JP2019112400A - ジイソブテンのPd触媒ヒドロキシカルボニル化の方法:酢酸/ジイソブテン比 - Google Patents
ジイソブテンのPd触媒ヒドロキシカルボニル化の方法:酢酸/ジイソブテン比 Download PDFInfo
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- JP2019112400A JP2019112400A JP2018238250A JP2018238250A JP2019112400A JP 2019112400 A JP2019112400 A JP 2019112400A JP 2018238250 A JP2018238250 A JP 2018238250A JP 2018238250 A JP2018238250 A JP 2018238250A JP 2019112400 A JP2019112400 A JP 2019112400A
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- diisobutene
- acetic acid
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- 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
- C07C51/14—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide on a carbon-to-carbon unsaturated bond in organic 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
- B01J31/22—Organic complexes
-
- 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
- B01J31/22—Organic complexes
- B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
- B01J31/2208—Oxygen, e.g. acetylacetonates
- B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
- B01J31/223—At least two oxygen atoms present in one at least bidentate or bridging ligand
- B01J31/2234—Beta-dicarbonyl ligands, e.g. acetylacetonates
-
- 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
- B01J31/22—Organic complexes
- B01J31/2282—Unsaturated compounds used as ligands
- B01J31/2295—Cyclic compounds, e.g. cyclopentadienyls
-
- 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
-
- 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
-
- 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
- C07C51/50—Use of additives, e.g. for stabilisation
-
- 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
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0202—Polynuclearity
- B01J2531/0205—Bi- or polynuclear complexes, i.e. comprising two or more metal coordination centres, without metal-metal bonds, e.g. Cp(Lx)Zr-imidazole-Zr(Lx)Cp
-
- 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
- B01J2531/824—Palladium
-
- 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
- B01J2531/842—Iron
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
- C07C53/126—Acids containing more than four carbon atoms
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Materials Engineering (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
a)ジイソブテンの添加、
b)Pdを含む化合物の添加であって、前記Pdが複合体を形成することができる、前記添加、
c)リガンドL1の添加、
ここで、前記酢酸は、ジイソブテン1molあたり5〜8molの酢酸の量で添加される、
e)COの供給、
f)前記ジイソブテンが化合物P1に変換するように、前記反応混合物を加熱、
g)硫酸の添加、
を含む。
Claims (6)
- 方法工程b)における化合物が、PdCl2、PdBr2、Pd(acac)2、Pd(dba)2(dba=ジベンジリデンアセトン)、PdCl2(CH3CN)2から選択される、請求項1に記載の方法。
- 前記酢酸が、ジイソブテン1molあたり6〜7molの酢酸の量で添加される、請求項1又は2に記載の方法。
- 前記反応混合物が、方法工程f)において80℃〜160℃の範囲の温度に加熱される、請求項1〜3のいずれかに記載の方法。
- 前記反応が10bar〜40barの範囲のCO圧力下で進行するように、前記COが方法工程e)において供給される、請求項1〜4のいずれかに記載の方法。
- 追加の方法工程g):
g)硫酸の添加、
を含む、請求項1〜5のいずれかに記載の方法。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP17209362.7A EP3502087B1 (de) | 2017-12-21 | 2017-12-21 | Verfahren zur pd-katalysierten hydroxycarbonylierung von diisobuten: verhältnis essigsäure/diisobuten |
EP17209362.7 | 2017-12-21 |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2019112400A true JP2019112400A (ja) | 2019-07-11 |
