US3877871A

US3877871A - Process for rendering wool non-felting

Info

Publication number: US3877871A
Application number: US296473A
Authority: US
Inventors: Heinz Abel
Original assignee: Ciba Geigy AG
Current assignee: Novartis AG
Priority date: 1969-11-10
Filing date: 1972-10-10
Publication date: 1975-04-15
Anticipated expiration: 1992-04-15
Also published as: CA943307A; CH1665769A4; NL7016376A; BE758703A; DE2054173A1; FR2067066A1; FR2067066B1; GB1284684A; AT305944B; CH524010A

Abstract

A process for rendering wool non-felting by the exhaustion process is provided. The process is characterized in that the wool first is treated with an aqueous preparation containing small amounts of dichloroisocyanuric acid or of an alkali metal salt thereof. Afterwards the wool is subjected to a non-felting finishing process, wherein synthetic resins having affinity to wool are used. The pretreatment with dichloroisocyanuric acid or its salts produces an improvement in the adhesion of the resin thereby improving the permanence of the non-felting finish.

Description

United States Patent [1 1 Abel [ 1 Apr. 15, 1975 PROCESS FOR RENDERING WOOL NON-FELTING [75] Inventor: Heinz Abel, Reinach/Baselland,

Switzerland [73] Assignee: Ciba-Geigy AG, Basel, Switzerland [22] Filed: Oct. 10, 1972 [21] Appl. No.: 296,473

Related U.S. Application Data [63] Continuation of Ser. No. 86,632, Nov. 3, 1970,

abandoned.

[30] Foreign Application Priority Data Nov. 10, 1969 Switzerland 16657/69 [52] U.S. Cl. 8/127.6; 8/128 A; 117/55; 117/113;117/139.5 A; 117/141; 117/161 LN;

117/161 P; 117/161 UN; 117/161 Z8 [51] Int. Cl. D06m 15/36; D06m 15/60 [58] Field of Search..117/55, 113, 139.5 A, 161 ZB, 117/161 LN, 161 P, 161 VN;8/D1G.20, 128

[56] References Cited UNITED STATES PATENTS 2,992,944 7/1961 Binkley 117/141 2,993,747 7/1961 Scott 8/128 3,019,076 1/1962 Pardo et a1. 3,236,585 2/1966 Chesner et a1 8/127.6 3,441,435 4/1969 Kirschnek et al 1. 117/141 X 3,649,575 3/1972 Toepfl et a1. 117/141 X 3,681,128 8/1972 Berger et a1. 117/141 FOREIGN PATENTS OR APPLICATIONS 1,074,731 7/1967 United Kingdom 117/141 834,631 2/1970 Canada 117/141 Primary ExaminerHarry J. Gwinnell Attorney, Agent, or Firm-.loseph G. Kolodny; Edward McC. Roberts; Prabodh I. Almaula [5 7] ABSTRACT 16 Claims, N0 Drawings PROCESS FOR RENDERING WOOL NON-FELTING This is a continuation, of application Ser. No. 86,632 filed Nov. 3, 1970, now abandoned.

The subject of the invention is a process for rendering wool non-felting by the exhaustion process, using synthetic resins having an affinity for the wool fibre, characterized in that before the non-felting finishing with the synthetic resins, the wool is treated with an aqueous preparation which contains 0.1 to 2 percent by weight of dichlorisocyanuric acid or of an alkali metal salt thereof, relative to the weight of the wool to be treated.

Preferred synthetic resins with affinity for the wool fibre, for rendering wool non-felting, are here 1 reaction products of basic polyamides with epoxides, alkyl ethers of aminoplast precondensates, polyfunctional compounds or epoxide-aminoplastalkyl ether reaction products, or (2) reaction products of epoxideamine reaction products with epoxides, or (3) epoxidepolycarboxylic acid reaction products with amines or amine-epoxide reaction products.

Preferably, the aqueous preparation contains 0.5 to 1 percent by weight of dichloroisocyanuric acid or of an alkali salt thereof, relative to the weight of the wool to be treated. The alkali metal salts of dichloroisocyanuric acid are preferred to the free acid. Here it is possible to use the lithium, rubidium, caesium and above all the sodium or potassium salt of di chloroisocyanuric acid. The pretreatment of the wool is, as a rule, carried out at a temperature of 20 to 50C.

