CN115353472A - Copper methionine chelate as well as preparation method and application thereof - Google Patents
Copper methionine chelate as well as preparation method and application thereof Download PDFInfo
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- CN115353472A CN115353472A CN202210959007.0A CN202210959007A CN115353472A CN 115353472 A CN115353472 A CN 115353472A CN 202210959007 A CN202210959007 A CN 202210959007A CN 115353472 A CN115353472 A CN 115353472A
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- methionine
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- JZCAHRHZFBBFRZ-WCCKRBBISA-N (2s)-2-amino-4-methylsulfanylbutanoic acid;copper Chemical compound [Cu].CSCC[C@H](N)C(O)=O JZCAHRHZFBBFRZ-WCCKRBBISA-N 0.000 title claims abstract description 38
- 239000013522 chelant Substances 0.000 title claims abstract description 37
- 238000002360 preparation method Methods 0.000 title claims abstract description 20
- 239000010949 copper Substances 0.000 claims abstract description 77
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims abstract description 75
- 229910052802 copper Inorganic materials 0.000 claims abstract description 75
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 claims abstract description 55
- 229930182817 methionine Natural products 0.000 claims abstract description 55
- 239000003054 catalyst Substances 0.000 claims abstract description 44
- 239000002904 solvent Substances 0.000 claims abstract description 28
- 239000000203 mixture Substances 0.000 claims abstract description 18
- 150000001879 copper Chemical class 0.000 claims abstract description 15
- 238000000034 method Methods 0.000 claims abstract description 15
- 238000005406 washing Methods 0.000 claims abstract description 11
- 238000001816 cooling Methods 0.000 claims abstract description 10
- 238000001035 drying Methods 0.000 claims abstract description 10
- 238000010438 heat treatment Methods 0.000 claims abstract description 10
- 238000002156 mixing Methods 0.000 claims abstract description 10
- 238000000967 suction filtration Methods 0.000 claims abstract description 10
- 239000003674 animal food additive Substances 0.000 claims abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
- 229940116318 copper carbonate Drugs 0.000 claims description 9
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 claims description 9
- GEZOTWYUIKXWOA-UHFFFAOYSA-L copper;carbonate Chemical compound [Cu+2].[O-]C([O-])=O GEZOTWYUIKXWOA-UHFFFAOYSA-L 0.000 claims description 9
- 229910000365 copper sulfate Inorganic materials 0.000 claims description 8
- JJLJMEJHUUYSSY-UHFFFAOYSA-L Copper hydroxide Chemical compound [OH-].[OH-].[Cu+2] JJLJMEJHUUYSSY-UHFFFAOYSA-L 0.000 claims description 5
- 239000005750 Copper hydroxide Substances 0.000 claims description 5
- 229910001956 copper hydroxide Inorganic materials 0.000 claims description 5
- VVYPIVJZLVJPGU-UHFFFAOYSA-L copper;2-aminoacetate Chemical compound [Cu+2].NCC([O-])=O.NCC([O-])=O VVYPIVJZLVJPGU-UHFFFAOYSA-L 0.000 claims description 5
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 claims description 4
- 239000005751 Copper oxide Substances 0.000 claims description 4
- 229910000431 copper oxide Inorganic materials 0.000 claims description 4
- SNQQIBMSNWEJQB-WCCKRBBISA-N [Cu].ON[C@@H](CCSC)C(=O)O Chemical compound [Cu].ON[C@@H](CCSC)C(=O)O SNQQIBMSNWEJQB-WCCKRBBISA-N 0.000 claims description 3
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 claims description 3
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 claims description 3
- IEHVIQTVRBTLJQ-JEDNCBNOSA-N copper;(2s)-2,6-diaminohexanoic acid Chemical compound [Cu].NCCCC[C@H](N)C(O)=O IEHVIQTVRBTLJQ-JEDNCBNOSA-N 0.000 claims description 2
- FWBOFUGDKHMVPI-UHFFFAOYSA-K dicopper;2-oxidopropane-1,2,3-tricarboxylate Chemical compound [Cu+2].[Cu+2].[O-]C(=O)CC([O-])(C([O-])=O)CC([O-])=O FWBOFUGDKHMVPI-UHFFFAOYSA-K 0.000 claims description 2
- -1 copper methionine chelate complex Chemical class 0.000 claims 5
- 238000006243 chemical reaction Methods 0.000 abstract description 13
- 238000004090 dissolution Methods 0.000 abstract description 3
- 239000000047 product Substances 0.000 description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000011573 trace mineral Substances 0.000 description 2
- 235000013619 trace mineral Nutrition 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 102000008186 Collagen Human genes 0.000 description 1
- 108010035532 Collagen Proteins 0.000 description 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 229920001436 collagen Polymers 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229910001431 copper ion Inorganic materials 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000029087 digestion Effects 0.000 description 1
- 230000009088 enzymatic function Effects 0.000 description 1
- 210000003743 erythrocyte Anatomy 0.000 description 1
