NL2032631B1 - Method for scavenging mercaptans in a hydrocarbon fluid - Google Patents
Method for scavenging mercaptans in a hydrocarbon fluid Download PDFInfo
- Publication number
- NL2032631B1 NL2032631B1 NL2032631A NL2032631A NL2032631B1 NL 2032631 B1 NL2032631 B1 NL 2032631B1 NL 2032631 A NL2032631 A NL 2032631A NL 2032631 A NL2032631 A NL 2032631A NL 2032631 B1 NL2032631 B1 NL 2032631B1
- Authority
- NL
- Netherlands
- Prior art keywords
- ethanol
- scavenging
- amount
- alkaline reagent
- mercaptans
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 35
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 title claims abstract description 30
- 229930195733 hydrocarbon Natural products 0.000 title claims abstract description 28
- 150000002430 hydrocarbons Chemical class 0.000 title claims abstract description 26
- 239000004215 Carbon black (E152) Substances 0.000 title claims abstract description 25
- 230000002000 scavenging effect Effects 0.000 title claims abstract description 23
- 239000012530 fluid Substances 0.000 title abstract description 17
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 40
- 239000003054 catalyst Substances 0.000 claims abstract description 21
- 239000000203 mixture Substances 0.000 claims abstract description 16
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000003153 chemical reaction reagent Substances 0.000 claims abstract description 14
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 claims abstract description 12
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims abstract description 6
- 229910017052 cobalt Inorganic materials 0.000 claims abstract description 6
- 239000010941 cobalt Substances 0.000 claims abstract description 6
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims abstract description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 36
- 235000011121 sodium hydroxide Nutrition 0.000 claims description 12
- 239000000446 fuel Substances 0.000 claims description 7
- 239000007788 liquid Substances 0.000 claims description 7
- -1 oilfield condensates Substances 0.000 claims description 6
- 239000010779 crude oil Substances 0.000 claims description 4
- 239000003209 petroleum derivative Substances 0.000 claims description 4
- 239000003849 aromatic solvent Substances 0.000 claims description 2
- 239000010763 heavy fuel oil Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 15
- 239000002516 radical scavenger Substances 0.000 description 12
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 8
- 239000003518 caustics Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000003208 petroleum Substances 0.000 description 6
- 101100078001 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) MSC2 gene Proteins 0.000 description 5
- 238000000605 extraction Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 235000013844 butane Nutrition 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical class CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 4
- 239000001294 propane Substances 0.000 description 4
- ZRKMQKLGEQPLNS-UHFFFAOYSA-N 1-Pentanethiol Chemical compound CCCCCS ZRKMQKLGEQPLNS-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- WQAQPCDUOCURKW-UHFFFAOYSA-N butanethiol Chemical compound CCCCS WQAQPCDUOCURKW-UHFFFAOYSA-N 0.000 description 3
- 239000003245 coal Substances 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000003915 liquefied petroleum gas Substances 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 230000008929 regeneration Effects 0.000 description 3
- 238000011069 regeneration method Methods 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 150000002019 disulfides Chemical class 0.000 description 2
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethanethiol Chemical compound CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 description 2
- 239000003350 kerosene Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 101150117600 msc1 gene Proteins 0.000 description 2
- 239000003345 natural gas Substances 0.000 description 2
- 235000019645 odor Nutrition 0.000 description 2
- SUVIGLJNEAMWEG-UHFFFAOYSA-N propane-1-thiol Chemical compound CCCS SUVIGLJNEAMWEG-UHFFFAOYSA-N 0.000 description 2
- KJRCEJOSASVSRA-UHFFFAOYSA-N propane-2-thiol Chemical compound CC(C)S KJRCEJOSASVSRA-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- WMXCDAVJEZZYLT-UHFFFAOYSA-N tert-butylthiol Chemical compound CC(C)(C)S WMXCDAVJEZZYLT-UHFFFAOYSA-N 0.000 description 2
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003225 biodiesel Substances 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000003502 gasoline Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000008427 organic disulfides Chemical class 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000012421 spiking Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/148—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound
