US20030159995A1 - Use of an adsorbent for the removal of liquid, gaseous and/or dissolved constituents from a process stream - Google Patents
Use of an adsorbent for the removal of liquid, gaseous and/or dissolved constituents from a process stream Download PDFInfo
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- US20030159995A1 US20030159995A1 US10/344,543 US34454303A US2003159995A1 US 20030159995 A1 US20030159995 A1 US 20030159995A1 US 34454303 A US34454303 A US 34454303A US 2003159995 A1 US2003159995 A1 US 2003159995A1
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- B01J20/10—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising silica or silicate
- B01J20/16—Alumino-silicates
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- B01J20/28004—Sorbent size or size distribution, e.g. particle size
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- B01J20/2803—Sorbents comprising a binder, e.g. for forming aggregated, agglomerated or granulated products
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- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28054—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their surface properties or porosity
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- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
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- B01J20/3466—Regenerating or reactivating using a particular desorbing compound or mixture in the gas phase with steam
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- B01J2220/00—Aspects relating to sorbent materials
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- B01J2220/00—Aspects relating to sorbent materials
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- B01J2220/50—Aspects relating to the use of sorbent or filter aid materials
- B01J2220/58—Use in a single column
Definitions
- the invention pertains to the use of an adsorbent for the removal of liquid, gaseous and/or dissolved constituents from a process stream.
- Such a use is generally known and widely employed in chemical engineering.
- One well-known example is the use of a column filled with activated carbon for the removal of, say, aromatic and/or chlorinated hydrocarbons from a process stream. Once the activated carbon in the column has become saturated, it is generally replaced by fresh activated carbon, while the saturated carbon is reactivated. Meanwhile it has been found that several synthetic adsorbents can be regenerated a number of times with, say, steam.
- a major drawback to the known process is that it is susceptible to certain inorganic contaminants which are commonly found in very minute concentration, in, say, groundwater to be treated, such as compounds of iron, manganese, calcium, and magnesium which in themselves are not harmful and so do not need to be removed, yet which nevertheless, in the course of time, may lead to fouling of the adsorbent because a substantial part of its surface area will be covered with said contaminants.
- particles having adsorbent properties instead of particles having adsorbent properties, particles having extracting properties be used.
- the extracting particles having a particle size in the range of 0.1 to 10 mm have pores with a diameter of 0.01 to 50 ⁇ m with an extraction liquid immobilised therein.
- the invention now provides for the use of an adsorbent for the removal of liquid, gaseous and/or dissolved constituents from a process stream which obviates wholly or for the most part the problems which occur when using the known adsorbents.
- the invention consists in that when employing an adsorbent use is made of a porous material, or a material incorporated into a porous material, at least 30 vol. % of the pores of which is filled with an extraction liquid and where the affinity between the adsorbent and the constituents to be removed exceeds the affinity between said constituents and the extraction liquid.
- Extraction liquids are used to extract dissolved constituents or to absorb gaseous constituents.
- Liquids eligible for use as extraction liquid are known to the skilled person. In the case of liquid/liquid-extraction these generally are liquids with minimal solubility in the medium to be extracted. As a rule, the solubility of these liquids in the medium to be extracted is not more than 100 g per 1,000 ml.
- the material having the different composition generally will be a polymeric matrix of the same composition as described in WO 94/03249. In that case preference is given to a porous material where the weight percentage of adsorbent calculated on the overall solids content is at least 2.5 wt. %.
- a large number of adsorbents are eligible for use according to the invention.
- zeolites such as molecular sieves
- silica gels porous alumina including the activated types
- clay particles including the exfoliated types.
- adsorbent When the adsorbent is incorporated into a porous material, preference is given to a material obtained by dissolving a polymer in one or more liquid and miscible compounds at a temperature above the upper critical phase separation temperature Tc in the presence of 2.5 to 80 wt. %, calculated on the overall solids content, of a material with adsorbent properties which is solid at said temperature, followed by a lowering of the temperature and the forming of a fibre, film, granulate or powder from the polymer filled with the liquid compounds, optionally followed by the removal of at least part of the liquid therefrom and by refilling or filling up with an extraction liquid to at least 30% of the pore volume.
