GB600454A - Improvements in or relating to the production of acrolein - Google Patents
Improvements in or relating to the production of acroleinInfo
- Publication number
- GB600454A GB600454A GB1852643A GB1852643A GB600454A GB 600454 A GB600454 A GB 600454A GB 1852643 A GB1852643 A GB 1852643A GB 1852643 A GB1852643 A GB 1852643A GB 600454 A GB600454 A GB 600454A
- Authority
- GB
- United Kingdom
- Prior art keywords
- paraldehyde
- acetaldehyde
- acrolein
- reaction
- crotonaldehyde
- 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
- HGINCPLSRVDWNT-UHFFFAOYSA-N acrylaldehyde Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 title abstract 6
- 238000004519 manufacturing process Methods 0.000 title abstract 3
- IKHGUXGNUITLKF-UHFFFAOYSA-N acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 abstract 16
- SQYNKIJPMDEDEG-UHFFFAOYSA-N Paraldehyde Chemical compound CC1OC(C)OC(C)O1 SQYNKIJPMDEDEG-UHFFFAOYSA-N 0.000 abstract 12
- 229960003868 paraldehyde Drugs 0.000 abstract 12
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 6
- MLUCVPSAIODCQM-NSCUHMNNSA-N Crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 2
- 239000011541 reaction mixture Substances 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- RWGFKTVRMDUZSP-UHFFFAOYSA-N Cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- 238000011084 recovery Methods 0.000 abstract 1
- 239000000741 silica gel Substances 0.000 abstract 1
- 229910002027 silica gel Inorganic materials 0.000 abstract 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 239000008096 xylene Substances 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
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/75—Reactions with formaldehyde
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A process for the production of acrolein by the vapour phase reaction at 280-300 DEG C. of formaldehyde and acetaldehyde in the presence of a dehydrating catalyst comprises replacing from 25 to 80 per cent by weight of the acetaldehyde admitted into the reaction vessel by paraldehyde, the ratio of paraldehyde being so adjusted within the above limits that the reaction temperature remains within the limits of 280 DEG and 300 DEG C. Suitably, a mixture of acetaldehyde and formaldehyde is passed into the reaction vessel which may be a tube and paraldehyde is introduced at one or more points in the vessel. The positive heat production of the reaction is reduced by the heat required to depolymerize the paraldehyde to acetaldehyde, thereby facilitating temperature control. In an example, equimolecular proportions of 30 per cent aqueous formaldehyde and mixtures of acetaldehyde and paraldehyde containing 25, 60 and 80 per cent respectively of paraldehyde were preheated to 280 DEG C. and passed over a sodium silicate-silica gel catalyst at 280-300 DEG C., the temperature rise being 10 DEG , 0-3 DEG and 0 DEG C. respectively, whereas in the absence of paraldehyde it is 20-40 DEG C. The reaction mixture comprises acrolein, water, acetaldehyde, paraldehyde and crotonaldehyde and it may be worked up as described in Specification 568,529 using, for example, xylene or isopropyl benzene as the extracting agent, whereby an acrolein, crotonaldehyde and paraldehyde extract is obtained from which acrolein is recovered by distillation. Alternatively, acetaldehyde and acrolein may be distilled off from the reaction mixture and the residual mixture then distilled under reduced pressure or extracted with a hydrocarbon solvent to recover crotonaldehyde and paraldehyde. Specification 497,757 also is referred to. The Provisional Specification states that part of the acetaldehyde may be replaced by paraldehyde and that paraldehyde itself may be used as the extracting solvent in the recovery stage.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB600454A true GB600454A (en) | 1948-04-09 |
Family
ID=1733985
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1852643A Expired GB600454A (en) | 1943-11-08 | Improvements in or relating to the production of acrolein |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB600454A (en) |
-
1943
- 1943-11-08 GB GB1852643A patent/GB600454A/en not_active Expired
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB674754A (en) | Process for recovery of tar acids and bases from hydrocarbon oils | |
| US2301709A (en) | Recovery of pure phenols from crude phenols | |
| GB603810A (en) | Hydrolysis of acetone auto-condensation products | |
| GB600454A (en) | Improvements in or relating to the production of acrolein | |
| GB666993A (en) | Process for preparing alpha-ionones | |
| Toda et al. | Intramolecular Cyclization of o, o′-Dihydroxydiphenyldiacetylene | |
| US2917537A (en) | Its esters | |
| US2082946A (en) | Process of preparing beta-bromethyl benzene | |
| US2208296A (en) | Process of obtaining vinyl methyl ketone | |
| US1365048A (en) | And mortimer j | |
| SU140424A1 (en) | The method of obtaining vinyl acetamine | |
| GB671113A (en) | Improvements in or relating to the refining of waxes | |
| GB233734A (en) | Improvements in and relating to processes for obtaining high percentage anthracene and carbazole from crude anthracene | |
| GB584788A (en) | Improvements in or relating to the production of methylethylketone from 2:3-butyleneglycol | |
| GB649286A (en) | Manufacture of phenol | |
| GB926034A (en) | Process for producing chemicals from a woody material | |
| GB822879A (en) | Improvements in or relating to the production of tetrahydrofuran | |
| GB869995A (en) | A process for the preparation of 10-amino-11-hydroxy-naphth-(2, 3-c)-acridine-5, 8, 14 (13h)-trione | |
| GB777517A (en) | Manufacture of nicotinamide | |
| GB776313A (en) | Isonicotinamide | |
| Linstead et al. | 128. Catalytic influences in three-carbon tautomerism. Part IV. The tautomeric changes of unsaturated acids at high temperatures | |
| GB255043A (en) | Process for the preparation of concentrated acetic acid from dilute aqueous or crude dilute pyroligneous acid | |
| GB659824A (en) | Production of benzene hexachloride | |
| GB647241A (en) | Improvements in processes for recovering volatile substances from gases | |
| GB578259A (en) | Improvements in or relating to the recovery of glycerine from fermented liquors |