CN102178056B - Dihydropyridine clathrate compound - Google Patents
Dihydropyridine clathrate compound Download PDFInfo
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- CN102178056B CN102178056B CN2011101153693A CN201110115369A CN102178056B CN 102178056 B CN102178056 B CN 102178056B CN 2011101153693 A CN2011101153693 A CN 2011101153693A CN 201110115369 A CN201110115369 A CN 201110115369A CN 102178056 B CN102178056 B CN 102178056B
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- dihydropyridine
- oil
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- clathrate compound
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- YNGDWRXWKFWCJY-UHFFFAOYSA-N 1,4-Dihydropyridine Chemical compound C1C=CNC=C1 YNGDWRXWKFWCJY-UHFFFAOYSA-N 0.000 title claims abstract description 54
- 150000001875 compounds Chemical class 0.000 title claims abstract description 13
- 238000000034 method Methods 0.000 claims abstract description 13
- 239000007921 spray Substances 0.000 claims abstract description 12
- 239000000843 powder Substances 0.000 claims abstract description 10
- 238000002360 preparation method Methods 0.000 claims abstract description 8
- 230000008569 process Effects 0.000 claims abstract description 7
- 238000010438 heat treatment Methods 0.000 claims abstract description 4
- 238000002156 mixing Methods 0.000 claims abstract description 3
- 238000005984 hydrogenation reaction Methods 0.000 claims description 13
- 239000012467 final product Substances 0.000 claims description 4
- 238000003801 milling Methods 0.000 claims description 2
- 239000002994 raw material Substances 0.000 claims description 2
- 238000007873 sieving Methods 0.000 claims description 2
- 238000003756 stirring Methods 0.000 claims description 2
- 239000007787 solid Substances 0.000 abstract description 6
- 238000001816 cooling Methods 0.000 abstract description 5
- 239000002245 particle Substances 0.000 abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 4
- 238000003860 storage Methods 0.000 abstract description 3
- 230000008901 benefit Effects 0.000 abstract description 2
- 238000002844 melting Methods 0.000 abstract 2
- 230000008018 melting Effects 0.000 abstract 2
- 238000009776 industrial production Methods 0.000 abstract 1
- 239000000047 product Substances 0.000 description 11
- 239000000243 solution Substances 0.000 description 10
- 230000000694 effects Effects 0.000 description 4
- 244000144977 poultry Species 0.000 description 4
- 238000013019 agitation Methods 0.000 description 3
- 230000003064 anti-oxidating effect Effects 0.000 description 3
- 125000004925 dihydropyridyl group Chemical group N1(CC=CC=C1)* 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 239000004519 grease Substances 0.000 description 3
- 244000144972 livestock Species 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 229920000858 Cyclodextrin Polymers 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000008267 milk Substances 0.000 description 2
- 210000004080 milk Anatomy 0.000 description 2
- 235000013336 milk Nutrition 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 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 description 2
- 239000000725 suspension Substances 0.000 description 2
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 208000008964 Chemical and Drug Induced Liver Injury Diseases 0.000 description 1
- 244000000626 Daucus carota Species 0.000 description 1
- 235000002767 Daucus carota Nutrition 0.000 description 1
- 208000004930 Fatty Liver Diseases 0.000 description 1
- 206010019708 Hepatic steatosis Diseases 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 235000019730 animal feed additive Nutrition 0.000 description 1
- 239000003674 animal food additive Substances 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 230000003026 anti-oxygenic effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 description 1
- 230000008827 biological function Effects 0.000 description 1
- 235000010410 calcium alginate Nutrition 0.000 description 1
- 239000000648 calcium alginate Substances 0.000 description 1
- 229960002681 calcium alginate Drugs 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- OKHHGHGGPDJQHR-YMOPUZKJSA-L calcium;(2s,3s,4s,5s,6r)-6-[(2r,3s,4r,5s,6r)-2-carboxy-6-[(2r,3s,4r,5s,6r)-2-carboxylato-4,5,6-trihydroxyoxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylate Chemical compound [Ca+2].O[C@@H]1[C@H](O)[C@H](O)O[C@@H](C([O-])=O)[C@H]1O[C@H]1[C@@H](O)[C@@H](O)[C@H](O[C@H]2[C@H]([C@@H](O)[C@H](O)[C@H](O2)C([O-])=O)O)[C@H](C(O)=O)O1 OKHHGHGGPDJQHR-YMOPUZKJSA-L 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000002124 endocrine Effects 0.000 description 1
- 208000010706 fatty liver disease Diseases 0.000 description 1
