WO1982002342A1 - Removal of hydrocarbon compositions - Google Patents

Removal of hydrocarbon compositions Download PDF

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Publication number
WO1982002342A1
WO1982002342A1 PCT/US1981/001742 US8101742W WO8202342A1 WO 1982002342 A1 WO1982002342 A1 WO 1982002342A1 US 8101742 W US8101742 W US 8101742W WO 8202342 A1 WO8202342 A1 WO 8202342A1
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WO
WIPO (PCT)
Prior art keywords
hydrocarbon
mixture
hydrocarbons
elastomer
benzene
Prior art date
Application number
PCT/US1981/001742
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English (en)
French (fr)
Inventor
Carlon C Chambers
Original Assignee
Carlon C Chambers
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Carlon C Chambers filed Critical Carlon C Chambers
Priority to FI822997A priority Critical patent/FI822997A0/fi
Priority to BR8108941A priority patent/BR8108941A/pt
Priority to AU80877/82A priority patent/AU8087782A/en
Publication of WO1982002342A1 publication Critical patent/WO1982002342A1/en
Priority to DK387482A priority patent/DK387482A/da

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G25/00—Refining of hydrocarbon oils in the absence of hydrogen, with solid sorbents
    • C10G25/003—Specific sorbent material, not covered by C10G25/02 or C10G25/03
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D17/00—Separation of liquids, not provided for elsewhere, e.g. by thermal diffusion
    • B01D17/02—Separation of non-miscible liquids
    • B01D17/0202—Separation of non-miscible liquids by ab- or adsorption
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/02—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography
    • 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
    • C02F1/28—Treatment of water, waste water, or sewage by sorption
    • C02F1/285—Treatment of water, waste water, or sewage by sorption using synthetic organic sorbents
    • 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
    • C02F1/28—Treatment of water, waste water, or sewage by sorption
    • C02F1/286—Treatment of water, waste water, or sewage by sorption using natural organic sorbents or derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
    • C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C7/00—Purification; Separation; Use of additives
    • C07C7/12—Purification; Separation; Use of additives by adsorption, i.e. purification or separation of hydrocarbons with the aid of solids, e.g. with ion-exchangers