The reaction products (1), (2) and (3) used as preferred synthetic resins for the process according to the invention are especially the following products:

Reaction products 1 1.1 Reaction product of (a) basic polyamides which are obtained by condensation of (a') polymeric, preferably dimeric to trimeric, unsaturated fatty acids and (b') polyalkylenepolyamines, and of (b) epoxides, withv the equivalent ratio of the amino groups of the component (a) to the epoxide groups of the component (b) being 1:1 to 5:1, and the reaction is carried out in the presence of organic solvents with temperatures of at most 80C, and steps are taken, not later than on completion of the reaction, that a sample of the reaction mixture, after addition of water, has a pH value of 2 to 8 by virtue of addition of acid.

1.2 Reaction product of (a) basic polyamides which are obtained by condensation of (a') polymeric, preferably dimeric to trimeric, unsaturated fatty acids and (b') polyalkylenepolyamines, and of (b) aminoplastic precondensates containing alkyl ether groups, with the reaction being carried out in the presence of organic solvents and steps are taken, through the addition of acid, not later than on completion of the reaction that a sample of the reaction mixture has a pH value of 2 to 8 after addition of water.

1.3 Reaction product of (a) basic polyamides which are obtained by condensation of (a') polymeric, preferably dimeric to trimeric, unsaturated fatty acids and (b') polyalkylenepolyamines, and of (b) polyfunctional, preferably difunctional, compounds which possess, as functional groups or atoms, mobile halogen atoms, vinyl, acid, ester, acid halide, acid anhydride or isocyanate groups or at most one epoxide group together with other functional groups or atoms of the nature indicated, with the equivalent ratio of the amino groups of the component (a) to the functional groups or atoms of the component (b) being 1:1 to 10:1, and the pH value of the reaction mixture of components (a) and (b) is adjusted to a value of 2 to 8 not later than on completion of the reaction.

1.4 Reaction products of (a) basic polyamides which are obtained by condensation of (a') polymeric, preferably dimeric to trimeric, unsaturated fatty acids and (b') polyalkylenepolyamines, and of (b) reaction products of (21") 1.5 to 6 mols of an epoxide which contains at least 2 epoxide groups per molecule and (b") 1 mol of an aminoplast precondensate containing alkyl ether groups, of an aliphatic or aromatic dicarboxylic acid or of an anhydride of an aliphatic or aromatic dicarboxylic acid, with the equivalent ratio of the amino groups of the component (a) to the epoxide groups of the component (b) being 1:1 to 5:1 and pH value of the reaction mixture of the components (a) and (b) is adjusted to a value of 2 to 8 not later than on completion of the reaction.

Reaction products 2 2.1 Reaction product of (a) a reaction product of (a') a polyglycidyl ether, which is liquid at room temperature, of a polyphenol, and (b') a cycloaliphatic or cycloaliphaticaliphatic di-primary diamine in which at least one of the primary amino groups is bonded to a cycloaliphatic ring carbon atom, with the reaction being carried out in a ratio of 1 epoxide group equivalent to 3 to 5.5 amino group equivalents, in the absence of solvents, at temperatures of to C, and (b) an epoxide compound, with the reaction being carried out in a ratio of 1 epoxide group equivalent to 3 to 5 amino group equivalents at temperatures below 100C and steps aretaken through addition of acid, not later than on completion of the reaction, that a sample of the reaction mixture has a pH value of 2 to 7 after dilution with water.

Reaction products 3 3.1 Reaction product of (a) a reaction product of (a') an epoxide which contains at least two epoxide groups per molecule and (a") an organic carboxylic acid whichcontains at least 2 carboxyl groups per molecule, with the equivalent ratio of epoxide groups to acid groups being 1:0.1 to 1:0.8, with (b) (b') an amine containing at least two primary amino groups, wherein the amino groups each possess at least one hydrogen atom, bonded to nitrogen, or (b") .a reaction product of the component (b') with an epoxide which per molecule contains at least two epoxide groups, and wherein the equivalent ratio of hydrogen bonded to aminonitrogen to epoxide groups is 3:1 to 1 1:1, with the reaction being carried out in the presence of an organic solvent and-the equivalent ratio of epoxide groups to hydrogen bonded to aminenitrogen is 1:2 to 1:10, and steps are taken, through addition of acid, not later than on completion of the reaction, that a sample of the reaction mixture has a pH value of 2 to 8 after dilution with water.

3.2 The reaction product of (a) a reaction product of at least (a') one epoxide which contains at least two epoxide groups per molecule and-at least (a") one polymeric, unsaturated, preferably dimeric to trimeric, fatty-acid, with the equivalent ratio of epoxide groups to acid groups being 0.45:1 to 0.95:1 and (b) an amine containing at least two amino groups and exclusively basic nitrogen atoms, wherein the amino groups each possess at least one hydrogen atom bonded to nitrogen, or ammonia, with the reaction being carried out in the presence of an organic solvent at a temperature of to 120C and the equivalent ratio of acid groups to hydrogen bonded to aminenitrogen or to ammonia is 1:1 to 1:10, and steps are taken not later than on completion of the reaction, if appropriate through addition of a base, that a sample of the reaction mixture has a pH value of 7.5 to 12 after dilution with water.

