DE1045651B - Process for the production of ethers of monohydric and polyhydric alcohols from N-sulfonic acid salts of aminoplast precondensates - Google Patents

Description

Process for the production of ethers of monohydric and polyhydric alcohols of N-sulfonic acid salts of aminoplast precondensates It is already known that methylol ethers are obtained from aldehyde condensation products from aminoplast formers can if you use the corresponding methylol compounds or the resulting Pre-condensates of amino resins treated with alcohols in an acidic medium.

It has now been found that ethers of monohydric and polyhydric alcohols can be used of N-sulfonic acid salts of aminoplast precondensates can be obtained by using N-sulfonic acid Salts of aminoplast precondensates in a strongly acidic medium at temperatures below 40 ° C with mono- or polyhydric alcohols. Preferably the implementation of the components at temperatures between -f-5 and -f-25 ° C. It can however, lower temperatures, for example of 0 ° C. or below, are also used will.

Suitable N-sulfonic acids or their salts are compounds, such as, for example, in the condensation of salts of N-sulfonic acids from aminoplast formers be obtained with aldehydes with an always alkaline reaction of the condensation medium. In this connection, aminoplast-forming base materials without sulfonic acid groups can also be used are co-condensed as such, so that in the condensation product per mole of aminoplast-forming Base material is less than 1 mole of l # T-sulfonic acid salt. As mono- or polyvalent Alcohols can all be used otherwise for the etherification of methylol compounds monohydric and polyhydric alcohols are used. In particular, the following should be mentioned here: Methyl alcohol, ethyl alcohol, propyl alcohol, isopropyl alcohol, butyl alcohol, isobutyl alcohol, Glycol and glycerin. The alcohols can already be reacted with the formaldehyde can also be added after the formaldehyde condensation take place.

It is extremely surprising that what is shown above Ways the ethers of the N1-sulfonic acid salts of the aminoplast precondensates form, since the N-sulfonic acids of the aminoplast precondensates are extraordinary in an acidic medium quickly split off the sulfo group.

The new ones obtained according to the method of the present invention Connections can e.g. B. for the treatment of fibrous materials such as for anti-crease finishing or used to achieve finishing effects. They are also suitable for the fixation of tannins or pigments, example 1 In 2200g formaldehyde (40%) 720g of amidosulphonic acid sodium are dissolved at 20 to 25 ° C with stirring, The pH of the solution should be 8 to 8.5. This solution then becomes 756 g melamine and the reaction mixture is heated to about 80 ° C until the melamine has gone into solution, which is the case after about 10 to 15 minutes. The solution the formed 1 \ T-sulfonic acid salt is then cooled to 60 ° C, at this point Temperature 3600 g of methanol were added and the whole thing was further cooled to 10 to 20 ° C. At this temperature, the solution is mixed with 360 g of concentrated hydrochloric acid (36.5 ° / 9i, -) added and the mixture stirred for 1 hour. After that, by adding solid soda the p11 value of the solution adjusted to 8 to 8.5 and the excess methanol distilled off in vacuo. 4300 g of a clear syrup are obtained, the content of which is Melamine is 17.5% and that of methanol bound as methylol methyl ether is 91 / o. Both the syrup and a solution of the product are extremely durable and can be stored well. The product is suitable for a crease-resistant finish.

Example 2 60 g of amidosulfonic acid sodium, dissolved in 100 ccm of water, 330 g of formaldehyde (30.8%; pH of solution 8) and 176 g of 1,4-butanediol bisurethane are added added and the mixture heated for 11/4 hours to 95 to 98 ° C, with stirring a clear solution is obtained. After cooling to 60 ° C., 20 g of 1,4-butanediol are added added and the mixture after further cooling to 5 to 10 ° C by adding 6 g concentrated hydrochloric acid (36.5% / aig) on an acidic reaction against Congo paper set. After further stirring, add of caustic soda the pH of the solution is adjusted to 9. It is heated to 50 ° C for a short time, minor impurities in the solution are then removed by filtration and finally concentrated in vacuo to about 400 g yield. You get one. clear, durable Syrup.

Instead of the caustic soda used to make the solution alkaline Calcium oxide can also be used with the same success.

Example 3 A solution of 60 g of sodium sulfamic acid in 100 cc Water is mixed with 330 g of formaldehyde (30.8%) and adjusted to pg 8. 167 g of 1,4-butanedioal bisurethane are added to the solution and the mixture is 11/4 Stirred at 95 to 98 ° C. for an hour. After cooling to 60 ° C, the obtained Solution of the N-sulfonic acid salt was mixed with 74 g of n-butanol and kept at 5 to 10 ° C by adding 5 g of concentrated hydrochloric acid to a Congo paper acidic Response discontinued. At this temperature the reaction mixture is further 11/2 Stirred for hour, then made alkaline by adding sodium hydroxide solution (p $ = 9) and concentrated in vacuo to a yield of 360 g (amount of butanol recovered 10 g). A clear, durable syrup is obtained.

EXAMPLE 4 A solution of 60 g of sodium sulfamic acid in 100 ecm of water is mixed with 400 g of formaldehyde (30.8%), adjusted to p $ 8, 29 g of urea are added and the mixture is kept at 95 to 98 ° C. for 1 hour while stirring warmed up. 45 g 1,4-butanediol are then added, after cooling to 5 to 10 ° C. the reaction mixture is adjusted to a reaction that is acidic to Congo paper by adding 5 g of concentrated hydrochloric acid (36.5%) and a further half at the temperature mentioned Hour stirred. The pH of the solution is then increased to 9 by adding sodium hydroxide solution. the mixture concentrated in vacuo to about 350 g. A clear syrup with a good shelf life is obtained.

Example 5 A solution of 50 g of sulfamic acid in 50 cc of water is neutralized with about 60 g of 34% sodium hydroxide solution and at 20 to 25 ° C with 600 g of 30% formaldehyde were added. The p $ value of the solution should be between 8 and 8.5 lie. 126 g of melamine and 62 g of glycol are added to the solution and the resulting The mixture was heated to 95 to 98 ° C. for 11/2 hours while stirring. The resulting clear The solution is then cooled to 20 ° C. by adding 50 g of concentrated hydrochloric acid adjusted to an acidic reaction to Congo paper and a further hour stirred at 20 ° C. Then, by adding sodium hydroxide solution, a p $ value of 8 to 8.5 and the reaction mixture concentrated in vacuo to about 670 g. Man gets a clear syrup. The product is suitable for creating wash-resistant embossing effects on cotton.

Claims (1)

PATENT CLAIM: Process for the production of ethers mono- and polyvalent Alcohols of N-sulfonic acid salts of aminoplast precondensates, characterized in that that N-sulfonic acid salts of aminoplast precondensates in a strongly acidic medium with mono- or polyhydric alcohols at temperatures below 40 ° C., preferably between -I-5 and -I-25 ° C.