KR830007491A - 카르복실산의 제조방법 - Google Patents
카르복실산의 제조방법 Download PDFInfo
- Publication number
- KR830007491A KR830007491A KR1019810005093A KR810005093A KR830007491A KR 830007491 A KR830007491 A KR 830007491A KR 1019810005093 A KR1019810005093 A KR 1019810005093A KR 810005093 A KR810005093 A KR 810005093A KR 830007491 A KR830007491 A KR 830007491A
- Authority
- KR
- South Korea
- Prior art keywords
- nickel
- iodide
- molybdenum
- catalyst
- tungsten
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000004519 manufacturing process Methods 0.000 title claims 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 title 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims 4
- 238000000034 method Methods 0.000 claims 4
- XYFCBTPGUUZFHI-UHFFFAOYSA-N phosphine group Chemical group P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims 4
- 239000003054 catalyst Substances 0.000 claims 3
- -1 hydrocarbyl alcohol Chemical compound 0.000 claims 3
- DDTIGTPWGISMKL-UHFFFAOYSA-N molybdenum nickel Chemical compound [Ni].[Mo] DDTIGTPWGISMKL-UHFFFAOYSA-N 0.000 claims 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 229910052759 nickel Inorganic materials 0.000 claims 2
- MOWMLACGTDMJRV-UHFFFAOYSA-N nickel tungsten Chemical compound [Ni].[W] MOWMLACGTDMJRV-UHFFFAOYSA-N 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 150000002903 organophosphorus compounds Chemical class 0.000 claims 2
- 229910052698 phosphorus Inorganic materials 0.000 claims 2
- 239000011574 phosphorus Substances 0.000 claims 2
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical group [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims 1
- 229910001516 alkali metal iodide Inorganic materials 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 229910002091 carbon monoxide Inorganic materials 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 230000006315 carbonylation Effects 0.000 claims 1
- 238000005810 carbonylation reaction Methods 0.000 claims 1
- 150000007942 carboxylates Chemical class 0.000 claims 1
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 239000003426 co-catalyst Substances 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- 229910000043 hydrogen iodide Inorganic materials 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 229910052750 molybdenum Inorganic materials 0.000 claims 1
- 239000011733 molybdenum Substances 0.000 claims 1
- 150000002897 organic nitrogen compounds Chemical class 0.000 claims 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical group [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims 1
- 229910052721 tungsten Chemical group 0.000 claims 1
- 239000010937 tungsten Chemical group 0.000 claims 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
-
- 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
-
- 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
- B01J31/0231—Halogen-containing compounds
-
- 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
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
-
- 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
- B01J31/20—Carbonyls
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/10—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide
- C07C51/12—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
-
- 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
- B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
- B01J2231/34—Other additions, e.g. Monsanto-type carbonylations, addition to 1,2-C=X or 1,2-C-X triplebonds, additions to 1,4-C=C-C=X or 1,4-C=-C-X triple bonds with X, e.g. O, S, NH/N
-
- 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
- B01J2531/60—Complexes comprising metals of Group VI (VIA or VIB) as the central metal
- B01J2531/64—Molybdenum
-
- 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
- B01J2531/60—Complexes comprising metals of Group VI (VIA or VIB) as the central metal
- B01J2531/66—Tungsten
-
- 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
- B01J2531/84—Metals of the iron group
- B01J2531/847—Nickel
-
- 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
- B01J31/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
-
- 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
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
- B01J31/28—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24 of the platinum group metals, iron group metals or copper
- B01J31/30—Halides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Description
Claims (15)
- 요오드화물 존재하의 몰리브덴-니켈 또는 텅스텐-니켈공동 촉매성분으로 구성으로 구성된 촉매존재하와 유기인화합물 또는 유기질소화합물(여기서, 인과질소는 3가임)로 구성된 촉진제 존재하에서 하이드로카르빌 알콜을 일산화탄소와 반응시키는 것을 특징으로 하는 카르복실산의 제조방법.
- 제1항에 있어서, 공동촉매성분에 몰리브덴-니켈로 구성된 것을 특징으로 하는 방법.
- 제1항에 있어서, 촉진제가 포스핀인 방법.
- 제3항에 있어서, 공동촉매는 몰리브델-니켈이고 촉진제는 포스핀인 것을 특징으로 하는 방법.
