DE2162620B2 - DIRT-REPELLENT EQUIPMENT OF TEXTILE MATERIAL - Google Patents

Description

BSO ₃ -T ¹ O:
\ X

(I)

COOB

in the

B is a hydrogen atom or an alkali metal atom, R 'is an alkyl or alkenyl radical with 8 to 22

Carbon atoms,
η is a number from Obis 100 and
m is an integer from 2 to 4

mean, optionally in combination with N-methylol compounds.

2. The method according to claim 1, characterized in that that as the N-methylol compound N-methylolmelamine or N-methylolureas can be used.

3. The method according to claims 1 and 2, characterized in that 0.1 to 3% of the Connection of forms! (I) based on the weight of the substrate can be used.

4. Process according to Claims 1 to 3, characterized in that the compound of the formula (I) and the N-methylol compounds are used in a weight percentage ratio of 10:90 to 90:10 will.

5. Means for performing the method according to claims 1 to 4, consisting of a related on the weight of the substrate 0.01 to 10 percent aqueous solution or dispersion of a Compound of the formula (I), optionally in combination with N-methylol compounds.

6. Composition according to claim 5, characterized in that the compounds of formula (I) and the N-methylol compounds are present in a weight percentage ratio of 10:90 to 90:10.

It is known that textile material made of synthetic fibers, especially polyester fibers, and with N-methylol resins Finished textiles made from cellulose fibers or mixtures of cellulose fibers with synthetic fibers, in particular with polyester fibers, to increase soiling and poor dirt washability and a stronger dirt retention capacity own.

Attempts have been made to remedy this annoying phenomenon by equipping the textile materials with hydrophilic compounds to fix or decrease. Products that have proven their worth so far for practical use have are z. B. Polyacrylic acid derivatives (known from U.S. Patent 3,377,249). Polyoxyalkylene glycol-terephthalic acid copolymers (known from dom French patent 15 02 696), monostearic acid polyglycol ester (known from British Patent 7 38 379) and ethylene oxide or propylene oxide adducts with alkylphenols (known from the Swiss Auslegeschrift 6149/68 or from the German Offenlegungsschrift 19 14 389).

However, the products have several disadvantages. The polyacrylic acid derivatives give the finished Fabric a hard and stiff handle that

Polyoxyalkylene glycol-terephthalic acid copolymers cannot be used on cotton and the monostealic acid polyglycol esters and the ethylene oxide or propylene oxide adducts with alkylphenols give the finished textile material insufficient wash resistance and significantly impair the fastness properties of the dyed goods, in particular those dyed with disperse dyes.

It has been found that you can remedy the defects mentioned and at the same time the dirt-repellent Effect can be increased if a textile material is treated with at least a dirt-repellent finish a free acid group-containing compound of the formula (I) below, optionally in Combination with N-methylol compounds, for example with those used for the anti-crease finish are suitable, used.

The invention therefore relates to a method for the dirt-repellent finishing of fibers and threads and textiles made therefrom, which is characterized in that the textile material with an aqueous Solution or dispersion is treated, which 0.01 to 10%, based on the weight of the substrate, a at least one free acid group-containing compound of the formula

BSO.,

COO (C, "H ₂ ", O) "- -R '

COOB

in the

B is a hydrogen atom or an alkali metal atom,
R 'is an alkyl or alkenyl radical with 8 to 22

Carbon atoms,
η is a number from Obis 100 and
m is an integer from 2 to 4

mean, optionally in combination with N-methylol compounds, contains.

It is true that the preparation of sulfophthalic acid esters as wetting agents is disclosed in British Patent 4,18,334 and in US Pat American patent 19 35 264 already described its use as a means for the permanent dirt-repellent finishing of textiles however, it is not mentioned anywhere.

As remnants of the formula

COO--

Oj- COOB
"SO ₃ B

(II)

come in the form of free acids. Leftovers more aromatic

Sulfodicarboxylic acids into consideration, where as starting materials for the preparation of compounds of the formula (I) their derivatives, such as acid anhydrides, esters or acid halides, such as. B. the acid chlorides or acid bromides can be used. Called Let the aromatic sulfodicarboxylic acids be sulfophthalic acids such as 4-sulfophthalic acid.

Saturated and unsaturated hydroxy compounds with 8 to 22 carbon atoms are used for esterification into consideration z. B. octyl, lauryl, stearyl, behenyl or oleyl alcohol and ethylene and propylene oxide adducts from the above compounds having 1 to 90, preferably 1 to 60, alkylene oxide units.

Of the polyglycols and copolymers of polyethylene and polypropylene oxide are compounds mentioned, which have a molecular weight of about 200 to 6000.

