CS224015B1 - Cleaning method of 3-methyl-4-nitrophenol and its sodium salts - Google Patents
Cleaning method of 3-methyl-4-nitrophenol and its sodium salts Download PDFInfo
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- CS224015B1 CS224015B1 CS519781A CS519781A CS224015B1 CS 224015 B1 CS224015 B1 CS 224015B1 CS 519781 A CS519781 A CS 519781A CS 519781 A CS519781 A CS 519781A CS 224015 B1 CS224015 B1 CS 224015B1
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- methyl
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- nitrophenol
- nitrophenolate
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- PIIZYNQECPTVEO-UHFFFAOYSA-N 4-nitro-m-cresol Chemical compound CC1=CC(O)=CC=C1[N+]([O-])=O PIIZYNQECPTVEO-UHFFFAOYSA-N 0.000 title claims description 34
- 238000000034 method Methods 0.000 title claims description 21
- 159000000000 sodium salts Chemical class 0.000 title claims description 7
- 238000004140 cleaning Methods 0.000 title 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 48
- DEQWBYKBSRNLCS-UHFFFAOYSA-M sodium;3-methyl-4-nitrophenolate Chemical compound [Na+].CC1=CC([O-])=CC=C1[N+]([O-])=O DEQWBYKBSRNLCS-UHFFFAOYSA-M 0.000 claims description 26
- 239000000243 solution Substances 0.000 claims description 20
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 12
- 238000002425 crystallisation Methods 0.000 claims description 12
- 230000008025 crystallization Effects 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 11
- 238000001914 filtration Methods 0.000 claims description 9
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 8
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 8
- 229910017604 nitric acid Inorganic materials 0.000 claims description 8
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 8
- 235000011152 sodium sulphate Nutrition 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 7
- 239000000725 suspension Substances 0.000 claims description 7
- 150000007513 acids Chemical class 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 6
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 6
- 239000011707 mineral Substances 0.000 claims description 6
- 238000001816 cooling Methods 0.000 claims description 5
- 238000000926 separation method Methods 0.000 claims description 5
- 239000007900 aqueous suspension Substances 0.000 claims description 4
- 238000007865 diluting Methods 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 239000000543 intermediate Substances 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 2
- 238000002474 experimental method Methods 0.000 claims description 2
- 229910017053 inorganic salt Inorganic materials 0.000 claims description 2
- OXSYGCRLQCGSAQ-UHFFFAOYSA-N CC1CCC2N(C1)CC3C4(O)CC5C(CCC6C(O)C(O)CCC56C)C4(O)CC(O)C3(O)C2(C)O Chemical compound CC1CCC2N(C1)CC3C4(O)CC5C(CCC6C(O)C(O)CCC56C)C4(O)CC(O)C3(O)C2(C)O OXSYGCRLQCGSAQ-UHFFFAOYSA-N 0.000 claims 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims 1
- VKUBEMAZKXTCAB-UHFFFAOYSA-N [Na].CC1=CC(O)=CC=C1[N+]([O-])=O Chemical compound [Na].CC1=CC(O)=CC=C1[N+]([O-])=O VKUBEMAZKXTCAB-UHFFFAOYSA-N 0.000 claims 1
- 229910052802 copper Inorganic materials 0.000 claims 1
- 239000010949 copper Substances 0.000 claims 1
- 230000003472 neutralizing effect Effects 0.000 claims 1
- 239000007858 starting material Substances 0.000 claims 1
- 235000010755 mineral Nutrition 0.000 description 5
- 238000006386 neutralization reaction Methods 0.000 description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 238000000746 purification Methods 0.000 description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- 230000003247 decreasing effect Effects 0.000 description 3