Definitions

  • This invention relates to a technique for removing hydrocarbons, including substituted hydrocarbons from liquid or gaseous, or mixed liquid-gaseous streams, by bringing the streams into physical contact with an elastomer which will sorb the hydrocarbons sought to be removed.
  • Hydrocarbons may be selectively removed from hydrocarbon mixtures, or from air-hydrocarbon or aqueoushydrocarbon mixtures.
  • hydrocarbons have the ability to be absorbed by rubber.
  • ASTM D471-72 test for change in properties of elastomeric vulcanizates resulting from immersion in liquids measures the change in weight or volume of the test elastomeric specimen caused by the immersion in a liquid .
  • the test is predictive in nature and its purpose is to measure the detrimental effect of a particular liquid on a particular elastomer. It makes no recognition of the fact that an elastomer is useful as a means for removing hydrocarbon compositions from hydrocarbon containing liquid and gaseous mixtures.
  • the present invention relies on the selective sorption phenomena of elastomers to allow for the removal of hydrocarbons from other hydrocarbons or from aqueous mixtures or mixtures with air.
  • Hydrocarbons as used herein include aliphatic, and aromatic hydrocarbons, saturated, and olefinic, and substituted hydrocarbons including halogenated, sulfonated, oxygenated, and nitrated, hydrocarbons.
  • Substitutents may be other organic radicals, OH, carboxyl, nitrile, sulfonate and others.
  • Hydrocarbons may be removed from organic solutions in which they are present as dissolved solids, from aqueous -organic mixtures , and from organic-organic mixtures, in liquid, gaseous or mixed liquid-gaseous states such, as air-vapor streams.
  • hydrocarbons may be selectively or non-selectively removed.
  • the process is concentration-gradient-driven and does not require the presence of heat (although heat may be beneficial to the process in some cases).
  • the process may be conducted at ambient pressure or at any pressure at which the mixture happens to be. Moreover, it allows for the recovery of most hydrocarbon compositions removed.
  • the process is performed by bringing the mixture into contact with an elastomer which sorbs the hydrocarbon compositions.
  • the degree of removal of the hydrocarbons from a mixture is dependent primarily on the amount and type of elastomer, the type of hydrocarbon, and the contact time of the mixture with the elastomer.
  • the hydrocarbons can, in most cases, be recovered by desorbing them from the elastomer.
  • Desorption can be accomplished by a variety of means, for example, by applying a vacuum to the elastomer or by displacing the hydrocarbon from the elastomer with a solvent which is more readily absorbed by the elastomer. Since absorption is concentrationgradient-driven, just contacting the elastomer with a gaseous or liquid stream that is devoid of the absorbed molecule will usually desorb it. Heating such a stripping medium enhances desorption.
  • One embodiment of the invention comprises removing aromatic hydrocarbon compositions from a mixed hydrocarbon stream which contains both aliphatic and aromatic hydrocarbon compositions. Another embodiment involves the reverse, i.e., removing aliphatic hydrocarbons from aliphatic-aromatic mixtures utilizing an elastomer selected for its higher affinity for aliphatics than aromatics.
  • a third embodiment of the invention comprises removing, or selectively removing, hydrocarbon compositions from aqueous streams, for example, waste waters.
  • a fourth embodiment removes, or selectively removes, hydrocarbons from air streams.
  • a fifth embodiment comprises utilizing the absorption ability of an elastomer to alter the relative concentrations amongst hydrocarbons contained within the same stream.
  • the invention is particularly useful in the treatment of a wide variety of industrial process streams. For example, it can be used to remove, recover and concentrate aromatic hydrocarbons having high octane values from mixed hydrocarbon refinery streams.
  • a variety of gas streams containing hydrocarbons, e.g., hydrogen gas streams, can be purified while maintaining their pressure by the process of this, invention.
  • the process permits the removal of hydrocarbons, including aliphatic saturated and unsaturated hydrocarbons, and aromatic and substituted aromatic hydrocarbons, e.g., benzene, toluene, naphthalene, anthracene, phenols, nitrophenols, and toxic halogenated hydrocarbons, including halogenated benzenoid structures including pesticides, insecticides, etc. from waste water without the necessity of heat, activated charcoal or biological degradation.
  • the halogenated forms of many hydrocarbons are more easily sorbed than their non-halogenated forms.
  • the invention is applicable to the removal and recovery, if desired, of a wide variety of hydrocarbon compositions which are defined as hydrocarbons and hydrocarbon mixtures including hydrocarbons which have been nitrated, sulfonated, oxygenated and/or halogenated, and other substituted hydrocarbons.
  • Aromatic hydrocarbon compositions are more readily sorbed by many elastomers than are olefinic compositions. Examples of unsaturated hydrocarbon ring structures include those of the benzenoid series, naphthalene and anthracene. Saturated and paraffinic hydrocarbons are preferentially sorbed by some elastomers, as will appear in the Examples hereinafter set forth.