- C07C7/14875—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound with organic compounds
- C07C7/14891—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound with organic compounds alcohols
-
- 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
- C10G27/00—Refining of hydrocarbon oils in the absence of hydrogen, by oxidation
- C10G27/04—Refining of hydrocarbon oils in the absence of hydrogen, by oxidation with oxygen or compounds generating oxygen
- C10G27/06—Refining of hydrocarbon oils in the absence of hydrogen, by oxidation with oxygen or compounds generating oxygen in the presence of alkaline solutions
-
- 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
- C10G27/00—Refining of hydrocarbon oils in the absence of hydrogen, by oxidation
- C10G27/04—Refining of hydrocarbon oils in the absence of hydrogen, by oxidation with oxygen or compounds generating oxygen
- C10G27/10—Refining of hydrocarbon oils in the absence of hydrogen, by oxidation with oxygen or compounds generating oxygen in the presence of metal-containing organic complexes, e.g. chelates, or cationic ion-exchange resins
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Water Supply & Treatment (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Abstract
The present invention relates to a method for scavenging mercaptans in a hydrocarbon fluid, comprising contacting the hydrocarbon fluid with an aqueous scavenging composition comprising an alcohol, an aqueous alkaline reagent and an effective scavenging amount of a phthalocyanine catalyst comprising disulfoacid of cobalt dichlorodihydroxyphthalocyanine mixed with disodium sulfate and potassium bromide, wherein the ratio of alkaline reagent to ethanol, by mass, is from 1:3 to 1:4; and the phthalocyanine catalyst is dissolved in ethanol in an amount of 1.0 to 1.5 mg/l.
Description
P35884NLO00/MKO
Title: METHOD FOR SCAVENGING MERCAPTANS IN A HYDROCARBON FLUID
The present invention relates to a method for scavenging mercaptans in a hydrocarbon fluid, comprising contacting the hydrocarbon fluid with an aqueous scavenging composition, whereby mercaptans in sour hydrocarbon are catalytically oxidized to disulfide oils using an aqueous treatment solution containing a chelated polyvalent metal catalyst.
Mercaptans can cause many problems ranging from malodors to metal corrosion. Because of the volatility of mercaptans, they tend to evolve into vapor spaces, where their offensive odors create problems in and around storage areas and throughout pipelines and shipping systems used for transportation. The treatment of a hydrocarbon fluid containing undesirable acidic species such as mercaptans is known and can be performed using either an extraction or a conversion process.
A catalytic chemical process was developed by UOP, referred to as the Merox process, which is used in oil refineries and natural gas processing plants to remove mercaptans from LPG, propane, butanes, light naphthas, kerosene and jet fuel by converting them to liquid hydrocarbon disulfides. The Merox process requires an alkaline environment which, in some process versions, is provided by an aqueous solution of sodium hydroxide (NaOH), a strong base, commonly referred to as caustic. In other versions of the process, the alkalinity is provided by ammonia, which is a weak base.
The conversion processes are known as “sweetening” processes because they results in products which no longer have the sour, foul odors of mercaptans and hydrogen sulfide. The liquid hydrocarbon disulfides may remain in the sweetened products. These may be used as part of the refinery or natural gas processing plant fuel, or they may be processed further.
The most common mercaptans removed are: e Methanethiol - CH3SH [m-mercaptan] + Ethanethiol - C2HsSH [e- mercaptan] e 1-Propanethiol - C3H7SH [n-P mercaptan] e 2-Propanethiol - CHsCH(SH)CH: [2C3 mercaptan]
e Butanethiol - C4HsSH [n-butyl mercaptan] e tert-Butyl mercaptan - C(CHs)3SH [t-butyl mercaptan] e Pentanethiol - CsH1:SH [pentyl mercaptan]
In particular, high molecular weight mercaptans (C4 and higher) are difficult to convert.
Mercaptan scavengers are commercially available to sweeten fuels. A successful scavenger is based on IVKAZ™, which is a phthalocyanine catalyst comprising disulfoacid of cobalt dichlorodihydroxyphthalocyanine mixed with disodium sulfate and potassium bromide; and further comprising caustic soda (50%) and ethanol, employed in amounts of 0.6 mg, 0.84 and 0.2 |. This scavenger is pumped into a hydrocarbon fluid, to oxidize the common mercaptans into disulfides.
