DE1261844B - Process for making AE ether waxes - Google Patents

Description

FEDERAL REPUBLIC OF GERMANY GERMAN # 1 »PATENT OFFICE Int. α .:

C07c

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German class: 12 ο-5/09

1,261,844
F47887IVb / 12o
December 10, 1965
February 29, 1968

In contrast to the ester waxes, which are widespread in nature, one has ether waxes not yet found in nature. However, it is synthetic ether waxes that make the constitution of polyvinyl ethers have been described. The manufacture of this polyvinyl ether is but complicated and not very productive. Aether waxes are particularly valuable because they are very resistant are e.g. B. in a highly corrosive atmosphere. Your ether groups can be turned into There is no difference between ester groups under normal conditions, even with acids and alkalis columns. Compared to the polyolefin and paraffin waxes, the ether waxes have polar groups and thus have the advantage of being easier to emulsify in water.

It has now been found that ether waxes can advantageously be produced if glycidic ethers are used aliphatic alcohols with 16 to 30 carbon atoms with aliphatic monoalcohols, the Containing 12 to 30 carbon atoms and / or with aliphatic polyalcohols containing 2 to 6 carbon atoms and contain 2 to 6 hydroxyl groups.

The waxes are formed according to the following reaction equation:

R O ■ CH ₂ CH CH ₂ + HOR '

-> R O CH ₂ CH CH ₂ ■ OR '

OH

In the formula, R denotes an aliphatic hydrocarbon residue with 16 to 30 carbon atoms, R 'is an aliphatic hydrocarbon radical with 2 to 12 carbon atoms, the other Can carry hydroxyl groups.

Glycid ethers are those of aliphatic alcohols with 16 to 30, preferably 16 to 24 carbon atoms understood. The cetyl, stearyl and glycidyl ethers are particularly suitable Behenyl alcohol and mixtures thereof. Furthermore, the glycidyl ethers of synthetic alcohols obtained from the Reaction products of aluminum triethyl with ethylene were produced.

Aliphatic monoalcohols are suitable as alcohols with 12 to 30, preferably 16 to 24 carbon atoms, also with aliphatic polyalcohols 2 to 6 carbon atoms. The number of hydroxyl groups can be 2 to 6. Suitable alcohols are for example: cetyl alcohol, stearyl alcohol, processes for the production of ether wax

Applicant:

Farbwerke Hoechst Aktiengesellschaft
formerly Master Lucius & Brüning,
6000 Frankfurt

Named as inventor:

Dr. Josef Kaupp, 6200 Wiesbaden;

Dr. Karl Petz, 8906 Gersthofen

Behenyl alcohol, glycol, butanols, hexanediols, glycerin, erythritol, pentaerythritol and mannitol. Farther it is also possible to use mixtures of alcohols.

The waxes are expediently produced in the absence of atmospheric oxygen and in the presence of catalysts by heating the alcohols with the glycid ethers, with the use of polyalcohols the primary hydroxyl groups react preferentially. The two components can be used in equimolar to equivalent amounts are used; when using monoalcohols is equimolar equal equivalent. It is also useful to increase the amount of glycidyl ether by 1 to 10 percent by weight, preferably 1 to 3 percent by weight.

Both acidic and basic catalysts are suitable as catalysts. Acid catalysts be z. B. named: sulfuric acid, phosphoric acid, hypophosphorous acid, p-toluenesulfonic acid, Tin (IV) chloride, boron fluoride diethyl etherate and mixtures of sulfuric acid or p-toluenesulfonic acid with hypophosphorous acid. Suitable basic catalysts are, for. B. tributylamine, diethylaniline or pyridine. The catalysts are used in amounts of 0.5 to 4 percent by weight, preferably 2 to 3 percent by weight, based on the total input, added.

The reaction of the alcohols with the glycidyl ethers can be reduced under atmospheric pressure Pressure or increased pressure. In the presence of inert solvents or diluents, z. B. ethers or hydrocarbons to work, is generally not necessary, however, in some cases, for example

809 510/349

wise if the wax solution is processed directly.

The temperature may, in particular 100 to 250 ⁰ C amount, in the implementation of 50 to 300 ° C. If the reaction is carried out in the preferred temperature range from 180 to 220 ^° C., reaction times between 10 and 20 hours are generally necessary.

The waxes produced by the process according to the invention can be used without further purification or removal of catalyst residues can be used in practice. They are hard and of light color. The waxes are particularly versatile in the cleaning agent sector, for example as a floor care product, as a furniture polish and as a car wax. They can also be used as an anti-corrosion agent. Furthermore it is possible, the waxes produced by the 'claimed process due to the still existing to modify reactive hydroxyl groups, for example by acylation. Ethoxylation, Cyanoethylation or by reaction with isocyanates or diisocyanates.

B e i s ρ i e 1 1

66.5 g Octadecylglycidäther, 6.2 g of glycol, 2.9 g of 50% hypophosphorous acid were stirred for 16 hours at 200 ⁰ C under atmospheric pressure and nitrogen overlay.

The reaction product is a bright hard wax from the flow or drip point 50.0, and 50.5 ⁰ C. Molecular weight: Found 677, Calculated for C ₄₄ H ₉₀ O _6: 714th

B e i s p.i e 1 2

66.5 g of octadecyl glycidyl ether, 9.2 g of glycerol, 3 g of 50% hypophosphorous acid were used for 16 hours stirred at 200 ° C as in Example 1.

The reaction product is a bright hard wax from the flow or drop point of 47.7 and 48 ⁰ C. Molecular weight: Found 724, Calculated for C45H91O7: 744, respectively.

Example 3

66.5 g Octadecylglycidäther, 54.1 g of stearyl alcohol, g of 50% hypophosphorous acid, 34 hours at 200 ⁰ C stirred as in Example. 1

The reaction product is a bright hard wax from the flow or drop point of 51.0 and 51.1 ⁰ C. Molecular weight: Found 611, Calculated for C ₃₉ H ₈₀ O _3: 596th

Claims (1)

Claim: Process for the production of ether waxes, characterized in that one Glycid ethers of aliphatic alcohols with 16 to 30 carbon atoms with aliphatic monoalcohols, which contain 12 to 30 carbon atoms and / or with aliphatic polyalcohols, containing 2 to 6 carbon atoms and 2 to 6 hydroxyl groups. Considered publications:
German Auslegeschrift No. 1149 343;
U.S. Patent Nos. 2,902,478, 2,898,349, 886,600. 809 510/349 2.68 © Bundesdruckerei Berlin