  • the removal of a hydrocarbon composition is accomplished by its sorption on or in an elastomer.
  • elastomer absorbs or adsorbs the hydrocarbon composition.
  • the terms sorption, absorption and adsorption are used to denote an uptake of a hydrocarbon composition by the elastomer.
  • Any elastomer which is capable of sorbing the hydrocarbon composition sought to be removed from a mixture can be used as long as it meets the requisite that it is not readily dissolved or otherwise deteriorated by the mixture.
  • the elastomer can be a polymer of natural, reclaimed, vulcanized or synthetic rubber.
  • Synthetic elastomers have the advantage of usually being more chemically inert to the mixture being treated and the hydrocarbons being sorbed.
  • natural rubber has a high sorption capacity.
  • Reclaimed rubber such as from tires or other scrap sources, is often preferred when large volumes of elastomer are required because of the economics involved.
  • Most reclaimed rubber from tires is a mixture of both saturated and unsaturated synthetic elastomers and natural rubber.
  • aromatic hydrocarbon compositions including substituted aromatic hydrocarbon compositions, are removed from hydrocarbon mixtures containing both aromatic and aliphatic hydrocarbons and from aqueous mixtures and air or gas streams containing aromatic compositions and aliphatic hydrocarbon compositions.
  • the mixtures can be in a gaseous phase, a liquid phase or a combination of gaseous and liquid phases, and can contain dissolved hydrocarbon solids.
  • the technique can be applied to any such sorbable mixture which is not corrosive to or a solvent for, the elastomer used to sorb the aromatic hydrocarbon composition.
  • Examples of useful classes of synthetic elastomer include styrene-butadiene rubber, butyl rubber, nitrile rubber, ethylene-propylene copolymers, fluorine elastomers, polyacrylates, etc.
  • Examples of specific suitable synthetic elastomers for the preferential sorption of aromatics include H-1262 (manufactured by the Mercer Rubber Co. of Trenton, N.J.), which is a blend of hycar rubber (polyacrylic rubber) and styrenebutadiene rubber; and JH-21 (manufactured by the Mercer Rubber Co.), an acrylonitrile elastomer.
  • the aromatic hydrocarbon composition sought to be removed is benzene, then Neoprene (a polychlorobutadiene) and
  • Hypalon a chlorosulfonated polyethylene elastomer
  • Hypalon are not as effective as some other synthetic elastomers inasmuch, as they are partially dissolved by benzene.
  • the particular synthetic elastomer utilized in a process will be dependent upon the mixture being treated and the hydrocarbon compositions being removed. Different elastomers may exhibit differences in degree of absorption amongst particular hydrocarbons including aromatic hydrocarbons. Additionally, the sorption ability of an elastomer is often more selective toward some hydrocarbons than others in the same mixture. For example, when both olefins and aromatics are present some elastomers will more readily sorb aromatic hydrocarbons as compared to olefinic hydrocarbons. Moreover, such elastomers will more readily sorb the aromatic compositions which are more aromatic in character. This is discussed infra.
  • the process can also take place under negative pressure or at positive pressure.
  • the pressure at which a particular process is conducted is dependent upon the mixture being treated. for example, whether it is in a gas or a liquid phase. Additionally, the pressure will be a function of the economics of the process. The higher the pressure, the more expensive a process becomes.
  • the pressure of a particular sorption process can be the same pressure at which that process stream normally operates, for reasons of economics.
  • a gaseous mixture might readily be processed at a pressure somewhat greater than atmospheric, up to the maximum achievable. For example, a hydrogen stream pressurized at 2,000 psi could simply be processed in a way to maintain the pressurization of the gas.
  • a liquid mixture is generally processed under a pressure of less than 600 psi.
  • the temperature at which the process is conducted is not critical, as long as it is below that which causes degradation of the elastomer in use, and may vary over a fairly wide range.
  • the normal temperature of the process stream may be used.
  • absorption is concentration-gradientdriven, and so long as the concentration gradient favors absorption by the elastomer, heat tends to enhance the sorption process.
  • Low grade waste heat may often be utilized to achieve desired temperature elevations.
  • the degree, and rate at which an elastomer has been previously impregnated with a hydrocarbon will, also influence its ability to sorb and desorb that or another hydrocarbon.
  • An elastomer which is being reused to sorb a hydrocarbon, after having the hydrocarbon desorbed from it, will frequently be more efficient in sorbing the hydrocarbon than when it was fresh.
  • an elastomer which has been allowed to sorb more of a hydrocarbon than another for example, because the sorption has been carried out at a higher temperature, will desorb at a faster rate than the other, even though desorption of both elastomers is carried out at the same temperature.
  • Temperatures for both sorption and desorption up to between about 300 and 500°F (150-260°C), and preferably between about 300 and 400°F (150-205°C), for both sorption and desorption effectively increase the elastomer's efficiency.
