JP2008511441A - オレフィンのエポキシ化方法、該方法に用いる触媒、該触媒の調製に用いる担体、および該担体の調製方法 - Google Patents
オレフィンのエポキシ化方法、該方法に用いる触媒、該触媒の調製に用いる担体、および該担体の調製方法 Download PDFInfo
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- JP2008511441A JP2008511441A JP2007530376A JP2007530376A JP2008511441A JP 2008511441 A JP2008511441 A JP 2008511441A JP 2007530376 A JP2007530376 A JP 2007530376A JP 2007530376 A JP2007530376 A JP 2007530376A JP 2008511441 A JP2008511441 A JP 2008511441A
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- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000008040 ionic compounds Chemical class 0.000 description 1
- NZPIUJUFIFZSPW-UHFFFAOYSA-H lanthanum carbonate Chemical compound [La+3].[La+3].[O-]C([O-])=O.[O-]C([O-])=O.[O-]C([O-])=O NZPIUJUFIFZSPW-UHFFFAOYSA-H 0.000 description 1
- 229960001633 lanthanum carbonate Drugs 0.000 description 1
- OXHNIMPTBAKYRS-UHFFFAOYSA-H lanthanum(3+);oxalate Chemical compound [La+3].[La+3].[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O OXHNIMPTBAKYRS-UHFFFAOYSA-H 0.000 description 1
- FYDKNKUEBJQCCN-UHFFFAOYSA-N lanthanum(3+);trinitrate Chemical compound [La+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O FYDKNKUEBJQCCN-UHFFFAOYSA-N 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical compound [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 description 1
- 239000011654 magnesium acetate Substances 0.000 description 1
- 235000011285 magnesium acetate Nutrition 0.000 description 1
- 229940069446 magnesium acetate Drugs 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- ORUIBWPALBXDOA-UHFFFAOYSA-L magnesium fluoride Chemical compound [F-].[F-].[Mg+2] ORUIBWPALBXDOA-UHFFFAOYSA-L 0.000 description 1
- 229910001635 magnesium fluoride Inorganic materials 0.000 description 1
- UHNWOJJPXCYKCG-UHFFFAOYSA-L magnesium oxalate Chemical compound [Mg+2].[O-]C(=O)C([O-])=O UHNWOJJPXCYKCG-UHFFFAOYSA-L 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910001960 metal nitrate Inorganic materials 0.000 description 1
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- 230000000877 morphologic effect Effects 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- UJVRJBAUJYZFIX-UHFFFAOYSA-N nitric acid;oxozirconium Chemical compound [Zr]=O.O[N+]([O-])=O.O[N+]([O-])=O UJVRJBAUJYZFIX-UHFFFAOYSA-N 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 150000002832 nitroso derivatives Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000011002 quantification Methods 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 229910052701 rubidium Inorganic materials 0.000 description 1
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229940054334 silver cation Drugs 0.000 description 1
- 229940100890 silver compound Drugs 0.000 description 1
- 150000003379 silver compounds Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- HRLYFPKUYKFYJE-UHFFFAOYSA-N tetraoxorhenate(2-) Chemical compound [O-][Re]([O-])(=O)=O HRLYFPKUYKFYJE-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- BYMUNNMMXKDFEZ-UHFFFAOYSA-K trifluorolanthanum Chemical compound F[La](F)F BYMUNNMMXKDFEZ-UHFFFAOYSA-K 0.000 description 1
- OMQSJNWFFJOIMO-UHFFFAOYSA-J zirconium tetrafluoride Chemical compound F[Zr](F)(F)F OMQSJNWFFJOIMO-UHFFFAOYSA-J 0.000 description 1
- XJUNLJFOHNHSAR-UHFFFAOYSA-J zirconium(4+);dicarbonate Chemical compound [Zr+4].[O-]C([O-])=O.[O-]C([O-])=O XJUNLJFOHNHSAR-UHFFFAOYSA-J 0.000 description 1
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
- C07C29/10—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes
- C07C29/103—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes of cyclic ethers
- C07C29/106—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes of cyclic ethers of oxiranes
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- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
- B01J27/08—Halides
- B01J27/12—Fluorides
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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
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/02—Boron or aluminium; Oxides or hydroxides thereof
- B01J21/04—Alumina
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- 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
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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
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/66—Silver or gold
- B01J23/68—Silver or gold with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/688—Silver or gold with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium with manganese, technetium or rhenium
