BR112014008338A2 - process for preparing formic acid - Google Patents
process for preparing formic acidInfo
- Publication number
- BR112014008338A2 BR112014008338A2 BR112014008338A BR112014008338A BR112014008338A2 BR 112014008338 A2 BR112014008338 A2 BR 112014008338A2 BR 112014008338 A BR112014008338 A BR 112014008338A BR 112014008338 A BR112014008338 A BR 112014008338A BR 112014008338 A2 BR112014008338 A2 BR 112014008338A2
- Authority
- BR
- Brazil
- Prior art keywords
- phase
- tertiary amine
- mixture
- amine
- raffinate
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 3
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 title 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 title 1
- 235000019253 formic acid Nutrition 0.000 title 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 12
- 150000003512 tertiary amines Chemical class 0.000 abstract 12
- 238000005984 hydrogenation reaction Methods 0.000 abstract 8
- 239000000203 mixture Substances 0.000 abstract 8
- 150000001412 amines Chemical class 0.000 abstract 6
- 239000002798 polar solvent Substances 0.000 abstract 6
- 239000012967 coordination catalyst Substances 0.000 abstract 4
- 238000000605 extraction Methods 0.000 abstract 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 238000003776 cleavage reaction Methods 0.000 abstract 2
- OVBPIULPVIDEAO-LBPRGKRZSA-N folic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-LBPRGKRZSA-N 0.000 abstract 2
- 230000007017 scission Effects 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- OVBPIULPVIDEAO-UHFFFAOYSA-N N-Pteroyl-L-glutaminsaeure Natural products C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)NC(CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 1
- 239000001569 carbon dioxide Substances 0.000 abstract 1
- 229910002091 carbon monoxide Inorganic materials 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 229960000304 folic acid Drugs 0.000 abstract 1
- 235000019152 folic acid Nutrition 0.000 abstract 1
- 239000011724 folic acid Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/02—Preparation of carboxylic acids or their salts, halides or anhydrides from salts of carboxylic acids
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0201—Oxygen-containing compounds
- B01J31/0202—Alcohols or phenols
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0235—Nitrogen containing compounds
- B01J31/0237—Amines
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
- B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
- B01J31/2409—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom
- B01J31/2414—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom comprising aliphatic or saturated rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/41—Preparation of salts of carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/48—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/60—Reduction reactions, e.g. hydrogenation
- B01J2231/62—Reductions in general of inorganic substrates, e.g. formal hydrogenation, e.g. of N2
- B01J2231/625—Reductions in general of inorganic substrates, e.g. formal hydrogenation, e.g. of N2 of CO2
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/82—Metals of the platinum group
- B01J2531/821—Ruthenium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/90—Catalytic systems characterized by the solvent or solvent system used
- B01J2531/98—Phase-transfer catalysis in a mixed solvent system containing at least 2 immiscible solvents or solvent phases
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1 / 2 resumo “ pro ce sso para preparar ã�cido fã“ rmico â€� a invenã§ã£o refere-se a um mã©todo para produzir ã¡cido fã³rmico, que compreende as seguintes etapas: (a) reagir, de uma maneira homogeneamente catalisada, uma mistura de reaã§ã£o (rg) contendo diã³xido de carbono, hidrogãªnio, pelo menos um solvente polar e pelo menos uma amina terciã¡ria na presenã§a de pelo menos um catalisador de coordenaã§ã£o em um reator de hidrogenaã§ã£o a fim de obter uma mistura de hidrogenaã§ã£o de duas fases (h) contendo uma fase superior (o1), que contã©m o pelo menos um catalisador de coordenaã§ã£o e a pelo menos uma amina terciã¡ria (a1) e uma fase inferior (u1), que contã©m o pelo menos um solvente polar, resãduos do pelo menos um catalisador de coordenaã§ã£o e pelo menos um aduto de ã¡cido fã³rmico/amina; (b) processamento da mistura de hidrogenaã§ã£o (h) obtido na etapa (a) de acordo com uma das etapas seguintes: (b1) separar da fase a mistura de