JP2013535465A5 - - Google Patents
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- Publication number
- JP2013535465A5 JP2013535465A5 JP2013521736A JP2013521736A JP2013535465A5 JP 2013535465 A5 JP2013535465 A5 JP 2013535465A5 JP 2013521736 A JP2013521736 A JP 2013521736A JP 2013521736 A JP2013521736 A JP 2013521736A JP 2013535465 A5 JP2013535465 A5 JP 2013535465A5
- Authority
- JP
- Japan
- Prior art keywords
- oxide
- group
- metal
- ethanol
- gas
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000000034 method Methods 0.000 claims description 10
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 4
- 229910052751 metal Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 6
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims 3
- 230000005494 condensation Effects 0.000 claims 3
- 238000009833 condensation Methods 0.000 claims 3
- 239000000395 magnesium oxide Substances 0.000 claims 3
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims 3
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims 3
- 229910044991 metal oxide Inorganic materials 0.000 claims 3
- 150000004706 metal oxides Chemical class 0.000 claims 3
- 229910000484 niobium oxide Inorganic materials 0.000 claims 3
- URLJKFSTXLNXLG-UHFFFAOYSA-N niobium(5+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[Nb+5].[Nb+5] URLJKFSTXLNXLG-UHFFFAOYSA-N 0.000 claims 3
- BPUBBGLMJRNUCC-UHFFFAOYSA-N oxygen(2-);tantalum(5+) Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[Ta+5].[Ta+5] BPUBBGLMJRNUCC-UHFFFAOYSA-N 0.000 claims 3
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 claims 3
- 229910001936 tantalum oxide Inorganic materials 0.000 claims 3
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims 3
- 229910001928 zirconium oxide Inorganic materials 0.000 claims 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims 2
- 229910052802 copper Inorganic materials 0.000 claims 2
- 239000010949 copper Substances 0.000 claims 2
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims 2
- 229910052737 gold Inorganic materials 0.000 claims 2
- 239000010931 gold Substances 0.000 claims 2
- 229910052709 silver Inorganic materials 0.000 claims 2
- 239000004332 silver Substances 0.000 claims 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 claims 1
- 229910000410 antimony oxide Inorganic materials 0.000 claims 1
- 229910000420 cerium oxide Inorganic materials 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 claims 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 239000011949 solid catalyst Substances 0.000 claims 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 claims 1
- 229910001887 tin oxide Inorganic materials 0.000 claims 1
- 239000000047 product Substances 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2010131711/04A RU2440962C1 (ru) | 2010-07-29 | 2010-07-29 | Одностадийный способ получения бутадиена |
| RU2010131711 | 2010-07-29 | ||
| PCT/RU2011/000565 WO2012015340A1 (en) | 2010-07-29 | 2011-07-27 | One-step method for butadiene production |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013535465A JP2013535465A (ja) | 2013-09-12 |
| JP2013535465A5 true JP2013535465A5 (enExample) | 2016-01-14 |
| JP5864572B2 JP5864572B2 (ja) | 2016-02-17 |
Family
ID=44872577
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013521736A Active JP5864572B2 (ja) | 2010-07-29 | 2011-07-27 | ブタジエンを製造する１ステップ法 |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US8921635B2 (enExample) |
| EP (1) | EP2598465B1 (enExample) |
| JP (1) | JP5864572B2 (enExample) |
| KR (1) | KR101904163B1 (enExample) |