- 238000005187 foaming Methods 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 239000002351 wastewater Substances 0.000 description 3
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 235000017550 sodium carbonate Nutrition 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- XGCZABZDVJOWTL-UHFFFAOYSA-N 3-methyl-4-nitrosophenol Chemical compound CC1=CC(O)=CC=C1N=O XGCZABZDVJOWTL-UHFFFAOYSA-N 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 238000006396 nitration reaction Methods 0.000 description 1
- 230000009935 nitrosation Effects 0.000 description 1
- 238000007034 nitrosation reaction Methods 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 239000004476 plant protection product Substances 0.000 description 1
- DJEHXEMURTVAOE-UHFFFAOYSA-M potassium bisulfite Chemical compound [K+].OS([O-])=O DJEHXEMURTVAOE-UHFFFAOYSA-M 0.000 description 1
- 229940099427 potassium bisulfite Drugs 0.000 description 1
- 235000010259 potassium hydrogen sulphite Nutrition 0.000 description 1
- 230000003134 recirculating effect Effects 0.000 description 1
- DEQWBYKBSRNLCS-UHFFFAOYSA-N sodium 3-methyl-4-nitrophenol Chemical compound [Na+].CC1=CC(O)=CC=C1[N+]([O-])=O DEQWBYKBSRNLCS-UHFFFAOYSA-N 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- SFEOJAGKZMTQTL-UHFFFAOYSA-M sodium;2-methyl-4-nitrophenolate Chemical compound [Na+].CC1=CC([N+]([O-])=O)=CC=C1[O-] SFEOJAGKZMTQTL-UHFFFAOYSA-M 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Vynález sa týká sposobu cisterna 3-mctyl-4-nltrofenolu a jeho sodnej soli kryštalizác;ou.The invention relates to a process for the storage of 3-methyl-4-nitrophenol and its sodium salt by crystallization ; ou.
Na výrobu prípravkov na ochranu rastlín ako například O,O-dimetyl-O-(3-meíyl-4-nitrofenoljtiofosfátu a 3-metyl-4dimetylamínofenyl-3-metylkarbomátu sa používá 3-metyl-4-nitrofenol.3-Methyl-4-nitrophenol is used to produce plant protection products such as O, O-dimethyl-O- (3-methyl-4-nitrophenol) thiophosphate and 3-methyl-4-dimethylaminophenyl-3-methylcarbomate.
Z početných sposobov přípravy 3-metyl-4-nitrofenolu sa najčastejšie používajú tieto: reakcia m-toluidínu s kyselinou sírovou a dusitanom sodným, priama nitrácia 3-metylfenolu, hlavně však nitrozácia 3-metylfenolu na 3-metyl-4-irtrozofenol s následnou oxidáciou na 3-metyl-4-nitrofenol pomocou kyseliny dusičnej, peroxidu vodíka a iných oxidačných činidiel. Oxidáciou 3-mety1.-4-nitrozofenolu kyselinou dusičnou na 3-metyl-4-nitrofenol popisuje ČSSR AO 146 179.Among the numerous processes for the preparation of 3-methyl-4-nitrophenol, the following are most commonly used: reaction of m-toluidine with sulfuric acid and sodium nitrite, direct nitration of 3-methylphenol, but mainly nitrosation of 3-methylphenol to 3-methyl-4-irtrozophenol followed by oxidation to 3-methyl-4-nitrophenol with nitric acid, hydrogen peroxide and other oxidizing agents. Oxidation of 3-methyl-first-4-nitrozofenolu nitric acid for 3-methyl-4-nitrophenol discloses CS AO 146,179th
Přípravu 3-rnetyl-4-nitrofenolu v prostředí roztoku minerálnej kyseliny s následnou oxidáciou 3-metyl-4-nitrozofenolu kyselinou dusičnou popisuje ČSSR AO 149 726. Podobnú přípravu, avšak v prostředí nižších alkoholov DOS 2 236 571. Produkt sa vo všetkých troch prípadoch získává jeho vykrystalizováním, filtráciou, premytím a vysušením.The preparation of 3-methyl-4-nitrophenol in a medium of mineral acid solution followed by oxidation of 3-methyl-4-nitrosophenol with nitric acid is described in Czechoslovakia AO 149 726. A similar preparation but in the environment of lower alcohols DOS 2,236,571. it is obtained by crystallization, filtration, washing and drying.
