WO2022123586A1 - Procédé de neutralisation de catalyseur usé - Google Patents
Procédé de neutralisation de catalyseur usé Download PDFInfo
- Publication number
- WO2022123586A1 WO2022123586A1 PCT/IN2021/050195 IN2021050195W WO2022123586A1 WO 2022123586 A1 WO2022123586 A1 WO 2022123586A1 IN 2021050195 W IN2021050195 W IN 2021050195W WO 2022123586 A1 WO2022123586 A1 WO 2022123586A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- spent catalyst
- neutralization
- spent
- catalyst
- butene
- Prior art date
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 62
- 238000000034 method Methods 0.000 title claims abstract description 47
- 238000006386 neutralization reaction Methods 0.000 title abstract description 16
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims abstract description 33
- 238000004519 manufacturing process Methods 0.000 claims abstract description 16
- 230000003472 neutralizing effect Effects 0.000 claims abstract description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 18
- 238000006471 dimerization reaction Methods 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 230000005587 bubbling Effects 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
- 230000003301 hydrolyzing effect Effects 0.000 claims description 3
- 239000012535 impurity Substances 0.000 abstract description 7
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 abstract description 7
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract description 6
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 abstract description 5
- 239000010936 titanium Substances 0.000 abstract description 5
- 229910052719 titanium Inorganic materials 0.000 abstract description 5
- 239000011954 Ziegler–Natta catalyst Substances 0.000 abstract description 3
- 150000001412 amines Chemical class 0.000 abstract description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract description 3
- 239000001301 oxygen Substances 0.000 abstract description 3
- 229910052760 oxygen Inorganic materials 0.000 abstract description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 15
- 239000005977 Ethylene Substances 0.000 description 15
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 239000010802 sludge Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000002244 precipitate Substances 0.000 description 4
- 239000001117 sulphuric acid Substances 0.000 description 4
- 235000011149 sulphuric acid Nutrition 0.000 description 4
- 239000006200 vaporizer Substances 0.000 description 4
- 230000003197 catalytic effect Effects 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000000498 cooling water Substances 0.000 description 3
- 239000002360 explosive Substances 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 150000001399 aluminium compounds Chemical class 0.000 description 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000000447 dimerizing effect Effects 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 239000010808 liquid waste Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000012544 monitoring process Methods 0.000 description 2
- 238000010079 rubber tapping Methods 0.000 description 2
- 239000002910 solid waste Substances 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- 238000009834 vaporization Methods 0.000 description 2
- 230000008016 vaporization Effects 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- 101100378709 Arabidopsis thaliana AIR3 gene Proteins 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- -1 alkyl titanate Chemical compound 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- SIPUZPBQZHNSDW-UHFFFAOYSA-N bis(2-methylpropyl)aluminum Chemical compound CC(C)C[Al]CC(C)C SIPUZPBQZHNSDW-UHFFFAOYSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 150000002816 nickel compounds Chemical class 0.000 description 1
- 239000006259 organic additive Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000010891 toxic waste Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- ORYGRKHDLWYTKX-UHFFFAOYSA-N trihexylalumane Chemical compound CCCCCC[Al](CCCCCC)CCCCCC ORYGRKHDLWYTKX-UHFFFAOYSA-N 0.000 description 1
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 1
- CNWZYDSEVLFSMS-UHFFFAOYSA-N tripropylalumane Chemical compound CCC[Al](CCC)CCC CNWZYDSEVLFSMS-UHFFFAOYSA-N 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C22—METALLURGY; FERROUS OR NON-FERROUS ALLOYS; TREATMENT OF ALLOYS OR NON-FERROUS METALS
- C22B—PRODUCTION AND REFINING OF METALS; PRETREATMENT OF RAW MATERIALS
- C22B34/00—Obtaining refractory metals
- C22B34/10—Obtaining titanium, zirconium or hafnium
- C22B34/12—Obtaining titanium or titanium compounds from ores or scrap by metallurgical processing; preparation of titanium compounds from other titanium compounds see C01G23/00 - C01G23/08