- 230000003031 feeding effect Effects 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000001850 reproductive effect Effects 0.000 description 1
- 210000000582 semen Anatomy 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 231100000240 steatosis hepatitis Toxicity 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
Images
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- Pyridine Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention discloses a dihydropyridine clathrate compound, which is prepared from 10 to 40 parts of dihydropyridine and 60 to 90 parts of deeply hydrogenated oil and by the steps of placing the deeply hydrogenated oil in a container, heating to 90 DEG C to melt, adding dihydropyridine and uniformly mixing to obtain uniformly mixed dihydropyridine oil solution; and making the dihydropyridine oil solution into powder. The dihydropyridine clathrate compound has the advantages that: based on the characteristics of a melting point of 58+/-2 DEG C and water insolubility of the deeply hydrogenated oil, the heated and molten deeply hydrogenated oil is mixed with the dihydropyridine to form the dihydropyridine oil solution; and the solution is atomized and condensed in a cooling tower through a spray nozzle, and solid particles are formed in a cooling and condensing process. As the melting point of the deeply hydrogenated oil is 58+/-2 DEG C, the clathrate compound can keep a good commodity state and does not block and melt in storage and transport processes. The dihydropyridine clathrate compound is very practical in preparation, transport and application processes and provides a technical support for industrial production.
Description
Technical field
The present invention relates to animal feed additive, especially relate to a kind of solid grease inclusion compound of dihydropyridine.
Background technology
Dihydropyridine (chemical name: 2; 6-dimethyl-3; 5-diethyl-ester group-l, the 4-dihydropyridine) be a kind of feed addictive of Multifunction, have biological function widely; As the control health medicine of angiocardiopathy, effects such as treatment fatty liver, toxic hepatitis, anti-ageing, anti-precocity are arranged medically.Dihydropyridine has antioxidation, can suppress biomembranous oxidation in the body, improves the activity of 6-glucophosphatase in the biomembrane, the stabilizing tissue cell, thus have some function of natural VE.Dihydropyridine can reduce the oxidational losses of nutriment such as VA, carrotene in the feed, improves the utilization rate of these materials, also can prevent the oxidative rancidity of grease, prolongs the storage period of grease.In feed, add the reproductive performance of digesting and assimilating, improve product quality, raising livestock and poultry, the raising domestic animal output of milk, raising poultry egg production that dihydropyridine can be regulated the livestock and poultry endocrine, promote mineral matter; The dihydropyridine body abroad has been widely used in producing as a kind of green feed additive, and 1996 is new veterinary additive by China's approval.Lot of test result shows; Dihydropyridine have stronger stabilization to VA, VE and carrot; Can improve be impregnated (essence) rate, incubation rate, laying rate, semen quality, the output of milk, daily gain and the price of deed of livestock and poultry; And the reduction feeding cost, be that a kind of consumption is few, the Mobyneb feed addictive of high efficiency, application prospect is very wide.
Yet dihydropyridine is done very easily oxidation and losing efficacy of time spent receiving heat, light, metal ion, and this causes difficulty just for the application of dihydropyridine in feed.In order to overcome this problem, Chinese patent CN101548714A has proposed the method with calcium alginate inclusion dihydropyridine, and this method is dihydropyridine and sodium alginate to be mixed to place water preparation concentration be the suspension of 0.5-2.0%; In solution, splash into calcium chloride and form gel, the shortcoming of this method is that suspension concentration is lower, and production efficiency is low; Because dihydropyridine is water insoluble; Dihydropyridine is difficult for disperseing in product, and the microballoon granularity of this method preparation is 2-4mm, and granularity is bigger.Since the addition of dihydropyridine in feed little (100g-500g/ ton), thus lack of homogeneity in feeding, caused, influence feeding effect.Also the someone utilizes cyclodextrin in the aqueous solution, to prepare the inclusion compound of dihydropyridine, but dihydropyridine and cyclodextrin (β-CD) solubility is very little in water, and its preparation method does not possess commercial value.
