JP7261888B2 - 脱水反応触媒、その製造方法及びそれを用いたアルケンの製造方法 - Google Patents
脱水反応触媒、その製造方法及びそれを用いたアルケンの製造方法 Download PDFInfo
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- 238000006297 dehydration reaction Methods 0.000 title claims description 67
- 239000007809 chemical reaction catalyst Substances 0.000 title claims description 43
- 238000004519 manufacturing process Methods 0.000 title claims description 35
- 150000001336 alkenes Chemical class 0.000 title claims description 21
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 124
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 93
- 239000003054 catalyst Substances 0.000 claims description 71
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- 239000006227 byproduct Substances 0.000 claims description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 17
- 238000001354 calcination Methods 0.000 claims description 15
- 238000006243 chemical reaction Methods 0.000 claims description 15
- 229910052757 nitrogen Inorganic materials 0.000 claims description 13
- 239000002243 precursor Substances 0.000 claims description 8
- 238000010025 steaming Methods 0.000 claims description 8
- 229910001593 boehmite Inorganic materials 0.000 claims description 6
- FAHBNUUHRFUEAI-UHFFFAOYSA-M hydroxidooxidoaluminium Chemical compound O[Al]=O FAHBNUUHRFUEAI-UHFFFAOYSA-M 0.000 claims description 6
- 239000007789 gas Substances 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 239000011148 porous material Substances 0.000 claims description 3
- 229910001680 bayerite Inorganic materials 0.000 claims description 2
- 229910001648 diaspore Inorganic materials 0.000 claims description 2
- 229910001679 gibbsite Inorganic materials 0.000 claims description 2
- 125000003158 alcohol group Chemical group 0.000 claims 1
- 230000008901 benefit Effects 0.000 description 30
- 230000000694 effects Effects 0.000 description 16
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- 238000010304 firing Methods 0.000 description 13
- 238000000034 method Methods 0.000 description 13
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 13
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 13
- 238000002441 X-ray diffraction Methods 0.000 description 12
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- 230000000052 comparative effect Effects 0.000 description 7
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- 230000018044 dehydration Effects 0.000 description 6
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- 239000007858 starting material Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 4
- 238000005260 corrosion Methods 0.000 description 4
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- 239000002253 acid Substances 0.000 description 3
- 230000004913 activation Effects 0.000 description 3
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- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 2
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- 238000011156 evaluation Methods 0.000 description 2
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- 238000012986 modification Methods 0.000 description 2
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- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 238000003991 Rietveld refinement Methods 0.000 description 1
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- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000012159 carrier gas Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
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- 238000006731 degradation reaction Methods 0.000 description 1
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- 108010037444 diisopropylglutathione ester Proteins 0.000 description 1
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- 238000006062 fragmentation reaction Methods 0.000 description 1
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- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 238000009616 inductively coupled plasma Methods 0.000 description 1
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- 150000007517 lewis acids Chemical class 0.000 description 1
- 238000009766 low-temperature sintering Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
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- 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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- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/0009—Use of binding agents; Moulding; Pressing; Powdering; Granulating; Addition of materials ameliorating the mechanical properties of the product catalyst
- B01J37/0018—Addition of a binding agent or of material, later completely removed among others as result of heat treatment, leaching or washing,(e.g. forming of pores; protective layer, desintegrating by heat)
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
- C07C1/24—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms by elimination of water
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Description
本出願は、2020年06月19日付の韓国特許出願第10-2020-0074932号及びこれに基づいて2020年11月06日付で再出願された韓国特許出願第10-2020-0147797号に基づく優先権の利益を主張し、当該韓国特許出願の文献に開示された全ての内容は本明細書の一部として組み込まれる。
ベーマイト(Boehmite)を950℃の条件で10時間、空気雰囲気下で焼成して第1アルミナを得、前記第1アルミナを管型反応器内に充填した後、温度を400℃に調節し、その後、反応器内に水蒸気と窒素を3時間供給してスチーム処理した。このとき、水蒸気は、HPLCポンプを用いて0.026~0.1g/minで供給し、窒素は、マスフローコントローラ(Mass Flow Controller;MFC)を用いて133ml/minで供給し、窒素と水蒸気の混合比は、N2:H2Oの体積比でN2:H2O=2500:1とし、水蒸気:第1アルミナの重量比は0.01~100:1とした。また、スチーム処理の後に、550℃で5時間焼成して、αアルミナ5重量%、θアルミナ70重量%、δアルミナ25重量%及びγアルミナ0重量%を含むアルミナ触媒を収得した。
ベーマイト(Boehmite)を1100℃で1次焼成した以外は、前記実施例1と同様の方法で行った。その結果、αアルミナ10重量%、θアルミナ70重量%、δアルミナ20重量%及びγアルミナ0重量%を含むアルミナ触媒を収得した。
ベーマイトを550℃の条件で10時間、空気雰囲気下で焼成して100%γ相アルミナを収得した。
ベーマイトを550℃の条件で10時間、空気雰囲気下で焼成して100%γ相アルミナを得、前記γ相アルミナを管型反応器内に充填した後、温度を400℃に調節し、その後、反応器内に水蒸気と窒素を3時間供給してスチーム処理した。このとき、水蒸気は、HPLCポンプを用いて0.026~0.1g/minで供給し、窒素は、MFCを用いて133ml/minで供給し、窒素と水蒸気の混合比は、N2:H2Oの体積比でN2:H2O=2500:1とし、水蒸気:γ相アルミナの重量比は0.01~100:1とした。また、スチーム処理の後に550℃で5時間焼成して、γ相アルミナ100%であるアルミナ触媒を収得した。
前記実施例1~2及び比較例1~2で製造された触媒の特性を、下記の方法で測定し、その結果を下記の表1及び表2に示した。
前記製造された触媒は、イソプロピルアルコール(IPA)の脱水反応によりプロピレンを生成する反応を介して触媒活性を評価した。
前記製造された触媒の破砕強度を評価するためにテクスチャーアナライザー(Texture Analyzer)(モデル名:TA-XT2 Plus、Stable Micro System社製)を用いて、単一の粒子を0.01mm/sで定速加圧して耐える最大の力を破砕強度として測定し、各試料に対して10個又は2以上の粒子を測定して平均値を用い、その測定結果は下記表2に示した。
Claims (14)
- 脱水反応触媒であって、
前記脱水反応触媒は、アルミナ触媒であり、
前記アルミナ触媒は、αアルミナ1~18重量%、θアルミナ65~95重量%及びδアルミナ4~34重量%を含む混合相アルミナであることを特徴とする、脱水反応触媒。 - 前記脱水反応触媒は、アルコールの脱水反応触媒であることを特徴とする、請求項1に記載の脱水反応触媒。
- 前記アルコールはイソプロピルアルコールであることを特徴とする、請求項2に記載の脱水反応触媒。
- 前記混合相アルミナはγアルミナを含まないことを特徴とする、請求項1~3のいずれか一項に記載の脱水反応触媒。
- 前記脱水反応触媒は、破砕強度が63N以上であることを特徴とする、請求項1~4のいずれか一項に記載の脱水反応触媒。
- 前記脱水反応触媒は、比表面積が30m2/g以上であることを特徴とする、請求項1~5のいずれか一項に記載の脱水反応触媒。
- 前記脱水反応触媒は、気孔体積が0.60cm3/g以下であることを特徴とする、請求項1~6のいずれか一項に記載の脱水反応触媒。
- 脱水反応触媒の製造方法であって、
前記脱水反応触媒は、アルミナ触媒であり、
アルミナ前駆体を800~1100℃の温度で焼成するステップと、前記焼成ステップの後に水蒸気と窒素の混合気体で200~500℃の温度でスチーム処理するステップと、前記スチーム処理ステップの後に500℃超~600℃以下の温度で焼成して、αアルミナ1~18重量%、θアルミナ65~95重量%及びδアルミナ4~34重量%を含む混合相アルミナを得るステップとを含むことを特徴とする、脱水反応触媒の製造方法。 - 前記アルミナ前駆体は、ギブサイト(Gibbsite)、バイヤライト(Bayerite)、ベーマイト(Boehmite)及びダイアスポア(Diaspore)から選択された1種以上であることを特徴とする、請求項8に記載の脱水反応触媒の製造方法。
- 請求項1~7のいずれか一項に記載の脱水反応触媒の存在下で、アルコールを脱水反応させることを特徴とする、アルケンの製造方法。
- 前記脱水反応は、200~400℃、10~30気圧下で行われることを特徴とする、請求項10に記載のアルケンの製造方法。
- アルコールの転化率が95%以上である、請求項10または11に記載のアルケンの製造方法。
- アルケンの選択度が95%以上である、請求項10~12のいずれか一項に記載のアルケンの製造方法。
- 副産物の選択度が5%以下である、請求項10~13のいずれか一項に記載のアルケンの製造方法。
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KR1020200147797A KR102557041B1 (ko) | 2020-06-19 | 2020-11-06 | 탈수반응 촉매, 이의 제조방법 및 이를 이용한 알켄의 제조방법 |
PCT/KR2020/016108 WO2021256627A1 (ko) | 2020-06-19 | 2020-11-16 | 탈수반응 촉매, 이의 제조방법 및 이를 이용한 알켄의 제조방법 |
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Citations (3)
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JP2003531712A (ja) | 1999-07-28 | 2003-10-28 | ズード−ヘミー・インコーポレイテッド | 水素化触媒 |
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