CS224019B1 - Cleaning method of 2-methylphenoxy acetic acid - Google Patents
Cleaning method of 2-methylphenoxy acetic acid Download PDFInfo
- Publication number
- CS224019B1 CS224019B1 CS613381A CS613381A CS224019B1 CS 224019 B1 CS224019 B1 CS 224019B1 CS 613381 A CS613381 A CS 613381A CS 613381 A CS613381 A CS 613381A CS 224019 B1 CS224019 B1 CS 224019B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- methylphenoxyacetic acid
- acid
- methylphenoxyacetic
- benzene
- sodium
- Prior art date
Links
- QJVXBRUGKLCUMY-UHFFFAOYSA-N 2-(2-methylphenoxy)acetic acid Chemical compound CC1=CC=CC=C1OCC(O)=O QJVXBRUGKLCUMY-UHFFFAOYSA-N 0.000 title claims description 30
- 238000000034 method Methods 0.000 title claims description 6
- 238000004140 cleaning Methods 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 30
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- 239000000706 filtrate Substances 0.000 claims description 7
- FDRCDNZGSXJAFP-UHFFFAOYSA-M sodium chloroacetate Chemical compound [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 238000002425 crystallisation Methods 0.000 claims description 5
- 230000008025 crystallization Effects 0.000 claims description 5
- 238000009833 condensation Methods 0.000 claims description 4
- 230000005494 condensation Effects 0.000 claims description 4
- 239000000047 product Substances 0.000 claims description 4
- ONFAAMBUOAGWSG-UHFFFAOYSA-M sodium;2-methylphenolate Chemical compound [Na+].CC1=CC=CC=C1[O-] ONFAAMBUOAGWSG-UHFFFAOYSA-M 0.000 claims description 4
- 230000020477 pH reduction Effects 0.000 claims description 2
- 238000000746 purification Methods 0.000 claims description 2
- 238000002474 experimental method Methods 0.000 claims 2
- 238000002844 melting Methods 0.000 claims 2
- 230000008018 melting Effects 0.000 claims 2
- 238000001556 precipitation Methods 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- HKNMVNAPCMXVTR-UHFFFAOYSA-M sodium;2-(2-methylphenoxy)acetate Chemical compound [Na+].CC1=CC=CC=C1OCC([O-])=O HKNMVNAPCMXVTR-UHFFFAOYSA-M 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 2
- 239000003610 charcoal Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- WHQZPTTYEYXMIZ-UHFFFAOYSA-M sodium;3-hydroxy-2-methylbenzoate Chemical compound [Na+].CC1=C(O)C=CC=C1C([O-])=O WHQZPTTYEYXMIZ-UHFFFAOYSA-M 0.000 description 2
- 239000005574 MCPA Substances 0.000 description 1
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000004476 plant protection product Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Predmetom vynálezu je sposob čistenia technickej 2-metylfenoxyoctovej kyseliny, získanej z kondenzačného produktu 2-metylfenolátu sodného a monochlóroctanu sodného, pričom sa získá produkt vysokej čistoty.The present invention relates to a process for purifying industrial 2-methylphenoxyacetic acid obtained from the condensation product of sodium 2-methylphenolate and sodium monochloroacetate to obtain a high purity product.
2-metylfenoxyoctová kyselina sa používá pri výrobě róznych organických zlúčenín, hlavně však pri výrobě 2-metyl-4-chlórfenoxyoctovej kyseliny, použitelnej pri výrobě prostriedkov na ochranu rastlín.2-Methylphenoxyacetic acid is used in the production of various organic compounds, but in particular in the production of 2-methyl-4-chlorophenoxyacetic acid useful in the production of plant protection products.
Podl'a dostal známých postupov sa 2-metylfenoxyoctová kyselina vyrába kondenzáciou sodnéj soli monochlóroctovej kyseliny a 2-metylfenolátu sodného, pričom sa získává technická tavenina 2-metylfenoxyoctovej kyseliny, obsahujúca okrem 2-metylfenoxyoctovej kyseliny aj krezolát sodný, monochlóroctan sodný a vedlajšie produkty kondenzácie. Získaný technický produkt 2-metylfenoxyoctanu sodného sa spracúva okyselením na technickú 2-metylfenoxyoctovú kyselinu, ktorá sa bez čistenia použije na dalšie spracovanie. (According to known procedures, 2-methylphenoxyacetic acid is produced by condensation of the monochloroacetic acid sodium salt and sodium 2-methylphenolate to obtain a technical melt of 2-methylphenoxyacetic acid containing, in addition to 2-methylphenoxyacetic acid, sodium cresolate, sodium monochloroacetate and by-products. The obtained sodium 2-methylphenoxyacetate technical product is acidified to industrial 2-methylphenoxyacetic acid, which is used for further processing without purification. (
Autoři vynálezu zistili, že technickú 2-metylfenoxyoctovú kyselinu získanú kondenzáclou 2-metylfenolátu sodného a monochlóroctanu sodného po okyseleni kyselinou chlorovodíkovou možno izoloval z roztoku, premyť vodou, po vysušení pri teplote například 60 °C a ďalej rozpustil v benzéne. Získaný roztok sa čistí za použitia aktívneho uhlia a po jeho odstránení sa z filtrátu nechá kryštalizovať 2-metylfenoxyoctová kyselina.The inventors have found that technical 2-methylphenoxyacetic acid obtained by condensation of sodium 2-methylphenolate and sodium monochloroacetate after acidification with hydrochloric acid can be isolated from the solution, washed with water, after drying at e.g. 60 ° C and further dissolved in benzene. The solution obtained is purified using activated carbon and, after removal, 2-methylphenoxyacetic acid is crystallized from the filtrate.
