CN109053516A - A kind of selenomethionine zinc and preparation method thereof - Google Patents
A kind of selenomethionine zinc and preparation method thereof Download PDFInfo
- Publication number
- CN109053516A CN109053516A CN201810929180.XA CN201810929180A CN109053516A CN 109053516 A CN109053516 A CN 109053516A CN 201810929180 A CN201810929180 A CN 201810929180A CN 109053516 A CN109053516 A CN 109053516A
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- selenomethionine
- zinc
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- derivative
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C391/00—Compounds containing selenium
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- 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
Abstract
The invention discloses a kind of preparation methods of formula (I) selenomethionine derivative, including adjust first selenomethionine and water mixture pH value to 7.0~8.0, then zinc salt is added, 60~90 DEG C of progress chelatropic reactions are warming up to after stirring and dissolving, the reaction time is 0.5~4.0h；Last decrease temperature crystalline, centrifugation, washing, dry obtained formula (I) selenomethionine derivative.Wherein, the molar ratio of the selenomethionine and zinc salt is 2~3:1, and the quality of water is 5~10 times of zinc salt quality.Selenomethionine and zinc salt are carried out chelating side with molar ratio in the environment of alkalescent for 2:1 by the present invention should prepare the selenomethionine zinc with selenium zinc double nutrition, whole preparation process is easy to operate, mother liquor is Ke Xunhuanliyong and generates without waste water, is suitable for commercial scale.
Description
Technical field
The present invention relates to a kind of selenomethionine zinc and preparation method thereof, belong to selenomethionine derivative technical field.
Background technique
Selenium is one of microelement necessary to animal body, and selenomethionine is that most important in organism there are shapes
Formula and the highest external source selenium additive of biological value.Selenomethionine is because of its high-efficiency antioxidant, hypotoxicity, high-selenium corn
The unique biological effect such as utilization rate is widely used in the industries such as medical treatment, health care of food, feed cultivation.
Zinc is also one of microelement necessary to animal body, plays extensive biochemical functions in animal body, is made
For the required component of more than 300 kinds of enzymes and albumen in animal body, zinc passes through the growth and development being catalyzed adjustment mechanism to animal, immune function
Energy, metabolism, reproductive performance etc. play an important role.
Research shows that: zinc needed for maintaining animal normal physiological function and selenium must be absorbed from daily ration, inorganic selenium and nothing
Machine zinc is as offer one of selenium and the principal mode of Zn-ef ficiency in daily ration, but it has the disadvantages such as absorption is poor, utilization rate is low,
Additive amount is the nutritional need of significantly larger than animal itself in actual production, so as to cause the wasting of resources and environmental pollution.Therefore,
Organic selenium and organic zinc is selected to have become a kind of inevitable trend in livestock and poultry breeding industry.
Currently, organic selenium and organic zinc are all alone with the presence of the compound of selenium and zinc, there are no a kind of organic compounds
Containing two kinds of animals of selenium and zinc simultaneously must microelement.
Summary of the invention
The purpose of the present invention is to provide it is a kind of can selenium zinc double nutrition effect selenomethionine derivative, the derivative
It can be used as feed addictive.
The purpose of the present invention is what is be achieved through the following technical solutions:
A kind of formula (I) selenomethionine derivative
The selenomethionine of the formula (I) and the molar ratio of inorganic zinc are 2:1；
The chemical formula of the formula (I) is C10H20N2O4Se2Zn, molecular weight 455.59, the content of selenium are 34.66%, zinc
Content is 9.32%.
Another object of the present invention is to provide a kind of preparation method of formula (I) selenomethionine derivative, party's legal systems
Standby easy to operate, non-wastewater discharge and suitable industrialized production.