The compounds to be used according to the invention can by known methods or analogously to known methods are prepared, it is important to ensure that a free acid group remains, e.g. B. by reacting a sulfonated aromatic dicarboxylic acid or a carboxylic acid derivative, z. B. an acid anhydride with an aliphatic alcohol or with an alkyl polyglycol ether at elevated temperature.

Preferred N-methylol compounds are used Aminoplast formers into consideration, by means of which one produces a wrinkle-free finish on textile materials can. In most cases, N-methylolurea or N-methylolmelamine compounds are advantageously used for this purpose used. Examples of such formaldehyde and Methylol compounds are derivatives of compounds the formula

C) C

NH

NH

wherein A, is a radical of the formula

A ₂ CH-O-CHA ₂
"CH ₂ -CH ₂ -

V ΓΙ2 L, H V Π2 ~~~

-CH-CH ₂ -A ₂ -O

CH CH-

I ι

OA ₂ OA ₂
-CH ₂ -CH-CH, -OA,
CH,

CH ₂ C-CW ₁
CH,

40

45

50

55

60 CH,

-CH C CH

I OA,
CH.,

and A ₂ denotes hydrogen or lower alkyl, urea, melamine (e.g. TYi-, tetra-, penta- or hexamethylolmelamine), carbamates, formaldehyde-acrolein condensation compounds, formaldehyde-acetone condensation compounds, alkylolamides (e.g. methylolformamide, methylolacelamide), Acrylamides (e.g. N-methylolacrylamide, N-methylol methacrylamide, N-methylmethylolacrylamide), diureas (e.g. trimethylol or tetramethylol acetylenediurea), triazone (e.g. dimethylol-N-ethyltriazone), haloacetamides (e.g. N-methylol -N-ynethylchloroacetamide), urons (e.g. dimethyloluron and dihydroxydimethyloluron}; mixtures of such aminoplast formers can also be used.

The finishing of fibers, threads or textiles made from them with an aminoplasi.bildner takes place preferably in the presence of catalysts. As catalysts for the implementation of the N-containing Methylol compounds are salts of polyvalent metals with strong mineral acids, ammonium or Amine salts as well as acids are used. Suitable salts are e.g. B. the nitrates, phosphates or halides of Magnesium and zinc, zinc oxychloride, as well as combinations of boric acid and calcium chloride, further acetates from Z. B. zinc or magnesium. As ammonium or amine salts come ammonium sulfate, chloride and -bromide into consideration; Mono- or pkimmonium phosphate and alkanolamine chlorohydrate, such as mono-, di- or Trietlianolamine chlorohydrate, can also be used will.

Suitable acids are, for example, hydrochloric, sulfuric or phosphoric acid and preferably low molecular weight, aliphatic acids such as propionic acid, glycolic acid, lactic acid, tartaric acid, citric acid or oxalic acid and especially formic acid or acetic acid alone or in combination with the listed metal salts, further succinic, maleic and sulfanilic acid. They can be used alone or in combination.

As fibers, threads or textiles made therefrom, those with the products which can be used according to the invention optionally in combination with an aminoplast former, preferably with the above-mentioned N-methylol compounds and catalytic converters come natural (cotton, linen, hemp), regenerated (viscose rayon, rayon, copper reyon, polynosic fibers and high-wet module fibers) and synthetic such as B. those made of polyester, polyacrylonitrile, polypropylene, polyamide into consideration, and mixtures of natural and synthetic fibers, especially those made of polyester and cotton.

The textile material to be finished can be in any form that occurs in the textile industry, be used, e.g. B. in the form of loose fibers, threads, woven, knitted fabrics, carpets, and felts Fleece.

The compounds of the formula (I) are preferably mixed with the, optionally precondensed, Aminoplast formers, according to processes known per se, from aqueous organic or preferably aqueous medium aui the high polymer textile material

brought. The compounds of the formula (I) and the optionally precondensed aminoplast former are preferably in the form of preparations which contain 10 to 90% of the compounds of the formula (I) and 10 to 90% of the aminoplast former, the ratio of compounds of the formula (I ) to aminoplast former 1: 0.4 to 1:10. Any known processes by means of which the preparation can be applied to the textile material, if appropriate after dilution, can be used as the finishing process: ι. Β. Padding, spraying, coating, printing, applying by screen or foam processes or by dipping. The textile material is advantageously finished with 0.01 to 10%, preferably 0.1 to 3% (based on the substrate) of the compounds of the formula (I) in combination with the N-methylol compounds. The treated material is then optionally dried and heat treated.

