CS224752B1 - Combined extraction method during purification of waste solutions of sulphur acid from organic impurities - Google Patents
Combined extraction method during purification of waste solutions of sulphur acid from organic impurities Download PDFInfo
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- CS224752B1 CS224752B1 CS824181A CS824181A CS224752B1 CS 224752 B1 CS224752 B1 CS 224752B1 CS 824181 A CS824181 A CS 824181A CS 824181 A CS824181 A CS 824181A CS 224752 B1 CS224752 B1 CS 224752B1
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- Prior art keywords
- sulfuric acid
- waste
- waste solutions
- organic impurities
- solution
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- 239000002699 waste material Substances 0.000 title claims description 21
- 238000000605 extraction Methods 0.000 title claims description 14
- 239000012535 impurity Substances 0.000 title claims description 11
- 238000000746 purification Methods 0.000 title claims description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 title 1
- 239000005864 Sulphur Substances 0.000 title 1
- 239000002253 acid Substances 0.000 title 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 46
- 239000000243 solution Substances 0.000 claims description 29
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 18
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 9
- 238000001179 sorption measurement Methods 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 238000003795 desorption Methods 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 2
- 238000009835 boiling Methods 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 150000002430 hydrocarbons Chemical class 0.000 claims description 2
- 229910017604 nitric acid Inorganic materials 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- 150000003738 xylenes Chemical class 0.000 claims description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- PIIZYNQECPTVEO-UHFFFAOYSA-N 4-nitro-m-cresol Chemical compound CC1=CC(O)=CC=C1[N+]([O-])=O PIIZYNQECPTVEO-UHFFFAOYSA-N 0.000 description 8
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 6
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- 238000005191 phase separation Methods 0.000 description 2
- 239000010802 sludge Substances 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 150000001336 alkenes Chemical group 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 125000000018 nitroso group Chemical group N(=O)* 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 description 1
- 229910000342 sodium bisulfate Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- PVEFEIWVJKUCLJ-UHFFFAOYSA-N sulfuric acid;toluene Chemical compound OS(O)(=O)=O.CC1=CC=CC=C1 PVEFEIWVJKUCLJ-UHFFFAOYSA-N 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Vynález aa týká kombinovaného sposobu extrakci® pri čistění odpadových, roztokov kyseliny sírovej od organických nečistot.The invention aa relates to a combined method of extraction in the purification of waste sulfuric acid solutions from organic impurities.
Roztoky kyseliny sírovej, získané pri róznych technologických operáciách obsahujúce organické zlúčeniny, sa obvykle po príslusnej rsakcii zbavujú organických látok s cielom získat kyselinu sírovú pre opatovné reakcie. Tak podlá US patentu č. 3227 775 ca po alkylácii izoparafínov kontinuálně získává kyselina sírová s vysokou návratnosťou po extrakcii v nej přítomných polymérov propánom připadne izobutánom. Ekaprelaktán sa extrahoval podlá DOS 2332 973 z kyseliny sírovej c-izopropylfenoicm alebo o-sek-butylfenolora páťnásobnou extrakciou.Sulfuric acid solutions obtained in various technological operations containing organic compounds are usually freed of organic matter after the reaction to obtain sulfuric acid for cautious reactions. Thus, according to U.S. Pat. 3227 775 ca, after alkylation of isoparaffins, sulfuric acid continuously obtains a high return after extraction of the polymers present therein with propane or isobutane. The ecaprelactan was extracted according to DOS 2332 973 from sulfuric acid by c-isopropylphenoic or o-sec-butylphenolora by a five-fold extraction.
