MX2012000175A - Proceso para la preparacion de fenol y ciclohexanona. - Google Patents
Proceso para la preparacion de fenol y ciclohexanona.Info
- Publication number
- MX2012000175A MX2012000175A MX2012000175A MX2012000175A MX2012000175A MX 2012000175 A MX2012000175 A MX 2012000175A MX 2012000175 A MX2012000175 A MX 2012000175A MX 2012000175 A MX2012000175 A MX 2012000175A MX 2012000175 A MX2012000175 A MX 2012000175A
- Authority
- MX
- Mexico
- Prior art keywords
- cyclohexylbenzene
- cyclohexanone
- phenol
- alkylation
- zeolite
- Prior art date
Links
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 title abstract 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 6
- HHNHBFLGXIUXCM-GFCCVEGCSA-N cyclohexylbenzene Chemical compound [CH]1CCCC[C@@H]1C1=CC=CC=C1 HHNHBFLGXIUXCM-GFCCVEGCSA-N 0.000 abstract 4
- 239000010457 zeolite Substances 0.000 abstract 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- 229910021536 Zeolite Inorganic materials 0.000 abstract 2
- 230000029936 alkylation Effects 0.000 abstract 2
- 238000005804 alkylation reaction Methods 0.000 abstract 2
- 230000015572 biosynthetic process Effects 0.000 abstract 2
- 230000003197 catalytic effect Effects 0.000 abstract 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 abstract 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 abstract 2
- 239000003446 ligand Substances 0.000 abstract 2
- 239000011148 porous material Substances 0.000 abstract 2
- 238000003786 synthesis reaction Methods 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000003377 acid catalyst Substances 0.000 abstract 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract 1
- 238000010504 bond cleavage reaction Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 239000002798 polar solvent Substances 0.000 abstract 1
- 230000007017 scission Effects 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
- C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
- C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
- C07C2/66—Catalytic processes
-
- 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
- C07C2/74—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition with simultaneous hydrogenation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/08—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by decomposition of hydroperoxides, e.g. cumene hydroperoxide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
- C07C45/53—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of hydroperoxides
-
- 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
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Se describe un proceso para la preparación de fenol y ciclohexanona, que comprende: a. la síntesis de ciclohexilbenceno por hidroalquilización de benceno por el contacto del hidrógeno o por la alquilización de benceno con ciclohexeno usando las zeolitas Y; b. la oxidación aerobia selectiva de ciclohexilbenceno al hidroperóxido correspondiente catalizado por los derivados de N-hidroxi en presencia de solventes polares; y c. la división del hidroperóxido de ciclohexilbenceno al fenol y ciclohexanona por los catalizadores ácidos homogéneos o heterogéneos; caracterizado porque la síntesis de ciclohexilbenceno ocurre en presencia de un sistema catalítico que comprende una zeolita Y y un ligando inorgánico en donde la zeolita Y tiene una estructura cristalina con aberturas que consisten de (12) tetraédros y el ligando inorgánico es y-alúmina, y en donde la composición catalítica es caracterizada por un volumen de poros, obtenido agregando las fracciones de mesoporosidad y macroporosidad, mayor o igual a 0.7 cm/g, en donde por lo menos 30% del volumen consiste de poros con un diámetro mayor de 100 nanómetros.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITMI2009A001145A IT1395594B1 (it) | 2009-06-29 | 2009-06-29 | Processo per la preparazione di fenolo e cicloesanone |
| PCT/IB2010/001540 WO2011001244A1 (en) | 2009-06-29 | 2010-06-23 | Process for the preparation of phenol and cyclohexanone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX2012000175A true MX2012000175A (es) | 2012-05-23 |
Family
ID=41508866
