JP4764428B2 - 選択的水素化触媒 - Google Patents
選択的水素化触媒 Download PDFInfo
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- JP4764428B2 JP4764428B2 JP2007536095A JP2007536095A JP4764428B2 JP 4764428 B2 JP4764428 B2 JP 4764428B2 JP 2007536095 A JP2007536095 A JP 2007536095A JP 2007536095 A JP2007536095 A JP 2007536095A JP 4764428 B2 JP4764428 B2 JP 4764428B2
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- 238000000034 method Methods 0.000 claims description 79
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- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 48
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- 150000001875 compounds Chemical class 0.000 claims description 33
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- 239000001257 hydrogen Substances 0.000 claims description 30
- 229910052739 hydrogen Inorganic materials 0.000 claims description 30
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- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 claims description 25
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Classifications
-
- 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
- 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
- B01J23/38—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
-
- 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
- B01J23/56—Platinum group 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
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/19—Catalysts containing parts with different compositions
-
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Description
1.C3水素化
触媒を、この技術分野の当業者にとって公知の初期湿り法で製造した。
表面積が60−90m2/gのAl2O3押出成形物を、硝酸を使用して0.2−2のpHまで酸性化した、パラジウム硝酸塩及びパラジウム亜硝酸塩を含む含浸溶液で含浸させた。水分を含む押出成形物を200℃で乾燥させ、そして600℃でか焼した。これにより、0.3質量%のパラジウムを含む比較触媒Iが得られた。
pHを0.2未満とし、そして含浸溶液中にパラジウムをより少なく、そして銀をより多く使用したこと以外は、比較触媒Iの製造のための実施例に類似した方法で比較触媒IIを製造し、その結果、0.2質量%のパラジウム及び0.1質量%の銀を有する触媒が得られた。
本発明の触媒IIIを比較触媒IIの製造と類似した方法で製造した(pH0.2−2)。これにより、0.2質量%のパラジウム及び0.1質量%の銀を有する触媒を得た。
より多くのパラジウム硝酸塩及び亜硝酸塩を使用し、0.5質量%のパラジウム及び0.1質量%の銀を有する触媒が得られたこと以外は、本発明の比較触媒IIIに類似した方法で本発明の触媒IVを製造した。
− 量的に制御した反応物供給、
− 量的に制御した水素供給、
− チューブ状反応器(長さ2m、内径17.6mm)、但し、内部の中心に合わせた温度要素(スリーブ径4mm)及び予熱ゾーン(V2A領域)を有し、フリークロスセクション:2.31×10-4m2である、
− 気体及び液体分離用の製造物分離器、
− 凝縮器(condenser)を有する気体出口装置、
− 液体循環、及び、
− 液体出口装置、
である。
Tin=20℃
whsv=19kg/lcath
循環:反応物量=2
圧力=10−20バールg
H2の純度=100%(限定するものではない)
99%のMAPD転換率で、以下のものが得られた。
2.C4流の水素化
触媒を、この技術分野の当業者にとって公知の初期湿り法で製造した。
