CA1132731A - Method of removing halogenated or nitrated hydrocarbons or aromatic hydroxy compounds from water - Google Patents
Method of removing halogenated or nitrated hydrocarbons or aromatic hydroxy compounds from waterInfo
- Publication number
- CA1132731A CA1132731A CA343,116A CA343116A CA1132731A CA 1132731 A CA1132731 A CA 1132731A CA 343116 A CA343116 A CA 343116A CA 1132731 A CA1132731 A CA 1132731A
- Authority
- CA
- Canada
- Prior art keywords
- waxes
- water
- oils
- halogenated
- hydrocarbons
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/26—Treatment of water, waste water, or sewage by extraction
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Engineering & Computer Science (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physical Water Treatments (AREA)
- Extraction Or Liquid Replacement (AREA)
- Heat Treatment Of Water, Waste Water Or Sewage (AREA)
- Removal Of Specific Substances (AREA)
Abstract
Case 1-12178/BSG/+
Method of removing halogenated or nitrated hydrocarbons or aromatic hydroxy compounds from water Abstract cf the Disclosure A method of purifying water, especially a wastewater, which contains halogenated or nitrated hydrocarbons or aromatic hydroxy compounds and mixtures thereof.
The method consists in bringing the water, advantageously at room temperature, into contact with fatty oils or waxes, especially paraffin oils.
Method of removing halogenated or nitrated hydrocarbons or aromatic hydroxy compounds from water Abstract cf the Disclosure A method of purifying water, especially a wastewater, which contains halogenated or nitrated hydrocarbons or aromatic hydroxy compounds and mixtures thereof.
The method consists in bringing the water, advantageously at room temperature, into contact with fatty oils or waxes, especially paraffin oils.
Description
~ 73 ~
~ 1 --Case 1-12178/BSG/-~
Method of removing halogenated or nitrated h~drocarbons or aromatic h drox com ounds from water Y Y P _ _ ~ _ _ Although halogenated and nitrated hydrocarbons and aromatic hydroxy compounds are in effect water-immiscible, they are nonetheless dissolved or suspended in water in measurable amounts. Water containing such contaminants, e.g the waste-water occurring in the steam distilLation of organic solvents, is hazardous and is even highly undesirable in the influent of a biological treatment plant.
The present invention is concerned with the removal of the above contaminants from water, especially from wastewater before it flows into a biological water treatmen~ plant. A
known method is e.g. activated carbon adsorption. However, this is an expensive method, because the adsorptive capacity of activated carbon is limited and regenerationinvolves heavy costs.
To solve thls problem, the present invention provides a method of removing halogenated or nitrated hydrocarbons or aromatic hydroxy compounds, or mixtures thereof, from water, especially from wast~waters, which method comprises bringing said wastewaters into contact with fatty oils or waxes.
The fatty oils or waxes which are used as extractants in the method of the invention can be of natural or synthetic origin.
Suitable extractants of natural origin within the scope of this invention are mineral, vegetable, or animal oils or waxes. Preferred extractants are mineral oils or waxes, e.g.
. ~, .. .
.~ - .
. .
. ~
paraffin oil, white oil or paraffin wax~ Preerred mineraL
~ s and waxes are alipha~ic hydrocarbons having a morecular weight o~ 130 to 450, preferably 140 to 250, and a boiling point of 180 to 380C. Paraffin oils having a pour point below -15C and a boiling point above 350C are especially preferred.
Suitable animal oils and waxes are e.g. lanolin and tallow fat.
Examples of suitable vegetable oils and waxes are soybean I oil, coconut oil and castor oil. Of the synthetic oils and waxes, ~licon oil is preferred.
With the aid of the ad~orptivc oils and waxes it is possible to remove the contaminants referred to at the outset substantially from wastewaters which occur in the textile and fibre industry and in dry cleaning, such as residual liquors, spent liquors, rinsing and wash waters. In particu-lar, wastewaters to be treated are those formed in the steam distillation of halogenated or nitrated organic solvents. Depending on the circumstances, the method of the invention can also be employed for purifying process water.
