JP5816088B2 - オレフィン異性化およびメタセシス触媒 - Google Patents
オレフィン異性化およびメタセシス触媒 Download PDFInfo
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- JP5816088B2 JP5816088B2 JP2011526237A JP2011526237A JP5816088B2 JP 5816088 B2 JP5816088 B2 JP 5816088B2 JP 2011526237 A JP2011526237 A JP 2011526237A JP 2011526237 A JP2011526237 A JP 2011526237A JP 5816088 B2 JP5816088 B2 JP 5816088B2
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- JP
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- Prior art keywords
- catalyst
- metathesis
- butene
- isomerization
- oxide
- Prior art date
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- 238000005649 metathesis reaction Methods 0.000 title claims description 176
- 238000006317 isomerization reaction Methods 0.000 title claims description 63
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- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 160
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 claims description 135
- 238000006243 chemical reaction Methods 0.000 claims description 84
- 238000000034 method Methods 0.000 claims description 75
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 73
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- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 57
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- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 33
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- GDVKFRBCXAPAQJ-UHFFFAOYSA-A dialuminum;hexamagnesium;carbonate;hexadecahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Al+3].[Al+3].[O-]C([O-])=O GDVKFRBCXAPAQJ-UHFFFAOYSA-A 0.000 claims description 18
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- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 7
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 7
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 7
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 claims description 7
- 229910052792 caesium Inorganic materials 0.000 claims description 7
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 claims description 7