- 하기 구조식으로 나타내지는 몰리브델-니켈 또는 텅스텐-니켈공동 촉매성분, 유기촉진제 성분과 요오드화물 성분으로 구성된 액상 카르보닐화 촉매.
- X : T : Z : Q
- 상기 식에서,
- X는 몰리브델 또는 텅스텐이고,
- T는 니켈이며(X와 T는 0원자가 형태 또는 할로겐화물, 산화물, 탄소수 1-20인 카르복실레이트, 카르보닐 또는 수화물 형태임.)
- Z는 수소요오드화물, 요오드, 알킬요오드화물(알킬기는 탄소원자 1-20을 포함함) 또는 알카리금속 요오드화물인 요오드화물 공급원이고,
- Q는 유기인 화합물 또는 유기질소화하물이다.
- (여기서, 인과 질소는 3가이며, X : T의 몰비는 0.1-10:1이고, X+T:Q의 몰비는 0.05-20:1이며 Z:X+T의 몰비는 1-1,000 : 1임).
- 제5항에 있어서, X가 몰디브델인 것을 특징으로 하는 촉매.
- 본 명세서에 기술된 방법 또는 생성물 또는 장치중 어느 하나, 또는 이들의 조합.
- ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/219,786 US4659518A (en) | 1980-12-24 | 1980-12-24 | Preparation of carboxylic acids |
US219786 | 1980-12-24 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR830007491A true KR830007491A (ko) | 1983-10-21 |
KR870001482B1 KR870001482B1 (ko) | 1987-08-13 |
Family
ID=22820779
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019810005093A Expired KR870001482B1 (ko) | 1980-12-24 | 1981-12-23 | 카르복실산의 제조방법 |
Country Status (11)
Country | Link |
---|---|
US (1) | US4659518A (ko) |
JP (1) | JPS57134438A (ko) |
KR (1) | KR870001482B1 (ko) |
BE (1) | BE891609A (ko) |
CA (1) | CA1164438A (ko) |
DE (2) | DE3153115C2 (ko) |
FR (1) | FR2496643B1 (ko) |
GB (1) | GB2089803B (ko) |
IT (1) | IT1148024B (ko) |
NL (1) | NL188992C (ko) |
ZA (1) | ZA818908B (ko) |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4372889A (en) * | 1980-12-24 | 1983-02-08 | The Halcon Sd Group, Inc. | Preparation of carboxylic acids |
ZA831987B (en) * | 1982-03-26 | 1984-04-25 | Davy Mckee London | Process for the production of ethanol |
EP0090443B1 (en) * | 1982-03-30 | 1988-06-22 | Shell Internationale Researchmaatschappij B.V. | A process for carbonylating methanol to acetic acid and/or methyl acetate |
DE3319361A1 (de) * | 1982-05-28 | 1983-12-01 | The Halcon SD Group, Inc., 10016 New York, N.Y. | Verfahren zur herstellung von essigsaeure |
BE896869A (fr) * | 1982-05-28 | 1983-11-28 | Halcon Sd Group Inc | Procede de preparation d'acide acetique. |
US4625049A (en) * | 1982-06-30 | 1986-11-25 | Chevron Research Company | Alcohol carbonylation process using a bimetallic nickel catalyst |
US4628113A (en) * | 1982-06-30 | 1986-12-09 | Chevron Research Company | Alcohol carbonylation process using a bimetallic cobalt catalyst |
CA1212689A (en) * | 1982-06-30 | 1986-10-14 | Steven P. Current | Alcohol carbonylation process using a nickel catalyst |
CA1261815A (en) * | 1984-11-05 | 1989-09-26 | Mark S. Thompson | Preparation of high activity silica-supported hydrotreating catalysts and catalysts thus prepared |
JPH0729978B2 (ja) * | 1986-12-24 | 1995-04-05 | ダイセル化学工業株式会社 | α−フエニルプロピオン酸誘導体の製造法 |
GB8807284D0 (en) * | 1988-03-26 | 1988-04-27 | Bp Chem Int Ltd | Chemical process |
US4902659A (en) * | 1988-07-26 | 1990-02-20 | Council Of Scientific And Industrial Research | Preparation of improved nickel-containing catalyst and process for conversion of alcohols to carboxylic acids therewith |
JP2689517B2 (ja) * | 1988-09-22 | 1997-12-10 | 三菱瓦斯化学株式会社 | α−(4−イソブチルフェニル)プロピオン酸の製造法 |
DE4029917A1 (de) * | 1990-09-21 | 1992-03-26 | Hoechst Ag | Verfahren zur gleichzeitigen herstellung von essigsaeure und essigsaeureanhydrid |
