GB943925A - Mixtures of compounds containing epoxide groups, their production and their uses - Google Patents
Mixtures of compounds containing epoxide groups, their production and their usesInfo
- Publication number
- GB943925A GB943925A GB1580060A GB1580060A GB943925A GB 943925 A GB943925 A GB 943925A GB 1580060 A GB1580060 A GB 1580060A GB 1580060 A GB1580060 A GB 1580060A GB 943925 A GB943925 A GB 943925A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- isomeric
- mixture
- alkyl
- alcohols
- 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
- C08G59/14—Polycondensates modified by chemical after-treatment
- C08G59/1433—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds
- C08G59/1438—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds containing oxygen
- C08G59/145—Compounds containing one epoxy group
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Epoxy Resins (AREA)
- Epoxy Compounds (AREA)
Abstract
The invention comprises a mixture of isomeric monoepoxy compounds of the general formula: <FORM:0943925/C2/1> where R represents a hydrogen atom or an alkyl, alkenyl, hydroxyalkyl, hydroxyalkoxyalkyl, polyhydroxyalkyl or hydroxy (polyalkoxy)-alkyl group. The mixtures of isomeric compounds may be made by epoxidising a corresponding mixture of isomeric unsaturated compounds, for example by treatment with organic peracids, e.g. peracetic, perbenzoic, peradipic or monoperphthalic acid, preferably at 0 DEG to 40 DEG C. The unsaturated alcohols and ethers used as starting materials for the epoxidation may be obtained by reaction of dicyclopentadiene with water or an alcohol ROH, if necessary, in the presence of a strong acid or Lewis acid. A mixture of isomeric alcohols or ethers results. Suitable alcohols are methyl, ethyl, propyl, or allyl alcohols, glycerine, sorbitol, mannitol, pentaerythritol, ethylene glycol, polyethylene glycols, propylene glycol and poly-propylene glycols.ALSO:A mixture of isomeric monoepoxy compounds of the general formula: <FORM:0943925/C3/1> where R represents a hydrogen atom or an alkyl, alkenyl, hydroxyalkyl, hydroxyalkoxy-alkyl, polyhydroxyalkyl or hydroxy- (polyalkoxy)-alkyl group, reacts with the usual hardeners for epoxy compounds. Suitable hardeners are amines, amides aniline formaldehyde resins, polymers of amino-styrenes, polyamides, isocyanates, isothiocyanates, polyhydric phenols, phenol-aldehyde resins, reaction products of aluminium alkoxides or phenolates with tautomeric-reacting compounds, Friedel-Crafts catalysts and their complexes with organic compounds and phosphonic acid. Preferred hardeners are polybasic carboxylic acids and their anhydrides. Accelerators such as tertiary amines and polyhydroxy compounds may also be present. A preferred hardenable composition comprises a mixture of the isomeric monoepoxy compounds together with a di- or poly-epoxide and one or more hardening agents. Other epoxides include polyepoxides of alicyclic compounds, polyglycidyl ethers of polyalcohols or of polyphenols, polyglycidyl esters of polycarboxylic acids, or aminopolyepoxides. There may also be included compounds in which the epoxide groups of the above general formula are hydrolysed to hydroxyl and/or acyloxy groups. The compositions may also contain fillers, plasticizers or colouring agents, e.g. asphalt, bitumen, glass fibres, mica, quartz powder, cellulose, kaolin, finely-divided kieselguhr or metal powder. In an example, a composition comprising a mixture of the above formula where R is hydrogen, a polyglycidyl ether (obtained from epichlorohydrin and bis (4-hydroxyphenyl) dimethyl methane in alkali) phthalic anhydride with or without tris-(dimethylaminomethyl) phenol as accelerator, is hardened, first for 3 hours at 120 DEG C., then for 24 hours at 160 DEG C. Isomeric compounds of the formula: <FORM:0943925/C3/2> are prepared by reacting dicyclopentadiene with an alcohol which may be a polyethylene or polypropylene glycol of molecular weight up to 1,000. Epoxidation of these compounds yields the compounds of formula (1).
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL264319D NL264319A (en) | 1960-05-04 | ||
GB1580060A GB943925A (en) | 1960-05-04 | 1960-05-04 | Mixtures of compounds containing epoxide groups, their production and their uses |
CH464861A CH401944A (en) | 1960-05-04 | 1961-04-20 | Process for the production of new monoepoxides |
BE603354A BE603354A (en) | 1960-05-04 | 1961-05-03 | Compounds containing epoxy groups, processes for their production, and their uses |
ES0267112A ES267112A1 (en) | 1960-05-04 | 1961-05-03 | Mixtures of compounds containing epoxide groups, their production and their uses |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1580060A GB943925A (en) | 1960-05-04 | 1960-05-04 | Mixtures of compounds containing epoxide groups, their production and their uses |
Publications (1)
Publication Number | Publication Date |
---|---|
GB943925A true GB943925A (en) | 1963-12-11 |
Family
ID=10065700
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1580060A Expired GB943925A (en) | 1960-05-04 | 1960-05-04 | Mixtures of compounds containing epoxide groups, their production and their uses |
Country Status (5)
Country | Link |
---|---|
BE (1) | BE603354A (en) |
CH (1) | CH401944A (en) |
ES (1) | ES267112A1 (en) |
GB (1) | GB943925A (en) |
NL (1) | NL264319A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3341484A (en) * | 1964-05-19 | 1967-09-12 | Union Carbide Corp | Varnishes prepared from novel copolymers of monoepoxy alcohols and monoepoxides |
US4622349A (en) * | 1983-02-07 | 1986-11-11 | Union Carbide Corporation | Blends of epoxides and monoepoxides |
US4814361A (en) * | 1983-02-07 | 1989-03-21 | Union Carbide Corporation | Blends of epoxides and monoepoxides |
EP0870749A2 (en) * | 1997-04-08 | 1998-10-14 | Rohm And Haas Company | Reactive coalescents |
-
0
- NL NL264319D patent/NL264319A/xx unknown
-
1960
- 1960-05-04 GB GB1580060A patent/GB943925A/en not_active Expired
-
1961
- 1961-04-20 CH CH464861A patent/CH401944A/en unknown
- 1961-05-03 ES ES0267112A patent/ES267112A1/en not_active Expired
- 1961-05-03 BE BE603354A patent/BE603354A/en unknown
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3341484A (en) * | 1964-05-19 | 1967-09-12 | Union Carbide Corp | Varnishes prepared from novel copolymers of monoepoxy alcohols and monoepoxides |
US4622349A (en) * | 1983-02-07 | 1986-11-11 | Union Carbide Corporation | Blends of epoxides and monoepoxides |
US4814361A (en) * | 1983-02-07 | 1989-03-21 | Union Carbide Corporation | Blends of epoxides and monoepoxides |
EP0870749A2 (en) * | 1997-04-08 | 1998-10-14 | Rohm And Haas Company | Reactive coalescents |
EP0870749A3 (en) * | 1997-04-08 | 1999-01-20 | Rohm And Haas Company | Reactive coalescents |
US6451380B1 (en) | 1997-04-08 | 2002-09-17 | David Gerald Speece, Jr. | Reactive coalescents |
Also Published As
Publication number | Publication date |
---|---|
BE603354A (en) | 1961-11-03 |
NL264319A (en) | |
ES267112A1 (en) | 1961-11-01 |
CH401944A (en) | 1965-11-15 |
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