DE1803087C3 - Process for the production of condensation products and their use for finishing cellulosic textile materials - Google Patents

Description

25 Reaction also completed at 45 to 70 ° C

will.

The invention also relates to the use of the condensation products thus obtained in the

From the German Auslegeschrift 10 40 787 known equipment of cellulose-containing water-insoluble polymeric triazine compounds are 30 textile materials with aminoplast precondensates,
Known by the implementation of halotriazines, as further starting materials in addition to cyanuric chloride

z. B. cyanuric chloride, containing epoxy groups are thiourea, alkali or Ammo.äum reaction products from MonohalogenhyHrinen and hydrogen sulfide required, also mono- or trihydric alcohols, such as. B. glycerol-a-mono-dialkanolamines with a maximum of 4 carbon atoms, chlorohydrin, can be obtained. The polymeric compounds are preferably mono- or diethanolamine.
cannot fertilize from aqueous preparations The conversion takes place in an aqueous medium,

be applied. You are e.g. B. suitable as antistatic agents for the organic solvents, textile materials in addition to the water. especially those that are miscible with water

Other antistatic agents for textile materials are made from. Mention should be made of lower alcohols and the German patent 11 31 404 known. There 40 acetone.

are water-insoluble condensation- A certain sequence of the individual reac-

products made from compounds with at least two final stages are not required, d. i.e., cyanuric Amino groups and polyepoxides with min- chloride A) can first with the sulfur-containing evaporation two epoxy groups in the molecule. bond B) or first with the alkanolamine C)

The German Auslegeschrift 11 36 825 describes 45 to be set.

water-soluble self-condensation products from in For the conversion of every mole of the compo-

4- and / or 5-position substituted 2-aminoimidazonents B) or C) with cyanuric chloride is 1 mol linen, optionally with formaldehyde or di-alkali - or a small excess - in the form or trihalotriazines, aqueous alkali hydroxide or alkali carbonate solutions can be reacted further. These condensation products are used to add 50% to the reaction mixture, to be precise improvement the wet fastness of dyeings. neither all at once or in portions.

The reactions described in British Patent 8 72 656 are carried out at temperatures between

written aminoplast precondensates from amino see -10 and + 3O ⁰ C carried out, in connection with such. B. melamine, epihalohydrins essence of organic solvents under O ⁰ C ge and formaldehyde, the resulting methylol 55 can be worked, while in the presence of group-containing compounds, optionally purely aqueous reaction media with advantage that can still be etherified, temperatures are finally suitable increased to 0 ° C or a little above,
to reduce the water absorption of textiles. It is advisable to use the second reaction

Resin mixtures for finishing textiles should not be started until the first stage also known from US Pat. No. 3,052,570. 60 implementation is largely complete. This is about The mixtures contain etherified Methylolmel- then the case when after adding the amount of alkali amines and Dimethyloläthylenurea and can or their last portion in the reaction medium can be used in anti-crease equipment. Adjusts the pH to about 7. The response will then

The known products and compounds have at temperatures between 30 and 100 ° C, preferably different chemical compositions than those in the 65 wise between 40 and 70 ⁰ C, completed and processes according to the invention produced condensation can be completed after 2 to 3 hours. The sation products on and show different physical pH value of the reaction mixture should during and application properties and be in this time in neutral or weakly alkaline

lie rich. A decrease in the pH value worsens the solubility properties of the reaction product considerably and can be avoided by adding further amounts of alkali. Sationsprodukte "The condensate can also be prepared in such a way that, in an aqueous medium at temperatures from -10 to +25 ⁰ C and at pH values of 6 to 9 In the molecular ratio of 1: 1.5 to 1: 0.5 Lets cyanuric chloride act on thiourea and after completion of this first reaction stage without intermediate separation, 0.5 to 1.5 of a monoalkanolamine is added per mole of cyanuric chloride, while maintaining pH values of 6 to 10, the temperature of the reaction medium is initially at 30 to 50 for at least 8 hours ° C and then for at least 5 hours at 60 to 65 ° C and optionally removing water from the resulting mixture by distillation.