Halogenated solvents contained in wastewaters can be bromin-ated, fluorinated or chlorinated aliphatic hydrocarbons, e.g. methylene chloride, chloroform, carbon tetrachloride, methylene bromide, di~ loroethane, trichloroethane, trichloroethylene, tetrachloroethane~ perchloroethylene, - penta hloroethane, chloropropane, dichloropropane, trichloro-prop~ne, chlorobutane, dichlorobutane, l-chloro-2-methyl-propane, dichlorohexane, and perfluoro-n-hexane, trifluoro-trichloroethane, trifluoropentachloropropane and octafluoro-cyclobutane.
,~ ~
The wastewaters purified are especially those which contain aromatic halogenated hydrocarbons as halogenated solvents, e g. chlorobenzene, dichlorobenzene, trichloroben~ene, fluorobenzene, chlorotoluene and benzotrifluoride. It is preferred to treat a wastewater containing chlorobenæene, e.g. a wastewater obtained in the phase separation of chlorobenzene and water after steam distillation. Nitrated hydrocarbons are e.g. nitromethane, nitrocyclohexane and~
in particular, nitroben2ene.
The method of the invention can also be employed for puri-fying wastewaters which contain aromatic hydroxy compounds, by which are meant aromatic organic compounds containing one or more hydroxyl groups bonded direct to an aromatic ring, especially a benzene ring. Examples of such hydroxy compounds are phenol or phenol derivatives, e.g. cresols, xylenols, chlorophenols, nitrophenols, resorcinol, hydroquinone, and naphthols.
The fatty oils or waxes can be combined with an anioninc, cationic or non-ionic surfactant. A preferred embodiment of the invention consists in carrying out the treatment of the wastewaters in the presence of a non-ionic surfactant. This latter can be employed by itself, as a mixture or in admixture with an anionic and/or cationic surfactant.
Nonionic surfactants are advantageously alkylene oxide adducts of 1 to 50 moles of alkyLene o~ide, e.g, ethylene oxide and/or propylene oxide, with 1 mole of an aliphatic monoalcohol containing at least ~, preferably 8 to 22, carbon atoms, of a trivalent to he~avalent aliphatic alcohol containing 3 to 6 carbon atoms, of a phenol which is unsubstituted or substituted by Cl-C16alkyl, preferably C4-C12alkyl, or by phenyl, or of a sat~rated or unsaturated fatty acid containing 8 to 22 carbon atoms.
"
~ 3~ 7 3 Preferred alkylene oxide reaction products can be illustrated by the formula 0--o o- (C}~2C~2~m ~
Dn~
wherein R is octyl or nonyl and m is an integer from 2 to 15.
Suitable cationic surfactants are e.g. amines or polyamines containing 2 or more, preferably 2 to 5~ basic nitrogen atoms, and having at least one polyglycol ether chain and at least one lipophilic su~stituent and which can be partially or completely quaternised.
The anionic surfactants are preferably sulfonated adducts Of alkylene oxides~ e.g. adducts containing acid ether groups or èster groups of organic or inorganic acids of alkylene oxides, especially ethylene oxide and/or propylene oxide or also styrene oxide, with organic hydroxyl, carboxyl, amino or amido compounds containig aliphatic hydrocarbon radicals having a total of at least 8 carbon atoms, ox mixtures thereof, These acid esters can be in the form of free acids or salts, e.g. alkali metal, alkaline earth metal, ammonium or amine salts.
The treatment of the wastewaters with the fatty oils or waxes can be carried out up to a temperature which is below the boiling point of the substance which it is desired to remove. Preferably the treatment is carried out in the temperature range from 10 to 80C and especially at room temperature (15 to 30C). The pH of the wastewaters can vary within wide limits, e.g. between 2 and 12. Usually the wastewaters which are treated have a pH value of 6 to 8.
The wastewat~s contain the con~aminants which it is desired to remove by the method of the invention in a concentration which can likewise vary within wide limits. Normally they are industrial wastewaters which contain 0.1 to 1 g of halogenated or nitrated hydrocarbons or 0.1 to 10 g of aromatic hydroxy compounds, or mixtures thereof, per litre of wastewater.
The extractant employed in the method of the inven~ion can be added in solid or preferably in liquid form to the water which it is desired to treat. Preferably the extractant is employed in an amoun~ of 1 to 10 g per litre of water.
