BRPI0603815A - método para hidrogenação catalìtica de aminas aromáticas para suas contrapartidas de anel hidrogenado, método para hidrogenação catalìtica de aminas aromáticas, e método de hidrogenação catalìtica de anilina para ciclohexilamina - Google Patents
método para hidrogenação catalìtica de aminas aromáticas para suas contrapartidas de anel hidrogenado, método para hidrogenação catalìtica de aminas aromáticas, e método de hidrogenação catalìtica de anilina para ciclohexilaminaInfo
- Publication number
- BRPI0603815A BRPI0603815A BRPI0603815-8A BRPI0603815A BRPI0603815A BR PI0603815 A BRPI0603815 A BR PI0603815A BR PI0603815 A BRPI0603815 A BR PI0603815A BR PI0603815 A BRPI0603815 A BR PI0603815A
- Authority
- BR
- Brazil
- Prior art keywords
- catalytic hydrogenation
- aromatic amines
- cyclohexylamine
- aniline
- hydrogenation
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 title abstract 4
- 150000004982 aromatic amines Chemical class 0.000 title abstract 4
- 238000009903 catalytic hydrogenation reaction Methods 0.000 title abstract 4
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 title abstract 4
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 238000005984 hydrogenation reaction Methods 0.000 abstract 2
- 229910052707 ruthenium Inorganic materials 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000002015 acyclic group Chemical group 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- YQNQTEBHHUSESQ-UHFFFAOYSA-N lithium aluminate Chemical compound [Li+].[O-][Al]=O YQNQTEBHHUSESQ-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/68—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
- C07C209/70—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton by reduction of unsaturated amines
- C07C209/72—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton by reduction of unsaturated amines by reduction of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/33—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/33—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C211/34—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton
-
- 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)
- Catalysts (AREA)
Abstract
MéTODO PARA HIDROGENAçãO CATALìTICA DE AMINAS AROMáTICAS PARA SUAS CONTRAPARTIDAS DE ANEL HIDROGENADO, MéTODO PARA HIDROGENAçãO CATALìTICA DE AMINAS AROMáTICAS, E MéTODO DE HIDROGENAçãO CATALìTICA DE ANILINA PARA CICLOHEXILAMINA A presente invenção refere-se a métodos para hidrogenação catalítica de aminas aromáticas para suas contrapartidas acíclicas mediante utilização de um catalisador de rutênio em um suporte de aluminato de lítio. O processo de hidrogenação compreende o contato de uma amina aromática com hidrogênio na presença de um catalisador de rutênio em condições de temperatura e pressão adequadas para realização de hidrogenação de anel. O processo é particularmente útil para hidrogenação de anilina para ciclohexilamina.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/233,439 US7465833B2 (en) | 2005-09-22 | 2005-09-22 | Hydrogenation of aromatic amines to alicyclic amines using a lithium aluminate-based catalyst |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BRPI0603815A true BRPI0603815A (pt) | 2007-08-14 |
| BRPI0603815B1 BRPI0603815B1 (pt) | 2016-07-19 |
Family
ID=37493113