Čistenie 3-metyl-4-nitrofenolu v přítomnosti vodného roztoku hydrogensiričitanu sodného alebo draselného popisuje japonský patent 21 241 (1964). Čistěním 3-metyl-4-nitrofenolu a jeho sodnej soli kryštalizáciou v přítomnosti sodných solí minerálnych kyselin sa zaoberá ČSSR AO 147 502 a je podrobné popísané v článku Macko J,, Váňo J., Ďulák K., Chem. próm. 29/54 č. 8, 408 (1979).The purification of 3-methyl-4-nitrophenol in the presence of an aqueous solution of sodium or potassium bisulfite is described in Japanese Patent 21,241 (1964). The purification of 3-methyl-4-nitrophenol and its sodium salt by crystallization in the presence of sodium salts of mineral acids is dealt with in CSR AO 147 502 and is described in detail in Macko J, Vano J., Dulak K., Chem. Promo. 29/54 č. 8, 408 (1979).
Postup podl'a vynálezu umožňuje čistenie 3-metyl-4-nitrofenolu a jeho sodnej soli obsiahnutých vo vodnom roztoku alebo suspenzi! pozostávajúcej z prevedenia celkového volného 3-metyl-4-nitrofenolu na 3-metyl-4-nitrofenolát sodný posobením vodného roztoku hydroxidu sodného s výhodou tak, aby vznikoí 18 až 40%ný roztok alebo suspenzia 3-metyl-4-nitrofenolátu sodného pri teplote 50 až 100 °C, pričom kryštalizácia 3-metyl-4-nitrofenolátu sodného ochladením prebieha v přítomnosti anorganických solí tak, že vo vodnom roztoku alebo suspenzii sú přítomné najmenej dve rožne anorganické soli a prevádza sa za adiabatických podmienok pri postupné sa znížujúcej hodnotě tlaku v systéme z atmosférického tlaku na tlak rovný 1,3 kPa s následným odfiltrováním produktu. Je tiež možné čistit 3-metyl-4-nitrofenol znečistěný minerálnymi. kyselinami najčastejšie kyselinou sírovou a kyselinou dusičnou, neutralizovanými taktiež hydr oxidom sodným, v hmotnostnom pomere 3-metyl-4-nitrofenol ku kyselině v rozmedzí 3 ku 1 až 30 ku 1, že 3224015The process of the invention allows the purification of 3-methyl-4-nitrophenol and its sodium salt contained in an aqueous solution or suspension. consisting of converting the total free 3-methyl-4-nitrophenol to sodium 3-methyl-4-nitrophenolate by impregnating an aqueous sodium hydroxide solution, preferably to form an 18-40% solution or suspension of sodium 3-methyl-4-nitrophenolate at a temperature of 50 to 100 ° C, wherein the crystallization of sodium 3-methyl-4-nitrophenolate by cooling takes place in the presence of inorganic salts such that at least two different inorganic salts are present in the aqueous solution or suspension and is carried out under adiabatic conditions under progressively decreasing pressure system from atmospheric pressure to 1.3 kPa, followed by filtration of the product. It is also possible to purify mineral-contaminated 3-methyl-4-nitrophenol. acids most commonly sulfuric acid and nitric acid, also neutralized by sodium hydride, in a weight ratio of 3-methyl-4-nitrophenol to acid in the range of 3 to 1 to 30 to 1, that 3224015
-metyl-4-nitrofenolát sodný adiabaticky kryštalizuje z roztoku najmenej dvoch anorganických solí vzniknutých neutralizáciou přítomných kyselin.Sodium methyl 4-nitrophenolate crystallizes adiabatically from a solution of at least two inorganic salts formed by neutralization of the acids present.
