BRPI0617298A2 - process for finishing textile products - Google Patents

Abstract

PROCESS FOR FINISHING TEXTILE PRODUCTS. The present invention relates to a process for finishing textile products with a non-formaldehyde crosslinking agent based on 2-imidazolidinones, whereby upon certain drying and curing process parameters, unwanted yellowing and unpleasant amine odor are avoided.

Description

Report of the Invention Patent for "PROCESSOPARA FINISHING TEXTILE PRODUCTS".

The present invention relates to a process for finishing a cellulose based textile product as well as a finished cellulose based textile product according to this process.

Cross-linked textile finishes are commonly used to give cellulosic fabrics durable compression properties and resistance to wrinkle or wrinkle recovery, dimensional stability for household washes as well as ease of care (ironing or ironing tranquility iron), among other properties.

Most of these crosslinked textile finishes contain free or combined formaldehyde that is released in the finishing shop or when using finished fabrics in this manner. However, normaldehyde is now considered to be a noxious product, exposing doses of which are limited to very low values by certain national regulations.

In US 3,304,312 4,5-dihydroxy or 4,5-dialkoxy derivatives of 2-imidazolidinones are disclosed as non-formaldehyde textile finishing agents to provide wrinkle resistance. The impregnated material is subjected to drying or curing operations at an ambient temperature in the range of 82 ° C to 232 ° C.

These compounds are widely used in the pad-dry and cure curing processes or pad-dry-curing processes where a cellulose-containing fabric is impregnated. with a bath containing this deformaldehyde crosslinking agent, a catalyst and additives. The impregnated fabric is dried and dressed at elevated temperatures; The drying and curing steps can be consecutive or simultaneous. In the case where the fabric is first dried, curing temperatures of 120 ° C to 230 ° C are described (US 4,295,846).

Unfortunately, fabrics finished in accordance with this prior art have low tear strength, have a higher yellowing tendency, and may generate an unpleasant amine odor.

In addition, to enhance the ease-of-care properties of finished fabrics, the concentration of these non-formaldehyde binders can be increased, but at the expense of whiteness and tear strength. The bad odor of amine is likewise further fomented.

It is known to the artisan, as described in Textile Chemist and Colorist 1982 (Cooke and al. 14 (5), 100-106, 1982), that the necessary acidic conditions (pH 3 to 5) not only catalyze the etherification of the cell. - lose, but also provide an unwanted side reaction where dialkyl lidantoins are formed, thereby reducing crosslinker efficiency (resin fixation degrees of 50 to 70% are generally observed).

Surprisingly, it has now been discovered that non-formaldehyde crosslinkers can be applied under extreme acidic conditions to a cellulose-based fabric in a wet curing process (a combination of impregnation, padding, gentle drying, low temperature curing and washing). to provide good caring ease properties. Finished fabrics according to this invention have an excellent level of whiteness, very high tear strength, and no unpleasant amine odor.

The invention provides a free formaldehyde crosslinking finishing process of cellulose fabrics or cellulose-containing fabrics.

The compounds used in this invention have the general formula

<formula> formula see original document page 3 </formula>

The type of useful or trans isomers or mixtures thereof may be

be used,

on what

X is O or S, preferably O,

R 1, R 2 are the same or different and are linear or branched C 1 -C 2 alkyl, preferably C 1 -C 8 alkyl, more preferably methyl, or

straight or branched C 2 -C 20 alkyl, preferably C 2 -C 8 alkyl, substituted by one or more functional groups such as hydroxyl, amino, carboxy-amide, amide, ester, ether and halogen (fluorine, chlorine, bromine and iodine),

R31 R4 are the same or different (R3 and R4 may be from the same ring structure):

and are H

or

straight or branched C1-C20 alkyl, preferably C1-C8 alkyl, optionally substituted by one or more functional groups such as hydroxyl, amino, carboxyl, amide, ester, ether and halogen (fluorine, chlorine, bromine and iodine), or

groups like

<formula> formula see original document page 4 </formula>

Where

η is from 1 to 20, preferably from 1 to 6, more preferably 2,

and

R5 is H or C1 -C4 straight or branched chain alkyl, preferably H.

More preferably R1 and R2 are methyl and R3 and R4 are H or methyl or - (CH2) 2 OH.