表面積が60−90m2/gのAl2O3押出成形物を含浸溶液で含浸させた。該含浸溶液は、硝酸パラジウム、亜硝酸パラジウム及び硝酸銀を有するもので、硝酸で0.2−2のpHにまで酸化されたものである。この水分を有する(濡れた)押出成形物を200℃で乾燥させ、そして600℃でか焼した。パラジウムを0.3質量%含み、そして、銀を0.1質量%含む触媒が得られ、パラジウムの銀に対する質量割合は3であった。
2−6質量%のNO2 -の代わりに、0.06質量%のNO2 -の、異なるパラジウム硝酸塩ストック溶液を使用したこと以外は、触媒IIを触媒Iと同様に製造した。完成した含浸溶液は、結果として、0.0024質量%のNO2 -を含んでいた。
銀を使用しなかったこと以外は、本発明の水素化触媒Iに相当する方法で比較触媒IIIを製造した。
結果として得られた触媒が、パラジウムの銀に対する割合が6であり、銀が0.05%であること以外は、本発明の水素化触媒Iに相当する方法で本発明の水素化触媒IVを製造した。
本発明の触媒Vを本発明の水素化触媒Iに相当する方法で製造し、パラジウムの銀に対する質量割合は3.5で、そして、銀の割合は0.085質量%であった。
whsv=5kg/Icath
循環物:反応物=8
圧力=10−15バールg
H2の純度=100%(限定されるものではない)
全ブテン選択性=1−(Δ(n−ブテン)/Δ1,3−ブタジエン))
1−ブテン選択性=Δ(1−ブテン)/Δ(1,3−ブタジエン)
99%のブタジエン転換で、結果は、
Claims (25)
- 水素化用金属として、少なくとも1種の元素周期表の第VIII族の金属、及び追加的に助触媒を酸化物担体上に含む触媒を製造する方法であって、
前記触媒は、元素周期表の第VIII族の金属の少なくとも80%が、触媒の表面と、触媒表面から計算して触媒の半径の80%以内に相当する浸入深さとの間で実質的に均一な分布で存在し、及び前記助触媒は、触媒の全断面にわたって実質的に均一に分布して存在し、
前記触媒の製造において、前記酸化物担体を、元素周期表の第VIII族の金属の硝酸塩及び亜硝酸塩を含み、且つ硝酸で酸性化させた溶液で含浸させ、乾燥及びか焼することを特徴とする触媒を製造する方法。 - 前記触媒の直径が2.5−10mmであり、及び元素周期表の第VIII族の金属の少なくとも80%が、触媒の表面と、触媒表面から計算して1000μm以内に相当する浸入深さとの間で実質的に均一な分布で存在し、及び前記助触媒は、触媒の全断面にわたって実質的に均一に分布して存在することを特徴とする請求項1に記載の触媒を製造する方法。
- 酸化物担体がアルミナであることを特徴とする請求項1又は2の何れかに記載の触媒を製造する方法。
- 酸化物担体が、δ−、θ−、及びα−アルミナの混合物の状態のアルミナであることを特徴とする請求項1〜3の何れか1項に記載の触媒を製造する方法。
- 元素周期表の第VIII族の金属が、パラジウムであることを特徴とする請求項1〜4の何れか1項に記載の触媒を製造する方法。
- 元素周期表の第VIII族の金属の含有量が、触媒の合計量に対して0.05−5質量%であることを特徴とする請求項1〜5の何れか1項に記載の触媒を製造する方法。
- 助触媒が、元素周期表の第IB族の金属であることを特徴とする請求項1〜6の何れか1項に記載の触媒の触媒を製造する方法。
- 元素周期表の第IB族の金属が、銀であることを特徴とする請求項7に記載の触媒を製造する方法。
- 元素周期表の第VIII族の金属の元素周期表の第IB族の金属に対する原子割合が、0.1−10であることを特徴とする請求項7又は8に記載の触媒を製造する方法。
- 触媒を、ロータリーチューブ内において動作下に乾燥させることを特徴とする請求項1〜9の何れか1項に記載の触媒を製造する方法。
- 乾燥を向流として空気流を使用して行うことを特徴とする請求項1〜10の何れか1項に記載の触媒を製造する方法。
- 乾燥とか焼を1基のロータリーチューブ内で併合して行うことを特徴とする請求項1〜11の何れか1項に記載の触媒を製造する方法。
- 触媒を、水素化反応器の外側又は内側で、0−200℃の温度で還元することを特徴とする請求項1〜12の何れか1項に記載の触媒を製造する方法。
- 触媒を、水素化反応器の外側又は内側で、15−500℃の温度で再生することを特徴とする請求項1〜13の何れか1項に記載の触媒を製造する方法。
- 請求項1〜14の何れか1項に記載の方法により得られる触媒。
- 請求項15に記載の触媒の存在下に不飽和化合物を水素と接触させる工程を含む、不飽和化合物を水素化するための方法。
- C3流中のプロピン及び/又はプロパジエンを、プロペンに水素化することを特徴とする請求項16に記載の方法。
- C4流中の1,3−ブタジエンをブテンに水素化することを特徴とする請求項16に記載の方法。
- 気相又は混合気/液相内で、入口温度が0−100℃で、圧力が5−50バールの範囲で、不飽和化合物を選択的に水素化する方法であって、
1段階以上の反応段階で選択的な水素化を行い、及び少なくとも1段階の反応段階での水素化が、請求項15に記載の触媒の存在下に行われることを特徴とする方法。 - C3流中のプロピン及び/又はプロパジエンを、プロペンに水素化することを特徴とする請求項19に記載の方法。
- C2流中のエテンを水素化することを特徴とする請求項19に記載の方法。
- C5+流中のアルキン、ジエン、及び/又はスチレンを水素化することを特徴とする請求項19に記載の方法。
- C4流中の1,3−ブタジエンをブテンに水素化することを特徴とする請求項19に記載の方法。
- 水素化を、2反応段階で行い、及び請求項15に記載の触媒を最初の段階で使用することを特徴とする請求項23に記載の方法。
- 最初の反応段階で、60%を超える1−ブテン選択性を達成することを特徴とする請求項23又は24に記載の方法。