| CN (1) | CN103038196B (enExample) |
| AU (1) | AU2011283229B2 (enExample) |
| BR (1) | BR112013002225A2 (enExample) |
| CA (1) | CA2804371C (enExample) |
| MX (1) | MX2013000974A (enExample) |
| MY (1) | MY162490A (enExample) |
| PE (1) | PE20131061A1 (enExample) |
| PL (1) | PL2598465T3 (enExample) |
| RU (1) | RU2440962C1 (enExample) |
| UA (1) | UA104257C2 (enExample) |
| WO (1) | WO2012015340A1 (enExample) |
| ZA (1) | ZA201301531B (enExample) |
Families Citing this family (55)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20140058146A1 (en) * | 2012-08-21 | 2014-02-27 | Uop Llc | Production of butadiene from a methane conversion process |
| US8927769B2 (en) | 2012-08-21 | 2015-01-06 | Uop Llc | Production of acrylic acid from a methane conversion process |
| US9327265B2 (en) | 2012-08-21 | 2016-05-03 | Uop Llc | Production of aromatics from a methane conversion process |
| US8937186B2 (en) | 2012-08-21 | 2015-01-20 | Uop Llc | Acids removal and methane conversion process using a supersonic flow reactor |
| US9370757B2 (en) | 2012-08-21 | 2016-06-21 | Uop Llc | Pyrolytic reactor |
| US9707530B2 (en) | 2012-08-21 | 2017-07-18 | Uop Llc | Methane conversion apparatus and process using a supersonic flow reactor |
| US9689615B2 (en) | 2012-08-21 | 2017-06-27 | Uop Llc | Steady state high temperature reactor |
| US9434663B2 (en) | 2012-08-21 | 2016-09-06 | Uop Llc | Glycols removal and methane conversion process using a supersonic flow reactor |
| US9656229B2 (en) | 2012-08-21 | 2017-05-23 | Uop Llc | Methane conversion apparatus and process using a supersonic flow reactor |
| US9308513B2 (en) | 2012-08-21 | 2016-04-12 | Uop Llc | Production of vinyl chloride from a methane conversion process |
| US9205398B2 (en) | 2012-08-21 | 2015-12-08 | Uop Llc | Production of butanediol from a methane conversion process |
| US9023255B2 (en) | 2012-08-21 | 2015-05-05 | Uop Llc | Production of nitrogen compounds from a methane conversion process |
| US8933275B2 (en) | 2012-08-21 | 2015-01-13 | Uop Llc | Production of oxygenates from a methane conversion process |
| EP2712673A1 (de) | 2012-09-28 | 2014-04-02 | LANXESS Deutschland GmbH | Verfahren zur Herstellung von 1,3-Butadien |
| KR101440002B1 (ko) * | 2012-10-12 | 2014-09-12 | 한국화학연구원 | 에탄올로부터 1,3-부타디엔 제조를 위한, 탄탈라계 복합금속산화물이 담지된 성형실리카계 촉매 및 이를 이용한 1,3-부타디엔의 제조방법 |
| WO2014061917A1 (ko) * | 2012-10-19 | 2014-04-24 | 한국화학연구원 | 에탄올로부터 1,3-부타디엔 제조를 위한 규칙적인 메조세공 실리카계 촉매 및 이를 이용한 1,3-부타디엔의 제조방법 |
| RU2514425C1 (ru) * | 2012-11-16 | 2014-04-27 | Открытое акционерное общество Научно-исследовательский институт "Ярсинтез" (ОАО НИИ "Ярсинтез") | Катализатор для получения бутадиена превращением этанола |
| RU2503650C1 (ru) * | 2012-11-16 | 2014-01-10 | Открытое акционерное общество Научно-исследовательский институт "Ярсинтез" (ОАО НИИ "Ярсинтез") | Способ получения бутадиена превращением этанола (варианты) |
| WO2014115437A1 (ja) * | 2013-01-23 | 2014-07-31 | 積水化学工業株式会社 | リサイクル材料の製造方法、タイヤ及びタイヤの製造方法 |
| JP6091310B2 (ja) * | 2013-04-22 | 2017-03-08 | 昭和電工株式会社 | ブタジエンの製造方法 |
| AU2014264717B2 (en) * | 2013-05-07 | 2017-01-12 | Synthos S.A. | Process for the production of 1,3-butadiene |
| WO2014199348A2 (en) * | 2013-06-13 | 2014-12-18 | Basf Se | Metal doped silicate catalysts for the selective conversion of ethanol to butadiene |
| US9878965B2 (en) | 2013-06-13 | 2018-01-30 | Basf Se | Process for the preparation of butadiene |
| KR101621796B1 (ko) * | 2014-04-10 | 2016-05-19 | 한국화학연구원 | 부타디엔의 제조공정 및 이를 위한 제조장치 |
