DE1259098B - Process for the production of an air-drying coating mass - Google Patents

Description

FEDERAL REPUBLIC OF GERMANY

GERMAN

PATENT OFFICE

EDITORIAL

Int. Cl .:

C08g

German class: 39 c-16

Number: 1259 098

File number: D41422IVd / 39c

Filing date: April 24, 1963

Opening day: January 18, 1968

From French patent specification 1258 000 is already a process for the production of water-soluble resinous products known, according to which a drying or semi-drying oil is reacted with an unsaturated anhydride. The carboxylated drying oil is then made with ammonium hydroxide and optionally with amines and quaternary Treated ammonium hydroxides. However, this method is disadvantageous because ammonium hydroxide is a toxic compound, while amines and quaternary ammonium hydroxides are expensive. According to a in said French patent 'described Alternatively, the resinous material can be prepared using a urea-formaldehyde or a melamine-forraaldehyde mixture. This production method is also disadvantageous in that it is expensive and the resin formed is less resistant to corrosion than that after products obtained according to the invention.

US Pat. No. 2,952,663 describes a process for the preparation of esters which in turn are useful for the production of resins, according to which an alkenylphenol with an opposite Phenols reactive aldehyde reacted and then the product, which is in a mixture of 50 parts of toluene and 50 parts of n-butanol is soluble, is reacted with an organic compound capable of interacting with the phenolic hydroxyl groups to react. This known process is disadvantageous in that the process products in aqueous Solvents are insoluble and therefore organic solvents must be used, which are expensive, are flammable and toxic.

The method according to the invention for producing an air-drying one overcomes these disadvantages Coating composition of an alkali-soluble, carboxylated drying oil, which is the reaction product a drying or semi-drying oil with maleic anhydride, maleic acid, fumaric acid or Itaconic acid, which is characterized in that the carboxylated drying oil is first with a phenol and then with a mixture of an aldehyde and an aqueous ammonia solution implements.

Production of the alkali-soluble, used according to the invention, carboxylated drying oils

Suitable drying or semi-drying oils are e.g. cottonseed oil, soybean oil, corn oil, Oiticica oil, tung oil, flaxseed oil, and perilla oil. Drying or semi-drying oils are such Oils that contain a large proportion of unsaturated fat process air-drying Coating compound

Applicant:

Dunlop Rubber Company Limited, London

Representative:

Dr. F. Zumstein, Dr. E. Assmann

and Dr. R. Koenigsberger, patent attorneys,

8000 Munich 2, Bräuhausstr. 4th

Named as inventor:

John Liberty Smith, Coleshill, Warwickshire;

Reginald David Singer, Birmingham, Warwick

(Great Britain)

Claimed priority:

Great Britain 28 April 1963 (16 303)

acids such as oleic acid, linoleic acid, linolenic acid, licanic acid and elaostearic acid. These oils are reacted with maleic anhydride, maleic acid, fumaric acid or itaconic acid in such an amount, that the product is soluble in aqueous alkali. The reaction is preferably increased at Performed temperature, which is favorable about 90 ° C. It is also possible to briefly heat to about 300 ° C. at the end of the reaction period. Preferably maleic anhydride is used in an amount of 10 to 40 percent by weight of the drying agent Oil.

Suitable phenols are e.g. B. cresols, resorcinol, pyrocatechol and alkylphenols, preferably that Phenol itself, d. H. Monohydroxybenzene.

As the aldehyde, for. B. formaldehyde or acetaldehyde, preferably formaldehyde, can be used.

The alkali-soluble, carboxylated drying oil is preferably reacted with the phenol at an elevated temperature, which can advantageously be around 120 ° C. The reaction between the carboxylated drying oil and phenol is usually carried out in an inert atmosphere, to prevent the oil from decomposing and in the presence of a catalyst to accelerate it the reaction. A suitable catalyst

· .-: · - ·. ·. 709 719/429

for this is ζ. B. Oleum. The further reaction is also preferably carried out in an inert atmosphere.

According to the invention, an air-drying coating composition is obtained which, after baking, has a Provides a coating that is resistant to attack by water and sprayed salt water, namely is hard but still has considerable flexibility.

The following example, in which all parts represent parts by weight, further explains the invention:

Production of the alkali-soluble, carboxylated drying oil used according to the invention

80TeUe of tung oil are mixed with 20 parts of maleic anhydride mixed and heated to 90 ° C in an inert atmosphere for 1 hour. After this time has elapsed the temperature is quickly increased to 285 ° C. While heating, the reaction mixture became constantly stirred, and on cooling a maleinized tung oil was obtained, which is soluble in aqueous alkali is.

example

100 parts of the maleinized tung oil thus obtained were then mixed with 27 parts of phenol and a trace of oleum and stirred for 1 hour and heated to 120 ° C in an inert atmosphere. 100 parts of this reaction product were mixed with 45 parts Formalin (a solution of formaldehyde containing about 37 percent by weight formaldehyde) and 9.2 parts of an aqueous ammonia solution with a specific weight of 0.88 mixed. The reaction mixture was heated to reflux at 100 ° C. for 1 hour in an inert atmosphere and with stirring. The resin thus obtained was soluble in aqueous alkali, and a solution of the resin in diethylaminoethanol was mixed with a dispersion of red iron oxide to make a coating. This coating compound was painted on a steel surface and then baked for 30 minutes at 160 ° C, to make the resin thermoset. The coating thus obtained was against sprayed salt water and when immersed in hot water, it was resistant and hard but still had one considerable flexibility.

Claims (2)

Patent claims: 1. Process for the production of an air-drying coating mass from an alkali-soluble, carboxylated drying oil, which is the reaction product of a drying or semi-drying Oil with maleic anhydride, maleic acid, fumaric acid or itaconic acid, characterized in that the carboxylated ^ drying oil first with a phenol and then with a mixture of one Aldehyde and an aqueous solution of ammonia converts. 2. The method according to claim 1, characterized in that one. used as ⁷ phenol monohydroxybenzene. Considered publications:
French Patent No. 1258,000;
U.S. Patent No. 2,952,663. 709 719/429 1.68 © Bundesdruckerei Berlin