ES2099289T3 - Procedimiento para la ciclodimerizacion de 1,3-butadienos a 4-vinilciclohexenos. - Google Patents
Procedimiento para la ciclodimerizacion de 1,3-butadienos a 4-vinilciclohexenos.Info
- Publication number
- ES2099289T3 ES2099289T3 ES92923294T ES92923294T ES2099289T3 ES 2099289 T3 ES2099289 T3 ES 2099289T3 ES 92923294 T ES92923294 T ES 92923294T ES 92923294 T ES92923294 T ES 92923294T ES 2099289 T3 ES2099289 T3 ES 2099289T3
- Authority
- ES
- Spain
- Prior art keywords
- cyclodimerization
- butadiene
- copper
- contact
- vinyl
- 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.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title abstract 7
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 title abstract 6
- 238000006074 cyclodimerization reaction Methods 0.000 title abstract 3
- 229920002554 vinyl polymer Polymers 0.000 title abstract 3
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 3
- 229910021536 Zeolite Inorganic materials 0.000 abstract 2
- 239000010457 zeolite Substances 0.000 abstract 2
- -1 COPPER (I) IONS Chemical class 0.000 abstract 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical class [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 1
- 229910000323 aluminium silicate Inorganic materials 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 238000005470 impregnation Methods 0.000 abstract 1
- 239000008247 solid mixture Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/50—Diels-Alder conversion
- C07C2/52—Catalytic processes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2529/00—Catalysts comprising molecular sieves
- C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
- C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- C07C2529/08—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2529/00—Catalysts comprising molecular sieves
- C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
- C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- C07C2529/18—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the mordenite type
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2529/00—Catalysts comprising molecular sieves
- C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
- C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- C07C2529/60—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the type L
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2529/00—Catalysts comprising molecular sieves
- C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
- C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- C07C2529/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups C07C2529/08 - C07C2529/65
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
SE PRESENTA UN PROCESO PARA LA CICLODIMERIZACION DE 1,3-BUTADIENOS A 4-VINILOCICLIHEXENOS. EL PROCESO COMPRENDE LA PUESTA EN CONTACTO DE UN BUTADIENO CON UNA ZEOLITA DE ALUMINOSILICATO DE COBRE(I) PREPARADO MEDIANTE (A) UN METODO DE IMPREGNACION O (B) MEDIANTE EL CALENTAMIENTO DE UNA MEZCLA SOLIDA DE SAL DE COBRE Y ZEOLITA O (C) MEDIANTE LA PUESTA EN CONTACTO DE VAPORES DE UNA SAL DE COBRE CON LA ZEOLITA. LOS CATALIZADORES EXHIBEN UNA LARGA VIDA Y UNA BUENA ACTIVIDAD EN EL PROCESO PRESENTADO. SE REIVINDICA EL CATALIZADOR DE CU(I) IMPREGNADO. SE PRESENTA UN SEGUNDO PROCESO DE CICLODIMERIZACION DE 1,3-BUTENOS EN 4-VINILOCICLOHEXENOS. EL PROCESO COMPRENDE LA PUESTA EN CONTACTO DE UN BUTADIENO CON UN CATALIZADOR QUE COMPRENDE IONES DE COBRE(I) SOPORTADOS SOBRE UN PORTADOR EN LA PRESENCIA DE UN SOLVENTE HIDROXILICO.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US07/688,808 US5196621A (en) | 1991-04-19 | 1991-04-19 | Process for the cyclodimerization of 1,3-butadienes to 4-vinylcyclohexenes |