Podlá Jap. patentu Č. 7360495 sa k odpadovej kyselině sírové j přidává zásaditá anorganická zlúčenina, ktorá vytvořením rozpustného sulfátu umožní odstranit organické látky vo formě kalu. Tak sa podlá tohoto riešenia k odpadovej H^SG^ s přítomným hexánom přidával hydroxid sodný a voda a po získaní horespomenutého vodného roztoku a prebublávaní kalu vzduchem sa zís ka vodný roztok, ktorý po neutralizácii a zakoncentrovaní poskytol síran sodný. .Popísaná je ďalej v USA patente č. 3217055, že terciárně olefíny boli extrahované n-heptánom, n-oktánom a izo-oktánom a to v pomere 3:1·Podlá Jap. No. 5,940,516; 7360495, a basic inorganic compound is added to the waste sulfuric acid which, by forming a soluble sulfate, allows the removal of organic substances in the form of sludge. Thus, according to this solution, sodium hydroxide and water were added to the waste H 2 SG 3 with hexane present, and after obtaining the above aqueous solution and bubbling the sludge through the air, an aqueous solution was obtained which, after neutralization and concentration, yielded sodium sulfate. It is further described in U.S. Pat. 3217055 that the tertiary olefins were extracted with n-heptane, n-octane and iso-octane in a 3: 1 ratio.
Okrem uvedených spósobov je popísané v polskom patente č. 103 200, v práci Gukasjána Ž.G. a kol. z Trudy Arm. Naučno. Issled. Inst. N,, str. 179-88 ako aj USA patente č. 3244769 čis tenie roztokov kyseliny sírovéj ionovou výměnou s použitím amonomeničov alebo Piberglasu 800.In addition to these methods, it is described in Polish patent no. 103 200, in the work of Gukasian Ž.G. et al. of Trudy Arm. Naučno. Issled. Inst. N ,, p. 179-88 and U.S. Pat. 3244769 ion exchange purification of sulfuric acid solutions using ammonium exchangers or Piberglas 800.
- 2 224 752- 2,224,752
Podstata kombinovaného sposobu extrakcie pri čistění odpadových roztokov kyseliny sírovej od organických nečistot obsahujúcich organické látky spočívá podl’a vynálezu v tom, že organické látky sa z odpadových roztokov kyseliny sírovéj najprv oddelujú extrakciou benzénom, alebo toluénom, alebo chloridem uhličitým, alebo xylénami, alebo uhlovodíkovou frakciou s teplotou varu 80 až 300 °G, alebo z nej vydělenými destilačnými rezmi, alebo zmesami uvedených rozpúšťadiel, s výhodou protiprúdne, v objemovom pomere extrakčného činidla k odpadovým roztokom kyseliny sírovéj 4 i 1 až 1 : 10, pri teplotách 0 0 až 100 °C, pričom extrakčné činidlo sa před opatovným použitím regeneruje destiláciou, alebo reextrakciou organických nečistot vodným roztokom NaOH, alebo KOH s koncentráciou 0,2 až 20 % hmot. pri objemovom pomere organickej fázy k vodnému roztoku hydroxidu 10 : 1 až 1 ί 4, při teplotách 0 až 60 °C, a potom adsorpciou vo vrstvě aktívneho uhlia, pričom desorpcia organických látok z vrstvy aktívneho uhlia sa uskutočňuje vodným roztokom KOH, alebo NaOH s koncentráciou 0,2 až 20 % hmot., pri teplotách 10 až 80 °G.According to the invention, the principle of the combined method of extraction in the purification of sulfuric acid waste solutions from organic impurities is that the organic substances are first separated from the sulfuric acid waste solutions by extraction with benzene or toluene or carbon tetrachloride or xylenes or hydrocarbon a fraction having a boiling point of 80 to 300 ° C, or distillation slices separated therefrom, or mixtures of said solvents, preferably countercurrently, in a volume ratio of extraction agent to 4: 1 to 1: 10 sulfuric acid waste solutions, at temperatures of 0 to 100 ° C, wherein the extractant is recovered by distillation or reextraction of the organic impurities with an aqueous solution of NaOH or KOH at a concentration of 0.2 to 20 wt. at a volume ratio of organic phase to aqueous hydroxide solution of 10: 1 to 1 β 4, at temperatures of 0 to 60 ° C, and then adsorption in the activated carbon layer, wherein the desorption of organic substances from the activated carbon layer is effected with aqueous KOH or NaOH at a concentration of 0.2 to 20% by weight, at temperatures of 10 to 80 ° C.
Postupovat sa móže aj tak, že na reextrakciu organických látok z organického rozpúsťadla sa použije vodný roztok hydroxidu použitý pri desorbcii.Alternatively, the aqueous hydroxide solution used for desorption can be used to re-extract the organic material from the organic solvent.