- 150000004678 hydrides Chemical class 0.000 claims description 7
- 229910052744 lithium Inorganic materials 0.000 claims description 7
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- 239000004711 α-olefin Substances 0.000 description 1
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Description
Claims (51)
- プロピレンを製造するための方法であって、
エチレンならびに、1−ブテンと2−ブテンを含む炭化水素ストリームを、二元機能異性化−メタセシス触媒と接触させ、1−ブテンを2−ブテンに異性化させると同時にプロピレンを含むメタセシス生成物を形成させる工程を含み、
前記二元機能異性化−メタセシス触媒は、
マグネシア−アルミナヒドロタルサイトを含む担体上でメタセシス活性を提供するためのタングステン、タンタル、ニオブ、モリブデン、ニッケル、パラジウム、オスミウム、イリジウム、ロジウム、バナジウム、ルテニウムおよびレニウムから選択される少なくとも1つの元素を含む触媒化合物を含み、
前記担体の曝露された表面領域は、
1−ブテンの2−ブテンへの異性化のための異性化活性、および
触媒化合物毒の吸着のための反応部位
の両方を提供する、方法。 - 前記担体は、元素周期表のIA、IIA、IIB、およびIIIA族からの少なくとも1つの元素の酸化物、硫化物、窒化物、または水素化物を含む、請求項1記載の方法。
- 前記担体は、酸化マグネシウム、酸化カルシウム、酸化バリウム、酸化リチウム、酸化ナトリウム、酸化カリウムの少なくとも1つを含む、請求項1記載の方法。
- 前記触媒化合物は、酸性度を減少させるためにアルカリ金属プロモータをさらに含む、請求項1記載の方法。
- 前記アルカリ金属プロモータは、ナトリウム、カリウム、リチウム、セシウム、および希土類元素の少なくとも1つを含む、請求項4記載の方法。
- 前記接触は水素の存在下で実施される、請求項1記載の方法。
- 前記二元機能異性化−メタセシス触媒は6から7重量%の間の酸化タングステンを含む、請求項1記載の方法。
- マグネシア−アルミナヒドロタルサイトを含む担体上でメタセシス活性を提供するためのタングステン、タンタル、ニオブ、モリブデン、ニッケル、パラジウム、オスミウム、イリジウム、ロジウム、バナジウム、ルテニウムおよびレニウムから選択される少なくとも1つの元素を含む触媒化合物を含み、
前記担体の曝露された表面領域は1−ブテンの2−ブテンへの異性化のための異性化活性および
触媒化合物毒の吸着のための反応部位
の両方を提供する、混合ブテン供給物の同時異性化−メタセシスのための二元機能異性化−メタセシス触媒。 - 前記担体は、元素周期表のIA、IIA、IIB、およびIIIA族からの少なくとも1つの元素の酸化物、硫化物、窒化物、または水素化物を含む、請求項8記載の触媒。
- 前記担体は、酸化マグネシウム、酸化カルシウム、酸化バリウム、酸化リチウム、酸化ナトリウム、酸化カリウムの少なくとも1つを含む、請求項8記載の触媒。
- 前記触媒化合物は、酸性度を減少させるためにアルカリ金属プロモータをさらに含む、請求項8記載の触媒。
- 前記アルカリ金属プロモータは、ナトリウム、カリウム、リチウム、セシウム、および希土類元素の少なくとも1つを含む、請求項11記載の触媒。
- 前記二元機能異性化−メタセシス触媒は6から7重量%の間の酸化タングステンを含む、請求項8記載の触媒。
- 混合ブテン供給物の同時異性化−メタセシスのための二元機能異性化−メタセシス触媒を調製する方法であって、
マグネシア−アルミナヒドロタルサイトを含む担体にタングステン、タンタル、ニオブ、モリブデン、ニッケル、パラジウム、オスミウム、イリジウム、ロジウム、バナジウム、ルテニウムおよびレニウムから選択される少なくとも1つの元素を含む触媒化合物を含浸させる工程を含み、
前記触媒化合物元素はメタセシス活性を提供し、
前記担体の曝露された表面領域は、
1−ブテンの2−ブテンへの異性化のための異性化活性、および
触媒化合物毒の吸着のための反応部位
の両方を提供する、方法。 - 前記担体を前記含浸前に焼成させる工程をさらに含む、請求項14記載の方法。
- 前記担体は、元素周期表のIA、IIA、IIB、およびIIIA族からの少なくとも1つの元素の酸化物、硫化物、窒化物、または水素化物を含む、請求項14記載の方法。
- 前記担体は、酸化マグネシウム、酸化カルシウム、酸化バリウム、酸化リチウム、酸化ナトリウム、酸化カリウムの少なくとも1つを含む、請求項14記載の方法。