The reaction products 3.2 can optionally also further be obtainedby reaction with aliphatic or aromatic diisocyanates. In this, either the reaction product of (a) and (b) is reacted with the diisocyanate, or the component (a) is first reacted with the diisocyanate and then with (b).

To manufacture the reaction products (1), polyamides of dimerised to trimerisedlinoleic acid or linolenic acid and a polyamine of formula H N (CH CH NH),, CH CH NH:

wherein n is 1, 2 or 3, are preferably used as component (a). I

To'manufacture certain reaction products, epoxides are used, namely component (b) in reaction product 1.1, (a") in 1.4, (b) in 2.1, (a) in 3.1, in (b") in 3.1, and (a) in 3.2. 1

These epoxides should contain at least 2 epoxide groups per molecule and should be in the monomolecular to at most slightly polymerised state, that is to say possess a high content of reactive epoxide groups, appropriately having an epoxide group equivalent of at most 1,000. In particular, epoxides of epihalogenohydrins and so-called bisphenols,'such asfor example the reaction product of 2,2-bis-(4'-hydroxyphenyl)- propane with epichlorohydrin, have here proved advantageous.

The alkyl ethers of aminoplast precondensates used as component (b) or as component (b) for the manufacture of the reaction products 1.2 and 1.4 respectively, are derived from urea, urea derivatives, such as for example alkyleneurea,=propyleneurea or glyoxalmonourein or especially from aminotriazines, such as for example melamine. ln particular, highly methylolated melamines which possess 2 to 3 n-butyl-ether groups, are preferred.

The component (b) for the manufacture of reaction products 1.3 can, for example, be a'phthalic aciclalkyl hydrogen atom bonded tohnitrogen. .For example, the

amines can be piperazines or phenylamines or poly amines such as are used for the manufacture of component (a) in the reaction products (1)..As cycloaliphatic amines such as are also used for the manufactureof the reaction products 2.1, there-may be mentioned diprimary cycloaliphatic diamines such as 3,5,5-trimethyl- 1 amino-3'aminomethyl-cyclohexane or aminomethyl-cyclopentane.

Thus, according to the invention, the procedurefollowed is that subsequent to the treatment with dichloroisocyanuric acid or its alkali salts, the woolis treated with aqueous preparations containing the synthetic resins, at temperatures of preferably to 100C.

If desired, the aqueous preparation of the synthetic resin can contain yet further additives such as wetting agents and dispersing agents. After impregnation with the synthetic resin preparation, the wool is dried and subjected to a treatment at elevated temperature.

A particularly advantageous process however proves to be the process for dyeing wool and rendering it nonfelting in which, successively and in optional sequence, using the exhaustion method, the wool is on the one hand dyed and on the other hand treated with an aqueous solution of dichloroisocyanuric acid or its alkali salts, preferably at 30 to 50C, and is subsequently treated with the aqueous preparations of the synthetic resins at 35 to 100C, at pH values of 3 to 9 or of 6 to 1, depending on whether cationic or anionic synthetic resins are being used.

Dyeing and rendering non-felting can thus be com bined in a simple manner and carried out in the same ester, a halogenacetic acid alkyl ester, and alkylene di- 7 halide, an alkylenediisocyanate or an epihalogenohydrin.

The components (a") in the reaction products 3.l and 3.2 can be the same aliphatic ethylenically unsatu rated dimeric to trimeric fatty acids asare used for the manufacture of the basic polyamides in the case of the reaction products (1).

ln addition to the polymeric fatty acids, possible very suitable components (a") for the reaction product 3.1 are also aliphatic dicarboxylic acids with .2 to 10 carbon atoms or aromatic dicarboxylic acids.

The amines (b) and (b) in the reaction products 3.1 and 3.2 are preferably aliphatic, cycloaliphatic, heterocyclic or aromatic amines which contain at least 2 amino groups, and wherein at least one amino group is primary and another amino group contains at least one.

apparatus without the wool being taken out of the apparatus between the two processes.

Dyeing can here be carried out in the customary sulphuric acid, acetic acid, sodium sulphate, ammo-,

nium sulphate and levelling agents, possible levelling:

agents being above all polyglycol compounds ofhigher aliphatic amineswhich can optionally also be quaternised and/or esterified at the hydroxyl groups by poly- I i V basic acids.

