JP4606167B2 - 水素化触媒の再生方法 - Google Patents
水素化触媒の再生方法 Download PDFInfo
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- JP4606167B2 JP4606167B2 JP2004545855A JP2004545855A JP4606167B2 JP 4606167 B2 JP4606167 B2 JP 4606167B2 JP 2004545855 A JP2004545855 A JP 2004545855A JP 2004545855 A JP2004545855 A JP 2004545855A JP 4606167 B2 JP4606167 B2 JP 4606167B2
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- hydrogenation catalyst
- regenerating
- stripping
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- 239000003054 catalyst Substances 0.000 title claims abstract description 71
- 238000005984 hydrogenation reaction Methods 0.000 title claims abstract description 61
- 238000000034 method Methods 0.000 title claims abstract description 43
- 230000001172 regenerating effect Effects 0.000 title claims abstract description 20
- 239000000126 substance Substances 0.000 claims abstract description 17
- 239000000203 mixture Substances 0.000 claims abstract description 15
- 230000001590 oxidative effect Effects 0.000 claims abstract description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 20
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 16
- 238000011069 regeneration method Methods 0.000 claims description 16
- 239000007789 gas Substances 0.000 claims description 12
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- 238000011282 treatment Methods 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 229910052751 metal Inorganic materials 0.000 claims description 9
- 239000002184 metal Substances 0.000 claims description 9
- 229910052763 palladium Inorganic materials 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 7
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 6
- 230000003647 oxidation Effects 0.000 claims description 6
- 238000007254 oxidation reaction Methods 0.000 claims description 6
- 239000010409 thin film Substances 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 150000002430 hydrocarbons Chemical class 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 4
- 229910052709 silver Inorganic materials 0.000 claims description 4
- 239000004332 silver Substances 0.000 claims description 4
- 239000006228 supernatant Substances 0.000 claims description 4
- IYABWNGZIDDRAK-UHFFFAOYSA-N allene Chemical compound C=C=C IYABWNGZIDDRAK-UHFFFAOYSA-N 0.000 claims description 3
- 229910052786 argon Inorganic materials 0.000 claims description 3
- 239000003791 organic solvent mixture Substances 0.000 claims description 3
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 2
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims description 2
- MWWATHDPGQKSAR-UHFFFAOYSA-N propyne Chemical compound CC#C MWWATHDPGQKSAR-UHFFFAOYSA-N 0.000 claims description 2
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 2
- 238000011284 combination treatment Methods 0.000 claims 1
- 239000006185 dispersion Substances 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 238000009210 therapy by ultrasound Methods 0.000 claims 1
- 230000000694 effects Effects 0.000 description 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 9
- 229910052799 carbon Inorganic materials 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- 230000008929 regeneration Effects 0.000 description 9
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 239000003921 oil Substances 0.000 description 4
- 239000011877 solvent mixture Substances 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000005470 impregnation Methods 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000011164 primary particle Substances 0.000 description 2
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 1
- 239000001371 (5E)-3,5-dimethylocta-1,5,7-trien-3-ol Substances 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- 238000004833 X-ray photoelectron spectroscopy Methods 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000011066 ex-situ storage Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910021472 group 8 element Inorganic materials 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 229910052741 iridium Inorganic materials 0.000 description 1
