JP2014514143A - アルコールへのオレフィン水和のための水和酸化ニオブナノ粒子を含有する触媒 - Google Patents
アルコールへのオレフィン水和のための水和酸化ニオブナノ粒子を含有する触媒 Download PDFInfo
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- JP2014514143A JP2014514143A JP2014501206A JP2014501206A JP2014514143A JP 2014514143 A JP2014514143 A JP 2014514143A JP 2014501206 A JP2014501206 A JP 2014501206A JP 2014501206 A JP2014501206 A JP 2014501206A JP 2014514143 A JP2014514143 A JP 2014514143A
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- Prior art keywords
- niobium
- catalyst
- nanoparticles
- support material
- olefin
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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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/02—Sulfur, selenium or tellurium; Compounds thereof
- B01J27/053—Sulfates
-
- 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
- B01J23/16—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
- B01J23/20—Vanadium, niobium or tantalum
-
- 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
- B01J23/10—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of rare earths
-
- 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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/14—Phosphorus; Compounds thereof
- B01J27/186—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J27/195—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium with vanadium, niobium or tantalum
-
- 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
- B01J37/03—Precipitation; Co-precipitation
-
- 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
- B01J37/03—Precipitation; Co-precipitation
- B01J37/031—Precipitation
- B01J37/033—Using Hydrolysis
-
- C—CHEMISTRY; METALLURGY
- 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
- C07C29/03—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by addition of hydroxy groups to unsaturated carbon-to-carbon bonds, e.g. with the aid of H2O2
- C07C29/04—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by addition of hydroxy groups to unsaturated carbon-to-carbon bonds, e.g. with the aid of H2O2 by hydration of carbon-to-carbon double bonds
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Description
(1)C4H8+H2SO4→C4H9OSO3H
(2)C4H9OSO3H+H2O→C4H9OH+H2SO4
本工程中、硫酸は、約35重量%以下の濃度の希硫酸になり、その後、工程において再利用可能および使用可能になる前に、再濃縮されなければならない。また、本工程には、このような液体触媒の使用に関連するさらなる問題がある。これらの問題として、触媒の分離および回収、触媒と接触する装置および設備の腐食、ならびにsec−ブチルエーテル、イソプロピルアルコール、種々のC5〜C8炭化水素、およびポリマー等の不要な副産物の形成が挙げられる。反応の全収率を低下させることに加え、これらの副産物のうちのいくつかは、所望のsec−ブタノール生成物の精製および回収も複雑化する。
Claims (18)
- 硫酸ニオブオキソまたはリン酸ニオブオキソナノ粒子を上に沈殿させた固体担体材料を含む、オレフィン水和触媒。
- 前記ナノ粒子が上に沈殿される前記固体担体材料は、シリカ、アルミナ、周期表のIV−B、V−B、またはVI−B族の金属酸化物、無機リン酸塩、カーボンナノチューブ、グラフィーム、活性炭、およびそれらの組み合わせから成る群から選択される、請求項1に記載の触媒。
- 前記ナノ粒子が上に沈殿される前記固体担体材料は、ジルコニウム、チタン、タンタル、バナジウム、タングステン、モリブデン、シリコン、アルミニウム、またはそれらの組み合わせから成る群から選択される、請求項1または2に記載の方法。
- 前記ナノ粒子は、非晶質結晶構造を有する、請求項1〜3のいずれかに記載の方法。
- 前記ナノ粒子は、結晶質結晶構造を有する、請求項1〜3のいずれかに記載の方法。
- 前記ナノ粒子は、約100nm未満の直径を有し、前記担体材料は、約50〜150μmの間の直径を有する、請求項1〜5のいずれかに記載の方法。
- ニオブ含有塩化合物を固体担体材料の存在下でブレンステッド酸と接触させ、沈殿物を形成させるステップと、
過剰な液体を除去するステップと、
固体触媒材料を回収するステップと、
を含む、請求項1に記載の触媒を調製する方法。 - 前記ニオブ含有化合物を担体材料の存在下で前記ブレンステッド酸と接触させる前記ステップは、前記担体材料の表面上に沈着する前記触媒ナノ粒子をもたらす、請求項7に記載の方法。
- 前記担体材料は、シリカ、アルミナ、周期表のIV−B、V−B、またはVI−B族の金属酸化物、無機リン酸塩、カーボンナノチューブ、グラフィーム、活性炭、およびそれらの組み合わせから成る群から選択される、請求項8または9のいずれかに記載の方法。