The liquor used for the non-felting treatment con tains, in addition to the preparation of the synthetic resin, the acid required to establish the acid medium.- 0

With cationic synthetic resins, the process is preferably carried out in the weakly alkaline range of about pH 8 to 9, ammonia or salts which react alkaline, such asfor example trisodium phosphate, being added to the 1i 7 quor.

Furthermore, yet other salts such as sodium sulphate ammonium sulphate or sodium .thiosulphate can be conjointly used. The liquors can also contain yet other customary additives such as agents for imparting a soft handle, or bleaching agents. Preferably, these agents are added to the preparation after absorption of the synthetic resin on the wool.

The amount of synthetic resin, (not calculating sol-,

vent and water), relative to the weight of wool, is appropriately 0.5 to 5 preferably 1.2 to 3 As has been mentioned, the process iscarried out at temperaturesof 3510 100C and in doing so, between 5 to 1-amino-2- minutes is in most cases required for an extensive to practically complete fixing of the synthetic resin.

The sequence of the two processes is optional; in general, it tends to be advantageous to dye first and carry out the non-felting treatment subsequently. The combined process for dyeing wool and rendering it nonfelting is particularly well suited to actual machine dyeing, where the goods being dyed are static and the liquor is agitated.

The small quantities of dichloroisocyanuric acid or of its salts, namely 0.1 to 2 preferably 0.5 to 1 7k, relative to the weight of the wool, which are employed in the treatment bath in the process according to the invention, do not yet cause any non-felting effect before the treatment with the synthetic resins, and also do not cause any significant damage to the fibre, but produce an improvement in the adhesion of the synthetic resins subsequently applied, whereby the permanence of the non-felting finish is increased.

In the manufacturing instructions and examples which follow, parts and percentages denote parts by weight and percentages by weight. The relationship of parts by volume to parts by weight is as of ml of g.

MANUFACTURING INSTRUCTIONS A. 49.4 g of a condensation product of polymerised linoleic acid and diethylenetriamine, having an amine equivalent weight of 247, are dissolved in 50 g of isopropanol and warmed to 50C internal temperature. At the same time, an 80% strength solution, in nbutanol, of 135.5 g of hexamethylolmelamine-dibutylether and -tributyl-ether (that is to say a mixture of din-butyl-ethers and tri-n-butyl-ethers of a highly methylolated melamine), in 100 g of isopropanol and 12 g of glacial acetic acid, is added dropwise over the course of 1% hours with good stirring.

The reaction is complete after a further 95 minutes and a sample gives a clear solution in deionised water.

The mixture is now diluted with water to a solids content of 31.4% and is stirred until cold; pH value 5.5. B. 67.7 g (0.1 mol) of an 80% strength solution of hexamethylolmelamine-dibutyl-ether and -tributylether (that is to say a mixture of di-n-butyl ethers and tri-n-butyl ethers of a highly methylolated melamine) in n-butanol are dissolved in 100 g of n-butylglycol. 57.3 g (0.3 epoxide equivalent) of an epoxide formed from 2,2-bis-(4-hydroxyphenyl)-propane and epichlorohydrin are then added and the mixture is warmed to 60C for 15 hours. A clear, colourless solution is obtained, which is further processed as follows:

98.8 g (0.4 amine equivalent) of a condensation product of polymerised linoleic acid and diethylenetriamine, having an amine equivalent weight of 247, are dissolved in 100 g of n-butylglycol and warmed to 50C internal temperature. Thereafter, 75 g of the preparation described above are added dropwise over the course of minutes. After 1 hour and 40 minutes, a sample gives a clear solution in aqueous acetic acid 10 g of glacial acetic acid dissolved in 378 g of water). This aqueous acetic acid solution is now added and the mixture is stirred until cold. A solution of medium viscosity, having a solids content of 20% and a pH value of 7.2, is obtained.

C. 434 g (2.55 mols) of l-amino-3-aminomethyl- 3,5,S-trimethylcyclohexane are first introduced into a stirred vessel and warmed to 100C under nitrogen. 191 g (1 epoxide group equivalent) of an epoxide formed from 2,2-bis-(4'-hydroxyphenyl)-propane and epichlorohydrin (5.25 epoxide group equivalents/kg) are added over the course of 30 minutes whilst stirring, the reaction temperature being kept between 1 10 and 120C. After a further 30 minutes at to C, 625 g of glycol-monobutyl-ether are added. After allowing the mixture to cool whilst stirring, a clear solution of medium viscosity is obtained. The amino group content of this solution is 3.73 equivalents/kg.

