545, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add the 20ml ether, jolt about 5 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get ether layer.Repeat to extract combined ether layer three times.Promptly contain the multiple propylene chlorohydrin that will extract in this ether layer.The gained extraction recovery is 27.89%.
Embodiment 9
Take by weighing soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 7g diatomite celite 545, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add the 20ml ether, jolt about 15 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get ether layer.Repeat to extract combined ether layer three times.Promptly contain the multiple propylene chlorohydrin that will extract in this ether layer.The gained extraction recovery is 31.16%.
Embodiment 10
Get soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 7g Extrelut
TMDiatomite covers tight lid, jolts on the earthquake device, and diatomite and sample solution are mixed.Add the 20ml ether, jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get ether layer.Repeat to extract combined ether layer three times.Promptly contain the multiple propylene chlorohydrin that will extract in this ether layer.The gained extraction recovery is 29.80%.
Embodiment 11
Get soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 7g Kieselguhr diatomite, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add the 20ml ether, jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get ether layer.Repeat to extract combined ether layer three times.Promptly contain the multiple propylene chlorohydrin that will extract in this ether layer.The gained extraction recovery is 11.41%.
Embodiment 12
Get soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 7g silica gel, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add the 20ml ether, jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get ether layer.Repeat to extract combined ether layer three times.Promptly contain the multiple propylene chlorohydrin that will extract in this ether layer.The gained extraction recovery is 11.81%.
Embodiment 13
Get soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add the 7g neutral alumina, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add the 20ml ether, jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get ether layer.Repeat to extract combined ether layer three times.Promptly contain the multiple propylene chlorohydrin that will extract in this ether layer.The gained extraction recovery is 11.58%.
Embodiment 14
Get soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add the 7g florisil silica, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add the 20ml ether, jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get ether layer.Repeat to extract combined ether layer three times.Promptly contain the multiple propylene chlorohydrin that will extract in this ether layer.The gained extraction recovery is 18.32%.
Embodiment 15
Take by weighing soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 7g diatomite celite 545, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add the 20ml normal hexane, jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get the normal hexane layer.Repeat to extract three times, merge the normal hexane layer.Promptly contain the multiple propylene chlorohydrin that will extract in this normal hexane layer.The gained extraction recovery is 10.63%.
Embodiment 16
Take by weighing soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 7g diatomite celite 545, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add the 20ml ethyl acetate, jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get ethyl acetate layer.Repeat to extract the combined ethyl acetate layer three times.Promptly contain the multiple propylene chlorohydrin that will extract in this ethyl acetate layer.The gained extraction recovery is 22.28%.
Embodiment 17
Take by weighing soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 6g diatomite celite 545, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add 20ml normal hexane+ethyl acetate (1+1), jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get organic layer.Repeat to extract secondary, merge organic layer.Promptly contain the multiple propylene chlorohydrin that will extract in this organic layer.The gained extraction recovery is 10.14%.
Embodiment 18
Take by weighing soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 7g diatomite celite 545, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add 20ml ethyl acetate+ether (1+1), jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get organic layer.Repeat to extract three times, merge organic layer.Promptly contain the multiple propylene chlorohydrin that will extract in this organic layer.The gained extraction recovery is 27.45%.
Embodiment 19
Take by weighing soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 7g diatomite celite 545, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add 20ml normal hexane+ether (1+1), jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get organic layer.Repeat to extract three times, merge organic layer.Promptly contain the multiple propylene chlorohydrin that will extract in this organic layer.The gained extraction recovery is 16.53%.
Embodiment 20
Take by weighing soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 8g diatomite celite 545, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add the 15ml ether, jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get ether layer.Repeat to extract secondary, combined ether layer.Promptly contain the multiple propylene chlorohydrin that will extract in this ether layer.The gained extraction recovery is 20.56%.
Embodiment 21
Take by weighing soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 7g diatomite celite 545, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add the 20ml ether, jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get ether layer.Repeat to extract secondary, combined ether layer.Promptly contain the multiple propylene chlorohydrin that will extract in this ether layer.The gained extraction recovery is 23.18%.
