GB868861A - Preparation of glycidyl polyethers of polyhydric phenols - Google Patents

Preparation of glycidyl polyethers of polyhydric phenols

Info

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
Application number
GB22763/58A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Union Carbide Corp
Original Assignee
Union Carbide Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Union Carbide Corp filed Critical Union Carbide Corp
Publication of GB868861A publication Critical patent/GB868861A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01Preparation of ethers
    • C07C41/02Preparation of ethers from oxiranes
    • C07C41/03Preparation of ethers from oxiranes by reaction of oxirane rings with hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D301/00Preparation of oxiranes
    • C07D301/02Synthesis of the oxirane ring
    • C07D301/24Synthesis of the oxirane ring by splitting off HAL—Y from compounds containing the radical HAL—C—C—OY
    • C07D301/26Y 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.
GB22763/58A 1957-07-18 1958-07-16 Preparation of glycidyl polyethers of polyhydric phenols Expired GB868861A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (1)

* Cited by examiner, † Cited by third party
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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