GB914926A - Improvements in or relating to liquid mixtures of epoxy alkyl ethers - Google Patents
Improvements in or relating to liquid mixtures of epoxy alkyl ethersInfo
- Publication number
- GB914926A GB914926A GB3971660A GB3971660A GB914926A GB 914926 A GB914926 A GB 914926A GB 3971660 A GB3971660 A GB 3971660A GB 3971660 A GB3971660 A GB 3971660A GB 914926 A GB914926 A GB 914926A
- Authority
- GB
- United Kingdom
- Prior art keywords
- bis
- hydroxyphenyl
- epoxyalkyl
- alkanes
- ether
- 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
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C08G59/22—Di-epoxy compounds
- C08G59/226—Mixtures of di-epoxy compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Epoxy Resins (AREA)
- Epoxy Compounds (AREA)
Abstract
A composition comprising a major proportion by weight of at least one bis(epoxyalkyl) ether of 2,2-bis(p-hydroxyphenyl)propane and a minor proportion by weight of at least one bis (epoxyalkyl) ether of 1,1-bis(p-hydroxyphenyl) ethane and/or of at least one bis(epoxyalkyl) ether of bis(p-hydroxyphenyl)methane may be cured by incorporation of a curing agent such as an amine. The epoxyalkyl groups are preferably glycidyl groups. Other additives may be incorporated such as polyhydric phenols, other resins, fillers, dyes and pigments.ALSO:A liquid polymerizable composition which is stable towards crystallisation comprises a major proportion by weight of at least one bis(epoxyalkyl)ether of 2,2 - bis(41 - hydroxyphenyl)-propane and a minor proportion by weight of at least one bis(epoxyalkyl)ether of 1,1-bis(41-hydroxyphenyl)-ethane and/or at least one bis(epoxyalkyl)ether of bis(41-hydroxyphenyl)-methane. The composition may be prepared (1) by mixing together the preformed components, (2) by reaction of a mixture of the corresponding bis(41-hydroxyphenyl)-alkanes with epoxyhalogen alkanes, or (3) by dehydrohalogenation of a mixture of the corresponding halohydrins. Preferred compositions contain 3-20% by weight of the ethers derived from methane and/or ethane and contain only a small proportion of polymeric material. The epoxyalkyl groups are preferably glycidyl groups. Bis(41-hydroxyphenyl)-alkanes are preferably converted to their bis(epoxyalkyl)ethers by reaction with an epoxyhalogen alkane, especially, epichlorohydrin, in an alkaline medium. A large excess of epichlorohydrin is usually used and the alkalinity is obtained by the use of an aqueous phase containing an alkali metal hydroxide and/or alkali metal salts of one or more of the bis(41-hydroxyphenyl)-alkanes to be etherified. The water content of the reaction mixture may be kept low by azeotropic distillation, the epichlorohydrin being continuously returned to the reaction vessel. The bis(halohydroxyalkyl)-ethers are prepared by method (2) above using a non-alkaline reaction medium, or by reaction between dihalogen monohydroxy alkanes and the corresponding bis(41-hydroxyphenyl)-alkanes. In the example, a mixture of 2,2-bis(41-hydroxyphenyl)-propane and bis(4-hydroxyphenyl)-methane is dissolved in epichlorohydrin, heated, and aqueous sodium hydroxide added; the water, epichlorohydrin and inorganic compounds are removed and the product is treated with aqueous sodium hydroxide to convert any chlorohydrins present into epoxides; the product remained clear after storage for 1 year. Curing agents may be added to the compositions (see Group IV(a)).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL245586 | 1959-11-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB914926A true GB914926A (en) | 1963-01-09 |
Family
ID=19752041
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3971660A Expired GB914926A (en) | 1959-11-20 | 1960-11-18 | Improvements in or relating to liquid mixtures of epoxy alkyl ethers |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE597244A (en) |
| CH (1) | CH411342A (en) |
| DE (1) | DE1149898B (en) |
| GB (1) | GB914926A (en) |
| NL (2) | NL245586A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2419820A1 (en) * | 1973-04-26 | 1974-11-07 | Shell Int Research | METHOD FOR PREPARING A MIXTURE OF BIS (HYDROXYPHENYL) ALKANES AND THE USE OF THEREOF |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3983056A (en) * | 1973-09-27 | 1976-09-28 | Dai Nippon Toryo Co., Ltd. | Aqueous epoxy resin paint composition |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2891026A (en) * | 1955-04-15 | 1959-06-16 | Minnesota Mining & Mfg | Composition comprising a solution of a glycidyl polyether and a glycidyl ether of a monohydric phenol |
-
0
- NL NL101717D patent/NL101717C/xx active
- BE BE597244D patent/BE597244A/xx unknown
- NL NL245586D patent/NL245586A/xx unknown
-
1960
- 1960-11-18 DE DES71315A patent/DE1149898B/en active Pending
- 1960-11-18 GB GB3971660A patent/GB914926A/en not_active Expired
- 1960-11-18 CH CH1296960A patent/CH411342A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2419820A1 (en) * | 1973-04-26 | 1974-11-07 | Shell Int Research | METHOD FOR PREPARING A MIXTURE OF BIS (HYDROXYPHENYL) ALKANES AND THE USE OF THEREOF |
Also Published As
| Publication number | Publication date |
|---|---|
| BE597244A (en) | |
| DE1149898B (en) | 1963-06-06 |
| NL245586A (en) | |
| NL101717C (en) | |
| CH411342A (en) | 1966-04-15 |
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