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0603815A BRPI0603815B1 (pt) | 2005-09-22 | 2006-09-18 | método para hidrogenação catalítica de aminas aromáticas para suas contrapartidas de anel hidrogenado |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US7465833B2 (pt) |
| EP (1) | EP1767520B1 (pt) |
| JP (1) | JP4874749B2 (pt) |
| KR (1) | KR100815047B1 (pt) |
| CN (1) | CN1970528B (pt) |
| AT (1) | ATE512128T1 (pt) |
| BR (1) | BRPI0603815B1 (pt) |
| CA (1) | CA2559787A1 (pt) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102008002002A1 (de) | 2008-05-27 | 2009-12-03 | Evonik Degussa Gmbh | Chlor armes mehrstufiges Verfahren zur Herstellung von cycloaliphatischen Diisocyanaten |
| WO2010143195A1 (en) * | 2009-06-09 | 2010-12-16 | Hindustan Organic Chemicals Limited | A process for the production of cyclohexylamine at low pressure |
| DE102013203420A1 (de) | 2013-02-28 | 2014-08-28 | Evonik Industries Ag | Hydrogenolyse von Furfurylalkohol zu 1,2-Pentandiol |
| KR102398943B1 (ko) | 2014-05-12 | 2022-05-16 | 조나 레디 | 란타나이드 및 악티나이드 전기화학 |
| GB201417035D0 (en) | 2014-09-26 | 2014-11-12 | Swan Thomas & Co Ltd | Enantioselective hydrogenation |
| US10954185B2 (en) | 2015-10-07 | 2021-03-23 | Council Of Scientific & Industrial Research | Eco-friendly process for hydrogenation or/and hydrodeoxygenation of organic compound using hydrous ruthenium oxide catalyst |
| CN112851454B (zh) * | 2019-11-12 | 2022-11-04 | 中国医学科学院药物研究所 | 一种芳族化合物氢化及氢化脱氧的方法及其应用 |
| WO2023275038A1 (de) * | 2021-07-02 | 2023-01-05 | Evonik Operations Gmbh | Hydrierung von aromatischen aminen aus pu-zersetzungsprozessen |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2606928A (en) | 1947-11-18 | 1952-08-12 | Du Pont | Preparation of amino alicyclic compounds |
| US2511028A (en) | 1947-12-04 | 1950-06-13 | Du Pont | 4-[(para-aminophenyl) alkyl] cyclo-hexylamine |
| US2606924A (en) | 1949-06-09 | 1952-08-12 | Du Pont | Bis (4-aminocyclohexyl)-methane |
| US2606925A (en) | 1949-12-15 | 1952-08-12 | Du Pont | Ruthenium catalyzed hydrogenation process for obtaining aminocyclohexyl compounds |
| US2822392A (en) * | 1954-09-20 | 1958-02-04 | Abbott Lab | Process for producing cyclohexylamine |
| CH515882A (de) * | 1965-12-23 | 1971-11-30 | Du Pont | Verfahren zur Herstellung von 4,4'-Methylen-di-(cyclohexylamin) |
| US3636108A (en) * | 1965-12-23 | 1972-01-18 | Du Pont | Catalytic hydrogenation of aromatic nitrogen containing compounds over alkali moderated ruthenium |
| US3644522A (en) | 1969-04-04 | 1972-02-22 | Du Pont | Catalytic hydrogenation of nitrogen containing compounds over supported ruthenium catalysts |
| US3697449A (en) | 1970-12-14 | 1972-10-10 | Du Pont | Alkali moderation of supported ruthenium catalysts |
| DE2132547C2 (de) | 1971-06-30 | 1982-11-11 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Hydrierung ein- oder mehrkerniger aromatischer Diamine zu den entsprechenden cycloaliphatischen Aminen |
| US3959374A (en) | 1974-05-30 | 1976-05-25 | Jefferson Chemical Company, Inc. | Process for the preparation of mixed isomeric methylene-bridged polycyclohexylpolyamines |
| US4448995A (en) | 1982-12-13 | 1984-05-15 | Mobay Chemical Corporation | Catalytic hydrogenation of di(4-aminophenyl)methane |
| US4754070A (en) | 1986-01-23 | 1988-06-28 | Air Products And Chemicals, Inc. | Hydrogenation of methylenedianiline to produce bis(para-aminocyclohexyl)methane |
| DE3801755A1 (de) | 1988-01-22 | 1989-07-27 | Bayer Ag | Ruthenium-traegerkatalysator, seine herstellung und sein einsatz bei der herstellung von gegebenenfalls substituiertem cyclohexylamin und gegebenenfalls substituiertem dicyclohexylamin |