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DE102004059282A DE102004059282A1 (de) | 2004-10-13 | 2004-10-13 | Selektivhydrierkatalysator |
DE102004059282.9 | 2004-10-13 | ||
PCT/EP2005/011026 WO2006040159A1 (de) | 2004-10-13 | 2005-10-13 | Selektivhydrierkatalysator |
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EP (1) | EP1804968A1 (ja) |
JP (1) | JP4764428B2 (ja) |
KR (1) | KR101264443B1 (ja) |
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DE102004049940A1 (de) * | 2004-10-13 | 2006-04-20 | Basf Ag | Verfahren zur Herstellung eines C4-Olefin-Gemisches durch Selektivhydrierung und Metatheseverfahren zur Verwendung dieses Stroms |
CA2616481C (en) | 2005-07-27 | 2016-06-14 | Chevron Phillips Chemical Company Lp | A selective hydrogenation catalyst and methods of making and using same |
MX2008011260A (es) | 2006-03-21 | 2008-09-10 | Basf Se | Proceso para preparar una amina. |
WO2007147781A1 (de) * | 2006-06-21 | 2007-12-27 | Basf Se | Absorptionsmasse und verfahren zur entfernung von quecksilber |
EP2043778A1 (de) * | 2006-07-17 | 2009-04-08 | Basf Se | Verfahren zur hydrierung ungesättigter kohlenwasserstoffe an kupfer und zink enthaltenden katalysatoren |
CN101423775B (zh) | 2007-11-01 | 2010-05-12 | 中国石油天然气股份有限公司 | 一种选择性镍系加氢催化剂及其制备方法 |
CN101433841B (zh) * | 2007-12-13 | 2010-04-14 | 中国石油天然气股份有限公司 | 一种选择性加氢催化剂及其制备方法 |
FR2927267B1 (fr) * | 2008-02-07 | 2010-04-16 | Inst Francais Du Petrole | Catalyseur d'hydrogenation selective et son procede de preparation |
DE102008002347A1 (de) * | 2008-06-11 | 2009-12-17 | Evonik Oxeno Gmbh | Katalysator und Verfahren zur Herstellung von gesättigten Ethern durch Hydrierung ungesättigter Ether |
US8569196B2 (en) | 2008-08-26 | 2013-10-29 | Basf Se | Process for the continuous production of a catalyst |
CN102811807B (zh) * | 2010-03-19 | 2016-05-18 | 国际壳牌研究有限公司 | 加氢催化剂 |
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- 2005-10-13 CN CNA2005800416976A patent/CN101072637A/zh active Pending
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WO2006040159A1 (de) | 2006-04-20 |
EP1804968A1 (de) | 2007-07-11 |
CA2583155A1 (en) | 2006-04-20 |
US8067334B2 (en) | 2011-11-29 |
CN101072637A (zh) | 2007-11-14 |
DE102004059282A1 (de) | 2006-04-27 |
US20090030250A1 (en) | 2009-01-29 |
KR20070063593A (ko) | 2007-06-19 |
CA2583155C (en) | 2013-07-09 |
JP2008515631A (ja) | 2008-05-15 |
KR101264443B1 (ko) | 2013-05-14 |
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