- 前記担体材料は、ジルコニウム、チタン、タンタル、バナジウム、タングステン、モリブデン、シリコン、アルミニウム、またはそれらの組み合わせから成る群から選択される、請求項8または9のいずれかに記載の方法。
- 前記ブレンステッド酸は、硫酸およびリン酸から成る群から選択される、請求項7〜10のいずれかに記載の方法。
- 前記ニオブ含有化合物は、ニオブアルコキシドである、請求項1〜11のいずれかに記載の方法。
- 前記ニオブ含有化合物は、ハロゲン化ニオブ(V)である、請求項1〜11のいずれかに記載の方法。
- アルコールへのオレフィンの水和のための方法であって、
存在する前記オレフィンの少なくとも一部分をアルコールに変換するのに十分な接触時間の間、反応帯においてオレフィン原料を、請求項1〜13のいずれかに記載の触媒と接触させるステップと、
生成物流を前記反応帯から取り出すステップであって、前記生成物流は、有機相および水相を含み、前記有機相は、前記アルコールを含む、ステップと、
アルコール生成物流を生成するために前記有機相を分離するステップと、
を含む、方法。 - 前記オレフィン原料は、ブタンの混合物を含む、請求項14に記載の方法。
- 前記アルコールは、混合ブタノールを含む、請求項14に記載の方法。
- 前記オレフィン原料は、FCC精製プロピレン流、ガス工場オフガス、FCC軽質ガソリン流、ならびに任意の他の熱分解装置からの生成物流またはオフガス流から成る群から選択される、請求項14に記載の方法。
- 未反応オレフィンを前記有機相から分離し、前記未反応オレフィンを前記反応帯に再利用するステップをさらに含む、請求項14〜17のいずれかに記載の方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US13/052,812 | 2011-03-21 | ||
US13/052,812 US8629080B2 (en) | 2011-03-21 | 2011-03-21 | Hydrated niobium oxide nanoparticle containing catalysts for olefin hydration |
PCT/US2012/029929 WO2012129297A1 (en) | 2011-03-21 | 2012-03-21 | Hydrated niobium oxide nanoparticle containing catalysts for olefin hydration into alcohols |
Publications (1)
Publication Number | Publication Date |
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JP2014514143A true JP2014514143A (ja) | 2014-06-19 |
Family
ID=45929624
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2014501206A Pending JP2014514143A (ja) | 2011-03-21 | 2012-03-21 | アルコールへのオレフィン水和のための水和酸化ニオブナノ粒子を含有する触媒 |
Country Status (6)
Country | Link |
---|---|
US (1) | US8629080B2 (ja) |
EP (1) | EP2688667A1 (ja) |
JP (1) | JP2014514143A (ja) |
KR (1) | KR20140022388A (ja) |
CN (1) | CN103476490A (ja) |
WO (1) | WO2012129297A1 (ja) |
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Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20140302983A1 (en) * | 2013-04-04 | 2014-10-09 | Cdti | System and Method for Two and Three Way NB-ZR Catalyst |
US10487276B2 (en) | 2016-11-21 | 2019-11-26 | Saudi Arabian Oil Company | Process and system for conversion of crude oil to petrochemicals and fuel products integrating vacuum residue hydroprocessing |
US10472574B2 (en) | 2016-11-21 | 2019-11-12 | Saudi Arabian Oil Company | Process and system for conversion of crude oil to petrochemicals and fuel products integrating delayed coking of vacuum residue |
US10619112B2 (en) | 2016-11-21 | 2020-04-14 | Saudi Arabian Oil Company | Process and system for conversion of crude oil to petrochemicals and fuel products integrating vacuum gas oil hydrotreating and steam cracking |
US20180142167A1 (en) | 2016-11-21 | 2018-05-24 | Saudi Arabian Oil Company | Process and system for conversion of crude oil to chemicals and fuel products integrating steam cracking and fluid catalytic cracking |
EP3541894B1 (en) | 2016-11-21 | 2024-01-10 | Saudi Arabian Oil Company | Process for conversion of crude oil to petrochemicals and fuel products integrating steam cracking, fluid catalytic cracking, and conversion of naphtha into chemical rich reformate |
US10487275B2 (en) | 2016-11-21 | 2019-11-26 | Saudi Arabian Oil Company | Process and system for conversion of crude oil to petrochemicals and fuel products integrating vacuum residue conditioning and base oil production |
US10472580B2 (en) | 2016-11-21 | 2019-11-12 | Saudi Arabian Oil Company | Process and system for conversion of crude oil to petrochemicals and fuel products integrating steam cracking and conversion of naphtha into chemical rich reformate |
