CN111217678A - Synthesis method of high-purity pyrogallic acid - Google Patents
Synthesis method of high-purity pyrogallic acid Download PDFInfo
- Publication number
- CN111217678A CN111217678A CN201811415183.8A CN201811415183A CN111217678A CN 111217678 A CN111217678 A CN 111217678A CN 201811415183 A CN201811415183 A CN 201811415183A CN 111217678 A CN111217678 A CN 111217678A
- Authority
- CN
- China
- Prior art keywords
- pyrogallic acid
- reaction
- finished
- product
- pyrogallic
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 title claims abstract description 28
- 238000001308 synthesis method Methods 0.000 title description 3
- 238000006243 chemical reaction Methods 0.000 claims abstract description 23
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000000034 method Methods 0.000 claims abstract description 10
- 239000000047 product Substances 0.000 claims abstract description 10
- 239000000706 filtrate Substances 0.000 claims abstract description 9
- 238000010438 heat treatment Methods 0.000 claims abstract description 9
- 238000010992 reflux Methods 0.000 claims abstract description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000012043 crude product Substances 0.000 claims abstract description 8
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000001816 cooling Methods 0.000 claims abstract description 5
- 238000002425 crystallisation Methods 0.000 claims abstract description 5
- 230000008025 crystallization Effects 0.000 claims abstract description 5
- 238000001035 drying Methods 0.000 claims abstract description 5
- 238000001704 evaporation Methods 0.000 claims abstract description 5
- 229940074391 gallic acid Drugs 0.000 claims abstract description 5
- 235000004515 gallic acid Nutrition 0.000 claims abstract description 5
- 238000007789 sealing Methods 0.000 claims abstract description 5
- 238000000967 suction filtration Methods 0.000 claims abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 4
- 238000001914 filtration Methods 0.000 claims abstract description 4
- 238000003756 stirring Methods 0.000 claims abstract description 4
- 230000002194 synthesizing effect Effects 0.000 claims abstract description 4
- 238000004519 manufacturing process Methods 0.000 abstract description 8
- 230000007547 defect Effects 0.000 abstract description 4
- 238000005516 engineering process Methods 0.000 abstract description 4
- 238000005265 energy consumption Methods 0.000 abstract description 3
- 238000005092 sublimation method Methods 0.000 abstract description 3
- 150000001875 compounds Chemical class 0.000 description 2
- 239000003337 fertilizer Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000006114 decarboxylation reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 238000002390 rotary evaporation Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions decreasing the number of carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
- C07C37/70—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment
- C07C37/84—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment by crystallisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention provides a method for synthesizing high-purity pyrogallic acid, which comprises the following steps: 1) adding gallic acid and 4 times of water into a high-pressure reaction kettle, heating to 110-130 ℃, and reacting for 2-3 hours; 2) after the reaction is finished, adding 0.01 to 0.02 times of active carbon by mass into the reaction solution, stirring and decoloring for 0.5 to 1 hour at the temperature of between 80 and 90 ℃; 3) then filtering, collecting filtrate, and evaporating to dryness to obtain pyrogallic acid crude product; 4) adding the pyrogallic acid crude product into dichloroethane with the mass of 4 times, heating and refluxing for 0.5-1 hour; 5) after the reflux is finished, sealing and storing the filtrate, cooling and crystallizing for 24 hours, directly performing suction filtration after the crystallization is finished, and drying to obtain a fine pyrogallic acid product; the method adopts a temperature-rising reaction technology so as to overcome the defects of the prior art, the reaction process is simple and easy to operate, the reaction energy consumption is lower than that of the traditional method, the product yield is high, the product loss is less than that of a sublimation method, and the manufacturing cost is low; it is widely suitable for the production of pyrogallic acid.
Description
Technical Field
The invention relates to the production of chemical materials, in particular to a method for synthesizing high-purity pyrogallic acid.
Background
With the development of the electronic industry and the medical industry, the demand for high-purity pyrogallic acid is increasing, and the content of metal ions and other impurities in the pyrogallic acid produced at present is high, so that the demand for the purity of the pyrogallic acid in the electronic industry and the medical industry cannot be met, and serious consequences can be caused under certain circumstances.
Disclosure of Invention
In view of the above situation, the present invention aims to provide a compound fertilizer and a production method thereof, which adopt a temperature-rise reaction technology to overcome the defects of the prior art, wherein the reaction process is simple and easy to operate, the reaction energy consumption is low compared with the traditional method, the product yield is high, the product loss is less compared with a sublimation method, the manufacturing cost is low, the market prospect is wide, and the compound fertilizer is convenient to popularize and use.
In order to realize the aim, the synthesis method of the high-purity pyrogallic acid comprises the following steps:
1) adding gallic acid and 4 times of water into a high-pressure reaction kettle, heating to 110-130 ℃, and reacting for 2-3 hours;
2) after the reaction is finished, adding 0.01 to 0.02 times of active carbon by mass into the reaction solution, stirring and decoloring for 0.5 to 1 hour at the temperature of between 80 and 90 ℃;
3) then filtering, collecting filtrate, and evaporating to dryness to obtain pyrogallic acid crude product;
4) adding the pyrogallic acid crude product into dichloroethane with the mass of 4 times, heating and refluxing for 0.5-1 hour;
5) and (3) after the reflux is finished, sealing and storing the filtrate, cooling and crystallizing for 24 hours, directly performing suction filtration after the crystallization is finished, and drying to obtain the pyrogallic acid fine product.
