DE1469360A1 - Process for the finishing of textile materials - Google Patents

Description

FARBENFABRIKEN BAYER AG P 14 69 360.8 LEVERKUSEN-B «yeiweA March 21, 1968 Patent department B / Li Process for the finishing of textile materials

The present invention is a process for the finishing of textile materials by treatment with vinyl or polymers produced by divinyl monomers or. Copolymers and compounds containing isocyanate groups; the process is characterized in that the isocyanate groups Possessing compounds Isocyanate group-owning reaction products, which are composed of at least two hydroxyl groups Carrying compounds with a molecular weight of 500 - 6000 and polyisocyanates are produced, and the reaction products are used together with vinyl or divinyl monomers produced polymers or copolymers which contain groups capable of reacting with isocyanate groups, in Brings the form of an aqueous liquor to use.

To, those made from vinyl or divinyl monomers and to Reaction with isocyanate-capable groups possessing polymers and copolymers include z. B. such Polymers or copolymers obtained from acrylic or methacrylic acid, their hydroxyalkyl esters or amides are, if necessary by copolymerization with other olefinically unsaturated compounds, such as ethylene, propylene, Vinyl chloride, vinyl acetate, vinyl ethers, ζ. B. vinyl ethyl ether,

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Styrene, divinylbenzene, butadiene, isoprene, chloroprene; further those copolymers that are obtained when using N-methylolacrylamide, N-methylol methacrylamide or its containing by reaction with at least one further functional group Alcohols prepared derivatives copolymerized with other olefinically unsaturated compounds, e.g. B. according to the Method of French patent 1 328 255.

The at least two hydroxyl group-bearing compounds with a molecular weight of 500-6000, on which the reaction products to be used according to the invention are based, include, for example, polyethylene, polypropylene, polybutylene or polyhexylene glycols, as well as polyesters made from aliphatic dicarboxylic acids such as succinic acid, adipic acid, sebacic acid or maleic acid, and polyalcohols such as diethylene glycol Ärhylenglykol _r, Propylenglykcl, butanediol, and neopentyl glycol, available are "Btevoraugt are those compounds having a molecular weight in the range of 800 - 3500 and whose OH value a value of 30 - has 250th

Purely the production of the conversion products come as Polyisocyanates, preferably aliphatic and cycloaliphatic diisocyanates, are suitable. Examples are

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Tetramethylene diisocyanate, hexamethylene diisocyanate, 1,4-cyclohexane diisocyanate, 4,4'-dicyclohexylmethane diisocyanate and 2,4- and 2,6-hexahydrotolylene diisocyanate. Suitable are also aromatic diisocyanates, such as p-phenylene

diisocyanate and 2,4- or 2,6-tolylene diisocyanate, and triisocyanates, such as the reaction product of the formula OCN- (CH ₂ ) ₆ -N / 1cONH- (CH ₂ ) ₆ -NCQ / obtainable from 3 mol of hexamethylene diisocyanate and 1 mol of water ₂ . The reaction products containing isocyanate groups can be prepared in a manner known per se by reacting the compounds containing at least two hydroxyl groups with a stoichiometric excess of polyisocyanates calculated on the hydroxyl content at elevated temperatures. The reaction products containing isocyanate groups can, if desired, also be in the form of the known bisulfite -Addition products are used.

The weight ratio between the polymers or copolymers and the isocyanate groups. containing-reaction products is expediently 0.25 to 4: 1. The content of the aqueous liquor in the polymer or Copolymers and the reaction products containing isocyanate groups can also be used within wide limits - between 5 and 70 percent by weight - fluctuate »

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U69360

Treatment of Te. !! materials with the present invention aqueous-to-use fleets may be carried out in such a way that according to the invention by impregnating the textile materials with the eligible aqueous liquor, then a weight gain of about 60 - squeezes 100 io or flinging and then dried. The textile materials can also be sprayed with the aqueous liquor and then dried. In many cases, it is advisable to then leave the treated materials to be stored for a few days at tree temperature.