In general, a total of about 4 moles of mono-acid base are used per mole of cyanuric chloride, ie z. B. 3 moles of alkali hydroxide and 1 mole of alkanolamine are consumed. The amount of water used as the reaction medium can be used within wide limits be chosen freely, expediently so that, on the one hand, the reaction mixture can be easily stirrable right from the start and the risk of heating above the prescribed temperature limits is avoided, there? but on the other hand, the practical feasibility is not called into question by unnecessary dilution. Since cyanuric chloride is sparingly soluble in the water used as the reaction medium, it is advisable to use it to be converted beforehand into the finest possible state, which is carried out in a manner known per se Dissolve in an organic, water-miscible solvent such as acetone and discharge the solution can happen on ice. As mentioned at the beginning, the molecular ratio of cyanuric chloride to the sulfur-containing compound B) in the range from 1: 2 to 1: 0.5, preferably 1: 1.5 to 1: 0.5, and that Molecular ratio of cyanuric chloride to alkanolamines) likewise in the range from 1: 2 to 1: 0.5, preferably 1: 1.5 to 1: 0.5. Particularly good results are achieved when equimolecular or only slightly different amounts of the three reactants are used.

After the reaction has ended, the product obtained can readily be used for that specified at the beginning Purpose to be used. In view of the generally not very high concentration of the mixture At the end of the reaction, however, it is advisable to partially remove the water under reduced pressure or to be distilled off completely. In this way one generally obtains stable products which at most slightly colored and easily and completely soluble in water.

The products obtained by the above-mentioned process are suitable, as already mentioned, for use in combination with aminoplast precondensates for finishing cellulosic Textile materials, especially to improve the mechanical properties and increase the Dimensional stability. Textile materials made of cellulose come here, optionally in combination with others Fibers, e.g. B. polyester fibers into consideration. Accordingly, the preferred application is according to Products obtained by the process according to the invention, characterized in that one is applied to textile materials an aqueous preparation applies which a curable aminoplast precondensate, a Contains curing catalyst and a condensation product of the specified composition and the dried textile material hardens by treatment at elevated temperature.

Aminoplast precondensates are taken to mean addition products of formaldehyde with methylolatable nitrogen compounds. Called his in this context amino-l, 3,5-triazines such as melamines substituted on nitrogen, z. B. ammeline, guanamines, e.g. B. benzoguanamine, acetoguanamine. Also suitable are: Symmetrical alkyl triazones, biuret, thiourea, alkyl carbamates, guanidine, alkyl or aryl ureas and thioureas, alkylene ureas or diureas, e.g. B. ethylene urea, propylene urea, acetylenediurea; 4,5-dihydroxy-imidazolidone-2 and its derivatives, e.g. B. the 4,5-dihydroxyimidazolidone-2 substituted in the 4-position on the hydroxyl group with the radical - CH ₂ - CH ₂ - CO - NH - CH _{2 - OH.} Preferred. are the methylol compounds of urea and melamine, it being possible to use lower or higher methylolated compounds, especially in the case of melamine. The use of compounds whose methylol groups z. B. are more or less completely etherified with methyl groups is also possible.

The usual acidic or potentially acidic compounds such as ammonium chloride, Magnesium chloride, zinc fluoroborate can be used.

Particularly valuable results can also be achieved when finishing the textile materials in addition to the aminoplast precondensate, the hardening agent and prepared by the process according to the invention A customary emulsion polymer is added to the condensation product, which consists of a N-methylolamide of a «, / 9-ethylenically unsaturated Carboxylic acid or an ether of such a methylamine and an alkaline earth salt of a / 9-ethylenic unsaturated monocarboxylic acid has been produced. In particular those available in aqueous emulsion Copolymers from

a) 0.25 to 10 percent by weight of an alkaline earth metal salt of an ethylenically unsaturated monocarboxylic acid (e.g. calcium acrylate),

b) 0.25 to 30 percent by weight of an N-methylolamide or N-methylolamide ether of a <x, ß - \\ n saturated mono- or dicarboxylic acid (e.g. acrylic acid methylolamide, methacrylic acid methylolamide or the methyl ethers of these methylolamides),

c) 99.5 to 60 percent by weight of at least one other copolymerizable compound (e.g. an ester of acrylic or methacrylic acid and an alkanol such as methanol, ethanol, n-biitanol, Acrylic acid tertiary butylamide, vinylidene chloride, vinyl acetate, acrylonitrile, styrene),

are particularly suitable.