The method of the invention can be carried out ~
discontinuously, semicontinuously or continuously, the latter two alternatives being preferred. The fixed bed method, in which the wastewater to be purified is conducted through the extraction material, has proved to be advantageous. Moreover, the following three alternatives with respect to the apparatus employed are especially suitable;
1. The treatment apparatus is firmly connected to the extraction device.
~ 1 --Case 1-12178/BSG/-~
Method of removing halogenated or nitrated h~drocarbons or aromatic h drox com ounds from water Y Y P _ _ ~ _ _ Although halogenated and nitrated hydrocarbons and aromatic hydroxy compounds are in effect water-immiscible, they are nonetheless dissolved or suspended in water in measurable amounts. Water containing such contaminants, e.g the waste-water occurring in the steam distilLation of organic solvents, is hazardous and is even highly undesirable in the influent of a biological treatment plant.
The present invention is concerned with the removal of the above contaminants from water, especially from wastewater before it flows into a biological water treatmen~ plant. A
known method is e.g. activated carbon adsorption. However, this is an expensive method, because the adsorptive capacity of activated carbon is limited and regenerationinvolves heavy costs.
To solve thls problem, the present invention provides a method of removing halogenated or nitrated hydrocarbons or aromatic hydroxy compounds, or mixtures thereof, from water, especially from wast~waters, which method comprises bringing said wastewaters into contact with fatty oils or waxes.
The fatty oils or waxes which are used as extractants in the method of the invention can be of natural or synthetic origin.
Suitable extractants of natural origin within the scope of this invention are mineral, vegetable, or animal oils or waxes. Preferred extractants are mineral oils or waxes, e.g.
. ~, .. .
.~ - .
. .
. ~
paraffin oil, white oil or paraffin wax~ Preerred mineraL
~ s and waxes are alipha~ic hydrocarbons having a morecular weight o~ 130 to 450, preferably 140 to 250, and a boiling point of 180 to 380C. Paraffin oils having a pour point below -15C and a boiling point above 350C are especially preferred.
Suitable animal oils and waxes are e.g. lanolin and tallow fat.
Examples of suitable vegetable oils and waxes are soybean I oil, coconut oil and castor oil. Of the synthetic oils and waxes, ~licon oil is preferred.
With the aid of the ad~orptivc oils and waxes it is possible to remove the contaminants referred to at the outset substantially from wastewaters which occur in the textile and fibre industry and in dry cleaning, such as residual liquors, spent liquors, rinsing and wash waters. In particu-lar, wastewaters to be treated are those formed in the steam distillation of halogenated or nitrated organic solvents. Depending on the circumstances, the method of the invention can also be employed for purifying process water.
Halogenated solvents contained in wastewaters can be bromin-ated, fluorinated or chlorinated aliphatic hydrocarbons, e.g. methylene chloride, chloroform, carbon tetrachloride, methylene bromide, di~ loroethane, trichloroethane, trichloroethylene, tetrachloroethane~ perchloroethylene, - penta hloroethane, chloropropane, dichloropropane, trichloro-prop~ne, chlorobutane, dichlorobutane, l-chloro-2-methyl-propane, dichlorohexane, and perfluoro-n-hexane, trifluoro-trichloroethane, trifluoropentachloropropane and octafluoro-cyclobutane.
,~ ~
The wastewaters purified are especially those which contain aromatic halogenated hydrocarbons as halogenated solvents, e g. chlorobenzene, dichlorobenzene, trichloroben~ene, fluorobenzene, chlorotoluene and benzotrifluoride. It is preferred to treat a wastewater containing chlorobenæene, e.g. a wastewater obtained in the phase separation of chlorobenzene and water after steam distillation. Nitrated hydrocarbons are e.g. nitromethane, nitrocyclohexane and~
in particular, nitroben2ene.
The method of the invention can also be employed for puri-fying wastewaters which contain aromatic hydroxy compounds, by which are meant aromatic organic compounds containing one or more hydroxyl groups bonded direct to an aromatic ring, especially a benzene ring. Examples of such hydroxy compounds are phenol or phenol derivatives, e.g. cresols, xylenols, chlorophenols, nitrophenols, resorcinol, hydroquinone, and naphthols.
The fatty oils or waxes can be combined with an anioninc, cationic or non-ionic surfactant. A preferred embodiment of the invention consists in carrying out the treatment of the wastewaters in the presence of a non-ionic surfactant. This latter can be employed by itself, as a mixture or in admixture with an anionic and/or cationic surfactant.
