JP2004532731A5 - - Google Patents
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- Publication number
- JP2004532731A5 JP2004532731A5 JP2003507044A JP2003507044A JP2004532731A5 JP 2004532731 A5 JP2004532731 A5 JP 2004532731A5 JP 2003507044 A JP2003507044 A JP 2003507044A JP 2003507044 A JP2003507044 A JP 2003507044A JP 2004532731 A5 JP2004532731 A5 JP 2004532731A5
- Authority
- JP
- Japan
- Prior art keywords
- tin
- catalyst system
- carbonylation catalyst
- group
- iridium
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000005810 carbonylation reaction Methods 0.000 claims 9
- 239000003054 catalyst Substances 0.000 claims 9
- 239000000203 mixture Substances 0.000 claims 5
- ATJFFYVFTNAWJD-UHFFFAOYSA-N tin hydride Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims 5
- 125000004432 carbon atoms Chemical group C* 0.000 claims 4
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims 3
- 229910052741 iridium Inorganic materials 0.000 claims 3
- OQBLGYCUQGDOOR-UHFFFAOYSA-L 1,3,2$l^{2}-dioxastannolane-4,5-dione Chemical compound O=C1O[Sn]OC1=O OQBLGYCUQGDOOR-UHFFFAOYSA-L 0.000 claims 2
- GZUXJHMPEANEGY-UHFFFAOYSA-N Bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 claims 2
- AXZWODMDQAVCJE-UHFFFAOYSA-L Tin(II) chloride Chemical group [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical class CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 150000004820 halides Chemical class 0.000 claims 2
- PVMMMVHZRGMXED-UHFFFAOYSA-J hexachloroiridium(2-);hydron Chemical compound [H+].[H+].Cl[Ir-2](Cl)(Cl)(Cl)(Cl)Cl PVMMMVHZRGMXED-UHFFFAOYSA-J 0.000 claims 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 2
- 239000000376 reactant Substances 0.000 claims 2
- 235000011150 stannous chloride Nutrition 0.000 claims 2
- DANYXEHCMQHDNX-UHFFFAOYSA-K trichloroiridium Chemical compound Cl[Ir](Cl)Cl DANYXEHCMQHDNX-UHFFFAOYSA-K 0.000 claims 2
- LKKUYGGQEIJGDR-UHFFFAOYSA-N 1-iodopropane Chemical compound [CH2]CCI LKKUYGGQEIJGDR-UHFFFAOYSA-N 0.000 claims 1
- IQRUSQUYPCHEKN-UHFFFAOYSA-N 2-iodobutane Chemical compound CCC(C)I IQRUSQUYPCHEKN-UHFFFAOYSA-N 0.000 claims 1
- RDHPKYGYEGBMSE-UHFFFAOYSA-N Bromoethane Chemical compound CCBr RDHPKYGYEGBMSE-UHFFFAOYSA-N 0.000 claims 1
- KMGBZBJJOKUPIA-UHFFFAOYSA-N Butyl iodide Chemical compound CCCCI KMGBZBJJOKUPIA-UHFFFAOYSA-N 0.000 claims 1
- HVTICUPFWKNHNG-UHFFFAOYSA-N Ethyl iodide Chemical compound CCI HVTICUPFWKNHNG-UHFFFAOYSA-N 0.000 claims 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N Methyl iodide Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 claims 1
- 125000005599 alkyl carboxylate group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 150000001350 alkyl halides Chemical class 0.000 claims 1
- 125000005233 alkylalcohol group Chemical group 0.000 claims 1
- -1 aryl carboxylate Chemical class 0.000 claims 1
- 150000001502 aryl halides Chemical class 0.000 claims 1
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 claims 1
- 229910000039 hydrogen halide Inorganic materials 0.000 claims 1
- 239000012433 hydrogen halide Substances 0.000 claims 1
- 229910000043 hydrogen iodide Inorganic materials 0.000 claims 1
- 229940071870 hydroiodic acid Drugs 0.000 claims 1
- XJTQJERLRPWUGL-UHFFFAOYSA-N iodomethylbenzene Chemical compound ICC1=CC=CC=C1 XJTQJERLRPWUGL-UHFFFAOYSA-N 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 229940102396 methyl bromide Drugs 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- IUTCEZPPWBHGIX-UHFFFAOYSA-N tin(2+) Chemical compound [Sn+2] IUTCEZPPWBHGIX-UHFFFAOYSA-N 0.000 claims 1
Claims (7)
- 活性炭担体材料に伴なわれた０．１〜１０重量％のイリジウム及び０．１〜１０重量％の錫を含む固体成分並びにＩ 2 、Ｂｒ 2 及びＣｌ 2 、ハロゲン化水素、気体ヨウ化水素酸、炭素数１２以下のハロゲン化アルキル及びハロゲン化アリール並びにそれらの混合物からなる群から選ばれる蒸気状ハロゲン化物成分を含んでなる、気相カルボニル化法において低級アルキルアルコール、前記アルコールのエーテル及びエステル誘導体並びにそれらの混合物を含む反応体からエステル及びカルボン酸を製造するのに有用なカルボニル化触媒システム。