- the extraction liquid which is suitable for use according to the invention is a liquid which has the highest possible affinity for the organic constituents to be extracted.
- this liquid should be virtually insoluble in the aqueous solution to be treated and should be immobilised in the porous material in such a way that it is unable to flow from the pores.
- favourable results have been attained using a liquid in the form of a glycerol ester of one or more, preferably unsaturated fatty acids.
- the immobilised liquid is an oil, such as palm oil, olive oil, peanut oil, paraffin oil, fish oil such as herring oil, linseed oil, and especially soybean oil and/or castor oil.
- oil such as palm oil, olive oil, peanut oil, paraffin oil, fish oil such as herring oil, linseed oil, and especially soybean oil and/or castor oil.
- paraffin oil and a dialkyl phthalate with an alkyl group having 8 to 16 carbon atoms are especially olive oil, peanut oil, paraffin oil, fish oil such as herring oil, linseed oil, and especially soybean oil and/or castor oil.
- Examples of polymers into which the adsorbent can be incorporated are: low-pressure polyethene, high-pressure polyethene, polypropylene, polystyrene, acrylonitrile-butadiene-styrene terpolymers, styrene-acrylonitrile copolymers, styrene-butadiene copolymers, poly(4-methyl-pentene-1), and polybutene.
- the thus combined porous material can be used in the form of a fibre, film, granulate or powder, with preference being given to use in the form of a granulate or powder having an average particle diameter of 0.1 to 10 mm.
- the material is generally introduced into a column as a packing material.
- the process stream supply is halted and the process stream is passed to a column connected in parallel.
- the material saturated with the constituent to be extracted can be regenerated.
- the principal parameters determining the effectiveness of a column filled with particles with a liquid extraction medium immobilised therein are the equilibrium constant of the distribution of the substance to be extracted over the continuous phase to be extracted and the immobilised phase and the mass transfer rate.
- Diisodecyl phthalate was selected as the oil, and the selected adsorbents were: Ambersorb® 563, black spherical beads with a specific surface area of 550 m 2 /g (ex Rohm and Haas Co.), activated carbon SA Super® (ex Norit), and XAD-4® (ex Rohm and Haas), a copolymer of styrene and divinyl benzene
- Table 1 TABLE 1 type with oil- wt. % of wt.
- Types P6 and P7 were prepared in an analogous manner, with the proviso that P6 contained 15 wt. % of activated carbon and P7 contained 15 wt. % of Ambersorb 563®.
- composition of types P4 through P7 is listed Table 2.
- Table 2 type with oil- filled matrix wt. % wt. % diisodecyl and, optionally, adsorbent/- phthalate/castor adsorbent adsorbent matrix matrix oil (80/20)
- P4 none polypropylene 0/30 70
- P5 activated carbon polypropylene
- P6 activated carbon polypropylene 15/30 55
- the example below shows how the adsorption capacity of adsorbents filled with extraction liquid (oil) for a particular type of contaminant can be determined.
- the measurements were performed with methylene chloride (DCM) as contaminant in water at concentrations ranging from 0.1 to about 5,000 ppm and are the result of a number of shaking tests in which a certain quantity of adsorbent was added to a measured quantity of water with a known quantity of methylene chloride dissolved therein.
- the mixture of solution and adsorbent in each case was stirred for 24 hours, after which the remaining concentration of methylene chloride was again determined. From the difference in concentration the quantity of methylene chloride adsorbed by the adsorbent could be calculated.
- the capacity of the particles as a function of the equilibrium concentration could be determined. The result of the measurements is shown in FIG. 1.
- FIG. 2 clearly shows that under virtually comparable conditions breakthrough occurs much more quickly when particles without adsorbent (P4) are used than when use is made of particles containing an adsorbent as well as an extracting agent (P7).