In order to realize the optimization of the process and the effect, the further measures are as follows:
compared with the prior art, the invention has the following beneficial effects:
the invention adopts the temperature rise reaction technology to overcome the defects of the prior art, the content of the obtained fine pyrogallic acid is more than 99.5 percent, and the yield is more than 95 percent;
the invention (II) adopts the temperature rise reaction technology to overcome the defects of the prior art, the reaction process is simple and easy to operate, the reaction energy consumption is lower than that of the traditional method, the product yield is high, the product loss is less than that of the sublimation method, the manufacturing cost is low, and better social benefit and economic benefit can be obtained.
The invention is widely suitable for matching use in the production of pyrogallic acid.
Detailed Description
The invention relates to a method for synthesizing high-purity pyrogallic acid, which comprises the following steps:
1) adding gallic acid and 4 times of water into a high-pressure reaction kettle, heating to 110-130 ℃, and reacting for 2-3 hours;
2) after the reaction is finished, adding 0.01 to 0.02 times of active carbon by mass into the reaction solution, stirring and decoloring for 0.5 to 1 hour at the temperature of between 80 and 90 ℃;
3) then filtering, collecting filtrate, and evaporating to dryness to obtain pyrogallic acid crude product;
4) adding the pyrogallic acid crude product into dichloroethane with the mass of 4 times, heating and refluxing for 0.5-1 hour;
5) and (3) after the reflux is finished, sealing and storing the filtrate, cooling and crystallizing for 24 hours, directly performing suction filtration after the crystallization is finished, and drying to obtain the pyrogallic acid fine product.
In the step 1 of the invention, pure water is adopted, the temperature is raised to remove carboxyl in gallic acid, the temperature is generally raised to 120-140 ℃, and the decarboxylation reaction is mainly influenced by the temperature; the activated carbon in the step 2 is conventional decoloration activated carbon; and 3, performing suction filtration in a laboratory, adopting a centrifuge in workshop production, collecting filtrate by using a reaction tank, and performing rotary evaporation drying by evaporation. The purpose of heating and refluxing in dichloroethane in the step 4 is mainly to fully dissolve pyrogallic acid in dichloroethane; the step 5 adopts a sealed tank for sealing and storing, mainly for isolating oxygen and avoiding the pyrogallic acid from being oxidized and discolored, and the pyrogallic acid has low solubility in cold dichloroethane and can be completely crystallized at the temperature of 10-20 ℃ in the cooling and crystallization process.
Claims (1)
1. A method for synthesizing high-purity pyrogallic acid is characterized by comprising the following steps:
1) adding gallic acid and 4 times of water into a high-pressure reaction kettle, heating to 110-130 ℃, and reacting for 2-3 hours;
2) after the reaction is finished, adding 0.01 to 0.02 times of active carbon by mass into the reaction solution, stirring and decoloring for 0.5 to 1 hour at the temperature of between 80 and 90 ℃;
3) then filtering, collecting filtrate, and evaporating to dryness to obtain pyrogallic acid crude product;
4) adding the pyrogallic acid crude product into dichloroethane with the mass of 4 times, heating and refluxing for 0.5-1 hour;
5) and (3) after the reflux is finished, sealing and storing the filtrate, cooling and crystallizing for 24 hours, directly performing suction filtration after the crystallization is finished, and drying to obtain the pyrogallic acid fine product.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811415183.8A CN111217678A (en) | 2018-11-26 | 2018-11-26 | Synthesis method of high-purity pyrogallic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811415183.8A CN111217678A (en) | 2018-11-26 | 2018-11-26 | Synthesis method of high-purity pyrogallic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN111217678A true CN111217678A (en) | 2020-06-02 |
Family
ID=70806359
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201811415183.8A Pending CN111217678A (en) | 2018-11-26 | 2018-11-26 | Synthesis method of high-purity pyrogallic acid |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN111217678A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113563160A (en) * | 2021-09-01 | 2021-10-29 | 遵义市倍缘化工有限责任公司 | Preparation method of pyrogallic acid |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101143806A (en) * | 2007-09-30 | 2008-03-19 | 浙江大学 | Method for preparing pyrogallic acid from gallic acid in high temperature liquid state water medium by catalyst-free decarboxylating |
| CN102140056A (en) * | 2010-01-28 | 2011-08-03 | 中国林业科学研究院林产化学工业研究所 | Method for preparing coking gallic acid |
| CN107445804A (en) * | 2017-08-25 | 2017-12-08 | 贵州自然生物科技有限公司 | A kind of high-purity pyrogallol production method |
-
2018
- 2018-11-26 CN CN201811415183.8A patent/CN111217678A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101143806A (en) * | 2007-09-30 | 2008-03-19 | 浙江大学 | Method for preparing pyrogallic acid from gallic acid in high temperature liquid state water medium by catalyst-free decarboxylating |
| CN102140056A (en) * | 2010-01-28 | 2011-08-03 | 中国林业科学研究院林产化学工业研究所 | Method for preparing coking gallic acid |
| CN107445804A (en) * | 2017-08-25 | 2017-12-08 | 贵州自然生物科技有限公司 | A kind of high-purity pyrogallol production method |
Non-Patent Citations (1)
| Title |
|---|
| 聂宏达: "没食子酸脱羧反应的研究", 《湖南师范大学硕士学位论文》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113563160A (en) * | 2021-09-01 | 2021-10-29 | 遵义市倍缘化工有限责任公司 | Preparation method of pyrogallic acid |
| CN113563160B (en) * | 2021-09-01 | 2024-06-14 | 遵义市倍缘化工有限责任公司 | Preparation method of pyrogallic acid |
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