Depending on the purpose of the finish, the aqueous preparations can contain other customary ingredients included, e.g. B. water repellants, suitable optical brighteners, wetting and dispersing agents or Flame retardants, especially phosphorus compounds such as dialkylphosphono-propionic acid methylolamides. In very many cases, the addition is also recommended

a conventional, for example non-ionic, softening agent, z. B. an aqueous emulsion of a methylolmelamine alkyl ether modified by stearic acid alkylolamide radicals.

The proportions of the individual substances in the aqueous preparations can vary within wide limits and can be adapted to the particular purpose. In general, it is advisable to use 1 to 4 parts of condensation product of cyanuric chloride, thiourea and mono- or dialkanolamine with a maximum of 4 carbon atoms for every 10 parts of aminoplast precondensate. Otherwise, the textile material can be treated in a conventional manner known per se. You can z. B. impregnate undyed or dyed fabric or knitted fabric on a padder with the preparations and, expediently after intermediate drying at temperatures up to 100 ^° C., subject it to a dry heat treatment at temperatures of 140 to 180 ^° C. for 2 to 20 minutes, the amount of the The temperature and the duration can be selected according to the purpose of the treatment, the z. B. can consist of a crease-proof finish or a permanent shape. The equipment can also be combined with a dyeing process, e.g. B. in the knowledge that the Fou-Iard liquor still contains a dye which, according to special substituents, is reactive with the fiber or especially with the aminoplast precaensate and due to this property is fixed on the substrate during the heat treatment or beforehand.

It is known that the mechanical properties are increased by the finishing with amino resins the cellulose-containing fiber materials, in particular the dimensional, tear and abrasion resistance, unfavorable influenced, namely the loss is generally greater, the higher the content of aminoplast and the more energetic the hardening is. These serious disadvantages can be largely eliminated with the help of the new condensation products or at least on a portable one Degree to be reduced. From the additional effect of these condensation products, e: a can be improved Soil release from the fiber can be observed.

example 1

190 g (1 mol) of cyanuric chloride are dissolved in 1 liter of acetone, the solution is poured onto 1 liter of water and 1 kg of ice and the precipitated cyanuric chloride is filtered off. The paste is then added to a solution which has been prepared from 76 g (1 mol) of thiourea and 500 ml of water at 45 ° C. and then cooled by adding 500 g of ice. In this first condensation stage, the pH is kept at 6.7 to 6.9 by adding dropwise 5N sodium hydroxide solution and the temperature is kept at 8 to 10 ° C. by indirect cooling. After about 5 hours and a consumption of about 3.5 MdI sodium hydroxide, the pH host remains constant, and practically everything is dissolved in the reaction mixture. Now 61 g (1 mol) of monoethanolamine are added at once, and the now clear solution is held in a further condensation stage for 15 hours at 35 to 40 ⁰ C and then in a third stage for 8 hours at 55 to 60 ° C. During this time, further sodium hydroxide solution is added as required so that the pH value is always 7.0, for which about 0.5 mol of sodium hydroxide is required. Finally, the solution is vacuum evaporated at 90 to 100 ⁰ C to dryness and the residue was ground in the ball mill. 410 g of a pale yellow, readily soluble in water, hygroscopic powder are obtained: condensation product A.

In addition to this product A, the table below shows others which can be obtained by this procedure Condensation products listed with the associated data for their manufacture.

Table I.

