GB1411585A - Process for the manufacture of allyl acetate - Google Patents
Process for the manufacture of allyl acetateInfo
- Publication number
- GB1411585A GB1411585A GB5642272A GB5642272A GB1411585A GB 1411585 A GB1411585 A GB 1411585A GB 5642272 A GB5642272 A GB 5642272A GB 5642272 A GB5642272 A GB 5642272A GB 1411585 A GB1411585 A GB 1411585A
- Authority
- GB
- United Kingdom
- Prior art keywords
- copper
- acetate
- acetylacetonate
- catalysts
- complexes
- 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.)
- Expired
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 3
- HVAMZGADVCBITI-UHFFFAOYSA-M pent-4-enoate Chemical compound [O-]C(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-M 0.000 title abstract 3
- 238000000034 method Methods 0.000 title 1
- 239000003054 catalyst Substances 0.000 abstract 5
- 239000010949 copper Substances 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 2
- 229910052802 copper Inorganic materials 0.000 abstract 2
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 abstract 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 abstract 2
- FSJSYDFBTIVUFD-SUKNRPLKSA-N (z)-4-hydroxypent-3-en-2-one;oxovanadium Chemical compound [V]=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O FSJSYDFBTIVUFD-SUKNRPLKSA-N 0.000 abstract 1
- MFWFDRBPQDXFRC-UHFFFAOYSA-N 4-hydroxypent-3-en-2-one;vanadium Chemical compound [V].CC(O)=CC(C)=O.CC(O)=CC(C)=O.CC(O)=CC(C)=O MFWFDRBPQDXFRC-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- -1 alkali metal acetate Chemical class 0.000 abstract 1
- UNTBPXHCXVWYOI-UHFFFAOYSA-O azanium;oxido(dioxo)vanadium Chemical compound [NH4+].[O-][V](=O)=O UNTBPXHCXVWYOI-UHFFFAOYSA-O 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 230000000052 comparative effect Effects 0.000 abstract 1
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 abstract 1
- CMRVDFLZXRTMTH-UHFFFAOYSA-L copper;2-carboxyphenolate Chemical compound [Cu+2].OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O CMRVDFLZXRTMTH-UHFFFAOYSA-L 0.000 abstract 1
- ZKXWKVVCCTZOLD-UHFFFAOYSA-N copper;4-hydroxypent-3-en-2-one Chemical compound [Cu].CC(O)=CC(C)=O.CC(O)=CC(C)=O ZKXWKVVCCTZOLD-UHFFFAOYSA-N 0.000 abstract 1
- 229960003280 cupric chloride Drugs 0.000 abstract 1
- FWBOFUGDKHMVPI-UHFFFAOYSA-K dicopper;2-oxidopropane-1,2,3-tricarboxylate Chemical compound [Cu+2].[Cu+2].[O-]C(=O)CC([O-])(C([O-])=O)CC([O-])=O FWBOFUGDKHMVPI-UHFFFAOYSA-K 0.000 abstract 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 abstract 1
- 239000007792 gaseous phase Substances 0.000 abstract 1
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 1
- LXNAVEXFUKBNMK-UHFFFAOYSA-N palladium(II) acetate Substances [Pd].CC(O)=O.CC(O)=O LXNAVEXFUKBNMK-UHFFFAOYSA-N 0.000 abstract 1
- YJVFFLUZDVXJQI-UHFFFAOYSA-L palladium(ii) acetate Chemical compound [Pd+2].CC([O-])=O.CC([O-])=O YJVFFLUZDVXJQI-UHFFFAOYSA-L 0.000 abstract 1
- 235000011056 potassium acetate Nutrition 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 abstract 1
- 235000012239 silicon dioxide Nutrition 0.000 abstract 1
- UUUGYDOQQLOJQA-UHFFFAOYSA-L vanadyl sulfate Chemical compound [V+2]=O.[O-]S([O-])(=O)=O UUUGYDOQQLOJQA-UHFFFAOYSA-L 0.000 abstract 1
Classifications
-
- 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
- B01J31/1616—Coordination complexes, e.g. organometallic complexes, immobilised on an inorganic support, e.g. ship-in-a-bottle type catalysts
-
- 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
- B01J31/16—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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/04—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds
- C07C67/05—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation
- C07C67/055—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation in the presence of platinum group metals or their 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/70—Oxidation reactions, e.g. epoxidation, (di)hydroxylation, dehydrogenation and analogues
- B01J2231/76—Dehydrogenation
-
- 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
- B01J2531/10—Complexes comprising metals of Group I (IA or IB) as the central metal
- B01J2531/16—Copper
-
- 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
- B01J2531/50—Complexes comprising metals of Group V (VA or VB) as the central metal
- B01J2531/56—Vanadium
-
- 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
- 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