107.2 g (0.4 amine equivalent) of the solution thus obtained are warmed to 50C with good stirring. A solution of 19.1 g (0.1 epoxide group equivalent) of the epoxide of the composition indicated in the preceding paragraph, in 19.1 g of glycol-monobutyl-ether, are added dropwise over the course of 35 minutes. After a further 30 minutes stirring at 50C, a sample gives a clear solution in dilute aqueous acetic acid. The whole is now diluted with a mixture of 24 g of glacial acetic acid and 170 g of water and further stirred until cold. A clear solution, having a solids content of 20% and a pH value of 6.4 is obtained. D. 1 10 g of an epoxide from 2,2-bis-(4-hydroxyphenyl)-propane and epichlorohydrin (0.576 epoxy group equivalent) together with 88 g of dimerised linoleic acid (0.314 acid equivalent) are warmed to C internal temperature for 2 hours, whilst stirring. A highly viscous, clear product having an epoxide group equivalent weight of 758 and an acid number of 3 is obtained. 1

75.8 g of this epoxide (0.1 epoxide group equivalent) are dissolved in 76 g glycol-monobutyl-ether and warmed to 50C internal temperature. A solution of 13.72 g of diethylenetriamine (0.67 amino group equivalent) in 14 g of glycol-monobutyl-ether is then added dropwise over the course of 30 minutes whilst stirring. 40 minutes after completion of the dropwise addition, a sample gives a clear solution in glacial acetic acid/water (1:20). 13 g of glacial acetic acid and 224 g of deionised water are now added and the mixture is further stirred until cold. A clear solution having a solids content of 20% and a pH value of 7.0 is obtained. E. 98.8 g of a polyamide from polymerised linoleic acid and diethylenetriamine, having an amine equivalent of 247, are dissolved in 59 g of diethylene glycolmonobutyl-ether and warmed to 50Cinternal temperature.

19.1 g of an epoxide manufactured from 2,2'-bis-(4- hydroxyphenyl)-propane and epichlorohydrin (0.1 epoxide group equivalent) dissolved in 59 g of diethylene glycol-monobutyl-ether, are added dropwise over the course of 30 minutes, with good stirring.

45 minutes thereafter a sample gives a clear solution in glacial acetic acid/water (1:28). 12 g of glacial acetic acid in 324 g of deionised water are now added and the preparation is stirred until cold. A clear, mobile solution is obtained, having a solids content of 20% and a pH value of 7.0. F. 282 g of a dimerised linoleic acid 1 acid equivalent) together with 134 g 0.7 epoxide group equivalent) of an epoxide accordingto instruction A are warmed for 5 hours to 150C internal temperature, whilst stirring.

A highly viscous, clear product having an acid number of 64 and an epoxide group content of 0 is obtained. 87 g of the product thus produced (0.1 acid equivalent) are dissolved in 87 g of n-butylglycol and after addition of 7.3 g of triethylenetetramine (0.3 amine equivalent) the whole is stirred for 1 hour at 60C. Thereafter 275 g of deionised water are added and the mixture is further stirred until cold. A 20% strength solution having a pH value of 8.8 is obtained. A pH value of 9.2 is established by adding 6 g of 24% strength ammonia.

a. 247.5 g of hexahydrophthalic acid diglycidyl ester having an epoxide equivalent weight of 165 together with 15.5 g of ethylene glycol (0.25 mol) are warmed for 2 hours to 180C internal temperature.

b. 49.4 g (0.2 amino group equivalent) of a polyamide of polymerised linoleic acid and diethylenetriamine (amine equivalent weight 247) are dissolved in 60 g of n-butylglycol and warmed to 60C internal temperature. A solution of 19.3 g of the product described under (a) (0.05 epoxide group equivalent) in 40 g of butylglycol is then added dropwise over the course of 30 minutes. 45 minutes thereafter 8 g of glacial acetic acid and 159 g of deionised water are added and the mixture is stirred until cold. A clear, mobile solution is obtained, haaving a solids content of 20% and a pH value of 6.8.

a. 191 g of an epoxide from 2,2-bis-(4- hydroxyphenyl)-propane and epichlorohydrin (1 epoxide equivalent) and 81 g of sebacic acid (0.8 acid group equivalent) are warmed for 2 hours to 150C internal temperature, whilst stirring. A highly viscous product having anepoxide group equivalent weight of 1320 and an acid number of 4.3 is obtained.