Výhodou sposobu podlá vynálezu je, že na odstránenie podstatnej časti nečistot sa využívajú spósoby extrakcie, pričom na dosiahnutie podstatnej požadovanej koncentrácie organických nečistot sa využívajú výhody adsorpcie. Pri kombinovanora spósobe sa v porovnaní s extrakciou dosahuje vyššieho stupňa vyčistenia odpadových roztokov kyseliny sírovéj a v porovnaní s použitím adsorbcie sa dosiahne nižšia špecifická spotřeba adsorbenta a tým aj nižšie nároky na desorbciu organických nečistót z aktívneho uhlia.An advantage of the process according to the invention is that extraction methods are used to remove a substantial part of the impurities, while the advantages of adsorption are utilized to achieve the substantially desired concentration of organic impurities. In the process combiner, a higher degree of purification of the sulfuric acid waste solutions is achieved compared to extraction, and a lower specific adsorbent consumption and thus less desorption of organic impurities from activated carbon is achieved compared to adsorption.
Spósob extrakcie móže byť použitý u roztokov, ktoré obsahujú anorganické soli, kyselinu dusičná a kysličníky dusíka.The extraction method can be used for solutions containing inorganic salts, nitric acid and nitrogen oxides.
- 3 224 752- 3 224 752
Postup podlá vynálezu je uvedený v príkladoch prevedenia.The process according to the invention is shown in the examples.
Příklad 1Example 1
Do deliaoeho lievika sa navážilo 500 g odpadového roztoku kyseliny sírovej, ktorý obsahoval s 31,0 % hmot. HgSOp 0,54 % hmot· ΗΙίΟ^, 0,15 % hmot. kyslicníkov dusíka titrovatelných ako % hmot. NaHSO^, 1030 mg/1 3-metyl-4~nitrofenolu, 990 mg/1 metyifenolu a jeho nitrozo a sulfoderivátov. Potom sa do deliaceho lievika přidalo 200 g benzénu a jeho obsah sa třepal pri 23 °C 3 h. Po oddělení fáz bol obsah 3-metyl-4-nitrofenolu v odpadovora roztoku kyseliny sírovej 450 mg/1.500 g of a sulfuric acid waste solution containing 31.0% by weight was weighed into a deliao funnel. 0.54 wt.%, 0.15 wt. % of nitrogen oxides titratable as wt. NaHSO4, 1030 mg / l of 3-methyl-4-nitrophenol, 990 mg / l of methyifenol and its nitroso and sulfoderivatives. Then 200 g of benzene was added to the separatory funnel and the contents were shaken at 23 ° C for 3 h. After phase separation, the 3-methyl-4-nitrophenol content of the sulfuric acid effluent was 450 mg / l.
Příklad 2Example 2
224 752224 752
Do deliaceho lievika s 500 g odpadového roztoku kyseliny sírovej, rovnakého zloženia ako v příklade lř sa přidalo 200 g toluenu· Obsah lievika sa třepal 3 hodiny pri 23 °G. V oddelenom odpadovom roztoku kyseliny sírovej klesol obsahTo a separatory funnel with 500 g of the waste sulfuric acid solution of the same composition as in Example l ° was added 200 g of toluene · Content funnel was shaken for 3 hours at 23 ° C. The separated sulfuric acid waste solution dropped
3-metyl-4-nitrofenolu na 460 mg/1.Of 3-methyl-4-nitrophenol at 460 mg / L.
Příklad 3Example 3
Do deliaceho lievika s 500 g odpadového roztoku kyseliny sírovej, rovnakého zloženia ako v příklade 1, sa přidalo 250 g petroleje na svietenie a obsah lievika sa třepal 3 hodiny pri 23 °C. Po oddělení fáz bol obsah 3-raetyl-4-nitrofenolu v odpadovom roztoku kyseliny sírovej 520 mg/1·To a separatory funnel with 500 g of sulfuric acid waste solution of the same composition as in Example 1, 250 g of light kerosene was added and the funnel was shaken for 3 hours at 23 ° C. After phase separation, the 3-methyl-4-nitrophenol content of the waste sulfuric acid solution was 520 mg / l ·
Příklad 4Example 4
150 g extraktu z extrakcie organických nečistot z odpadového roztoku kyseliny sírovej toluénom, postupom podlá příkladu 2, sa třepalo 10 minút pri 24 °C s 20 g 10 % vodného roztoku NaOH· Po oddělení fáz sa v toluene nezistil obsah 3metyl-4-nitrofenolu.150 g of extract from the extraction of organic impurities from the waste sulfuric acid toluene solution according to Example 2 was shaken for 10 minutes at 24 ° C with 20 g of a 10% aqueous NaOH solution. After separation of the phases, 3-methyl-4-nitrophenol was not detected in toluene.
