DE1149898B - Stabilization of liquid epoxy molding compounds - Google Patents

Description

$ 7 /

NOTICE
THE REGISTRATION
AND ISSUE OF THE
EDITORIAL:

NOVEMBER 18, 1960

June 6, 1963

The invention relates to the use of 3 to 20 percent by weight, based on the total mass - One or more diepoxyalkyl ethers of diphenylolethane and / or of diphenylolmethane to prevent the crystallization of liquid molding compositions containing one or more diepoxyalkyl ethers of diphenylolpropane and, where appropriate, customary additives.

The molding compositions stabilized in this way are even after a long storage period, in particular in the case of ordinary ones Temperature or normal winter temperature usable.

Liquid diepoxyalkyl ethers of diphenylolalkanes are valuable intermediates from which interesting Macromolecules by reacting with polyhydric phenols or other active protons Connections can be made. These ethers are usually obtained by transposing of the diphenylolalkanes with epoxyhalogenalkanes, e.g. epichlorohydrin, in an alkaline medium.

The liquid diepoxyalkyl ethers of diphenylolpropanes, especially the pure glycidyl polyethers based on 2,2-bis- (4-hydroxyphenyl) propane, crystallize early when stored at room temperature or a lower temperature; thus the fluidity is considerably reduced and makes further processing difficult. This is particularly troublesome when the masses are used as the starting material for casting resins or for paints, lacquers or varnishes.

Attempts have been made earlier to crystallize the liquid epoxy ethers with the help of To prevent or delay admixtures.

By adding relatively small proportions of diepoxyalkyl ethers of diphenylolethane and / or diphenylolmethane to diepoxyalkyl ethers of diphenylolpropane become low-viscosity mixtures obtained in which the undesired crystallization does not take place or at most only takes place after a long time.

The liquid molding compositions stabilized according to the invention remain for 1 year or even longer usable. Even if crystals appear after this time, they are microscopic and to neglect. Another advantage of these masses is their low viscosity.

The content of diepoxyalkyl ethers in diphenylol ethane and methane is therefore in the molding compounds together 3 to 20 percent by weight (calculated on the total mixture).

Compositions stabilized according to the invention with glycidyl groups as epoxyalkyl groups are special important.

Stabilization of liquid epoxy molding compounds

Applicant:

Shell
International Research Maatschappij NV,

The hague

Representative: Dr.-Ing. F. Wuesthoff, Dipl.-Ing. G. Pulse and Dipl.-Chem. Dr. rer. nat. E. Frhr. v. Pechmann, patent attorneys, Munich 9, Schweigerstr. 2

Claimed priority:
Netherlands of November 20, 1959 (No. 245 586)

Robert Willem Frederik Kreps

and Jacques Joseph Johan Drost, Amsterdam

(Netherlands),

have been named as inventors

The preparation of the inventive stabilized compositions of diepoxyalkyl ethers of diphenylolalkanes can be obtained by mixing one or more diepoxyalkyl ethers of diphenylolpropane with one or more several Diepoxyalkyläthern of Diphenyloläthans and / or Diphenylolmethans are carried out. However, it is more advantageous to use a composition mainly composed of diphenylolpropane as the starting material and 3 to 20% diphenylolethane and / or diphenylolmethane, the in bulk phenols present beforehand in diepoxyalkyl ethers by a method known for the individual phenols being transformed.

Other additives commonly used for epoxyalkyl ethers of diphenylolpropane can also be used be incorporated into the masses, e.g. B. common hardeners, polyhydric phenols, other resins such as Novolaks, urea aldehyde resins, melamine aldehyde resins, fillers, dyes, pigments.

example

A mixture of 0.9 mol of p, p'-2,2-diphenylolpropane (melting point 150 ° C) and 0.1 mol of p, p'-di-

309 599/348

Claims (1)

3 4 phenylolmethane (melting point 160 to 161 ° C.) is used for comparison tests
Dissolved in 13 moles of epichlorohydrin and heated to a temperature of 100 ° C using the same manufacturing process as in the temperature. 1.98 mol of sodium - the above example is a molding compound based on hydroxide in the course of 2Va hours under 1.0 mol of pure p, p'-2,2-diphenylolpropane (melting continuous stirring in the form of an aqueous solution 5 point 150 ° C) produced. The viscosity at 25 ° C solution was added in portions. While the is 110 poise. This mass already crystallizes. Reaction, epichlorohydrin and water are removed after 4 weeks at 5 ° C.
distilled. The epichlorohydrin layer is returned to the second using the same manufacturing process as the reaction vessel. According to the 2 ¹ AStUn in the above example, a molding compound is based on the remaining epichlorohydrin is removed by distillation of a mixture of 0.9 mol of p, p'-2,2-diphenylollate ion, at the end under reduced pressure. propane and 0.1 mol of 4,4'-diphenylolbutane (melt-The resin obtained is dissolved in toluene; the temperature at 121 to 125 ° C). The viscosity of organic components by washing at 25 ° C is 109 poise. This mass crystallizes water away. The resin solution is then already off after 2 weeks at 5 ° C.
85 ° C with a 5% aqueous sodium hydroxide 15 solution treated to eliminate possibly formed chlorine. to convert hydrine to epoxy. After repeated use of 3 to 20 percent by weight - Wash the organic layer with water and, based on the total mass - one or more Distilling off the solvent gives a rerer diepoxyalkyl ether of diphenylolethane Resin in which the number of epoxy equivalents per 20 and / or of diphenylolmethane to prevent 100 g is 0.546 (theoretically for a mixture of crystallization of liquid molding compounds, of 9 moles of diglycidyl ether of diphenylolpropane the one or more Diepoxyalkyläther of and 1 mole of diglycidyl ether of diphenylolmethane diphenylolpropane and, if appropriate, customary ones average 0.592). The viscosity is additives included. 94 poise at 25 ° C. It was found that this 25 Liquid still after one year of storage at Publications under consideration: 5 ° C is clear. U.S. Patent No. 2,891,026. © 309 599/348 5. 63