NO329097B1 - Fremgangsmate for fremstilling av metylformiat - Google Patents
Fremgangsmate for fremstilling av metylformiat Download PDFInfo
- Publication number
- NO329097B1 NO329097B1 NO20044447A NO20044447A NO329097B1 NO 329097 B1 NO329097 B1 NO 329097B1 NO 20044447 A NO20044447 A NO 20044447A NO 20044447 A NO20044447 A NO 20044447A NO 329097 B1 NO329097 B1 NO 329097B1
- Authority
- NO
- Norway
- Prior art keywords
- reactor
- methyl formate
- gas
- stream
- carbon monoxide
- Prior art date
Links
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 title claims abstract description 140
- 238000000034 method Methods 0.000 title claims abstract description 64
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 147
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims abstract description 46
- 229910002091 carbon monoxide Inorganic materials 0.000 claims abstract description 46
- 239000003054 catalyst Substances 0.000 claims abstract description 34
- 229910052751 metal Inorganic materials 0.000 claims abstract description 15
- 239000002184 metal Substances 0.000 claims abstract description 15
- 150000004703 alkoxides Chemical class 0.000 claims abstract description 10
- 238000009833 condensation Methods 0.000 claims abstract description 8
- 230000005494 condensation Effects 0.000 claims abstract description 8
- 238000006243 chemical reaction Methods 0.000 claims description 40
- 239000007788 liquid Substances 0.000 claims description 35
- 239000011541 reaction mixture Substances 0.000 claims description 20
- 238000004519 manufacturing process Methods 0.000 claims description 12
- 238000005194 fractionation Methods 0.000 claims description 10
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 claims description 8
- RLKTZFOUEOIRJT-UHFFFAOYSA-N O=[C].COC=O Chemical compound O=[C].COC=O RLKTZFOUEOIRJT-UHFFFAOYSA-N 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000007789 gas Substances 0.000 description 80
- 238000004821 distillation Methods 0.000 description 23
- 229910052783 alkali metal Inorganic materials 0.000 description 17
- -1 alkali metal formate Chemical class 0.000 description 16
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 14
- 239000000047 product Substances 0.000 description 10
- 239000012429 reaction media Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 230000008021 deposition Effects 0.000 description 5
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 5
- 238000004064 recycling Methods 0.000 description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 150000001340 alkali metals Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000005265 energy consumption Methods 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 238000011010 flushing procedure Methods 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 238000012856 packing Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 238000007086 side reaction Methods 0.000 description 3
- 239000002912 waste gas Substances 0.000 description 3
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- NBTOZLQBSIZIKS-UHFFFAOYSA-N methoxide Chemical compound [O-]C NBTOZLQBSIZIKS-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 229960005235 piperonyl butoxide Drugs 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000009834 vaporization Methods 0.000 description 2
- 230000008016 vaporization Effects 0.000 description 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 description 1
- AQZGPSLYZOOYQP-UHFFFAOYSA-N Diisoamyl ether Chemical compound CC(C)CCOCCC(C)C AQZGPSLYZOOYQP-UHFFFAOYSA-N 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000006315 carbonylation Effects 0.000 description 1