Dalej je možné kryštalizáciu 3-metyl-4-nitrofenolátu sodného robil v prostředí recyklovaných matečných lúhov z predchádzajúcej kryštalizácie. Recyklované matečné lúhy možno s výhodou použiť pri riedení hydroxidu sodného použitého na neutralizáciu 3-metyl-4-nitrofenolu.Further, crystallization of sodium 3-methyl-4-nitrophenolate can be performed in the recycled mother liquor environment from the previous crystallization. The recycled mother liquors can advantageously be used in diluting the sodium hydroxide used to neutralize 3-methyl-4-nitrophenol.
Výhodou nového sposobu čistenia 3-metyl-4-nitrofenolu a jeho sodnej soli kryštalizáciou podta tohoto postupu vynálezu je, že chladenie roztoku produktu a zakoncentrovanie prebieha adiabaticky za zníženého tlaku a využitia tepelného obsahu roztoku produktu. Odpadá potřeba chladiaceho agregátu a chladiaceho okruhu.An advantage of the novel method of purifying 3-methyl-4-nitrophenol and its sodium salt by crystallization according to this process of the invention is that cooling of the product solution and concentration takes place adiabatically under reduced pressure and utilizing the thermal content of the product solution. No need for cooling unit and cooling circuit.
Roztok alebo suspenzia produktu sa vznikajúcou vodnou parou premieša. Nie je potřebné pridávať anorganická sol', vzniká priamo pri spracovaní, alebo je přítomná v recirkulujúcich matečných lúhoch. Obsah soli významné znižuje rozpustnost produktu. Celkové množstvo matečných lúhov odpadajúcich pri výrobě je menšie. Východzia koncentrácia technického produktu nie je významná. Získaný produkt je možné ďalej bezokladne spracovať. Pri sposobe čistenia 3-metyl-4-nitrofenolátu sodného podta tohoto vynálezu vznikajú po oddělení kryštalického 3-metyl-4-nitrofenolátu sodného matečné lúhy s menším obsahom rozpustného 3-metyl-4-nitroíenolátu sodného ako pri doteraz známom sposobe podta čs. AO 147 502.The product solution or suspension is mixed with the resulting water vapor. There is no need to add an inorganic salt, is formed directly during processing, or is present in recirculating mother liquors. The salt content significantly reduces the solubility of the product. The total amount of mother liquors that is lost during production is smaller. The initial concentration of the technical product is not significant. The product obtained can be further processed without further processing. In the sodium 3-methyl-4-nitrophenolate purification process of the present invention, mother liquors are formed after separation of crystalline sodium 3-methyl-4-nitrophenolate with a lower content of soluble sodium 3-methyl-4-nitro-phenolate than in the previously known method of art. AO 147,502.
