GB1373272A - Oxacylation of olefins in the gaseous phase - Google Patents
Oxacylation of olefins in the gaseous phaseInfo
- Publication number
- GB1373272A GB1373272A GB65672A GB65672A GB1373272A GB 1373272 A GB1373272 A GB 1373272A GB 65672 A GB65672 A GB 65672A GB 65672 A GB65672 A GB 65672A GB 1373272 A GB1373272 A GB 1373272A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acetic acid
- gives
- oxacylation
- olefins
- acetate
- 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
- 150000001336 alkenes Chemical class 0.000 title abstract 2
- 239000007792 gaseous phase Substances 0.000 title abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 9
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 239000011148 porous material Substances 0.000 abstract 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical class [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 abstract 2
- 235000011056 potassium acetate Nutrition 0.000 abstract 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 2
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 abstract 2
- 235000012239 silicon dioxide Nutrition 0.000 abstract 2
- IVKYUXHYUAMPMT-UHFFFAOYSA-N 2-methylprop-2-enyl acetate Chemical compound CC(=C)COC(C)=O IVKYUXHYUAMPMT-UHFFFAOYSA-N 0.000 abstract 1
- JSDZSLGMRRSAHD-UHFFFAOYSA-N 3-methylbutan-2-ylcyclopropane Chemical compound CC(C)C(C)C1CC1 JSDZSLGMRRSAHD-UHFFFAOYSA-N 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 abstract 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract 1
- 229910052788 barium Inorganic materials 0.000 abstract 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052797 bismuth Inorganic materials 0.000 abstract 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 abstract 1
- 229910052793 cadmium Inorganic materials 0.000 abstract 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 229910052763 palladium Inorganic materials 0.000 abstract 1
- 150000002941 palladium compounds Chemical class 0.000 abstract 1
- HVAMZGADVCBITI-UHFFFAOYSA-M pent-4-enoate Chemical compound [O-]C(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-M 0.000 abstract 1
- 235000019260 propionic acid Nutrition 0.000 abstract 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
- B01J23/44—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
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
-
- 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
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
- B01J35/61—Surface area
- B01J35/613—10-100 m2/g
-
- 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
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
- B01J35/61—Surface area
- B01J35/615—100-500 m2/g
-
- 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
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
- B01J35/63—Pore volume
- B01J35/635—0.5-1.0 ml/g
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1373272 Oxidation catalyst FARBWERKE HOECHST AG 6 Jan 1972 [8 Jan 1971] 656/72 Heading B1E [Also in Division C2] In a process for the oxacylation of olefins in the gaseous phase a supported catalyst is used comprising a palladium compound and a carrier having a specific surface in the range of from 40 to 350 m<SP>2</SP>/g and a total pore volume of from 0.4 to 1.2 ml/g, the carrier having less than 10% of micropores with a diameter below 30 calculated on the total pore volume. Catalystss exemplified are (1) palladium, cadmium and potassium acetates in acetic acid impregnated into silicic acid; (2) palladuim, bismuth and potassium acetates, and barium acetoaurate, in acetic acid, impregnated into silicic acid. In Examples ethylene in the presence of acetic acid and oxygen is oxidised to vinyl acetate; propylene similarly gives allyl acetate; isobutylene gives methallyl acetate; propylene in the presence of propionic acid and oxygen gives allyl propionate.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US05/455,926 US4004395A (en) | 1972-01-06 | 1974-03-28 | Method and machine for the production of hinged-lid packs for groups of cigarettes or the like |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2100778A DE2100778C3 (en) | 1971-01-08 | 1971-01-08 | Process for the preparation of the esters of unsaturated alcohols |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1373272A true GB1373272A (en) | 1974-11-06 |
Family
ID=5795437
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB65672A Expired GB1373272A (en) | 1971-01-08 | 1972-01-06 | Oxacylation of olefins in the gaseous phase |
Country Status (25)