- 238000005810 carbonylation reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000010612 desalination reaction Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- HHFAWKCIHAUFRX-UHFFFAOYSA-N ethoxide Chemical compound CC[O-] HHFAWKCIHAUFRX-UHFFFAOYSA-N 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000007792 gaseous phase Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/36—Preparation of carboxylic acid esters by reaction with carbon monoxide or formates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/04—Formic acid esters
- C07C69/06—Formic acid esters of monohydroxylic compounds
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)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10217528A DE10217528A1 (de) | 2002-04-19 | 2002-04-19 | Verfahren zur Herstellung von Methylformiat |
| PCT/EP2003/003902 WO2003089398A1 (de) | 2002-04-19 | 2003-04-15 | Verfahren zur herstellung von methylformiat |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO20044447L NO20044447L (no) | 2004-11-18 |
| NO329097B1 true NO329097B1 (no) | 2010-08-23 |
Family
ID=28798593
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO20044447A NO329097B1 (no) | 2002-04-19 | 2004-10-19 | Fremgangsmate for fremstilling av metylformiat |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US7053239B2 (ko) |
| EP (1) | EP1499579A1 (ko) |
| JP (1) | JP4550431B2 (ko) |
| KR (1) | KR100974123B1 (ko) |
| CN (1) | CN1271038C (ko) |
| AR (1) | AR039414A1 (ko) |
| AU (1) | AU2003226810A1 (ko) |
| BR (1) | BR0308912A (ko) |
| DE (1) | DE10217528A1 (ko) |
| MY (1) | MY138058A (ko) |
| NO (1) | NO329097B1 (ko) |
| WO (1) | WO2003089398A1 (ko) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10321733A1 (de) * | 2003-05-14 | 2004-12-02 | Basf Ag | Verfahren zur Herstellung von ameisensauren Formiaten |
| CN1300094C (zh) * | 2004-05-14 | 2007-02-14 | 中国科学院大连化学物理研究所 | 一种二甲醚选择氧化制备甲酸甲酯的方法 |
| DE102009047503A1 (de) | 2008-12-10 | 2010-07-01 | Basf Se | Verfahren zur Herstellung von Methylformiat und Furan aus nachwachsenden Rohstoffen |
| US8957244B2 (en) * | 2012-11-26 | 2015-02-17 | Basf Se | Process for preparing methyl formate by reaction of methanol with carbon monoxide in the presence of a catalyst system comprising alkali metal formate and alkali metal alkoxide |
| CN103691451B (zh) * | 2014-01-07 | 2015-04-15 | 中国科学院福建物质结构研究所 | 一种气相甲醇羰基化合成甲酸甲酯的催化剂及其制备方法和应用 |
| EP3092072B1 (en) | 2014-01-07 | 2022-03-02 | Fujian Institute Of Research On The Structure Of Matter, Chinese Academy Of Sciences | A process for vapor-phase methanol carbonylation to methyl formate |
| CN109320410A (zh) * | 2018-11-22 | 2019-02-12 | 湖南湘硕化工有限公司 | 一种甲酸的制备方法 |
| KR20240086011A (ko) | 2022-12-09 | 2024-06-18 | 주식회사 현대폴리텍 | 고순도 메틸 포메이트 생산을 위한 효율적 촉매독 제거 장치 및 방법 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE863046C (de) | 1942-12-06 | 1953-01-15 | Degussa | Verfahren zur Herstellung von Estern der Ameisensaeure mit aliphatischen Alkoholen |
| DE880588C (de) * | 1943-08-03 | 1953-06-22 | Degussa | Verfahren zur Herstellung von Ameisensaeurealkylestern |
| DE926785C (de) | 1952-09-02 | 1955-04-25 | Knapsack Ag | Verfahren zur kontinuierlichen Herstellung von Estern der Ameisen-saeure durch Umsetzung von Kohlenoxyd mit aliphatischen Alkoholen, insbesondere Methylalkohol |
| DE1046602B (de) | 1957-12-13 | 1958-12-18 | Basf Ag | Verfahren zur kontinuierlichen Herstellung von Ameisensaeuremethylester |
| DE1147214B (de) | 1961-03-16 | 1963-04-18 | Basf Ag | Verfahren zur kontinuierlichen Herstellung von Ameisensaeuremethylester |