A description of the demercaptanization of gas condensate with IVKAZ catalyst in a pilot plant scale is described by Maryam Ghaedian et al, in Petroleum & Coal 54(4), 379-384, 2012,
Available online at www. vurup.sk/petroieum-coal.
There remains a need for enhanced reduction of mercaptans in fuels, in particular high molecular weight mercaptans (C4 and higher) with a reduced amount of scavenger as additive.
The current invention relates to a method for scavenging mercaptans in a hydrocarbon fluid, comprising contacting the hydrocarbon fluid with an aqueous scavenging composition comprising an alcohol, an aqueous alkaline reagent and an effective scavenging amount of a phthalocyanine catalyst comprising disulfoacid of cobalt dichlorodihydroxyphthalocyanine mixed with disodium sulfate and potassium bromide, wherein the ratio of alkaline reagent to ethanol, by mass, is from 1:3 to 1:4, and the phthalocyanine catalyst is dissolved in ethanol in an amount of 1.0 to 1.5 mg/l, preferably from 1.1 to 1.3 mg/l.
The current method is similar to the conventional Merox process for extraction and removal of mercaptans from crude oil, crude oil emulsions, oilfield condensate, petroleum residua and refined fuels including liquefied petroleum gases (LPG), such as propane, butanes and mixtures of propane and butanes. More specifically, the hydrocarbon fluids to which the method herein may be applied include, but are not limited to, crude oil, oil field condensates (e.g. naphtha, etc.), residual fuels, petroleum distillates (e.g. gasoline, kerosene, diesel, etc.) light hydrocarbons (e.g. propane, butane, etc.), aromatic solvents {e.g. toluene, xylene, etc.)
and paraffinic solvents (e.g. pentane, heptane, etc.), renewable fuels such as biodiesel, and mixtures thereof. Further, the hydrocarbon fluids may contain oxygenated compounds such as alcohols, esters, glycols, ethers and the like and mixtures thereof.
The aqueous caustic solution containing the scavenger catalyst reacts with mercaptans in the hydrocarbon fluids and extracts them. The reaction that takes place in the extractor is: 2 RSH + 2 NaOH — 2 NaSR + 2 H.O
In the above reaction, RSH is a mercaptan and R signifies an organic group such as a methyl, ethyl, propyl or other group.
The second step is referred to as regeneration and it involves heating and oxidizing of the caustic solution leaving the extractor. The oxidations results in converting the extracted mercaptans to organic disulfides (RSSR) which are liquids that are water-insoluble and are then separated and decanted from the aqueous caustic solution. The reaction that takes place in the regeneration step is: 4NaSR + O2 + 2H20 — 2RSSR + 4NaOH
After decantation of the disulfides, the regenerated "lean" caustic solution is recirculated back to the top of the extractor to continue extracting mercaptans.
The net overall Merox reaction covering the extraction and the regeneration step may be expressed as: 4 RSH + O2 — 2 RSSR + 2 HO
Technical details of the demercaptanization process may also be found in the article in
Petroleum & Coal 54(4), 379-384, 2012, mentioned above. Moreover, methods for scavenging mercaptans from hydrocarbons are disclosed in various patents, such as
US8679203B2, RU2656100C2, or US20210198583 and references described therein, which involve adding to the hydrocarbon fluid an effective scavenging amount of an aqueous scavenging composition.
The scavenging method of the present invention can be carried out at normal atmospheric or elevated pressure. Also, the scavenging method of the present invention can be carried out at temperatures in the range of -50° C. through 900° C., in the range of -50° C. through room temperature, in the range of room temperature through 900° C., and at room temperature.