2-metylfenoxyoctan sodný, získaný vo formě technickej taveniny obsahujúcej aj krezolát sodný, monochlóroctan sodný, ako i vedlajšie produkty kondenzácie, sa rozpustí vo vodě, pričom sa získá riadny roztok 2-metylfenoxyoctanu sodného, do ktorého sa přidává kyselina chlorovodíková v koncentrácii 10 až 35 % hmot. až do pH = l. Přidáváme kyseliny chlórovodíkovej sa uskutočňuje za miešania, pričom dochádza k vyzrážaniu kyseliny 2-metylfenoxyoctovej. Vyzrážaná kryštalická kyselina 2-metylfenoxyoctová sa izoluje filtráciou. Takto získaná technická 2-metylfenoxyoctová kyselina sa rozpustí v benzéne, přidá sa aktivně uhlie, po premiešaní a následnom zahriatí sa aktivně uhlie izoluje z roztoku benzénu a filtrát se ochladí. Z filtrátu kryštalizuje 2-metylfenoxyoctová kyselina vysokej čistoty.Sodium 2-methylphenoxyacetate, obtained in the form of a technical melt, also containing sodium cresolate, sodium monochloroacetate, as well as by-products of condensation, is dissolved in water to give a proper solution of sodium 2-methylphenoxyacetate to which 10 to 35 hydrochloric acid is added. % wt. up to pH = 1. Hydrochloric acid is added with stirring to precipitate 2-methylphenoxyacetic acid. The precipitated crystalline 2-methylphenoxyacetic acid is isolated by filtration. The technical 2-methylphenoxyacetic acid thus obtained is dissolved in benzene, charcoal is added, after stirring and subsequent heating, the charcoal is isolated from the benzene solution and the filtrate is cooled. High purity 2-methylphenoxyacetic acid crystallizes from the filtrate.
Proces kryštalizácie 2-metylfenoxyoctovej kyseliny z benzénu možno opakovať viacnásobne.The process of crystallizing 2-methylphenoxyacetic acid from benzene can be repeated several times.
Po kryštalizácii 2-metylfenoxyoctovej kyseliny z benzénu sa získá 2-metylfenoxyoctová kyselina chromatografickej čistoty.Crystallization of 2-methylphenoxyacetic acid from benzene gives 2-methylphenoxyacetic acid of chromatographic purity.
Na rozpustenie technického 2-metylfenoxyoctanu sodného možno použiť filtrát získanýThe filtrate obtained can be used to dissolve the industrial 2-methylphenoxyacetate sodium
224 po filtrácii 2-metylfenoxyoctovej kyseliny. Po opakovanom použití je potřebné tento filtrát riediť prídavkom vody.224 after filtration of 2-methylphenoxyacetic acid. After repeated use, the filtrate should be diluted with water.
Predmet vynálezu možno využit pri výrobě 2-metylfenoxyoctovej kyseliny vysokej čistoty.The present invention can be used to produce 2-methylphenoxyacetic acid of high purity.
Predmet vynálezu dokumentujú příklady, ktoré však nevyčerpávajú rozsah uplatnenia.The subject matter of the invention is illustrated by examples which, however, do not exhaust the scope of application.
Příklad 1Example 1
250 g technickej sodnej soli 2-metylfenoxyoctovej kyseliny sa rozpustilo v 1000 ml vody a za intenzívneho miešania sa přidávala 25%-ná kyselina chlorovodíková dovtedy, kým sa nedosiahlo pH = l. Vypadnutá biela krystalická látka sa odfiltrovala na Biichnerovom lieviku a premyla 2 X so 100 ml vody. Po vysušení sa 2-metylfenoxyoctová kyselina rozpustila zahriatím v benzéne, pričom sa přidal 1 g aktívneho uhlia. Po premiešaní sa250 g of 2-methylphenoxyacetic acid technical sodium salt was dissolved in 1000 ml of water and 25% hydrochloric acid was added with vigorous stirring until pH = 1. The precipitated white crystalline solid was filtered off on a Biichner funnel and washed with 2X brine. 100 ml water. After drying, 2-methylphenoxyacetic acid was dissolved by heating in benzene, with 1 g of activated carbon added. After mixing
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS613381A CS224019B1 (en) | 1981-08-17 | 1981-08-17 | Cleaning method of 2-methylphenoxy acetic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS613381A CS224019B1 (en) | 1981-08-17 | 1981-08-17 | Cleaning method of 2-methylphenoxy acetic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS224019B1 true CS224019B1 (en) | 1983-12-30 |
Family
ID=5407662
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS613381A CS224019B1 (en) | 1981-08-17 | 1981-08-17 | Cleaning method of 2-methylphenoxy acetic acid |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS224019B1 (en) |
-
1981
- 1981-08-17 CS CS613381A patent/CS224019B1/en unknown
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