| GB1511961A (en) | 1976-03-12 | 1978-05-24 | Ucb Sa | Process for the production of methyl formate |
| US4661624A (en) | 1984-08-13 | 1987-04-28 | Chang Tsuan Y | Process for the production of methyl formate |
| DE3621362A1 (de) | 1986-06-26 | 1988-01-28 | Basf Ag | Verfahren zur herstellung von alkylformiaten |
| DE19506555A1 (de) | 1995-02-24 | 1996-08-29 | Basf Ag | Verfahren zur kontinuierlichen Herstellung von Methylformiat |
-
2002
- 2002-04-19 DE DE10217528A patent/DE10217528A1/de not_active Withdrawn
-
2003
- 2003-04-15 BR BR0308912-6A patent/BR0308912A/pt not_active IP Right Cessation
- 2003-04-15 AU AU2003226810A patent/AU2003226810A1/en not_active Abandoned
- 2003-04-15 KR KR1020047016706A patent/KR100974123B1/ko not_active IP Right Cessation
- 2003-04-15 CN CNB038088614A patent/CN1271038C/zh not_active Expired - Fee Related
- 2003-04-15 JP JP2003586119A patent/JP4550431B2/ja not_active Expired - Fee Related
- 2003-04-15 AR ARP030101312A patent/AR039414A1/es active IP Right Grant
- 2003-04-15 US US10/511,088 patent/US7053239B2/en not_active Expired - Fee Related
- 2003-04-15 WO PCT/EP2003/003902 patent/WO2003089398A1/de active Application Filing
- 2003-04-15 EP EP03746771A patent/EP1499579A1/de not_active Withdrawn
- 2003-04-17 MY MYPI20031440A patent/MY138058A/en unknown
-
2004
- 2004-10-19 NO NO20044447A patent/NO329097B1/no not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CN1271038C (zh) | 2006-08-23 |
| US7053239B2 (en) | 2006-05-30 |
| NO20044447L (no) | 2004-11-18 |
| BR0308912A (pt) | 2005-01-04 |
| US20050143598A1 (en) | 2005-06-30 |
| MY138058A (en) | 2009-04-30 |
| WO2003089398A1 (de) | 2003-10-30 |
| CN1646469A (zh) | 2005-07-27 |
| DE10217528A1 (de) | 2003-11-06 |
| KR100974123B1 (ko) | 2010-08-04 |
| AR039414A1 (es) | 2005-02-16 |
| AU2003226810A1 (en) | 2003-11-03 |
| JP2006511440A (ja) | 2006-04-06 |
| JP4550431B2 (ja) | 2010-09-22 |
| EP1499579A1 (de) | 2005-01-26 |
| KR20040111533A (ko) | 2004-12-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0703890B1 (en) | Process for the preparation of 3-(methylthio)propanal | |
| KR101934604B1 (ko) | 메타크릴산의 제조 방법 | |
| AU2007331690B2 (en) | Production by distillation of acetone cyanhydrin and method for producing methacrylic ester and subsequent products | |
| US6031138A (en) | Process for the preparation of 3-(methylthio) propanal | |
| NO329097B1 (no) | Fremgangsmate for fremstilling av metylformiat | |
| US5637766A (en) | Process for the preparation of 3-(methylthio) propanal | |
| KR100701113B1 (ko) | 포름산메틸의 연속 제조 방법 | |
| NO166226B (no) | Analogifremgangsmaate for fremstilling av terapeutisk aktive purinderivater. | |
| KR20190019135A (ko) | 아세트산 생산 방법 | |
| US8129559B2 (en) | Process for preparing cyanohydrins and their use in the preparation of alkyl esters of methacrylic acid | |
| WO2009056483A2 (en) | Process for preparing chlorocyan | |
| US6417385B1 (en) | Method of producing acetone-cyanhydrin | |
| US5091555A (en) | Process for the vacuum distillation of crude cyanohydrins containing 3 to 6 carbon atoms using liquid jet pump | |
| CN1446203A (zh) | 用于制备蜜胺的方法 | |
| AU3093995A (en) | Process for the preparation of 3-(methylthio)propanal | |
| US5925794A (en) | Process for the preparation of 3-(methylthio)propanal | |
| RU2769081C1 (ru) | Способ получения диалкилкарбоната | |
| US3954861A (en) | Process for producing urea | |
| US11807597B2 (en) | Methods and systems for producing acetic acid | |
| JPH1160541A (ja) | ジアルキルカーボネートの製造方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM1K | Lapsed by not paying the annual fees |