Preferably, the temperature is in the range of -20° C. through 100° C. The method can even be carried out at higher temperatures, although such temperatures are not characteristic in petroleum extraction and treatment, or for the scavenging of petroleum products downstream from heat exchangers of the installation. Keeping in mind that the temperature limits of the hydrocarbon raw material being processed in systems for treatment of crude petroleum or gas, or in feeding petroleum products from a plant downstream from a cooler, are usually in the range of 30° C. to 60° C., the scavenger composition of the present invention can be used at temperatures of raw material being processed in this range of 30° C. to 60° C. When being supplied to the well, the scavenger composition of the present invention can even be used at product extraction temperatures up to 90° C. or more. The scavenger composition of the present invention can also be used at lower temperatures, for example, down to -5° C., under conditions of storage of petroleum in reservoirs in cold climate conditions. The scavenger composition of the present invention can also be used at even lower temperatures, and the inventors do not restrict the present invention to a particular indicated temperature below which the method is not applicable. However, the treatment time increases at lower temperatures. To shorten the treatment time, it may be necessary to increase the expenditure of reagent. Thus, the applicability of the method will depend on the conditions of each particular case, and the inventors do not herein restrict the area of application of the composition of the present invention to a lower temperature limit of -5° C., but rather indicate that this is a low temperature as a reference point for the primary range of applications.
It will be appreciated that it is not necessary for all of the mercaptans present in the hydrocarbon fluids to be reacted and/or removed for the method herein to be considered successful. The method has accomplished a goal when the amounts of mercaptan are reduced as a consequence of being contacted with the scavenging composition described herein.
The current invention accordingly relates to a method for scavenging mercaptans in a hydrocarbon fluid, comprising contacting the hydrocarbon fluid with an aqueous scavenging composition comprising an alcohol, an aqueous alkaline reagent and an effective scavenging amount of a phthalocyanine catalyst comprising disulfoacid of cobalt dichlorodihydroxyphthalocyanine mixed with disodium sulfate and potassium bromide, wherein the ratio of alkaline reagent to ethanol, by mass, is from 1:3 to 1:4; and the phthalocyanine catalyst is dissolved in ethanol in an amount of 1.0 to 1.5 mg/l.
Preferably, alkaline reagent is caustic soda, more preferably is caustic soda at 50%mass (having a density of about 1.15 g/ml).
Preferably, the ratio of alkaline reagent to ethanol, by mass, is from 1:3.2 to 1:3.6, more preferably from 1:3.3 to 1:3.5, still more preferably from 1:3.40 to 1.3.45. When using Caustic
Soda at 50%mass, this corresponds to about 0.3! caustic soda on about 0.751 ethanol (both + 0.051)
Preferably, the phthalocyanine catalyst is dissolved in ethanol in an amount of 1.1 to 1.3 mg/l.
For instance, on about 0.751 ethanol (+ 0.051) about 0.9 mg phthalocyanine catalyst (+ 0.05 mg) may be used.
The phthalocyanine catalyst preferably comprises 70-75 %mass disulfoacid of cobalt dichlorodihydroxyphthalocyanine mixed with 20-25% mass disodium sulfate and further comprising 0.1-0.5 %mass potassium bromide as promoting additive. Preferably, the catalyst that is employed is the catalyst that is available as IVKAZ® catalyst, which is an improved
Russian analogue of the Merox WS (manufactured by Honeywell UOP, USA).
The invention is illustrated by the following examples.
Three different hydrocarbon fractions containing mercaptans were tested.
Materials used:
MSC1 A commercial mercaptan scavenger, composed of 0.2 eega mone
MSC2 A novel mercaptan scavenger, composed of 0.3 | NaOH
Tee me
As shown in Table 1, a commercial mercaptan scavenger, MSC1, or the mercaptan scavenger according to the invention, MSC2, was used in the indicated dosages. The liquid phase mercaptan (RH) proportion after 48 and 96 hours was noted. The results are listed in
Table 1.
Table 1
MERCAPTAN, | >"
Liquid LAB Spiking
SAMPLE TEST ppm wt. (ASTM
D3227) Phase Procedure (mg/kg)
Gas MAT OP CO
+ 500 mg/L MSC2 oor os 4 iss] After 96 Hours
Condensate EE
Gas 0 <3 | After 96 Hours
Condensate EE + 1,000 mg/L MSC2 | 48 Hours
Results
The test results are not yet optimized. Still, it may be seen from Table 1 that the mercaptan levels using MSC2 as compared to the higher dosage levels of MSC 1 were equal or even better.