- C22B34/1236—Obtaining titanium or titanium compounds from ores or scrap by metallurgical processing; preparation of titanium compounds from other titanium compounds see C01G23/00 - C01G23/08 obtaining titanium or titanium compounds from ores or scrap by wet processes, e.g. by leaching
- C22B34/124—Obtaining titanium or titanium compounds from ores or scrap by metallurgical processing; preparation of titanium compounds from other titanium compounds see C01G23/00 - C01G23/08 obtaining titanium or titanium compounds from ores or scrap by wet processes, e.g. by leaching using acidic solutions or liquors
- C22B34/125—Obtaining titanium or titanium compounds from ores or scrap by metallurgical processing; preparation of titanium compounds from other titanium compounds see C01G23/00 - C01G23/08 obtaining titanium or titanium compounds from ores or scrap by wet processes, e.g. by leaching using acidic solutions or liquors containing a sulfur ion as active agent
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/10—Inorganic compounds
- C02F2101/20—Heavy metals or heavy metal compounds
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2103/00—Nature of the water, waste water, sewage or sludge to be treated
- C02F2103/34—Nature of the water, waste water, sewage or sludge to be treated from industrial activities not provided for in groups C02F2103/12 - C02F2103/32
- C02F2103/36—Nature of the water, waste water, sewage or sludge to be treated from industrial activities not provided for in groups C02F2103/12 - C02F2103/32 from the manufacture of organic compounds
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P10/00—Technologies related to metal processing
- Y02P10/20—Recycling
Definitions
- the present invention relates to a process for neutralization of spent catalyst. More particularly, it relates to process for neutralizing spent Ziegler Natta catalysts generated during the production of Alpha olefin, namely Butene- 1 from dimerization reaction of Ethylene.
- Butene- 1 production is obtained by dimerization of ethylene.
- Ethylene can be dimerized to Butene- 1 using dimerization process in the presence of a catalyst composed of an aluminum based compound and titanium-based catalyst which is known in the art, preferably including those which lead to a high selectivity for dimers (1- butene or 2 -butene)
- the spent catalyst is generated with the impurities of TEA1 (Tri Ethyl aluminum), Solution of Titanium complex (N-Butyl Titanate) in tetrahy dro furan) , and Amines.
- TEA1 Tri Ethyl aluminum
- Solution of Titanium complex N-Butyl Titanate
- Amines Amines.
- the spent catalyst needs to be discarded safely. Also due to large amount of impurities present it cannot be discarded directly nor is it accepted by the local incinerator vendors due to pyrophoric nature of spent catalyst and presence of other impurities.
- spent catalyst has often been generated from a catalyst recovery section and sent to incinerator for safe disposal.
- spent catalyst was neutralized with basic material after being separated from the reaction, but, this particular system requires acidic treatment to neutralize as PH increases.
- acidic treatment to neutralize as PH increases.
- Such catalysts become spent, But, the prior art disposal techniques are not entirely satisfactory from safety and environmental standpoints, as dumping of spent non-neutralized catalyst generates considerable toxic waste, highly pungent smell and pyrophoric spent which creates safety and environmental issues.
- the US patent application US5728912A relates to an improved industrial process for the manufacture of Butene- 1 from ethylene.
- the object of the present invention is to provide an improved process for manufacture of butene- 1 by dimerization of ethylene comprising a very efficient catalyst removal section.
- the process of the invention in which about 99 wt % of the reactor effluent is vaporised in two stages, first using an ordinary vaporizer and then thin film evaporator, has the advantage of limiting vaporization duty on the thin film evaporator. This limitation decreases the plant cost significantly.
- the vaporization at high temperatures and pressures causes frequent fouling of vaporizer due to polymer properties modification at high temperature in the vaporizer.
- the reactor effluent always contains some heavy components such as C6 (mainly olefinic compounds) and C6+ (mainly octenes) formed by side reaction in the reactor.
- Another US patent application US20130158321A1 relates to a process for production of octenes from ethylene by dimerizing ethylene to butenes and by dimerizing butenes to octenes.
- the process employs the following steps: 1. Dimerization of Ethylene to Butenes and 2. Dimerization of Butenes to Octenes.
- ethylene dimerization is carried out in the presence of a titanium-based catalyst.
- a homogeneous catalytic system is used which can selectively produce 1 -butene from ethylene under mild conditions.