Nonionic surfactants are advantageously alkylene oxide adducts of 1 to 50 moles of alkyLene o~ide, e.g, ethylene oxide and/or propylene oxide, with 1 mole of an aliphatic monoalcohol containing at least ~, preferably 8 to 22, carbon atoms, of a trivalent to he~avalent aliphatic alcohol containing 3 to 6 carbon atoms, of a phenol which is unsubstituted or substituted by Cl-C16alkyl, preferably C4-C12alkyl, or by phenyl, or of a sat~rated or unsaturated fatty acid containing 8 to 22 carbon atoms.
"
~ 3~ 7 3 Preferred alkylene oxide reaction products can be illustrated by the formula 0--o o- (C}~2C~2~m ~
Dn~
wherein R is octyl or nonyl and m is an integer from 2 to 15.
Suitable cationic surfactants are e.g. amines or polyamines containing 2 or more, preferably 2 to 5~ basic nitrogen atoms, and having at least one polyglycol ether chain and at least one lipophilic su~stituent and which can be partially or completely quaternised.
The anionic surfactants are preferably sulfonated adducts Of alkylene oxides~ e.g. adducts containing acid ether groups or èster groups of organic or inorganic acids of alkylene oxides, especially ethylene oxide and/or propylene oxide or also styrene oxide, with organic hydroxyl, carboxyl, amino or amido compounds containig aliphatic hydrocarbon radicals having a total of at least 8 carbon atoms, ox mixtures thereof, These acid esters can be in the form of free acids or salts, e.g. alkali metal, alkaline earth metal, ammonium or amine salts.
The treatment of the wastewaters with the fatty oils or waxes can be carried out up to a temperature which is below the boiling point of the substance which it is desired to remove. Preferably the treatment is carried out in the temperature range from 10 to 80C and especially at room temperature (15 to 30C). The pH of the wastewaters can vary within wide limits, e.g. between 2 and 12. Usually the wastewaters which are treated have a pH value of 6 to 8.
The wastewat~s contain the con~aminants which it is desired to remove by the method of the invention in a concentration which can likewise vary within wide limits. Normally they are industrial wastewaters which contain 0.1 to 1 g of halogenated or nitrated hydrocarbons or 0.1 to 10 g of aromatic hydroxy compounds, or mixtures thereof, per litre of wastewater.
The extractant employed in the method of the inven~ion can be added in solid or preferably in liquid form to the water which it is desired to treat. Preferably the extractant is employed in an amoun~ of 1 to 10 g per litre of water.
The method of the invention can be carried out ~
discontinuously, semicontinuously or continuously, the latter two alternatives being preferred. The fixed bed method, in which the wastewater to be purified is conducted through the extraction material, has proved to be advantageous. Moreover, the following three alternatives with respect to the apparatus employed are especially suitable;
1. The treatment apparatus is firmly connected to the extraction device.
2. The extraction device is movable and can be coupled, as required, with any treatment apparatus.
3. The wastewaters originating from the treatment liquors are combined in a suitable container and then jointly conducted through the extraction material.
A liquid-liquid extraction is especially suitable, in which case the unpolar fatty oils or waxes employed have the necessary miscibility gap with the wastewater.
:`
' ~ ~ 3 ~ 3 By appropriate choice of extractant it is possible to remove 80 to 95 ~/0 by weight of the contaminants originally present in the wastewaters. The extraction efficiency can be improved by the addition of an anionic, cationic and especially of a nonionic surfactant, preferably a nonyl-phenyloxypoly(ethyleneoxy)ethanol. The surfactant is preferably added to the wastewa~ers to be treated in an amo~nt of 0.05 to 0.5 g per litre of wastewater.
Whenever it does not prove possible to remove the contami-nants to a satisfactory degree, it is advisable to repeat the purification procedure or to employ a multi-step system.
The method of this invention for treating polluted liquid media with the fatty oils or waxes can also optionally be only part of a purification or recovery process. Certain wastewater treatments can be carried out by several steps, in one of which the above mentioned fatly oils or waxes can be employed as extraction agents.
After the extraction of the impurities, the extractive capacity of the fatty oils or waxes employed can be par-ti~lly or completely recovered, for example by steam distillàtion or extractive distillation, while the extracted materials can also be separated.
The method of the invention is illustrated by the following Examples, in which parts and percentages are by weight.