Amount in Mole Ethanol
amine 1st stage time
Hours. pH 2nd stage time
Hours. pH 3rd stage time
Hours. pH Reconditioning Cyanur
chloride Thio
urine
material Temp.
⁰ C Temp.
⁰ C Temp.
⁰ C E: Evaporation
in vacuum bd
⁰ C

Λ 1 1 1 8 to 10 5 6.7 to 35 to .40 15 7 55 to6O 8 7

6.9

Bl 1 1 0 to 10 8 6.0 to 35 to 40 14 7 55 to 60 9 7

6.5

Cl 1 1 0 to 12 2 8 to 9 35 to 40 15 7 55 to 60 8 7

Dl 1 1 0 to 10 4V ₂ 7 35 to 40 15 7 55 to 60 8 7

El 1 1 Obis8 5 7 35 to 40 14 7 55 to 60 9 7

F 1 1.5 0.5 0 to 10 8 7 35 to 40 13 7 55 to 60 7 7

G 1 0.5 1.5 0 to 10 22 7 35 to 40 22 7 55 to 60 8 7

H 2 2 2 0 to 12 14 7 35 to 40 18 7 55 to 60 8

E 90 to 100 E 90 to 100

E 9ObislOO

E 90 to 100

E 90 to 100

E 90 to 100

Filtered off insoluble residues, then E 90 to 100

f. 9nhisinn

Example 2

18.5 g (0.1 mol) of cyanuric chloride are dissolved in 100 ecm of acetone, the solution is poured onto 0.1 liter of water and 0.1 kg of ice and the precipitated cyanuric chloride is filtered off. The paste is then added to a solution which has been prepared from 7.6 kg (0.1 mol) of thiourea and 50 ml of water at 45 ° C. and then cooled by adding 50 g of ice. In this first condensation stage, the pH is kept at 6.7 to 6.9 by adding dropwise 5N sodium hydroxide solution and the temperature is kept at 8 to 10 ^° C. by indirect cooling. After about 5 hours and a consumption of about 3.5 mol of sodium hydroxide, the pH remains constant and practically everything is dissolved in the reaction mixture. Then 10.5 g (0.1 mol) of diethanolamine are added at once, and the reaction mixture is heated for a further addition of 10 ml 5 N sodium hydroxide (0.05 moles) to 55 to 6O ⁰ C and 5 hours with stirring at leave this temperature.

The solution is then ^{evaporated to dryness at 60 °} C. in vacuo. 46 g of a pale yellow powder which is readily soluble in water are obtained: Condensation product: J.

Example 3

to be added gradually. The reaction mixture obtained is evaporated to dryness in vacuo. 40 g of a condensation product which is readily soluble in water are obtained. Condensation product: L.

Example 5

18.5 g (0.1 mol) of cyanuric chloride are in 150 ml

Suspended water and mixed with 14.35 ml (0.1 mol) of a 39.1% solution of sodium hydrosulfide ^{at 0 ° C. for 60 minutes.}

6.1 g (0.1 mol) of monoethanolamine and then 20 ml (0.1 mol) of 5N sodium hydroxide solution are added in one portion to the yellow suspension thus formed; then is heated to 5O ⁰ C and left for about 2 hours under stirring at this temperature. The pH of the reaction mixture adjusts to about 7 after this time. After a further addition of 20 ml (0.1 mol) of 5N sodium hydroxide solution and a reaction time of 3 hours at the same temperature, the reaction is ended. The pH value is set at 10. The reaction mixture is first nitrated in order to separate off the insoluble constituents (5.5 g of yellowish substance). Then the filtrate at 6O ⁰ C in vacuum evaporated to dryness. 26.5 g of a white powder are obtained. Condensation product: M.

18.5 g (0.1 mol) of cyanuric chloride are dissolved in 100 ml of 3 " Suspended alcohol, and the suspension is then cooled to a temperature between 5 and 10 ° C. 6.1 g (0.1 mol) of monoethanolamine are then added all at once, and the mixture is then added over a period of 15 minutes dropwise with 20 ml of 5N sodium hydroxide solution (0.1 mol) and the reaction mixture is stirred for about 1 hour the same temperature until a constant pH value of about 2.7 has been set.

