CN102229533A - Method for synthesizing electronic-grade gallicin - Google Patents
Method for synthesizing electronic-grade gallicin Download PDFInfo
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- CN102229533A CN102229533A CN2011101081553A CN201110108155A CN102229533A CN 102229533 A CN102229533 A CN 102229533A CN 2011101081553 A CN2011101081553 A CN 2011101081553A CN 201110108155 A CN201110108155 A CN 201110108155A CN 102229533 A CN102229533 A CN 102229533A
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- methyl alcohol
- methanol
- gallic acid
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention provides a method for synthesizing electronic-grade gallicin, comprising the steps of pre-treating used raw materials and refining solvents, synthesizing, refining and the like. The purity of the obtained product is 99.9%. All metal ions including potassium, sodium, magnesium, calcium, copper, iron and the like are below 100 PPm. The method comprises the following steps of: pre-treating gallic acid and methanol in advance; adding acid catalyst; and directly synthesizing gallicin. In the synthesizing method, any water-carrying agent is not used in the acid catalyst; the reaction temperature is controlled below 65-68 degrees centigrade; the esterification reaction is carried out for 8-12 h; the methanol is distilled and concentrated until the methanol is dried; 5-10 times of electronic-grade water is used for dissolving the methanol; a solvent insoluble in water is added to wash, concentrate and crystallize for many times; and, after being filtered and dried, the product is obtained.
Description
Technical field: belong to Division of Chemistry organic chemistry class, specifically a kind of synthetic method of electronic grade gallic acid methyl esters.
Background technology: gallic acid claims gallate again, formal name used at school 3,4, and 5 one trihydroxybenzoic acids, the colourless crystallization powder, the aqueous solution has acerbity.Methyl alcohol is volatile inflammable liquid, and poisonous, drink back blinding can mix with multiple organic solvent.Gallic acid and methyl alcohol can carry out esterification, generate methyl gallate:
R-COOH+CH
3OH→RCOOCH
3+H
20
The physico-chemical property uniqueness of electronic grade gallic acid methyl esters, in industries such as food, medicine and electronics, be widely used, but its Finish ﹠ Workmanship and equipment requirements strictness, the present invention adopts improved technology, and simple equipment is produced the methyl gallate of purity 99.9%, all metal ions comprises that potassium, sodium, magnesium, calcium, copper, iron etc. are all below 100PPm, reach electronic-grade, the synthetic method of a kind of electronic grade gallic acid ester of the present invention, still nobody declared this patent by retrieval.
Summary of the invention: the objective of the invention is to improve the processing condition of esterification,, produce the electronic grade gallic acid methyl esters with the highest simple equipment.
The synthetic method of electronic grade gallic acid methyl esters, synthesize according to the following step: (1) will synthesize required material benzenemethanol and carry out vapor enrichment, collect 64.6 ℃ of methanol fraction; (2) gallic acid is dissolved in the double distilled methyl alcohol, every 100g gallic acid is dissolved in 1000-1500ml methyl alcohol, and heating is distilled to 68-70 ℃, makes methyl alcohol and water azeotropic Ex-all moisture content, and cold filtration is removed gallate and other metallic salt; (3) in filtrate, add an acidic catalyst tosic acid and be heated to 65-70 ℃, catalytic esterification 8-12h; (4) after esterification is finished, evaporate at 68-70 ℃ and to remove unnecessary methyl alcohol, and be concentrated into dried; (5) with the heavy double distilled water dissolving of 5-10 times of methyl gallate; (6) use and the extraction for several times of the double distilled ethyl acetate branch of solution equal-volume, abandon water; (7) acetic acid ethyl fluid after will extracting concentrates distillation, reclaims ethyl acetate, when crystallization appears in concentrated solution, and cold filtration, filter and dry product.
An acidic catalyst that adds in step (3) is except that tosic acid, and also available traditional sulfuric acid or hydrochloric acid are made an acidic catalyst.
The inventive method, because raw materials used and solvent are all made with extra care and pre-treatment, in step (2), adopt methyl alcohol and water azeotropic, Ex-all moisture content makes gallate and other metal-salt produce precipitation, in step (6), through extraction separation purification, comprise that potassium, sodium, magnesium, calcium, copper, iron etc. all below 100PPm, reach electronic grade gallic acid methyl esters purity.
Specific implementation method:
Embodiment 1:
Take by weighing the 100g gallic acid and be dissolved in the 1000mL methyl alcohol, heating is distilled to 68-70 ℃, reaches anhydrous state, cold filtration, filtrate add the 5g tosic acid and carry out esterification, when temperature of reaction reaches 65-70 ℃, change into and steam alcohol to doing, add the dissolving of 700ml electronic grade water, add the 700mL ethyl acetate extraction thereafter for several times, divide water-yielding stratum, ethyl acetate is used for concentrating distillation mutually, when xln, cold filtration, filtration cakes torrefaction get the electronic grade gallic acid methyl esters.By analysis, methyl gallate content 99.9%, fusing point 151-154 ℃, all metal ions is below 100PPm, and product yield is more than 85%.
