CN103613536B - The industrialized process for preparing of 2-pyridine carboxylic acid copper - Google Patents
The industrialized process for preparing of 2-pyridine carboxylic acid copper Download PDFInfo
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- CN103613536B CN103613536B CN201310676592.4A CN201310676592A CN103613536B CN 103613536 B CN103613536 B CN 103613536B CN 201310676592 A CN201310676592 A CN 201310676592A CN 103613536 B CN103613536 B CN 103613536B
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- carboxylic acid
- pyridine carboxylic
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
- C07D213/803—Processes of preparation
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Abstract
The invention discloses a kind of industrialized process for preparing of 2-pyridine carboxylic acid copper, comprise the following steps: 1. reinforced intensification: add 2-pyridine carboxylic acid 123.5kg-494kg in the reactor of 2000L, add water 175kg-600kg, is warming up to 90 DEG C of stirring and dissolving; 2. dissolve, lower the temperature, adjust PH and stirring: after 2-pyridine carboxylic acid fully dissolves, cool the temperature to 70 DEG C-78 DEG C, be adjusted to PH=6-7 with liquid caustic soda, then stir 1-2h; 3. reactions steps: add cupric sulfate pentahydrate 125kg-500kg, at 90-98 DEG C of reaction 1.7-3h; 4. product separation: be down to room temperature, centrifugal, 90 DEG C of dryings, obtain 2-pyridine carboxylic acid copper blue powder.Compared with the existing, the industrialized process for preparing synthetic route of the 2-pyridine carboxylic acid copper of the present invention's protection is simple, and process safety is reliable, and reaction time is short, yield is high, good product quality, and contamination-free produces.
Description
Technical field
The present invention relates to a kind of industrialized process for preparing of 2-pyridine carboxylic acid copper.
Background technology
2-pyridine carboxylic acid has special physiologically active, belong to organic formic acid, also be the very important bio-ligand of a class simultaneously, in molecule containing can with the group carboxyl of different metal coordination and heterocycle, 2-pyridine carboxylic acid and derivative thereof are the intermediates of multi-medicament, all widespread uses in medicine, agricultural and household chemicals.Copper is teleorganic trace element, is prevalent in animal and plant body, plays an important role in vital process.Cupric ion because of the diversity of its good coordination ability and structure be the important ion that synthetic compound is selected always. select have the part of biological function to synthesize new copper complex, all significant to biology, inorganic chemistry, medicine, feedstuff industry and application.
2-pyridine carboxylic acid copper is the super molecular complex of 2-pyridine carboxylic acid and cupric ion, remarkable specific absorption and bioavailability in Animal nutrition, it not only can avoid the excessive interpolation of Inorganic Copper element to use, and brings a series of environmental pollution, eats the problems such as poisoning and nutritive substance waste.Meanwhile, as a kind of important organic copper sources, the governing speed of body, metabolic process, antigen effect effectively can be improved.
Along with people deepen continuously to the understanding of metallo-chelate, its utilization ratio, range of application also constantly expanding, explore a kind of Technology of applicable suitability for industrialized production, also just become the bottleneck of the sector development.
Up to now, market still there is no the product of 2-pyridine carboxylic acid copper.
Summary of the invention
Object of the present invention is just the industrialized process for preparing providing a kind of 2-pyridine carboxylic acid copper, and the industrialized process for preparing synthetic route of this 2-pyridine carboxylic acid copper is simple, and process safety is reliable, and reaction time is short, yield is high, good product quality, and contamination-free produces.
Technical scheme of the present invention is: a kind of industrialized process for preparing of 2-pyridine carboxylic acid copper, comprises the following steps:
1. reinforced intensification: add 2-pyridine carboxylic acid 123.5kg-494kg in the reactor of 2000L, add water 175kg-600kg, is warming up to 90 DEG C of stirring and dissolving;
2. dissolve, lower the temperature, adjust PH and stirring: after 2-pyridine carboxylic acid fully dissolves, cool the temperature to 70 DEG C-78 DEG C, be adjusted to PH=6-7 with liquid caustic soda, then stir 1-2h;
3. reactions steps: add cupric sulfate pentahydrate 125kg-500kg, at 90-98 DEG C of reaction 1.7-3h;
4. product separation: be down to room temperature, centrifugal, 90 DEG C of dryings, obtain 2-pyridine carboxylic acid copper blue powder.