Příklad 5Example 5
Rafinát z extrakcie organických nečistot z odpadového roztoku kyseliny sírovej toluénom získaný postupom podlá príkla-du 2, sa dávkoval do skleněného adsorbéra priemeru 40 mm, s výškou 50 cm vrstvy aktívneho uhlia GA - 1 mimovrstvovou rýchlosťou 0,02 cm/s pri 24 °C. V roztoku vystupujúcom z adsorbéra sa zistili nasledovné koncentrácie 3-metyl-4- nitrofenolu·The raffinate from the extraction of organic impurities from the sulfuric acid waste solution obtained by the procedure of Example 2 was fed into a 40 mm glass adsorber with a height of 50 cm of the activated carbon GA-1 layer at an extra layer rate of 0.02 cm / s at 24 ° C. . The following concentrations of 3-methyl-4-nitrophenol were found in the solution leaving the adsorber.
Čas hTime h
2 2,5 3 4 52 2.5 3 4 5
Kono.3-metyl-4-nitrof enolu mg/1Kono-3-methyl-4-nitrophenol mg / l
10 65 12010 65 120
- 5 Příklad 6- 5 Example 6
224 752224 752
Po ukončení adsorpcie, podl’a příkladu 5, sa odpadový roztok kyseliny sírovej z adsorbéra vypustil a vrstva aktivneho uhlia sa prepláchla s 800 cnP vody. Do adsorbéra sa v protisměre toku pri adsorpcii privádzal 5 % hmot. vodný roztok HaOH mimovrstvovou rýchlostou 0,005 cm/s 6 hodin.Upon completion of the adsorption of Example 5, the waste sulfuric acid waste solution was drained from the adsorber and the activated carbon layer was rinsed with 800 cnP of water. 5% by weight of the adsorber were fed upstream during the adsorption. aqueous HaOH solution at an extra layer rate of 0.005 cm / sec for 6 hours.
Potom sa roztok hydroxidu z adsorbéra vypustil a vrstva aktívneho uhlia sa prepláchla s 800 cnr vody. V takto pripravenej vrstvě aktivneho uhlia sa realizovala adsorpcia rovnakým postupom a s rovnakým rafinátom ako v příklade 5· V roztoku vystupuj úcom z. adsorbéra sa zistili nasledovné koncentrá cie 3-metyl-4-nitrofenolu.Then, the hydroxide solution was drained from the adsorber and the activated carbon layer was rinsed with 800 cm @ 3 of water. In the activated carbon layer thus prepared, adsorption was carried out in the same manner and with the same raffinate as in Example 5. The following 3-methyl-4-nitrophenol concentrations were found in the adsorber.
Oas h 1 2 3 4 5Oas h 1 2 3 4 5
Konc..3-metyl-4-nitrofenolu mg/1Concentration of 3-methyl-4-nitrophenol mg / L
1 5 401 5 40
Claims (2)
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| Application Number | Priority Date | Filing Date | Title |
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| CS824181A CS224752B1 (en) | 1981-11-10 | 1981-11-10 | Combined extraction method during purification of waste solutions of sulphur acid from organic impurities |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS824181A CS224752B1 (en) | 1981-11-10 | 1981-11-10 | Combined extraction method during purification of waste solutions of sulphur acid from organic impurities |
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| Publication Number | Publication Date |
|---|---|
| CS224752B1 true CS224752B1 (en) | 1984-01-16 |
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| CS824181A CS224752B1 (en) | 1981-11-10 | 1981-11-10 | Combined extraction method during purification of waste solutions of sulphur acid from organic impurities |
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| CS (1) | CS224752B1 (en) |
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1981
- 1981-11-10 CS CS824181A patent/CS224752B1/en unknown
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