b. 39.6 g (0.16 amino group equivalent) ofa condensation product of polymerised linoleic acid and diethylenetriamine, having an amine equivalent weight of 247, are dissolved in 100 g of n-butylglycol and warmed to 60C internal temperature. Thereafter, 54.4 g of the product described under (a), dissolved in 54.4 g of nbutylglycol (0.04 epoxide group equivalent) are added dropwise over the course of 30 minutes. After 75 minutes, 10.8 g of glacial acetic acid and 217 g of water are added and the mixture is further stirred until cold. A clear, mobile solution is obtained, having a solids content of 20% and a pH value of 5.8. l. 434 g (2.55 mols) of l-amino-3-aminomethyl- 3,5,5 trimethyl-cyclohexane are first introduced into a stirred vessel and warmed to 100C under nitrogen. 191 g (1 epoxide group equivalent) of an epoxide formed from 2,2-bis-(4-hydroxyphenyl)-propane and epichlorohydrin are added over the course of 30 minutes whilst stirring and keeping the reaction temperature between 110 and 120C. After a further 30 min-, utes at 1 to 120C, 625 g of n-butylglycol are added. After cooling whilst stirring, a clear solution of medium viscosity is obtained. The amino group content of this solution is 3.73 equivalents/kg.

53.6 g (0.2 amine equivalent) of the solution thus obtained are warmed to 55C internal temperature. 37.6 g of an epoxide (0.05 epoxide group equivalent) manufactured by reacting 0.576 epoxide group equivalent of an epoxide from 2,2-bis-(4'-hydroxyphenyl)-propane and epichlorohydrin with 0.314 acid group equivalent of dimerised linoleic acid, dissolved in 30 g of nbutylglycol, are then added dropwise over the course of one hour. 40 minutes thereafter a sample gives a clear solution in glacial acetic acid/water 1:15). 12 g of glacial acetic acid and 178 g of deionised water are now added and the mixture is stirred until cold. A clear solution having a solids content of 20% and a pH value of 5.7 is obtained. J. 98.8 parts of a condensation product of polymerised linoleic acid and diethylenetriamine (0.4 amine equivalent) are heated under nitrogen to a temperature of 180 to 190C. 20.8 parts of dodecene oxide (0.1

mol) are added dropwise over the course of 2 hours, the mixture is kept at 180 to 190C for a further 2 hours and then cooled to C, and 24 parts of glacial acetic acid are added. Thereafter the mixture is cooled further and dissolved in parts of acetone. A solution of 4.2 parts of hexamethylenediisocyanate (0.025 mol) in 100 g of acetone is then added dropwise at 35C over the course of 4 to 5 hours, and the mixture is then kept at 60C for 2 hours. Thereafter the acetone is largely distilled off in vacuo, and the residue is dissolved in water and adjusted to a final weight of 1,280

parts. The solids content of this product is about 10%.

EXAMPLE 1 A portion of 100 kg of wool hank yarn is first dyed,

in the usual manner, preferably with reactive dyestuffs. A fresh bath of 3,000 l of water at 40C is then prepared. 1,000 g of the sodium salt of dichloroisocyanw ric acid are now added to this bath, followed, after 15 minutes, by 3,000 g of 25% strength ammonia and 8,000 g of preparation according to instruction E.

The resulting stable emulsion is uniformly absorbed on the wool yarn in 15 to 30 minutes. 4,000 g of triso- I EXAMPLE 2.

100 kg of wool yarn are first dyed in the usual man-.

ner in a cheese dyeing apparatus.

A fresh treatment bath of 1,000 l of water at 40C is i then prepared. 500 g of the sodium salt of dichloroisocyanuric acid are first added, followed after 10 minutes by 8,000 g of a preparation according to in--' struction F and 4,000 g of glacial acetic acid. The resuiting emulsion is uniformly absorbed on the wool in 1 about 20 minutes. After a further 20 minutes, 200 g of a condensation product of 1 mol of octadecyl alcohol. and 35 mols of ethylene oxide are still added, and after i a further 10 minutes the goods are rinsed and dried.

The yarn is non-felting according to IWS Specifications. 7B.

Instead of preparation F, the preparations according to instructions A to E can also be used.

EXAMPLE 3 100 kg of wool hank yarn are first dyed in the usual manner withreactive dyestuffs.

A fresh treatment bath of 1 kg of the sodium salt of dichloroisocyanuric acid in 1,000 l of water is prepared and the wool is treated therein for 30 minutes, at 30C. Thereafter it is rinsed, and a bath consisting of 0.6 kg of sodium bicarbonate, 8 kg of the product according to instruction G, 0.5 kg of ammonia (25% strength) and 400 l of water is prepared. An emulsion forms in this bath and is completely absorbed on the wool over the course of to 30 minutes. Thereafter 2 kg of an approximately strength aqueous softener emulsion, containing a polyethylene which contains a few carboxyl groups, and a fatty amine, are added to the bath, and after 15 minutes the goods are rinsed twice and dried. The wool yarn is non-felting according to lWS Specification 71.