| US4960941A (en) | 1988-03-30 | 1990-10-02 | Air Products And Chemicals, Inc. | Hydrogenation of aromatic amines to produce their ring hydrogenated counterparts |
| JP2855284B2 (ja) * | 1990-05-11 | 1999-02-10 | 川研ファインケミカル株式会社 | 芳香族アミン類の水素化用触媒およびシクロヘキシルアミン類の製造方法 |
| DE4207314A1 (de) | 1992-03-07 | 1993-09-09 | Basf Ag | Verfahren zur herstellung von cycloaliphatischen aminen |
| DE19533718A1 (de) | 1995-09-12 | 1997-03-13 | Basf Ag | Verfahren zur Hydrierung von aromatischen Verbindungen, in denen mindestens eine Aminogruppe an einen aromatischen Kern gebunden ist |
| JPH1147597A (ja) | 1997-07-29 | 1999-02-23 | Ube Ind Ltd | 水素化反応用触媒、及び水素化法 |
| US6184416B1 (en) * | 2000-04-28 | 2001-02-06 | Air Products And Chemicals, Inc. | Lithium aluminate as a catalyst support for hydrogenation of aromatic amines |
| US7038088B2 (en) | 2004-05-19 | 2006-05-02 | Air Products And Chemicals, Inc. | Hydrogenation of highly contaminated methylenedianiline |
| US6998507B1 (en) | 2004-08-24 | 2006-02-14 | Air Products And Chemicals, Inc. | Hydrogenation of methylenedianiline |
-
2005
- 2005-09-22 US US11/233,439 patent/US7465833B2/en not_active Expired - Fee Related
-
2006
- 2006-09-15 CA CA002559787A patent/CA2559787A1/en not_active Abandoned
- 2006-09-18 AT AT06019510T patent/ATE512128T1/de not_active IP Right Cessation
- 2006-09-18 BR BRPI0603815A patent/BRPI0603815B1/pt not_active IP Right Cessation
- 2006-09-18 EP EP06019510A patent/EP1767520B1/en not_active Not-in-force
- 2006-09-21 JP JP2006256015A patent/JP4874749B2/ja not_active Expired - Fee Related
- 2006-09-21 KR KR1020060091664A patent/KR100815047B1/ko not_active Expired - Fee Related
- 2006-09-22 CN CN2006101395333A patent/CN1970528B/zh not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN1970528B (zh) | 2012-11-14 |
| US7465833B2 (en) | 2008-12-16 |
| CA2559787A1 (en) | 2007-03-22 |
| KR100815047B1 (ko) | 2008-03-18 |
| US20070066849A1 (en) | 2007-03-22 |
| ATE512128T1 (de) | 2011-06-15 |
| CN1970528A (zh) | 2007-05-30 |
| JP4874749B2 (ja) | 2012-02-15 |
| BRPI0603815B1 (pt) | 2016-07-19 |
| EP1767520A1 (en) | 2007-03-28 |
| KR20070033912A (ko) | 2007-03-27 |
| EP1767520B1 (en) | 2011-06-08 |
| JP2007084546A (ja) | 2007-04-05 |
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Legal Events
| Date | Code | Title | Description |
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| B07A | Application suspended after technical examination (opinion) [chapter 7.1 patent gazette] | ||
| B09A | Decision: intention to grant [chapter 9.1 patent gazette] | ||
| B16A | Patent or certificate of addition of invention granted [chapter 16.1 patent gazette] |
Free format text: PRAZO DE VALIDADE: 20 (VINTE) ANOS CONTADOS A PARTIR DE 18/09/2006, OBSERVADAS AS CONDICOES LEGAIS. |
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| B21F | Lapse acc. art. 78, item iv - on non-payment of the annual fees in time |
Free format text: REFERENTE A 14A ANUIDADE. |
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| B24J | Lapse because of non-payment of annual fees (definitively: art 78 iv lpi, resolution 113/2013 art. 12) |
Free format text: EM VIRTUDE DA EXTINCAO PUBLICADA NA RPI 2598 DE 20-10-2020 E CONSIDERANDO AUSENCIA DE MANIFESTACAO DENTRO DOS PRAZOS LEGAIS, INFORMO QUE CABE SER MANTIDA A EXTINCAO DA PATENTE E SEUS CERTIFICADOS, CONFORME O DISPOSTO NO ARTIGO 12, DA RESOLUCAO 113/2013. |