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000011133 lead Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- GPNDARIEYHPYAY-UHFFFAOYSA-N palladium(ii) nitrate Chemical compound [Pd+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O GPNDARIEYHPYAY-UHFFFAOYSA-N 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- UCJDOOQYQPZUFP-UHFFFAOYSA-N prop-1-ene prop-1-yne Chemical compound CC#C.C=CC UCJDOOQYQPZUFP-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910001961 silver nitrate Inorganic materials 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
- 238000004544 sputter deposition Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000001771 vacuum deposition Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/50—Catalysts, in general, characterised by their form or physical properties characterised by their shape or configuration
- B01J35/58—Fabrics or filaments
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/06—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of zinc, cadmium or mercury
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
- B01J23/44—Palladium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/48—Silver or gold
- B01J23/50—Silver
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/90—Regeneration or reactivation
- B01J23/96—Regeneration or reactivation of catalysts comprising metals, oxides or hydroxides of the noble metals
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/02—Impregnation, coating or precipitation
- B01J37/0215—Coating
- B01J37/0225—Coating of metal substrates
- B01J37/0226—Oxidation of the substrate, e.g. anodisation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J38/00—Regeneration or reactivation of catalysts, in general
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J38/00—Regeneration or reactivation of catalysts, in general
- B01J38/04—Gas or vapour treating; Treating by using liquids vaporisable upon contacting spent catalyst
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J38/00—Regeneration or reactivation of catalysts, in general
- B01J38/04—Gas or vapour treating; Treating by using liquids vaporisable upon contacting spent catalyst
- B01J38/10—Gas or vapour treating; Treating by using liquids vaporisable upon contacting spent catalyst using elemental hydrogen
-
- 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
- C10G45/00—Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds
- C10G45/32—Selective hydrogenation of the diolefin or acetylene compounds
-
- 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
- C10G45/00—Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds
- C10G45/32—Selective hydrogenation of the diolefin or acetylene compounds
- C10G45/34—Selective hydrogenation of the diolefin or acetylene compounds characterised by the catalyst used
- C10G45/40—Selective hydrogenation of the diolefin or acetylene compounds characterised by the catalyst used containing platinum group metals or compounds thereof
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/30—Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
- B01J35/391—Physical properties of the active metal ingredient
- B01J35/393—Metal or metal oxide crystallite size
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/02—Impregnation, coating or precipitation
- B01J37/0215—Coating
- B01J37/0225—Coating of metal substrates
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- 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
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- General Chemical & Material Sciences (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Exhaust Gas Treatment By Means Of Catalyst (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
窒素は、特に、その入手しやすさ、価格及び熱容量の理由で極めて好適である。窒素と水素との混合物も同様に有用である。
温度 80℃
反応液循環 200m3/m2/時間
気体循環 200m3/m2/時間
再生温度と時間の触媒活性に対する影響
上記TFCを、上記処理条件下で実験した。水素で還元することによりTFCを水素化活性形態に変換し、次いで不活性化のシュミレーションを行い、グリーンオイルに浸漬した。比較のため、蒸気/空気での慣用の酸化処理により再生したTFCと、窒素を用い本発明の方法により再生処理したTFCとを得た。再生温度と時間を変化させ、再生後の触媒活性を測定した。新しい触媒の変換率を100%とし、これに対するHDHLの上記の選択的水素化における相対的な変換率を得ることにより触媒活性の測定を行った。
C3留分の選択的水素化用の製造反応器中で用いたTFCの活性に対する再生方法の影響
上記方法により得られ、DE−A10005663号公報に記載されたパケットの形態に成形したTFCを、C3留分中のプロピン及び/又はプロパジエンをプロピレンに選択的に水素化する製造反応器中で使用した。DE−A19959064号公報ではこれを「プロセスB」と称している。1年経過後、触媒を反応器から取り出し、再生を行わず(比較例C4)、蒸気/空気混合物の使用下に400℃で古典的な酸化再生を行い(比較例C5)、窒素流下、100℃で24時間ストリッピングを行う本発明の方法による再生を行い(実施例1)、又は反応器中で窒素により簡単にストリッピングを行い、次いで以下の処理条件下、すなわち
溶媒混合物容量/触媒容量: 1.5:1
時間 6時間
温度 25℃
でベンゼン/トルエン/キシレン溶媒混合物をすすぎ洗いすることにより(実施例2)、それぞれ再生を行った。
透過型電子顕微鏡を用いた一次粒径(単位:nm)、
X線光電子分光によるTFC表面における炭素含有率(単位:atom%)、
新しいTFCの変換率100%に対する、HDHLからH−LINへの選択的水素化における相対的変換率(C(rel.))、