~ ~ ~Z ~ 3 Example 1:
A glass U-tube having a diameter of 8 mm is filled with 2.5 g of paraffin chips. Then a wastewater containing 0.03 %
of chlorobenzene is passed through the tube at rOom tempera- , ture and a rate of 1.2 litres per hour. The treated waste-water contains only 0.01 % of chlorobenzene.
Example 2:
An extraction vessel having a diameter of 75 mm is one third fiUed with 10 g of paraffin oil. Then a wastewater con-taining 0.013 % of chlorobenzene is passed through the vessel at room temperature and a rate of 1.'~ litres per hour~
The treated wastewater contains only 0.002 % of chloro-benzene. The concentration of chlorobenzene in the paraffin oil is 5.7 %, based on dry paraffin oil.
Example 3:
0,08 g/l of a polyethylene oxide adduct of the formula Cg~Ilg ~ O~ 2C~20 9~
is added to the wastewater of Exam~le 2 and the procedure described in Example 2 is repeated. The treated wastewater contains only 0.001 % of chlorobenzene.
7;~:~
Example 4:
A wastewater which contains 200 mg/l of 1,2-dichloroethane is passed through the sam~ assembly as in Example 29 except that it consists of two identical stages. The treated waste-water contains only 100 mg/l of 1,2-dichloroethane, The con-centration of 1,2-dichloroethane is reduced further by employing additional stages.
Example 5:
Using the same assembly as in Example 4, a wastewater con-taining 290 mg/l of chlorobenzene is treated with an ali-phatic hydrocarbon having an average molecular weight o 170 (boiling range 190-250C; density 0.78 at 20C; flash point 68-72C), The concentration of chlorobenzene is likewise reduced to lO0 mg/l.
Example 6:
A wastewater containing 39 mg/l of chlorobenzene is treated with white oil using the same assembly as in Example 4. The content o~ chlorobenzene in the treated wastewater is reduc-ed to 6 mg/l.
Example 7:
A wastewater containing 155 mg/l of nitrobenzene is treated with paraffin oil using the same assembly as in Example 4. The content of nitrobenzene in the treated wastewater is reduced to 16 mg/l.
A liquid-liquid extraction is especially suitable, in which case the unpolar fatty oils or waxes employed have the necessary miscibility gap with the wastewater.
:`
' ~ ~ 3 ~ 3 By appropriate choice of extractant it is possible to remove 80 to 95 ~/0 by weight of the contaminants originally present in the wastewaters. The extraction efficiency can be improved by the addition of an anionic, cationic and especially of a nonionic surfactant, preferably a nonyl-phenyloxypoly(ethyleneoxy)ethanol. The surfactant is preferably added to the wastewa~ers to be treated in an amo~nt of 0.05 to 0.5 g per litre of wastewater.
Whenever it does not prove possible to remove the contami-nants to a satisfactory degree, it is advisable to repeat the purification procedure or to employ a multi-step system.
The method of this invention for treating polluted liquid media with the fatty oils or waxes can also optionally be only part of a purification or recovery process. Certain wastewater treatments can be carried out by several steps, in one of which the above mentioned fatly oils or waxes can be employed as extraction agents.
After the extraction of the impurities, the extractive capacity of the fatty oils or waxes employed can be par-ti~lly or completely recovered, for example by steam distillàtion or extractive distillation, while the extracted materials can also be separated.
The method of the invention is illustrated by the following Examples, in which parts and percentages are by weight.
~ ~ ~Z ~ 3 Example 1:
A glass U-tube having a diameter of 8 mm is filled with 2.5 g of paraffin chips. Then a wastewater containing 0.03 %
of chlorobenzene is passed through the tube at rOom tempera- , ture and a rate of 1.2 litres per hour. The treated waste-water contains only 0.01 % of chlorobenzene.
Example 2:
An extraction vessel having a diameter of 75 mm is one third fiUed with 10 g of paraffin oil. Then a wastewater con-taining 0.013 % of chlorobenzene is passed through the vessel at room temperature and a rate of 1.'~ litres per hour~
The treated wastewater contains only 0.002 % of chloro-benzene. The concentration of chlorobenzene in the paraffin oil is 5.7 %, based on dry paraffin oil.
Example 3:
0,08 g/l of a polyethylene oxide adduct of the formula Cg~Ilg ~ O~ 2C~20 9~
is added to the wastewater of Exam~le 2 and the procedure described in Example 2 is repeated. The treated wastewater contains only 0.001 % of chlorobenzene.
