CN101091911B - Method for synthesizing adsorption functional material for number one Sudan red - Google Patents
Method for synthesizing adsorption functional material for number one Sudan red Download PDFInfo
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- CN101091911B CN101091911B CN2007100571474A CN200710057147A CN101091911B CN 101091911 B CN101091911 B CN 101091911B CN 2007100571474 A CN2007100571474 A CN 2007100571474A CN 200710057147 A CN200710057147 A CN 200710057147A CN 101091911 B CN101091911 B CN 101091911B
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Abstract
The invention relates to a synthetic method of the sudan red I adsorption functional material, the major technique characteristic is that taking the sudan red I as the template member, the three-amino propyl orthoformate silicon alkyl which contains the double function group as the function monomer, the activation silicon ball as the carrier, using the technology of superficial member signature and the sol-gelatin method to synthesize the sudan red I adsorption functional material. The invention has the low cost, the simple experiment operation and the reaction condition is easy to control, the prepared sudan red I adsorption functional material as the absorbent can be used in the solid phase extract and liquid phase chromatograph association, and suitable to online adsorption examine the trace amount of the sudan red I in each kind of food and seasoning.
Description
Technical field
The present invention relates to technical field of polymer materials, particularly a kind of synthetic method of Sudan red 1 adsorption functional material.
Background technology
Sudan red 1 number (Sudan I, 1-phenylazo-beta naphthal) belongs to artificial synthetic azo class industrial dye, is mainly used in the dyeing of industrial products such as machine oil, wax and shoe polish.External zoopery shows, Sudan red 1 number can cause muroid to suffer from cancer, by further studies show that it in the mankind's liver cell, also show may be carcinogenic characteristic.Sudan red 1 metabolite aniline number in vivo can directly act on liver cell, causes toxic hepatic disease, take in the nervous system damage that aniline can cause human body for a long time, but international cancer research institution classifies it as the 3rd class carcinogen.Though this class material lacks and enough directly makes human carcinogenic evidence, but it is undisputed having potential carcinogenic danger, if a large amount of in a short time edible then can cause death.Therefore all forbid tonyred as the additive in the food production countries in the world, nineteen ninety-five, European Union forbade Sudan red 1 number is added in food as food coloring, and China's " food additives use sanitary standard " (GB2760-1996) does not allow to use Sudan red 1 number yet in food.At present both at home and abroad when detecting Sudan I in foods content, mostly adopt the method for AAS, liquid chromatography or liquid phase, gas-chromatography and mass spectrometry to carry out qualitative, quantitative detection, but the employed equipment price costliness of above-mentioned several detection method and when Sudan red 1 content lower (trace), be difficult to detect.Adopt the SPE method quicker, accurate, when carrying out SPE, then need to use the solid phase adsorption material that Sudan red 1 number is had high selectivity than traditional solvent extraction.Molecular imprinting (Molecular ImprintingTechnique, MIT) be one of the main method of current preparation high selectivity material, showed good prospects for application in many fields such as SPE, chemobionics sensor, mimetic enzyme catalysis, clinical medicine analysis, membrane separation techniques by the molecularly imprinted polymer of this technology preparation.But shortcomings such as mass transfer velocity is slow, difficult wash-out that traditional molecular engram method exists.The surface molecule print technology is the synthetic a kind of new method of molecular engram that development in recent years is got up, its synthetic surface imprinted polymer not only has very high selectivity, and mass transfer velocity is fast, and the on-line adsorption in the time of can being applicable to Sudan red 1 content lower (trace) widely detects.
Summary of the invention
The objective of the invention is to overcome defectives such as traditional molecular engram method is slow at preparation high selectivity material existing mass transfer velocity, difficult wash-out, provide a kind of method that adopts the surface molecule print technology to combine to synthesize Sudan red 1 and number have the method for high selectivity adsorption functional material with sol-gel technique.