- the catalytic system is composed of an alkyl titanate, an ether type organic additive and an aluminium compound with formula AIR3 or AIR2H, in which each of the residues R is a hydrocarbyl radical, preferably alkyl containing 2 to 6 carbon atoms, for example triethylaluminium, tripropylaluminium, triisobutylaluminium, the hydride of diisobutylaluminium or trihexylaluminium.
- ethylene is dimerized in the presence of a catalytic system composed of a nickel compound and an aluminium compound.
- the very high purity of the butenes obtained from the ethylene dimerization processes of the invention mean that a prior purification step between the ethylene dimerization step and the butenes dimerization step can be dispensed with.
- the main object of the present invention is directed to provide a process for neutralization of spent catalysts.
- the present invention provides the process for neutralizing the spent catalyst for the catalyst used in Butene- 1 production.
- the invention provides the process that neutralizes the spent catalyst used in Butene- 1 production in a single process thereby eliminating the need of separate purification or removal process for neutralizing the spent catalyst.
- the process that neutralizes the spent catalyst used in Butene- 1 production in a single process thereby eliminating the need of separate purification or removal process for neutralizing the spent catalyst.
- object of the invention is to provide environment friendly process that obviates the disadvantages of prior art.
- the present process for neutralizing the spent Ziegler Natta catalyst comprises of following steps: 1. Taking water in the neutralizing storage tank; 2. Isolating tank Level Gauge after receiving of water; 3. Providing Nitrogen from the bottom connection for bubbling; 4. Start tank Jacket cooling water for continuous cooling; 5. Maintaining vessel pressure (25 MMWC) by routing overflow line to water tank; 6. Continuing Nitrogen bubbling from the bottom of the connection; 7. Charging spent catalyst; 8. Monitoring the temperature using Thermo Gun and Temperature Gauge (TG) at vessel, if temperature rises by 50°C, stop adding spent catalyst and wait till temperature comes down to 40°C, then repeat from step-6; 9. Keep mixing for 02 hrs and monitoring the tank pressure using Pressure Gauge (PG) provided at top nozzle of the tank; 10.
- TG Thermo Gun and Temperature Gauge
- %LEL (Lower Explosive Limit ⁇ 20 %) at overflow line, if %LEL is found continuously of 02 -meter distance at overflow line, then stop adding spent catalyst till %LEL is normalized, then repeat from step-6; 11. Nitrogen bubbling till next step of draining. 12. Draining the sludge using filter pit system to separate the sludge and effluent water; 13. Routing of the water after dilution; 14. Adding Sulphuric Acid to reduce its pH.
- the present invention provides a process for neutralization of spent catalyst more particularly neutralizing the spent Ziegler Natta catalyst used in Butene- 1 production process in plants. Whereas the present process takes into account the following key features:
- the storage tank with mixing and cooling facility utilized for neutralization of spent catalyst is equipped with Level, temperature, pressure Gauge (LG, TG, PG), Pressure Relief Valve (PSV), spare nozzles to provide Nitrogen (N2), cooling jacket and a dosing connection with in and out tappings.
- LG, TG, PG Pressure Relief Valve
- PSV Pressure Relief Valve
- N2 Nitrogen
- a pneumatic diaphragm pump with NRV Non-Return Valve
- Thermo Gun Temperature Gauge (TG), Pressure Gauge (PG), Check Valve (CV), Spent Catalyst Container.
- NRV Non-Return Valve
- TG Temperature Gauge
- PG Pressure Gauge
- CV Check Valve
- Spent Catalyst Container Spent Catalyst Container.
- Chemicals used in the process are: Normal process Water, Sulphuric acid, Nitrogen N2.
- the present process for neutralizing the spent catalyst comprises of following steps:
- the storage tank is equipped with Level Gauge (LG), Temperature Gauge (TG), Pressure Gauge (PG), jacketed cooling water, spare nozzles for Nitrogen (N2) and a dosing connection with in and out tapping.
- LG Level Gauge
- TG Temperature Gauge
- PG Pressure Gauge
- N2 Nitrogen
- Level gauge LG
- N2 Nitrogen gas
- the next step in the process is mixing of the spent catalyst in the said tank for neutralization process.