7;~:~
Example 4:
A wastewater which contains 200 mg/l of 1,2-dichloroethane is passed through the sam~ assembly as in Example 29 except that it consists of two identical stages. The treated waste-water contains only 100 mg/l of 1,2-dichloroethane, The con-centration of 1,2-dichloroethane is reduced further by employing additional stages.
Example 5:
Using the same assembly as in Example 4, a wastewater con-taining 290 mg/l of chlorobenzene is treated with an ali-phatic hydrocarbon having an average molecular weight o 170 (boiling range 190-250C; density 0.78 at 20C; flash point 68-72C), The concentration of chlorobenzene is likewise reduced to lO0 mg/l.
Example 6:
A wastewater containing 39 mg/l of chlorobenzene is treated with white oil using the same assembly as in Example 4. The content o~ chlorobenzene in the treated wastewater is reduc-ed to 6 mg/l.
Example 7:
A wastewater containing 155 mg/l of nitrobenzene is treated with paraffin oil using the same assembly as in Example 4. The content of nitrobenzene in the treated wastewater is reduced to 16 mg/l.
Claims (11)
1. A method of removing halogenated or nitrated hydro-carbons or aromatic hydroxy compounds, or mixtures thereof, from water, which method comprises bringing the water into contact with fatty oils or waxes.
2. A method according to claim 1, which comprises the use of natural or synthetic oils or waxes.
3. A method according to claim 2, which comprises the use of mineral, vegetable or animal oils or waxes.
4. A method according to claim 3, which comprises the use of paraffin oils.
5. A method according to claim 1, wherein the oils or waxes are aliphatic hydrocarbons having a molecular weight of 130 to 450 and a boiling point of 180° to 380°C.
6. A method according to claim 5, wherein the aliphatic hydrocarbons have a molecular weight of 140 to 250 and a boiling point of 190 to 250°C.
7. A method according to claim 1, wherein halogenated or nitrated hydrocarbons are removed from waste-waters.
8. A method according to claim 7, wherein the halogenated hydrocarbons are aromatic halogenated hydrocarbons.
9. A method according to claim 8, wherein the wastewaters contain chlorobenzene.
10.A method according to claim 1, wherein the fatty oils or waxes are used in combination with a nonionic surfactant.
11.A method according to claim 10,wherein the surfactant is an alkylene oxide reaction product of the formula wherein R is octyl or nonyl and m is an integer from 2 to 15.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH130/79-2 | 1979-01-08 | ||
| CH13079 | 1979-01-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1132731A true CA1132731A (en) | 1982-09-28 |
Family
ID=4179936
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA343,116A Expired CA1132731A (en) | 1979-01-08 | 1980-01-04 | Method of removing halogenated or nitrated hydrocarbons or aromatic hydroxy compounds from water |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0013659B1 (en) |
| JP (1) | JPS5594678A (en) |
| CA (1) | CA1132731A (en) |
| DE (2) | DE2901261A1 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4898721A (en) * | 1989-04-04 | 1990-02-06 | Alway Robert M | Halogen absorbtion using vegetable oils and surfactants |
| US5154831A (en) * | 1988-12-22 | 1992-10-13 | Ensr Corporation | Solvent extraction process employing comminuting and dispersing surfactants |
| US5286386A (en) * | 1988-12-22 | 1994-02-15 | Ensr Corporation | Solvent extraction process for treatment of oily substrates |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT373858B (en) * | 1982-06-04 | 1984-02-27 | Voest Alpine Ag | METHOD FOR SEPARATING AND RECOVERING HALOGENED CARBON HYDROGEN |
| DE3415464A1 (en) * | 1984-04-25 | 1985-10-31 | Passavant-Werke AG & Co KG, 6209 Aarbergen | Process for separating off halogenated hydrocarbon compounds from waste waters |
