DE1928814A1 - Process for the permanent finishing of textile materials containing cellulose fibers - Google Patents

Description

"Process for the permanent finishing of textile materials containing cellulose fibers"

The invention relates to a method for permanent finishing of textile materials containing cellulose fibers with the aim of reducing the hardening that occurs when such textiles are washed to prevent.

It is known that when washing cellulose fibers containing Textile materials unpleasant hardening occur. It has therefore already been proposed to use either the detergents To add compounds with a softening effect or else the textile materials after washing with a softener containing rinsing bath to treat. However, the disadvantage of the means used is their lack of quality Resistance to washing, so that the treatment has to be repeated over and over again.

It is also known that cellulose pulp with dyes which contain reactive hydrogen atoms can * be dyed or printed in a wash-fast manner * if the treatment is carried out in the presence of a trisacryloylhexahydrotriazine and strongly alkaline agents _o

The subject of the invention is a method for permanent eye = * armor of textile materials containing cellulose fibers «, which is characterized by «that one da® 'textile material

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in the presence of alkaline agents with solutions or dispersions of compounds of the general formula

A) R ₁ -CO-N N-CO-R ₁

H ₂ C CH ₂

io-R

wherein R ^ -CH = CH ₂ , -CCl = CH ₂ , -CH ₂ -CH ₂ Cl, and

B) R ₂ -XH

where Rg is an alkyl radical with 16 to 56 carbon atoms, X = -'Wl-, -NR., -, -0-, or -S-, and R, = an optionally interrupted by O atoms and / or by hydroxyl groups substituted alkyl radical with 1 to 24 carbon atoms, where the radicals R ₂ and R ^ together do not contain more than 36 carbon atoms,

treated in approximately equimolar amounts, dries and with Fixed at temperatures above 100 ° C.

The compounds A) and B) are usually together In a solvent applied. However, they can also be used in separate baths one after the other.

The claimed process creates a permanent plasticizing effect Effect achieved even after numerous washes is not lost in washing machines with commercially available detergents. The risk of hardening of the parts Repeated washing can thus be avoided practically completely will.

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Among the compounds of group A), 1, jJ ^ S hexahydro-s-triazine is particularly preferred. The compound is known, for example, from DAS 1 155 088 and is not claimed as such. Further suitable compounds are 1,5,5-tris- (oil-chloro-acryloyl) -hexahydro-s-triazine and 1,3,5-Tris- ( β -chloro-propionyl) -hexahydro-s-triazine.

Suitable agents of group B) are primarily higher primary or secondary alkyl amines which contain at least one alkyl radical with 16 to 24 carbon atoms. Examples of compounds of this type are hexadecylamine, octadecylamine, docosylamine as well as amine chemistry, as made more natural by transformation Fats and oils, e.g. from tallow fats, can also be obtained, furthermore oleylamine, tallowoxypropylamine, N-methyl-octadecylamine, di-octadecylamine and N- (2,3-hydroxypropyl) octadecylamine. V / pus suitable compounds are higher fatty alcohols with 16 to 2 * carbon atoms and those made from such fatty alcohols Guerbet reaction produced dimerization products with 52 to 36 carbon atoms. Examples are hexadecyl alcohol, Octadecyl alcohol, as well as those made from natural fats or oils derived fatty alcohols or fatty alcohol mixtures corresponding Chain lengths, e.g. oleyl alcohol, behenyl alcohol and tallow alcohol, as well as that obtained from tallow alcohol by the Guerbet reaction Dimerization product. In addition, higher alkyl mercaptans with 16 to 24 carbon atoms, such as hexadecyl mercaptan, can also be used and octadecyl mercaptan are used. Finally, there are also the addition products of up to 4 moles of an alkylene oxide, in particular ethylene oxide, propylene oxide, glycide or glycerol chlorohydrin to the aforementioned alky! amines, fatty alcohols or alkyl mercaptans into consideration.

The reaction of the hexahydrotriazine derivatives with the cellulose fiber or with the compounds of group B) is accelerated by catalytically active alkaline agents. As such

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are primarily weak alkalis such as sodium acetate or soda, but alkali hydroxides such as sodium or potassium hydroxide and lower tertiary amines can also be used can be used. The pH of the treatment solutions should not exceed pH 9.

To carry out the claimed method, the textile materials to be finished with solutions or Treated dispersions of compounds A) and B). Usually the equipment is done in a single bath, which contains the compounds A) and B) in common solution. However, it is also possible to work with two separate bathrooms will. The compounds A) and B) are approximately equimolar Applied proportions, but a small excess of component B) can be useful to improve the effect be.

Suitable solvents for carrying out the process are, in particular, solvent mixtures of two with one another miscible solvents, of which preferably one Is water or a lower alcohol with 1 to 4 carbon atoms or a corresponding glycol. Examples of suitable solvent mixtures are dioxane-water, tetrahydrofuran-water, water-isopropanol and perchlorethylene-methanol. Heavier Soluble compounds can also be dispersed with the help of emulsifiers, such as adducts of ethylene oxide with higher fatty alcohols or alkylphenols, and in this form be applied.