It is another object of the present invention to what is be achieved through the following technical solutions:
A kind of preparation method of formula (I) selenomethionine derivative, characterized by comprising: adjusting selenomethionine first
Then pH value with the mixture of water is added zinc salt, 60~90 DEG C is warming up to after stirring and dissolving and chelate instead to 7.0~8.0
It answers, the reaction time is 0.5~4.0h；Last decrease temperature crystalline, centrifugation, washing, dry obtained formula (I) selenomethionine derivative,
Wherein, the molar ratio of the selenomethionine and zinc salt is 2~3:1, and the quality of water is 5~10 times of zinc salt quality.
Further, the selenomethionine is D- selenomethionine, in L- selenomethionine, DL- selenomethionine
One or more combination.
Further, the pH value of the mixture for adjusting selenomethionine and water is to 7.0~8.0 being by the way that hydrogen-oxygen is added
Change the combination of one or more of sodium, potassium hydroxide, sodium carbonate, potassium carbonate, sodium bicarbonate, saleratus, calcium hydroxide to realize
's.
Further, the zinc salt is zinc sulfate, zinc chloride, zinc nitrate, zinc carbonate, basic zinc carbonate, trbasic zinc phosphate, acetic acid
The combination of one or more of zinc, zinc oxide, zinc hydroxide.
Further, the institute after evaporation and concentration, filtering, decrease temperature crystalline, centrifugation, washing and desalination of the filtrate after the centrifugation
Obtaining product can be used as the raw material of preparation formula (I) selenomethionine derivative.
Reactive chemistry equation of the invention is as follows:
The invention has the following advantages:
(1) selenomethionine and zinc salt being carried out chelating side with molar ratio for 2:1 in the environment of alkalescent should prepare
Has effects that the selenomethionine zinc of selenium zinc double nutrition, whole preparation process is easy to operate, mother liquor is Ke Xunhuanliyong and without useless
Water generates, and is suitable for industrial-scale production；
(2) chemical formula of the selenomethionine zinc prepared is C10H20N2O4Se2Zn, molecular weight 455.59, the content of selenium
It is 34.66%, Zn content 9.32%, stable structure, can replace organic selenium and organic zinc and bioavailability is high, can be used as feeding
Feed additives use, and can significantly improve animal body anti-stress ability and immune function, utmostly play animal productiong and numerous
Grow performance and other effects；With extensive market application prospect and economic value.
Detailed description of the invention
Fig. 1 is the flow diagram of preparation method of the invention.
Specific embodiment
Embodiment 1
The present embodiment provides a kind of formula (I) selenomethionine derivatives (selenomethionine zinc) for preparing embodiment offer
Preparation method includes the following steps:
(1) water of the D- selenomethionine and 450kg that take 136kg is added in reaction kettle, adds sodium hydroxide and adjusts pH
Then to 7.0~7.5 100kg white vitriol is added, stirring is warming up to 80~90 DEG C of progress chelatropic reactions, instead to dissolving in value
It is 4h between seasonable；
(2) it is cooled to 20~30 DEG C after chelatropic reaction to be crystallized, is then separated by solid-liquid separation by rotary process, separation
Obtained solid afterwards successively obtains 129.56kg selenomethionine after 20kg pure water, filter cake and 80 DEG C of vacuum drying
Zinc；
(3) liquid that centrifugation obtains in step (2) is successively passed through into evaporation and concentration, filtering, decrease temperature crystalline, centrifugation, washing
It can be used as the raw material that lower batch prepares selenomethionine zinc with the product obtained after desalination.
Embodiment 2
The present embodiment provides a kind of formula (I) selenomethionine derivatives (selenomethionine zinc) for preparing embodiment offer
Preparation method includes the following steps:
(1) water of the L- selenomethionine and 600kg that take 170kg is added in reaction kettle, adds sodium carbonate and adjusts pH value
To 7.0~7.5,100kg zinc chloride is then added, stirring is warming up to 80~90 DEG C of progress chelatropic reactions, reaction time to dissolving
For 2h；
(2) it is cooled to 20~30 DEG C after chelatropic reaction to be crystallized, is then separated by solid-liquid separation by rotary process, separation
Obtained solid afterwards successively obtains 145.86kg selenomethionine after 30kg pure water, filter cake and 80 DEG C of vacuum drying
Zinc；
(3) liquid that centrifugation obtains in step (2) is successively passed through into evaporation and concentration, filtering, decrease temperature crystalline, centrifugation, washing
It can be used as the raw material that lower batch prepares selenomethionine zinc with the product obtained after desalination.