Country | Link |
---|---|
JP (1) | JPS575215B1 (en) |
AT (1) | AT312571B (en) |
AU (1) | AU460233B2 (en) |
BE (1) | BE777880A (en) |
BG (1) | BG20080A3 (en) |
BR (1) | BR7200088D0 (en) |
CA (1) | CA934387A (en) |
CH (1) | CH555797A (en) |
CS (1) | CS176180B2 (en) |
DE (1) | DE2100778C3 (en) |
EG (1) | EG11829A (en) |
ES (1) | ES398552A1 (en) |
FR (1) | FR2121693B1 (en) |
GB (1) | GB1373272A (en) |
HU (1) | HU164760B (en) |
IT (1) | IT946346B (en) |
LU (1) | LU64557A1 (en) |
NL (1) | NL7200013A (en) |
NO (1) | NO136925C (en) |
PL (1) | PL82922B1 (en) |
RO (1) | RO58637A (en) |
SE (1) | SE392264B (en) |
SU (1) | SU510991A3 (en) |
YU (1) | YU35426B (en) |
ZA (1) | ZA7237B (en) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2315037C3 (en) * | 1973-03-26 | 1978-03-09 | Hoechst Ag, 6000 Frankfurt | Process for the preparation of unsaturated esters of carboxylic acids |
JP2530333B2 (en) * | 1987-04-23 | 1996-09-04 | 三菱化学株式会社 | Method for producing unsaturated glycol diester |
CA2135021A1 (en) * | 1993-11-19 | 1995-05-20 | David J. Gulliver | Process for the preparation of catalysts for use in the production of vinyl acetate |
DE19843693A1 (en) * | 1998-09-24 | 2000-03-30 | Degussa | Catalyst for vinyl acetate production from ethylene, acetic acid and oxygen contains palladium and other metals on a pyrogenic mixed oxide support based on silicon, aluminum, titanium and/or zirconium oxide |
JP4969501B2 (en) * | 2007-04-13 | 2012-07-04 | 昭和電工株式会社 | Method for producing a catalyst for the production of allyl acetate |
DE102007047430A1 (en) | 2007-10-04 | 2009-04-09 | Evonik Degussa Gmbh | catalyst |
WO2011104170A1 (en) | 2010-02-24 | 2011-09-01 | Evonik Degussa Gmbh | Thermally and mechanically stable precious metal-loaded catalysts |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1236989A (en) * | 1967-12-02 | 1971-06-23 | Hoechst Ag | Improvements in and relating to catalysts |
-
1971
- 1971-01-08 DE DE2100778A patent/DE2100778C3/en not_active Expired
- 1971-12-29 YU YU3303/71A patent/YU35426B/en unknown
-
1972
- 1972-01-03 NL NL7200013A patent/NL7200013A/xx not_active Application Discontinuation
- 1972-01-03 ES ES398552A patent/ES398552A1/en not_active Expired
- 1972-01-04 ZA ZA720037A patent/ZA7237B/en unknown
- 1972-01-04 BG BG19406A patent/BG20080A3/xx unknown
- 1972-01-04 AU AU37544/72A patent/AU460233B2/en not_active Expired
- 1972-01-05 EG EG7/72A patent/EG11829A/en active
- 1972-01-05 IT IT19094/72A patent/IT946346B/en active
- 1972-01-05 CH CH11172A patent/CH555797A/en not_active IP Right Cessation
- 1972-01-06 LU LU64557A patent/LU64557A1/xx unknown
- 1972-01-06 GB GB65672A patent/GB1373272A/en not_active Expired
- 1972-01-06 SU SU1735287A patent/SU510991A3/en active
- 1972-01-06 HU HUHO1447A patent/HU164760B/hu unknown
- 1972-01-07 NO NO7229A patent/NO136925C/en unknown
- 1972-01-07 JP JP435672A patent/JPS575215B1/ja active Pending
- 1972-01-07 CS CS103A patent/CS176180B2/cs unknown
- 1972-01-07 SE SE7200164A patent/SE392264B/en unknown
- 1972-01-07 BR BR88/72A patent/BR7200088D0/en unknown
- 1972-01-07 CA CA131874A patent/CA934387A/en not_active Expired
- 1972-01-07 AT AT11572A patent/AT312571B/en not_active IP Right Cessation
- 1972-01-07 PL PL1972152807A patent/PL82922B1/pl unknown
- 1972-01-10 BE BE777880A patent/BE777880A/en not_active IP Right Cessation
- 1972-01-10 FR FR7200611A patent/FR2121693B1/fr not_active Expired
- 1972-10-06 RO RO69312A patent/RO58637A/ro unknown
Also Published As
Publication number | Publication date |
---|---|
AU3754472A (en) | 1973-07-05 |
ES398552A1 (en) | 1974-08-16 |
RO58637A (en) | 1975-09-15 |
YU35426B (en) | 1981-02-28 |
DE2100778B2 (en) | 1977-11-17 |
HU164760B (en) | 1974-04-11 |
DE2100778A1 (en) | 1972-07-20 |
SE392264B (en) | 1977-03-21 |
NL7200013A (en) | 1972-07-11 |
DE2100778C3 (en) | 1978-07-13 |
YU330371A (en) | 1980-06-30 |
NO136925C (en) | 1977-11-30 |
PL82922B1 (en) | 1975-10-31 |
ZA7237B (en) | 1972-09-27 |
CA934387A (en) | 1973-09-25 |
CH555797A (en) | 1974-11-15 |
BE777880A (en) | 1972-07-10 |
EG11829A (en) | 1978-06-30 |
BG20080A3 (en) | 1975-10-30 |
NO136925B (en) | 1977-08-22 |
FR2121693A1 (en) | 1972-08-25 |
BR7200088D0 (en) | 1973-06-14 |
AU460233B2 (en) | 1975-04-24 |
IT946346B (en) | 1973-05-21 |
FR2121693B1 (en) | 1977-07-15 |
CS176180B2 (en) | 1977-06-30 |
AT312571B (en) | 1974-01-10 |
SU510991A3 (en) | 1976-04-15 |
LU64557A1 (en) | 1973-07-16 |
JPS575215B1 (en) | 1982-01-29 |
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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 |