DE1250421B - Process for the production of waxy soluble polyesters - Google Patents

Description

KÜXMDES REPUBLIC OF GERMANY

GERMAN

PATENT OFFICE

EDITORIAL

Int. Cl .:

C 07 c

German class: 12 ο -11

Number: 1250 421

File number: F 46978 IV b / 12 ο

Filing date: August 25, 1965

Opened on: September 21, 1967

An important application property of waxes is their solubility in wax processing common solvents, since the use of soluble waxes is often considerable Brings advantages over the use of wax emulsions or suspensions. So can Wax solutions are sprayed, for example; it is also easier with them than with emulsions or suspensions to produce a homogeneous protective layer.

So far, however, good solubility has only been achieved with certain waxy polyvinyl ethers and polyglycid ethers has been achieved (German Patent 591 845 or German Auslegeschrift 1235 281). All other known hard waxes are sparingly soluble in organic solvents.

It has now been found a process for the production of waxy, soluble polyesters, the is characterized in that glycidic esters of saturated, aliphatic monocarboxylic acids, the 16 to 30, preferably 16 to 24 carbon atoms, heated with Friedel-Crafts catalysts.

The process according to the invention in a particularly simple manner and with practically quantitative Waxes obtainable in yield are in the organic solvents customary in wax processing, such as turpentine oil, gasoline or trichlorethylene, very easily soluble at room temperature and remain as shiny films after the solvent has evaporated.

Suitable glycidic esters for the claimed process are e.g. B. from the Alkali salts of carboxylic acids and epichlorohydrin available. The glycidic esters are particularly suitable of stearic and behenic acids and their mixtures.

The monomeric glycidyl ester are light products are used with an epoxide content of 60 to 85% of theory and a chlorine content of 0.3 to 1.7 ° / ₀ and can without further purification process such as distillation or recrystallization for the inventive polymerization.

The polymerization of the glycidic ester is preferably carried out directly in bulk, with Normal, reduced or increased pressure can be used. Of course, the Polymerization also in the presence of inert solvents or diluents, e.g. B. of ethers or hydrocarbons, make.

Suitable Friedel-Crafts catalysts are, for. B. boron fluoride, tin tetrachloride, antimony pentachloride or their mixtures. For example, boron fluoride can also be in the form of a complex compound with ether or water as well as with a solvent, e.g. B.

Process for the production of waxy soluble polyesters

Applicant:

Farbwerke Hoechst Aktiengesellschaft formerly Master Lucius & Brüning, Frankfurt / M.

Named as inventor:

Dr. Josef Kaupp, Wiesbaden; Dr ,. Karl Petz, Westheim near Augsburg

Dioxane, diluted, can be added to the monomers. The catalysts are the glycidic esters in one Concentration of 0.01 to 3 percent by weight, preferably 0.1 to 1.5 percent by weight, added, but even higher concentrations do not damage the polymerization.

The way in which the catalyst is added to the monomer is not essential for the success of the polymerization decisive. In this way, the entire amount of catalyst can be added at the beginning of the polymerization. But you can also work in such a way that the polymerization process is started by adding a portion of the catalyst initiates and the remainder yields in portions during the polymerization. Also is it is possible to add more glycidyl ether for polymerization.

The polymerization is preferably conducted at a temperature which is between the melting point of the monomers and 200 ⁰ C, but preferably between 50 and 100 ⁰ C is performed. Since the reaction is highly exothermic, it is generally necessary to cool the reaction vessel during the reaction. However, it is not necessary to work at a constant temperature, but it has sometimes proven expedient to begin for example at 6O ⁰ C with polymerization and to allow the temperature to rise slowly during the reaction to 100 ⁰ C.

The waxy products produced by the process according to the invention with a degree of polymerization of 2 to 12, preferably 4 to 10, have a light color and can be used without further purification or removal of catalyst residues. They are soluble in turpentine oil, gasoline and trichlorethylene. For example, it is possible to produce a 20 ° / ₀ solution with the Polystearinsäureglycidester at 22 ⁰ C.

709 648 / 36f

Due to their good solubility, the stressed waxes are particularly suitable for cleaning agents, For example, it can be used in many ways as a floor care product, as a furniture polish and as a car wax.

example 1

60 g of molten stearic acid glycidate with a pour point of 37.8 / 38 ° C, an epoxy content of 10.1 ° / ₀ (calculated 12.6) and a chlorine content of 0.7 ° / ₀ were in a 500- ml three-necked flask presented. With good stirring was added to the monomers at an oil bath temperature of 55 ° C in the course of 7 minutes 0.9 ml of a 50 ° / ₀ solution of Borfiuorid-Diäthylätherat in dioxane. The temperature of the reaction mixture rose to 63 ^° C. in the process.

. The mixture was then stirred for 30 minutes and finally the still hot product was placed in a bowl poured out. The flow-drop point of the resulting very light wax, a polystearic acid glycidate, is 49.8 / 50.2 ° C.

Example 2

To 60 g of behenic acid glycidate with the key figures: flow-drop point 57.8 / 58.0 ° C, epoxy content ■ 7.7% (calculated 10.85%), chlorine content 0.5%, were at 70 ° C in the course 1.5 ml of a 50% solution of BF ₃ etherate in dioxane were added over a period of 12 minutes. The reaction flask was cooled with air. The mixture was then stirred at 70 ° C. for a further 30 minutes.

The polybehenic acid glycidate is a light-colored wax with a flow point of 67.2 / 67.5 ° C. and a molecular weight of about 2500 (using the ebullioscopic method).

Claims (1)

Patent claims: ίο 1. Process for the production of waxy, soluble polyesters, characterized that one glycidic esters of saturated, aliphatic monocarboxylic acids which contain 16 to 30, preferably 16 to 24 carbon atoms, heated with Friedel-Crafts catalysts. 2. The method according to claim 1, characterized in that the polymerization at a temperature between the melting point of the monomer and 200 ⁰ C, preferably at 50 to 100 ⁰ C, is carried out. 3. The method according to claim 1 and 2, characterized in that the amount of catalyst is 0.01 up to 3.0, preferably 0.1 to 1.5%, based on the weight of the ester to be polymerized, amounts to. 4. The method according to claim 1 to 3, characterized in that one glycidic ester of stearic acid, polymerized by behenic acid or mixtures of these esters. 709 648/361 9.67 © Bundesdruckerei Berlin