The technical scheme that the present invention takes is:
A kind of synthetic method of Sudan red 1 adsorption functional material, the step of its synthetic method is:
(1). add Sudan red 1 number, 3-aminopropyltriethoxywerene werene and Loprazolam activation silicon ball in acetonitrile solvent, stirring reaction is 30～40 minutes under reflux state, adds tetraethoxysilane and acetic acid again, 50～80 ℃ of hatchings 8～10 hours down;
(2). above-mentioned polymerizate after filtering, ethanol was worn out 10～12 hours under 90～110 ℃ of temperature conditions, add hydrochloric acid and ethanol then, stir suction filtration after 1.5～2.5 hours, be washed till neutrality with alkali and secondary deionized water, till being washed till no template molecule with ethanol again, 60～80 ℃ of vacuum drying 10～12 hours promptly obtain Sudan red 1 number high selection adsorption functional material.
And described acetonitrile, Sudan red 1 number are 18.8: 1: 3.4 with the weight ratio of 3-aminopropyltriethoxywerene werene.
And the mol ratio of described tetraethoxysilane and acetic acid is 6.7: 1.
And the weight ratio of described hydrochloric acid and ethanol is 1.3: 100.
Advantage of the present invention and good effect are:
1. Sudan red 1 adsorption functional material provided by the invention is customized according to the Sudan red 1 template molecule, can single-minded identification Sudan red 1 number, therefore have very high selectivity; This Sudan red 1 adsorption functional material is prepared by chemical synthesis process, has the ability of advantages of higher stability, long service life and stronger anti-adverse environment.
2. the imprinted sites of polymerisation of the present invention is distributed in the surface of the porous activation silicon ball carrier of handling through the Loprazolam activated in water solution, make template molecule be easy to wash-out, meters squared per gram) and adsorption capacity and this porous silicon ball carrier has very high specific area, and (unit:, so mass transfer velocity is fast.
3. the present invention is with low cost, experimental implementation is simple, easy control of reaction conditions, made Sudan red 1 adsorption functional material can be used for SPE and liquid chromatogram coupling as adsorbent, is applicable to that the on-line adsorption of trace Sudan red 1 in various food, the condiment number detects.
The specific embodiment
Below in conjunction with embodiment, the present invention is further described; Following embodiment is illustrative, is not determinate, can not limit protection scope of the present invention with following embodiment.
The present invention is with surface molecule print technology and the sol-gel technique trace amido functional group on silicon ball surface that combines, thereby synthetic number have the high adsorption functional material of selecting to Sudan red 1.Its specific embodiment is:
1. in 100ml three footpath bottles, add the 14mL acetonitrile successively, 0.5g Sudan red 1 number, 1.8mL contain the 3-aminopropyltriethoxywerene werene of bifunctional group and 0.4g silicon ball through the Loprazolam activated in water solution, stirring reaction is 35 minutes under reflux state, add 1.8mL tetraethoxysilane and 1.2mL 0.1mol L-1 acetic acid again, hatched 9 hours down at 60 ℃.
Above-mentioned product is aging under 100 ℃ of temperature conditions after ethanol filters 2., polymer after aging is transferred in the 100ml conical flask, add 15mL 1.0mol L-1 hydrochloric acid and 50mL ethanol, stir suction filtration after 2 hours, with NaOH and secondary deionized water solution is washed till neutrality, till being washed till no template molecule with ethanol again, 70 ℃ of vacuum drying 11 hours promptly get Sudan red 1 high selectivity adsorption functional material.
The acetonitrile that adopts among the present invention, Sudan red 1 number are 18.8: 1: 3.4 with the weight ratio of 3-aminopropyltriethoxywerene werene.
The tetraethoxysilane that adopts and the mol ratio of acetic acid are 6.7: 1.
The hydrochloric acid that adopts and the weight ratio of ethanol are 1.3: 100.
