GB904304A - Preparation of unsaturated acids by the oxidation of alkenes - Google Patents
Preparation of unsaturated acids by the oxidation of alkenesInfo
- Publication number
- GB904304A GB904304A GB4327159A GB4327159A GB904304A GB 904304 A GB904304 A GB 904304A GB 4327159 A GB4327159 A GB 4327159A GB 4327159 A GB4327159 A GB 4327159A GB 904304 A GB904304 A GB 904304A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkenes
- oxidation
- acrylic acid
- distillation
- preparation
- 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
- 230000003647 oxidation Effects 0.000 title abstract 3
- 238000007254 oxidation reaction Methods 0.000 title abstract 3
- 239000002253 acid Substances 0.000 title abstract 2
- 150000001336 alkenes Chemical class 0.000 title abstract 2
- 150000007513 acids Chemical class 0.000 title 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 abstract 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 abstract 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 abstract 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 abstract 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 2
- IPOBVSHPVYWJQC-UHFFFAOYSA-N 1,1,2,2,2-pentakis-phenylethylbenzene Chemical compound C1=CC=CC=C1C(C(C=1C=CC=CC=1)(C=1C=CC=CC=1)C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 IPOBVSHPVYWJQC-UHFFFAOYSA-N 0.000 abstract 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 abstract 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 abstract 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 abstract 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 238000010533 azeotropic distillation Methods 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000000919 ceramic Substances 0.000 abstract 1
- 229910001882 dioxygen Inorganic materials 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052737 gold Inorganic materials 0.000 abstract 1
- 239000010931 gold Substances 0.000 abstract 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 abstract 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 1
- 229910000043 hydrogen iodide Inorganic materials 0.000 abstract 1
- 239000003999 initiator Substances 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 239000011630 iodine Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 125000005395 methacrylic acid group Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000007800 oxidant agent Substances 0.000 abstract 1
- 150000002978 peroxides Chemical class 0.000 abstract 1
- 229910052697 platinum Inorganic materials 0.000 abstract 1
- 239000002243 precursor Substances 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
- 229910052709 silver Inorganic materials 0.000 abstract 1
- 239000004332 silver Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 229910001220 stainless steel Inorganic materials 0.000 abstract 1
- 239000010935 stainless steel Substances 0.000 abstract 1
- 229910052719 titanium Inorganic materials 0.000 abstract 1
- 239000010936 titanium Substances 0.000 abstract 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
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/25—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of unsaturated compounds containing no six-membered aromatic ring
- C07C51/252—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of unsaturated compounds containing no six-membered aromatic ring of propene, butenes, acrolein or methacrolein
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US78266558A | 1958-12-24 | 1958-12-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB904304A true GB904304A (en) | 1962-08-29 |
Family
ID=25126788
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4327159A Expired GB904304A (en) | 1958-12-24 | 1959-12-21 | Preparation of unsaturated acids by the oxidation of alkenes |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE595716Q (de) |
| DE (1) | DE1292651B (de) |
| FR (1) | FR1243655A (de) |
| GB (1) | GB904304A (de) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3271447A (en) * | 1964-05-11 | 1966-09-06 | Du Pont | Liquid phase oxidation of propylene to acrylic acid in the presence of an mn or ni catalyst |
| US3420880A (en) * | 1964-02-13 | 1969-01-07 | Ici Ltd | Oxidation of aldehydes with a palladous salt,a copper salt and oxygen in the presence of water or carboxylate ions |
| US3542857A (en) * | 1968-02-20 | 1970-11-24 | Shell Oil Co | Production of vic-glycol esters |
