BR9808001A - Processo para a preparação de n-butiraldeìdo e/ou de n-butanol - Google Patents
Processo para a preparação de n-butiraldeìdo e/ou de n-butanolInfo
- Publication number
- BR9808001A BR9808001A BR9808001-6A BR9808001A BR9808001A BR 9808001 A BR9808001 A BR 9808001A BR 9808001 A BR9808001 A BR 9808001A BR 9808001 A BR9808001 A BR 9808001A
- Authority
- BR
- Brazil
- Prior art keywords
- roh
- alcohol
- butanol
- acetal
- adduct
- Prior art date
Links
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 title abstract 6
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 title abstract 6
- 238000000034 method Methods 0.000 title abstract 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 4
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract 3
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- MQIKJSYMMJWAMP-UHFFFAOYSA-N dicobalt octacarbonyl Chemical group [Co+2].[Co+2].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-] MQIKJSYMMJWAMP-UHFFFAOYSA-N 0.000 abstract 2
- 239000007791 liquid phase Substances 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000002638 heterogeneous catalyst Substances 0.000 abstract 1
- 239000002815 homogeneous catalyst Substances 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000003446 ligand Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 230000000737 periodic effect Effects 0.000 abstract 1
- 229910052698 phosphorus Inorganic materials 0.000 abstract 1
- 239000011574 phosphorus Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/05—Preparation of ethers by addition of compounds to unsaturated compounds
- C07C41/06—Preparation of ethers by addition of compounds to unsaturated compounds by addition of organic compounds only
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/32—Preparation of ethers by isomerisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/48—Preparation of compounds having groups
- C07C41/50—Preparation of compounds having groups by reactions producing groups
- C07C41/54—Preparation of compounds having groups by reactions producing groups by addition of compounds to unsaturated carbon-to-carbon bonds
-
- 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
- C07C45/511—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 involving transformation of singly bound oxygen functional groups to >C = O groups
- C07C45/515—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 involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being an acetalised, ketalised hemi-acetalised, or hemi-ketalised hydroxyl group
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
"PROCESSO PARA A PREPARAçãO DE N-BUTIRALDEìDO E/OU DE N-BUTANOL". A invenção diz respeito a um processo para produzir o n-butiraldeído e/ou o n-butanol, por meio do qual a) o 1,3-butadieno ou misturas de hidrocarboneto que contêm butadieno são reagidos com um álcool da fórmula (I) ROH I, em que o radical R é uma alquila ou alquenila de C~ 2~ a C~ 20~ não substituídas ou uma alquila ou alquenila de C~ 2~ a C~ 20~ substituídas por de 1 a 2 grupos alcoxi de C~ 1~ a C~ 10~ ou hidroxi, um grupo arila de C~ 6~ a C~ 10~ ou arilquila de C~ 7~ a C~ 11~ ou grupo metila a uma alta temperatura e sob alta pressão na presença de um ácido de Br÷nsted ou na presença de um complexo, de um elemento do grupo IA, VIIA ou VIIIA, da tabela periódica, dos elementos com ligandos que contêm fósforo ou nitrogênio , para formar uma mistura de aduzidos da fórmulas (II) II e (III) b) isomerizar o aduzido (III) para o aduzido (II); c) converter o aduzido (III) no acetal da fórmula (IV) na presença de uma quantidade suficiente de um álcool ROH I para formar o acetal (IV) e um catalisador homogêneo ou heterogêno de elemento metálico transicional, que é diferente de dicobaltoctacarbonila ou hidridocobaltetracarbonila na fase líquida em condições essencialmente isentas de água, e d) então reagir este acetal (IV) com hidrogênio e água ou água na presença de um catalisador homogêneo de elemento metálico transicional, que é diferente de dicobaltoctacarbonila ou hidridocobaltetracarbonila na fase líquida, para produzir o n-butiraldeído e/ou o n-butanol e liberar o álcool ROH I e retornar o álcool ROH I liberado para a reação de acordo com a reação parcial a) e/ou c).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19710994A DE19710994A1 (de) | 1997-03-17 | 1997-03-17 | Verfahren zur Herstellung von n-Butyraldehyd und/oder n-Butanol |