- 235000020774 essential nutrients Nutrition 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000035800 maturation Effects 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/57—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
- C07C323/58—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/142—Amino acids; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/20—Inorganic substances, e.g. oligoelements
- A23K20/30—Oligoelements
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
- C07C319/20—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by reactions not involving the formation of sulfide groups
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P60/00—Technologies relating to agriculture, livestock or agroalimentary industries
- Y02P60/80—Food processing, e.g. use of renewable energies or variable speed drives in handling, conveying or stacking
- Y02P60/87—Re-use of by-products of food processing for fodder production
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Polymers & Plastics (AREA)
- Animal Husbandry (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Inorganic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a copper methionine chelate as well as a preparation method and application thereof, and relates to the technical field of feed additives. The invention provides a preparation method of a copper methionine chelate, which comprises the following steps: (1) Uniformly mixing a copper source, a catalyst and a solvent, heating, adding methionine after heating to 60-100 ℃, and reacting for a period of time to obtain a mixture A; the catalyst is soluble copper salt; (2) And (2) cooling the mixture A obtained in the step (1), carrying out suction filtration, washing and drying to obtain the copper methionine chelate. The method promotes the dissolution of the copper source by methionine by introducing the catalyst so as to meet the requirements of green, environment-friendly and economic reaction, and has the advantages of simple and rapid reaction, high purity and high yield.
Description
Technical Field
The invention relates to the technical field of feed additives, in particular to a copper methionine chelate as well as a preparation method and application thereof.
Background
Methionine and trace element copper areThe essential nutrients of animal body and copper element are involved in synthesizing collagen, maintaining biological enzyme function, and are involved in the maturation of red blood cell together with iron element to promote metabolism. And copper methionine chelate (C) 10 H 20 N 2 O 4 S 2 Cu) is used as a new-generation trace element additive, has good stability, easy digestion and absorption and high biological value, and is an economic and efficient feed additive.
At present, the preparation method of the copper methionine chelate is mainly an alkaline method, methionine and copper salt (such as copper sulfate, copper chloride and the like) are used as main raw materials, proper alkali (such as sodium hydroxide, ammonia water and the like) is used for adjusting the pH value to be neutral or alkaline and precipitating for preparation, the method is the most common method, the problems of large wastewater discharge amount, difficult treatment and high treatment cost caused by a plurality of byproducts are solved, the environmental protection policy of the present country is considered, a novel synthesis method is urgently needed to be found for reducing the wastewater discharged in the production process of the copper methionine chelate, and the pollution problem is solved from the source. The existing green, environment-friendly and economic preparation method of the copper methionine chelate has little improvement or complex and harsh reaction and is difficult to popularize industrially.
Disclosure of Invention
Based on the above, the invention aims to overcome the defects of the prior art and provide a copper methionine chelate and a preparation method and application thereof.
In order to realize the purpose, the technical scheme adopted by the invention is as follows: a preparation method of a copper methionine chelate comprises the following steps:
(1) Uniformly mixing a copper source, a catalyst and a solvent, heating to 60-100 ℃, adding methionine, and reacting for a period of time to obtain a mixture A; the catalyst is soluble copper salt;
(2) And (2) cooling the mixture A obtained in the step (1), performing suction filtration, washing and drying to obtain the copper methionine chelate.
The method promotes the dissolution of the copper source by methionine by introducing the catalyst so as to meet the requirements of green, environment-friendly and economic reaction, and has the advantages of simple and rapid reaction, high purity and high yield.
Preferably, in the step (1), the copper source is at least one of basic copper carbonate, copper hydroxide, copper oxide and copper carbonate; the solvent is water and/or alcohol, and the mass ratio of the water to the alcohol is as follows: water: alcohol =10: (0-5).