を測定した。
Claims (13)
- パラジウムまたは銀ドープされたパラジウムを含む活性組成物を非多孔質の金属担体上に施与することにより形成され、C2留分中のアセチレンの気相における選択的水素化、又はC3留分中のプロピン及び/又はプロパジエンの気相における選択的水素化に使用した水素化触媒を再生させる方法であって、物質又は物質混合物により50℃〜300℃にてストリッピングを行い、当該物質又は物質混合物が処理条件下において酸化作用を有さない気体状態で存在し、かつ水素、窒素、アルゴン及び炭化水素から選択されることを特徴とする水素化触媒の再生方法。
- 金属担体が織物状メッシュ又は編物状メッシュの形態であることを特徴とする請求項1に記載の水素化触媒の再生方法。
- ストリッピングに使用される物質又は物質混合物が、飽和炭化水素若しくはその混合物、窒素又は窒素と水素との混合物からなることを特徴とする請求項1又は2に記載の水素化触媒の再生方法。
- ストリッピングに使用される物質がメタンであることを特徴とする請求項3に記載の水素化触媒の再生方法。
- ストリッピングを70℃〜250℃で行うことを特徴とする請求項1〜4のいずれか1項に記載の水素化触媒の再生方法。
- 前記ストリッピング処理の他に、水素化触媒のすすぎを更に行うことを特徴とする請求項1〜5のいずれか1項に記載の水素化触媒の再生方法。
- すすぎを非極性有機溶媒又は非極性有機溶媒混合物で行うことを特徴とする請求項6に記載の水素化触媒の再生方法。
- すすぎを環境温度にて行うことを特徴とする請求項6又は7に記載の水素化触媒の再生方法。
- 現場にて、上澄み液中、及び/又はポンプ循環する溶媒中で行われる請求項6〜8のいずれか1項に記載の水素化触媒の再生方法。
- 現場付近にて、上澄み液中、及び/又はポンプ循環する溶媒中で、気体の散布及び/又は超音波処理を用いて行われることを特徴とする請求項6〜8のいずれか1項に記載の水素化触媒の再生方法。
- 水素化触媒を、すすいだ後にストリッピングすることを特徴とする請求項6〜10のいずれか1項に記載の水素化触媒の再生方法。
- 水素化触媒を、請求項1〜5のいずれかに記載のストリッピング、又は請求項6〜11のいずれかに記載のすすぎとストリッピングにより2回以上再生させ、次いで酸化処理を行うか、又は
請求項1〜5のいずれかに記載のストリッピング又は請求項6〜11のいずれかに記載のすすぎとストリッピングと、酸化処理との組み合わせ処理を行うこと、
により再生することを特徴とする水素化触媒の反復再生方法。 - 水素化触媒が薄膜触媒であることを特徴とする請求項1〜12のいずれか1項に記載の方法。
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US8895791B2 (en) | 2006-07-31 | 2014-11-25 | Basf Se | Method of regenerating ruthenium catalysts suitable for hydrogenation |
DE502007005974D1 (de) * | 2006-07-31 | 2011-01-27 | Basf Se | Verfahren zur regenerierung von rutheniumkatalysatoren für die kernhydrierung von phthalaten |
CN101376115B (zh) * | 2007-08-27 | 2011-04-20 | 中国石油化工股份有限公司 | 一种贵金属加氢催化剂的再生方法 |
DE102008012227A1 (de) * | 2008-03-03 | 2009-09-17 | Basf Se | Regenerierung von Hydrierungskatalysatoren auf der Basis eines Platinmetalls |
US7981825B2 (en) * | 2008-03-27 | 2011-07-19 | Spansion Llc | Fuel cell catalyst regeneration |
JP4610664B1 (ja) | 2009-07-09 | 2011-01-12 | Jx日鉱日石エネルギー株式会社 | 再生水素化処理用触媒の製造方法及び石油製品の製造方法 |
EP2528882B1 (en) * | 2010-01-28 | 2016-11-30 | DSM IP Assets B.V. | Hydrogenation process |
CN102093161B (zh) * | 2010-12-31 | 2014-06-18 | 景县本源精化有限公司 | 一种二羟基二环己基丙烷的制备方法 |
US8822370B2 (en) * | 2011-05-16 | 2014-09-02 | Uop Llc | Substantially non-porous substrate supported noble metal-and lanthanide-containing catalysts |
US9180434B2 (en) * | 2011-10-27 | 2015-11-10 | Dsm Ip Assets B.V. | Catalytic system |
KR101429808B1 (ko) * | 2012-05-25 | 2014-08-18 | 주식회사 엘지화학 | 수소화 촉매의 재생방법 |
US9492813B2 (en) | 2012-05-25 | 2016-11-15 | Lg Chem, Ltd. | Method for regenerating hydrogenation catalyst |
CN104588132A (zh) * | 2013-10-30 | 2015-05-06 | 华东理工大学 | 乙炔氢氯化反应用无汞催化剂(udh)的再生方法 |
CN113457749A (zh) * | 2021-06-24 | 2021-10-01 | 宁夏新龙蓝天科技股份有限公司 | 一种用二氯乙烷复新废无汞催化剂的制作方法 |
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JPS61271035A (ja) * | 1985-05-28 | 1986-12-01 | Chiyoda Chem Eng & Constr Co Ltd | 水素化処理触媒の再生方法 |
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US5130172A (en) * | 1988-10-21 | 1992-07-14 | The Regents Of The University Of California | Low temperature organometallic deposition of metals |
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US5212128A (en) * | 1991-11-29 | 1993-05-18 | Exxon Research & Engineering Company | Method for recovering or maintaining the activity of hydroisomerization catalysts |
US5332705A (en) * | 1992-06-19 | 1994-07-26 | Exxon Chemical Patents Inc. | Regeneration of acetylene converter catalysts by hydrogen stripping |
US5817589A (en) * | 1996-04-02 | 1998-10-06 | Intevep, S.A. | Regeneration of catalyst comprising flushing with inert gas followed by flushing with hydrogen |
DE19636064A1 (de) * | 1996-09-05 | 1998-03-12 | Basf Ag | Verfahren zur Hydrierung |
DE19915681A1 (de) * | 1999-04-07 | 2000-10-12 | Basf Ag | Verfahren zur Herstellung von Platinmetall-Katalysatoren |
DE19959064A1 (de) | 1999-12-08 | 2001-06-13 | Basf Ag | Trägerkatalysator zur Selektivhydrierung von Alkinen und Dienen |
US6414205B1 (en) * | 2000-03-24 | 2002-07-02 | Catalytic Distillation Technologies | Process for the removal of MAPD from hydrocarbon streams |
US6632765B1 (en) | 2000-06-23 | 2003-10-14 | Chervon U.S.A. Inc. | Catalyst regeneration via reduction with hydrogen |
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CN1705511A (zh) | 2005-12-07 |
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US7622412B2 (en) | 2009-11-24 |
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