As preferably, described step 3. in, cupric sulfate pentahydrate is incorporated as and adds in batches, within 15 minutes, adds once, each 25kg-100kg.
As preferably, described 2-pyridine carboxylic acid Chun Du≤99%, cupric sulfate pentahydrate Chun Du≤98%.
Inventive principle:
When temperature of reaction is lower than optimum temps, reaction can not fully be carried out, and causes product content on the low side, and yield reduces.When temperature is too high, can generate a certain amount of cupric oxide, cause product content too high, shape is unstable.When pH value is higher than when reacting between optimal zone, has copper hydroxide in reaction and produce, cause product content to raise, when ph value of reaction is low, then can affect product yield.
Beneficial effect:
The present invention proposes the scheme that a kind of applicable 2-pyridine carboxylic acid Copper Processing Industryization is produced, not only avoid the series of problems that lengthy and tedious operating process brings, also for scale operation, reduction provide corresponding reference frame, to the application promoting 2-pyridine carboxylic acid copper, active effect is played.
Synthetic route of the present invention is simple, and process safety is reliable, and reaction time is short, yield is high, good product quality, and contamination-free produces.
The 2-pyridine carboxylic acid copper products that the present invention obtains is blue crystalline powder, and 2-pyridine carboxylic acid Tong Han Liang≤99.0%, yield is 93.6%.
The 2-pyridine carboxylic acid copper that the present invention obtains is used as new copper nutritious supplementary.
Embodiment
The present invention is further illustrated for construction embodiment below.
Embodiment 1
In the reactor of 1000L, add 2-pyridine carboxylic acid 123.5kg, add water 175kg, is warming up to 90 DEG C of stirring and dissolving; After 2-pyridine carboxylic acid fully dissolves, temperature is down to 72 DEG C, is adjusted to PH=6.4 with liquid caustic soda, then stirs 1.5h; Add cupric sulfate pentahydrate 125kg in batches, within 15 minutes, add once, each 25kg.Finish, at 94 DEG C of reaction 2.5h; Be down to room temperature, centrifugal, 90 DEG C of dryings, obtain 2-pyridine carboxylic acid copper 144.61kg, are blue crystalline powder, and 2-pyridine carboxylic acid copper content Wei≤99.27%, yield is 94.11%.
Embodiment 2
In the reactor of 2000L, add 2-pyridine carboxylic acid 247kg, add water 350kg, is warming up to 90 DEG C of stirring and dissolving; After 2-pyridine carboxylic acid fully dissolves, temperature is down to 78 DEG C, is adjusted to PH=6 with liquid caustic soda, then stirs 1.5h; Add cupric sulfate pentahydrate 250kg in batches, within 15 minutes, add once, each 50kg.Finish, at 98 DEG C of reaction 1.7h; Be down to room temperature, centrifugal, 90 DEG C of dryings, obtain 2-pyridine carboxylic acid copper 288.73kg, are blue crystalline powder, and 2-pyridine carboxylic acid copper content Wei≤99.64%, yield is 94.31%.
Embodiment 3
In the reactor of 4000L, add 2-pyridine carboxylic acid 494kg, add water 600kg, is warming up to 90 DEG C of stirring and dissolving; After 2-pyridine carboxylic acid fully dissolves, temperature is down to 76 DEG C, is adjusted to PH=6.5 with liquid caustic soda, then stirs 2h; Add cupric sulfate pentahydrate 500kg in batches, within 15 minutes, add once, each 100kg.Finish, at 96 DEG C of reaction 3h; Be down to room temperature, centrifugal, 90 DEG C of dryings, obtain 2-pyridine carboxylic acid copper 577.24kg, are blue crystalline powder, and 2-pyridine carboxylic acid copper content Wei≤99.28%, yield is 94.07%.
Embodiment 4
In the reactor of 2000L, add 2-pyridine carboxylic acid 164.6kg, add 234kg, be warming up to 90 DEG C of stirring and dissolving; After 2-pyridine carboxylic acid fully dissolves, temperature is down to 70 DEG C, is adjusted to PH=7 with liquid caustic soda, then stirs 1h; Add cupric sulfate pentahydrate 166.6kg in batches, within 15 minutes, add once, each 33.32kg.Finish, at 90 DEG C of reaction 2h; Be down to room temperature, centrifugal, 90 DEG C of dryings, obtain 2-pyridine carboxylic acid copper 198.35kg, are blue crystalline powder, and 2-pyridine carboxylic acid copper content Wei≤99.72%, yield is 96.14%.