- the adsorption capacity of the adsorbent in the particle is determined by dividing the remaining quantity of DCM by the quantity of adsorbent that is present. The thus determined adsorption capacity of the adsorbent in the particle is compared with the capacity of pure adsorbent.
- FIG. 3 shows the thus determined capacity for activated carbon covered with extracting agent as determined in the particles P2, P5, and P6, as well as the capacity of pure activated carbon for comparative purposes.
- FIG. 4 shows the capacity of pure Ambersorb® 563 and of Ambersorb® 563 as present in particle P7.
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- Chemical & Material Sciences (AREA)
- Analytical Chemistry (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
- Separation Of Gases By Adsorption (AREA)
Abstract
Use of an adsorbent for the removal of liquid, gaseous and/or dissolved constituents from a process stream, where the adsorbent is a porous material is and/or has been incorporated into a porous material at least 30 vol. % of the pores of which is filled with an extraction liquid and where the affinity between the adsorbent and the constituents to be removed exceeds the affinity between said constituents and the extraction liquid.
Description
- The invention pertains to the use of an adsorbent for the removal of liquid, gaseous and/or dissolved constituents from a process stream.
- Such a use is generally known and widely employed in chemical engineering. One well-known example is the use of a column filled with activated carbon for the removal of, say, aromatic and/or chlorinated hydrocarbons from a process stream. Once the activated carbon in the column has become saturated, it is generally replaced by fresh activated carbon, while the saturated carbon is reactivated. Meanwhile it has been found that several synthetic adsorbents can be regenerated a number of times with, say, steam.
- A major drawback to the known process is that it is susceptible to certain inorganic contaminants which are commonly found in very minute concentration, in, say, groundwater to be treated, such as compounds of iron, manganese, calcium, and magnesium which in themselves are not harmful and so do not need to be removed, yet which nevertheless, in the course of time, may lead to fouling of the adsorbent because a substantial part of its surface area will be covered with said contaminants. To overcome the aforementioned problem it has been proposed in WO 94/03249 that instead of particles having adsorbent properties, particles having extracting properties be used. The extracting particles having a particle size in the range of 0.1 to 10 mm have pores with a diameter of 0.01 to 50 μm with an extraction liquid immobilised therein.
- Although better results can be achieved with these particles, especially after long-term use, than with the well-known adsorbents because of the extracting particles showing no tendency to fouling or a much lower one, the adsorption capacity of adsorbing materials, especially when the overall concentration of the constituents to be removed does not exceed more than about 100 ppm, as a rule is higher than that of the extracting synthetic particles described above. Consequently, a column containing adsorbents such as activated carbon can be much smaller in size than a column filled with extracting synthetic particles to to achieve the same result. For that reason there is great need for an adsorbent which combines the advantages of a higher capacity and a lower tendency to fouling, such as is present in extracting synthetic particles.
- The invention now provides for the use of an adsorbent for the removal of liquid, gaseous and/or dissolved constituents from a process stream which obviates wholly or for the most part the problems which occur when using the known adsorbents.
- The invention consists in that when employing an adsorbent use is made of a porous material, or a material incorporated into a porous material, at least 30 vol. % of the pores of which is filled with an extraction liquid and where the affinity between the adsorbent and the constituents to be removed exceeds the affinity between said constituents and the extraction liquid.
- Extraction liquids are used to extract dissolved constituents or to absorb gaseous constituents. Liquids eligible for use as extraction liquid are known to the skilled person. In the case of liquid/liquid-extraction these generally are liquids with minimal solubility in the medium to be extracted. As a rule, the solubility of these liquids in the medium to be extracted is not more than 100 g per 1,000 ml.
- Very favourable results can be attained using a material at least 50 vol. % of the pores of which is filled with extraction liquid. However, preference is given to a material at least 90 vol. % of the pores of which is filled with extraction liquid.
- The effect of filling the pores with extraction liquid is that when use is made of a porous adsorbent such as activated carbon, its active surface is no longer or virtually no longer subject to deactivation. Surprisingly, it has been found in this connection that the adsorbent properties of this surface area remain intact wholly or for the most part despite its being covered wholly or for the most part with extraction liquid. Since the extracting capacity of the extraction liquid remains completely intact, smaller waste treatment plants will suffice for the now proposed use.
