CN103760002A - Preparation method for detecting basic orange II standard sample - Google Patents
Preparation method for detecting basic orange II standard sample Download PDFInfo
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- CN103760002A CN103760002A CN201410030132.9A CN201410030132A CN103760002A CN 103760002 A CN103760002 A CN 103760002A CN 201410030132 A CN201410030132 A CN 201410030132A CN 103760002 A CN103760002 A CN 103760002A
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Abstract
The invention discloses a preparation method for detecting a basic orange II standard sample, and relates to a preparation method for detecting a standard sample. The preparation method comprises the following steps: adding water, a hydrochloric acid and aniline in a three-hole reaction bottle, and stirring; dropwise adding a sodium nitrite solution, and determining a reaction endpoint by using potassium iodide starch test paper; adding urea to remove the redundant sodium nitrite, adding water and m-phenylenediamine in the other three-hole reaction bottle, stirring, warming until the m-phenylenediamine is fully dissolved, adding water for crystallizing, filtering, carrying out salting-out filtration and drying so as to obtain a product; carrying out recrystallization separation on a crude product, eluting liquid nitrogen, blowing the dried pure product; uniformly stirring the crude product and silica gel, packing, and washing the crude product and the silica gel successively by using petroleum ether embellishing washing and dichloromethane, and eluting an object by using the dichloromethane/methyl alcohol. The preparation method provided by the invention has the advantages that the standard sample prepared by the method can be used for solving the problems that the detecting standard sample in China depends on import, the comprehensive material standard guarantee is provided for food safety inspection detection in China, and the technical support is provided for the each-level government food safety monitoring and control in China.
Description
Technical field
The present invention relates to a kind of preparation method who detects with standard model, particularly relate to a kind of preparation method who detects with basic orange II standard model.
Background technology
Standard model be tool enough uniformly one or more chemistry, physics, biological, engineering or sense organ etc. performance characteristic, through technical appraisement, and with a batch sample of the relevant performance data certificate of explanation.Be the sample of the quality homogeneous that compares with its character and test sample, and have the purity of applicable application target.
Basic orange II is a kind of azo alkalescence industrial dye, popular name " Wang Jinhuang ", " piece is yellow " etc.Be generally used for the dyeing of acrylic fiber and the direct printing of fabric, also for silk, the dyeing of wool and cotton fiber, also for the dyeing of the goods such as leather, paper, feather, grass, wood, bamboo.This material of excess ingestion, suction and skin contact all can cause acute and chronic middle toxicity damage, is carcinogenic substance.According to the relevant criterion of China, this material and exclude food additives scope within.Due to basic orange II, than other water-soluble dye, be easier on bean curd and some aquatic products dyeing and fugitive color not as lemon yellow, sunset yellow etc., some illegal retailers dye to food such as bean product with this material, in the hope of obtaining better appearance, deception consumer.
Therefore, promptly and accurately judge in food whether have this non-food coloring, the assay method of setting up non-food coloring basic orange II in food is fast and accurately very important.And the exploitation of carrying out quantivative approach just needs highly purified standard items, adopt standard model, accuracy, comparability, the tractability of guarantee testing result in international association.
Summary of the invention
The object of the present invention is to provide a kind of preparation method who detects with basic orange II standard model, the method makes that purity is high, content accurately, the equal satisfactory standard model of homogeneity and stability, solve China's detection standard items dependence on import, for detecting, China's Food Safety Analysis provides comprehensive material standard guarantee, for China governments at all levels food security supervision provides technical support.