The inventive method allows textile materials of natural or synthetic origin, for example textile materials made of cotton, regenerated cellulose, Wool and silk, or made of polyamide, polyurethane, polyester, polycarbonate, polyacrylonitrile and polypropylene fibers, excellent to finish, especially with regard to crease resistance, abrasion resistance and dimensional stability; It is remarkable that the tear resistance of the textile materials, which is often severely impaired in the textile finishing processes customary up to now, in the case of the invention Procedure is only marginally reduced.

The parts given in the following examples are parts by weight. In the tables of the examples, the with a designated columns the values for the warp and in the columns designated with b the values for the weft specified.

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3 1

example It

A cotton fabric is impregnated with an aqueous plot containing 200 g per liter of a 4-0 # aqueous dispersion of a copolymer of 85 parts of ethyl acrylate and 15 parts of ß-oxypropyl methacrylate and 330 g of the emulsion described below of an isocyanate-containing reaction product. The fabric is then squeezed off to a weight increase of $ 100 and 2 to 5 minutes at ^80-0 C HO dried.

The finishing effect achieved is from the following table can be seen, in which the corresponding technological data are reproduced that on the same cotton fabric with the help of the well-known anti-crease agent dimethylolethylene urea are available.

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Tabel

in treated
tissue inventive
according to
treated
tissue with DimethyIo1-
ethylene urea
treated
tissue Dry crease
angle
chain 48 ° 135 ° 138 ° Shot 59 ° 138 ° 140 ° Haßknitterwinkel
chain 62 ° 146 ° 126 ° Shot 80 ° 138 ° 128 ° Tensile strength
loss - 1.5 * 35.2 + Abrasion resistant
according to Schopper 190 tours 620 tours 130 tours

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Finishing with the anti-crease agent dimethylolethyleneurea was carried out in the usual manner in the form that the fabric was impregnated with an aqueous liquor containing 100 g of dimethylolethyleneurea and 10 g of magnesium chloride per liter; the tissue was then squeezed off to a weight increase of 100 and ^{heated to 150 °} C. for 5 minutes.

The above-mentioned emulsion of the reaction product having isocyanate groups was prepared as follows

3000 g of a polypropylene glycol, which had a molecular weight of about 2000, an OH number of 55.5 and an acid number <0.5, were treated with 535 g of hexamethylene diisocyanate at 110 ^° C. for two hours and then for another 1 1/2 hours . 130-140 ⁰ C heated. An emulsion was then prepared from 300 g of the reaction product obtained, whose content of free isocyanate groups was 3-9 percent by weight, together with 300 g of ethyl acetate and 400 g of water with the addition of 5 g of lauryl sulfate.

Example 2ι . .

A cotton fabric is impregnated with an aqueous plot of 200 g of a 40 # Lgen aqueous per liter Dispersion of a copolymer made from 85 g of acrylic acid

ORIQINAL INSPECTED

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butyl ester, 10 parts of butadiene and 5 parts of methacrylamide, and 330 of the emulsion described in Example 1 g of an isocyanate possessing IJmsetzungsproduktes "includes The fabric is then squeezed off to a weight increase of 100 # and 4 minutes at 80 -. dried 100 ⁰ C.

The beneficial effects on the so · treated

and tissue stored at room temperature for 5 days can be achieved, are shown in the following table:

Dry-wet tear

wrinkle-wrinkle-strength angle angle loss

a b ab

untreated 48 ° 59 ° 62 ° 80 ° fabric

treated 130 ° 150 ° 135 ° 132 ° 7 ^ tissue

Example 3:

A cotton fabric is impregnated with an aqueous liquor which contains per liter 200 g of the 40% aqueous copolymer dispersion described in Example 2 and 330 g of the emulsion described below of a reaction product containing isocyanate groups. The fabric is then squeezed off fi to a weight gain of 100, and 4 minutes at 80 to 100 ⁰ C dried.