Embodiment 2:
Take by weighing the 100g gallic acid and be dissolved in the 1200mL methyl alcohol, heating is distilled to 68-70 ℃, reaches anhydrous state, cold filtration, filtrate add the 8g tosic acid and carry out esterification, when temperature of reaction reaches 65-70 ℃, change into and steam alcohol to doing, below operation is with to implement 1 identical.By analysis, methyl gallate content 99.9%, fusing point 152-153.5 ℃, all metal ions is below 100PPm, and product yield is more than 85%.
Claims (2)
1. the synthetic method of an electronic grade gallic acid methyl esters, it is characterized in that synthesizing according to the following step: (1) will synthesize desired raw material methyl alcohol and carry out vapor enrichment, collect 64.6 ℃ of methanol fraction; (2) gallic acid is dissolved in the double distilled methyl alcohol, every 100g gallic acid is dissolved in 1000-1500ml methyl alcohol, and heating is distilled to 68-70 ℃, makes methyl alcohol and water azeotropic Ex-all moisture content, and cold filtration is removed gallate; (3) in filtrate, add an acidic catalyst tosic acid, be heated to 65-70 ℃, catalytic esterification 8-12h; (4) after esterification is finished, steam methyl alcohol, be concentrated into driedly, reclaim excessive methanol at 68-70 ℃; (5) with the doubly heavy electronic-grade vapor enrichment pure water dissolving of 5-10; (6) with double distilled ethyl acetate extraction for several times, abandon water; (7) ethyl acetate after will extracting concentrates distillation, when crystallization occurring, and cold filtration, filter and dry product.
2. the synthetic method of a kind of electronic grade gallic acid methyl esters according to claim 1, an acidic catalyst that it is characterized in that indication also comprise sulfuric acid, hydrochloric acid except that tosic acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011101081553A CN102229533A (en) | 2011-04-28 | 2011-04-28 | Method for synthesizing electronic-grade gallicin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011101081553A CN102229533A (en) | 2011-04-28 | 2011-04-28 | Method for synthesizing electronic-grade gallicin |
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| Publication Number | Publication Date |
|---|---|
| CN102229533A true CN102229533A (en) | 2011-11-02 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2011101081553A Pending CN102229533A (en) | 2011-04-28 | 2011-04-28 | Method for synthesizing electronic-grade gallicin |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105503606A (en) * | 2015-12-30 | 2016-04-20 | 贵阳单宁科技有限公司 | Stable crystal form of gallicin and preparing method thereof |
| CN110501325A (en) * | 2019-02-01 | 2019-11-26 | 上海海关动植物与食品检验检疫技术中心 | The Raman rapid detection method of propylgallate in a kind of olive oil and its ready-mixed oil |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1498683A (en) * | 2002-11-05 | 2004-05-26 | 罗 伟 | Mixed catalyst for preparing methyl ester of 3,4,5-trihydroxybenzoic acid methyl ester |
| CN1498883A (en) * | 2002-11-05 | 2004-05-26 | 罗 伟 | Technique for prepring 3,4,5-trihydroxybenzoic acid methyl ester |
| CN101585769A (en) * | 2009-07-09 | 2009-11-25 | 南京中医药大学 | Microwave synthesis of gallate ester |
| WO2010051374A1 (en) * | 2008-10-31 | 2010-05-06 | Pain Therapeutics, Inc. | Analgesic that binds filamin a |
-
2011
- 2011-04-28 CN CN2011101081553A patent/CN102229533A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1498683A (en) * | 2002-11-05 | 2004-05-26 | 罗 伟 | Mixed catalyst for preparing methyl ester of 3,4,5-trihydroxybenzoic acid methyl ester |
| CN1498883A (en) * | 2002-11-05 | 2004-05-26 | 罗 伟 | Technique for prepring 3,4,5-trihydroxybenzoic acid methyl ester |
| WO2010051374A1 (en) * | 2008-10-31 | 2010-05-06 | Pain Therapeutics, Inc. | Analgesic that binds filamin a |
| CN101585769A (en) * | 2009-07-09 | 2009-11-25 | 南京中医药大学 | Microwave synthesis of gallate ester |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105503606A (en) * | 2015-12-30 | 2016-04-20 | 贵阳单宁科技有限公司 | Stable crystal form of gallicin and preparing method thereof |
| CN110501325A (en) * | 2019-02-01 | 2019-11-26 | 上海海关动植物与食品检验检疫技术中心 | The Raman rapid detection method of propylgallate in a kind of olive oil and its ready-mixed oil |
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Application publication date: 20111102 |