US07/954,710 US5329057A (en) | 1991-04-19 | 1992-09-30 | Process for the cyclodimerization of 1,3-butadienes to 4-vinylcyclohexenes |
PCT/US1992/009147 WO1994008925A1 (en) | 1991-04-19 | 1992-10-22 | Process for the cyclodimerization of 1,3-butadienes to 4-vinylcyclohexenes |
CN 92113004 CN1036453C (zh) | 1991-04-19 | 1992-11-13 | 1,3-丁二烯转化成4-乙烯基环己烯的环化二聚方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
ES2099289T3 true ES2099289T3 (es) | 1997-05-16 |
ES2099289T5 ES2099289T5 (es) | 2001-03-16 |
Family
ID=42628532
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES92923294T Expired - Lifetime ES2099289T5 (es) | 1991-04-19 | 1992-10-22 | Procedimiento para la ciclodimerizacion de 1,3-butadienos a 4-vinilciclohexenos. |
Country Status (9)
Country | Link |
---|---|
US (2) | US5329057A (es) |
EP (1) | EP0665826B2 (es) |
JP (1) | JPH08504758A (es) |
CN (1) | CN1036453C (es) |
AU (1) | AU2920992A (es) |
CA (1) | CA2147604A1 (es) |
DE (1) | DE69218798T3 (es) |
ES (1) | ES2099289T5 (es) |
WO (1) | WO1994008925A1 (es) |
Families Citing this family (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NO950854L (no) * | 1995-03-03 | 1996-09-04 | Norsk Hydro As | Selektiv katalytisk reduksjon av nitrogenoksider |
JP2836706B2 (ja) * | 1995-05-25 | 1998-12-14 | クンホ セオキュ ホアハク ジュシクヘサ | 4−ビニルシクロヘキセンからエチルベンゼンを製造する方法 |
US5625101A (en) * | 1995-06-30 | 1997-04-29 | Phillips Petroleum Company | Cyclodimerization of butadiene |
DE19609947A1 (de) * | 1995-11-22 | 1997-05-28 | Degussa | Siliciumreicher Zeolith |
US6780806B1 (en) | 1998-12-30 | 2004-08-24 | The Regents Of The University Of Michigan | Lithium-based zeolites containing silver and copper and use thereof for selective absorption |
DE102005003879A1 (de) * | 2005-01-24 | 2006-08-03 | INSTITUT FüR ANGEWANDTE CHEMIE BERLIN-ADLERSHOF E.V. | Katalysator zur Synthese von Dimethylcarbonat in der Gasphase |
EP2072124A1 (en) * | 2007-12-19 | 2009-06-24 | BP Chemicals Limited | Regeneration of zeolite carbonylation catalysts |
US8395008B2 (en) | 2008-01-14 | 2013-03-12 | Catalytic Distillation Technologies | Process and catalyst for cracking of ethers and alcohols |
FR2931704B1 (fr) * | 2008-05-28 | 2012-05-04 | Inst Francais Du Petrole | Procede de neutralisation d'une zeolithe cationique |
ES2684169T3 (es) * | 2009-01-23 | 2018-10-01 | Pacific Scientific Energetic Materials Company | Preparación de un explosivo primario exento de plomo |
TWI434921B (zh) * | 2009-06-17 | 2014-04-21 | Danisco Us Inc | 從生物異戊二烯組合物製造燃料成分之方法及系統 |
US8933282B2 (en) | 2010-06-17 | 2015-01-13 | Danisco Us Inc. | Fuel compositions comprising isoprene derivatives |
US9278984B2 (en) | 2012-08-08 | 2016-03-08 | Pacific Scientific Energetic Materials Company | Method for preparation of a lead-free primary explosive |
EP3129141B1 (en) | 2014-04-07 | 2020-04-15 | Haldor Topsøe A/S | Method for producing metal exchanged metallo-aluminophosphates by solid-state ion exchange at low temperatures |
KR102101335B1 (ko) | 2014-04-07 | 2020-04-17 | 할도르 토프쉐 에이/에스 | 고체-상태 이온 교환에 의한 금속 교환된 미소다공성 물질의 제조 방법 |
US9452414B2 (en) | 2014-04-30 | 2016-09-27 | Uop Llc | Metal impregnated zeolite adsorbents, methods of making, and systems for using the same |