- When use is made of an adsorbent which has been incorporated into a porous material of a different composition, the material having the different composition generally will be a polymeric matrix of the same composition as described in WO 94/03249. In that case preference is given to a porous material where the weight percentage of adsorbent calculated on the overall solids content is at least 2.5 wt. %.
- A large number of adsorbents are eligible for use according to the invention. As examples may be mentioned activated carbon, carbon black, synthetic particles based on a wide range of polymers, porous inorganic materials modified with organic substituents or not, such as: porous silica or titania, zeolites such as molecular sieves, silica gels, porous alumina including the activated types, and clay particles including the exfoliated types. As yet, optimum results have been achieved using an adsorbent selected from the group of activated carbon, pyrolised, sulphonated cross-linked polystyrene, and cross-linked polystyrene.
- When the adsorbent is incorporated into a porous material, preference is given to a material obtained by dissolving a polymer in one or more liquid and miscible compounds at a temperature above the upper critical phase separation temperature Tc in the presence of 2.5 to 80 wt. %, calculated on the overall solids content, of a material with adsorbent properties which is solid at said temperature, followed by a lowering of the temperature and the forming of a fibre, film, granulate or powder from the polymer filled with the liquid compounds, optionally followed by the removal of at least part of the liquid therefrom and by refilling or filling up with an extraction liquid to at least 30% of the pore volume.
- In that case preference is given to a porous material where the weight percentage of adsorbent is 10 to 70 wt. % and preferably 20 to 60 wt. % of the overall solids content.
- As a rule, optimum results are attained with a weight ratio of adsorbent to extraction liquid in the range of {fraction (1/10)} to {fraction (2/1)}.
- The extraction liquid which is suitable for use according to the invention is a liquid which has the highest possible affinity for the organic constituents to be extracted. Of course, this liquid should be virtually insoluble in the aqueous solution to be treated and should be immobilised in the porous material in such a way that it is unable to flow from the pores. According to the invention, favourable results have been attained using a liquid in the form of a glycerol ester of one or more, preferably unsaturated fatty acids.
- As a rule, favourable results are attained when the immobilised liquid is an oil, such as palm oil, olive oil, peanut oil, paraffin oil, fish oil such as herring oil, linseed oil, and especially soybean oil and/or castor oil. Optimum results have been attained using paraffin oil and a dialkyl phthalate with an alkyl group having 8 to 16 carbon atoms.
- Examples of polymers into which the adsorbent can be incorporated are: low-pressure polyethene, high-pressure polyethene, polypropylene, polystyrene, acrylonitrile-butadiene-styrene terpolymers, styrene-acrylonitrile copolymers, styrene-butadiene copolymers, poly(4-methyl-pentene-1), and polybutene.
- Optimum results have been attained using polyolefin-based polymers. In that case preference is given to the use of a porous material based on polypropylene.
- The thus combined porous material can be used in the form of a fibre, film, granulate or powder, with preference being given to use in the form of a granulate or powder having an average particle diameter of 0.1 to 10 mm. In this form the material is generally introduced into a column as a packing material. As soon as the concentration of the constituent to be extracted has reached a certain value in the process stream exiting the column, the process stream supply is halted and the process stream is passed to a column connected in parallel. In the meantime, the material saturated with the constituent to be extracted can be regenerated.
- The principal parameters determining the effectiveness of a column filled with particles with a liquid extraction medium immobilised therein are the equilibrium constant of the distribution of the substance to be extracted over the continuous phase to be extracted and the immobilised phase and the mass transfer rate.
- On the basis of the examples below it will be shown that there is no or virtually no loss of capacity of the oil-filled adsorbents in relation to adsorbents without any oil incorporated therein, while the risk of potential fouling has all but disappeared. By comparing the effectiveness of two columns one of which is filled with extracting synthetic particles without adsorbent while the other is filled with extracting synthetic particles with adsorbent, it is further shown that in a column containing the latter particles it took much longer until there was breakthrough.