US5189214A (en) * | 1991-08-15 | 1993-02-23 | Dairen Chemical Corp. | Production of acetic acid |
US5218144A (en) * | 1991-12-10 | 1993-06-08 | E. I. Du Pont De Nemours And Company | Process for the manufacture of adipic acid |
US5292944A (en) * | 1993-06-29 | 1994-03-08 | E. I. Du Pont De Nemours And Company | Process for the preparation of adipic acid or pentenoic acid |
US5900504A (en) * | 1996-02-20 | 1999-05-04 | Eastman Chemical Company | Nickel-catalyzed carbonylation process |
DE19706876A1 (de) * | 1997-02-21 | 1998-08-27 | Basf Ag | Verfahren zur Herstellung von Carbonsäuren oder deren Estern durch Carbonylierung von Olefinen |
EP1575705A2 (en) * | 2002-12-23 | 2005-09-21 | Eastman Chemical Company | Process for the recovery of phosphorus and iodine containing catalyst components |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2650245A (en) * | 1949-04-08 | 1953-08-25 | British Celanese | Synthesis of acetic acid from co and methanol |
US4133963A (en) * | 1975-11-19 | 1979-01-09 | Eastman Kodak Company | Process for the production of carboxylic acids |
BE860557A (fr) * | 1976-11-08 | 1978-05-08 | Halcon International Inc | Procede de preparation d'acides carboxyliques |
US4356320A (en) * | 1976-11-08 | 1982-10-26 | The Halcon Sd Group, Inc. | Preparation of carboxylic acids |
US4482497A (en) * | 1982-09-30 | 1984-11-13 | The Halcon Sd Group, Inc. | Preparation of carboxylic acids |
-
1980
- 1980-12-24 US US06/219,786 patent/US4659518A/en not_active Expired - Lifetime
-
1981
- 1981-12-23 CA CA000393169A patent/CA1164438A/en not_active Expired
- 1981-12-23 IT IT49997/81A patent/IT1148024B/it active
- 1981-12-23 BE BE0/206925A patent/BE891609A/fr not_active IP Right Cessation
- 1981-12-23 KR KR1019810005093A patent/KR870001482B1/ko not_active Expired
- 1981-12-23 ZA ZA818908A patent/ZA818908B/xx unknown
- 1981-12-23 FR FR8124115A patent/FR2496643B1/fr not_active Expired
- 1981-12-24 DE DE3153115A patent/DE3153115C2/de not_active Expired
- 1981-12-24 DE DE3151495A patent/DE3151495C2/de not_active Expired
- 1981-12-24 JP JP56215931A patent/JPS57134438A/ja active Granted
- 1981-12-24 NL NLAANVRAGE8105841,A patent/NL188992C/xx active Search and Examination
- 1981-12-24 GB GB8138936A patent/GB2089803B/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
ZA818908B (en) | 1983-08-31 |
NL188992C (nl) | 1992-12-01 |
IT1148024B (it) | 1986-11-26 |
GB2089803A (en) | 1982-06-30 |
DE3151495A1 (de) | 1982-08-12 |
NL8105841A (nl) | 1982-07-16 |
CA1164438A (en) | 1984-03-27 |
US4659518A (en) | 1987-04-21 |
KR870001482B1 (ko) | 1987-08-13 |
BE891609A (fr) | 1982-06-23 |
JPS57134438A (en) | 1982-08-19 |
DE3153115C2 (de) | 1985-11-07 |
DE3151495C2 (de) | 1986-06-19 |
GB2089803B (en) | 1985-01-16 |
FR2496643B1 (fr) | 1986-04-04 |
FR2496643A1 (fr) | 1982-06-25 |
IT8149997A0 (it) | 1981-12-23 |
JPS6312456B2 (ko) | 1988-03-18 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PA0109 | Patent application |
Patent event code: PA01091R01D Comment text: Patent Application Patent event date: 19811223 |
|
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