- 前記含浸触媒をアルカリ金属プロモータと接触させる工程をさらに含む、請求項14記載の方法。
- 前記アルカリ金属プロモータは、ナトリウム、カリウム、リチウム、セシウム、および希土類元素の少なくとも1つを含む、請求項18記載の方法。
- 前記二元機能異性化−メタセシス触媒は6から7重量%の間の酸化タングステンを含む、請求項14記載の方法。
- 前記触媒化合物はメタタングステン酸アンモニウムを含む、請求項14記載の方法。
- 前記二元機能異性化−メタセシス触媒を活性化させる工程をさらに含む、請求項14記載の方法。
- プロピレンを製造するための方法であって、
エチレンならびに、1−ブテンと2−ブテンを含む炭化水素ストリームを、二元機能異性化−メタセシス触媒と接触させ、1−ブテンを2−ブテンに異性化させると同時にプロピレンを含むメタセシス生成物を形成させる工程を含み、
前記二元機能異性化−メタセシス触媒は、
元素周期表のIA、IIA、IIB、およびIIIA族からの少なくとも1つの元素を含む触媒と顕微鏡スケールで混合された、あるいは
マグネシア−アルミナヒドロタルサイトを含む担体上で、
メタセシス活性を提供するためのアルミニウム、ガリウム、イリジウム、鉄、モリブデン、ニッケル、ニオブ、オスミウム、パラジウム、リン、レニウム、ロジウム、ルテニウム、タンタル、チタン、タングステン、およびバナジウムから選択される少なくとも1つの元素を含む触媒化合物を含み、
前記混合された触媒粒子または前記担体の曝露された表面領域は1−ブテンの2−ブテンへの異性化のための異性化活性、および
供給物中の触媒毒の吸着のための反応部位
の両方を提供する、方法。 - 前記担体は、元素周期表のIA、IIA、IIB、およびIIIA族からの少なくとも1つの元素の酸化物、硫化物、窒化物、または水素化物を含む、請求項23記載の方法。
- 前記担体は、酸化マグネシウム、酸化カルシウム、酸化バリウム、酸化リチウム、酸化ナトリウム、酸化カリウムの少なくとも1つを含む、請求項23記載の方法。
- 前記触媒化合物は、酸性度を減少させるためにアルカリ金属プロモータをさらに含む、請求項23記載の方法。
- 前記アルカリ金属プロモータは、ナトリウム、カリウム、リチウム、セシウム、および希土類元素の少なくとも1つを含む、請求項26記載の方法。
- 前記接触は水素の存在下で実施される、請求項23記載の方法。
- 前記二元機能異性化−メタセシス触媒は1から25重量%の間の酸化タングステンを含む、請求項23記載の方法。
- 元素周期表のIA、IIA、IIB、およびIIIA族からの少なくとも1つの元素を含む触媒と顕微鏡スケールで混合された、あるいは
マグネシア−アルミナヒドロタルサイトを含む担体上で、
メタセシス活性を提供するためのアルミニウム、ガリウム、イリジウム、鉄、モリブデン、ニッケル、ニオブ、オスミウム、パラジウム、リン、レニウム、ロジウム、ルテニウム、タンタル、チタン、タングステン、およびバナジウムから選択される少なくとも1つの元素を含む触媒化合物を含み、
前記担体の曝露された表面領域は
1−ブテンの2−ブテンへの異性化のための異性化活性、および
供給物中の触媒毒の吸着のための反応部位
の両方を提供する、混合ブテン供給物の同時異性化−メタセシスのための二元機能異性化−メタセシス触媒。 - 前記担体は、元素周期表のIA、IIA、IIB、およびIIIA族からの少なくとも1つの元素の酸化物、硫化物、窒化物、または水素化物を含む、請求項30記載の触媒。
- 前記担体は、酸化マグネシウム、酸化カルシウム、酸化バリウム、酸化リチウム、酸化ナトリウム、酸化カリウムの少なくとも1つを含む、請求項30記載の触媒。
- 前記触媒化合物は、酸性度を減少させるためにアルカリ金属プロモータをさらに含む、請求項30記載の触媒。
- 前記アルカリ金属プロモータは、ナトリウム、カリウム、リチウム、セシウム、および希土類元素の少なくとも1つを含む、請求項33記載の触媒。
- 前記二元機能異性化−メタセシス触媒は1から25重量%の間の酸化タングステンを含む、請求項30記載の触媒。
- 混合ブテン供給物の同時異性化−メタセシスのための二元機能異性化−メタセシス触媒を調製する方法であって、
マグネシア−アルミナヒドロタルサイトを含む担体を、アルミニウム、ガリウム、イリジウム、鉄、モリブデン、ニッケル、ニオブ、オスミウム、パラジウム、リン、レニウム、ロジウム、ルテニウム、タンタル、チタン、タングステン、およびバナジウムから選択される少なくとも1つの元素を含む触媒化合物で含浸させる工程を含み、
前記触媒化合物元素はメタセシス活性を提供し、
前記担体の曝露された表面領域は、
1−ブテンの2−ブテンへの異性化のための異性化活性、および
触媒化合物毒の吸着のための反応部位
の両方を提供する、方法。 - 前記担体を前記含浸前に焼成させる工程をさらに含む、請求項36記載の方法。