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The beneficial effects achieved on the tissue treated in this way and stored for 5 days at room temperature are shown in the following table:

Dry crease
.angle b
59 ° Wet crease
angle Tensile strength
loss untreated
tissue a
48 ° 123 ° away
62 ° 80 ° treated
tissue 130 ° 143 ° 138 ° 2.4 #

The above-mentioned emulsion of the isocyanate group The implementation product was prepared as follows »

600 g of a branched polypropylene glycol, which was nergestellt by the propoxylation of trimethylolpropane and a molecular weight of 3000, an OH number of 56 and an acid number <0.5 possessed wuraen with 115 g of 2,4-tolylene diisocyanate 90 minutes to 90 ⁰ C. heated. An emulsion was then prepared from 300 g of the reaction product obtained, the content of free isocyanate groups being 4.1 percent by weight, together with 300 g of ethyl acetate and 400 g of water with the addition of 5 g of lauryl sulfate.

Example 4:

A cellular wool fabric is impregnated with an aqueous liquor containing 200 g of the above described in Example 2 per liter aqueous copolymer dispersion and 33Og of the emulsion described below of an isocyanate group

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Conversion product contains. The fabric is then squeezed off to a weight increase of 100 $: and dried 5 minutes at 11O ⁰ C.

The beneficial effects achieved on the tissue treated in this way and stored for 5 days at room temperature, go out from the following table

Dry crease angle Wet crease angle a b a b

Fabric 102 ° 110 ° 50 °

untreated
tissue

treated

Tissue 140 ° 157 ^ 147 155

The emulsion used of the reaction product containing isocyanate groups had been prepared as follows

1000 g of a branched polypropylene glycol which was produced by propoxylation of trimethylolpropane and a. Molecular weight of 3750, an OH number of 45 and an acid number <0.5 bssaS were mixed with 135 g of hexamethylene diisocyanate for two hours and then 110 ⁰ C. for 1 hour at 13O ⁰ C heated. An emulsion was then prepared from 300 g of the reaction product obtained, the content of free isocyanate groups being 2.9 percent by weight, together with 300 g of ethyl acetate and 400 g of water with the addition of 5 g of lauryl sulfate.

Example 5:

A woolen fabric is impregnated with an aqueous liquor containing 200 g of the 40% per liter described in Example 2

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BATH ORIGINAL

aqueous copolymer dispersion and 200 g of the emulsion described below of an isocyanate group. Conversion productsB contains. The fabric is then squeezed off to a weight increase of 100 1> and dried for 10 minutes at HO ⁰ C. ·

The abrasion resistance (repenning) of the fabric treated in this way and stored for 4 days at room temperature is 1020 Toureni while the abrasion resistance of the untreated Tissue is only 210 tours.

The treated wool fabric shows after a soda-alkaline Machine wash no tendency to matting; the area shrinkage is considerably reduced, as can be seen from the following-

Table shows »

shrinkage

away

untreated woolen fabric 18.7 i> 12.6 $> treated woolen fabric 3.1 ^ 1.2 i »

Pleated folds ironed into a fabric treated in this way are retained even after several washes.

The emulsion used is of the isocyanate group The conversion product was prepared as follows:

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3000 g of the cited in Example 4, polypropylene glycol were heated with 535 g of hexamethylene diisocyanate two hours HO ⁰ C and then for a further 1 ^1/2 hours 13O-14O ° C. From 500 g of the reaction product obtained, the content of free isocyanate groups was 3.9 percent by weight, an emulsion was then prepared together with 100 g of ethyl acetate and 400 g of water with the addition of 5 g of lauryl sulfate.