WO2018204796A1 (en) * | 2017-05-04 | 2018-11-08 | The Johns Hopkins University | Methods of removing and recovering phosphorus from aqueous solutions |
CN111909727B (zh) * | 2020-09-22 | 2022-02-01 | 中国海洋大学 | 一种异戊二烯制备饱和烃类燃料的绿色合成方法 |
Family Cites Families (43)
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US3236761A (en) * | 1951-01-28 | 1966-02-22 | Union Carbide Corp | Hydrocarbon conversion process and catalyst |
US3013982A (en) * | 1958-09-24 | 1961-12-19 | Union Carbide Corp | Metal loading of molecular sieves |
US3013985A (en) * | 1958-09-24 | 1961-12-19 | Union Carbide Corp | Group ib metal catalysts |
NL243444A (es) * | 1958-09-24 | |||
US3181231A (en) * | 1963-08-06 | 1965-05-04 | Union Carbide Corp | Molecular sieve-metal agglomerates and their preparation |
US3454665A (en) * | 1966-11-16 | 1969-07-08 | Exxon Research Engineering Co | Solution dimerization |
US3471412A (en) * | 1967-01-25 | 1969-10-07 | Mobil Oil Corp | Catalyst for hydrocarbon conversion and method for its preparation |
US3497462A (en) * | 1967-09-20 | 1970-02-24 | Union Carbide Corp | Copper (i) zeolites |
US3444253A (en) * | 1967-09-20 | 1969-05-13 | Union Carbide Corp | Addition reactions of butadiene catalyzed by copper (i) zeolites |
US3547831A (en) * | 1967-11-14 | 1970-12-15 | Mobil Oil Corp | Solid state base-exchange of crystalline aluminosilicates |
US3542885A (en) * | 1969-01-14 | 1970-11-24 | Borg Warner | Catalytic dimerization of 1,3-butadiene to 4-vinylcyclohexene |
US3755540A (en) * | 1972-01-28 | 1973-08-28 | Universal Oil Prod Co | Method for preparing copper exchanged type x zeolite |
US3756964A (en) * | 1972-04-26 | 1973-09-04 | Supported copper chromite catalyst | |
US3835068A (en) * | 1972-07-25 | 1974-09-10 | Air Prod & Chem | Catalyst preparation |
US3929621A (en) * | 1973-05-24 | 1975-12-30 | Grace W R & Co | Copper containing hydrocarbon cracking catalyst |
GB1488521A (en) † | 1974-10-30 | 1977-10-12 | Burmah Oil Trading Ltd | Dimerisation of butadiene |
US4034065A (en) † | 1975-09-26 | 1977-07-05 | Union Carbide Corporation | Preparation of CU+ zeolites |
US4019880A (en) * | 1975-09-26 | 1977-04-26 | Union Carbide Corporation | Adsorption of carbon monoxide using silver zeolites |
GB1575235A (en) * | 1977-01-19 | 1980-09-17 | Shell Int Research | Catalysts used for preparing 1,5-dimethyl-1,5-cyclooctadiene and 1,4-dimethyl-4-vinyl-1-cyclohexene |
GB1554942A (en) * | 1977-05-03 | 1979-10-31 | Shell Int Research | Dimerizing butadiene to 4-vinylcyclohexene |
US4125483A (en) * | 1977-05-16 | 1978-11-14 | Shell Oil Company | Dimerization process catalyst |
US4126643A (en) * | 1977-11-14 | 1978-11-21 | Shell Oil Company | Butadiene (1,3) conversion |
US4226812A (en) * | 1977-11-25 | 1980-10-07 | Allied Chemical Corporation | Process for producing chlorotrifluoroethylene |
US4278650A (en) * | 1980-03-24 | 1981-07-14 | Organization Control Services, Inc. | Method for producing oxygen and hydrogen from water |
US4348272A (en) * | 1980-07-21 | 1982-09-07 | Uop, Inc. | Hydrogen utilization in fluid catalytic cracking |
US4347164A (en) * | 1980-12-08 | 1982-08-31 | Filtrol Corporation | Mono- and poly-metallic supported catalysts |
DE3360034D1 (en) * | 1982-01-14 | 1985-02-07 | Azote & Prod Chim | Synthesis gas conversion catalysts |
US4384153A (en) * | 1982-03-18 | 1983-05-17 | Mobil Oil Corporation | Diels-Alder Cyclization over low acidity large-pore zeolites |