- Preparation of oil-filled adsorbents suitable for use according to the invention
- In a rotary vacuum evaporator the pores of a number of adsorbents were filled with oil, with as much oil being added each time as was commensurate with the pore volume of the adsorbent in question. The filling took place at a temperature of 70° C. and under a pressure of less than 50 mbar. The filling time was highly dependent on the type of adsorbent and the selected pressure and ranged from 30 minutes to 12 hours.
- Diisodecyl phthalate was selected as the oil, and the selected adsorbents were: Ambersorb® 563, black spherical beads with a specific surface area of 550 m2/g (ex Rohm and Haas Co.), activated carbon SA Super® (ex Norit), and XAD-4® (ex Rohm and Haas), a copolymer of styrene and divinyl benzene The composition of the oil-filled adsorbents is listed in Table 1.
TABLE 1 type with oil- wt. % of wt. % of diisodecyl filled adsorbent adsorbent adsorbent phthalate P1 Ambersorb ® 563 66.2 33.8 P2 activated carbon SA 42.5 57.5 Super ® P3 XAD-4 ® 50 50 - The preparation of an oil-filled synthetic granulate based on polypropylene, hereinafter referred to as P4, was carried out in a manner corresponding to that described in WO 94/03249. In this process there were mixed in a twin-screw extruder at 240° C. 30 parts by weight (pbw) of polypropylene (type Eltex HCW280®) and 70 pbw of a mixture composed of 80 parts of diisodecyl phthalate and 20 parts of castor oil. The solution was extruded through a spinneret plate with orifices of 1.2 mm, whereupon the resulting cable strand was laid on a cooling belt and the chopped up into beads of about 1 mm long. Finally, in a manner analogous to that given for the preparation of P4 a type P5 was prepared, with activated carbon of the Norit SA Super® type being used as adsorbent. To this end 30 pbw of polypropylene (type Eltex HCW280®) and 30 pbw of activated carbon (type SA Super®, ex Norit; BET 900 m2/g; 3%>150 μm, 40%<10 μm) were mixed with 40 pbw of a mixture composed of 80 parts of diisodecyl phthalate and 20 parts of castor oil.
- Types P6 and P7 were prepared in an analogous manner, with the proviso that P6 contained 15 wt. % of activated carbon and P7 contained 15 wt. % of Ambersorb 563®.
- The composition of types P4 through P7 is listed Table 2.
TABLE 2 type with oil- filled matrix wt. % wt. % diisodecyl and, optionally, adsorbent/- phthalate/castor adsorbent adsorbent matrix matrix oil (80/20) P4 none polypropylene 0/30 70 P5 activated carbon polypropylene 30/30 40 P6 activated carbon polypropylene 15/30 55 P7 Ambersorb 563 ® polypropylene 15/30 55 - The example below shows how the adsorption capacity of adsorbents filled with extraction liquid (oil) for a particular type of contaminant can be determined. The measurements were performed with methylene chloride (DCM) as contaminant in water at concentrations ranging from 0.1 to about 5,000 ppm and are the result of a number of shaking tests in which a certain quantity of adsorbent was added to a measured quantity of water with a known quantity of methylene chloride dissolved therein. The mixture of solution and adsorbent in each case was stirred for 24 hours, after which the remaining concentration of methylene chloride was again determined. From the difference in concentration the quantity of methylene chloride adsorbed by the adsorbent could be calculated. By varying both the quantity of adsorbent and the starting concentration over a wide concentration range the capacity of the particles as a function of the equilibrium concentration could be determined. The result of the measurements is shown in FIG. 1.
- In the example below two columns are compared, one filled with extracting synthetic particles without adsorbent and the other holding extracting synthetic particles with adsorbent, and it is shown that water treatment with a column containing the latter particles can be continued much longer before breakthrough occurs and the column has to be regenerated.
- The experiment was carried out using, on the one hand, particles filled with extracting agent without an adsorbent being present (P4) and, on the other, particles into which in addition to an extracting agent 15 wt. % of Ambersorb 563® has been incorporated (P7).
