GB636196A - Method of preparing methyl para-vinylbenzoate and para-vinylbenzoic acids - Google Patents
Method of preparing methyl para-vinylbenzoate and para-vinylbenzoic acidsInfo
- Publication number
- GB636196A GB636196A GB2106/47A GB210647A GB636196A GB 636196 A GB636196 A GB 636196A GB 2106/47 A GB2106/47 A GB 2106/47A GB 210647 A GB210647 A GB 210647A GB 636196 A GB636196 A GB 636196A
- Authority
- GB
- United Kingdom
- Prior art keywords
- vinyl
- methyl
- acid
- benzoate
- liquid phase
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/377—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Methyl p-vinyl benzoate and p-vinyl benzoic acid are polymerized, e.g. by heating, to form clear polymers. A voluminous gel is obtained upon continued treatment of poly-p-vinyl benzoic acid with aqueous alkali which may be shrunk to its original proportions by treatment with acid. Aqueous suspensions in alkali may be used as thickening agents. Copolymers of high softening point suitable for the production of optical parts may be obtained by copolymerization with other vinyl compounds such as styrene, acrylic esters and vinyl chloride.ALSO:Methyl p-vinyl benzoate and p-vinyl benzoic acid are prepared by oxidizing methyl p-ethylbenzoate (obtained by reacting p-ethylbenzoic acid and methanol) with an oxygen containing gas, e.g. air, at an elevated temperature, in the liquid phase in the presence of chromium oxide and an inorganic acid acceptor such as calcium carbonate; reducing the resultant methyl p-acetylbenzoate with hydrogen, in the presence of a copper chromite catalyst at an elevated temperature, in the liquid phase, to give methyl p-(a -hydroxyethyl)-benzoate; dehydrating this by heating at an elevated temperature in the liquid phase with an inorganic acid salt such as potassium bisulphate to give methyl p-vinyl-benzoate and finally, if the free acid is desired, hydrolysing the methyl ester, e.g. with aqueous potassium hydroxide. A small amount of hydroquinone is preferably added to the reaction mixture in the latter stages of the preparation, to inhibit polymerization. An example is given.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US636196XA | 1946-02-01 | 1946-02-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB636196A true GB636196A (en) | 1950-04-26 |
Family
ID=22050399
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2106/47A Expired GB636196A (en) | 1946-02-01 | 1947-01-23 | Method of preparing methyl para-vinylbenzoate and para-vinylbenzoic acids |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB636196A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0105983A1 (en) * | 1982-10-11 | 1984-04-25 | Johnson & Johnson Products Inc. | Alkali metal salts of poly(vinylbenzoic acid) as dental plaque barrier agents |
| US6313340B1 (en) | 1998-12-15 | 2001-11-06 | Eastman Chemical Corporation | Process for the preparation of methyl p-vinylbenzoate and p-vinyl benzoic acid, and their use in latex compositions |
-
1947
- 1947-01-23 GB GB2106/47A patent/GB636196A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0105983A1 (en) * | 1982-10-11 | 1984-04-25 | Johnson & Johnson Products Inc. | Alkali metal salts of poly(vinylbenzoic acid) as dental plaque barrier agents |
| US6313340B1 (en) | 1998-12-15 | 2001-11-06 | Eastman Chemical Corporation | Process for the preparation of methyl p-vinylbenzoate and p-vinyl benzoic acid, and their use in latex compositions |
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