GB837980A - A process for the continuous preparation of epoxyalkyl esters of carboxylic acids - Google Patents
A process for the continuous preparation of epoxyalkyl esters of carboxylic acidsInfo
- Publication number
- GB837980A GB837980A GB14864/57A GB1486457A GB837980A GB 837980 A GB837980 A GB 837980A GB 14864/57 A GB14864/57 A GB 14864/57A GB 1486457 A GB1486457 A GB 1486457A GB 837980 A GB837980 A GB 837980A
- Authority
- GB
- United Kingdom
- Prior art keywords
- sodium
- salts
- salt
- dicarboxylic
- epoxyalkyl
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/16—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by esterified hydroxyl radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Resins (AREA)
Abstract
An epoxyalkyl ester is made continuously by passing a suspension of a salt of a carboxylic acid in an excess of an epoxyalkyl halide through a reaction tube having a diameter of about 0.7-3 cms. at a temperature of 80-200 DEG C., and preferably at an increased pressure. Specified salts are the lithium, sodium and potassium salts of acetic, propionic, valeric, caproic, caprylic, pelargonic, lauric, myristic, palmitic, stearic, oxalic, succinic, glutaric, adipic, pimelic, suberic, azelaic, sebacic, dichlorosuccinic, nitrilotriacetic, thiodiglycolic, maleic, fumaric, citraconic, itaconic, mesaconic, benzoic, salicylic, phthalic, isophthalic, terephathalic, tetrahydrophthalic, mellitic, pyro-mellitic, naphthalic, 2,6-naphthalene dicarboxylic, tetrachlorophthalic, biphenyl-o,o1-dicarboxylic and biphenyl-p,p1-dicarboxylic acids. Specified epoxyalkyl halides are epichlorhydrin, epibromhydrin and 1-chloro-3,4-epoxybutane. Reaction may be effected in the presence of an organic solvent (e.g. dioxan, acetone or methylethyl ketone) or a small amount of water. Catalysts for the reaction are amines, quaternary ammonium compounds, Friedel-Crafts catalysts, and free carboxylic acids. The carboxylic acid salts are preferably used in finely-divided form, e.g. by subjecting the suspension to mechanical or supersonic vibration or to high-speed stirrers, or by using the salt in spray-dried form. Examples describe the manufacture of unspecified products from epichlorhydrin and (1) sodium benzoate; (2) the sodium salt of C8-C10 fatty acids; (3) disodium tetrahydrophthalate; (4) disodium phthalate; (5) a mixture of disodium phthalate and the sodium salts of C8-C10 fatty acids.ALSO:Synthetic resins containing epoxy groups are made continuously by passing a suspension of a salt of a carboxylic acid in an excess of an epoxyalkyl halide through a reaction tube having a diameter of about 0.7-3 cms. at a temperature of 80-200 DEG C., and preferably at an increased pressure. Specified salts are the lithium, sodium and potassium salts of acetic, propionic, valeric, caproic, caprylic, pelargonic, lauric, myristic, palmitic, stearic, oxalic, succinic, glutaric, adipic, pimelic, suberic, azelaic, sebacic, dichlorosuccinic, nitrilotriacetic, thiodiglycolic, maleic, fumaric, citraconic, itaconic, mesaconic, benzoic, salicylic, phthalic, isophthalic, terephthalic, tetrahydrophthalic, mel litic, pyromellitic, naphthalic, 2.6-naphthalene dicarboxylic, tetrachlorophthalic, biphenyl-o-o1-dicarboxylic and biphenyl-p-p1-dicarboxylic. Specified epoxyalkyl halides are epichlorhydrin, epibromhydrin and 1-chloro-3.4-epoxybutane. Reaction may be effected in the presence of an organic solvent (e.g. dioxan, acetone or methylethyl ketone) or a small amount of water. Catalysts for the reaction are amines, quaternary ammonium compounds, Friedel-Crafts catalysts and free carboxylic acids. The carboxylic acid salts are preferably used in a fine state of division, e.g. by subjecting the suspension to mechanical or supersonic vibration or to high-speed stirrers, or by using the salt in spray-dried form. Examples describe the manufacture of products from epichlorhydrin and (1) sodium benzoate; (2) the sodium salt of C8-C10 fatty acids; (3) disodium tetrahydrophthalate; (4) disodium phthalate; (5) a mixture of disodium phthalate and the sodium salts of C8-C10 fatty acids.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE837980X | 1956-05-14 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB837980A true GB837980A (en) | 1960-06-22 |
Family
ID=6761555
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB14864/57A Expired GB837980A (en) | 1956-05-14 | 1957-05-10 | A process for the continuous preparation of epoxyalkyl esters of carboxylic acids |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB837980A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3278554A (en) * | 1961-10-11 | 1966-10-11 | Ciba Ltd | Esters containing more than one oxetane group |
-
1957
- 1957-05-10 GB GB14864/57A patent/GB837980A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3278554A (en) * | 1961-10-11 | 1966-10-11 | Ciba Ltd | Esters containing more than one oxetane group |
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