- FIG. 2 clearly shows that under virtually comparable conditions breakthrough occurs much more quickly when particles without adsorbent (P4) are used than when use is made of particles containing an adsorbent as well as an extracting agent (P7).
- The quantity of adsorbent, the rate of flow of water to the column, and the methylene chloride concentration during the two experiments are listed in Table 3.
TABLE 3 type of adsorbent P4 P7 quantity of adsorbent, g 175 185 water rate of flow to column, I/h 7.3 6.5 influent concentration DCM, ppm 40 55 -
- In the example below it is shown that the adsorption capacity of adsorbents and the extraction capacity of the extracting agent used do not decrease (or hardly decrease) when the adsorbent is wholly or partially embedded in an extraction liquid.
- For the results shown in FIG. 1 the adsorption capacity of the adsorbent used in these particles was determined and this capacity was compared with the capacity of the pure adsorbent as determined experimentally.
- For the determination of the adsorption capacity it was determined first of all how much methylene chloride is incorporated into the diisodecyl phthalate present in the particle under the given circumstances, based on the measured distribution equilibria. Next, the adsorption capacity of the adsorbent in the particle is determined by dividing the remaining quantity of DCM by the quantity of adsorbent that is present. The thus determined adsorption capacity of the adsorbent in the particle is compared with the capacity of pure adsorbent.
- FIG. 3 shows the thus determined capacity for activated carbon covered with extracting agent as determined in the particles P2, P5, and P6, as well as the capacity of pure activated carbon for comparative purposes.
- FIG. 4 shows the capacity of pure Ambersorb® 563 and of Ambersorb® 563 as present in particle P7.
-
- Comparison example
- To illustrate the difference in particle capacity it was determined how much adsorbent is required to achieve a desired reduction of the concentration. The required quantity of adsorbent covered with oil or not for effecting a change in concentration from 1,000 to 10 ppm DCM in a stirred vessel containing 1 m3 (1,000 kg) of water is shown in Table 4:
TABLE 4 kg adsorbent type with required for matrix filled wt. % diisodecyl change in with oil phthalate, or concentration and, wt. % (80/20) diisodecyl from 1,000 to optionally, adsorbent/ phthalate/castor 10 ppm adsorbent adsorbent matrix matrix oil DCM P2 activated none 42.5 57.5 90 carbon P4 none polypropylene 0/30 70 5,440 P5 activated polypropylene 30/30 40 570 carbon P6 activated polypropyleen 15/30 55 1,465 carbon P7 Ambersorb polypropylene 15/30 55 350 563 ®
Claims (11)
1. Use of an adsorbent for the removal of liquid, gaseous and/or dissolved constituents from a process stream, characterised in that the adsorbent is a porous material and/or has been incorporated into a porous material at least 30 vol. % of the pores of which is filled with an extraction liquid and where the affinity between the adsorbent and the constituents to be removed exceeds the affinity between said constituents and the extraction liquid.
2. Use according to claim 1 , characterised in that at least 50 vol. % of the pores is filled with an extraction liquid.
3. Use according to claim 1 , characterised in that at least 90 vol. % of the pores is filled with an extraction liquid.
4. Use according to claim 1 , characterised in that at least 2.5 wt. % of the porous material takes the form of an adsorbent.
5. Use according to claim 1 , characterised in that the adsorbent is selected from the group of activated carbon, carbonised, sulphonated cross-linked polystyrene, and cross-linked polystyrene.
6. Use according to claim 1 , characterised in that the adsorbent is incorporated into a porous material obtained by dissolving a polymer in one or more liquid and miscible compounds at a temperature above the upper critical phase separation temperature Tc in the presence of 2.5 to 80 wt. %, calculated on the overall solids content, of a material with adsorbent properties which is solid at said temperature, followed by a lowering of the temperature and the forming of a fibre, film, granulate or powder from the polymer filled with the liquid compounds, optionally followed by the removal of at least part of the liquid therefrom and by refilling or filling up with an extraction liquid to at least 10% of the pore volume.