JP2019112400A5 JP2019112400A5 (ja) | 2020-05-07 |
JP6703593B2 JP6703593B2 (ja) | 2020-06-03 |
Family
ID=60702517
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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JP2018238250A Active JP6703593B2 (ja) | 2017-12-21 | 2018-12-20 | ジイソブテンのPd触媒ヒドロキシカルボニル化の方法:酢酸/ジイソブテン比 |
Country Status (11)
Country | Link |
---|---|
US (1) | US10519090B2 (ja) |
EP (1) | EP3502087B1 (ja) |
JP (1) | JP6703593B2 (ja) |
KR (1) | KR102145214B1 (ja) |
CN (1) | CN109942398B (ja) |
CA (1) | CA3028189C (ja) |
ES (1) | ES2807545T3 (ja) |
MX (1) | MX2018015527A (ja) |
MY (1) | MY197949A (ja) |
TW (1) | TWI790332B (ja) |
ZA (1) | ZA201808494B (ja) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP3502084B1 (de) * | 2017-12-21 | 2020-02-12 | Evonik Operations GmbH | Verfahren zur direkten umsetzung von diisobuten zu einer carbonsäure |
ES2953133T3 (es) * | 2019-12-17 | 2023-11-08 | Evonik Oxeno Gmbh & Co Kg | Ester trimetílico del ácido 3,3',3''-(ciclohexano-1,2,4-triil)tripropiónico |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
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DE2709438C3 (de) * | 1977-03-04 | 1980-01-17 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von C6. bis C20 Alkylcarbonsäuren |
ZA965990B (en) * | 1995-07-17 | 1997-02-24 | Shell Int Research | Process for the continuous carbonylation of olefins. |
DE102004055252A1 (de) * | 2004-11-16 | 2006-05-24 | Celanese Chemicals Europe Gmbh | Verfahren zur Herstellung von aliphatischen geradkettigen und ß-alkylverzweigten Carbonsäuren |
US9725398B2 (en) * | 2015-07-23 | 2017-08-08 | Evonik Degussa Gmbh | Benzene-based diphosphine ligands for alkoxycarbonylation |
CN106187735B (zh) * | 2016-07-07 | 2019-04-09 | 河北华旭化工有限公司 | 二异丁烯羰基合成特戊酸和2,2,4,4-四甲基戊酸的方法 |
-
2017
- 2017-12-21 EP EP17209362.7A patent/EP3502087B1/de active Active
- 2017-12-21 ES ES17209362T patent/ES2807545T3/es active Active
-
2018
- 2018-12-11 US US16/216,053 patent/US10519090B2/en not_active Expired - Fee Related
- 2018-12-13 MX MX2018015527A patent/MX2018015527A/es unknown
- 2018-12-18 TW TW107145636A patent/TWI790332B/zh active
- 2018-12-18 ZA ZA2018/08494A patent/ZA201808494B/en unknown
- 2018-12-19 CA CA3028189A patent/CA3028189C/en active Active
- 2018-12-20 KR KR1020180165965A patent/KR102145214B1/ko active IP Right Grant
- 2018-12-20 MY MYPI2018002670A patent/MY197949A/en unknown
- 2018-12-20 JP JP2018238250A patent/JP6703593B2/ja active Active
- 2018-12-20 CN CN201811562138.5A patent/CN109942398B/zh active Active
Also Published As
Publication number | Publication date |
---|---|
KR102145214B1 (ko) | 2020-08-18 |
US10519090B2 (en) | 2019-12-31 |
KR20190075836A (ko) | 2019-07-01 |
MX2018015527A (es) | 2019-06-24 |
MY197949A (en) | 2023-07-25 |
US20190194113A1 (en) | 2019-06-27 |
TWI790332B (zh) | 2023-01-21 |
CN109942398A (zh) | 2019-06-28 |
ZA201808494B (en) | 2019-09-25 |
EP3502087B1 (de) | 2020-06-24 |
JP6703593B2 (ja) | 2020-06-03 |
CA3028189A1 (en) | 2019-06-21 |
EP3502087A1 (de) | 2019-06-26 |
CN109942398B (zh) | 2022-09-20 |
ES2807545T3 (es) | 2021-02-23 |
CA3028189C (en) | 2021-01-12 |
TW201930249A (zh) | 2019-08-01 |
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