By adding 7.6 g (0.1 mol) of thiourea and 30 ml of 5N sodium hydroxide solution (0.15 mol), each in one portion, the reaction mixture temporarily reaches a pH of 11, which after a further 30 minutes' reaction time , whereby the temperature is increased to 30 to 40 ⁰ C, goes back to about 7. A further 20 ml of 5N sodium hydroxide solution are then added and the reaction is terminated after stirring for _{2–2 hours.}

The colorless suspension thus obtained is evaporated in vacuo at 40 ⁰ C to dryness. 40 g of a pale yellow product which is readily soluble in water are obtained. Condensation product: K.

Example 4

18.5 g (0.1 mol) of cyanuric chloride are dissolved in 200 ml of a mixture of 100 ml of water and 100 ml of acetone suspended. At 0 ° C., 6.1 g (0.1 mol) of monoethanolamine are then added all at once. By dropping them of 5.3 g (0.05 mol) of anhydrous sodium carbonate in 15 ml of water for 1 hour is the The pH of the reaction mixture was kept at approximately 7.

7.6 g (0.1 mol) of thiourea and 20 ml (0.1 mol) of 5η sodium hydroxide solution are now added. After the pH has dropped to 7, the temperature is increased to 50 ^° C. and the reaction is then brought to an end over 90 minutes with stirring, a further 40 ml (0.2 mol) of 5N sodium hydroxide solution being added

Example 6

Aqueous padding liquors are prepared using the substances listed below:

a) aminoplast precondensate

50% aqueous solution of a mixture of Dimethyloläthylenurea and a methyl ether highly methylolated melamine.

b) Softener

30% aqueous dispersion of a stearic acid alkanolamide modified methyl ether of a highly methylolated melamine.

c) copolymer

27% strength aqueous emulsion of a copolymer of 80 parts of n-butyl acrylate, 13 parts Acrylic acid n-butyl ester, 13 parts vinylidene chloride, 6 parts Acrylsä-iremethylolamid and 1 part calcium acrylate.

d) condensation product

from cyanuric chloride, thiourea and monoethanolamine, prepared according to Example 1. Condensation product: A.

With padding liquors, the composition of which is shown in Table II, mercerized and bleached cotton wool poplin with a liquor pick-up of 60% (based on the weight of the fabric) is impregnated. After drying at 60 to 8O ⁰ C, the tissue during 4 ¹ ZgMmUtCn at 155 ° C a heat treatment is subjected, then washed at the boil with 0.2% sodium carbonate solution for 5 minutes, rinsed with cold water and dried.

609 609/110

Table II

ίο

a) Aminoplast precondensate - 150 150 grams / liter

b) Softener - 30-30 grams / liter

c) copolymer emulsion - - - grams / liter

d) Condensation product A - - 40 - Grams / liter

MgCl ₂ -OH ₂ O ■ - 19 19

Grams / liter

CH ₃ COOH, 40% - 0.5 0.5

Grams / liter

pH of the padding liquor - 5.6 6.2

Tear strength (χ) ¹ ) 100 43 61

Abrasion resistance (%) ² ) 100 18 65

Crease resistance 2t ⁰³ ) 50 130 113

Wrinkle angle, wet 4- ° ⁴ ) 59 128 111

') Determination of the tear strength on samples of 25 × 50 cm by increasing stress until it ruptures (SNV 98461). The weight load required for this is assumed to be 100% for the untreated fabric. the Numbers in columns 1 to 8 indicate what percentage of the same load until the treated one tears Tissue samples is required.