Prínosom vynálezu oproti čs. AO 147 502 je, že sa može použiť technický 3-metyl-4-nitrofenol získaný podta čs. AO 149 726, ktorý obsahuje 50 až 60 % 3-metyl-4-nitrofenolu. V príkladoch v čs. AO 147 502 sa používá 3-metyl-4-nitrofenol čistoty 80 až 95 %. Pri kryštalizácii 3-metyl-4-nitrofenolu sa přidává Na2CO3, ktorého množstvo sa pohybuje priemerne 277 kg na 1 tonu 90 % 3-metyl-4-nitrofenolátu sodného. Z matečných lúhov sa získává zvyšný 3-metyl-4-nitrofenol vyzrážaním minerálnou kyselinou a následnou neutralizáciou vyzrážaného 3-metyl-4-nitrofenolu roztoku s NaOH. Technický 3-metyl-4-nitrofenol podta čs. AO 149 726 obsahuje matečné kyseliny, neutralizáciou ktorých sa vyvinle teplo, ktoré zároveň slúži k vyhriatiu zmesi, pričom zvyšné množstvo tepla sa dodá běžným sposobom. Čiastočnou recirkuláciou matečných lúhov odpadne pracné zrážanie matečných lúhov, neutralizácia vyzrážaného 3-metyl-4-nitrofenolu a opatovná kryštalizácia 3-metyl-4-nitrofenolátu sodného.Contribution of the invention over US. AO 147 502 is that the technical 3-methyl-4-nitrophenol obtained in accordance with U.S. Pat. AO 149 726, which contains 50 to 60% 3-methyl-4-nitrophenol. In the examples in MS. A-147 502 uses 3-methyl-4-nitrophenol of 80-95% purity. In the crystallization of 3-methyl-4-nitrophenol, Na 2 CO 3 is added, amounting to an average of 277 kg per tonne of 90% sodium 3-methyl-4-nitrophenolate. The residual 3-methyl-4-nitrophenol is obtained from the mother liquors by precipitation with a mineral acid and subsequent neutralization of the precipitated 3-methyl-4-nitrophenol with a solution of NaOH. Technical 3-methyl-4-nitrophenol according to CS. AO 149 726 contains parent acids, by neutralization of which heat is generated, which at the same time serves to heat the mixture, while the remainder of the heat is supplied in a conventional manner. Partial recirculation of the mother liquors eliminates laborious precipitation of the mother liquors, neutralization of the precipitated 3-methyl-4-nitrophenol, and careful crystallization of sodium 3-methyl-4-nitrophenolate.
Množstvo minerálnych solí v odpadných vodách je omnoho nižšie ako pri čs. AO 147 502. Přidávaná Na2CO3 podstatné zvyšuje pracnosť výroby, zhoršuje akosť odpadných vod, predovšetkým ich solimitu a alkalitu. Pri neutralizácii odpadných vod s minerálnymi kyselinami soli unika júci CO2 robí problémy, hlavně penenie roztoku.The amount of mineral salts in wastewater is much lower than in the Czech Republic. AO 147 502. The added Na2CO3 substantially increases the manufacturing effort, deteriorates the quality of waste water, especially its solimity and alkalinity. In the neutralization of waste water with mineral acids, the escaping CO2 causes problems, especially foaming of the solution.
Příklad 1Example 1
Do banky sa předložilo 170 g technického 3-metyl-4-nitrofenolu o koncentrácii 52,3 % hmotn., zvyšok bola kyselina sírová, kyselina dusičná a voda. Přidá sa vodný roztok hydroxidu sodného o koncentrácii 17 % hmotn. za zvyšovania teploty na 50 °C, až do dosiahnutia hodnoty pH rovnej 8,7. Zmes sa zohriala na 95 °C a přidá sa 28 g uhličitanu sodného. Po 20 minútovom miešaní sa banka napojila na zdroj vákua a adiabaticky chladila pri postupné sa znižujúcom tlaku, v takej miere, aby sa zvládlo penenie suspenzie až na hodnotu 2,6 kPa.170 g of technical 3-methyl-4-nitrophenol at a concentration of 52.3% by weight were added to the flask, the remainder being sulfuric acid, nitric acid and water. 17% w / w aqueous sodium hydroxide solution was added. raising the temperature to 50 ° C until a pH of 8.7 is reached. The mixture was heated to 95 ° C and 28 g of sodium carbonate was added. After stirring for 20 minutes, the flask was connected to a vacuum source and cooled adiabatically under gradually decreasing pressure to a degree sufficient to handle foaming of the suspension up to 2.6 kPa.
Po odfiltrovaní sa získalo 125 g 3-metyl-4-nitrotenolátu sodného o koncentrácii 77,2 percent hmot., čo představuje výťažok 93,7 percent teorie. Koncentrácia 3-metyl-4-nitrofenolátu sodného v matečných lúhoch po oddělení kryštalického 3-metyl-4-nitrofenolátu sodného bola 21 500 mg/1.After filtration, 125 g of sodium 3-methyl-4-nitrotenolate was obtained with a concentration of 77.2 percent by weight, which represents a yield of 93.7 percent of theory. The sodium 3-methyl-4-nitrophenolate concentration in the mother liquors after separation of crystalline sodium 3-methyl-4-nitrophenolate was 21,500 mg / L.
