CN110839899A - Method for synthesizing selenose by photocatalytic selenium transfer - Google Patents
Method for synthesizing selenose by photocatalytic selenium transfer Download PDFInfo
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- CN110839899A CN110839899A CN201911119202.7A CN201911119202A CN110839899A CN 110839899 A CN110839899 A CN 110839899A CN 201911119202 A CN201911119202 A CN 201911119202A CN 110839899 A CN110839899 A CN 110839899A
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- selenium
- aqueous solution
- sugar
- selenose
- photocatalytic
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- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 title claims abstract description 45
- 229910052711 selenium Inorganic materials 0.000 title claims abstract description 32
- 239000011669 selenium Substances 0.000 title claims abstract description 32
- 238000000034 method Methods 0.000 title claims abstract description 17
- 230000001699 photocatalysis Effects 0.000 title claims abstract description 9
- 230000002194 synthesizing effect Effects 0.000 title claims abstract description 9
- 239000007864 aqueous solution Substances 0.000 claims abstract description 12
- 238000001914 filtration Methods 0.000 claims abstract description 4
- 230000001678 irradiating effect Effects 0.000 claims abstract description 4
- 150000001720 carbohydrates Chemical class 0.000 claims description 14
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 6
- 239000008103 glucose Substances 0.000 claims description 6
- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 claims description 2
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 claims description 2
- 229920001661 Chitosan Polymers 0.000 claims description 2
- 229920000858 Cyclodextrin Polymers 0.000 claims description 2
- 229930091371 Fructose Natural products 0.000 claims description 2
- 239000005715 Fructose Substances 0.000 claims description 2
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims description 2
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 claims description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 2
- 229930006000 Sucrose Natural products 0.000 claims description 2
- HDTRYLNUVZCQOY-WSWWMNSNSA-N Trehalose Natural products O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-WSWWMNSNSA-N 0.000 claims description 2
- HDTRYLNUVZCQOY-LIZSDCNHSA-N alpha,alpha-trehalose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-LIZSDCNHSA-N 0.000 claims description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 2
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 claims description 2
- 229920001525 carrageenan Polymers 0.000 claims description 2
- 239000000679 carrageenan Substances 0.000 claims description 2
- 229940113118 carrageenan Drugs 0.000 claims description 2
- 235000010418 carrageenan Nutrition 0.000 claims description 2
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 claims description 2
- 239000005720 sucrose Substances 0.000 claims description 2
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims description 2
- 229910052721 tungsten Inorganic materials 0.000 claims description 2
- 239000010937 tungsten Substances 0.000 claims description 2
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 claims description 2
- 235000000346 sugar Nutrition 0.000 abstract description 15
- 239000000243 solution Substances 0.000 abstract description 12
- 239000000047 product Substances 0.000 abstract description 4
- 235000013373 food additive Nutrition 0.000 abstract description 3
- 239000002778 food additive Substances 0.000 abstract description 3
- 239000002244 precipitate Substances 0.000 abstract description 2
- 229940065287 selenium compound Drugs 0.000 abstract description 2
- 150000003343 selenium compounds Chemical class 0.000 abstract description 2
- 231100000053 low toxicity Toxicity 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 10
- 230000000694 effects Effects 0.000 description 9
- 238000005286 illumination Methods 0.000 description 6
- 239000011521 glass Substances 0.000 description 4
- 230000009286 beneficial effect Effects 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000001095 inductively coupled plasma mass spectrometry Methods 0.000 description 2
- RBRLCUAPGJEAOP-UHFFFAOYSA-M sodium selanide Chemical group [Na+].[SeH-] RBRLCUAPGJEAOP-UHFFFAOYSA-M 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 150000008163 sugars Chemical class 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 206010039921 Selenium deficiency Diseases 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000003674 animal food additive Substances 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000000269 nucleophilic effect Effects 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- SPVXKVOXSXTJOY-UHFFFAOYSA-N selane Chemical compound [SeH2] SPVXKVOXSXTJOY-UHFFFAOYSA-N 0.000 description 1
- 229910000058 selane Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000006276 transfer reaction Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/16—Inorganic salts, minerals or trace elements
- A23L33/165—Complexes or chelates
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L5/00—Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
- A23L5/30—Physical treatment, e.g. electrical or magnetic means, wave energy or irradiation
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Mycology (AREA)
- Catalysts (AREA)
Abstract
The invention relates to a method for synthesizing seleno-sugar by photocatalytic selenium transfer, which comprises the following steps: and (3) putting the excessive selenium powder into a sugar aqueous solution with the mass concentration of 0.00001% -saturation, irradiating for 1-72 hours by using visible light, and filtering out unreacted selenium powder precipitate to obtain the aqueous solution containing selenose. The seleno-sugar in the solution belongs to organic selenium compounds, has low toxicity and safety, can be widely applied to the fields of feeds, food additives, health-care products and the like, and has good application prospect.