Summary of the invention
The object of the present invention is to provide a kind of dihydropyridine clathrate compound that can delay the dihydropyridine oxidational losses.
For realizing above-mentioned purpose, the present invention can take following technical proposals:
Dihydropyridine clathrate compound of the present invention is prepared from according to following weight parts proportioning and step raw material dihydropyridine, deep hydrogenation oil:
A, proportioning:
Dihydropyridine: 10 parts-40 parts,
60 parts-90 parts of deep hydrogenation oil;
B, preparation method:
The first step, place in the container heating to dissolve for 90 ℃ said deep hydrogenation oil, add said dihydropyridine then, stir the dihydropyridine oil solution that obtains mixing;
Second step, the dihydropyridine oil solution of the first step is carried out powder process get final product.
The said second step milling method is:
Through high-pressure pump the dihydropyridine oil solution is pumped in the tower from the nozzle that sprays top of tower, the nozzle diameter of said nozzle is 1 millimeter-4 millimeters; In spray, spray the downward transporting cold wind of top of tower certainly, the cold wind temperature is lower than 15 ℃; Collect the powder of spray column bottom gained, sieving gets final product.
It is 58 ± 2 ℃, water-fast characteristic that advantage of the present invention just is to utilize deep hydrogenation oil fusing point.Through choosing the proportioning of science, the deep hydrogenation oil after heating is dissolved is mixed and made into the dihydropyridine oil solution with dihydropyridine; Again with this solution through nozzle in the cooling tower condensation that atomizes, the dihydropyridine oil solution of atomizing forms the solid particle of dihydropyridine and the oily inclusion of deep hydrogenation in the cooling condensation process.Because atomizing cooling granulation adjustability on technology is strong,, utilize this method can make the pressed powder of powdery and pearl through adjustment nozzle bore and introducing cold wind adjustable-speed joint product particle particle diameter.Deep hydrogenation oil fusing point is 58 ± 2 ℃, so inclusion compound can not lump and melt storing, can keeping condition of merchandise preferably in the transportation.Because this method preparation technology is simple, efficient is high, product stability good, makes product of the present invention in preparation, transportation, application process, have very strong practicality, for suitability for industrialized production provides technical support.
Description of drawings
Fig. 1 is a storage stability result of the test of the present invention.
Fig. 2 is the test result of inclusion compound of the present invention to the antioxygenic property of lard.
The specific embodiment
Embodiment 1:
60 kilograms of deep hydrogenation oil are heated to 90 ℃ dissolve, under agitation add 40 kilograms of dihydropyridines, through gear pump the dihydropyridine oil solution is pumped in the tower from the nozzle that sprays top of tower, the nozzle diameter of nozzle is at 4 millimeters; The gear pump flow is 100Kg/ hour.The cold wind temperature is 10 ℃, and the finished product that obtains is faint yellow pearl solid.Collect powder, 60 order oversizes are 49%.40 order oversizes are 21%.
Embodiment 2:
90 kilograms of deep hydrogenation oil are heated to 90 ℃ dissolve, under agitation add 10 kilograms of dihydropyridines, through gear pump the dihydropyridine oil solution is pumped in the tower from the nozzle that sprays top of tower, the nozzle diameter of nozzle is 1 millimeter; The gear pump flow is 50Kg/ hour.The cold wind temperature is 5 ℃, and the finished product that obtains is the faint yellow solid powder.Collect powder, 60 order oversizes are 11%.
Embodiment 3:
80 kilograms of deep hydrogenation oil are heated to 90 ℃ dissolve, under agitation add 20 kilograms of dihydropyridines, through gear pump the dihydropyridine oil solution is pumped in the tower from the nozzle that sprays top of tower, the nozzle diameter of nozzle is at 2 millimeters; The gear pump flow is 80Kg/ hour.The cold wind temperature is 0 ℃, and the finished product that obtains is faint yellow pearl solid.Collect powder, 60 order oversizes are 18%.