The object of the invention is to be achieved through the following technical solutions:
Detect the preparation method with basic orange II standard model, described in it, method comprises the synthetic and purge process of basic orange II:
In three mouthfuls of reaction bulbs, add water, hydrochloric acid and aniline, stir; Drip sodium nitrite solution, with potassium iodide starch test paper, determine reaction end; Add urea to remove unnecessary sodium nitrite, this diazo liquid is put into refrigerator and cooled and hide; In another three mouthfuls of reaction bulbs, add water, m-phenylene diamine, stir, be warming up to m-phenylene diamine and all dissolve, then cooling and with salt acid for adjusting pH value, slowly add diazo liquid, continue to be stirred to diazo liquid complete reaction, add subsequently water, intensification adds hydrochloric acid, stir, standing, crystallization, filter, saltout and filter the rear dry product that to obtain; Crude product, after recrystallization separation, adopts thin-layer chromatography to carry out separation, and when methyl alcohol is classified 1:7 as with methylene chloride ratio, sample carries out silicagel column purification, methyl alcohol and methenyl choloride mixed liquor gradient elution, and wash-out liquid nitrogen blows rear dry sterling; After getting crude product and silica gel and stirring, after dress post, use successively after sherwood oil rinse, washed with dichloromethane, with methylene chloride/methanol wash-out object; By the above-mentioned basic orange II standard items that make, with brown bottle, carry out packing, totally 115 bottles of every bottle of 10 mg, numbering is placed on room temperature, the sealing of ventilating is preserved.
The preparation method of basic orange II standard model for described detection, the synthetic and purifying of described basic orange II: add water 10mL, 36% hydrochloric acid 14 g and aniline 3.5 g in three mouthfuls of reaction bulbs, stir; Keeping in reaction bulb is 0-5 ℃, is added dropwise to 30% sodium nitrite solution 20 mL within 1 h, adds and continues reaction 30 min, with potassium iodide starch test paper, determines reaction end.
The preparation method of basic orange II standard model for described detection, synthetic and the purifying of described basic orange II: add water 12.5 mL in another three mouthfuls of reaction bulbs, m-phenylene diamine 4.5 g, stir, be warming up to 65 ℃, all dissolve to m-phenylene diamine, then be cooled to-4 ℃, and with 36% salt acid for adjusting pH value to 6-7, start slowly to add the diazo liquid that is chilled to-4 ℃, maintain there-necked flask interior reaction temperature and be not more than-2 ℃, add and continue to be stirred to diazo liquid complete reaction, add subsequently water 20 mL, be warming up to 95 ℃, add 36% hydrochloric acid 0.3 g, stir, standing, crystallization, filter, saltout dry in 60 ℃ after filtering, obtain product approximately 10 g.
The preparation method of basic orange II standard model for described detection, synthetic and the purifying of described basic orange II: crude product is after recrystallization is separated, adopt thin-layer chromatography to carry out separation, when methyl alcohol is classified 1:7 as with methylene chloride ratio, on thin layer, principal product obtains separated with other impurity; Sample carries out silicagel column purification, methyl alcohol and methenyl choloride mixed liquor gradient elution, wash-out liquid nitrogen blows rear dry sterling, after getting 1.2 g crude products and 25 g silica gel 100-140 orders and stirring, after dress post, use successively after 100 mL sherwood oil rinses, 200 mL washed with dichloromethane, with the methylene chloride/methanol 7:1 wash-out object of 200 mL.
Accompanying drawing explanation
Fig. 1 is preparation technology's schematic diagram of basic orange II standard model of the present invention;
Fig. 2 is the liquid chromatogram of basic orange II standard model of the present invention.
Embodiment
Below in conjunction with accompanying drawing illustrated embodiment, the invention will be further described.
Embodiment 1:
Synthetic and the purifying of basic orange II: add water 10mL, 36% hydrochloric acid 14 g and aniline 3.5 g in three mouthfuls of reaction bulbs, stir; Keeping in reaction bulb is 0-5 ℃, is added dropwise to 30% sodium nitrite solution 20 mL within 1 h, adds and continues reaction 30 min, with potassium iodide starch test paper, determines reaction end.Add urea to remove unnecessary sodium nitrite, this diazo liquid is put into refrigerator and cooled and hide.
In another three mouthfuls of reaction bulbs, add water 12.5 mL, m-phenylene diamine 4.5 g, stir, be warming up to 65 ℃, all dissolve to m-phenylene diamine, be then cooled to-4 ℃, and with 36% salt acid for adjusting pH value to 6-7.Start slowly to add the diazo liquid that is chilled to-4 ℃, maintain there-necked flask interior reaction temperature and be not more than-2 ℃, add and continue to be stirred to diazo liquid complete reaction.Add subsequently water 20 mL, be warming up to 95 ℃, add 36% hydrochloric acid 0.3 g, stir, standing, crystallization, filters, saltout filter after in 60 ℃ dry, obtain product approximately 10 g.