- 前記担体は、元素周期表のIA、IIA、IIB、およびIIIA族からの少なくとも1つの元素の酸化物、硫化物、窒化物、または水素化物を含む、請求項36記載の方法。
- 前記担体は、酸化マグネシウム、酸化カルシウム、酸化バリウム、酸化リチウム、酸化ナトリウム、酸化カリウムの少なくとも1つを含む、請求項36記載の方法。
- 前記含浸触媒をアルカリ金属プロモータと接触させる工程をさらに含む、請求項36記載の方法。
- 前記アルカリ金属プロモータは、ナトリウム、カリウム、リチウム、セシウム、および希土類元素の少なくとも1つを含む、請求項40記載の方法。
- 前記二元機能異性化−メタセシス触媒は1から25重量%の間の酸化タングステンを含む、請求項36記載の方法。
- 前記触媒化合物はメタタングステン酸アンモニウムを含む、請求項36記載の方法。
- 前記二元機能異性化−メタセシス触媒を活性化させる工程をさらに含む、請求項36記載の方法。
- 混合ブテン供給物の同時異性化−メタセシスのための二元機能異性化−メタセシス触媒を調製する方法であって、
マグネシア−アルミナヒドロタルサイトを含む第1の化合物に、アルミニウム、ガリウム、イリジウム、鉄、モリブデン、ニッケル、ニオブ、オスミウム、パラジウム、リン、レニウム、ロジウム、ルテニウム、タンタル、チタン、タングステン、およびバナジウムから選択される少なくとも1つの元素を含む触媒化合物を含浸することによる顕微鏡スケールの混合で、混合物を形成させる工程と、
前記混合物を成形して触媒粒子とする工程と、
を含み、
前記触媒化合物元素はメタセシス活性を提供し、
前記第1の化合物元素は、
1−ブテンの2−ブテンへの異性化のための異性化活性、および
前記供給物中の触媒毒の吸着のための反応部位
の両方を提供する、方法。 - 前記成形は、押出成形、成型、および錠剤化の少なくとも1つを含む、請求項45記載の方法。
- 前記混合物はシリカ、粘土、チタニア、ジルコニア、およびアルミナからなる群より選択される少なくとも1つの結合剤をさらに含む、請求項45記載の方法。
- 前記混合物は水、酸、および塩基の少なくとも1つをさらに含む、請求項45記載の方法。
- 前記二元機能異性化−メタセシス触媒は1から25重量%の間の酸化タングステンを含む、請求項45記載の方法。
- 前記触媒化合物はメタタングステン酸アンモニウムを含む、請求項45記載の方法。
- 前記二元機能異性化−メタセシス触媒を活性化させる工程をさらに含む、請求項45記載の方法。
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JP2015187142A (ja) | 2015-10-29 |
KR101272392B1 (ko) | 2013-06-07 |
CN102143929B (zh) | 2014-12-03 |
TW201012791A (en) | 2010-04-01 |
JP2012502057A (ja) | 2012-01-26 |
WO2010028267A3 (en) | 2010-05-20 |
BRPI0918229A2 (pt) | 2016-03-01 |
CL2009001815A1 (es) | 2009-12-04 |
MX2011002087A (es) | 2011-06-09 |
ZA201102479B (en) | 2011-12-28 |
CA2733601C (en) | 2014-08-05 |
EP2331488A4 (en) | 2012-10-24 |
TWI534132B (zh) | 2016-05-21 |
AR098285A2 (es) | 2016-05-26 |
AR078212A1 (es) | 2011-10-26 |
MY152067A (en) | 2014-08-15 |
KR20110063519A (ko) | 2011-06-10 |
PH12015500054B1 (en) | 2018-02-05 |
CN102143929A (zh) | 2011-08-03 |
EP2331488A2 (en) | 2011-06-15 |
PH12015500054A1 (en) | 2018-02-05 |
US8440874B2 (en) | 2013-05-14 |
CA2733601A1 (en) | 2010-03-11 |
US20100056839A1 (en) | 2010-03-04 |
WO2010028267A2 (en) | 2010-03-11 |
MY180736A (en) | 2020-12-08 |
US20130252804A1 (en) | 2013-09-26 |
US9023753B2 (en) | 2015-05-05 |
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