US10407630B2 (en) | 2016-11-21 | 2019-09-10 | Saudi Arabian Oil Company | Process and system for conversion of crude oil to petrochemicals and fuel products integrating solvent deasphalting of vacuum residue |
US10472579B2 (en) | 2016-11-21 | 2019-11-12 | Saudi Arabian Oil Company | Process and system for conversion of crude oil to petrochemicals and fuel products integrating vacuum gas oil hydrocracking and steam cracking |
US10434497B2 (en) * | 2017-12-14 | 2019-10-08 | Pavel Kudryavtsev | Method of producing inorganic sorbents for extracting lithium from lithium-containing natural and technological brines |
CN111321455B (zh) * | 2018-12-17 | 2021-05-11 | 中国科学院福建物质结构研究所 | 非线性光学晶体硫酸碘酸氧铌及其制备方法与用途 |
US11639142B2 (en) | 2019-01-11 | 2023-05-02 | Ford Global Technologies, Llc | Electronic control module wake monitor |
CN110002416B (zh) * | 2019-03-16 | 2022-06-21 | 复旦大学 | 一种酸式磷酸铌氧单原子层薄片的制备方法 |
CN110180590A (zh) * | 2019-05-30 | 2019-08-30 | 丹东明珠特种树脂有限公司 | 丙烯、丁烯水合用耐高温型树脂催化剂和其制备方法 |
WO2021163352A1 (en) | 2020-02-11 | 2021-08-19 | Saudi Arabian Oil Company | Processes and systems for petrochemical production integrating deep hydrogenation of distillates |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6044039A (ja) * | 1983-08-17 | 1985-03-08 | シ−ビ−エムエム・インタ−ナシヨナル・リミタ−ダ | 含水酸化ニオブ固体酸触媒 |
JPS6154241A (ja) * | 1984-08-21 | 1986-03-18 | シ−ビ−エムエム・インタ−ナシヨナル・リミタ−ダ | 含水酸化ニオブ固体酸触媒 |
JP2001079395A (ja) * | 1999-09-10 | 2001-03-27 | Basic Industries Bureau Miti | エタノール合成用触媒 |
Family Cites Families (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2477380A (en) | 1946-08-30 | 1949-07-26 | Atlantic Refining Co | Production of tertiary aliphatic alcohols |
US3452106A (en) | 1965-05-27 | 1969-06-24 | Japan Gasoline | Process for manufacturing alcohol by direct catalytic hydration of olefins |
US4154580A (en) | 1974-03-22 | 1979-05-15 | Mobil Oil Corporation | Method for producing a stabilized gasoline-alcohol fuel |
US4065512A (en) | 1976-07-06 | 1977-12-27 | Petro-Tex Chemical Corporation | Iso-C4 compound reactions with perfluorosulfonic acid resin catalysts |
US4214107A (en) | 1978-06-26 | 1980-07-22 | Mobil Oil Corporation | Hydration of olefins using zeolite catalysts |
US4376732A (en) | 1980-07-14 | 1983-03-15 | The Dow Chemical Co. | Niobium or tantalum catalysts for the preparation of ethylenimine |
US4477591A (en) | 1981-07-09 | 1984-10-16 | The Dow Chemical Company | Method for preparing a catalyst for the dehydration of an alkanolamine |
JPS59222431A (ja) | 1983-05-31 | 1984-12-14 | Toa Nenryo Kogyo Kk | オレフインの水和方法 |
DE3419392C1 (de) | 1984-05-24 | 1985-12-05 | Deutsche Texaco Ag, 2000 Hamburg | Verfahren zur kontinuierlichen Herstellung von Isopropylalkohol oder sek. Butylalkohol |
CA1339382C (en) | 1987-12-30 | 1997-08-26 | Tracy Jau-Hua Huang | Process for the catalytic hydration of olefins |
US4927931A (en) | 1988-11-01 | 1990-05-22 | The Dow Chemical Company | Preparation of alkyl-extended, alcohol-extended or amine-extended piperazines |
FR2709125B1 (fr) | 1993-08-20 | 1995-10-06 | Inst Francais Du Petrole | Procédé de métathèse des oléfines mettant en Óoeuvre un catalyseur au rhénium amélioré. |
DE4411234A1 (de) | 1994-03-31 | 1995-10-05 | Bayer Ag | Nioboxid-Hydrat- und Tantaloxid-Hydrat-Katalysatoren, ihre Herstellung und ein Verfahren zur Herstellung von N-alkylierten Anilinen mit diesen Katalysatoren |
