GB642350A - Improvements in or relating to resinous compositions - Google Patents
Improvements in or relating to resinous compositionsInfo
- Publication number
- GB642350A GB642350A GB7869/48A GB786948A GB642350A GB 642350 A GB642350 A GB 642350A GB 7869/48 A GB7869/48 A GB 7869/48A GB 786948 A GB786948 A GB 786948A GB 642350 A GB642350 A GB 642350A
- Authority
- GB
- United Kingdom
- Prior art keywords
- parts
- castor oil
- anhydride
- hours
- half ester
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/60—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from the reaction of a mixture of hydroxy carboxylic acids, polycarboxylic acids and polyhydroxy compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Organic Insulating Materials (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Abstract
A composition capable of being completely polymerized to a thermoset copolymer against copper with little or no discolouration consists of a solvent composed of 100 parts by weight of a polymerizable liquid monomer having a CH2=C< group and a solute comprising from 5 to 300 parts of the complex ester reaction product of an acidic castor oil-a ,b unsaturated dicarboxylic acid half ester having an average of at least two free carboxyl groups per molecule with from 1/2 to 1 1/2 molar equivalents based on the half ester of at least one compound of the group consisting of alkylene oxides and dihydric alcohols. Suitable dicarboxylic acids and anhydrides are maleic acid and anhydride, fumaric acid, citraconic anhydride and monochlormaleic anhydride. The full acid half ester of castor oil is preferred and in the case of maleic anhydride may be prepared by heating 100 parts of castor oil with 30 parts of anhydride at a temperature of 120 DEG C. for 4 hours. Suitable dihydric alcohols and alkylene oxides are ethylene, propylene and trimethylene glycols, 2-ethylhexanediol-1,3, diethylene glycol, 1,3-butanediol, 1,4-dihydroxy butene-2, bis-hydroxypropyl maleate, propylene oxide and butadiene monoxide. The complex esters are formed by heating the castor oil half ester and the alcohol and/or oxide up to 190-200 DEG C. for several hours in the presence of quinhydrone while stirring and sraying with carbon dioxide. Gellation is avoided by rapid cooling resulting in viscous oils. The tendency to gel may be reduced by first reacting the castor oil half ester with a monohydric saturated alcohol, e.g. n-butanol, to terminate about one carboxyl group per molecule and then reacting with the dihydric alcohol or alkylene oxide. The monomer solvent, e.g. styrene, distyrene, p-methyl styrene, vinyl acetate, methyl vinyl ketone, acrylonitrile, methyl methacrylate, ethyl acrylate, and allyl esters such as diallyl phthalate, may be copolymerized with the complex ester in the presence of a catalyst such as tert.-butyl perbenzoate, ascaridole and lauroyl and benzoyl peroxides. The solution may be heated to 50-250 DEG C. In some cases, ultra-violet light may be used in combination with a catalyst with or without heating. The compositions are useful for electrical insulation and may be cast and used for impregnating cloth. They may be combined with asbestos fibres, glass fibres, mica powder, silica, wood flour, cotton cloth, asbestos paper and pigments and dyes. The products may be machined, sawn, drilled and sanded.ALSO:200 Parts of propylene oxide are added over a period of 3 hours to 150 parts of maleic acid in a vessel maintained at 95-105 DEG C. After further refluxing for 2 hours, 50 more parts of propylene oxide are added while the temperature is raised to 105 DEG C. over a two-hour period. The product is refluxed for 4 hours, yielding bis-hydroxypropyl maleate, a light yellow oil.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US642350XA | 1947-05-13 | 1947-05-13 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB642350A true GB642350A (en) | 1950-08-30 |
Family
ID=22054494
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB7869/48A Expired GB642350A (en) | 1947-05-13 | 1948-03-16 | Improvements in or relating to resinous compositions |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB642350A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1022379B (en) * | 1956-08-16 | 1958-01-09 | Reichhold Chemie Ag | Process for the production of molded articles |
DE1028333B (en) * | 1956-05-02 | 1958-04-17 | Reichhold Chemie Ag | Process for the production of molded bodies and coatings |
DE1034854B (en) * | 1955-12-14 | 1958-07-24 | Degussa | Process for reducing the acid number of high molecular weight, unsaturated linear polyesters |
US3459733A (en) * | 1964-10-15 | 1969-08-05 | Mobil Oil Corp | Monomeric polyesters of polyhydroxy compounds and process for preparing same |
-
1948
- 1948-03-16 GB GB7869/48A patent/GB642350A/en not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1034854B (en) * | 1955-12-14 | 1958-07-24 | Degussa | Process for reducing the acid number of high molecular weight, unsaturated linear polyesters |
DE1028333B (en) * | 1956-05-02 | 1958-04-17 | Reichhold Chemie Ag | Process for the production of molded bodies and coatings |
DE1022379B (en) * | 1956-08-16 | 1958-01-09 | Reichhold Chemie Ag | Process for the production of molded articles |
US3459733A (en) * | 1964-10-15 | 1969-08-05 | Mobil Oil Corp | Monomeric polyesters of polyhydroxy compounds and process for preparing same |
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