Embodiment 22
Take by weighing soy sauce sample 4g, put into the 45mL plastic centrifuge tube, add 7g diatomite celite 545, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed.Add the 30ml ether, jolt about 10 minutes on the earthquake device.After putting into whizzer centrifugal (4600 changeed * 5 minutes), get ether layer.Repeat to extract secondary, combined ether layer.Promptly contain the multiple propylene chlorohydrin that will extract in this ether layer.The gained extraction recovery is 27.32%.
Claims (12)
1. extract the method for multiple propylene chlorohydrin from soy sauce, it is characterized in that, described method comprises the step of adsorbing and soaking into organic solvent oscillation extraction with solid adsorbent.
2. the method for extracting multiple propylene chlorohydrin from soy sauce according to claim 1 is characterized in that described solid adsorbent is selected from Extrelut
TMDiatomite, diatomite celite545, silica gel, neutral alumina, florisil silica or Kieselguhr diatomite.
3. the method for extracting multiple propylene chlorohydrin from soy sauce according to claim 2 is characterized in that described solid adsorbent is diatomite celite545.
4. the method for extracting multiple propylene chlorohydrin from soy sauce according to claim 1 is characterized in that for the 4g soy sample, the amount of used solid adsorbent is 4～10g.
5. the method for extracting multiple propylene chlorohydrin from soy sauce according to claim 4 is characterized in that for the 4g soy sample, the amount of used solid adsorbent is 7g.
6. the method for extracting multiple propylene chlorohydrin from soy sauce according to claim 1 is characterized in that described organic solvent is selected from one or more in normal hexane, ether or the ethyl acetate.
7. the method for extracting multiple propylene chlorohydrin from soy sauce according to claim 6 is characterized in that described organic solvent is an ether.
8. the method for extracting multiple propylene chlorohydrin from soy sauce according to claim 1 is characterized in that for the 4g soy sample, the amount of used organic solvent is 15～30ml.
9. the method for extracting multiple propylene chlorohydrin from soy sauce according to claim 8 is characterized in that for the 4g soy sample, the amount of used organic solvent is 20ml.
10. the method for extracting multiple propylene chlorohydrin from soy sauce according to claim 1 is characterized in that described extraction times is 2～3 times.
11. the method for extracting multiple propylene chlorohydrin from soy sauce according to claim 1 is characterized in that described duration of oscillation is 10 minutes/time.
12. the method for extracting multiple propylene chlorohydrin from soy sauce according to claim 1 is characterized in that, said method comprising the steps of:
1) takes by weighing soy sauce sample 4g, put into centrifuge tube, add 7g diatomite celite 545, cover tight lid, jolt on the earthquake device, diatomite and sample solution are mixed;
2) add the 20ml ether, jolt 10 minutes on the earthquake device, centrifugal after, get ether layer, repeat to extract combined ether layer three times.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200810036800 CN101570465B (en) | 2008-04-29 | 2008-04-29 | Method for extracting multiple chloropropyl alcohol from sauce |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200810036800 CN101570465B (en) | 2008-04-29 | 2008-04-29 | Method for extracting multiple chloropropyl alcohol from sauce |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101570465A true CN101570465A (en) | 2009-11-04 |
| CN101570465B CN101570465B (en) | 2013-04-10 |
Family
ID=41229967
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200810036800 Expired - Fee Related CN101570465B (en) | 2008-04-29 | 2008-04-29 | Method for extracting multiple chloropropyl alcohol from sauce |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101570465B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110988214A (en) * | 2019-12-27 | 2020-04-10 | 广东省药品检验所（广东省药品质量研究所、广东省口岸药品检验所） | Method for detecting chloropropanol in hydroxypropyl modified starch |
| CN111879770A (en) * | 2020-09-28 | 2020-11-03 | 广州智汇生物科技有限公司 | Method for detecting hair water in fermented soy product |