| LU85346A1 (en) * | 1984-05-02 | 1986-01-29 | Labofina Sa | PROCESS FOR THE PURIFICATION OF ACID EFFLUENTS |
| JPS61212380A (en) * | 1985-03-18 | 1986-09-20 | Toray Ind Inc | Treatment of waste water |
| DE3539525A1 (en) * | 1985-11-07 | 1987-05-21 | Tvt Theisen Verfahrenstechnik | Process for the extractive separation of hydrocarbons from an aqueous solution |
| DE3618698A1 (en) * | 1986-06-04 | 1987-12-10 | Passavant Werke | METHOD FOR SEPARATING ORGANIC COMPOUNDS FROM WATER BY EXTRACTION |
| DE3718725A1 (en) * | 1987-06-04 | 1988-12-22 | Hoechst Ag | METHOD FOR SEPARATING HALOGENATED HYDROXY AROMATES FROM AQUEOUS SOLUTIONS |
| DE3829449A1 (en) * | 1988-08-31 | 1990-03-01 | Hoechst Ag | METHOD FOR SEPARATING HALOGEN HYDROCARBONS FROM CONCENTRATED HYDROCHLORIC ACID |
| DE3921924A1 (en) * | 1989-07-04 | 1991-01-10 | Linde Ag | METHOD FOR REMOVING HALOGENATED ORGANIC COMPOUNDS FROM WASTEWATER |
| DE3935506A1 (en) * | 1989-10-25 | 1991-05-02 | Ifg Ingenieur Und Forschungsge | Removing hydrocarbon(s) from condensate water obtd. in dry cleaning - by liq.-liq. extn. followed by adsorption |
| DE4123244A1 (en) * | 1991-07-13 | 1993-01-14 | Basf Ag | METHOD FOR THE MOST EXTENSIVE RECOVERY OF ORGANIC SOLVENTS IMMiscible WITH WATER |
| AU678929B2 (en) * | 1995-03-06 | 1997-06-12 | Frutarom Schweiz Ag | A process for the removal of undesired lipophilic contaminations and/or residues, which are contained in beverages or in vegetable preparations |
| EP0910449A1 (en) | 1996-01-23 | 1999-04-28 | Novus International, Inc. | Process for recovering components of a float material from waste water treatment system |
| ATE428452T1 (en) * | 1996-04-22 | 2009-05-15 | Digestor Llc | METHOD FOR TREATING AND DISPOSAL OF REGULATORY MEDICAL WASTE |
| US6437211B2 (en) | 1996-04-22 | 2002-08-20 | Waste Reduction By Waste Reduction, Inc. | Methods for treatment and disposal of regulated medical waste |
| KR100425377B1 (en) * | 2001-11-05 | 2004-03-30 | 김시관 | The method of removing lipid soluble pesticide residues in herb extract and the product thereof |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL74324C (en) * | 1951-11-16 | |||
| BE531705A (en) * | 1953-09-14 | |||
| US3617546A (en) * | 1970-04-13 | 1971-11-02 | Exxon Research Engineering Co | Removal of organic compounds by liquid membrane |
| BE771329A (en) * | 1971-05-14 | 1971-12-16 | Daikyo Oil Co Ltd | MALODORANT RESIDUAL WATER TREATMENT PROCESS |
| DE2233341A1 (en) * | 1971-07-16 | 1973-01-25 | Nippon Oil Co Ltd | METHODS FOR TREATMENT OF OILY WASTEWATERS |
| DE2513154A1 (en) * | 1974-07-01 | 1976-01-22 | Du Pont | PROCESS FOR EXTRACTION OF PHENOLS FROM AQUATIC STREAMS |
-
1979
- 1979-01-13 DE DE19792901261 patent/DE2901261A1/en not_active Withdrawn
-
1980
- 1980-01-04 CA CA343,116A patent/CA1132731A/en not_active Expired
- 1980-01-04 DE DE8080810001T patent/DE3064609D1/en not_active Expired
- 1980-01-04 EP EP19800810001 patent/EP0013659B1/en not_active Expired
- 1980-01-08 JP JP34580A patent/JPS5594678A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5154831A (en) * | 1988-12-22 | 1992-10-13 | Ensr Corporation | Solvent extraction process employing comminuting and dispersing surfactants |
| US5286386A (en) * | 1988-12-22 | 1994-02-15 | Ensr Corporation | Solvent extraction process for treatment of oily substrates |
| US4898721A (en) * | 1989-04-04 | 1990-02-06 | Alway Robert M | Halogen absorbtion using vegetable oils and surfactants |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3064609D1 (en) | 1983-09-29 |
| EP0013659A1 (en) | 1980-07-23 |
| JPS5594678A (en) | 1980-07-18 |
| DE2901261A1 (en) | 1980-07-24 |
| EP0013659B1 (en) | 1983-08-24 |
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