Description
Technical Field
The invention relates to a method for synthesizing seleno-sugar by photocatalytic selenium transfer, belonging to the technical field of synthesis of new materials containing selenium.
Background
Selenose is a useful selenium-containing compound. Saccharides are generally readily soluble in water and are easily absorbed by the organism. Therefore, they are good molecules for carrying selenium into the body of an organism. As an organic selenium compound, the seleno-sugar is safer than inorganic selenium, and can be widely applied to the fields of feeds, food additives, health-care products and the like. Selenoglycoses may also be calcined to prepare selenocarboxylic catalysts (Catalysis Science & Technology,2018,8, 5017-. Therefore, the compounds have good application prospect.
Currently, selenoglycoses are mainly prepared by the selenization of carbohydrates, whereas the common selenizing agent is sodium hydroselenide (Catalysis Science & Technology,2018,8, 5017-. Sodium hydroselenide has strong alkalinity and is easy to hydrolyze to produce hydrogen selenide with malodor. The selenization process has great limitation, and limits the industrial production application of the seleno-sugar.
Disclosure of Invention
The invention aims to provide a method for synthesizing seleno-sugar by photocatalytic selenium transfer, which takes cheap selenium powder and saccharides as raw materials and synthesizes the seleno-sugar by photocatalytic selenium transfer in water.
In order to solve the technical problems, the technical scheme provided by the invention is as follows:
a method for synthesizing selenose by photocatalytic selenium transfer comprises the following steps: and (3) putting the excessive selenium powder into a sugar aqueous solution with the mass concentration of 0.00001% -saturation, irradiating for 1-72 hours by using visible light, and filtering out unreacted selenium powder precipitate to obtain the aqueous solution containing selenose.
In the invention, the dosage of the selenium powder is excessive, namely the dosage of the selenium powder exceeds the selenium content transferred into the aqueous solution after reaction. This can substantially increase the selenium content of the resulting selenium sugar solution.
In the invention, the aqueous solution of saccharide is used as a reaction raw material, wherein the saccharide comprises one or more of glucose, fructose, sucrose, maltose, trehalose, chitosan, cyclodextrin, carrageenan and the like. The hydroxyl groups in the saccharides are excellent reducing agents, which are beneficial for reducing photo-induced selenium radicals to low-price nucleophilic selenium negative species and further reacting with carbonyl groups on the saccharides. Wherein, the glucose is the simplest sugar, and has the advantages of strong biocompatibility, easy absorption and the like when being used as a carrier of the selenium.
In the present invention, the aqueous saccharide solution used has a mass concentration of 0.00001% to saturation. Selenization can be achieved over this broad range. Wherein, 5 percent of sugar water is preferred, the selenium content is higher after selenization, the sugar concentration is not high, and the application range is wider. However, if the concentration is less than 0.00001%, the selenium content in the solution after the reaction is too low, and the application value is not great.
In the invention, the reaction needs to be irradiated by visible light, wherein the visible light source can be natural sunlight, tungsten light, LED white light, LED blue light, LED red light, LED yellow light and the like, wherein the LED blue light is optimal, and the light has higher energy and is beneficial to dissociating chemical bonds in the selenium powder.
In the invention, the illumination time is 1-72 hours, wherein 48 hours are preferred, and the selenium content of the product is higher in the reaction time.
Compared with the prior art, the invention has the beneficial effects that:
the invention provides a method for synthesizing selenose by photocatalytic selenium transfer. The reaction raw materials are cheap, the solvent is environment-friendly, the reaction process is environment-friendly and mild, and no waste is generated. And because toxic and harmful reactants and solvents are not used, the product is safer and more reliable.
Detailed Description
In the invention, the selenium powder which is generally considered to be very stable and insoluble in most solvents can be subjected to selenium transfer reaction under illumination to selenize the saccharide aqueous solution, so that the green synthesis of the seleno-saccharide is realized, and the application prospect is good. Therefore, the selenium can be transferred into the solution by illuminating the mixture of the selenium powder and the aqueous solution of the saccharides to obtain the selenium sugar solution. The method for synthesizing the selenium sugar disclosed by the invention is low in cost, simple to prepare, capable of obviously reducing the production cost and good in application value.
The following examples illustrate the invention in more detail, but do not limit the invention further.
Example 1
5mL of glucose solution with the mass concentration of 5% is added into a glass sealed reaction tube, 50mg of selenium powder and a magnetic stirrer are added, nitrogen is filled in the glass sealed reaction tube, the glass sealed reaction tube is sealed, and the glass sealed reaction tube is illuminated by 8W blue LED for 48 hours at room temperature (the stirring is carried out while illumination is carried out, and the stirring speed is 300 revolutions per minute). After filtering off the excessive selenium powder, the selenium content of the filtrate was measured by inductively coupled plasma mass spectrometry (ICP-MS) to be 201 μ g/L. According to the standard of the world health organization, the selenium intake of human is at least more than 50 mug per day, while the average intake of residents in China is 26-32 mug per day, therefore, 120mL of the solution can be taken to supplement the selenium deficiency per day. The solution can be concentrated to prepare related feed and food additive.