- B01J31/2239—Bridging ligands, e.g. OAc in Cr2(OAc)4, Pt4(OAc)8 or dicarboxylate ligands
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2160649A DE2160649A1 (de) | 1971-12-07 | 1971-12-07 | Verfahren zur herstellung von allylacetat |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1411585A true GB1411585A (en) | 1975-10-29 |
Family
ID=5827265
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5642272A Expired GB1411585A (en) | 1971-12-07 | 1972-12-07 | Process for the manufacture of allyl acetate |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US3903139A (enExample) |
| JP (1) | JPS4864014A (enExample) |
| AT (1) | AT325017B (enExample) |
| AU (1) | AU4966772A (enExample) |
| BE (1) | BE792410A (enExample) |
| BR (1) | BR7208590D0 (enExample) |
| CA (1) | CA1004685A (enExample) |
| CS (1) | CS161067B2 (enExample) |
| DE (1) | DE2160649A1 (enExample) |
| FR (1) | FR2162492B1 (enExample) |
| GB (1) | GB1411585A (enExample) |
| HU (1) | HU165206B (enExample) |
| IT (1) | IT971575B (enExample) |
| NL (1) | NL7216353A (enExample) |
| RO (1) | RO58870A (enExample) |
| SE (1) | SE382450B (enExample) |
| SU (1) | SU464994A3 (enExample) |
| ZA (1) | ZA728439B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2314877A (en) * | 1996-07-02 | 1998-01-14 | Paul Philip Eden | Security device for glazing |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9810928D0 (en) | 1998-05-22 | 1998-07-22 | Bp Chem Int Ltd | Catalyst and process |
| DE19920390C2 (de) * | 1999-05-04 | 2002-08-01 | Celanese Chem Europe Gmbh | Katalysator und Verfahren zur Herstellung von Vinylacetat |
| US8067634B2 (en) | 2009-10-30 | 2011-11-29 | Lyondell Chemical Technology, L.P. | Process for producing allyl acetate |
| CN103121955A (zh) * | 2011-11-18 | 2013-05-29 | 中国石油化工股份有限公司 | 醋酸烯丙酯的制备方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1355109A (fr) * | 1963-03-22 | 1964-03-13 | Union Carbide Corp | Procédé de fabrication d'esters oléfiniques |
| US3277159A (en) * | 1963-06-18 | 1966-10-04 | Union Oil Company Of America | Process for the production of unsaturated esters and acetals from olefins |
| DE1618391C3 (de) * | 1967-03-22 | 1975-08-14 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Herstellung von Vinylacetat |
| US3637819A (en) * | 1967-12-30 | 1972-01-25 | Knapsack Ag | Process for the manufacture of unsaturated esters of carboxylic acids |
-
1971
- 1971-12-07 DE DE2160649A patent/DE2160649A1/de active Pending
-
1972
- 1972-11-27 SU SU1850486A patent/SU464994A3/ru active
- 1972-11-28 ZA ZA728439A patent/ZA728439B/xx unknown
- 1972-12-01 NL NL7216353A patent/NL7216353A/xx not_active Application Discontinuation
- 1972-12-05 CA CA158,258A patent/CA1004685A/en not_active Expired
- 1972-12-05 US US312380A patent/US3903139A/en not_active Expired - Lifetime
- 1972-12-05 AT AT1032772A patent/AT325017B/de not_active IP Right Cessation
- 1972-12-05 IT IT32525/72A patent/IT971575B/it active
- 1972-12-05 AU AU49667/72A patent/AU4966772A/en not_active Expired
- 1972-12-06 JP JP47121730A patent/JPS4864014A/ja active Pending
- 1972-12-06 SE SE7215905A patent/SE382450B/xx unknown
- 1972-12-06 CS CS8349A patent/CS161067B2/cs unknown
- 1972-12-06 FR FR7243391A patent/FR2162492B1/fr not_active Expired
- 1972-12-06 BR BR8590/72A patent/BR7208590D0/pt unknown
- 1972-12-07 BE BE792410D patent/BE792410A/xx unknown
- 1972-12-07 HU HUHO1533A patent/HU165206B/hu unknown
- 1972-12-07 GB GB5642272A patent/GB1411585A/en not_active Expired
- 1972-12-07 RO RO73078A patent/RO58870A/ro unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2314877A (en) * | 1996-07-02 | 1998-01-14 | Paul Philip Eden | Security device for glazing |
| GB2314877B (en) * | 1996-07-02 | 2000-03-22 | Paul Philip Eden | Glazing security device |
Also Published As
| Publication number | Publication date |
|---|---|
| IT971575B (it) | 1974-05-10 |
| FR2162492B1 (enExample) | 1976-08-20 |
| SU464994A3 (ru) | 1975-03-25 |
| AU4966772A (en) | 1974-06-06 |
| DE2160649A1 (de) | 1973-06-14 |
| NL7216353A (enExample) | 1973-06-12 |
| AT325017B (de) | 1975-09-25 |
| FR2162492A1 (enExample) | 1973-07-20 |
| CA1004685A (en) | 1977-02-01 |
| HU165206B (enExample) | 1974-07-27 |
| SE382450B (sv) | 1976-02-02 |
| JPS4864014A (enExample) | 1973-09-05 |
| CS161067B2 (enExample) | 1975-05-04 |
| BE792410A (fr) | 1973-06-07 |
| BR7208590D0 (pt) | 1973-09-13 |
| RO58870A (enExample) | 1975-10-15 |
| ZA728439B (en) | 1973-08-29 |
| US3903139A (en) | 1975-09-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |