GB740005A - Manufacture of acrylates - Google Patents
Manufacture of acrylatesInfo
- Publication number
- GB740005A GB740005A GB30999/52A GB3099952A GB740005A GB 740005 A GB740005 A GB 740005A GB 30999/52 A GB30999/52 A GB 30999/52A GB 3099952 A GB3099952 A GB 3099952A GB 740005 A GB740005 A GB 740005A
- Authority
- GB
- United Kingdom
- Prior art keywords
- catalyst
- acrolein
- continuous
- acid
- aqueous solution
- 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
- 150000001252 acrylic acid derivatives Chemical class 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 abstract 6
- 239000003054 catalyst Substances 0.000 abstract 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 2
- 239000002585 base Substances 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- NDVLTYZPCACLMA-UHFFFAOYSA-N silver oxide Chemical compound [O-2].[Ag+].[Ag+] NDVLTYZPCACLMA-UHFFFAOYSA-N 0.000 abstract 2
- -1 Alkali metal acrylates Chemical class 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 abstract 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 abstract 1
- 239000003377 acid catalyst Substances 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 238000010923 batch production Methods 0.000 abstract 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 abstract 1
- 230000000052 comparative effect Effects 0.000 abstract 1
- 238000000605 extraction Methods 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 239000007789 gas Substances 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 150000004679 hydroxides Chemical class 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 230000020477 pH reduction Effects 0.000 abstract 1
- 229920000058 polyacrylate Polymers 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- 229910052709 silver Inorganic materials 0.000 abstract 1
- 239000004332 silver Substances 0.000 abstract 1
- 229910001923 silver oxide Inorganic materials 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 235000017557 sodium bicarbonate Nutrition 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
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)
Abstract
Alkali metal acrylates are produced by reacting acrolein in an aqueous solution containing an alkali metal base and having a pH in excess of 10.5 at a temperature below 20 DEG C., preferably between -5 DEG and +15 DEG C., with free oxygen in the presence of a silver catalyst. Suitable bases are hydroxides or carbonates of sodium and potassium. The acrolein is added as an aqueous solution or by charging the oxidizing gas with vaporized acrolein. The process may be batchwise or continuous and part of the catalyst may be replaced by fresh catalyst and the spent catalyst reactivated. The products may be polymerized to polyacrylates. The free acid is obtained in high purity by acidification, preferably after filtering of the catalyst, followed by extraction with esters, ketones or hydrocarbons. The acid is esterified with an alcohol in the presence of an acid catalyst, preferably in a continuous column at the top of which high purity ester and excess alcohol are withdrawn. Examples are given of continuous and repeated batch processes using silver oxide as catalyst and comparative runs using temperatures above 20 DEG C. and using sodium bicarbonates as the alkaline medium.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB30999/52A GB740005A (en) | 1952-12-06 | 1952-12-06 | Manufacture of acrylates |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB30999/52A GB740005A (en) | 1952-12-06 | 1952-12-06 | Manufacture of acrylates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB740005A true GB740005A (en) | 1955-11-09 |
Family
ID=10316410
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB30999/52A Expired GB740005A (en) | 1952-12-06 | 1952-12-06 | Manufacture of acrylates |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB740005A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3202704A (en) * | 1965-08-24 | Ech=che | ||
| DE1245363B (en) * | 1957-03-18 | 1967-07-27 | Standard Oil Co | Process for the production of acrylic acid or methacrylic acid by the oxidation of acrolein or methacrolein |
| US3387029A (en) * | 1964-07-22 | 1968-06-04 | Dynamit Nobel Ag | Oxidation of polyacroleins |
| US4338462A (en) * | 1980-06-09 | 1982-07-06 | Atlantic Richfield Company | Silver-catalyzed oxidation of methacrolein to methacrylic acid |
-
1952
- 1952-12-06 GB GB30999/52A patent/GB740005A/en not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3202704A (en) * | 1965-08-24 | Ech=che | ||
| DE1245363B (en) * | 1957-03-18 | 1967-07-27 | Standard Oil Co | Process for the production of acrylic acid or methacrylic acid by the oxidation of acrolein or methacrolein |
| US3387029A (en) * | 1964-07-22 | 1968-06-04 | Dynamit Nobel Ag | Oxidation of polyacroleins |
| US3455882A (en) * | 1964-07-22 | 1969-07-15 | Dynamit Nobel Ag | Method of oxidizing aliphatic polymers containing hydroxymethyl groups |
| US4338462A (en) * | 1980-06-09 | 1982-07-06 | Atlantic Richfield Company | Silver-catalyzed oxidation of methacrolein to methacrylic acid |
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