GB1025679A - The preparation of organic compounds containing a carbonyl group and compositions for use therein - Google Patents
The preparation of organic compounds containing a carbonyl group and compositions for use thereinInfo
- Publication number
- GB1025679A GB1025679A GB4909862A GB4909862A GB1025679A GB 1025679 A GB1025679 A GB 1025679A GB 4909862 A GB4909862 A GB 4909862A GB 4909862 A GB4909862 A GB 4909862A GB 1025679 A GB1025679 A GB 1025679A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- component
- compounds containing
- moo3
- oxidized
- 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
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 title 1
- 239000000203 mixture Substances 0.000 title 1
- 150000002894 organic compounds Chemical class 0.000 title 1
- JKQOBWVOAYFWKG-UHFFFAOYSA-N molybdenum trioxide Chemical compound O=[Mo](=O)=O JKQOBWVOAYFWKG-UHFFFAOYSA-N 0.000 abstract 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 239000011964 heteropoly acid Substances 0.000 abstract 3
- 229910052763 palladium Inorganic materials 0.000 abstract 3
- 229910052697 platinum Inorganic materials 0.000 abstract 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 abstract 2
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 abstract 2
- 150000001728 carbonyl compounds Chemical class 0.000 abstract 2
- 239000000969 carrier Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 abstract 2
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1 -dodecene Natural products CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 abstract 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 abstract 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-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
- 229910004369 ThO2 Inorganic materials 0.000 abstract 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 abstract 1
- 150000001336 alkenes Chemical class 0.000 abstract 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 229910052796 boron Inorganic materials 0.000 abstract 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene group Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910052804 chromium Inorganic materials 0.000 abstract 1
- 229910052681 coesite Inorganic materials 0.000 abstract 1
- 229910052593 corundum Inorganic materials 0.000 abstract 1
- 229910052906 cristobalite Inorganic materials 0.000 abstract 1
- 229940069096 dodecene Drugs 0.000 abstract 1
- 229910052732 germanium Inorganic materials 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N pentadiene group Chemical class C=CC=CC PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 abstract 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 abstract 1
- -1 phospho- Chemical class 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
- 239000008262 pumice Substances 0.000 abstract 1
- 239000000377 silicon dioxide Substances 0.000 abstract 1
- 235000012239 silicon dioxide Nutrition 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 229910052682 stishovite Inorganic materials 0.000 abstract 1
- ZCUFMDLYAMJYST-UHFFFAOYSA-N thorium dioxide Chemical compound O=[Th]=O ZCUFMDLYAMJYST-UHFFFAOYSA-N 0.000 abstract 1
- 229910052718 tin Inorganic materials 0.000 abstract 1
- 229910052719 titanium Inorganic materials 0.000 abstract 1
- 229910052905 tridymite Inorganic materials 0.000 abstract 1
- 229910001845 yogo sapphire Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
- C07C45/33—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties
- C07C45/34—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds
- C07C45/35—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds in propene or isobutene
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/28—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of CHx-moieties
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/30—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with halogen containing compounds, e.g. hypohalogenation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
- C07C45/33—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties
- C07C45/34—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
- C07C45/33—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties
- C07C45/34—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds
- C07C45/36—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds in compounds containing six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Olefins are converted to carbonyl compounds containing the same number of C atoms by contacting, in the liquid or vapour phase, optionally with oxygen, at 25 DEG to 170 DEG C., 1 to 100 ats. optionally diluted with steam, with a contact agent comprising component (1) which is from (100-1 x 10-5) % to 97% of MoO3 or a heteropoly-acid or a salt thereof and from 1 x 10-5% to 3% of component (2) which is Pt or Pd metal or a compound of Pt or Pd comprising at least 1% of component (1), at least 1 x 10-5% of component (2) and a support up to 100%. Ethylene is oxidized to acetaldehyde, styrene to acetophenone, propylene to acrolein or acetone. Other starting materials specified butene to dodecene, buta and pentadienes, cyclopentene and cyclohexene.ALSO:Olefines are oxidized to carbonyl compounds in the presence of Pt or Pd metal or a compound thereof and MoO3 or a heteropolyacid or salt, if desired supported on a carrier. The heteropolyacid acid may be a phospho-, tungsto- or silico-molybdic acid a mixed hetero acid e.g. silicomolybdo anadic acid, or the co-ordinated atom may be Ti, Ge, Cr, Sn and B. Pumice, Kieselguhr ZrO2, ThO2, clays. Al2O3, TiO2 or SiO2 may be used as carriers. The surface area of such carriers is preferably 8-200 sq. m/gm.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US16307961A | 1961-12-29 | 1961-12-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1025679A true GB1025679A (en) | 1966-04-14 |
Family
ID=22588396
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4909862A Expired GB1025679A (en) | 1961-12-29 | 1962-12-31 | The preparation of organic compounds containing a carbonyl group and compositions for use therein |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1025679A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4298531A (en) | 1979-12-31 | 1981-11-03 | E. I. Du Pont De Nemours And Company | Oxidation of butadiene to furan |
| US4386217A (en) | 1981-05-21 | 1983-05-31 | E. I. Du Pont De Nemours And Company | Oxidative alkoxycarbonylation of olefins with palladium/heteropoly acid catalyst systems |
| WO1994022803A1 (en) * | 1993-04-06 | 1994-10-13 | Showa Denko K.K. | Process for producing acetic acid |
| EP1157739A4 (en) * | 1999-02-26 | 2002-11-06 | Showa Denko Kk | Catalyst for producing acetic acid, method for preparing the same and method for producing acetic acid using the same |
| EP1226868A4 (en) * | 1999-10-05 | 2003-05-14 | Showa Denko Kk | Process for producing alkyd resin |
| US6706919B1 (en) | 1999-10-05 | 2004-03-16 | Showa Denko K. K. | Catalyst for use in producing acetic acid, process for producing the catalyst, and process for producing acetic acid using the catalyst |
| WO2011033689A1 (en) | 2009-09-18 | 2011-03-24 | Nippon Kayaku Kabushiki Kaisha | Catalyst and process for preparing acrolein and/or acrylic acid by dehydration reaction of glycerin |
-
1962
- 1962-12-31 GB GB4909862A patent/GB1025679A/en not_active Expired
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4298531A (en) | 1979-12-31 | 1981-11-03 | E. I. Du Pont De Nemours And Company | Oxidation of butadiene to furan |
| US4386217A (en) | 1981-05-21 | 1983-05-31 | E. I. Du Pont De Nemours And Company | Oxidative alkoxycarbonylation of olefins with palladium/heteropoly acid catalyst systems |
| WO1994022803A1 (en) * | 1993-04-06 | 1994-10-13 | Showa Denko K.K. | Process for producing acetic acid |
| EP0620205A1 (en) * | 1993-04-06 | 1994-10-19 | Showa Denko Kabushiki Kaisha | Process for producing acetic acid |
| US5405996A (en) * | 1993-04-06 | 1995-04-11 | Showa Denko K.K. | Process for producing acetic acid |
| AU673905B2 (en) * | 1993-04-06 | 1996-11-28 | Showa Denko Kabushiki Kaisha | Process for producing acetic acid |
| EP1157739A4 (en) * | 1999-02-26 | 2002-11-06 | Showa Denko Kk | Catalyst for producing acetic acid, method for preparing the same and method for producing acetic acid using the same |
| EP1226868A4 (en) * | 1999-10-05 | 2003-05-14 | Showa Denko Kk | Process for producing alkyd resin |
| US6706919B1 (en) | 1999-10-05 | 2004-03-16 | Showa Denko K. K. | Catalyst for use in producing acetic acid, process for producing the catalyst, and process for producing acetic acid using the catalyst |
| WO2011033689A1 (en) | 2009-09-18 | 2011-03-24 | Nippon Kayaku Kabushiki Kaisha | Catalyst and process for preparing acrolein and/or acrylic acid by dehydration reaction of glycerin |
| EP2695672A3 (en) * | 2009-09-18 | 2014-04-30 | Nippon Kayaku Kabushiki Kaisha | Process for preparing acrolein by dehydration of glycerin in the presence of a catalyst |
| US9162954B2 (en) | 2009-09-18 | 2015-10-20 | Arkema France | Catalyst and process for preparing acrolein and/or acrylic acid by dehydration reaction of glycerin |
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