RU2008142366A - Гидрирование ароматических соединений - Google Patents
Гидрирование ароматических соединений Download PDFInfo
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- RU2008142366A RU2008142366A RU2008142366/04A RU2008142366A RU2008142366A RU 2008142366 A RU2008142366 A RU 2008142366A RU 2008142366/04 A RU2008142366/04 A RU 2008142366/04A RU 2008142366 A RU2008142366 A RU 2008142366A RU 2008142366 A RU2008142366 A RU 2008142366A
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- 150000001491 aromatic compounds Chemical class 0.000 title claims abstract 7
- 238000000034 method Methods 0.000 claims abstract 21
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims abstract 12
- 239000003054 catalyst Substances 0.000 claims abstract 10
- 238000006243 chemical reaction Methods 0.000 claims abstract 10
- 150000001923 cyclic compounds Chemical class 0.000 claims abstract 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 4
- 239000001257 hydrogen Substances 0.000 claims abstract 4
- 229910052750 molybdenum Inorganic materials 0.000 claims abstract 4
- 229910052763 palladium Inorganic materials 0.000 claims abstract 4
- 229910052702 rhenium Inorganic materials 0.000 claims abstract 4
- 229910052725 zinc Inorganic materials 0.000 claims abstract 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims abstract 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims abstract 3
- 229910052802 copper Inorganic materials 0.000 claims abstract 3
- 229910052759 nickel Inorganic materials 0.000 claims abstract 3
- 239000011148 porous material Substances 0.000 claims abstract 3
- 239000002904 solvent Substances 0.000 claims abstract 3
- 230000007704 transition Effects 0.000 claims abstract 3
- 238000009835 boiling Methods 0.000 claims abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims 5
- 238000005984 hydrogenation reaction Methods 0.000 claims 2
- 238000004438 BET method Methods 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
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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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/889—Manganese, technetium or rhenium
- B01J23/8896—Rhenium
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/68—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
- C07C209/70—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton by reduction of unsaturated amines
- C07C209/72—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton by reduction of unsaturated amines by reduction of six-membered aromatic rings
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/74—Iron group metals
- B01J23/755—Nickel
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- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/80—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with zinc, cadmium or mercury
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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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/85—Chromium, molybdenum or tungsten
- B01J23/88—Molybdenum
- B01J23/883—Molybdenum and nickel
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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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/89—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals
- B01J23/892—Nickel and noble metals
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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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/02—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of hydrogen atoms by amino groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/02—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation
- C07C5/10—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation of aromatic six-membered rings
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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
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
- B01J35/61—Surface area
- B01J35/613—10-100 m2/g
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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
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
- B01J35/61—Surface area
- B01J35/615—100-500 m2/g
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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
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
- B01J35/63—Pore volume
- B01J35/633—Pore volume less than 0.5 ml/g
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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
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
- B01J35/63—Pore volume
- B01J35/635—0.5-1.0 ml/g
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the iron group metals or copper
- C07C2523/74—Iron group metals
- C07C2523/75—Cobalt
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the iron group metals or copper
- C07C2523/74—Iron group metals
- C07C2523/755—Nickel
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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
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
1. Способ гидрирования ароматических соединений в реакционном потоке, включающий контактирование указанного реакционного потока с водородом в условиях давления и температуры для реагирования водорода и ароматических соединений в присутствии катализатора, включающего от 4 до 14 мас.% Ni и от 0,0 до около 0,9 мас.% Cu, нанесенных на носитель из переходного оксида алюминия, имеющий удельную площадь поверхности по методу ВЕТ от около 40 до 180 м2/г и объем пор от около 0,3 до около 0,8 см3/г, для получения гидрированного циклического соединения. ! 2. Способ по п.1, в котором содержание Cu составляет от около 0,2 до 0,4 мас.%. ! 3. Способ по п.2, в котором содержание Ni в катализаторе составляет от около 9 до 10 мас.% и. ! 4. Способ по п.2, в котором катализатор содержит один или более модифицирующих компонентов, выбранных из группы, состоящей из Ag, Ru, Re, Zn, Mo и Pd. ! 5. Способ по п.1, в котором бензол присутствует в реакционном потоке в количестве от 1 до 60 мас.%, и гидрированное циклическое соединение включает циклогексан. ! 6. Способ по п.1, который проводят в присутствии растворителя, имеющего температуру кипения по меньшей мере на 10°F выше, чем у гидрируемого ароматического соединения и гидрированного циклического соединения. ! 7. Способ по п.6, в котором содержание Cu составляет от около 0,2 до 0,4 мас.%. ! 8. Способ по п.7, в котором содержание Ni в катализаторе составляет от около 9 до 10 мас.% и. ! 9. Способ по п.7, в котором катализатор содержит один или более модифицирующих компонентов, выбранных из группы, состоящей из Ag, Ru, Re, Zn, Mo и Pd. ! 10. Способ по п.6, в котором бензол присутствует в реакционном потоке в количестве от 1 до 60 мас.%, и гидрированное циклическое соединение вк�
Claims (12)
1. Способ гидрирования ароматических соединений в реакционном потоке, включающий контактирование указанного реакционного потока с водородом в условиях давления и температуры для реагирования водорода и ароматических соединений в присутствии катализатора, включающего от 4 до 14 мас.% Ni и от 0,0 до около 0,9 мас.% Cu, нанесенных на носитель из переходного оксида алюминия, имеющий удельную площадь поверхности по методу ВЕТ от около 40 до 180 м2/г и объем пор от около 0,3 до около 0,8 см3/г, для получения гидрированного циклического соединения.