Preferably, in the step (1), the soluble copper salt is at least one of copper glycinate, copper chloride, copper sulfate, copper acetate, copper citrate, copper hydroxy methionine and copper lysine. Further preferably, in the step (1), the soluble copper salt is copper sulfate.
The soluble copper salt exists as a catalyst, so that the original reaction of methionine for dissolving a copper source is converted into a binary reaction, the reaction efficiency is improved, and the specific reaction is as follows: (1) cu 2+ +Met→Met-Cu+H + ；②H + + copper source → Cu 2+ + the corresponding product (H) 2 O/CO 2 )。
Preferably, in the step (1), the molar ratio (calculated as copper) of the copper source to the catalyst is: a copper source: catalyst =10: (1-5). Further preferably, in the step (1), the copper source: catalyst =10: (2-3).
The inventor finds that the molar ratio of the copper source to the catalyst in the preparation process has a great influence on the performance of the final product in the practical experiment process, and the methionine and copper in the prepared copper methionine chelate are better in molar ratio, and better economical and environment-friendly.
Preferably, in the step (1), the molar ratio of the copper source (calculated as copper) to the methionine is: a copper source: methionine =1:2.
preferably, in the step (1), the mass ratio of methionine to solvent is: methionine: solvent =1: (5-20).
Preferably, in the step (1), the methionine is added in batches within 5-60 min; adding methionine, and reacting for 30-180min to obtain mixture A.
Preferably, in the step (2), the washing temperature is 75-85 ℃.
In addition, the invention provides the copper methionine chelate prepared by the preparation method of the copper methionine chelate.
Further, the invention provides application of the copper methionine chelate in the field of feed additives.
Compared with the prior art, the invention has the beneficial effects that: the method promotes the dissolution of copper oxide homologues by methionine through introducing the catalyst so as to meet the requirements of green, environmental protection and economic reaction, and has the advantages of simple and quick reaction, high purity and high yield.
Detailed Description
To better illustrate the objects, aspects and advantages of the present invention, the present invention will be further described with reference to specific examples.
In the examples, the experimental methods used were all conventional methods unless otherwise specified, and the materials, reagents and the like used were commercially available without otherwise specified.
Example 1
A preparation method of copper methionine chelate comprises the following steps:
(1) Uniformly mixing 0.025mol of a copper source (basic copper carbonate), 0.005mol of a catalyst (copper glycinate) and 75g of a solvent (the mass ratio of water to alcohol is 10; the catalyst is soluble copper salt;
wherein the molar ratio (calculated by copper) of the copper source to the catalyst is as follows: a copper source: catalyst =10:1; the molar ratio of the copper source (calculated as copper) to methionine is: a copper source: methionine =1:2; the mass ratio of the methionine to the solvent is as follows: methionine: solvent =1:5;
(2) And (2) cooling the mixture A obtained in the step (1) to room temperature, then carrying out suction filtration, washing with hot water at 80 ℃, and drying to obtain the copper methionine chelate.
Example 2
A preparation method of a copper methionine chelate comprises the following steps:
(1) Uniformly mixing 0.05mol of a copper source (copper hydroxide), 0.015mol of a catalyst (copper sulfate) and 300g of a solvent (the mass ratio of water to alcohol is 10: 0), heating to 100 ℃, adding 0.1mol of methionine (adding in batches in 60 min), and obtaining a mixture A after 30 min; the catalyst is soluble copper salt;
wherein the molar ratio (calculated by copper) of the copper source to the catalyst is as follows: a copper source: catalyst =10:3; the molar ratio of the copper source (calculated as copper) to methionine is: a copper source: methionine =1:2; the mass ratio of the methionine to the solvent is as follows: methionine: solvent =1:20;
(2) And (2) cooling the mixture A obtained in the step (1) to room temperature, then carrying out suction filtration, washing with hot water at 80 ℃, and drying to obtain the copper methionine chelate.
Example 3
A preparation method of a copper methionine chelate comprises the following steps:
(1) Uniformly mixing 0.05mol of a copper source (copper oxide), 0.01mol of a catalyst (copper hydroxymethionine), 150g of a solvent (the mass ratio of water to alcohol is 10); the catalyst is soluble copper salt;
wherein the molar ratio (calculated by copper) of the copper source to the catalyst is as follows: a copper source: catalyst =10:2; the molar ratio of the copper source (calculated as copper) to methionine is: a copper source: methionine =1:2; the mass ratio of the methionine to the solvent is as follows: methionine: solvent =1:10;
(2) And (2) cooling the mixture A obtained in the step (1) to room temperature, then carrying out suction filtration, washing with hot water at 80 ℃, and drying to obtain the copper methionine chelate.