Claims (8)
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL2032631A NL2032631B1 (en) | 2022-07-28 | 2022-07-28 | Method for scavenging mercaptans in a hydrocarbon fluid |
PCT/EP2023/070838 WO2024023215A1 (en) | 2022-07-28 | 2023-07-27 | Method for scavenging mercaptans in a hydrocarbon fluid |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL2032631A NL2032631B1 (en) | 2022-07-28 | 2022-07-28 | Method for scavenging mercaptans in a hydrocarbon fluid |
Publications (1)
Publication Number | Publication Date |
---|---|
NL2032631B1 true NL2032631B1 (en) | 2024-02-05 |
Family
ID=83439126
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NL2032631A NL2032631B1 (en) | 2022-07-28 | 2022-07-28 | Method for scavenging mercaptans in a hydrocarbon fluid |
Country Status (2)
Country | Link |
---|---|
NL (1) | NL2032631B1 (en) |
WO (1) | WO2024023215A1 (en) |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3352777A (en) * | 1964-12-09 | 1967-11-14 | Universal Oil Prod Co | Oxidation of mercaptans |
US4213877A (en) * | 1978-12-26 | 1980-07-22 | Uop Inc. | Method of reactivating a catalytic composite of an adsorptive carrier material and a mercaptan oxidation catalyst |
EP0203574A2 (en) * | 1985-05-30 | 1986-12-03 | Merichem Company | Treatment of sour hydrocarbon distillate |
RU2241732C1 (en) * | 2003-07-01 | 2004-12-10 | ГУП Всероссийский научно-исследовательский институт углеводородного сырья | Method of purification of hydrocarbonaceous raw material from mercaptans |
US8679203B2 (en) | 2007-03-19 | 2014-03-25 | Baker Hughes Incorporated | Method of scavenging mercaptans from hydrocarbons |
RU2656100C2 (en) | 2016-11-21 | 2018-05-31 | Закрытое акционерное общество "ИВКАЗ" | Catalytic composition for oil and gas condensate demercaptanisation |
US20210198583A1 (en) | 2017-06-26 | 2021-07-01 | Lyra Energy SRL | Composition and method for elimination of hydrogen sulfide and mercaptans |
-
2022
- 2022-07-28 NL NL2032631A patent/NL2032631B1/en active
-
2023
- 2023-07-27 WO PCT/EP2023/070838 patent/WO2024023215A1/en unknown
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3352777A (en) * | 1964-12-09 | 1967-11-14 | Universal Oil Prod Co | Oxidation of mercaptans |
US4213877A (en) * | 1978-12-26 | 1980-07-22 | Uop Inc. | Method of reactivating a catalytic composite of an adsorptive carrier material and a mercaptan oxidation catalyst |
EP0203574A2 (en) * | 1985-05-30 | 1986-12-03 | Merichem Company | Treatment of sour hydrocarbon distillate |
RU2241732C1 (en) * | 2003-07-01 | 2004-12-10 | ГУП Всероссийский научно-исследовательский институт углеводородного сырья | Method of purification of hydrocarbonaceous raw material from mercaptans |
US8679203B2 (en) | 2007-03-19 | 2014-03-25 | Baker Hughes Incorporated | Method of scavenging mercaptans from hydrocarbons |
RU2656100C2 (en) | 2016-11-21 | 2018-05-31 | Закрытое акционерное общество "ИВКАЗ" | Catalytic composition for oil and gas condensate demercaptanisation |
US20210198583A1 (en) | 2017-06-26 | 2021-07-01 | Lyra Energy SRL | Composition and method for elimination of hydrogen sulfide and mercaptans |
Non-Patent Citations (4)
Title |
---|
BASU B ET AL: "Merox and Related Metal Phthalocyanine Catalyzed Oxidation Processes", vol. 35, no. 4, 1 December 1993 (1993-12-01), pages 571 - 609, XP009542497, ISSN: 0161-4940, Retrieved from the Internet <URL:http://www.tandfonline.com/doi/abs/10.1080/01614949308013917> [retrieved on 20060923], DOI: 10.1080/01614949308013917 * |