- Spent catalyst from said Spent Catalyst Container are charged in said tank and allowed to react. Ensuring the transfer rate of addition to be of 300-400 Kg for minimum of 30-40 minutes in 2 -3 m3 of water.
- the nitrogen gas (N2) is added to the mixture obtained in step 2. This facilitates the separation and setting of the precipitation.
- TG Temperature Gauge
- PG pressure gauge
- adding of the mixture of spent catalyst is to be stopped until the temperature comes down at 40°C. Once the temp is at 40 °C, repeat the above step.
- step 3 While step 3 is in process, it is required to monitor the %LEL at vent (Lower Explosive Limit). In case if %LEL is found continuously within 02 -meter distance at overflow vent line, then addition of the mixture of spent catalyst is to be stopped until %LEL is normalized (zero%). Once %LEL is normalized (Lower Explosive Limit ⁇ 20 %) repeat the above step.
- the obtained mixture is drained separating the sludge.
- the waste water separated has pH in the range 9-12.
- the pH of the waste water obtained in step 3 is to be adjusted in range of 6-8 if it is to be sent to Effluent treatment plant (ETP). pH of the said sludge is adjusted using sulphuric acid solution. (Ratio 2 -3.5ml 6N Sulphuric acid for about 148ml).
- DM demineralized water
- spent catalyst is added drop-wise cautiously (28ml) with constant stirring by maintaining the temperature within 40 deg C.
- 3.5 ml of 6N sulfuric acid is added drop-wise to neutralize the solution and pH is found lowered to 5 ⁇ 6 (approx.). Greenish yellow precipitate is observed settling at the bottom of resultant solution and the solution is left overnight when aqueous layer is found separated.
- aqueous layer is analyzed for Chemical Oxygen Demand (COD) .
- COD Chemical Oxygen Demand
- the dried yellow precipitate is ignited in a crucible over burner and precipitate is found to burn with a sooty flame.
- the spent catalyst neutralized through above process when subjected to Metal Analysis test for both the sludge and precipitate. The result obtained is summarized below and is within the range as permitted under environment norms:
- the present invention provides the process for the neutralization of spent catalyst used in Butene- 1 production.
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- Life Sciences & Earth Sciences (AREA)
- Environmental & Geological Engineering (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Geology (AREA)
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
La présente invention concerne un procédé de neutralisation d'un catalyseur usé, et plus particulièrement, la neutralisation du catalyseur Ziegler-Natta usé utilisé dans un procédé de production de butène-1 dans des installations. Le procédé de l'invention prend en compte les caractéristiques clés suivantes : 1. l'élimination des impuretés d'oxygène dans le catalyseur usé, 2. la neutralisation du TEAl (tri-éthyl-aluminium), 3. l'élimination du complexe de titane (titanate de N-butyle), du tétrahydrofurane et des impuretés amines à partir du catalyseur usé, 4. l'élimination des contenus pyrophoriques à partir du catalyseur usé.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IN202021053247 | 2020-12-07 | ||
IN202021053247 | 2020-12-07 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2022123586A1 true WO2022123586A1 (fr) | 2022-06-16 |
Family
ID=81974239
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/IN2021/050195 WO2022123586A1 (fr) | 2020-12-07 | 2021-03-02 | Procédé de neutralisation de catalyseur usé |
Country Status (1)
Country | Link |
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WO (1) | WO2022123586A1 (fr) |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2513165A1 (fr) * | 2009-12-18 | 2012-10-24 | Total Research & Technology Feluy | Procédé de neutralisation d'un catalyseur de polymérisation |
WO2019190949A1 (fr) * | 2018-03-28 | 2019-10-03 | Dow Global Technologies Llc | Désactivation et neutralisation de catalyseur ziegler-natta |
-
2021
- 2021-03-02 WO PCT/IN2021/050195 patent/WO2022123586A1/fr active Application Filing
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2513165A1 (fr) * | 2009-12-18 | 2012-10-24 | Total Research & Technology Feluy | Procédé de neutralisation d'un catalyseur de polymérisation |
WO2019190949A1 (fr) * | 2018-03-28 | 2019-10-03 | Dow Global Technologies Llc | Désactivation et neutralisation de catalyseur ziegler-natta |
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