Crude product, after recrystallization separation, adopts thin-layer chromatography to carry out separation, and when methyl alcohol is classified 1:7 as with methylene chloride ratio, on thin layer, principal product obtains well separated with other impurity; Sample carries out silicagel column purification, methyl alcohol and methenyl choloride mixed liquor gradient elution, and wash-out liquid nitrogen blows rear dry sterling.After getting 1.2 g crude products and 25 g silica gel (100-140 order) and stirring, after dress post, use successively after 100 mL sherwood oil rinses, 200 mL washed with dichloromethane, with methylene chloride/methanol (7:1) the wash-out object of 200 mL.
By the above-mentioned basic orange II standard items that make, with brown bottle, carry out packing, totally 115 bottles of every bottle of 10 mg, numbering is placed on room temperature, the sealing of ventilating is preserved.
Carry out purity test and assay:
Thin-layer chromatography is pure to be looked into, HPLC purity test:
In the preparation of basic orange II standard model, select HPLC peak area normalization method to carry out assay.
Instrument and condition: high performance liquid chromatograph (Shimadzu LC-20A), join diode array detector or Variable wavelength UV detector; Chromatographic column: C
18(250 mm * 4.6mm, 5 μ m) or quite person.
Operating conditions: mobile phase: methyl alcohol/(20 mM) ammonium acetate=70/30; Flow velocity: 1.0 mL/min; Column temperature: 25 ℃; Detect wavelength: 410 nm; Sample size: 10 μ L.
Quantitative measurement: test fluid configuration: accurately take the sample of 1.0 g, dissolve through 50 mL ethanol, after water dilution constant volume, be mixed with the sample liquid of 10 mg/L, carry out area normalization standard measure under above-mentioned liquid phase chromatography condition.Chromatographic condition should guarantee that in sample, all impurity can be separated with determinand, and the retention time of basic orange II is suitable.Sample introduction is measured, and calculates sample neutral and alkali orange II purity.Under selected chromatographic condition, basic orange II retention time is 3.14 min.
Instrument and equipment: high performance liquid chromatograph (the Japanese Shimadzu LC-20A of company), spectrophotometry instrument (Japanese Shimadzu company), liquid matter matter combined instrument (American AB company), INOVA-600 nuclear magnetic resonance analyser (Varian company).
Material and reagent: concentrated hydrochloric acid, aniline, sodium nitrite, urea, m-phenylene diamine, sodium sulfanilate, beta naphthal, sodium chloride, ethylene glycol, 4,4 one dimethylamino diphenyl-methanes, sulphur, sal-ammoniac, pure 95% ethanol of analysis, analyze pure methyl alcohol (Town in Shanghai spectrum scientific instrument company limited).Methyl alcohol for liquid phase (chromatographically pure, TEDIA COMPANY); Water is deionized water.
Claims (4)
1. detect the preparation method with basic orange II standard model, it is characterized in that, described method comprises the synthetic and purge process of basic orange II:
In three mouthfuls of reaction bulbs, add water, hydrochloric acid and aniline, stir; Drip sodium nitrite solution, with potassium iodide starch test paper, determine reaction end; Add urea to remove unnecessary sodium nitrite, this diazo liquid is put into refrigerator and cooled and hide; In another three mouthfuls of reaction bulbs, add water, m-phenylene diamine, stir, be warming up to m-phenylene diamine and all dissolve, then cooling and with salt acid for adjusting pH value, slowly add diazo liquid, continue to be stirred to diazo liquid complete reaction, add subsequently water, intensification adds hydrochloric acid, stir, standing, crystallization, filter, saltout and filter the rear dry product that to obtain; Crude product, after recrystallization separation, adopts thin-layer chromatography to carry out separation, and when methyl alcohol is classified 1:7 as with methylene chloride ratio, sample carries out silicagel column purification, methyl alcohol and methenyl choloride mixed liquor gradient elution, and wash-out liquid nitrogen blows rear dry sterling; After getting crude product and silica gel and stirring, after dress post, use successively after sherwood oil rinse, washed with dichloromethane, with methylene chloride/methanol wash-out object; By the above-mentioned basic orange II standard items that make, with brown bottle, carry out packing, totally 115 bottles of every bottle of 10 mg, numbering is placed on room temperature, the sealing of ventilating is preserved.