hidrogenaã§ã£o (h) obtido na etapa (a) em um primeiro dispositivo separador de fase na fase superior (o1) e na fase inferior (u1) ou (b2) extrair o pelo menos um catalisador de coordenaã§ã£o da mistura de hidrogenaã§ã£o (h) obtido na etapa (a) em uma unidade de extraã§ã£o com um agente de extraã§ã£o contendo a pelo menos uma amina terciã¡ria (a1) a fim de obter um rafinato (r1) contendo o pelo menos um aduto de ã¡cido fã³rmico/amina (a2) e o pelo menos um solvente polar e um extrato (e1) contendo a pelo menos uma amina terciã¡ria (a1) e o pelo menos um catalisador de coordenaã§ã£o ou (b3) separar da fase a mistura de hidrogenaã§ã£o (h) obtido na etapa (a) em um primeiro dispositivo separador de fase na fase superior (o1) e na fase inferior (u1) e extrair os resãduos do pelo menos um catalisador de coordenaã§ã£o da fase inferior (u1) em uma unidade de extraã§ã£o por meio de um agente de extraã§ã£o contendo a pelo menos uma amina terciã¡ria (a1) a fim de obter um rafinato (r2) contendo o pelo menos um aduto de ã¡cido fã³rmico/amina (a2) e o pelo menos um solvente polar e um extrato (e2) contendo a pelo menos 2 / 2 uma amina terciã¡ria (a1) e os resãduos do pelo menos um catalisador de coordenaã§ã£o; (c) separar o pelo menos um solvente polar da fase inferior (u1), do rafinato (r1), ou do rafinato (r2) em um primeiro dispositivo de destilaã§ã£o a fim de obter um destilado (d1) contendo o pelo menos um solvente polar, que ã© alimentado novamente ao reator de hidrogenaã§ã£o na etapa (a) e uma mistura da fase inferior de duas fases (s1) contendo uma fase superior (o2), que contã©m a pelo menos uma amina terciã¡ria (a1) e uma fase inferior (u2), que contã©m o pelo menos um aduto de ã¡cido fã³rmico/amina (a2); (e) clivar o pelo menos um aduto de ã¡cido fã³rmico/amina (a2) contido na mistura de fundo (s1) ou opcionalmente na fase inferior (u2) em uma unidade de clivagem tã©rmica a fim de obter a pelo menos uma amina terciã¡ria (a1), que ã© alimentada novamente ao reator de hidrogenaã§ã£o na etapa (a) e ã¡cido fã³rmico, que ã© descarregado da unidade de clivagem tã©rmica, em que o monã³xido de carbono ã© adicionado ã fase inferior (u1), o rafinato (r1), ou o rafinato (r2) diretamente e/ou durante a etapa (c) e/ou monã³xido de carbono ã© adicionado ã mistura de fundo (s1) ou opcionalmente a fase inferior (u2) diretamente e/ou durante a etapa (e).1/2 summary â € œthe process for preparing folic acidâ € The invention relates to a method for producing folic acid, which comprises the following steps: (a) ) react, in a homogeneously catalyzed manner, a reaction mixture (rg) containing carbon dioxide, hydrogen, at least one polar solvent and at least one tertiary amine in the presence of at least one coordination in a hydrogenation reactor in order to obtain a two-phase hydrogenation mixture (h) containing an upper phase (o1) containing at least one coordination catalyst and at least one tertiary amine (a1) and a lower phase (u1) containing at least one polar solvent, residues of at least one coordination catalyst and at least one Î ± adduct hydrochloric acid / amine; (b) processing the hydrogenation mixture (h) obtained in step (a) according to one of the following steps: (b1) separating from the phase the hydrogenation mixture (h) obtained in step ( a) in a first phase separator device in the upper (o1) and lower phase (u1) or (b2) extract the at least one coordinating catalyst from the hydrogenation mixture (h) obtained in step (a) in an extraction unit with an extraction agent containing at least one tertiary amine (a1) to obtain a raffinate (r1) containing at least one adduct hydrochloric acid / amine (a2) and at least one polar solvent and an extract (e1) containing at least one tertiary amine (a1) and at least one coordination catalyst or (b3 ) separating from the phase the hydrogenation mixture (h) obtained in step (a) in a first phase separating device in the upper phase (o1) and the lower phase (u1) and extracting the residues from at least one catalyst from coo lower phase (u1) drainage into an extraction unit by means of an extraction agent containing at least one tertiary amine (a1) to obtain a raffinate ( r2) containing at least one hydrochloric acid / amine adduct (a2) and at least one polar solvent and an extract (e2) containing at least 2/2 a tertiary amine (a1) and residues of the at least one coordination catalyst; (c) separating the at least one lower phase (u1), raffinate (r1), or raffinate (r2) polar solvent into a first