  • the elastomer may be utilized in the form of sheets, coupons, shreds, or any other convenient manner. Usually, a granular form is preferable, the size grains determined on the basis of process parameters such as allowable pressure drop in the system, and concentration. After the elastomeric material has come into contact with the mixture and it has sorbed the hydrocarbon compounds, the elastomeric material may usually be regenerated for further use by desorbing the hydrocarbons from it. Thereafter, the desorbed hydrocarbons may usually be readily recovered. Any technique which allows for the desorption of the elastomeric material can be utilized.
  • the hydrocarbons can usually be desorbed by subjecting the elastomeric material to a vacuum or to a heated inert gas, air and/or vapor, or a heated carrier gas or steam.
  • the hydrocarbon composition which is desorbed from the elastomeric material may be processed through a condenser to obtain a liquid product or to obtain a more concentrated gas product.
  • the desorption can also occur through the use of a solvent which will remove the hydrocarbon compositions from the elastomeric material or through the use of a displacement agent which will be sorbed by the elastomeric material, thereby displacing the hydrocarbon composition which had been removed from the mixture.
  • Other conventional techniques known by those skilled in the art for the desorption of the hydrocarbon compositions from the elastomeric material can also be used.
  • the pregnant elastomer may be burned to recover its heating value, or simply encapsulated by suitable means and buried. Where highly toxic hydrocarbons have been sorbed, desorption may not be desirable.
  • the process of the present invention useful for removing hydrocarbons from hydrocarbon streams or mixtures, it is also useful for removing such compositions from air, gas, vapor, or aqueous streams. Waste waters of industrial processes containing hydrocarbons, including substituted hydrocarbons and ones exhibiting some water solubility, can be purified by contacting the waste water with an elastomer.
  • the process is useful in the removal of aromatics such as benzene, toluene, and anthracenes from waste water, and in removing phenols, chlorinated benzenes, nitrophenols, pesticides, insecticides, other toxic substances such as PCB, and a wide variety of other hydrocarbon types.
  • the process may also be used to purify air-streams and off-grases of industrial processes.
  • An elastomer can also be utilized to alter the relative concentrations of hydrocarbons within a hydrocarbon stream or mixture. Many elastomers more readily sorb aromatic hydrocarbons which have a greater aromatic character as compared to ones with less aromatic character, other parameters such as substituents being held constant. Thus, by allowing an aromatic hydrocarbon mixture to come into physical contact with such an elastomer for a very short time period, the more aromatic hydrocarbons can be preferentially sorbed. For the purposes of this discussion, benzene is considered to have the most aromatic character. The aromaticity of an aromatic hydrocarbon decreases as the number of rings increase; thus, napthene is less aromatic in character than benzene, but more aromatic than anthracene.
  • Serial Number 06/054,690 directed to "Measuring The Aromatic Reactivity Of A Hydrocarbon Composition.”
  • Many hydrocarbon compositions are more readily sorbed than benzene, including, among others, a number of halogenated hydrocarbons, several mono-ketones, ethers, amines, aldehydes, amides, Nitro's, and nitrogen and sulfur hetrocyclics.
  • certain generalizations may be made correlating various properties of hydrocarbons with sorbability. For example, in general, within each hydrocarbon class, molecular weight correlates with weight gain in inverse fashion for liquids and in direct fashion for gases. Where such generalizations apply, process parameters for specific applications may be calculated. Otherwise preliminary testing to determine the sorption capacity of the particular elastomer for the particular hydrocarbon should be undertaken prior to making specific applications of the process of this invention.
  • the elastomer used has a greater ability to sorb saturated or clefinic aliphatic compounds, of course, it may be used to selectively remove these compounds from mixtures also containing aromatics, thus increasing the relative aromatic content of the mixture.
  • silicone rubber exhibits a higher affinity for aliphatic saturated compounds than for aromatics.
  • the process of the present invention can be conducted as a batch or continuous operation. The time of contact between the mixture being treated and the elastomer is dependent upon a number of parameters including the surface area of the elastomer, the allowable system pressure drop, the volume, concentration and.
  • all hydrocarbons may be removed from the same mixture by means of more elastomer, and a longer time period for the process than used for the removal of only aromatic hydrocarbons.
  • a process which contacts the mixture with fresh elastomer more than once is preferred.
  • Such a process has the ability to remove the aromatic hydrocarbons first, using more than one cycle as necessary. Thereafter the olefinic hydrocarbons may be likewise removed, and saturated compounds may be left in the mixture or removed last, depending on the elastomer selected.
  • benzene-acetone mixtures sorb more readily than either hydrocarbon by itself, and ethanol sorbs more readily as a 25 volume percent solution in benzene than by itself or in greater concentrations in the benzene.