² ) To determine the abrasion resistance, a loaded abrasion element (burst '; with nylon bristles) performs a uniform rotary movement on the test material, which is also rotating uniformly. The number of rubbing revolutions (n) up to the formation of holes in the test material is determined, after which this number (m) has been determined for the untreated material. This becomes the 150

30th

100

30th

100

40 -

40 -
19 13
0.5 0.5 0.5

100

30th

40

100

30th

40

40 - 40 13 13 13 0.5 0.5 0.5

28 137 137 6.2

61

73
124
128

5.6

55

43
119
119

6.2
65
89
100

113

5.6

54

54 124 124

6.2 69 105 110

125

Abrasion resistance (S) of the treated fabric samples calculated:

S = 100 "

³ ), *) To determine the crease angle, dry, or evenly wetted, rectangular pieces of fabric of 16-44 mm cut diagonally to the threads are folded parallel to the shorter side and loaded with 2 kg weights between glass plates. After 5 minutes of exercise and one hour of recovery, the probes are placed in an angle measuring device of conventional construction and the crease angles are measured.

Example 7

According to the information in Table III, padding liquors are prepared using additives b), c), d) and e). The composition of substances b), c) and d) is described in Example 2. The aminoplast precondensate used here is the methylolated glyoxal monourein e) instead of the meiamine compound a). The baths of this composition are used to impregnate mercerized cotton poplin. Then we treated at ⁰ C to 8O dried and then during minutes at 170 ° C. The fabric is then washed at boiling temperature with 0.2% sodium carbonate solution for 5 minutes, rinsed with cold water and dried.

Table III

140 140 140
30 30 30

a) Aminoplastvor-g / 1 - condensate

b) Soft handle - g / l - medium

c) copolymer g / l -

d) Condensation g / l - product A
Zn (NO ₃ ), · g / l
6H ₂ O

pH of the padding liquor

Tear strength,% ¹ y

Fire resistance,% ² )

Crease angle ³ )
dry, 2L °

Crease angle ⁴ )

wet, | Λ °

¹ J, ³ ), ³ ), ⁴ ): Information on the determination of these variables can be found in Table II.

- 40 40 40
40 13th 13th 13th 13th 4.5 5.1 4.6 5.1 100
100
47 25th
6th
143 51
40
126 28
5
149 52
48
132 64 124 112 131 119

Example 8

Aqueous padding liquors are prepared using the substances listed below:

a) aminoplast precondensate

50% aqueous solution of a mixture of Dimethyloläthylenurea and a methyl ether highly methylolated melamine.

b) Softener

30% aqueous dispersion of a stearic acid alkanolamide modified methyl ether of a highly methylolated melamine.

c) copolymer

27% strength aqueous emulsion of a copolymer of 80 parts of n-butyl acrylate, 13 parts Vinylidene chloride, 6 parts of methylolamide and 1 part of calcium acrylate.

d) wetting agents

25% aqueous solution of the addition product of p-nonylphenol and 9 mol of ethylene oxide.

e) Lightening agent of the formula

HN-CH ₂
ι -CH ₂ SO ₃ Na SO ₃ Na ) C-HN- < ^N C = N ^ I. OCH ₃

HN-CH ₂ CH ₂ SO ₃ Na

NC _x

^: ν

SO ₃ Na

N = C

OCH ₃

f) one of the following condensation products:

1. Condensation product made from cyanuric chloride, thiourea and monoethanolamine according to example 1; Condensation product: A.

2. Condensation product made from cyanuric chloride, monoethanolamine and thiourea according to example 3; Condensation product: K.

3. condensation product of cyanuric chloride, sodium hydrosulphide and monoethanolamine, produced according to example 5; Condensation product: M.

g) Magnesium chloride hexahydrate (MgCl ₂ · 6 H ₂ O).

With padding liquors, the composition of which can be seen in Tables IV, V and VI, mercerized and bleached cotton poplin with a liquor pick-up of 60%, based on the weight of the fabric, is impregnated. After drying at 60 to 80 ^° C., the fabric is ^{subjected to a heat treatment for 4 to} ₂ minutes at 155 ° C., then washed at boiling temperature with 0.2% sodium carbonate solution for 5 minutes, rinsed with cold water and dried.