Example 4
A preparation method of copper methionine chelate comprises the following steps:
(1) Uniformly mixing 0.05mol of a copper source (copper carbonate), 0.015mol of a catalyst (copper acetate), 300g of a solvent (the mass ratio of water to alcohol is 10: 0), heating, adding 0.1mol of methionine (adding in batches in 10 min) after heating to 60 ℃, and obtaining a mixture A after 60 min; the catalyst is soluble copper salt;
wherein the molar ratio (calculated by copper) of the copper source to the catalyst is as follows: a copper source: catalyst =10:3; the molar ratio of the copper source (calculated as copper) to methionine is: a copper source: methionine =1:2; the mass ratio of the methionine to the solvent is as follows: methionine: solvent =1:20;
(2) And (2) cooling the mixture A obtained in the step (1) to room temperature, then carrying out suction filtration, washing with hot water at 80 ℃, and drying to obtain the copper methionine chelate.
Example 5
A preparation method of copper methionine chelate comprises the following steps:
(1) Uniformly mixing 0.025mol of a copper source (basic copper carbonate), 0.015mol of a catalyst (copper glycinate) and 75g of a solvent (the mass ratio of water to alcohol is 10; the catalyst is soluble copper salt;
wherein the molar ratio (calculated by copper) of the copper source to the catalyst is as follows: a copper source: catalyst =10:3; the molar ratio of the copper source (calculated as copper) to methionine is: a copper source: methionine =1:2; the mass ratio of the methionine to the solvent is as follows: methionine: solvent =1:5;
(2) And (2) cooling the mixture A obtained in the step (1) to room temperature, then carrying out suction filtration, washing with hot water at 80 ℃, and drying to obtain the copper methionine chelate.
Example 6
A preparation method of copper methionine chelate comprises the following steps:
(1) Uniformly mixing 0.05mol of a copper source (copper hydroxide), 0.005mol of a catalyst (copper sulfate) and 300g of a solvent (the mass ratio of water to alcohol is 10); the catalyst is soluble copper salt;
wherein the molar ratio (calculated by copper) of the copper source to the catalyst is as follows: a copper source: catalyst =10:1; the molar ratio of the copper source (calculated as copper) to methionine is: a copper source: methionine =1:2; the mass ratio of the methionine to the solvent is as follows: methionine: solvent =1:20;
(2) And (2) cooling the mixture A obtained in the step (1) to room temperature, then carrying out suction filtration, washing with hot water at the temperature of 80 ℃, and drying to obtain the copper methionine chelate.
Comparative example 1
(1) Uniformly mixing 0.025mol of copper source (basic copper carbonate) and 100g of solvent (water), heating, adding 0.1mol of methionine (added in batches in 60 min) after heating to 100 ℃, and obtaining a mixture A after 180 min;
(2) And (2) cooling the mixture A obtained in the step (1) to room temperature, then carrying out suction filtration, washing with hot water at 80 ℃, and drying to obtain a product B.
Performance test
The copper content of the product is determined according to the requirement of 4.3 in GB 20802-2017;
the methionine content of the product is determined according to the requirement of 4.4 in GB 20802-2017;
the product moisture is measured according to the requirement of 4.6 in GB 20802-2017.
The test results are shown in table 1;
TABLE 1
As can be seen from the above table 1, the copper content of the copper methionine chelate prepared by the embodiment of the invention is more than 17%, the methionine content is more than 80%, the ratio of copper methionine is basically close to 2, and the preparation method is economical and environment-friendly. The results of comparative example 1 show that methionine still does not completely dissolve basic copper carbonate in 180min without adding catalyst, the molar ratio of methionine to copper is only 1.45, and the same phenomenon occurs with other copper sources. The results of example 5 show that, for the same reaction time of 30min, copper glycinate is significantly less catalytically effective than copper sulphate, the incomplete reaction results in incomplete binding of methionine to copper ions, and the molar ratio of methionine to copper is only 1.74. The results of example 6 show that in the case of a ratio of copper source (copper hydroxide) to catalyst (copper sulfate) of 10, the reaction rate is lower than that of 10.
