KR100904134B1 - 불포화 알데히드 및/또는 불포화 산의 제조방법 - Google Patents
불포화 알데히드 및/또는 불포화 산의 제조방법 Download PDFInfo
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- KR100904134B1 KR100904134B1 KR1020080029882A KR20080029882A KR100904134B1 KR 100904134 B1 KR100904134 B1 KR 100904134B1 KR 1020080029882 A KR1020080029882 A KR 1020080029882A KR 20080029882 A KR20080029882 A KR 20080029882A KR 100904134 B1 KR100904134 B1 KR 100904134B1
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- UNTBPXHCXVWYOI-UHFFFAOYSA-O azanium;oxido(dioxo)vanadium Chemical compound [NH4+].[O-][V](=O)=O UNTBPXHCXVWYOI-UHFFFAOYSA-O 0.000 description 2
- 229910052796 boron Inorganic materials 0.000 description 2
- HSJPMRKMPBAUAU-UHFFFAOYSA-N cerium(3+);trinitrate Chemical compound [Ce+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O HSJPMRKMPBAUAU-UHFFFAOYSA-N 0.000 description 2
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- XTVVROIMIGLXTD-UHFFFAOYSA-N copper(II) nitrate Chemical compound [Cu+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O XTVVROIMIGLXTD-UHFFFAOYSA-N 0.000 description 2
- 230000009849 deactivation Effects 0.000 description 2
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- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 2
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- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
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- 238000001354 calcination Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
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- UFMZWBIQTDUYBN-UHFFFAOYSA-N cobalt dinitrate Chemical compound [Co+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O UFMZWBIQTDUYBN-UHFFFAOYSA-N 0.000 description 1
- 229910001981 cobalt nitrate Inorganic materials 0.000 description 1
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- RXPAJWPEYBDXOG-UHFFFAOYSA-N hydron;methyl 4-methoxypyridine-2-carboxylate;chloride Chemical compound Cl.COC(=O)C1=CC(OC)=CC=N1 RXPAJWPEYBDXOG-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- MVFCKEFYUDZOCX-UHFFFAOYSA-N iron(2+);dinitrate Chemical compound [Fe+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O MVFCKEFYUDZOCX-UHFFFAOYSA-N 0.000 description 1
- 229910052745 lead Inorganic materials 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- KBJMLQFLOWQJNF-UHFFFAOYSA-N nickel(ii) nitrate Chemical compound [Ni+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O KBJMLQFLOWQJNF-UHFFFAOYSA-N 0.000 description 1
- KUJRRRAEVBRSIW-UHFFFAOYSA-N niobium(5+) pentanitrate Chemical compound [Nb+5].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O KUJRRRAEVBRSIW-UHFFFAOYSA-N 0.000 description 1
- 238000005453 pelletization Methods 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 235000010333 potassium nitrate Nutrition 0.000 description 1
- 239000004323 potassium nitrate Substances 0.000 description 1
- 238000011112 process operation Methods 0.000 description 1
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- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- 238000009495 sugar coating Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
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- 239000012808 vapor phase Substances 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Images
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/23—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups
- C07C51/235—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups of —CHO groups or primary alcohol groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/25—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of unsaturated compounds containing no six-membered aromatic ring
- C07C51/252—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of unsaturated compounds containing no six-membered aromatic ring of propene, butenes, acrolein or methacrolein
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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
- B01J23/002—Mixed oxides other than spinels, e.g. perovskite
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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
- B01J23/84—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
- B01J23/887—Molybdenum containing in addition other metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/8876—Arsenic, antimony or bismuth
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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
- B01J23/70—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
- B01J23/888—Tungsten
- B01J23/8885—Tungsten containing also molybdenum
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01J35/40—Catalysts, in general, characterised by their form or physical properties characterised by dimensions, e.g. grain size
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Abstract
Description
Claims (10)
- 쉘-앤드-튜브 반응기에서 고정층 촉매 부분 산화반응에 의하여 불포화 알데히드로부터 불포화 산을 제조하는 방법에 있어서, 상기 반응기는 불포화 산을 생산하는 반응영역이 2이상의 촉매층을 포함하고, 2이상의 촉매층은 촉매 유효성분의 1차 입자 크기가 서로 상이한 2차 입자인 촉매 성형물로 각각 충진되어 있되, 반응기 입구쪽에서 출구쪽으로 갈수록 촉매 유효성분의 1차 입자 크기가 작아지도록 조절되는 것이고, 상기 촉매 유효성분은 하기 화학식 2로 표시되는 화합물이며, 상기 촉매 성형물은 상기 촉매 유효성분으로 된 1차 입자들을 결합시켜 원하는 형태로 성형함으로써 수득되는 성형 촉매, 또는 상기 촉매 유효성분으로 된 1차 입자들을 원하는 형태의 불활성 담체에 지지시킴으로써 수득되는 지지 촉매인 것이 특징인 제조방법.[화학식 2]MoaWbVcAdBeCfOx상기 식에서,Mo는 몰리브덴이고,W는 텅스텐이며,V는 바나듐이고,A는 철(Fe), 구리(Cu), 비스무스(Bi), 크롬(Cr), 코발트(Co), 망간(Mn)으로 구성된 군 중에서 선택되는 1 종 이상의 원소이며,B는 주석(Sn), 안티몬(Sb), 니켈(Ni), 세륨(Cs) 및 탈륨(Tl)으로 구성된 군 중에서 선택되는 1 종 이상의 원소이며,C는 알칼리 금속 및 알칼리 토금속으로 구성된 군 중에서 선택되는 1 종 이상의 원소이고,O는 산소이고,a, b, c, d, e, f 및 x는 각각 Mo, W, V, A, B, C 및 O 원소의 원자 비율을 나타낸 것이며,a=10일 때, 0.5≤b≤4, 0.5≤c≤5, 0≤d≤5, 0≤e≤2, 0≤f≤2 이며, x는 상기의 각 성분의 산화상태에 따라 정해지는 수치임.