40 Table IV g / l g / l O 1 3 - 2 3 3 - 4th 150 3 150 3 150 150 45 a) aminoplast g / l 15th 10 15th precondensate ') - 30th 5.9 30th 30th 5.9 30th b) soft handle • g / i ·) 15th medium - - 63 - 5.9 40 63 40 50 c) copolymer g / l 19th 39 emulsion g / l ³ ) - 69 3 3 d) wetting agents f) condensation g / l ⁴ ) - 59 3 3 e) lightening agents product A - 133 130 10 cc g) MgCl ₂ · 6H ₂ O 116 124 JtJ pH of the - 122 15th Foulard fleet - 121 5.9 Tear strength (%) 6o Abrasion resistant 100 69 speed (%) 100 103 Crease angle: i. ° a) dry 65 b) wet 53 127 65 126

g / l g / l 13th O 1 3 - 2 3 3 - 18th 03 9 20th 087 λ Table VI g / l g / i 14th 0 1 2 3 - 4th 150 3 150 3 150 K 150 150 150 150 Table V g / l 15th 5 15th a) aminoplast g / l 15th ') - 30th 5.9 30th 30th 9 5 4th precondensate -. 30th 30th 30th 5.9 30th a) aminoplast g / i 15th 150 5 b) soft handle g / l ² ) precondensate ² ) - - 63 - 5, 40 63 medium 40 63 40 b) soft handle g / l 30th c) copolymer g / i 39 medium g / l - 1 ° 69 3 39 emulsion g / l ³ ) .— 3 3 3 3 c) copolymer f) condensation g / l - 3 40 IO d) wetting agents f) condensation g / 1 ⁴ ) - 3 3 3 3 emulsion product K ³ ) - 55 e) lightening agents product M over - - 10 130 10 d) wetting agents g) MgCl ₂ -OH ₂ O 3 g) MgCl ₂ -6 H ₂ O are then found ar 124 e) lightening agents pH of the - 133 130 3 pH of the - 15th 15th this 15th Foulard fleet 116 124 5 Foulard fleet - 5.9 ¹ 5.9 5.9 Tear-resistant 123 15th Tear strength (%) speed (%) 100 120 15th Abrasion resistant 100 63 69 71 Abrasion resistant , 9 5, speed (%) 100 19th 48 94 speed (%) 100 Wrinkle angle: _ ^ ° 72 a) dry Wrinkle angle: zL ° b) wet 53 133 119 127 a) dry 88 ¹ Y, ² ), ³ ), ⁴ ): information 65 116 119 126 b) wet 53 r the determination size 65 1 Table II. 120 117

Claims (2)

essential for other purposes. US Pat. No. 30 52 570 describes a comparable field of application, but the 1. A process for the preparation of condensation effects of the suitable to Knillerfreiauüriistung resin products, characterized in that 5 mixtures be significantly improved if the that apphziert in aqueous medium at Tempeaturen resin mixtures together with the erfindungsvon -10 to + 3O ⁰ C contemporary condensation products. The subject of the present invention is therefore A) Cyanuric chloride with _em process for the production of condensation B) thiourea or an alkali or amino products, characterized in that one in monium hydrogen sulfide, and aqueous medium at temperatures from -10 to ι 30 ° C C) a mono- or dialkanolamine with high- at least 4 carbon atoms A) cyanuric chloride with converts, the molar ratio of A to B or 15 B) thiourea or an alkali or amine A to C jewels 1: (2 to 0.5), then jie monium hydrogen sulfide, and Reaction at temperatures between 30 and q _a mono- or dialkanolamine with at most 100 ° C leads to the end and from the resulting 4 carbon atoms. Removed water mixture by distillation. 2. Use of the converts according to the method according to 20, wherein the molar ratio of A to B or Claim 1 obtained condensation products when A to C is in each case 1: (2 to 0.5), then the reaction the known equipment of cellulose at temperatures between 30 and 100 ° C to an end containing textile materials with Aminopiastvorkon- leads and from the resulting mixture water densates. removed by distillation. Preferably the