| FR3026101B1 (fr) * | 2014-09-19 | 2017-05-26 | Ifp Energies Now | Procede de production de butadiene a partir d'ethanol en une etape reactionnelle a faible consommation en eau et en energie |
| FR3026100B1 (fr) * | 2014-09-19 | 2016-12-09 | Ifp Energies Now | Procede de production de butadiene et d'hydrogene a partir d'ethanol en deux etapes reactionnelles a faible consommation en eau et en energie |
| WO2016066873A1 (es) | 2014-10-30 | 2016-05-06 | Abengoa Research, S.L. | Óxidos mixtos que comprenden magnesio y boro, y su uso como catalizadores para producir precursores de butadieno |
| RU2571831C1 (ru) * | 2014-12-26 | 2015-12-20 | Федеральное государственное бюджетное учреждение науки Ордена Трудового Красного Знамени Институт нефтехимического синтеза им. А.В. Топчиева Российской академии наук (ИНХС РАН) | Катализатор получения алкадиенов (варианты) и способ получения алкадиенов с его применением (варианты) |
| JP6627219B2 (ja) * | 2015-01-05 | 2020-01-08 | 株式会社Ihi | オレフィンの製造方法 |
| WO2016111203A1 (ja) * | 2015-01-05 | 2016-07-14 | 日揮株式会社 | １，３－ブタジエンの製造方法 |
| EP3090801B1 (en) | 2015-05-08 | 2018-07-25 | The Siam Cement Public Company Limited | Catalyst for 1,3-butadiene production from ethanol |
| FR3038851B1 (fr) * | 2015-07-13 | 2019-11-08 | IFP Energies Nouvelles | Catalyseur a base de tantale depose sur silice pour la transformation de l'ethanol en butadiene |
| FR3038850B1 (fr) | 2015-07-13 | 2019-11-08 | IFP Energies Nouvelles | Catalyseur ta-nb pour la production de 1,3-butadiene |
| FR3038849B1 (fr) | 2015-07-13 | 2019-11-29 | IFP Energies Nouvelles | Catalyseur oxyde mixte mesoporeux comprenant du silicium |
| FR3038852B1 (fr) * | 2015-07-13 | 2019-11-29 | IFP Energies Nouvelles | Production stabilisee de 1,3-butadiene en presence d'un oxyde de tantale dope par un element aldolisant |
| RU2603198C1 (ru) * | 2015-08-10 | 2016-11-27 | Открытое акционерное общество Научно-исследовательский институт "Ярсинтез" (ОАО НИИ "Ярсинтез") | Способ получения бутадиена |
| JP6652364B2 (ja) * | 2015-10-14 | 2020-02-19 | 株式会社ダイセル | １，３−ブタジエンの製造方法 |
| CN105251507B (zh) * | 2015-10-16 | 2019-03-29 | 安徽工业大学 | 用AgO/CuO-MgO-SiO2四组分复合氧化物催化剂催化乙醇制丁二烯的方法 |
| CN105237321B (zh) * | 2015-10-16 | 2018-11-13 | 安徽工业大学 | 用AgO/Cr2O3-MgO-SiO2四组分复合氧化物催化剂催化乙醇制丁二烯的方法 |
| CN105413695B (zh) * | 2015-12-22 | 2018-09-25 | 中国科学院山西煤炭化学研究所 | 一种乙醇缩合制备1,3-丁二烯的催化剂及制备方法和应用 |
| US10179323B2 (en) * | 2016-06-07 | 2019-01-15 | Fina Technology, Inc. | Metal oxide catalyst systems for conversion of ethanol to butadiene |
| FR3053331B1 (fr) * | 2016-06-29 | 2018-08-03 | IFP Energies Nouvelles | Procede de production de butadiene a partir d'ethanol integre avec distillation extractive |
| CN106861752A (zh) * | 2017-01-09 | 2017-06-20 | 北京化工大学 | 用于乙醇合成丁二烯的固体催化剂及其制备与应用 |
| US10647625B2 (en) * | 2017-02-07 | 2020-05-12 | Battelle Memorial Institute | Single step conversion of ethanol to butadiene |
| RU2656602C1 (ru) | 2017-03-31 | 2018-06-06 | Общество с ограниченной ответственностью "ЭТБ каталитические технологии" (ООО "ЭТБ КаТ") | Одностадийный способ получения бутадиена |
| EP3476479A1 (en) * | 2017-10-25 | 2019-05-01 | Centre National De La Recherche Scientifique | New metallic catalysts |
| RU2680828C1 (ru) * | 2017-12-15 | 2019-02-28 | Общество с ограниченной ответственностью "ЭТБ каталитические технологии" (ООО "ЭТБ КаТ") | Одностадийный способ получения бутадиена |
| CN112275270A (zh) * | 2019-07-25 | 2021-01-29 | 中国科学院大连化学物理研究所 | 负载型催化剂及其制备方法 |
| CN112295556A (zh) * | 2019-07-29 | 2021-02-02 | 中国科学院大连化学物理研究所 | 负载型催化剂及其制备方法 |