  • Such synergistic effects when discovered through testing, may readily be incorporated into the process of this invention to increase the efficiency of the process.
  • the process of this invention may be used to improve the economics of water-alcohol separation, as an alternative to distillation.
  • certain elastomers such as copolymers of vinylidene fluoride and hexafluoropropylene are effective for the selective removal of methanol.
  • Other examples of alcohol removal are shown in the Examples hereof.
  • Another embodiment of this invention involves its use for the removal of hydrocarbons from process water from oil shale retorting processes, particularly the modified in situ process. Some of the hydrocarbons present in such process water are extremely difficult to remove by other means, but are readily sorbed with certain elastomers.
  • the process of this invention is useful in recovering and reclaiming valuable hydrocarbons which might otherwise escape to the environment. For example, when filling tanks with liquid hydrocarbons, vapors present in the empty tank are pushed out. These vapors may be sorbed with elastomers, such as scrap rubber; and as the liquid level in the tank goes down through withdrawal of the liquid, the vapors will be desorbed. In this way loss of valuable hydrocarbons may be prevented.
  • elastomers such as scrap rubber
  • Rubber coupons were prepared from samples of H1262 synthetic elastomer which were of a thickness of between 0.025 and 0.125 inches and cut into strips 0.5 inches wide and of a length such that each coupon had a weight of from between 0.7 and 1.0 grams. Exactly 25 milliliters of each liquid to be tested were placed in separate, numbered 250 milliliter Erlenmeyer flasks. The numbers on the flasks correspond to the numbers given to the coupons. To each flask was added the corresponding elastomer coupon, a cork stopper wastightly installed and the flask was lightly swirled, and set aside for a period of two hours at a temperature of 65 to 75°F and at ambient pressure.
  • Example 2 The same techniques of Example 1 were utilized with the exception that the liquids tested were isooctane, benzene and mixtures of these two liquids.
  • the elastomer coupons used were of JH-21 synthetic rubber. The data is given in Table 2.
  • T-350 is a non-aromatic, low vapor pressure, mixture of hydrocarbons.
  • Tosco Tire Oil is a product of the destructive distillation of automobile tires.
  • silicone rubber coupons of a thickness of .063 inches supplied by Dupont of Chicago, Illinois (No. SS-5550, 50 duro), were tested for their ability to sorb benzene and iso-octane, and various mixtures thereof. Results are set forth in Table 4. Table 4
  • Nitrile, 81EZ2 (20% acrylo120.81 3.68 2.01 1.83 1.66 2.08 0.117 nitrile, 80% butadiene), black, peroxide cured, t .071", Polysar, Inc., Akron, Ohio
  • Nitrile, 81EZ3, ((2277%% acrylo- 107.64 1.29 0.45 0.34 1.75 2.81 0.072 nitrile, 73% butaaddiieennee) , black, peroxide cured, t .072", Polysar, Inc., Akron, Ohio
  • Nitrile, 81EZ4, (34% acrylo- 93.66 0.50 0.11 0.04 1.89 3.45 0.081 nitrile, 66% butadiene), black, peroxide cured, t .072", Polysar, Inc., Akron, Ohio
  • Nitrile, 81EZ5, (40% acrylo- 68.96 0.14 0.01 -0.06 1.76 3.97 0.153 nitrile, 60% butadiene), black, peroxide cured, t .070", Polysar, Inc., Akron, Ohio
  • Nitrile and PVC, 81HZ33, 74.68 0.25 -0.04 -0.05 1.09 1.87 0,238 (acrylonitrile/butadiene polyvinyl chloride copolymer), black, ts .075", Polysar, Inc., Arkon, Ohio
  • Nitrile/SBR, H 1262, 103.15 3.67 2.21 2.13 1.02 1.15 0.093 t .076", Mercer Rubber Co., Trenton, N.J.
  • Nitrile (acrylonitrile), 117.85 0.77 0.14 0.08 1.22 2.13 0.154 JH-21, t .072", Mercer Rubber Co., Trenton, N.J.
  • Butadiene rubber, NOS, 176.99 39 . 17 31.38 30 .48 1.07 0 . 38 0 .094 81KQ34 - 12 @ 166, t .082", Polysar, Inc. Akron, Ohio
  • Example 2 Using the technique of Example 1, with the exception that the time of exposure of the elastomer was varied as indicated, various proprietary "cutters” were tested for their ability to be sorbed by H-1262. "Cutters” are process distillation fractions within a certain boiling range,, which are sold as solvents.
  • Deionized water was saturated with benzene by letting equal parts of the water and benzene stand in contact with each other for 30 days, with daily mixing, until the calculated solution concentration of ben ⁇ ene was 0.0858 g per 50 ml (1948 ppmv).
  • Coupon #1 a JH-21 coupon, weighing 0.9830 g, was exposed to the saturated benzene solution for varying periods of time, and coupon #2, a JH-21 coupon weighing 0.9797 g was exposed to plain deionized water for corresponding periods of time at the same temperature (70oF, 21°C).
  • PCB's polychlorinated biphenyls
  • Retort water from a modified in situ oil shale retort was filtered and then run through a 1 inch diameter absorption column containing 10 mesh (U.S. standard sieve) ground tire scrap rubber to a depth of 27 inches, the rubber having a total weight 103.5 g.
  • the superficial velocity through the column was approximately 2.8 inches, per minute.
  • the benzene aromatic equivalent (BAE) test (according to the process of U. S . Serial No. 06/273 , 850) and a method 502A gravimetric freon extraction were done on the feed water after filtration and the product water. Results are set forth in Table 23.
  • Nordel EPDM, Ethylene/ 6.62 3.92 propylene diene copolymer