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2012000175A MX2012000175A (es) | 2009-06-29 | 2010-06-23 | Proceso para la preparacion de fenol y ciclohexanona. |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US8598388B2 (es) |
| EP (1) | EP2448889B1 (es) |
| JP (1) | JP2012532119A (es) |
| CN (1) | CN102548936A (es) |
| AR (1) | AR078229A1 (es) |
| BR (1) | BRPI1011672A2 (es) |
| ES (1) | ES2424264T3 (es) |
| HK (1) | HK1166492A1 (es) |
| IT (1) | IT1395594B1 (es) |
| MX (1) | MX2012000175A (es) |
| PL (1) | PL2448889T3 (es) |
| RU (1) | RU2012101712A (es) |
| WO (1) | WO2011001244A1 (es) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2411351A4 (en) | 2009-02-26 | 2012-09-12 | Exxonmobil Chem Patents Inc | PROCESS FOR PREPARING CYCLOHEXYLBENZENE |
| JP5486083B2 (ja) | 2009-05-26 | 2014-05-07 | エクソンモービル ケミカル パテンツ インコーポレイテッド | ポリシクロヘキシルベンゼンのトランスアルキル化 |
| US9169181B2 (en) * | 2009-09-17 | 2015-10-27 | Exxonmobil Chemical Patents Inc. | Production of cyclohexylbenzene hydroperoxide |
| WO2012145029A2 (en) * | 2011-04-19 | 2012-10-26 | Exxonmobil Chemical Patents Inc. | Process for producing phenol |
| US9321710B2 (en) | 2010-01-25 | 2016-04-26 | Exxonmobil Chemical Patents Inc. | Process for producing phenol |
| CN102958898B (zh) | 2010-08-25 | 2015-05-20 | 埃克森美孚化学专利公司 | 酯的制备方法 |
| WO2012036824A1 (en) | 2010-09-14 | 2012-03-22 | Exxonmobil Chemical Patents Inc. | Oxidation of alkylbenzenes and cycloalkylbenzenes |
| WO2012067711A1 (en) * | 2010-11-16 | 2012-05-24 | Exxonmobil Chemical Patents Inc. | Process for producing phenol |
| CN105418354A (zh) * | 2010-12-21 | 2016-03-23 | 埃克森美孚化学专利公司 | 生产单环烷基取代的芳族化合物的方法 |
| EP2675772B1 (en) * | 2011-02-18 | 2015-09-16 | ExxonMobil Chemical Patents Inc. | Process for producing cyclohexylbenzene |
| SG194025A1 (en) * | 2011-04-19 | 2013-11-29 | Exxonmobil Chem Patents Inc | Method for producing phenol and/or cyclohexanone |
| WO2012145028A2 (en) | 2011-04-19 | 2012-10-26 | Exxonmobil Chemical Patents Inc. | Process for producing phenol |
| US9388102B2 (en) | 2011-04-19 | 2016-07-12 | Exxonmobil Chemical Patents Inc. | Process for producing phenol |
| SG194008A1 (en) * | 2011-04-19 | 2013-11-29 | Exxonmobil Chem Patents Inc | Process for producing phenol |
| US9067870B2 (en) | 2011-09-23 | 2015-06-30 | Exxonmobil Chemical Patents Inc. | Process for producing phenol |
| WO2013043271A1 (en) | 2011-09-23 | 2013-03-28 | Exxonmobil Chemical Patents Inc. | Process for producing phenol |
| US9249078B2 (en) | 2011-10-07 | 2016-02-02 | Exxonmobil Chemical Patents Inc. | Mixed metal oxide catalysts and use thereof |
| WO2013058882A1 (en) | 2011-10-17 | 2013-04-25 | Exxonmobil Chemical Patents Inc. | Process for producing cyclohexylbenzene |
| US9096509B2 (en) | 2012-01-18 | 2015-08-04 | Exxonmobil Chemical Patents Inc. | Process for producing phenol |
| US8940941B2 (en) | 2012-12-06 | 2015-01-27 | Exxonmobil Chemical Patents Inc. | Process for producing phenol and method for regenerating catalyst deactivated in the process |
| SG11201505905VA (en) * | 2013-03-04 | 2015-08-28 | Exxonmobil Chem Patents Inc | System and process for making phenol and/or cyclohexanone |
| KR101745228B1 (ko) | 2013-03-04 | 2017-06-08 | 엑손모빌 케미칼 패턴츠 인코포레이티드 | 사이클로헥실벤젠을 제조하기 위한 시스템 및 방법 |
| CN103483156B (zh) * | 2013-08-29 | 2015-05-20 | 中国化学赛鼎宁波工程有限公司 | 一种苯联产环己酮和苯酚的系统及其方法 |
| US9718744B2 (en) | 2013-10-18 | 2017-08-01 | Exxonmobil Chemical Patents Inc. | Hydroalkylating process comprising an activation of the hydroalkylation catalyst and method of making phenol and cyclohexanone |
| EP3180304B1 (en) * | 2014-08-15 | 2019-10-30 | ExxonMobil Chemical Patents Inc. | Process for producing cyclohexanone |
| SG11201700197XA (en) * | 2014-08-15 | 2017-02-27 | Exxonmobil Chemical Patents Inc | Process and system for making cyclohexanone |
| US9938220B2 (en) | 2014-08-15 | 2018-04-10 | Exxonmobil Chemical Patents Inc. | Process and system for making cyclohexanone |
| SG11201700403YA (en) | 2014-08-15 | 2017-02-27 | Exxonmobil Chemical Patents Inc | Process and system for making cyclohexanone |
| WO2016053466A1 (en) | 2014-09-30 | 2016-04-07 | Exxonmobil Chemical Patents Inc. | Process for making cyclohexanone |