The application of the products according to the invention in combination with N-methylol-containing compounds takes place z. B. in the following way:

Mix 50 to 300 parts by weight, preferably 200 to 250 parts by weight of an approximately 50% solution of the N-methylol compound, optionally partially precondensed with 20 to 300 parts by weight, preferably 100 to 200 parts by weight of an aqueous, nearly neutral (pH 6-7) approx. 25% solution or dispersion of one of the solutions to be used according to the invention Products (I) with the addition of 5 to 75, preferably 20 to 30, parts by weight of one of the abovementioned Catalysts and diluted to 1000 parts with water.

A fabric is up to 150 ⁰ C, preferably dried with this dispersion to a dry weight gain of 50 to 80%, preferably about 70 to 75% padded and at 50 ° at 80 ° to 100 ⁰ C (optionally under reduced pressure or in inert gas atmosphere) .

Subsequently, preferably heat set at temperatures of 100 ° to 22O ⁰ C, preferably at 120 ° to 18O ⁰ C for a to 10 minutes from 2 to 6 minutes. If necessary, the fabric is rinsed with water and then dried.

The equipment obtained in this way is permanently dirt-repellent and crease-proof and makes it easier to use Measure the dirt and oil washability. In addition, that has to be used according to the invention Fabrics equipped with products are soft to the touch, have a very good antistatic effect and perform well to no or at most a slight deterioration in the fastness properties of dyed goods.

In the following examples, which further illustrate but do not limit the present invention should mean parts by weight and percentages are percentages by weight; the temperature is in degrees Celsius specified.

example 1

45.6 parts of 4-sulfophthalic anhydride-1.2 (0.2 mol) together with 37.2 parts of dodecanol-1 (0.2 Mol) heated to 130 ° for 3 hours, the acid number aJ the theoretical value decreases. The product thus obtained is easily soluble in water (product 1). It is suitable especially for the dirt-repellent finishing of textiles without compromising the authenticity of dispersion dyeing affect negatively.

Products with similar properties are obtained if, instead of 1-dodecanol

la) stearyl alcohol (product la)

Ib) oleyl polyglycol ether with 25 ethyloxide groups (product Ib),

be used.

The formulas of the three resulting compounds are as follows

COOC ₁ H ₁₅

for <■ <> <> "

SO, H

COOC ₁₈ H ₃₇

i A.

COOH

SQ, H

COO (CH ₂ -CH ₂
⁷ N-COOH

SO ₃ H

Application of the above regulation
obtained products 1,1 a and 1 b

A fabric made up of 67% polyester and 33% cotton, comes with a liquor that

250 g / l 50% aqueous dimethyloldihydroxyethy-

lenurea (synthetic resin I)
25 g / l Zn (NO ₃ J ₂ -6 H ₂ O and

200 g / l of a 25% strength aqueous solution (pH 6.5-7)> o one prepared according to the above procedure

Product; 1, la or Ib

contains,

padded to a liquor pick-up of 75% to 80%.

The fabric is then dried at 120 ° and 5 Heat set for minutes at 160 °. After the swatch has been halved, the two parts are cleaned once or five times with a commercially available heavy-duty detergent Washed for 30 minutes at 60 °. The tissues treated in this way are then subjected to the following tests subjected:

a) Oil stain test

The fabric is soiled with a used motor oil, washed and washed after being washed out rated.

b) wet soiling
(Wash graying)

The fabric sample is made with 6 g / l heavy duty detergent with the addition of 5 g / l of an artificially produced one Dirt consisting of

0.5% Fe ₂ O ₃
8.5% motor oil
0.9% carbon black
0.9% flame black

subjected to two washes. The fabrics are then washed gray according to the degree of washing

38%
17%
17%
17% peat
cement
kaolin
Kieselguhr I + Prod.
I + Prod.
I + Prod. 1
la
Ib Oil stain test
after a
Washing process after five
Washing
processes judged.
The evaluation in the following table takes place
ίο according to a grading system from 1 to 5, where 5
excellent and 1 mean bad. judgement
of the handle Authenticity ver
deterioration
from Disper
sion color
fabrics Equipment type 3-4
3
3-4 3-4
3
3 Wash graying
after one after five
Washing process washing
processes soft
soft
soft no
small amount
small amount Synthetic resin
Synthetic resin
Synthetic resin 4 2
5 2
4 2

709 619/468

Claims (1)

Patent claims: 1. Process for the dirt-repellent finishing of fibers, threads and those made from them Textiles, characterized in that the textile material is treated with an aqueous solution or dispersion containing 0.01 to 10% based on the weight of the substrate, a compound having at least one free acid group the formula COO (C, "H ,," O) "- R-