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Water Supply & Treatment (AREA)
  • Analytical Chemistry (AREA)
  • Hydrology & Water Resources (AREA)
  • Environmental & Geological Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Thermal Sciences (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
PCT/US1981/001742 1980-12-30 1981-12-23 Removal of hydrocarbon compositions WO1982002342A1 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
FI822997A FI822997A0 (fi) 1980-12-30 1981-12-23 Avlaegsnande av kolvaetesammansaettningar
BR8108941A BR8108941A (pt) 1980-12-30 1981-12-23 Remocao de composicoes de hidrocarboneto
AU80877/82A AU8087782A (en) 1980-12-30 1981-12-23 Removal of hydrocarbon compositions
DK387482A DK387482A (da) 1980-12-30 1982-08-30 Fremgangsmaade til fjernelse af carbonhydrider

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US22129580A 1980-12-30 1980-12-30
US221295801230 1980-12-30

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EP (1) EP0067870A4 (enrdf_load_stackoverflow)
JP (1) JPS57502048A (enrdf_load_stackoverflow)
BR (1) BR8108941A (enrdf_load_stackoverflow)
NO (1) NO822880L (enrdf_load_stackoverflow)
WO (1) WO1982002342A1 (enrdf_load_stackoverflow)

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EP0256294A1 (en) * 1986-07-11 1988-02-24 The Uniroyal Goodrich Tire Company Method of absorbing combustible organic vapors by vulcanized rubber
EP0261687A1 (en) * 1986-09-26 1988-03-30 The Uniroyal Goodrich Tire Company Disposal of toxic and polymeric wastes
US5066405A (en) * 1989-07-03 1991-11-19 Liston Jack L Method for absorbing petroleum based products
US5242598A (en) * 1991-08-14 1993-09-07 Envirogen, Inc. Solid phase extraction
NL1035377C2 (nl) * 2007-05-04 2010-02-05 Holland Novochem B V Absorptiemiddelen op basis van natuurlijke oliën en afgeleiden.
WO2016142443A2 (en) 2015-03-10 2016-09-15 Avore Nv Method for the removal of organic contaminants from water
WO2019010548A1 (en) * 2017-07-12 2019-01-17 Et "Ve Pe Pi - Vesko Pipev" COALESCENT FILTER FOR COLLOIDAL WATER / OIL SEPARATION, COALESCENCE AGENT AND PROCESS FOR PRODUCTION OF COALESCENCE AGENT
WO2021237296A1 (en) * 2020-05-29 2021-12-02 Recoil Oil Recovery Pty Ltd "material and method for remediation of a site contaminated by an oil spill"

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JP7343929B1 (ja) * 2022-06-13 2023-09-13 株式会社エイコー 廃棄物処理方法

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EP0067870A4 (en) 1985-12-11
NO822880L (no) 1982-08-25
JPS57502048A (enrdf_load_stackoverflow) 1982-11-18
BR8108941A (pt) 1982-12-14
EP0067870A1 (en) 1982-12-29

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