Instead of preparation G, the preparations according to instructions H to J can also be used.

I claim:

1. A process for rendering wool non-felting, comprising the steps of immersing the wool in an aqueous exhaustion bath which consists essentially ofa water solution of 0.1 to 2% by weight, relative to the weight of the wool to be treated, of dichloroisocyanuric acid or of an alkali metal salt thereof, and thereafter treating the wool in an exhaustion bath with an aqueous solution of 0.5 to 5% by weight relative to the weight of the wool to be treated of a synthetic resin, at a temperature of 35 to 100C, wherein the synthetic resin is the reaction product (a), (b) or (c), wherein (a) is the reaction product of a basic polyamide with an epoxide, or with an alkyl ether of an aminoplast precondensate, or with an epoxide-amino-plast-alkyl ether reaction product; (b) is a reaction product of an epoxide with an amineepoxide reaction product; and (c) is thereaction product of an epoxide-polycarboxylic acid with an amine or with an amine-epoxide reaction product, the epoxide reactant in each case being a low molecular weight reaction product of a bisphenol with epichlorohydrin.

2. A process according to claim 1, in which the aqueous preparation contains 0.5 to l per cent by weight of dichloroisocyanuric acid or of an alkali metal salt thereof.

3. A process according to claim I, in which an alkali metal salt of dichloroisocyanuric acid is used. I

4. A process according to claim 1, in which the sodium or potassium salt of dichloroisocyanuric acid is used. 7

5. A process according to claim 1, in which the first step of the process is carried out at a temperature of 20 to 50C.

6. A process according to claim 1, in which said baths additionally contain a softener.

7. The wool which has been rendered non-felting according to the process of claim 1.

8. A process according to claim 1, in which said basic polyamide comprises the reaction product of a polymeric unsaturated fatty acid with a polyalkylenepolyamine.

9. A process according to claim 8 in which the fatty acid is dimerised or trimerised linoleic acid the and said polyalkylene polyamine has the formula wherein n is 1, 2 or 3.

10. A process according to claim 8, in which said reaction product is a basic polyamide reacted with an epoxide, the equivalentratio of amine groups to epoxide groups being from 1:1 to 5:1 and the pH of the reaction product not later than on completion of the reaction is adjusted to 2 to 8.

11. A process according to claim 8, in which said reaction product is a basic polyamide reacted with the reaction product of l. 1.5 to 6 moles of an epoxide which contains at least 2 epoxide groups per molecule and 2. 1 mole of an aminoplast precondensate containing alkyl ether groups with the equivalent ratio of amino groups of polyamide to said epoxide aminoplast reaction product being 1:1 to 5:1.

12. A process according to claim 8, in which said reaction product is a basic polyamide reacted with the reaction product of l. 1.5 to 6 moles of an epoxide which contains at least 2 epoxide groups per molecule and 2. 1 mole of an aminoplast precondensate containing alkyl ether groups with the equivalent ratio of amino groups of polyamide to said epoxide aminoplast reaction product being 1:1 to 5:1.

13. A process according to claim 12, in which the aminoplast precondensate is a methylolated melamine containing 2 or 3 n-butyl ether groups.

14. A process according to claim 1, in which synthetic resin (b) comprises the reaction product of l. 1 equivalent of an epoxide with 2. 3 to 5 equivalents of the reaction product of a. 1 equivalent of a polyglycidyl ether of a polyphenol that is normally liquid with b. 3 to 5.5 equivalents of a cycloaliphatic or cycloaliphatic-aliphatic di-primary amine in which at least one of the primary amino groups is bonded to a cycloaliphatic ring carbon atom.

15. A process according to claim 1, in which synthetic resin (c) comprises the reaction product of 1. one equivalent of the reaction product of an epoxide containing at least 2 epoxide groups per molecule with an organic carboxylic acid which contains at least 2 carboxyl groups per molecule, the equivalent ratio of epoxide groups to acid groups being 120.1 to 110.8 with 2. 2 to 10 equivalents of hydrogen bonded to amine nitrogen of a. an amine containing at least 2 primary amino groups or b. the reaction product of an amine containing at least 2 primary amino groups with an epoxide containing at least 2 epoxide groups where the ratio of hydrogen. bonded to amine nitrogen to epoxide groups is 3:1 to 11:1.