2. Способ по п.1, в котором содержание Cu составляет от около 0,2 до 0,4 мас.%.
3. Способ по п.2, в котором содержание Ni в катализаторе составляет от около 9 до 10 мас.% и.
4. Способ по п.2, в котором катализатор содержит один или более модифицирующих компонентов, выбранных из группы, состоящей из Ag, Ru, Re, Zn, Mo и Pd.
5. Способ по п.1, в котором бензол присутствует в реакционном потоке в количестве от 1 до 60 мас.%, и гидрированное циклическое соединение включает циклогексан.
6. Способ по п.1, который проводят в присутствии растворителя, имеющего температуру кипения по меньшей мере на 10°F выше, чем у гидрируемого ароматического соединения и гидрированного циклического соединения.
7. Способ по п.6, в котором содержание Cu составляет от около 0,2 до 0,4 мас.%.
8. Способ по п.7, в котором содержание Ni в катализаторе составляет от около 9 до 10 мас.% и.
9. Способ по п.7, в котором катализатор содержит один или более модифицирующих компонентов, выбранных из группы, состоящей из Ag, Ru, Re, Zn, Mo и Pd.
10. Способ по п.6, в котором бензол присутствует в реакционном потоке в количестве от 1 до 60 мас.%, и гидрированное циклическое соединение включает циклогексан.
11. Способ по п.6, в котором растворитель составляет от 10 до 90 мас.% реакционного потока.
12. Модифицированный медью никелевый катализатор для применения в гидрировании ароматического соединения с получением гидрированного циклического соединения, включающий от 4 до 14 мас.% Ni и от около 0,2 до 0,4 мас.% Cu, нанесенных на носитель из переходного оксида алюминия, имеющего удельную площадь поверхности по методу ВЕТ от около 40 до 180 м2/г и объем пор от около 0,3 до около 0,8 см3/г.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11/389,955 US7348463B2 (en) | 2006-03-27 | 2006-03-27 | Hydrogenation of aromatic compounds |
US11/389,955 | 2006-03-27 |
Publications (2)
Publication Number | Publication Date |
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RU2008142366A true RU2008142366A (ru) | 2010-05-10 |
RU2391326C1 RU2391326C1 (ru) | 2010-06-10 |
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ID=38534396
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RU2008142366/04A RU2391326C1 (ru) | 2006-03-27 | 2006-11-22 | Гидрирование ароматических соединений |
Country Status (8)
Country | Link |
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US (2) | US7348463B2 (ru) |
EP (1) | EP1999101A4 (ru) |
JP (1) | JP2009531426A (ru) |
KR (1) | KR20080108140A (ru) |
CN (2) | CN101045669B (ru) |
RU (1) | RU2391326C1 (ru) |
TW (1) | TW200736209A (ru) |
WO (1) | WO2007126421A1 (ru) |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2009050292A2 (en) * | 2007-10-19 | 2009-04-23 | Shell Internationale Research Maatschappij B.V. | Catalyst for the hydrogenation of unsaturated hydrocarbons and process for its preparation |
US8119558B2 (en) * | 2008-03-14 | 2012-02-21 | Süd-Chemie Inc. | Ultra high temperature shift catalyst with low methanation |