The treatment of the textile materials is carried out at about room temperature and takes a treatment time of about 5 to 30 minutes. The solutions used should each contain about 5 to 100 g / l of the compounds A) and B) used. The treatment is carried out in the usual way, e.g. on the

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Poulard, made. Following the equipment is off to a residual liquor content of 100 to 400 wt.%.-Spins or squeezed and at temperatures up to about 100 ⁰ C, optionally with application of vacuum, pre-dried, then heat treatment is performed at temperatures of about 100 ⁰ C / preferably 120 to 150 ° C, which lasts about 5 to 60 minutes and wherein the compounds A) and B) are fixed on the textile material in a wash-resistant manner. The treated textiles have a full, soft feel that is not lost even after numerous washes, such as those carried out in the household using washing machines and commercially available coarse or heavy detergents.

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Example 1;

100 g of extracted cotton terry cloth was left for 15 minutes in a solution of 24.9 (0.1 mol) trisacryloyl-hexahydro-striazine, 26.9 g (0.1 mole) octadecylamine and 20 g sodium acetate immersed in 1900 ml of Dloxan and 450 ml of water. That Tissue treated in this way was dried in the air after dripping off and then fixed at 120 ° C. for 30 minutes.

To demonstrate the finishing properties achieved, the fabric was subjected to the following washing treatment: The finished fabric was washed in the presence of clean carrier fabric in a drum washing machine 15 times with a Commercial coarse detergent (dosage 4.0 g / l, liquor ratio 1: 12.5) in the high temperature wash cycle (maximum temperature 95 ° C) washed. Each wash cycle consisted of a main wash and five rinses. After the 1st, 3rd, 6th, 9th, 12th and A fabric sample was taken from each laundry and on these samples after drying by several experienced persons the handle is assessed, with grades according to the scale

1 «= full and very soft grip 5 = very hard grip

were awarded. From the individual judgments were in each case the mean values are calculated. The following results were obtained:

Number of washes "13 6 9 12 15 handle 1.0 1.0 1.0 1.0 1.5 1.5

For comparison, a cotton terry fabric of the same type, which of the above swept equipment not subjected was washed and evaluated in the same manner. Therefor

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- 7 the following grips were determined

Number of washes 15 6 9 12 15 Handle 2.3 2.4 2.8 3.1 3.4 4.0

While the original terry cloth through the washing treatment hardened, the fabric treated by the method according to the invention still showed a full and even after 15 washes \\ - oak handle.

Example 2;

100 g of washed cotton terry cloth was for 10 minutes in a solution of 24.9 g (0.1 mol) of trisacryloyl-hexahydro-striazine, Immersed 24.1 g (0.1 mol) of hexadecylamine and 54 g of soda in 1,900 liters of dioxane and 450 ml of water. After draining was 10 minutes at room temperature and 60 minutes at 50 ° C Predried in vacuo and then at 120 ° C. for 30 minutes fixed under reduced pressure. The test of the fabrics carried out as in Example 1 resulted in the following handle grades:

Number of washes 1 3 6 9 12 15 Handle 1.2 1.0 1.0 1.0 1.5 1.7

The fabrics thus showed a full and soft handle even after 15 washes.

Example 3t

Cotton terry cloth fabric was with a solution of 24.9 g (0.1 mol) of trisacryloyl-hexahydro-s-triazine and 32.5 g (0.1 mol) of behenylamine immersed in 1900 ml of dioxane and 450 ml of water. The solution was previously adjusted to pH 9 by adding NaOH

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been discontinued. After dripping off, it was pre-dried in the air for 2 hours and then fixed ^{at 120 ° C. for 30 minutes.} The test carried out as in Example 1 resulted in the following grasp marks:

Number of washes 13 9 handle 1.5 1.5 1.5 '

Here, too, there was a marked improvement in the grip properties.

Example 4t

Cotton terry cloth pieces were dipped for 15 minutes in solutions containing 24.9 (0/1 mol) trisacryloyl-hexahydro-s-triazine, 20 g sodium acetate (or 54 g soda, Example 4h) and an equimolar amount - based on the Triazine derivative - a compound of group B) contained in 19OO ml of dioxane and 450 ml of water. After draining and drying in the air, the fabrics were ^{fixed at 120 °} C. for 30 minutes.

The finished fabric pieces were, as in Example 1 specified, washed and checked. In all cases, the tests showed excellent hand grades even after 15 washes.

E.g. long-chain single. Reaching for washes

Alkyl component amount (g) '1 3 6 9 12 15

a tallow alkyl 25.9 1.5 1 »5 1.6 1.6 1.6 1.9 ⁱ

b stearyloxypropyl 32.8 1.0 1.0 1.0 1.0 1.5 1.5 a min

c tallow oxypropylamine 31.6 1.0 1.0 1.0 1.1 1.3 1.3

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E.g. long chain. . Reaching for washes Alkyl component amount (g) 13 6 9 12 15

d N-methyl-octa-28.4 1.0 2.0-2.5 decylamine

e Di-octadecylamine 52.2 1.0 1.3 1.3 1.3 1.1 1.3

f N- (2,3-dihydroxy- 34.4 1.0 1.1-1.9 propyl) octadecylamine

g C ^ / C ^ -Guerbet- 26.4 1.5 1.5 1.7 1.7 1.8 2.0 alcohol

h hexadecyl mercaptan 25.9 1.5 2.0 2.0 2.3 2.3 2.5 (catalyst: 54 g
Soda)

Example 5; ·, ^A

Using 7 g of the adduct of 9.5 moles of ethylene oxide of nonylphenol as an emulsifier was a dispersion of 24.9 g (0.1 mol) of trisacryloyl-hexahydro-s-trlazine, 26.9 g (0.1 mol) Octadecylamine and 20 g sodium acetate In 2300 ml v / water and 120 ml isopropanol.