Příklad 2Example 2
Postup ako v příklade 1, s tým rozdielom, že sa přidalo 25 g síranu sodného. Po odfiltrovaní sa získalo 119 g 3-metyl-4-nitrofenolátu sodného o koncentrácii 79,3 % hmotn., čo představuje 93,1 %-ný výťažok vzhladom na teóriu.Procedure as in Example 1, except that 25 g of sodium sulfate was added. After filtration, 119 g of 79.3% by weight of sodium 3-methyl-4-nitrophenolate were obtained, which represents a 93.1% yield based on theory.
Příklad 3Example 3
Postup ako v příklade 2, s tým rozdielom, že sa použil roztok hydroxidu sodného o koncentrácii 20 % hmot., připravený z vodného roztoku hydroxidu sodného o koncentrácii 43 jpercent hmot. riedením matečnými lúhmi z příkladu 2. Po vyhrlatí suspenzie na 95 °C sa přidalo 5 g síranu sodného a suspenzia sa adiabaticky ochladila na 15 °C.The procedure as in Example 2, except that a 20% by weight sodium hydroxide solution prepared from an aqueous solution of 43% by weight sodium hydroxide was used. by diluting the mother liquors of Example 2. After the suspension was heated to 95 ° C, 5 g of sodium sulfate was added and the suspension was adiabatically cooled to 15 ° C.
Po odfiltrovaní sa získalo 123 g 3-metyl-4-nitrofenolátu sodného o koncentrácii 79,5 % hmotn., čo zodpovedá výtažku 96,5 % teórie. Příklad 4After filtration, 123 g of sodium 3-methyl-4-nitrophenolate having a concentration of 79.5% by weight, corresponding to a yield of 96.5% of theory, was obtained. Example 4
Postup ako pri příklade 2, s tým rozdielom, že sa přidalo 25 g síranu sodného, ktorý obsahoval 0,15 % hmotn. síranu zinočnatého.The procedure as in Example 2, except that 25 g of sodium sulfate, containing 0.15 wt. zinc sulfate.
Po odfiltrovaní sa získalo 128 g 3-metyl-4-nitrofenolátu sodného o koncentrácii 76,5 % hmotn., čo zodpovedá výťažku 96,1 % teórie. Příklad 5After filtration, 128 g of sodium 3-methyl-4-nitrophenolate having a concentration of 76.5% by weight was obtained, corresponding to a yield of 96.1% of theory. Example 5
Postup ako v příklade 2, s tým rozdielom, že sa přidalo 20 g síranu sodného a 5 g dusitanu sodného. Po odfiltrovaní sa získalo 125 gramov 3-metyl-4-nitrofenolátu sodného o koncentrácii 76,5 hmotn., čo představuje výťažok 94,1 % teórie.Procedure as in Example 2, except that 20 g of sodium sulfate and 5 g of sodium nitrite were added. After filtration, 125 grams of sodium 3-methyl-4-nitrophenolate having a concentration of 76.5% was obtained, representing a yield of 94.1% of theory.
SWITH
Příklad 6Example 6
Do banky sa předložilo 50 g technického 3-metyl-4-nitrofenolu o koncentrácii 52,6 °/o hmotn., zvyšok bola kyselina dusičná 0,26 percent hmotn., kyselina sírová 12,23 % hmotn. a voda.50 g of industrial 3-methyl-4-nitrophenol at a concentration of 52.6% by weight were added to the flask, the residue being nitric acid 0.26% by weight, sulfuric acid 12.23% by weight. and water.
