GB868861A - Preparation of glycidyl polyethers of polyhydric phenols - Google Patents
Preparation of glycidyl polyethers of polyhydric phenolsInfo
- Publication number
- GB868861A GB868861A GB22763/58A GB2276358A GB868861A GB 868861 A GB868861 A GB 868861A GB 22763/58 A GB22763/58 A GB 22763/58A GB 2276358 A GB2276358 A GB 2276358A GB 868861 A GB868861 A GB 868861A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenols
- polyhydric
- phenol
- hydroxyphenyl
- stoichiometric amount
- 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
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/02—Preparation of ethers from oxiranes
- C07C41/03—Preparation of ethers from oxiranes by reaction of oxirane rings with hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/24—Synthesis of the oxirane ring by splitting off HAL—Y from compounds containing the radical HAL—C—C—OY
- C07D301/26—Y being hydrogen
Abstract
Glycidyl polyethers of polyhydric phenols, which are essentially monomeric, are prepared by reacting a polyhydric phenol with more than a stoichiometric amount of epichlorhydrin, in the absence of an organic hydroxylated compound other than the polyhydric phenol, in the presence of less than the stoichiometric amount of a lithium compound as catalyst and in the presence of 0,001-1% by weight of water, at a temperature not above 60 DEG C., to form the corresponding chlorohydrin ethers, and then dehydrochlorinating the latter. Suitable polyhydric phenols include the novolak condensation products of a phenol and an unsaturated or saturated aldehyde, (e.g. acrolein), containing an average of 3-20 or more phenylol groups per molecule. In examples, the glycidyl polyether prepared as above from bis(4-hydroxyphenyl) dimethylmethane is cured with 4, 41-methylene dianiline. Specifications 666,732, 787,051 and 788,556 are referred to.ALSO:Glycidyl polyethers of polyhydric phenols are prepared by reacting a polyhydric phenol with more than a stoichiometric amount of epichlorohydrin, in the absence of an organic hydroxylated compound other than the polyhydric phenol, in the presence of less than a stoichiometric amount of a lithium compound as catalyst and in the presence of 0,001-1% by weight of water, at a temperature not above 60 DEG C., to form the corresponding chlorohydrin ethers, and then dehydrochlorinating the latter, preferably by reaction with excess inorganic base in a mixed solvent comprising (1) a water-soluble solvent for the chlorohydrin ethers, and (2) a water-insoluble solvent for the glycidyl ethers. Suitable phenols include resorcinol, pyrogallol, the di- or polynuclear phenols such as the bis-phenols described in Specification 666,732, and the novolak condensation products of a phenol and an aldehyde containing 3-20 or more phenylol groups, such as those of Specifications 787,051 and 788,556. The phenols may contain alkyl, aryl or halogen ring substituents, such as alkyl resorcinols and tribromoresorcinols. Specified phenols are bis(4-hydroxyphenyl)- methane, -dimethylmethane, and -sulphone, 1,1,3-tri(hydroxyphenyl)- propane, and 1,1,5,5-tetra(hydroxyphenyl)- pentane. Specified lithium compounds are lithium chloride, bromide, iodide, naphthenate, acetate, propionate, butyrate, hydroxide and oxide.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US868861XA | 1957-07-18 | 1957-07-18 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB868861A true GB868861A (en) | 1961-05-25 |
Family
ID=22201534
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB22763/58A Expired GB868861A (en) | 1957-07-18 | 1958-07-16 | Preparation of glycidyl polyethers of polyhydric phenols |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB868861A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2137629A (en) * | 1983-04-07 | 1984-10-10 | Dow Chemical Co | A process for reducing the hydrolyzable chloride content of an epoxidation process |
-
1958
- 1958-07-16 GB GB22763/58A patent/GB868861A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2137629A (en) * | 1983-04-07 | 1984-10-10 | Dow Chemical Co | A process for reducing the hydrolyzable chloride content of an epoxidation process |
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