US4413154A (en) * | 1982-09-27 | 1983-11-01 | Mobil Oil Corporation | Diels-Alder cyclodimerization over a carbon molecular sieve catalyst |
US4814527A (en) * | 1982-10-18 | 1989-03-21 | The Dow Chemical Company | Catalytic process for ethylene dichloride |
US4910176A (en) * | 1982-10-18 | 1990-03-20 | The Dow Chemical Company | Catalytic process for ethylene dichloride |
US4552855A (en) * | 1982-12-30 | 1985-11-12 | Ozin Geoffrey A | Metal zeolite catalyst preparation |
US4513092A (en) * | 1984-01-04 | 1985-04-23 | Mobil Oil Corporation | Composite catalyst for halogenation and condensation of alkanes |
AU569971B2 (en) * | 1984-12-28 | 1988-02-25 | Mobil Oil Corp. | Hydrothermally stable zeolite with cu(i) |
US4666247A (en) † | 1985-02-08 | 1987-05-19 | American Telephone And Telegraph Company, At&T Bell Laboratories | Multiconstituent optical fiber |
US4665247A (en) * | 1985-11-15 | 1987-05-12 | Mobil Oil Corporation | Diels-Alder cyclization over copper-containing ZSM-12 |
US4783433A (en) * | 1985-11-19 | 1988-11-08 | Nippon Kokan Kabushiki Kaisha | Selective adsorbent for CO and method of manufacturing the same |
IT1197828B (it) * | 1986-09-24 | 1988-12-06 | Eniricerche Spa | Procedimento per la dimerizzazione di olefine |
US4917711A (en) * | 1987-12-01 | 1990-04-17 | Peking University | Adsorbents for use in the separation of carbon monoxide and/or unsaturated hydrocarbons from mixed gases |
US4961917A (en) * | 1989-04-20 | 1990-10-09 | Engelhard Corporation | Method for reduction of nitrogen oxides with ammonia using promoted zeolite catalysts |
FR2661338B1 (fr) * | 1990-04-27 | 1994-05-20 | Gaz De France | Catalyseurs d'oxyhydrochloruration d'alcanes legers. |
US5196621A (en) * | 1991-04-19 | 1993-03-23 | The Dow Chemical Company | Process for the cyclodimerization of 1,3-butadienes to 4-vinylcyclohexenes |
US5095082A (en) * | 1991-06-10 | 1992-03-10 | Shell Oil Company | Polymerization process employing mixture of Diels-Alder adducts of 4-vinylcyclohexene and cyclopentadiene |
-
1992
- 1992-09-30 US US07/954,710 patent/US5329057A/en not_active Expired - Fee Related
- 1992-10-22 DE DE69218798T patent/DE69218798T3/de not_active Expired - Fee Related
- 1992-10-22 AU AU29209/92A patent/AU2920992A/en not_active Abandoned
- 1992-10-22 ES ES92923294T patent/ES2099289T5/es not_active Expired - Lifetime
- 1992-10-22 CA CA002147604A patent/CA2147604A1/en not_active Abandoned
- 1992-10-22 JP JP6509940A patent/JPH08504758A/ja active Pending
- 1992-10-22 EP EP92923294A patent/EP0665826B2/en not_active Expired - Lifetime
- 1992-10-22 WO PCT/US1992/009147 patent/WO1994008925A1/en active IP Right Grant
- 1992-11-13 CN CN 92113004 patent/CN1036453C/zh not_active Expired - Fee Related
-
1994
- 1994-02-23 US US08/200,258 patent/US5488020A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
ES2099289T5 (es) | 2001-03-16 |
US5488020A (en) | 1996-01-30 |
EP0665826B1 (en) | 1997-04-02 |
AU2920992A (en) | 1994-05-09 |
JPH08504758A (ja) | 1996-05-21 |
EP0665826B2 (en) | 2000-11-29 |
DE69218798T3 (de) | 2001-03-29 |
CN1036453C (zh) | 1997-11-19 |
DE69218798T2 (de) | 1997-07-17 |
US5329057A (en) | 1994-07-12 |
EP0665826A1 (en) | 1995-08-09 |
CN1087074A (zh) | 1994-05-25 |
CA2147604A1 (en) | 1994-04-28 |
DE69218798D1 (de) | 1997-05-07 |
WO1994008925A1 (en) | 1994-04-28 |
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