- 前記触媒が０．１〜２重量％のイリジウム及び０．１〜５重量％の錫を含む請求項１に記載のカルボニル化触媒システム。
- 前記ハロゲン化物成分がヨウ化水素、ヨウ化メチル、ヨウ化エチル、１−ヨードプロパン、２−ヨードブタン、１−ヨードブタン、臭化水素、臭化メチル、臭化エチル、ヨウ化ベンジル及びそれらの混合物からなる群から選ばれる請求項１に記載のカルボニル化触媒システム。
- 前記反応体がメタノールである請求項１に記載のカルボニル化触媒システム。
- 前記イリジウムが三塩化イリジウム、水和三塩化イリジウム、ヘキサクロロイリデート及びヘキサクロロイリデート（ＩＶ）からなる群から選ばれる請求項１に記載のカルボニル化触媒システム。
- 前記錫成分が塩化錫（ＩＩ）、アルキルカルボン酸塩（炭素原子の少なくとも１つが錫に結合し、アルキル基の炭素数が１〜１０である）、アリールカルボン酸塩（炭素原子の少なくとも１つが錫に結合し、アリール基の炭素数が６〜２４である）、シュウ酸錫（ＩＩ）及びそれらの混合物からなる群から選ばれる請求項１に記載のカルボニル化触媒システム。
- 前記錫成分が塩化錫（ＩＩ）、シュウ酸錫（ＩＩ）及びそれらの混合物からなる群から選ばれる請求項１に記載のカルボニル化触媒システム。
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/885,473 US6548444B2 (en) | 2001-06-20 | 2001-06-20 | Tin promoted iridium catalyst for carbonylation of lower alkyl alcohols |
| PCT/US2002/018989 WO2003000409A1 (en) | 2001-06-20 | 2002-06-17 | Tin promoted iridium catalyst for carbonylation of lower alkyl alcohols |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2004532731A JP2004532731A (ja) | 2004-10-28 |
| JP2004532731A5 true JP2004532731A5 (ja) | 2006-01-05 |
| JP4485787B2 JP4485787B2 (ja) | 2010-06-23 |
Family
ID=25386976
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003507044A Expired - Fee Related JP4485787B2 (ja) | 2001-06-20 | 2002-06-17 | 低級アルキルアルコールのカルボニル化用錫促進イリジウム触媒 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US6548444B2 (ja) |
| EP (1) | EP1397207B1 (ja) |
| JP (1) | JP4485787B2 (ja) |
| CN (1) | CN100448531C (ja) |
| AT (1) | ATE393663T1 (ja) |
| DE (1) | DE60226320T2 (ja) |
| WO (1) | WO2003000409A1 (ja) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7465822B2 (en) | 2005-05-05 | 2008-12-16 | Bp Chemicals Ltd. | Process for carbonylation of alkyl ethers |
| US20060252959A1 (en) * | 2005-05-05 | 2006-11-09 | The Regents Of The University Of California | Process for carbonylation of alkyl ethers |
| DE102005024049A1 (de) * | 2005-05-25 | 2006-11-30 | Robert Bosch Gmbh | Kraftstoff-Einspritzvorrichtung, insbesondere für eine Brennkraftmaschine mit Kraftstoff-Direkteinspritzung |
| US7507855B2 (en) * | 2006-12-15 | 2009-03-24 | The Regents Of The University Of California | Process for carbonylation of aliphatic alcohols and/or ester derivatives thereof |
| EP2199272A1 (en) * | 2008-11-27 | 2010-06-23 | BP Chemicals Limited | Carbonylation process |
| CN102564056B (zh) * | 2011-11-27 | 2014-04-16 | 张周卫 | Lng低温液化混合制冷剂多股流螺旋缠绕管式主换热装备 |
| US9421522B2 (en) | 2011-12-28 | 2016-08-23 | Eastman Chemical Company | Iridium catalysts for carbonylation |
| CN107486191B (zh) * | 2016-06-12 | 2020-06-23 | 中国科学院大连化学物理研究所 | 一种酸处理炭载体负载的铱基催化剂及其制备方法和应用 |
| CN110947386A (zh) * | 2019-11-21 | 2020-04-03 | 太原理工大学 | 一种二氧化碳加氢合成低碳醇催化剂的制备方法 |
Family Cites Families (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3717670A (en) | 1968-08-02 | 1973-02-20 | Monsanto Co | Production of carboxylic acids and esters |
| US3772380A (en) | 1970-03-12 | 1973-11-13 | Monsanto Co | Production of carboxylic acids and esters |
| US3689533A (en) | 1971-03-15 | 1972-09-05 | Monsanto Co | Production of carboxylic acids and esters |
| US3972805A (en) * | 1973-03-22 | 1976-08-03 | Universal Oil Products Company | Hydrocarbon conversion with an acidic, sulfur-free trimetallic catalytic composite |
| US4134912A (en) * | 1976-11-08 | 1979-01-16 | Halcon International, Inc. | Process for preparing carboxylic acids |
| US4417077A (en) | 1980-10-01 | 1983-11-22 | University Of Illinois Foundation | Heterogeneous anionic transition metal catalysts |
| US4612387A (en) | 1982-01-04 | 1986-09-16 | Air Products And Chemicals, Inc. | Production of carboxylic acids and esters |
| EP0120631B1 (en) | 1983-03-25 | 1987-04-22 | Texaco Development Corporation | A process for producing carboxylic acids by carbonylation of alkanols over a carbon catalyst |
