GB958900A - Process for the production of glycidyl ethers of polyhydric phenols - Google Patents
Process for the production of glycidyl ethers of polyhydric phenolsInfo
- Publication number
- GB958900A GB958900A GB3176661A GB3176661A GB958900A GB 958900 A GB958900 A GB 958900A GB 3176661 A GB3176661 A GB 3176661A GB 3176661 A GB3176661 A GB 3176661A GB 958900 A GB958900 A GB 958900A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenol
- steam
- epihalohydrin
- epichlorohydrin
- unreacted
- 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
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/02—Polycondensates containing more than one epoxy group per molecule
- C08G59/04—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof
- C08G59/06—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof of polyhydric phenols
- C08G59/063—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof of polyhydric phenols with epihalohydrins
-
- 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
- C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
- C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
- C07D303/24—Ethers with hydroxy compounds containing no oxirane rings with polyhydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Epoxy Compounds (AREA)
Abstract
Glycidyl ethers of polyhydric phenols are prepared by etherifying the polyhydric phenol with epihalohydrin, using 2 to 15 moles of epihalohydrin per phenolic hydroxyl group of the phenol, in the presence of 90 to 98% of an equivalent of alkali metal hydroxide per equivalent of the phenolic hydroxyl group of the phenol; separating at least part of the unreacted epihalohydrin by passing superheated steam through the reaction mixture, and contacting the etherified phenol with alkali metal hydroxide in excess amount of that needed to react with the halogen in the ether on a chemical equivalent basis. The steam distillation may be effected using steam at 90-260 DEG C. and under pressures of 2 atmospheres or more down to 5 mm. Hg. In an example bisphenol is reacted at 100 DEG C. with 10 moles of epichlorohydrin by adding 1.9 moles of aqueous sodium hydroxide. The product is distilled at atmospheric pressure to remove some of the unreacted epichlorohydrin and then steam is passed through at a pressure decreasing from atmospheric to a reduced pressure to remove the remainder of the unreacted epichlorohydrin. The ether residue is then taken up in methyl isobutyl ketone, and then treated with aqueous sodium hydroxide, and then washed with sodium dihydrogen phosphate, and then recovered by removal of the solvent. In a comparative experiment, the removal of unreacted epichlorohydrin is effected by simple distillation. Specification 788,887 is referred to.ALSO:Glycidyl ethers of polyhydric phenols are prepared by etherifying the polyhydric phenol with epihalogohydrin, using 2-15 moles of epihalohydrin per phenolic hydroxyl group of the phenol, in the presence of 90 to 98% of an equivalent of alkali metal hydroxide per equivalent of the phenolic hydroxyl group of the phenol; separating at least part of the unreacted epihalohydrin by passing superheated steam through the reaction mixture and contacting the etherified phenol with alkali metal hydroxide in excess of that needed to react with the halogen in the ether on a chemical equivalent basis. The steam distillation may be effected using steam at 90-260 DEG C. and at a pressure of 5 min. Hg to 2 atmospheres. In an example, bisphenol is reacted at 100 DEG C. with 10 mols of epichlorohydrin by adding 1.9 mols of aqueous sodium hydroxide. The product is distilled at atmospheric pressure to remove some of the unreacted epichlorohydrin and then steam is passed through at a decreasing pressure. The ether residue is then taken up in methyl isobutyl ketone, and then treated with aqueous sodium hydroxide, washed with sodium dihydrogen phosphate and then recovered by removal of the solvent. Specification 788,887 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US5392560A | 1960-09-06 | 1960-09-06 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB958900A true GB958900A (en) | 1964-05-27 |
Family
ID=21987491
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3176661A Expired GB958900A (en) | 1960-09-06 | 1961-09-04 | Process for the production of glycidyl ethers of polyhydric phenols |
Country Status (4)
Country | Link |
---|---|
BE (1) | BE607791A (en) |
DE (1) | DE1152825B (en) |
GB (1) | GB958900A (en) |
NL (1) | NL268947A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1297575B (en) * | 1960-04-15 | 1969-06-19 | Little Inc A | Process for the production of shrink-resistant wool |
-
0
- NL NL268947D patent/NL268947A/xx unknown
- BE BE607791D patent/BE607791A/xx unknown
-
1961
- 1961-09-04 GB GB3176661A patent/GB958900A/en not_active Expired
- 1961-09-04 DE DES75583A patent/DE1152825B/en active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1297575B (en) * | 1960-04-15 | 1969-06-19 | Little Inc A | Process for the production of shrink-resistant wool |
Also Published As
Publication number | Publication date |
---|---|
DE1152825B (en) | 1963-08-14 |
NL268947A (en) | |
BE607791A (en) |
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