16. A process according to claim 1, in which synthetic resin (c) comprises the reaction product of 1. an epoxide containing at least 2 epoxide groups per molecule with a polymeric unsaturated fatty acid, the equivalent ratio of epoxide groups to acid groups is 0.45:1 to 0.95:1 with 2. an amine containing at least 2 amine groups, the

equivalent ratio of acid groups of the epoxide to amine nitrogen being 1:1 to 1:10.

Claims

1. A PROCESS FOR RENDERING WOOL NON-FELTING, COMPRISING THE STEPS OF IMMERSING THE WOOL IN AN AQUEOUS EXHAUSTION BATH WHICH CONSISTS ESSENTIALLY OF A WATER SOLUTION OF 0.1 TO 2% BY WEIGHT, RELATIVE TO THE WEIGHT OF THE WOOL TO BE TREATED, OF DICHLOROISOCYANURIC ACID OR OF AN ALKALI METAL SALT THEREOF, AND THEREAFTER TREATING THE WOOL IN AN EXHAUSTION BATH WITH AN AQUEOUS SOLUTION OF 0.5 TO 5% BY WEIGHT RELATIVE TO THE WEIGHT OF THE WOLOL TO BE TREATED OF A SYNTHETIC RESIN, AT A TEMPERATURE OF 35* TO 100*C, WHEREIN THE SYTHETIC RESIN IS THE REACTION PRODUCT (A), (B) OR (C), WHEREIN (A) IS THE REACTION PRODUCT OF AN A BASIC POLYAMIDE WITH AN EPOXIDE, OR WITH AN ALKYL ETHER OF AN AMINOPLAST PRECONDENSATE, OR WITH HAN EPOXIDE-AMINO-PLAST ALKYL ETHER REACTION PRODUCT; (B) IS A REACTION PRODUCT; OF AN EPOXIDE WITH AN AMINE-EPOXIDE REACTION PRODUCT; AND (C) IS THE REACTION PRODUCT OF AN EPOXIDE-POLYCARBOXYLIC ACID WITH AN AMINE OR WITH AN AMINE-EPOXIDE REACTION PRODUCT, THE EPOXIDE REACTANT IN EACH CASE BEING A LOW MOLECULAR WEIGHT REACTION PRODUCT OF A BISPHENOL WITH EPICHLOROHYDRIN.

2. A process according to claim 1, in which the aqueous preparation contains 0.5 to 1 per cent by weight of dichloroisocyanuric acid or of an alkali metal salt thereof.

2. 1 mole of an aminoplast precondensate containing alkyl ether groups with the equivalent ratio of amino groups of polyamide to said epoxide aminoplast reaction product being 1:1 to 5:1.

2. 2 to 10 equivalents of hydrogen bonded to amine nitrogen of a''. an amine containing at least 2 primary amino groups or b''. the reaction product of an amine containing at least 2 primary amino groups with an epoxide containing at least 2 epoxide groups where the ratio of hydrogen bonded to amine nitrogen to epoxide groups is 3:1 to 11:1.

2. 3 to 5 equivalents of the reaction product of a''. 1 equivalent of a polyglycidyl ether of a polyphenol that is normally liquid with b''. 3 to 5.5 equivalents of a cycloaliphatic or cycloaliphatic-aliphatic di-primary amine in which at least one of the primary amino groups is bonded to a cycloaliphatic ring carbon atom.

2. an amine containing at least 2 amine groups, the equivalent ratio of acid groups of the epoxide to amine nitrogen being 1:1 to 1:10.

3. A process according to claim 1, in which an alkali metal salt of dichloroisocyanuric acid is used.

4. A process according to claim 1, in which the sodium or potassium salt of dichloroisocyanuric acid is used.

5. A process according to claim 1, in which the first step of the process is carried out at a temperature of 20* to 50*C.

9. A process according to claim 8 in which the fatty acid is dimerised or trimerised linoleic acid the and said polyalkylene polyamine has the formula H2N-(CH2-CH2-NH-)n-CH2-CH2NH2 wherein n is 1, 2 or 3.

10. A process according to claim 8, in which said reaction product is a basic polyamide reacted with an epoxide, the equivalent ratio of amine groups to epoxide groups being from 1:1 to 5:1 and the pH of the reaction product not later than on completion of the reaction is adjusted to 2 to 8.

11. A process according to claim 8, in which said reaction product is a basic polyamide reacted with the reaction product of

12. A process according to claim 8, in which said reaction product is a basic polyamide reacted with the reaction product of

14. A process according to claim 1, in which synthetic resin (b) comprises the reaction product of

15. A process according to claim 1, in which synthetic resin (c) comprises the reaction product of

16. A process according to claim 1, in which synthetic resin (c) comprises the reaction product of