| SG11201701945RA (en) | 2014-09-30 | 2017-04-27 | Exxonmobil Chemical Patents Inc | Process for making cyclohexanone |
| CN115106115B (zh) * | 2021-03-19 | 2023-11-03 | 中国石油大学(华东) | 一种烷烃制丙酮的方法 |
| CN115894193B (zh) * | 2021-09-30 | 2024-05-03 | 中国石油化工股份有限公司 | 一种氢过氧化物酸分解的方法 |
| CN115591566B (zh) * | 2022-05-12 | 2023-09-19 | 北京化工大学 | 一种负载型铜基催化剂及其制备方法和应用 |
| CN115368935A (zh) * | 2022-08-25 | 2022-11-22 | 河南本色化工科技有限责任公司 | 一种多环芳烃类化合物的制备方法 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4206082A (en) * | 1976-11-08 | 1980-06-03 | Phillips Petroleum Company | Hydroalkylation process and a composition and process for producing said composition |
| US4463207A (en) * | 1983-09-23 | 1984-07-31 | Shell Oil Company | Arene alkylation with metal oxide-tantalum halide/oxide catalysts |
| GB8809214D0 (en) | 1988-04-19 | 1988-05-25 | Exxon Chemical Patents Inc | Reductive alkylation process |
| US5146024A (en) | 1991-05-20 | 1992-09-08 | Phillips Petroleum Company | Hydroalkylation of aromatic hydrocarbons |
| US6037513A (en) * | 1998-07-09 | 2000-03-14 | Mobil Oil Corporation | Hydroalkylation of aromatic hydrocarbons |
| DE10015874A1 (de) | 2000-03-30 | 2001-10-11 | Creavis Tech & Innovation Gmbh | Verfahren zur Herstellung von aromatischen Alkoholen insbesondere Phenol |
| DE10015880A1 (de) | 2000-03-30 | 2001-10-11 | Creavis Tech & Innovation Gmbh | Verfahren zur Oxidation von Kohlenwasserstoffen |
| ITMI20022712A1 (it) * | 2002-12-20 | 2004-06-21 | Polimeri Europa Spa | Composizione catalitica e processo per la transalchilazione di idrocarburi. |
| US6974788B2 (en) * | 2004-03-12 | 2005-12-13 | Chevron Oronite Company Llc. | Zeolite Y alkylation catalysts |
| JP5534632B2 (ja) * | 2005-09-06 | 2014-07-02 | 宇部興産株式会社 | フェノールおよびシクロアルカノンの製造方法 |
| US7326815B2 (en) | 2005-12-27 | 2008-02-05 | Exxonmobil Chemical Patents Inc. | Selective oxidation of alkylbenzenes |
| WO2009021604A1 (en) * | 2007-08-15 | 2009-02-19 | Exxonmobil Chemical Patents Inc. | Process for producing cyclohexylbenzene |
| EP2200955B1 (en) * | 2007-09-21 | 2011-04-20 | ExxonMobil Chemical Patents Inc. | Process for producing cyclohexylbenzene |
| ITMI20080460A1 (it) | 2008-03-18 | 2009-09-19 | Polimeri Europa Spa | Processo catalitico per la preparazione di idroperossidi di alchilbenzeni mediante ossidazione aerobica in condizioni blande |
| ITMI20080461A1 (it) | 2008-03-18 | 2009-09-19 | Polimeri Europa Spa | Processo per la produzione di idroperossidi di alchilbenzeni in condizioni blande ed in presenza di nuovi sistemi catalitici |
-
2009
- 2009-06-29 IT ITMI2009A001145A patent/IT1395594B1/it active
-
2010
- 2010-06-23 CN CN2010800361353A patent/CN102548936A/zh active Pending
- 2010-06-23 PL PL10748132T patent/PL2448889T3/pl unknown
- 2010-06-23 RU RU2012101712/04A patent/RU2012101712A/ru not_active Application Discontinuation
- 2010-06-23 WO PCT/IB2010/001540 patent/WO2011001244A1/en active Application Filing
- 2010-06-23 EP EP10748132.7A patent/EP2448889B1/en not_active Not-in-force
- 2010-06-23 BR BRPI1011672A patent/BRPI1011672A2/pt not_active IP Right Cessation
- 2010-06-23 US US13/381,466 patent/US8598388B2/en not_active Expired - Fee Related
- 2010-06-23 MX MX2012000175A patent/MX2012000175A/es active IP Right Grant
- 2010-06-23 ES ES10748132T patent/ES2424264T3/es active Active
- 2010-06-23 JP JP2012518136A patent/JP2012532119A/ja active Pending
- 2010-06-29 AR ARP100102310A patent/AR078229A1/es not_active Application Discontinuation
-
2012
- 2012-07-19 HK HK12107111.5A patent/HK1166492A1/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| PL2448889T3 (pl) | 2013-10-31 |
| JP2012532119A (ja) | 2012-12-13 |
| BRPI1011672A2 (pt) | 2017-03-21 |
| EP2448889B1 (en) | 2013-06-05 |
| ES2424264T3 (es) | 2013-09-30 |
| CN102548936A (zh) | 2012-07-04 |
| AR078229A1 (es) | 2011-10-26 |
| EP2448889A1 (en) | 2012-05-09 |
| RU2012101712A (ru) | 2013-08-10 |
| US20120157718A1 (en) | 2012-06-21 |
| HK1166492A1 (en) | 2012-11-02 |
| ITMI20091145A1 (it) | 2010-12-30 |
| US8598388B2 (en) | 2013-12-03 |
| IT1395594B1 (it) | 2012-10-16 |
| WO2011001244A1 (en) | 2011-01-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant or registration |