distillation device to obtain a distillate (d1) containing the hair. least one polar solvent, which is fed back to the hydrogenation reactor in step (a) and a mixture of the lower two-phase (s1) containing an upper (o2) phase, which contains at least one tertiary amine (a1) and a lower phase (u2) containing at least one hydrochloric acid / amine adduct (a2); (e) cleaving the at least one hydrochloric acid / amine adduct (a2) contained in the bottom mixture (s1) or optionally in the lower phase (u2) into a thermal cleavage unit to obtain at least a tertiary amine (a1), which is fed back to the hydrogenation reactor in step (a) and hydrochloric acid, which is discharged from the thermal cleavage unit, where the monoxide of carbon is added to the lower phase (u1), raffinate (r1) or raffinate (r2) directly and / or during step (c) and / or carbon monoxide is added to the bottom mixture (s1) or optionally the lower phase (u2) directly and / or during step (e).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP11184297 | 2011-10-07 | ||
| PCT/EP2012/069458 WO2013050367A2 (en) | 2011-10-07 | 2012-10-02 | Method for producing formic acid by reacting carbon dioxide with hydrogen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BR112014008338A2 true BR112014008338A2 (en) | 2017-04-18 |
Family
ID=46963751
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR112014008338A BR112014008338A2 (en) | 2011-10-07 | 2012-10-02 | process for preparing formic acid |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP2763950A2 (en) |
| JP (1) | JP2014530216A (en) |
| KR (1) | KR20140074373A (en) |
| CN (1) | CN103974927A (en) |
| BR (1) | BR112014008338A2 (en) |
| CA (1) | CA2851175A1 (en) |
| IN (1) | IN2014DN03122A (en) |
| RU (1) | RU2014118032A (en) |
| SG (1) | SG11201400997TA (en) |
| WO (1) | WO2013050367A2 (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB201112231D0 (en) | 2011-07-15 | 2011-08-31 | Verdant Bioproducts Ltd | Micro-organism |
| US8596013B2 (en) | 2012-04-04 | 2013-12-03 | Valinge Innovation Ab | Building panel with a mechanical locking system |
| US9428438B2 (en) | 2012-11-27 | 2016-08-30 | Basf Se | Process for preparing formic acid |
| WO2016024293A1 (en) | 2014-08-12 | 2016-02-18 | Council Of Scientific & Industrial Research | Metal catalyzed process for reduction of co2 to sodium formate and formic acid |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4474959A (en) * | 1982-05-22 | 1984-10-02 | Bp Chemicals Limited | Production of formate salts from carbon dioxide, hydrogen and amines |
| GB8424672D0 (en) * | 1984-09-29 | 1984-11-07 | Bp Chem Int Ltd | Production of formic acid |
| NZ227890A (en) * | 1988-02-17 | 1992-02-25 | Bp Chemical Ltd | Production of formic acid from a nitrogenous base, carbon dioxide and hydrogen |
| DE102004040789A1 (en) | 2004-08-23 | 2006-03-02 | Basf Ag | Process for the preparation of formic acid |
| JP2010521533A (en) * | 2007-03-23 | 2010-06-24 | ビーエーエスエフ ソシエタス・ヨーロピア | Method for producing formic acid |
| PL2445860T3 (en) * | 2009-06-26 | 2013-10-31 | Basf Se | Method for producing formic acid |
-
2012
- 2012-10-02 IN IN3122DEN2014 patent/IN2014DN03122A/en unknown
- 2012-10-02 CA CA2851175A patent/CA2851175A1/en not_active Abandoned
- 2012-10-02 KR KR1020147011873A patent/KR20140074373A/en not_active Withdrawn
- 2012-10-02 SG SG11201400997TA patent/SG11201400997TA/en unknown
- 2012-10-02 CN CN201280059095.3A patent/CN103974927A/en active Pending
- 2012-10-02 WO PCT/EP2012/069458 patent/WO2013050367A2/en active Application Filing
- 2012-10-02 BR BR112014008338A patent/BR112014008338A2/en not_active IP Right Cessation
- 2012-10-02 RU RU2014118032/04A patent/RU2014118032A/en not_active Application Discontinuation
- 2012-10-02 EP EP12766684.0A patent/EP2763950A2/en not_active Withdrawn
- 2012-10-02 JP JP2014533856A patent/JP2014530216A/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| KR20140074373A (en) | 2014-06-17 |
| WO2013050367A2 (en) | 2013-04-11 |
| WO2013050367A3 (en) | 2013-10-03 |
| CA2851175A1 (en) | 2013-04-11 |
| IN2014DN03122A (en) | 2015-05-22 |
| CN103974927A (en) | 2014-08-06 |
| JP2014530216A (en) | 2014-11-17 |
| EP2763950A2 (en) | 2014-08-13 |
| SG11201400997TA (en) | 2014-09-26 |
| RU2014118032A (en) | 2015-11-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B08F | Application fees: dismissal - article 86 of industrial property law | ||
| B08K | Lapse as no evidence of payment of the annual fee has been furnished to inpi (acc. art. 87) |