| PCT/EP1998/001324 WO1998041494A1 (de) | 1997-03-17 | 1998-03-06 | Verfahren zur herstellung von n-butyraldehyd und/oder n-butanol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BR9808001A true BR9808001A (pt) | 2000-03-08 |
Family
ID=7823624
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR9808001-6A BR9808001A (pt) | 1997-03-17 | 1998-03-06 | Processo para a preparação de n-butiraldeìdo e/ou de n-butanol |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6166265A (pt) |
| EP (1) | EP0971868A1 (pt) |
| JP (1) | JP2001515499A (pt) |
| KR (1) | KR20000076304A (pt) |
| CN (1) | CN1249738A (pt) |
| AU (1) | AU6828998A (pt) |
| BR (1) | BR9808001A (pt) |
| CA (1) | CA2282538A1 (pt) |
| DE (1) | DE19710994A1 (pt) |
| ID (1) | ID22905A (pt) |
| WO (1) | WO1998041494A1 (pt) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9823853D0 (en) | 1998-10-30 | 1998-12-23 | Bp Chem Int Ltd | A process for making n-butyl esters from butadiene |
| GB9828338D0 (en) | 1998-12-22 | 1999-02-17 | Bp Chem Int Ltd | A process for making butyraldehyde from butadiene |
| US9024090B2 (en) | 2012-12-19 | 2015-05-05 | Celanese International Corporation | Catalysts and processes for producing butanol |
| US8962897B2 (en) | 2012-12-19 | 2015-02-24 | Celanese International Corporation | Catalysts and processes for producing butanol |
| US9018426B1 (en) | 2013-12-19 | 2015-04-28 | Celanese International Corporation | Processes for producing multi-carbon alcohols |
| KR20180066076A (ko) * | 2015-10-12 | 2018-06-18 | 바스프 에스이 | 1,6-이치환된 헥산 유도체를 제조하기 위한 히드로포르밀화 방법 |
| SG11202008332SA (en) * | 2018-03-19 | 2020-09-29 | Sabic Global Technologies Bv | Method of producing a fuel additive |
| CN110937745B (zh) * | 2019-12-12 | 2022-07-12 | 万华化学集团股份有限公司 | 一种柠檬醛合成过程中高浓度废水的处理方法 |
| CN113877635B (zh) * | 2021-10-27 | 2024-02-06 | 南京延长反应技术研究院有限公司 | 一种铱基催化剂及其制备方法、醛化方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2922822A (en) * | 1957-01-08 | 1960-01-26 | Exxon Research Engineering Co | Production of methyl butenyl ethers |
| DE2751766A1 (de) * | 1977-11-19 | 1979-05-23 | Basf Ag | Verfahren zur isomerisierung von 3-buten-1-ol-verbindungen zu den entsprechenden 2-buten-1-ol-verbindungen |
| DE4400837A1 (de) * | 1994-01-14 | 1995-07-20 | Basf Ag | Verfahren zur Herstellung von n-Butyraldehyd und/oder n-Butanol |
-
1997
- 1997-03-17 DE DE19710994A patent/DE19710994A1/de not_active Withdrawn
-
1998
- 1998-03-06 AU AU68289/98A patent/AU6828998A/en not_active Abandoned
- 1998-03-06 CN CN98803008A patent/CN1249738A/zh active Pending
- 1998-03-06 EP EP98913678A patent/EP0971868A1/de not_active Withdrawn
- 1998-03-06 WO PCT/EP1998/001324 patent/WO1998041494A1/de not_active Application Discontinuation
- 1998-03-06 JP JP54008198A patent/JP2001515499A/ja active Pending
- 1998-03-06 US US09/381,452 patent/US6166265A/en not_active Expired - Fee Related
- 1998-03-06 BR BR9808001-6A patent/BR9808001A/pt not_active IP Right Cessation
- 1998-03-06 KR KR1019997008405A patent/KR20000076304A/ko not_active Application Discontinuation
- 1998-03-06 ID IDW990822A patent/ID22905A/id unknown
- 1998-03-06 CA CA002282538A patent/CA2282538A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| WO1998041494A1 (de) | 1998-09-24 |
| JP2001515499A (ja) | 2001-09-18 |
| DE19710994A1 (de) | 1998-09-24 |
| US6166265A (en) | 2000-12-26 |
| CA2282538A1 (en) | 1998-09-24 |
| EP0971868A1 (de) | 2000-01-19 |
| ID22905A (id) | 1999-12-16 |
| KR20000076304A (ko) | 2000-12-26 |
| AU6828998A (en) | 1998-10-12 |
| CN1249738A (zh) | 2000-04-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B08F | Application dismissed because of non-payment of annual fees [chapter 8.6 patent gazette] |
Free format text: REFERENTE A 5A,6A,7A,8A E 9A ANUIDADES. |
|
| B08K | Patent lapsed as no evidence of payment of the annual fee has been furnished to inpi [chapter 8.11 patent gazette] |
Free format text: REFERENTE AO DESPACHO 8.6 PUBLICADO NA RPI 1888 DE 13/03/2007. |