In above-described embodiment, 2-pyridine carboxylic acid copper content testing method is as follows:
Under Silver Nitrate makes catalyzer and phosphoric acid medium condition, 2-pyridine carboxylic acid copper is cleared up into Cu2+ by Sodium Persulfate oxidation, so, the content of copper is measured by indirect iodometric processes.Measure cu content in 2-pyridine carboxylic acid copper and contribute to the proportioning judging 2-pyridine carboxylic acid copper, the purity of pyridine carboxylic acid copper can be determined by proportioning.
2-pyridine carboxylic acid copper standard substance (being accurate to 0.0001g) is used to carry out standardized solution preparation.
HPLC method chromatographic condition:
Chromatographic column: ODS-C18 (5um), long 250mm, internal diameter 4.6mm
Moving phase: methyl alcohol: water=30:70
Flow velocity 0.8mlmin-1
UV-detector determined wavelength: 265nm
Sample size: 10ul
Retention time: 3.62min.
Claims (3)
1. an industrialized process for preparing for 2-pyridine carboxylic acid copper, comprises the following steps:
1. reinforced intensification: add 2-pyridine carboxylic acid 123.5kg-494kg in the reactor of 2000L, add water 175kg
-600kg, is warming up to 90 DEG C of stirring and dissolving;
2. dissolve, lower the temperature, adjust pH and stirring: after 2-pyridine carboxylic acid fully dissolves, cool the temperature to 70 DEG C-78 DEG C, be adjusted to pH=6-7 with liquid caustic soda, then stir 1-2h;
3. reactions steps: add cupric sulfate pentahydrate 125kg-500kg, at 90-98 DEG C of reaction 1.7-3h;
4. product separation: be down to room temperature, centrifugal, 90 DEG C of dryings, obtain 2-pyridine carboxylic acid copper blue powder.
2., according to the industrialized process for preparing of the 2-pyridine carboxylic acid copper described in claim 1, it is characterized in that: described step 3. in, cupric sulfate pentahydrate is incorporated as and adds in batches, within 15 minutes, adds once, each 25kg-100kg.
3. the industrialized process for preparing of the 2-pyridine carboxylic acid copper according to the arbitrary claim of claim 1-2, is characterized in that: described 2-pyridine carboxylic acid Chun Du≤99%, cupric sulfate pentahydrate Chun Du≤98%.
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| CN114591511A (en) * | 2022-03-28 | 2022-06-07 | 陕西科技大学 | Copper-based coordination polymer for simulating natural superoxide dismutase and preparation method and application thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102232472A (en) * | 2010-04-21 | 2011-11-09 | 四川尚元精细化工有限责任公司 | Water-soluble compound used as feed additive and preparation method thereof |
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| JP2007277106A (en) * | 2006-04-03 | 2007-10-25 | Nissan Motor Co Ltd | Porous metal complex, method for producing the same, adsorbent, separating agent, gas adsorbent, and hydrogen adsorbent |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102232472A (en) * | 2010-04-21 | 2011-11-09 | 四川尚元精细化工有限责任公司 | Water-soluble compound used as feed additive and preparation method thereof |
Non-Patent Citations (4)
| Title |
|---|
| 2- 吡啶甲酸铜(II)配合物的合成及晶体结构;东梅;《重庆科技学院学报( 自然科学版)》;20080228;第10卷(第1期);第34-39页 * |
| Relationship between Coordination Structure and Biological Activity of Copper(II) Nicotinate;陈强，等;《结构化学》;20060930;第25卷(第9期);第1141-1147页 * |
| α-吡啶甲酸铜( Ⅱ) 配合物的室温固相合成;蒋云霞，等;《精细化工》;20130831;第30卷(第8期);第940-943页 * |
| 吡啶羧酸与铜( Ⅱ)螯合物的合成及结构表征;李清禄，等;《福建农林大学学报(自然科学版)》;20070531;第36卷(第3期);第316-319页 * |
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