GB996265A - Process for the manufacture of vinyl esters - Google Patents
Process for the manufacture of vinyl estersInfo
- Publication number
- GB996265A GB996265A GB46764/61A GB4676461A GB996265A GB 996265 A GB996265 A GB 996265A GB 46764/61 A GB46764/61 A GB 46764/61A GB 4676461 A GB4676461 A GB 4676461A GB 996265 A GB996265 A GB 996265A
- Authority
- GB
- United Kingdom
- Prior art keywords
- fatty acid
- reaction
- acetylene
- vinyl
- acid
- 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
- 238000000034 method Methods 0.000 title abstract 3
- 229920001567 vinyl ester resin Polymers 0.000 title abstract 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title 1
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 4
- 229930195729 fatty acid Natural products 0.000 abstract 4
- 239000000194 fatty acid Substances 0.000 abstract 4
- 150000004665 fatty acids Chemical class 0.000 abstract 4
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 3
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 abstract 3
- 239000007789 gas Substances 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 150000008064 anhydrides Chemical class 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 238000009833 condensation Methods 0.000 abstract 2
- 230000005494 condensation Effects 0.000 abstract 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- DOBUSJIVSSJEDA-UHFFFAOYSA-L 1,3-dioxa-2$l^{6}-thia-4-mercuracyclobutane 2,2-dioxide Chemical compound [Hg+2].[O-]S([O-])(=O)=O DOBUSJIVSSJEDA-UHFFFAOYSA-L 0.000 abstract 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 abstract 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract 1
- 150000008065 acid anhydrides Chemical class 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 238000006555 catalytic reaction Methods 0.000 abstract 1
- 239000007792 gaseous phase Substances 0.000 abstract 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 abstract 1
- 238000005201 scrubbing Methods 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
- 235000005074 zinc chloride Nutrition 0.000 abstract 1
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical class [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 abstract 1
Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
- C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
In the preparation of vinyl esters by the gaseous phase catalytic reaction of excess acetylene with a fatty acid having up to 6 carbon atoms, the by-product aldehydes are removed or their concentration reduced by reaction with a fatty acid anhydride (up to 6 carbon atoms) which is added before the reaction in the acetylene cycle gas or fatty acid feed, and/or after the reaction, in the gases passing to the condensation or scrubbing stages. In the preferred procedure 1 to 3% of acid anhydride is added to the starting acetylene, and after the condensation of the vinyl ester, to the recycle gas. The resulting ethylidenediester may be split to the corresponding vinyl monoester and fatty acid with a catalyst, for example benzene sulphonic acid. The anhydride of the acid used in the process is preferably used, and a catalyst such as ferric and zinc chlorides, mercuric sulphate and sulphuric and sulphonic acids may be used. Examples describe the preparation of vinyl acetate, propionate and caproate using the corresponding anhydrides to avoid or reduce the aldehyde formation.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEW0029188 | 1960-12-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB996265A true GB996265A (en) | 1965-06-23 |
Family
ID=7599170
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB46764/61A Expired GB996265A (en) | 1960-12-30 | 1961-12-29 | Process for the manufacture of vinyl esters |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB996265A (en) |
-
1961
- 1961-12-29 GB GB46764/61A patent/GB996265A/en not_active Expired
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