Claims (1)
1. the synthetic method of a Sudan red 1 number high selection adsorption functional material, it is characterized in that: the step of its synthetic method is:
(1). add Sudan red 1 number, 3-aminopropyltriethoxywerene werene and Loprazolam activation silicon ball in acetonitrile solvent, stirring reaction is 30～40 minutes under the reflux state, adds tetraethoxysilane and acetic acid again, 50～80 ℃ of hatchings 8～10 hours down;
(2). above-mentioned polymerizate after filtering, ethanol was worn out 10～12 hours under 90～110 ℃ of temperature conditions, add hydrochloric acid and ethanol then, stir suction filtration after 1.5～2.5 hours, be washed till neutrality with alkali and secondary deionized water, till being washed till no template molecule with ethanol again, 60～80 ℃ of vacuum drying 10～12 hours promptly obtain Sudan red 1 number high selection adsorption functional material;
Described acetonitrile, Sudan red 1 number are 18.8: 1: 3.4 with the weight ratio of 3-aminopropyltriethoxywerene werene;
The mol ratio of described tetraethoxysilane and acetic acid is 6.7: 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN2007100571474A CN101091911B (en) | 2007-04-16 | 2007-04-16 | Method for synthesizing adsorption functional material for number one Sudan red |
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| CN2007100571474A CN101091911B (en) | 2007-04-16 | 2007-04-16 | Method for synthesizing adsorption functional material for number one Sudan red |
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| CN101091911A CN101091911A (en) | 2007-12-26 |
| CN101091911B true CN101091911B (en) | 2010-12-15 |
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Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101880355A (en) * | 2010-06-28 | 2010-11-10 | 济南大学 | Preparation and application of Sudan red I molecular imprinted polymeric adsorbent |
| CN102253139B (en) * | 2011-06-14 | 2012-11-14 | 吉林大学 | Method for detecting tonyred concentration in environment water sample |
| CN102898566B (en) * | 2011-07-28 | 2015-04-01 | 天津科技大学 | Preparation method of metal organic framework molecularly imprinted polymer used for enriching trace amounts of Metolcarb |
| CN102432735B (en) * | 2011-08-30 | 2013-07-03 | 嘉兴学院 | Preparation method of magnetic molecularly imprinted polymer for separating/purifying sudan I |
| CN102895959B (en) * | 2012-10-31 | 2014-03-12 | 天津科技大学 | Functional material for adsorbing trace histamine and preparation method and application of functional material |
| CN103055829A (en) * | 2013-01-17 | 2013-04-24 | 广西民族大学 | Sudan red I molecularly-imprinted solid phase extraction padding, solid phase extraction column as well as preparation method and application of padding |
| CN109734929B (en) * | 2019-01-07 | 2021-07-13 | 安徽中烟工业有限责任公司 | Preparation method and application of maltol magnetic molecularly imprinted solid-phase extraction material with core-shell microsphere structure |
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| US6709597B1 (en) * | 2002-11-29 | 2004-03-23 | Council Of Scientific And Industrial Research | Process for the separation of racemic mixtures |
| CN1621146A (en) * | 2004-10-10 | 2005-06-01 | 南开大学 | Silicon ball surface cadmium ion blotting mercapto group functionalized adsorption material and method for synthesis |
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| CN1736580A (en) * | 2005-07-11 | 2006-02-22 | 天津大学 | Method for preparing built-in nano pore silica absorbent for medicine separation and purification |
| CN1919843A (en) * | 2006-09-19 | 2007-02-28 | 天津大学 | Preparation method of siliceous inorganic flavonoid molecular engram microsphere |
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|---|---|---|---|---|
| US6709597B1 (en) * | 2002-11-29 | 2004-03-23 | Council Of Scientific And Industrial Research | Process for the separation of racemic mixtures |
| CN1621146A (en) * | 2004-10-10 | 2005-06-01 | 南开大学 | Silicon ball surface cadmium ion blotting mercapto group functionalized adsorption material and method for synthesis |
| CN1724139A (en) * | 2005-06-10 | 2006-01-25 | 南开大学 | Synthesis for adsorbing material of pentachlorophenol with stamp amino functionality on surface of silicon boll |
| CN1736580A (en) * | 2005-07-11 | 2006-02-22 | 天津大学 | Method for preparing built-in nano pore silica absorbent for medicine separation and purification |
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