GHAEDIAN MARYAM ET AL: "EXPERIMENTAL INVESTIGATION ON DIFFERENT PARAMETERS IN DEMERCAPTANIZATION OF GAS CONDENSATE IN PILOT PLANT SCALE", PETROLEUM & COAL, 1 January 2012 (2012-01-01), pages 379 - 384, XP093028611, Retrieved from the Internet <URL:https://www.vurup.sk/wp-content/uploads/dlm_uploads/2017/07/pc_4_2012_ghaedian_186_0.pdf> [retrieved on 20230303] * |
MARYAM GHAEDIAN ET AL., PETROLEUM & COAL, vol. 54, no. 4, 2012, pages 379 - 384 |
VIL 'DANOV A F ET AL: "EXPERIENCE WITH THE OPERATION OF UNITS AT THE OMSK OIL REFINERY FOR REMOVING SULFUR COMPOUNDS FROM THE BUTANE-BUTYLENE FRACTION AND WASTE WATER WITH THE USE OF HOMOGENEOUS AND HETEROGENEOUS CATALYSTS", CHEMISTRY AND TECHNOLOGY OF FUELS AND OILS, 1 May 2013 (2013-05-01), pages 13 - 16, XP093028817, Retrieved from the Internet <URL:https://link.springer.com/content/pdf/10.1007/s10553-013-0432-x.pdf?pdf=button> [retrieved on 20230303] * |
Also Published As
Publication number | Publication date |
---|---|
WO2024023215A1 (en) | 2024-02-01 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN110050056B (en) | Fuel composition of light dense oil and high sulfur fuel oil | |
US5213680A (en) | Sweetening of oils using hexamethylenetetramine | |
AU719046B2 (en) | Bisoxazolidine hydrogen sulfide scavenger | |
Duissenov | Production and processing of sour crude and natural gas-challenges due to increasing stringent regulations | |
US10093868B1 (en) | Ionic liquid-based hydrogen sulfide and mercaptan scavengers | |
EP3347440A1 (en) | Hydrogen sulfide scavengers | |
NL2032631B1 (en) | Method for scavenging mercaptans in a hydrocarbon fluid | |
CN101998985B (en) | Quick removal of mercaptans from hydrocarbons | |
Cheremisinoff et al. | Handbook of Pollution Prevention and Cleaner Production Vol. 1: Best Practices in the Petroleum Industry | |
US10995278B2 (en) | Disposal of disulfide oil compounds and derivatives in delayed coking process | |
AU2018370022A1 (en) | Nitrogen-free hydrogen sulfide scavengers | |
Bunting et al. | Fungible and compatible biofuels: literature search, summary, and recommendations | |
WO2018062254A1 (en) | Metal corrosion suppressing method | |
RU2641910C1 (en) | Process of cleaning hydrocarbon media from h2s and/or mercaptanes | |
Shabani et al. | Technical and economic evaluation of separation of dimethyl disulfide from disulfide oil at liquefied petroleum gas treatment facilities of Assaluyeh gas refinery | |
Mohammadbeigi et al. | Demercaptanization of distillate (DMD) | |
Groysman et al. | Physico-Chemical Properties and Corrosiveness of Crude Oils and Petroleum Products | |
Azev et al. | Automotive gasolines. Long-term requirements for composition and properties | |
US5928495A (en) | Emulsion for heavy oil dilution and method of using same | |
Sitdikova et al. | Hydrogen sulfide absorbers of series Additop–the effective decision of decrease in the hydrogen sulfide content in fuels | |
NL2020504B1 (en) | Process for preparing a sweetened hydrocarbon liquid composition with reduced tendency to form gums, a scavenger composition for use in said process, and the sweetened hydrocarbon liquid composition with reduced tendency to form gums so prepared. | |
da Silva | Crude Oil Refining: A Simplified Approach | |
US20140084206A1 (en) | Treating Additives for the Deactivation of Sulfur Species Within a Stream | |
Speight | Gas Engineering: Vol. 3: Uses of Gas and Effects | |
WO2021236144A1 (en) | Conversion of merox process by-products to useful products in an integrated refinery process |