Embodiment 3
The present embodiment provides a kind of formula (I) selenomethionine derivatives (selenomethionine zinc) for preparing embodiment offer
Preparation method includes the following steps:
(1) water of the DL- selenomethionine and 600kg that take 150kg is added in reaction kettle, adds saleratus and adjusts pH
Then 100kg zinc nitrate is added to 7.5~8.0 in value, stirring is warming up to 80~90 DEG C of progress chelatropic reactions to dissolving, when reaction
Between be 1h；
(2) it is cooled to 20~30 DEG C after chelatropic reaction to be crystallized, is then separated by solid-liquid separation by rotary process, separation
Obtained solid afterwards successively obtains 150.62kg selenomethionine after 30kg pure water, filter cake and 80 DEG C of vacuum drying
Zinc；
(3) liquid that centrifugation obtains in step (2) is successively passed through into evaporation and concentration, filtering, decrease temperature crystalline, centrifugation, washing
It can be used as the raw material that lower batch prepares selenomethionine zinc with the product obtained after desalination.
The chemical formula of the selenomethionine zinc prepared by Examples 1 to 3 is C10H20N2O4Se2Zn, chemical structural formula
As shown in formula (I), component amount is 455.59, and the content of selenium is 34.66%, Zn content 9.32%.
The selenomethionine of the formula (I) and the molar ratio of inorganic zinc are 2:1.
The above is only the preferred embodiment of the present invention, but scope of protection of the present invention is not limited thereto, any
The transformation and replacement that are carried out based on technical solution provided by the present invention and inventive concept should all cover the protection scope in invention
It is interior.Especially, zinc sulfate, zinc chloride, zinc nitrate, zinc carbonate, basic zinc carbonate, trbasic zinc phosphate, zinc acetate, zinc oxide, hydroxide
Zinc is the existence form of zinc salt, and the zinc salt of the above-mentioned announcement of Without wishing of the present invention, embodiment does not enumerate out all zinc salts
Technique is because of the invention mainly utilizes Zn2+, without containing inorganic salts existing for zinc.In addition, adjusting used in pH value
The reagent realization of other adjustable pH value to 7.0~8.0, hydroxide not only provided in this embodiment can also be used in reagent
Potassium, sodium carbonate, potassium carbonate, sodium bicarbonate, saleratus, calcium hydroxide.
Claims (6)
1. a kind of formula (I) selenomethionine derivative, it is characterised in that:
The selenomethionine of the formula (I) and the molar ratio of inorganic zinc are 2:1；
The chemical formula of the formula (I) is C10H20N2O4Se2The content of Zn, molecular weight 455.59, selenium are 34.66%, and Zn content is
9.32%.
2. a kind of preparation method of formula according to claim 1 (I) selenomethionine derivative, characterized by comprising:
The pH value of the mixture of selenomethionine and water is adjusted first to 7.0~8.0, and zinc salt is then added, is warming up to after stirring and dissolving
60~90 DEG C of progress chelatropic reactions, reaction time are 0.5~4.0h；Last decrease temperature crystalline, centrifugation, washing, dry obtained formula (I)
Selenomethionine derivative, wherein the molar ratio of the selenomethionine and zinc salt is 2~3:1, and the quality of water is zinc salt quality
5~10 times.
3. the preparation method of formula (I) selenomethionine derivative according to claim 2, it is characterised in that: the seleno
Methionine is the combination of one or more of D- selenomethionine, L- selenomethionine, DL- selenomethionine.