Example 6;

Silk crepe and silk tricot are treated in the manner described in Example 6. The beneficial effects. the results obtained on the textile materials treated in this way and stored for 4 days at room temperature go out of the following table:

Dry wrinkle angle

Wet crease angle a b

A. Silk crepe

1) untreated

2) treated

3) untreated and subjected to a soda-alkaline machine wash

4) treated and subjected to a soda-alkaline machine wash

140 ^c 164 ^C

170

82 ^V

62 ⁽

148 ° 146 °

Abrasion resistance (repenning)

60 'tours 210 tours

148

157 ¹

93 '

88 '

175 ^C

171

156 ° 144 ⁽

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ORIGINAL INSPECTSD

B. silk jersey

1) untreated

2) treated

3) untreated and a soda-alkaline machine wash subject

4-) and a soda-alkaline machine wash subject

1i

Dry wrinkle angle
a to

143 ^C 160 *

Wet crease angle a to

141 ° 115 ° 132 °

160 ° 152 ° 160 °

Abrasion resistance (Hepenning)

148 ° 112 ° 131 ° 40 tours 165 ° 163 ° 151 ° 220 tours

Example 7t

A mixed fabric of 70 parts by weight of cotton and 30 parts by weight of polyterephthalic acid glycol ester fibers is impregnated with an aqueous liquor containing 100 g of the 40% aqueous copolymer dispersion described in Example 2 and 100 g of the emulsion of an isocyanate group-containing reaction product described in Example 6 per liter. The fabric is then squeezed off to a weight increase of 100 # and ^{dried at HO 0} C for 10 minutes.

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The beneficial effects on the so treated and Tissue stored at room temperature for 5 days is shown in the following table:

Dry crease
angle b Wet crease
angle b a 93 ° a 123 ° 120 ° 157 ° 108 ° 150 ° 143 ° 88 ° 148 ° 131 ° 92 ° 142 ° 126 ° 148 ° 150 ° 153 °

1) untreated

2) treated

3) untreated and a soda-alkaline machine cooking wash subject

4) treated and subjected to a soda-alkaline machine wash

In the same way, fabrics are made from polyterephthalic acid glycol ester fibers or aun polycaprolactarn fibers or blended fabrics from equal parts polyacrylonitrile fibers and Treated polyterephthalic acid glycol ester fibers. The beneficial ones Effects that are achieved on the tissues treated in this way and stored for 5 days at room temperature are no longer effective from the following table *

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Dry wrinkle angle

Wet crease abrasion resistance a b (Repenning)

A. Tissue made from polyterephthalate glycol ester fibers

1) untreated

2) treated

3) untreated and one aoda-alkaline Machine cook guard subject.

4) treated and a soda-alkaline machine cook wash subject

135 ° 146 ° 140 ° 148 ° 530 tours

165 '

165 '

163 164 1060 tours

154 ° 158 ° 140 ° 143 ° m.

162 ° 166 ¹

B. Tissue from

g caprolactam fibers

1) untreated

2) treated

3) untreated and subjected to a soda-alkaline machine wash

4) treated and subjected to a soda-alkaline machine wash

64 ° 66 ° 44 ° 62 ° 220 tours 170 ° 170 ° 147 ° 167 ° 530 tours

72 ° 83 ° 87 °

180 '

165 ° 168 ^C

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Dry wrinkle angle away

Wet crease abrasion resistance a b (Repenning)

Mixture of polyacrylonitrile fibers and Eoly animal phthalic acid glycoleater fibers

1) untreated 140 ^c

2) treats 170 ^c

3) untreated and
a soda-alkaline
Machine wash subjected to 14-5

4-) treated and
a soda-alkaline
Machine wash subjected to 172 ^C.

155 <171 ^C

157 ¹ 132 ° U2 ° 380 tours 152 ° 157 ° 720 tours

135 ° 140 °

175 ⁽ 163 ° 160 °

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Claims (1)

Claim 1 * 69360 Process for the finishing of textile materials by treatment with polymers or copolymers prepared from vinyl or divinyl monomers and having isocyanate groups Compounds, characterized in that the compounds containing isocyanate groups are isocyanate groups Reaction products consisting of at least two hydroxyl group-bearing compounds with a molecular weight of 500 - 6000 and Polyisocyanates are produced, uses and the reaction products together with from vinyl or divinyl monomers produced polymers or copolymers which contain groups capable of reacting with isocyanate groups, in Brings the form of an aqueous liquor to use. 809901/0740 Le A 9249 - 17 - documents