| US4625050A (en) | 1983-06-23 | 1986-11-25 | Chevron Research Company | Ether homologation to esters and alcohols using a heterogeneous sulfided catalyst |
| DE3323654A1 (de) | 1983-07-01 | 1985-01-03 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von essigsaeure und methylacetat |
| US5144068A (en) | 1984-05-03 | 1992-09-01 | Hoechst Celanese Corporation | Methanol carbonylation process |
| EP0203286B1 (de) | 1985-03-27 | 1988-09-14 | Hoechst Aktiengesellschaft | Trägerkatalysator und Verfahren zur Herstellung von Monocarbonsäureanhydriden |
| US4677094A (en) * | 1986-09-22 | 1987-06-30 | Uop Inc. | Trimetallic reforming catalyst |
| DE3643894A1 (de) | 1986-12-22 | 1988-06-23 | Degussa | Rhodium-haltige organopolysiloxan-ammoniumverbindungen, verfahren zu ihrer herstellung und verwendung |
| US5185462A (en) | 1987-01-08 | 1993-02-09 | Bp Chemicals Limited | Production of carboxylic acids and esters thereof |
| GB8807284D0 (en) | 1988-03-26 | 1988-04-27 | Bp Chem Int Ltd | Chemical process |
| US5218140A (en) | 1988-08-02 | 1993-06-08 | Union Carbide Chemicals & Plastics Technology Corporation | Carbonylation reaction and catalyst therefor |
| GB9013116D0 (en) | 1990-06-12 | 1990-08-01 | British Petroleum Co Plc | Carbonylation of methanol |
| DE4020941A1 (de) * | 1990-06-30 | 1992-01-02 | Bayer Ag | Verfahren zur herstellung von dialkylcarbonaten |
| US5414161A (en) | 1992-06-30 | 1995-05-09 | Korea Institute Of Science And Technology | Process for the preparation of ethanol from methanol |
| US5488143A (en) | 1992-06-30 | 1996-01-30 | Korea Institute Of Science And Technology | Processes for the carbonylation of methanol to form acetic acid, methyl acetate and acetic anhydride |
| GB9223170D0 (en) | 1992-11-05 | 1992-12-16 | British Petroleum Co Plc | Process for preparing carboxylic acids |
| FR2698351B1 (fr) * | 1992-11-26 | 1995-01-20 | Inst Francais Du Petrole | Procédé pour l'hydrogénation sélective de composés comportant des insaturations endo et exocycliques. |
| US5869729A (en) * | 1993-05-21 | 1999-02-09 | Ube Industries, Ltd. | Method of producing an ester compound |
| US5510524A (en) | 1995-02-21 | 1996-04-23 | Bp Chemicals Limited | Process for the production of a carboxylic acid |
| US6059960A (en) * | 1995-06-05 | 2000-05-09 | Uop Llc | Catalytic reforming utilizing a selective bifunctional multimetallic reforming catalyst |
| US5696284A (en) | 1995-06-21 | 1997-12-09 | Bp Chemicals Limited | Process for the carbonylation of alkyl alcohols and/or reactive derivatives thereof |
| GB9517184D0 (en) | 1995-08-22 | 1995-10-25 | Bp Chem Int Ltd | Process |
| US5900505A (en) | 1997-02-04 | 1999-05-04 | Eastman Chemical Company | Heterogeneous vapor phase carbonylation process |
| US6355595B1 (en) * | 1999-08-25 | 2002-03-12 | Eastman Chemical Company | Group 5 metal promoted iridium carbonylation catalyst |
| US6235673B1 (en) * | 2000-04-05 | 2001-05-22 | Eastman Chemical Company | Carbonylation catalyst supported on a carbonized polysulfonated divinylbenzene-styrene copolymer |
| US6613938B2 (en) * | 2001-06-19 | 2003-09-02 | Eastman Chemical Company | Method for carbonylation of lower aliphatic alcohols using tin promoted platinum catalyst |
-
2001
- 2001-06-20 US US09/885,473 patent/US6548444B2/en not_active Expired - Fee Related
-
2002
- 2002-06-17 JP JP2003507044A patent/JP4485787B2/ja not_active Expired - Fee Related
- 2002-06-17 CN CNB028090926A patent/CN100448531C/zh not_active Expired - Fee Related
- 2002-06-17 WO PCT/US2002/018989 patent/WO2003000409A1/en active Application Filing
- 2002-06-17 DE DE60226320T patent/DE60226320T2/de not_active Expired - Lifetime
- 2002-06-17 EP EP02744360A patent/EP1397207B1/en not_active Expired - Lifetime
- 2002-06-17 AT AT02744360T patent/ATE393663T1/de not_active IP Right Cessation
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