7. Use according to claim 6 , characterised in that the weight percentage of adsorbent amounts to 20 to 60 wt. % of the overall solids content.
8. Use according to claim 6 , characterised in that the weight ratio of adsorbent to extraction liquid is in the range of {fraction (1/10)} to {fraction (2/1)}.
9. Use according to claim 1 , characterised in that the extraction liquid is diisodecyl phthalate.
10. Use according to claim 1 , characterised in that the adsorbent or the porous material into which the adsorbent has been incorporated is present in the form of a granulate or powder having a particle size of 0.1 to 10 mm.
11. Use according to claim 1 , characterised in that the material after becoming saturated with the constituent to be extracted is regenerated with steam.
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NL1015961A NL1015961C2 (en) | 2000-08-18 | 2000-08-18 | Use of an adsorbent for the removal of liquid, gaseous and / or dissolved components from a process stream. |
NL1015961 | 2000-08-18 |
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US11/165,781 Expired - Fee Related US7641800B2 (en) | 2000-08-18 | 2005-06-24 | Use of an adsorbent for the removal of liquid, gaseous and/or dissolved constituents from a process stream |
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AU (1) | AU2001289808A1 (en) |
DK (1) | DK1309401T3 (en) |
ES (1) | ES2396599T3 (en) |
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US20060011543A1 (en) * | 2000-08-18 | 2006-01-19 | Van Strien Cornelis J G | Use of an adsorbent for the removal of liquid, gaseous and/or dissolved constituents from a processs stream |
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EP1570889A1 (en) | 2004-03-01 | 2005-09-07 | Nederlandse Organisatie voor toegepast-natuurwetenschappelijk Onderzoek TNO | Process for production and recovery of fermentation products by means of solvent impregnated carriers |
CN100340641C (en) * | 2004-07-06 | 2007-10-03 | 中国石油化工股份有限公司 | Method of purifying aromatic hydrocarbons in coal liquified oil |
US20080189292A1 (en) * | 2007-02-02 | 2008-08-07 | Jed Stremel | System and method for automatic population of a contact file with contact content and expression content |
US8372287B2 (en) * | 2008-09-02 | 2013-02-12 | Als Group Usa, Corp | Impregnated expanded polytetrafluoroethylene (ePTFE) tubing as a stationary phase |
US9682876B2 (en) | 2011-05-13 | 2017-06-20 | ProAct Services Corporation | System and method for the treatment of wastewater |
US9255025B2 (en) | 2012-07-20 | 2016-02-09 | ProAct Services Corporation | Method for the treatment of wastewater |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3960762A (en) * | 1971-12-18 | 1976-06-01 | Bayer Aktiengesellschaft | Production of absorbents |
US4276179A (en) * | 1979-06-01 | 1981-06-30 | Celanese Corporation | Removing halogenated hydrocarbons from aqueous media by utilizing a polyolefinic microporous adsorbent |
US4711863A (en) * | 1985-03-12 | 1987-12-08 | National Research Development Corporation | Immobilized extractants |
US4842745A (en) * | 1986-06-04 | 1989-06-27 | Passavant-Werke Ag & Co. Kg | Process for separating organic compounds from water by extraction |
US5102512A (en) * | 1987-06-02 | 1992-04-07 | Aluminium Pechiney B.P. | Process for extracting and purifying gallium from bayer liquors |
US20010020602A1 (en) * | 1992-08-07 | 2001-09-13 | Buijtenhuijs Frederik Albert | Material for extracting hydrophobic components dissolved in water |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3891680A (en) * | 1972-11-29 | 1975-06-24 | Chevron Res | Maleic anhydride recovery using nonaqueous medium |