To embodiment 1,2 resulting finished products, place it in respectively on the flat board, thickness 1mm after 60 days, shows that the result has good stability in the room temperature held, and is as shown in Figure 1.Wherein inclusion 1 is embodiment 1; Inclusion 2 is embodiment 2.
Product was shone 50 hours under 40 watts of uviol lamps, make an addition in the lard, the interpolation concentration of dihydropyridine is 0.02% (amounting to into pure article); 80 ℃ of temperature held, measure the peroxide value of lard, as can beappreciated from fig. 2 at different time; Dihydropyridine has antioxidation activity; Behind UV-irradiation,, explain that the inclusion product to the stability of light better through the dihydropyridine antioxidation activity of inclusion will getting well of inclusion more not.
Claims (1)
1. a dihydropyridine clathrate compound is characterized in that, it is prepared from according to following weight parts proportioning and step raw material dihydropyridine, deep hydrogenation oil:
A, proportioning:
Dihydropyridine: 10 parts-40 parts,
60 parts-90 parts of deep hydrogenation oil;
B, preparation method:
The first step, place in the container heating to dissolve for 90 ℃ said deep hydrogenation oil, add said dihydropyridine then, stir the dihydropyridine oil solution that obtains mixing;
Second step, the dihydropyridine oil solution of the first step is carried out powder process get final product;
The said second step milling method is:
Through high-pressure pump the dihydropyridine oil solution is pumped in the tower from the nozzle that sprays top of tower, the nozzle diameter of said nozzle is 1 millimeter-4 millimeters; In spray, spray the downward transporting cold wind of top of tower certainly, the cold wind temperature is lower than 15 ℃; Collect the powder of spray column bottom gained, sieving gets final product.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011101153693A CN102178056B (en) | 2011-05-05 | 2011-05-05 | Dihydropyridine clathrate compound |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011101153693A CN102178056B (en) | 2011-05-05 | 2011-05-05 | Dihydropyridine clathrate compound |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102178056A CN102178056A (en) | 2011-09-14 |
| CN102178056B true CN102178056B (en) | 2012-08-08 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2011101153693A Expired - Fee Related CN102178056B (en) | 2011-05-05 | 2011-05-05 | Dihydropyridine clathrate compound |
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Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109432045B (en) * | 2018-11-29 | 2021-11-23 | 佛山市正典生物技术有限公司 | Dihydropyridine microcapsule preparation and preparation method thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1559407A (en) * | 2004-02-23 | 2005-01-05 | 沈阳药科大学 | Self-micro emulsion solft capsule of dihydropyridine type calcium ion agonist, and its prepn. method |
| CN101548715A (en) * | 2009-05-13 | 2009-10-07 | 西北农林科技大学 | Dihydropyridine clathrate compound and preparation method thereof |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1325941B1 (en) * | 1995-10-13 | 2005-06-01 | Crompton Vinyl Additives GmbH | Stabiliser combinations for chlorinated polymers |
| US6593350B2 (en) * | 2001-04-26 | 2003-07-15 | Wyeth | Antidepressant indoletetrahydropyridine derivatives of 2,3-dihydro-7H-[1,4]dioxino[2,3-e]indole |
-
2011
- 2011-05-05 CN CN2011101153693A patent/CN102178056B/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1559407A (en) * | 2004-02-23 | 2005-01-05 | 沈阳药科大学 | Self-micro emulsion solft capsule of dihydropyridine type calcium ion agonist, and its prepn. method |
| CN101548715A (en) * | 2009-05-13 | 2009-10-07 | 西北农林科技大学 | Dihydropyridine clathrate compound and preparation method thereof |
Non-Patent Citations (2)
| Title |
|---|
| 邹晓庭 等.二氢吡啶对产蛋鸡的作用效果及机理研究.《浙江大学学报（农业与生命科学版）》.1998,(第3期),298-302. * |
| 陈菊芳 等.新颖的饲料添加剂-二氢吡啶.《饲料研究》.1987,21-22. * |
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