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
- B01J27/138—Halogens; Compounds thereof with alkaline earth metals, magnesium, beryllium, zinc, cadmium or mercury
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- B01J35/60—
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/04—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen
- C07D301/08—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the gaseous phase
- C07D301/10—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the gaseous phase with catalysts containing silver or gold
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- B01J23/02—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the alkali- or alkaline earth metals or beryllium
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/24—Chromium, molybdenum or tungsten
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- B01J37/22—Halogenating
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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
- Y02P20/141—Feedstock
Abstract
Description
本発明は、強度増大添加剤をフッ化物で鉱物化された担体中に組み込むことを含む、フッ化物で鉱物化された担体のクラッシュ強度または磨耗抵抗を増大する方法を提供する。好ましい実施形態において、特に強度増大添加剤はジルコニウム種、ランタニド族種、II族金属種、無機ガラス、およびそれらの混合物からなる群より選択される。
Claims (18)
- 強度増大添加剤を組み込んで有するフッ化物で鉱物化された担体。
- 層状または小板型の形態を有する粒子状マトリックスを有し、強度増大添加剤を組み込んで有する、担体。
- 層状または小板型の形態が、少なくとも1つの方向において0.1μmより大きい寸法を有する粒子が少なくとも1つの実質的に平担な主表面を有する状態である、請求項2に記載の担体。
- 強度増大添加剤がジルコニウム種、ランタニド族種、II族金属種、無機ガラス、およびそれらの混合物からなる群より選択される、請求項1から3のいずれかに記載の担体。
- 強度増大添加剤がカルシウムを含む、請求項1から4のいずれか記載の担体。
- 強度増大添加剤がセリウムを含む、請求項1から4のいずれか記載の担体。
- 担体がα−アルミナを含む、請求項1から6のいずれか記載の担体。
- フッ化物で鉱物化された担体または層状または小板型の形態の粒子状マトリックスを有する担体の調製方法であって、担体調製のいずれかの段階で強度増大添加剤、特に請求項4から6のいずれかに記載の強度増大添加剤を担体に組み込むことを含む前記方法。
- 請求項1から7のいずれかに記載の担体上に沈着させた触媒種を含む触媒。
- 触媒種がモリブデン、ニッケル、およびタングステンの1つ以上を含む、請求項9に記載の触媒。
- 触媒種が銀を含む、請求項9に記載の触媒。
- 触媒が追加的に、レニウム、モリブデン、クロム、タングステンおよび硝酸塩または亜硝酸塩を形成する化合物の1つ以上を含む高選択率ドープ剤を含む、請求項11に記載の触媒。
- 触媒が追加的にレニウム成分、またはレニウム成分およびレニウムコプロモータを含む、請求項11または12に記載の触媒。
- オレフィンおよび酸素を含むフィードを請求項11から13のいずれか1項に記載の触媒と接触させることを含む、オレフィンエポキシ化の方法。
- 触媒が追加的に、レニウム成分、またはレニウム成分およびレニウムコプロモータを含み、フィード中の二酸化炭素濃度が1mole%未満である、請求項14に記載の方法。
- フィード中の二酸化炭素濃度が0.50mole%と0.75mole%との間である、請求項15に記載の方法。
- オレフィンがエチレンを含む、請求項14から16のいずれか1項に記載の方法。
- 酸化オレフィンを1,2−ジオール、1,2−ジオールエーテルまたはアルカノールアミンに転換することを含む、1,2−ジオール、1,2−ジオールエーテルまたはアルカノールアミンの製造方法であって、前記酸化オレフィンが請求項14から17のいずれかに記載のオレフィンエポキシ化の方法により製造されている、方法。
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US60619304P | 2004-09-01 | 2004-09-01 | |
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PCT/US2005/031235 WO2006028940A2 (en) | 2004-09-01 | 2005-08-30 | An olefin epoxidation process, a catalyst for use in the process, a carrier for use in preparing the catalyst, and a process for preparing the carrier |
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KR (1) | KR20070058576A (ja) |
CN (1) | CN101027124B (ja) |
BR (1) | BRPI0514814A (ja) |
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JP2012228688A (ja) * | 2004-09-01 | 2012-11-22 | Shell Internatl Research Maatschappij Bv | オレフィンのエポキシ化方法、該方法に用いる触媒、該触媒の調製に用いる担体、および該担体の調製方法 |
JP2013521119A (ja) * | 2010-03-01 | 2013-06-10 | シエル・インターナシヨナル・リサーチ・マートスハツペイ・ベー・ヴエー | エポキシ化触媒、前記触媒の調製方法及びオレフィンオキシドの製造方法 |
JP2013141637A (ja) * | 2012-01-11 | 2013-07-22 | Nippon Soken Inc | ハニカム体基材及びその製造方法、排ガス浄化フィルタ |
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SG177010A1 (en) * | 2003-08-22 | 2012-01-30 | Dow Technology Investments Llc | Improved alumina carriers and silver-based catalysts for the production of alkylene oxides |
CN1838990A (zh) * | 2003-08-22 | 2006-09-27 | 联合碳化化学及塑料技术公司 | 改性氧化铝载体和用于制造烯化氧的银基催化剂 |
CN101757914A (zh) | 2003-10-16 | 2010-06-30 | 陶氏技术投资有限责任公司 | 用于烯化氧制备的具有提高稳定性、效率和/或活性的催化剂 |
CA2570656C (en) | 2004-06-18 | 2013-08-13 | Leonid Isaakovich Rubinstein | A process for the production of an olefin oxide, a 1,2-diol, a 1,2-diol ether, or an alkanolamine |
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CA2578941A1 (en) | 2006-03-16 |
CN101027124A (zh) | 2007-08-29 |
WO2006028940A2 (en) | 2006-03-16 |
BRPI0514814A (pt) | 2008-06-24 |
RU2007111952A (ru) | 2008-10-10 |
KR20070058576A (ko) | 2007-06-08 |
WO2006028940A3 (en) | 2006-06-08 |
US20060047130A1 (en) | 2006-03-02 |
EP2617488A2 (en) | 2013-07-24 |
JP2012228688A (ja) | 2012-11-22 |
CA2578941C (en) | 2014-07-08 |
CN101027124B (zh) | 2010-06-09 |
MX2007002386A (es) | 2007-04-23 |
EP2617488A3 (en) | 2014-01-22 |
US7560411B2 (en) | 2009-07-14 |
JP5795750B2 (ja) | 2015-10-14 |
JP5697298B2 (ja) | 2015-04-08 |
EP1791635A2 (en) | 2007-06-06 |
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