FR2340910A1 (en) * | 1976-02-11 | 1977-09-09 | Inst Francais Du Petrole | PROCESS FOR PURIFYING WATER CONTAINING ORGANIC PRODUCTS BY EXTRACTION OF THE SAID ORGANIC PRODUCTS BY MEANS OF AN IMMOBILIZED SOLVENT |
US5192341A (en) * | 1984-12-03 | 1993-03-09 | Sandoz Ltd. | Selected solvent composition and process employing same |
US4708721A (en) * | 1984-12-03 | 1987-11-24 | General Signal Corporation | Solvent absorption and recovery system |
JPH03504467A (en) * | 1989-10-18 | 1991-10-03 | アメリカ合衆国 | Polymer beads containing immobilized metal extractants |
DK0653950T3 (en) * | 1992-08-07 | 1997-03-10 | Akzo Nobel Nv | Material for extraction of hydrophobic constituents dissolved in water |
ES2138786T3 (en) * | 1995-08-17 | 2000-01-16 | Akzo Nobel Nv | USE OF GRANULATE OR SYNTHETIC POWDER FOR THE SEPARATION OF LIQUID, GASEOUS AND / OR DISSOLVED CONSTITUENTS OF A PROCEDURE CURRENT. |
NL1015961C2 (en) * | 2000-08-18 | 2002-02-19 | Akzo Nobel Nv | Use of an adsorbent for the removal of liquid, gaseous and / or dissolved components from a process stream. |
-
2000
- 2000-08-18 NL NL1015961A patent/NL1015961C2/en not_active IP Right Cessation
-
2001
- 2001-08-15 ES ES01969599T patent/ES2396599T3/en not_active Expired - Lifetime
- 2001-08-15 US US10/344,543 patent/US20030159995A1/en not_active Abandoned
- 2001-08-15 AU AU2001289808A patent/AU2001289808A1/en not_active Abandoned
- 2001-08-15 EP EP01969599A patent/EP1309401B1/en not_active Expired - Lifetime
- 2001-08-15 WO PCT/EP2001/009459 patent/WO2002016030A1/en active Application Filing
- 2001-08-15 JP JP2002520945A patent/JP5276245B2/en not_active Expired - Fee Related
- 2001-08-15 DK DK01969599.8T patent/DK1309401T3/en active
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2005
- 2005-06-24 US US11/165,781 patent/US7641800B2/en not_active Expired - Fee Related
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3960762A (en) * | 1971-12-18 | 1976-06-01 | Bayer Aktiengesellschaft | Production of absorbents |
US4276179A (en) * | 1979-06-01 | 1981-06-30 | Celanese Corporation | Removing halogenated hydrocarbons from aqueous media by utilizing a polyolefinic microporous adsorbent |
US4711863A (en) * | 1985-03-12 | 1987-12-08 | National Research Development Corporation | Immobilized extractants |
US4842745A (en) * | 1986-06-04 | 1989-06-27 | Passavant-Werke Ag & Co. Kg | Process for separating organic compounds from water by extraction |
US5102512A (en) * | 1987-06-02 | 1992-04-07 | Aluminium Pechiney B.P. | Process for extracting and purifying gallium from bayer liquors |
US20010020602A1 (en) * | 1992-08-07 | 2001-09-13 | Buijtenhuijs Frederik Albert | Material for extracting hydrophobic components dissolved in water |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20060011543A1 (en) * | 2000-08-18 | 2006-01-19 | Van Strien Cornelis J G | Use of an adsorbent for the removal of liquid, gaseous and/or dissolved constituents from a processs stream |
US7641800B2 (en) * | 2000-08-18 | 2010-01-05 | Otv S.A. | Use of an adsorbent for the removal of liquid, gaseous and/or dissolved constituents from a process stream |
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US7641800B2 (en) | 2010-01-05 |
ES2396599T3 (en) | 2013-02-22 |
EP1309401A1 (en) | 2003-05-14 |
WO2002016030A1 (en) | 2002-02-28 |
AU2001289808A1 (en) | 2002-03-04 |
NL1015961C2 (en) | 2002-02-19 |
JP5276245B2 (en) | 2013-08-28 |
US20060011543A1 (en) | 2006-01-19 |
JP2004506510A (en) | 2004-03-04 |
DK1309401T3 (en) | 2012-12-10 |
EP1309401B1 (en) | 2012-10-10 |
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