| MX2022002042A (es) | 2019-09-16 | 2022-04-25 | Synthos Dwory 7 Spolka Z Ograniczona Odpowiedzialnoscia Spolka Jawna | Catalizador de tantalo soportado para la produccion de 1,3-butadieno. |
| JP7500015B2 (ja) * | 2020-06-09 | 2024-06-17 | 横浜ゴム株式会社 | 固体触媒およびブタジエンの製造方法 |
| US20240166577A1 (en) * | 2021-04-01 | 2024-05-23 | Synthos Dwory 7 Spolka Z Ograniczona Odpowiedzialnoscia | Adiabatically conducted process for the production of 1,3-butadiene from mixtures of ethanol and acetaldehyde with catalyst regeneration |
| JP2024512679A (ja) | 2021-04-01 | 2024-03-19 | シントス エス．アー． | ２段階でエタノールからの１，３－ブタジエンの生産における触媒システムの使用 |
| CN115518670B (zh) * | 2021-06-24 | 2023-10-31 | 中国石油化工股份有限公司 | 烯烃化反应催化剂及其制备方法和应用 |
| CN116023205A (zh) * | 2021-10-26 | 2023-04-28 | 中国石油化工股份有限公司 | 一种乙醇和乙醛制备丁二烯的方法 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU68428A1 (ru) * | 1940-05-03 | 1946-11-30 | В.А. Покровский | Способ получени дивинила |
| GB573631A (en) * | 1941-12-15 | 1945-11-29 | Waclaw Szukiewicz | Manufacture of butadiene |
| US2357855A (en) | 1941-12-15 | 1944-09-12 | Szukiewicz Waclaw | Method for producing butadiene |
| US2374433A (en) * | 1942-06-08 | 1945-04-24 | Universal Oil Prod Co | Production of butadiene |
| US2477181A (en) | 1942-07-06 | 1949-07-26 | Turco Products Inc | Composition and method for cleaning aluminum preparatory to spot welding |
| FR925617A (fr) * | 1942-09-29 | 1947-09-09 | Carbide & Carbon Chem Corp | Procédé de préparation d'oléfines |
| US2421361A (en) * | 1942-09-29 | 1947-05-27 | Carbide & Carbon Chem Corp | Process for making diolefins |
| US2403743A (en) * | 1944-03-16 | 1946-07-09 | Carbide & Carbon Chem Corp | Cyclic butadiene process |
| US2423681A (en) * | 1944-08-30 | 1947-07-08 | Rohm & Haas | Use of magnesia catalysts in the production of butadiene |
| US2438464A (en) * | 1944-08-30 | 1948-03-23 | Rohm & Haas | Catalytic process for producing butadiene |
| US2436125A (en) | 1944-08-30 | 1948-02-17 | Rohm & Haas | Silica-zirconia catalysts and method of preparation |
| US2548883A (en) * | 1946-09-07 | 1951-04-17 | Koppers Co Inc | Process of removing carbon from catalyst |
| US2800517A (en) * | 1953-06-26 | 1957-07-23 | Publicker Ind Inc | Process for manufacturing butadiene |
| JPS57102822A (en) | 1980-12-16 | 1982-06-26 | Takeda Chem Ind Ltd | Preparation of butadiene |
| JPS5859928A (ja) | 1981-10-02 | 1983-04-09 | Takeda Chem Ind Ltd | ブタジエンの製造法 |
-
2010
- 2010-07-29 RU RU2010131711/04A patent/RU2440962C1/ru active
-
2011
- 2011-07-27 JP JP2013521736A patent/JP5864572B2/ja active Active
- 2011-07-27 US US13/812,310 patent/US8921635B2/en active Active
- 2011-07-27 WO PCT/RU2011/000565 patent/WO2012015340A1/en not_active Ceased
- 2011-07-27 MX MX2013000974A patent/MX2013000974A/es active IP Right Grant
- 2011-07-27 PL PL11776035.5T patent/PL2598465T3/pl unknown
- 2011-07-27 MY MYPI2013700145A patent/MY162490A/en unknown
- 2011-07-27 PE PE2013000127A patent/PE20131061A1/es active IP Right Grant
- 2011-07-27 BR BR112013002225A patent/BR112013002225A2/pt not_active IP Right Cessation
- 2011-07-27 CN CN201180037102.5A patent/CN103038196B/zh active Active
- 2011-07-27 CA CA2804371A patent/CA2804371C/en not_active Expired - Fee Related
- 2011-07-27 AU AU2011283229A patent/AU2011283229B2/en not_active Ceased
- 2011-07-27 KR KR1020137004644A patent/KR101904163B1/ko active Active
- 2011-07-27 EP EP11776035.5A patent/EP2598465B1/en active Active
- 2011-07-27 UA UAA201302090A patent/UA104257C2/uk unknown
-
2013
- 2013-02-28 ZA ZA2013/01531A patent/ZA201301531B/en unknown
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