DE102008026094A1 (de) * | 2008-05-30 | 2009-12-03 | Süd-Chemie AG | Verfahren zur Herstellung nanokristalliner Nickeloxide |
DE102008058971A1 (de) * | 2008-11-25 | 2010-07-15 | Süd-Chemie AG | Schalenkatalysator, Verfahren zu seiner Herstellung sowie Verwendung |
CN103030487B (zh) * | 2011-09-29 | 2016-02-10 | 中国石油化工股份有限公司 | 芳烃加氢饱和的方法 |
CN102516087B (zh) * | 2011-10-25 | 2013-10-30 | 江苏诺盟化工有限公司 | 一种高纯度二环己胺的制备方法 |
CN102925935B (zh) * | 2012-11-13 | 2015-05-20 | 上海应用技术学院 | 一种镍-铜-三氧化二铝催化分离复合膜及其制备方法和应用 |
CN103638949B (zh) * | 2013-12-09 | 2015-11-11 | 江苏大学 | 一种纳米镍/银/铜复合催化剂的制备及其应用 |
JP6306370B2 (ja) * | 2014-02-25 | 2018-04-04 | 千代田化工建設株式会社 | 芳香族化合物の水素化システムおよび水素化方法 |
JP6456204B2 (ja) | 2015-03-24 | 2019-01-23 | 千代田化工建設株式会社 | 芳香族炭化水素の水素化触媒及びそれを用いた水素化処理方法 |
CN105126867B (zh) * | 2015-08-03 | 2018-03-16 | 浙江大学 | 一种碳负载Pt‑Ru‑Ni催化剂及其制备方法和应用 |
KR20190040257A (ko) | 2016-08-18 | 2019-04-17 | 더 유니버서티 오브 시카고 | 고효율 유기 변환을 위한 금속 산화물-지지된 지구에 풍부한 금속 촉매 |
KR102327050B1 (ko) * | 2017-12-29 | 2021-11-15 | 한화솔루션 주식회사 | 선택적 수소화 방법 |
FR3091659B1 (fr) * | 2019-01-15 | 2023-04-14 | Ifp Energies Now | Procédé de préparation d’un catalyseur d’hydrogénation des aromatiques comprenant une étape de formation d’un alliage de NiCu en pré-imprégnation |
US11376567B2 (en) * | 2019-12-05 | 2022-07-05 | GM Global Technology Operations LLC | Methods for preparing catalytic systems |
CN114522717B (zh) * | 2022-03-09 | 2023-09-05 | 北京海顺德钛催化剂有限公司 | 一种加氢脱苯催化剂的制备方法及催化剂和应用 |
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-
2006
- 2006-03-27 US US11/389,955 patent/US7348463B2/en not_active Expired - Fee Related
- 2006-11-22 EP EP06844500A patent/EP1999101A4/en not_active Ceased
- 2006-11-22 RU RU2008142366/04A patent/RU2391326C1/ru not_active IP Right Cessation
- 2006-11-22 JP JP2009502761A patent/JP2009531426A/ja active Pending
- 2006-11-22 WO PCT/US2006/045173 patent/WO2007126421A1/en active Application Filing
- 2006-11-22 KR KR1020087026050A patent/KR20080108140A/ko active IP Right Grant
- 2006-12-07 TW TW095145722A patent/TW200736209A/zh unknown
-
2007
- 2007-02-01 CN CN2007100063176A patent/CN101045669B/zh not_active Expired - Fee Related
- 2007-02-01 CN CN2011100599847A patent/CN102172531A/zh active Pending
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2008
- 2008-01-29 US US12/021,809 patent/US20080139383A1/en not_active Abandoned
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CN101045669A (zh) | 2007-10-03 |
CN102172531A (zh) | 2011-09-07 |
EP1999101A4 (en) | 2009-08-19 |
TW200736209A (en) | 2007-10-01 |
US20070225531A1 (en) | 2007-09-27 |
US20080139383A1 (en) | 2008-06-12 |
RU2391326C1 (ru) | 2010-06-10 |
CN101045669B (zh) | 2011-07-13 |
JP2009531426A (ja) | 2009-09-03 |
US7348463B2 (en) | 2008-03-25 |
KR20080108140A (ko) | 2008-12-11 |
EP1999101A1 (en) | 2008-12-10 |
WO2007126421A1 (en) | 2007-11-08 |
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