A as prepared in Example 1 Cotton terry cloth was immersed for 15 minutes in this solution, squeezed off, pre-dried 4 hours at 50 ⁰ C and then fixed for 30 minutes at 120 ⁰ C. The washing treatment and handle rating, also carried out as in Example 1, led to the following result:

Number of washes 1 3 6 9 12 15 Handle 1.9 - 2.0 2.0 2.1 2.5 2.5

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In a ^{preheated to 50 0} C solution of 24.9 g (0.1 mol) of trisacryloyl-hexahydro-s-trlazine, 26.9 g (0.1 mol) of octadecylamine and 20 g of sodium acetate in 1760 ml of perchlorethylene and 580 ml of methanol cotton terry cloth was soaked for 15 minutes. After draining, it was pre-dried for 2 hours at room temperature and then, as described in Example 1, fixed. The test produced the following result!

Number of washes 1 3 6 9 12 15 handle 1.5 1.5 2.0 2.0 2.1 2.5

Example 7:

Cotton terry cloth was soaked in a solution of 40 g of sodium acetate dipped in 1 liter of water and dried at room temperature. The tissue was then put into a solution of 24.9 g (0.1 mol) of trisacryloyl-hexahydro-s-triazine and 26.9 g (0.1 mol) of octadecylamine in 1500 ml of dioxane and 200 ml Immersed in water, predried for 6 hours at room temperature and fixed as described in Example 1. the Washing treatment and testing resulted in the following grades:

Number of washes 1 3 6 9 12 15 Handle 2.0 2.0 2.0 2.3 2.0 2.3

Similar results are obtained when instead of the trisacryloyl-hexahydro-s-triazine 36.9 g (0.1 mole) 1,3,5-tris - (/ 2- ^ chloro propionyl) hexahydro-s-triazine can be used.

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Claims (1)

19288U - ii - Claims 1 ^ / Process for the permanent finishing of cellulose fibers ^ containing textile materials, characterized in that the textile material is in the presence of alkaline Agents with solutions or dispersions of compounds of the general formula A) / 2 \ R ₁ -CO-N ^S N-CO-R.
1 ι ι 1 H ₂ C CH ₂ CO-R ₁ where R = -CH = CH ₃ , -CCl = CHg, -CHg-CHgCl, and B) R ₂ - X - H where R _{2 is} an alkyl radical with 16 to 36 carbon atoms, X * -NH-, NR, -, -0-, or -S-, and R, = an optionally interrupted by O atoms and / or substituted by hydroxyl groups' Denote an alkyl radical with 1 to 24 carbon atoms, where the radicals Rp and R-- together do not contain more than 36 carbon atoms, treated in approximately equimolar amounts, dried and fixed at temperatures above 100 ° C. 2. The method according to claim 1, characterized in that as compound A)!, ^ »S-trisacryloyl-hexmhydro-s-triazine used. Process according to Claims 1 and 2, characterized in that the compound B) used is a primary or secondary alkyl amine which contains at least one alkyl group with 16 to 24 C atoms optionally interrupted by O atoms . 0 0 9850/2145 - 12 - 19288H 4. The method according to claim 1 and 2, characterized in that a straight-chain or branched-chain aliphatic alcohol having 16 to 36 carbon atoms is used as compound B). 5. The method according to claim 1 and 2, characterized in that an alkyl mercaptan having 16 to 24 carbon atoms is used as compound B). 6. The method according to claim 1 to 5 *, characterized in that the compounds A) and B) are used in organic or "aqueous-organic solution. 7. The method according to claim 1 to 6, characterized in that one.as solvent used dioxane-water mixtures. 8. The method according to claim 1 to 6, characterized in that there is a mixture of water and a solvent Aliphatic alcohol containing 1 to 4 carbon atoms is used in the presence of an emulsifying agent. 9. The method according to claim 1 to 6, characterized in that the solvent is mixtures of perchlorethylene and an aliphatic alcohol containing 1 to 4 carbon atoms is used. 10. The method according to claim 1 to 9 *, characterized in that the pH value of the treatment solutions does not exceed pH 9. 11. The method according to claim 1 to 10, characterized in that the solutions 5-100 g / l of compounds A) and B) contain. . · · 12. The method according to claim 1 to 11, characterized in that that the fixation at temperatures of 120 ° to 15Q ° C performs. 009850 / 2U5 19288H 13 · Textile materials containing cellulose fibers according to claims 1 to 12. Henkel & Cie GmbH in general (Dr. Haas)