| US3546139A (en) * | 1969-11-03 | 1970-12-08 | Eastman Kodak Co | Molybdenum,niobium,tantalum,arsenic in catalysts for vapor phase production of alpha,beta-unsaturated acids |
| US3624147A (en) * | 1968-05-21 | 1971-11-30 | Rhone Poulenc Sa | Preparation of acrylic acid |
| US3715388A (en) * | 1971-03-01 | 1973-02-06 | Halcon International Inc | Process for preparing glycol esters from ethylene and propylene |
| US3715389A (en) * | 1971-03-01 | 1973-02-06 | Halcon International Inc | Process for preparing glycol esters from olefinically unsaturated compounds |
| US3789065A (en) * | 1971-10-07 | 1974-01-29 | Halcon International Inc | Process for preparing vicinal glycol esters from olefins |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL125891C (de) * | 1961-01-26 | |||
| US3407221A (en) * | 1966-12-16 | 1968-10-22 | Shell Oil Co | Oxidation of olefins to carboxylic acids in the presence of cerium salts and nitric acid |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE568481A (de) * | ||||
| FR565766A (fr) * | 1922-05-06 | 1924-02-04 | Perfectionnements aux détecteurs de pièces fausses pour les machines commandées par des pièces de monnaie | |
| US2153406A (en) * | 1935-07-02 | 1939-04-04 | Rohm & Haas | Process for the preparation of methacrylic acid |
| US2212900A (en) * | 1935-09-11 | 1940-08-27 | Shell Dev | Process and product relating to the oxidation of unsaturated aldehydes |
| US2397891A (en) * | 1940-09-21 | 1946-04-02 | Distillers Co Yeast Ltd | Oxidation of acrolein to acrylic acid |
| US2341339A (en) * | 1940-09-21 | 1944-02-08 | Distillers Co Yeast Ltd | Oxidation of acrolein to acrylic acid |
| NL62760C (de) * | 1943-03-27 | |||
| US2373240A (en) * | 1943-05-10 | 1945-04-10 | Shell Dev | Controlled oxidation of unsaturated halides |
| DE871147C (de) * | 1949-03-25 | 1953-03-19 | Distillers Co Yeast Ltd | Verfahren zur Herstellung von ª‡-Neopentylacrylsaeure |
| DE869950C (de) * | 1951-02-22 | 1953-03-09 | Chemische Werke Huels Ges Mit | Verfahren zur Herstellung von ungesaettigten Carbonsaeuren durch Oxydation von ungesaettigten Aldehyden |
| DE1132111B (de) * | 1957-10-31 | 1962-06-28 | Hoechst Ag | Verfahren zur Oxydation von Olefinen zu Aldehyden, Ketonen und Saeuren |
| DE1118183B (de) * | 1957-07-10 | 1961-11-30 | Consortium Elektrochem Ind | Verfahren zur Herstellung von Aldehyden, Ketonen oder den Aldehyden entsprechenden Saeuren |
| DE1123312B (de) * | 1957-08-01 | 1962-02-08 | Hoechst Ag | Verfahren zur Herstellung von Aldehyden, Ketonen oder den Aldehyden entsprechenden Saeuren |
| DE1145602B (de) * | 1957-10-31 | 1963-03-21 | Hoechst Ag | Verfahren zur Herstellung von Aldehyden, Ketonen und/oder Saeuren |
| DE1166174B (de) * | 1958-10-04 | 1964-03-26 | Hoechst Ag | Verfahren zur Herstellung von Aldehyden, Ketonen und/oder Saeuren |
| DE1181193B (de) * | 1958-12-19 | 1964-11-12 | Hoechst Ag | Verfahren zur Oxydation von Olefinen zu Aldehyden, Ketonen und/oder Saeuren |
-
1959
- 1959-12-21 GB GB4327159A patent/GB904304A/en not_active Expired
- 1959-12-22 FR FR813779A patent/FR1243655A/fr not_active Expired
- 1959-12-23 DE DEP24145A patent/DE1292651B/de active Pending
-
1960
- 1960-10-04 BE BE595716A patent/BE595716Q/fr active
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3420880A (en) * | 1964-02-13 | 1969-01-07 | Ici Ltd | Oxidation of aldehydes with a palladous salt,a copper salt and oxygen in the presence of water or carboxylate ions |
| US3271447A (en) * | 1964-05-11 | 1966-09-06 | Du Pont | Liquid phase oxidation of propylene to acrylic acid in the presence of an mn or ni catalyst |
| US3542857A (en) * | 1968-02-20 | 1970-11-24 | Shell Oil Co | Production of vic-glycol esters |
| US3624147A (en) * | 1968-05-21 | 1971-11-30 | Rhone Poulenc Sa | Preparation of acrylic acid |
| US3546139A (en) * | 1969-11-03 | 1970-12-08 | Eastman Kodak Co | Molybdenum,niobium,tantalum,arsenic in catalysts for vapor phase production of alpha,beta-unsaturated acids |
| US3715388A (en) * | 1971-03-01 | 1973-02-06 | Halcon International Inc | Process for preparing glycol esters from ethylene and propylene |
| US3715389A (en) * | 1971-03-01 | 1973-02-06 | Halcon International Inc | Process for preparing glycol esters from olefinically unsaturated compounds |
| US3789065A (en) * | 1971-10-07 | 1974-01-29 | Halcon International Inc | Process for preparing vicinal glycol esters from olefins |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1243655A (fr) | 1960-09-05 |
| DE1292651B (de) | 1969-04-17 |
| BE595716Q (fr) | 1961-04-04 |
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