GB642350A - Improvements in or relating to resinous compositions - Google Patents

Improvements in or relating to resinous compositions

Info

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
Application number
GB7869/48A
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.)
Westinghouse Electric International Co
Original Assignee
Westinghouse Electric International Co
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 Westinghouse Electric International Co filed Critical Westinghouse Electric International Co
Publication of GB642350A publication Critical patent/GB642350A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/60Polyesters 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.
GB7869/48A 1947-05-13 1948-03-16 Improvements in or relating to resinous compositions Expired GB642350A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (4)

* Cited by examiner, † Cited by third party
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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