| CN115097022A (en) * | 2022-05-30 | 2022-09-23 | 浙江万盛股份有限公司 | Method for measuring content of impurities in process of preparing dichloropropanol by glycerol method |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5077062A (en) * | 1990-05-03 | 1991-12-31 | Excelpro Inc. | Hydrolyzed soy protein and process for preparing soy protein |
-
2008
- 2008-04-29 CN CN 200810036800 patent/CN101570465B/en not_active Expired - Fee Related
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110988214A (en) * | 2019-12-27 | 2020-04-10 | 广东省药品检验所（广东省药品质量研究所、广东省口岸药品检验所） | Method for detecting chloropropanol in hydroxypropyl modified starch |
| CN110988214B (en) * | 2019-12-27 | 2022-09-27 | 广东省药品检验所（广东省药品质量研究所、广东省口岸药品检验所） | Method for detecting chloropropanol in hydroxypropyl modified starch |
| CN111879770A (en) * | 2020-09-28 | 2020-11-03 | 广州智汇生物科技有限公司 | Method for detecting hair water in fermented soy product |
| CN115097022A (en) * | 2022-05-30 | 2022-09-23 | 浙江万盛股份有限公司 | Method for measuring content of impurities in process of preparing dichloropropanol by glycerol method |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101570465B (en) | 2013-04-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN105044236B (en) | Dispersive solid-phase extraction gas chromatography method for polychlorinated biphenyls in soil and sediment | |
| CN100346162C (en) | Method for detecting citrinin content in red koji fermentation product | |
| CN202869877U (en) | Sample purifying and filtering device | |
| CN102872843A (en) | Solid phase extraction column based on graphene bonded silica gel, and preparation method and application thereof | |
| CN101570465B (en) | Method for extracting multiple chloropropyl alcohol from sauce | |
| Chee et al. | Determination of organochlorine pesticides in water by membranous solid-phase extraction, and in sediment by microwave-assisted solvent extraction with gas chromatography and electron-capture and mass spectrometric detection | |
| CN104280485B (en) | A kind of simultaneous extraction, purify and detect the method for chloro polycyclic aromatic hydrocarbon in soil | |
| CN108680656A (en) | A method of polybrominated biphenyls ether content in sludge composting sample is detected using accelerated solvent extraction in-line purification method | |
| CN101832991B (en) | Method for detecting organophosphorus pesticide residue in water by using graphene | |
| CN106124666A (en) | The assay method of 55 kinds of volatile organic contaminants in a kind of surface water | |
| CN106290612A (en) | In rubber, polycyclic aromatic hydrocarbon extracts pre-treatment purification method | |
| CN105486791A (en) | Fe3O4@SiO2@G magnetic adsorbent and method for detecting 16 anti-staling agents in vegetable by using same | |
| CN101149359A (en) | Solid phase micro-extraction probe and its analysis method for polycyclic aromatic hydrocarbon of environmental sample | |
| CN101670363B (en) | Method for eluting and restoring 1,2,4-trichlorobenzene polluted soil by cyclodextrin solution | |
| CN103364238A (en) | Selective separation of PCNs (polychlorinated naphthalenes congeners), HBCDss (hexabromocyclododecanes) and TBBPA (tetrabromobisphenol A) in complex samples | |
| CN105510484B (en) | The device and method of phthalic acid ester content in a kind of detection gas | |
| Engelmann et al. | Simultaneous determination of total polychlorinated biphenyl and dichlorodiphenyltrichloroethane (DDT) by dechlorination with Fe/Pd and Mg/Pd bimetallic particles and flame ionization detection gas chromatography | |
| CN100351247C (en) | Fast production of high-purity radix ligustici sinensis lactone | |
| CN109675536A (en) | One kind dispersing acidic silica gel filler, preparation method and application based on graphene oxide | |
| CN102759590A (en) | Method for extracting and purifying benzo[a] pyrene in cigarette smoke | |
| CN208140456U (en) | Persistence organic pollutant purification system in environment solid dielectric | |
| Pocurull et al. | Environmental Applications | |
| CN106770722A (en) | A kind of method of HBCD chiral isomer in detection animal muscle based on MSPD methods | |
| CN105717242B (en) | The selective cleaning method of more chloronaphthalenes and Polychlorinated biphenyls in complex sample | |
| CN104262076B (en) | A kind of method utilizing Silver Nitrate silica gel chromatography purification plant origin squalene |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20130410 Termination date: 20170429 |
|
| CF01 | Termination of patent right due to non-payment of annual fee |