Přidá sa vodný roztok hydroxidu sodného o koncentrácii 17 % hmotn. za zvyšovania teploty na 50 °C, až do dosiahnutia hodnoty pH rovnej 9,7.17% w / w aqueous sodium hydroxide solution was added. raising the temperature to 50 ° C until a pH of 9.7 is reached.
Zmes sa zohriala na 95 °C a přidá sa 5 g síranu sodného. Po 20 minútovom miešaní sa banka napojila na zdroj vákua a adiabaticky ochladila pri postupné sa znižujúcom tlaku v takej miere, aby sa zvládlo penenie suspenzie až na hodnotu 2,6 kPa. Po odfiltrovaní sa získalo 32 g 3-metyl-4-nitrofenolátu sodného o koncentrácii 69,7 % hmotn, čo zodpovedá výtažku 89,1 % teorie. Postup sa opakoval s novou dávkou 50 g technického 3-metyl-4-nitrofenolu tak, ako bolo popí• sáné v predchádzajúcom odstavci, s tým rozdielom, že přidávaný hydroxid sodný sa získal riedením vodného roztoku hydroxidu sodného o koncentrácii 43 % hmotn. matečnými lúhmi z predchádzajúceho pokusu a nebol přidávaný žiaden síran sodný. Přidávaný roztok hydroxidu sodného mal koncentráciu 16 percent hmotnostných. Výťažok bol 94,1 % hmotn. teorie.The mixture was heated to 95 ° C and 5 g sodium sulfate was added. After stirring for 20 minutes, the flask was connected to a vacuum source and cooled adiabatically at gradually decreasing pressure to a degree sufficient to handle foaming of the suspension up to 2.6 kPa. After filtration, 32 g of sodium 3-methyl-4-nitrophenolate having a concentration of 69.7% by weight was obtained, corresponding to a yield of 89.1% of theory. The process was repeated with a new batch of 50 g of technical 3-methyl-4-nitrophenol as described in the previous paragraph, except that the sodium hydroxide added was obtained by diluting a 43% w / w aqueous sodium hydroxide solution. mother liquors from the previous experiment and no sodium sulfate was added. The sodium hydroxide solution added had a concentration of 16 percent by weight. The yield was 94.1 wt. theory.
Štvornásobným opakováním tohoto postupu boli postupné získané výtažky 93,6 %, 95,8 %, 95,6 % a 96,2 % teorie.Repeating this procedure four times yielded successively 93.6%, 95.8%, 95.6% and 96.2% of theory.
Koncentrácie 3-metyl-4-nitrofenolátu sodného po oddělení vykrystalizovaného 3-metyl-4-nitrofenolátu sodného boli 14400 mg/1, 15200 mg/1, 13700 mg/1.Sodium 3-methyl-4-nitrophenolate concentrations after separation of crystallized sodium 3-methyl-4-nitrophenolate were 14400 mg / L, 15200 mg / L, 13700 mg / L.
Vynález je možné použit v technologickom postupe přípravy 3-metyl-4-nitrofenolu alebo 3-metyl-4-nitrofenolátu sodného, tiež pri postupoch, kde sú uvedené látky východzími produktami alebo medziproduktami.The invention may be used in a process for the preparation of sodium 3-methyl-4-nitrophenol or 3-methyl-4-nitrophenol, also in processes where said compounds are starting products or intermediates.
Claims (3)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS519781A CS224015B1 (en) | 1981-07-06 | 1981-07-06 | Cleaning method of 3-methyl-4-nitrophenol and its sodium salts |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS519781A CS224015B1 (en) | 1981-07-06 | 1981-07-06 | Cleaning method of 3-methyl-4-nitrophenol and its sodium salts |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS224015B1 true CS224015B1 (en) | 1983-12-30 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS519781A CS224015B1 (en) | 1981-07-06 | 1981-07-06 | Cleaning method of 3-methyl-4-nitrophenol and its sodium salts |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS224015B1 (en) |
-
1981
- 1981-07-06 CS CS519781A patent/CS224015B1/en unknown
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