- 삭제
- 삭제
- 제1항에 있어서, 촉매 유효성분의 1차 입자의 크기가 가장 큰 촉매층은 최고 과열점을 포함하고, 상기 1차 입자의 크기는 10~150 미크론인 것이 특징인 제조방법.
- 고정층 촉매 부분 산화반응에 의하여 불포화 알데히드로부터 불포화 산을 제조하는 공정에 사용가능한 쉘-앤드-튜브 반응기에 있어서, 상기 반응기는 불포화 산을 생산하는 반응영역을 포함하고, 상기 반응영역은 2이상의 촉매층을 포함하며, 2이상의 촉매층은 촉매 유효성분의 1차 입자 크기가 서로 상이한 2차 입자인 촉매 성형물로 각각 충진되어 있되, 반응기 입구쪽에서 출구쪽으로 갈수록 촉매 유효성분의 1차 입자 크기가 작아지도록 조절되는 것이고, 상기 촉매 유효성분은 하기 화학식 2로 표시되는 화합물이며, 상기 촉매 성형물은 상기 촉매 유효성분으로 된 1차 입자들을 결합시켜 원하는 형태로 성형함으로써 수득되는 성형 촉매, 또는 상기 촉매 유효성분으로 된 1차 입자들을 원하는 형태의 불활성 담체에 지지시킴으로써 수득되는 지지 촉매인 것이 특징인 반응기.[화학식 2]MoaWbVcAdBeCfOx상기 식에서,Mo는 몰리브덴이고,W는 텅스텐이며,V는 바나듐이고,A는 철(Fe), 구리(Cu), 비스무스(Bi), 크롬(Cr), 코발트(Co), 망간(Mn)으로 구성된 군 중에서 선택되는 1 종 이상의 원소이며,B는 주석(Sn), 안티몬(Sb), 니켈(Ni), 세륨(Cs) 및 탈륨(Tl)으로 구성된 군 중에서 선택되는 1 종 이상의 원소이며,C는 알칼리 금속 및 알칼리 토금속으로 구성된 군 중에서 선택되는 1 종 이상의 원소이고,O는 산소이고,a, b, c, d, e, f 및 x는 각각 Mo, W, V, A, B, C 및 O 원소의 원자 비율을 나타낸 것이며,a=10일 때, 0.5≤b≤4, 0.5≤c≤5, 0≤d≤5, 0≤e≤2, 0≤f≤2 이며, x는 상기의 각 성분의 산화상태에 따라 정해지는 수치임.
- 제5항에 있어서, 상기 촉매 유효성분은 금속 산화물을 이루는 금속성분의 염 수용액을 교반, 혼합하여 촉매 수용액 또는 현탁액을 제조하고; 상기 촉매 수용액 또는 현탁액 제조시 분쇄공정을 실시하거나 상기 촉매 수용액 또는 현탁액 제조 후 분쇄공정을 실시하여 촉매 유효성분의 1차 입자의 크기를 조절함으로써 제조된 것이 특징인 반응기.
- 제5항에 있어서, 상기 촉매 유효성분은 금속 산화물을 이루는 금속성분의 염 수용액을 교반, 혼합하여 촉매 수용액 또는 현탁액을 제조하고; 상기 촉매 수용액 또는 현탁액을 건조하여 분말로 제조한 후 분쇄하여 촉매 유효성분의 1차 입자의 크기를 조절함으로써 제조된 것이 특징인 반응기.
- 삭제
- 제5항에 있어서, 2단으로 촉매층을 충진할 경우 제1충진층의 촉매 유효성분의 1차 입자 크기는 10~150 미크론이고, 제2충진층의 촉매 유효성분의 1차 입자크기는 10 미크론 이하인 것이 특징인 반응기.
- 제5항에 있어서, 3단으로 촉매층을 충진할 경우 제1충진층의 촉매 유효성분의 1차 입자 크기는 10~150 미크론이고, 제2충진층의 촉매 유효성분의 1차 입자 크기는 1 내지 10 미크론이고, 제3충진층의 촉매 유효성분의 1차 입자 크기는 1 미크론 이하인 것이 특징인 반응기.
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JP2001137689A (ja) | 1999-08-31 | 2001-05-22 | Nippon Shokubai Co Ltd | 接触気相酸化反応器 |
JP2001129384A (ja) | 1999-11-05 | 2001-05-15 | Nippon Shokubai Co Ltd | 接触気相酸化用反応器 |
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Publication number | Publication date |
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JP5106856B2 (ja) | 2012-12-26 |
CN1874984B (zh) | 2011-08-24 |
CN1874984A (zh) | 2006-12-06 |
TWI342877B (en) | 2011-06-01 |
US20050209485A1 (en) | 2005-09-22 |
US7326389B2 (en) | 2008-02-05 |
EP1697295B1 (en) | 2012-06-20 |
WO2005063674A1 (en) | 2005-07-14 |
EP1697295A4 (en) | 2007-11-14 |
KR100850856B1 (ko) | 2008-08-06 |
EP1697295A1 (en) | 2006-09-06 |
JP2007508372A (ja) | 2007-04-05 |
TW200602308A (en) | 2006-01-16 |
KR20080036973A (ko) | 2008-04-29 |
KR20050067069A (ko) | 2005-06-30 |
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