Example 2
The effect of using different sugars (5% by mass concentration, and if the sugar solubility is lower than this value, the suspension is also prepared in this amount) was examined as in example 1, and the results are shown in Table 1.
Table 1 test of the effects of using different sugars
From the above results, it was found that the selenium content in the syrup prepared using glucose was the highest (example 1).
Example 3
The effect of sugar solutions of different mass concentrations (using glucose) was examined under otherwise the same conditions as in example 1, and the results of the experiment are shown in Table 2.
Table 2 examination of the Effect of sugar solutions of different concentrations by weight
From the above results, it is understood that the content of selenium produced increases as the sugar concentration increases. However, after more than 5% (example 1), the selenium increase was not significant. Therefore, the use of a 5% sugar solution is optimal in consideration of the cost performance.
Example 4
The other conditions were the same as in example 1, and different light sources were examined to examine the effects thereof. The results of the experiment are shown in table 3.
TABLE 3 examination of the effects of different light sources
From the above results, the effect is best when the blue light of the LED is used (embodiment 1).
Example 5
The effects of different illumination times were examined as in example 1 under the other conditions, and the results of the experiment are shown in Table 4.
TABLE 4 Effect test for different illumination times
From the above results, it is found that the increase of the light irradiation time is advantageous for increasing the selenium content, but the increase rate is not significant after more than 48 hours (example 1). Therefore, the 48-hour illumination is optimal in general consideration.
Claims (8)
1. A method for synthesizing selenose by photocatalytic selenium transfer is characterized in that: and (3) putting the excessive selenium powder into the aqueous solution of the saccharides, irradiating by using a visible light source, and filtering unreacted selenium powder to obtain the aqueous solution containing the selenose.
2. The method of claim 1, wherein: the mass concentration of the saccharide aqueous solution is 0.00001-saturation.
3. The method of claim 1, wherein: the mass concentration of the aqueous solution of saccharides was 5%.
4. The method of claim 1, wherein: the saccharide is one or more of glucose, fructose, sucrose, maltose, trehalose, chitosan, cyclodextrin, and carrageenan.
5. The method of claim 1, wherein: the visible light source comprises one of natural sunlight, tungsten light, LED white light, LED blue light, LED red light and LED yellow light.
6. The method of claim 1, wherein: the visible light source is LED blue light.
7. The method of claim 1, wherein: irradiating with a visible light source for 1-72 hours.
8. The method of claim 1, wherein: the light was irradiated with a visible light source for 48 hours.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201911119202.7A CN110839899A (en) | 2019-11-15 | 2019-11-15 | Method for synthesizing selenose by photocatalytic selenium transfer |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201911119202.7A CN110839899A (en) | 2019-11-15 | 2019-11-15 | Method for synthesizing selenose by photocatalytic selenium transfer |
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| Publication Number | Publication Date |
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| CN110839899A true CN110839899A (en) | 2020-02-28 |
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| CN201911119202.7A Pending CN110839899A (en) | 2019-11-15 | 2019-11-15 | Method for synthesizing selenose by photocatalytic selenium transfer |
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Cited By (4)
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|---|---|---|---|---|
| CN111713605A (en) * | 2020-07-28 | 2020-09-29 | 扬州大学 | Selenium-rich feed containing selenium sugar and application thereof |
| CN113004344A (en) * | 2021-03-25 | 2021-06-22 | 扬州大学 | Preparation method of methyl seleno-glucose and selenocarbon |
| CN113121286A (en) * | 2021-05-13 | 2021-07-16 | 扬州盈稼农业科技发展有限公司 | Selenium-rich liquid fertilizer and planting method of selenium-rich rice |
| CN114794314A (en) * | 2022-04-27 | 2022-07-29 | 扬州大学 | Preparation method of selenized oil |
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| CN113004344A (en) * | 2021-03-25 | 2021-06-22 | 扬州大学 | Preparation method of methyl seleno-glucose and selenocarbon |
| CN113121286A (en) * | 2021-05-13 | 2021-07-16 | 扬州盈稼农业科技发展有限公司 | Selenium-rich liquid fertilizer and planting method of selenium-rich rice |
| CN113121286B (en) * | 2021-05-13 | 2024-02-23 | 扬州盈稼农业科技发展有限公司 | Selenium-rich liquid fertilizer and planting method of selenium-rich rice |
| CN114794314A (en) * | 2022-04-27 | 2022-07-29 | 扬州大学 | Preparation method of selenized oil |
| CN114794314B (en) * | 2022-04-27 | 2024-04-02 | 扬州大学 | Preparation method of selenized grease |
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