Finally, it should be noted that the above embodiments are only used for illustrating the technical solutions of the present invention and not for limiting the protection scope of the present invention, and although the present invention is described in detail with reference to the preferred embodiments, it should be understood by those skilled in the art that modifications or equivalent substitutions can be made on the technical solutions of the present invention without departing from the spirit and scope of the technical solutions of the present invention.
Claims (10)
1. The preparation method of the copper methionine chelate is characterized by comprising the following steps:
(1) Uniformly mixing a copper source, a catalyst and a solvent, heating, adding methionine after heating to 60-100 ℃, and reacting for a period of time to obtain a mixture A; the catalyst is soluble copper salt;
(2) And (2) cooling the mixture A obtained in the step (1), performing suction filtration, washing and drying to obtain the copper methionine chelate.
2. The method for preparing copper methionine chelate complex according to claim 1, wherein in the step (1), the copper source is at least one of basic copper carbonate, copper hydroxide, copper oxide and copper carbonate; the solvent is water and/or alcohol, and the mass ratio of the water to the alcohol is as follows: water: alcohol =10: (0-5).
3. The method of preparing copper methionine chelate according to claim 1, wherein in the step (1), the soluble copper salt is at least one selected from the group consisting of copper glycinate, copper chloride, copper sulfate, copper acetate, copper citrate, copper hydroxy methionine and copper lysine.
4. The method of preparing copper methionine chelate complex according to claim 3, wherein in the step (1), the soluble copper salt is copper sulfate.
5. The method for preparing copper methionine chelate complex according to claim 1, wherein in the step (1), the molar ratio of the copper source to the catalyst is: a copper source: catalyst =10: (1-5); preferably, the molar ratio of the copper source to the catalyst is: a copper source: catalyst =10: (2-3).
6. The method of preparing copper methionine chelate complex according to claim 1, wherein in the step (1), the molar ratio of copper source to methionine is: a copper source: methionine =1:2.
7. the method for preparing copper methionine chelate complex according to claim 1, wherein in the step (1), the mass ratio of methionine to solvent is: methionine: solvent =1: (5-20).
8. The method of preparing copper methionine chelate according to claim 1, wherein in the step (1), methionine is added in portions for 5-60 min; adding methionine, and reacting for 30-180min to obtain mixture A.
9. A copper methionine chelate prepared by the method for preparing copper methionine chelate according to any one of claims 1 to 8.
10. The use of copper methionine chelate according to claim 9 in the field of feed additives.
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Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002047266A (en) * | 2000-07-27 | 2002-02-12 | Res Inst For Prod Dev | Composition including methionine transition metal complex and amino acids |
| CN101914050A (en) * | 2010-08-28 | 2010-12-15 | 天津市化学试剂研究所 | Method for preparing copper methionine |
| CN103153937A (en) * | 2010-09-22 | 2013-06-12 | 安迪苏爱尔兰有限公司 | Method for preparing a complex of an acid and a metal |
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| CN109369478A (en) * | 2018-11-23 | 2019-02-22 | 广州天科生物科技有限公司 | A kind of synthetic method of zinc methionine chelate |
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| CN115724778A (en) * | 2022-11-16 | 2023-03-03 | 山东新和成氨基酸有限公司 | Preparation method of copper methionine chelate |
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| JP2002047266A (en) * | 2000-07-27 | 2002-02-12 | Res Inst For Prod Dev | Composition including methionine transition metal complex and amino acids |
| CN101914050A (en) * | 2010-08-28 | 2010-12-15 | 天津市化学试剂研究所 | Method for preparing copper methionine |
| CN103153937A (en) * | 2010-09-22 | 2013-06-12 | 安迪苏爱尔兰有限公司 | Method for preparing a complex of an acid and a metal |
| CN104302619A (en) * | 2012-03-16 | 2015-01-21 | 因诺维亚3I公司 | Powder compositions of a complex between an acid and a metal and method for preparing same |
| CN109369478A (en) * | 2018-11-23 | 2019-02-22 | 广州天科生物科技有限公司 | A kind of synthetic method of zinc methionine chelate |
| CN109678768A (en) * | 2019-02-14 | 2019-04-26 | 禄丰天宝磷化工有限公司 | A method of methionine metal chelate is produced using methionine crystalline mother solution |
| CN115724778A (en) * | 2022-11-16 | 2023-03-03 | 山东新和成氨基酸有限公司 | Preparation method of copper methionine chelate |
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