GB9419387D0 (en) | 1994-09-26 | 1994-11-09 | Bp Chem Int Ltd | Olefin hydration process |
GB9423646D0 (en) | 1994-11-23 | 1995-01-11 | Bp Chem Int Ltd | Olefin hydration process |
US6338832B1 (en) | 1995-10-12 | 2002-01-15 | Cabot Corporation | Process for producing niobium and tantalum compounds |
WO1999004902A1 (fr) | 1996-01-26 | 1999-02-04 | Mitsubishi Chemical Corporation | Procede de regeneration de catalyseur d"hydratation pour olefines cycliques |
JP3082027B2 (ja) | 1996-11-08 | 2000-08-28 | 株式会社高純度化学研究所 | ニオブアルコキシドおよびタンタルアルコキシドの 精製方法 |
ID20720A (id) | 1997-08-05 | 1999-02-18 | Asahi Chemical Ind | Larutan berair yang mengandung niobium untuk digunakan dalam pembuatan katalis oksida yang mengandung niobium |
US20050225927A1 (en) | 2004-04-06 | 2005-10-13 | Tagusagawa Solon Y | Processes for the production of niobium oxides with controlled tantalum content and capacitors made therefrom |
DE102004052696A1 (de) | 2004-10-29 | 2006-05-04 | Companhia Brasileira De Metalurgia E Mineracao | Poröser Niobsäurekatalysator |
CN102258968A (zh) | 2004-11-16 | 2011-11-30 | 万罗赛斯公司 | 使用微通道技术的多相反应方法 |
US7935734B2 (en) | 2005-07-08 | 2011-05-03 | Anna Lee Tonkovich | Catalytic reaction process using microchannel technology |
DE102005032723A1 (de) | 2005-07-13 | 2007-01-18 | Süd-Chemie AG | Mehrschichtkatalysator auf Niobbasis zur katalytischen Umsetzung von Kohlenwasserstoffen |
EP2024078A2 (en) | 2006-04-20 | 2009-02-18 | Velocys, Inc. | Process for treating and/or forming a non-newtonian fluid using microchannel process technology |
WO2010093923A1 (en) | 2009-02-11 | 2010-08-19 | The Government Of The United States Of America, As Represented By The Secretary Of The Navy | Nanocomposite catalyst materials comprising conductive support (carbon), transition metal compound, and metal nanoparticles |
-
2011
- 2011-03-21 US US13/052,812 patent/US8629080B2/en active Active
-
2012
- 2012-03-21 KR KR1020137027530A patent/KR20140022388A/ko not_active Application Discontinuation
- 2012-03-21 EP EP12712193.7A patent/EP2688667A1/en not_active Withdrawn
- 2012-03-21 CN CN2012800143428A patent/CN103476490A/zh active Pending
- 2012-03-21 JP JP2014501206A patent/JP2014514143A/ja active Pending
- 2012-03-21 WO PCT/US2012/029929 patent/WO2012129297A1/en unknown
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6044039A (ja) * | 1983-08-17 | 1985-03-08 | シ−ビ−エムエム・インタ−ナシヨナル・リミタ−ダ | 含水酸化ニオブ固体酸触媒 |
JPS6154241A (ja) * | 1984-08-21 | 1986-03-18 | シ−ビ−エムエム・インタ−ナシヨナル・リミタ−ダ | 含水酸化ニオブ固体酸触媒 |
JP2001079395A (ja) * | 1999-09-10 | 2001-03-27 | Basic Industries Bureau Miti | エタノール合成用触媒 |
Non-Patent Citations (2)
Title |
---|
JPN6015029872; 服部 英、他: 新しい触媒化学 初版,第4刷, 19900510, p.133-135, 三共出版株式会社 * |
JPN6015029873; Sadanobu Sumiya,et al.: 'Facile preparation of SBA-15-supported niobic acid (Nb2O5・nH2O) catalyst and its catalytic activity' Applied Catalysis A: General volume 365, 2009, Pages 261-267 * |
Also Published As
Publication number | Publication date |
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WO2012129297A1 (en) | 2012-09-27 |
EP2688667A1 (en) | 2014-01-29 |
US8629080B2 (en) | 2014-01-14 |
KR20140022388A (ko) | 2014-02-24 |
US20120245397A1 (en) | 2012-09-27 |
CN103476490A (zh) | 2013-12-25 |
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