4. the preparation method of formula (I) selenomethionine derivative according to claim 2, it is characterised in that: the adjusting
The pH value of the mixture of selenomethionine and water to 7.0~8.0 be by be added sodium hydroxide, potassium hydroxide, sodium carbonate, carbonic acid
What the combination of one or more of potassium, sodium bicarbonate, saleratus, calcium hydroxide was realized.
5. the preparation method of formula (I) selenomethionine derivative according to claim 2, it is characterised in that: the zinc salt
For one in zinc sulfate, zinc chloride, zinc nitrate, zinc carbonate, basic zinc carbonate, trbasic zinc phosphate, zinc acetate, zinc oxide, zinc hydroxide
Kind or several combinations.
6. the preparation method of formula (I) selenomethionine derivative according to claim 2, it is characterised in that: the centrifugation
The products therefrom after evaporation and concentration, filtering, decrease temperature crystalline, centrifugation, washing and desalination of filtrate afterwards can be used as preparation formula (I) seleno
The raw material of methionine derivative.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN201810929180.XA CN109053516A (en) | 2018-08-15 | 2018-08-15 | A kind of selenomethionine zinc and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201810929180.XA CN109053516A (en) | 2018-08-15 | 2018-08-15 | A kind of selenomethionine zinc and preparation method thereof |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111317066A (en) * | 2020-02-28 | 2020-06-23 | 广东省农业科学院动物科学研究所 | Additive premix for improving pork quality |
| CN112250713A (en) * | 2020-09-02 | 2021-01-22 | 四川新一美生物科技有限公司 | Preparation method of selenium substituted chromium methionine (III) chelate |
| CN114468161A (en) * | 2022-02-25 | 2022-05-13 | 北京九州大地生物技术集团股份有限公司 | Fattening pig feed for producing selenium-rich pork and preparation method and feeding method thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1218043A (en) * | 1998-10-26 | 1999-06-02 | 董国臣 | Preparation and use of selenium substituted chromium methionine |
| WO2004075654A1 (en) * | 2003-02-21 | 2004-09-10 | Zinpro Corporation | Derivatives of seleno-amino acids with improved bioavailability and method for assuring adequate dietary requirements of selenium for livestock |
-
2018
- 2018-08-15 CN CN201810929180.XA patent/CN109053516A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1218043A (en) * | 1998-10-26 | 1999-06-02 | 董国臣 | Preparation and use of selenium substituted chromium methionine |
| WO2004075654A1 (en) * | 2003-02-21 | 2004-09-10 | Zinpro Corporation | Derivatives of seleno-amino acids with improved bioavailability and method for assuring adequate dietary requirements of selenium for livestock |
Non-Patent Citations (4)
| Title |
|---|
| C.A.MCAULIFFE 等: "Metal complexes of the amino acid DL-methionine", 《INORGANIC CHEMISTRY》 * |
| HANAA A.ZAINAL 等: "Potentiometric and spectroscopic study of selenomethionine complexes with copper(II) and zinc(II) ions", 《TRANSITION MET. CHEM.》 * |
| KHAJALI, FARIBORZ 等: "Evaluation of a dietary organic selenium supplement at different dietary protein concentrations on growth performance, body composition and antioxidative status of broilers reared under heat stress", 《ASIAN-AUSTRALASIAN JOURNAL OF ANIMAL SCIENCES》 * |
| S. M. RICHARDSON 等: "Effect of selenium supplementation and source on the selenium status of horses", 《JOURNAL OF ANIMAL SCIENCE》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111317066A (en) * | 2020-02-28 | 2020-06-23 | 广东省农业科学院动物科学研究所 | Additive premix for improving pork quality |
| CN112250713A (en) * | 2020-09-02 | 2021-01-22 | 四川新一美生物科技有限公司 | Preparation method of selenium substituted chromium methionine (III) chelate |
| CN114468161A (en) * | 2022-02-25 | 2022-05-13 | 北京九州大地生物技术集团股份有限公司 | Fattening pig feed for producing selenium-rich pork and preparation method and feeding method thereof |
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