2. the preparation method of basic orange II standard model for detection according to claim 1, is characterized in that, the synthetic and purifying of described basic orange II: in three mouthfuls of reaction bulbs, add water 10mL, 36% hydrochloric acid 14 g and aniline 3.5 g, stir; Keeping in reaction bulb is 0-5 ℃, is added dropwise to 30% sodium nitrite solution 20 mL within 1 h, adds and continues reaction 30 min, with potassium iodide starch test paper, determines reaction end.
3. the preparation method of basic orange II standard model for detection according to claim 1, it is characterized in that, synthetic and the purifying of described basic orange II: add water 12.5 mL in another three mouthfuls of reaction bulbs, m-phenylene diamine 4.5 g, stir, be warming up to 65 ℃, all dissolve to m-phenylene diamine, then be cooled to-4 ℃, and with 36% salt acid for adjusting pH value to 6-7, start slowly to add the diazo liquid that is chilled to-4 ℃, maintain there-necked flask interior reaction temperature and be not more than-2 ℃, add and continue to be stirred to diazo liquid complete reaction, add subsequently water 20 mL, be warming up to 95 ℃, add 36% hydrochloric acid 0.3 g, stir, standing, crystallization, filter, saltout dry in 60 ℃ after filtering, obtain product approximately 10 g.
4. the preparation method of basic orange II standard model for detection according to claim 1, it is characterized in that, synthetic and the purifying of described basic orange II: crude product is after recrystallization is separated, adopt thin-layer chromatography to carry out separation, when methyl alcohol is classified 1:7 as with methylene chloride ratio, on thin layer, principal product obtains separated with other impurity; Sample carries out silicagel column purification, methyl alcohol and methenyl choloride mixed liquor gradient elution, wash-out liquid nitrogen blows rear dry sterling, after getting 1.2 g crude products and 25 g silica gel 100-140 orders and stirring, after dress post, use successively after 100 mL sherwood oil rinses, 200 mL washed with dichloromethane, with the methylene chloride/methanol 7:1 wash-out object of 200 mL.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104568547A (en) * | 2015-01-27 | 2015-04-29 | 沈阳产品质量监督检验院 | Method for preparing standard carmine sample colorant for analyzing food |
| CN104833564A (en) * | 2015-04-14 | 2015-08-12 | 东南大学 | Sample pretreatment method suitable for detection of basic orange II in bean product |
| CN107192591A (en) * | 2017-07-07 | 2017-09-22 | 广东省计量科学研究院（华南国家计量测试中心） | A kind of preparation method and application of basic orange II standard substance |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20100013120A (en) * | 2008-07-30 | 2010-02-09 | 부산대학교 산학협력단 | Analytic method of food dye |
| CN103254096A (en) * | 2013-05-30 | 2013-08-21 | 上海化工研究院 | Synthetic method for stable isotope labeling basic orange II |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20100013120A (en) * | 2008-07-30 | 2010-02-09 | 부산대학교 산학협력단 | Analytic method of food dye |
| CN103254096A (en) * | 2013-05-30 | 2013-08-21 | 上海化工研究院 | Synthetic method for stable isotope labeling basic orange II |
Non-Patent Citations (2)
| Title |
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| 郑小严: "超高效液相色谱-串联质谱法同时测定食品中碱性橙、碱性嫩黄O和碱性桃红T", 《分析科学学报》 * |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104568547A (en) * | 2015-01-27 | 2015-04-29 | 沈阳产品质量监督检验院 | Method for preparing standard carmine sample colorant for analyzing food |
| CN104833564A (en) * | 2015-04-14 | 2015-08-12 | 东南大学 | Sample pretreatment method suitable for detection of basic orange II in bean product |
| CN107192591A (en) * | 2017-07-07 | 2017-09-22 | 广东省计量科学研究院（华南国家计量测试中心） | A kind of preparation method and application of basic orange II standard substance |
| CN107192591B (en) * | 2017-07-07 | 2018-08-07 | 广东省计量科学研究院（华南国家计量测试中心） | A kind of preparation method and application of basic orange II standard substance |
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