Preferred compounds of the invention are 1,3-dimethyl-4,5-dihydroxy-2-imidazolidinone (also called DMeDHEU1 DiMetiIDihydroxyE-phenylene Urea) and etherified derivatives thereof. To partially or completely esterify DMeDHEU, preferred alcohols are methanol or DEG (diethylene glycol) or mixtures thereof.

These products are generally commercial and sold, for example, under the trade name Arkofix NZF New (CIariant) or may be prepared by different techniques known to the person skilled in the art as described among other possible processes in US 3,304,312, US 4 295846, EP 0 141 755 or US 5 707 404. The process is generally a glyoxal condemnation and a disubstituted urea whether or not followed by an etherification step with one or more alcohol or polyol.

Process of this Invention:

The process of this invention is characterized by the following steps:

(a) impregnating a cellulose-containing fabric with a bath containing a non-formaldehyde cross-linking agent of formula (I) and a catalyst or catalyst mixture under acidic conditions;

b) drying at a temperature of 130 ° C or below at a residual humidity of 3 to 30%, and

c) cure at a temperature of 50 ° C or below.

Later, the tissue is washed, neutralized and dried by operations known in the art.

Optionally, an additional upper finishing step may complete the present process.

Detailed Description of the Invention

A cellulose-containing fabric is impregnated with a bath containing a non-formaldehyde crosslinking agent of formula (I) and a catalyst or a mixture of catalysts.

The concentration of the finisher of formula (I) in the solid calculated base is generally governed by the desired effect. It is generally between 30 and 500 g / l, preferably between 100 and 300 g / l, more preferably between 120 and 240 g. / l.

Suitable catalysts for this process are an isolated acid or combinations of organic and inorganic acids or acid donors. Cellulose cross-linking is acid catalyzed; the pH of the bath is adjusted to 3 or below, preferably to 2 or below, and more preferably to 0.8 to 1.5.

Typical catalysts include acids such as hydrochloric, sulfuric, fluoroboric, phosphoric, nitric, acetic, glycolic, maleic, lactic, citric, tartaric, muriatic and oxalic acids; metal salts such as magnesium chloride, nitrate, fluoroborate or fluorosilicate; zinc chloride, nitrate, fluoroborate or fluorosilicate; ammonium chloride; zirconium oxychloride; sodium or potassium bisulfate; amine hydrochlorides such as 2-amino-2-methyl-1-propanol hydrochloride; and others and mixtures thereof. Preferred are hydrochloric acid, sulfuric acid, phosphoric acid or ammonium chloride.

Optionally, the additives may be added to the bath. Conventional additives such as wetting agents, lubricants, softeners, bulking agents, water repellents, flame retardants, dirt extinguishing agents, mildew inhibitors, anti-aging staining agents, fluorescent brighteners, biocides (antimicrobial, antifouling agents). tibacterial, antialgae, antifungal, insect repellent, dust mite, anthymophil) and the like may be used in the treatment bath in conventional quantities as long as the bath stability is compatible with the very low pH range of the invention. Such aids should not, however, interfere with the very functionality of the finishing resin, must not in themselves have a deleterious effect on the fabric, and are desirably free of formaldehyde. Preferred are wetting, lubricating and softening agents.

The impregnated fabric is dried at a low temperature below 130 ° C, preferably below 100 ° C and more preferably between 60 and 90 ° C in a residual moisture of 3 to 30%, preferably 5 to 15% and more preferably 6 to 10%. .

The fabric being kept in this moisture by being coated with a plastic film or by any other means is cured at a low temperature, below 50 ° C, especially below 40 ° C, to avoid damage to the fibers for 5 to 30 h, preferably for 15 to 25 h. During this curing stage the tissue is preferably kept under rotation to prevent migration and local overconcentration of the catalyst which may damage the fabric.

After curing, the tissue is washed and neutralized with any conventional method generally used by the person skilled in the art. Neutralization can be obtained, for example, with a base such as caustic soda or exactly by rinsing.

After the washing and neutralization step, the fabric is dried. Optionally, but preferably, the fabric is subjected to a superior finish with a bath containing additives. This step may be subsequent to drying or the fabric may be padded after washing in a process of moisture in moisture and then dried.

Conventional additives such as wetting agents, lubricants, softeners, bulking agents, water repellents, flame retardants, dirt removal agents, mold inhibitors, anti-aging stainers, fluorescent brighteners, biocides (antimicrobial, antibacterial, anti-algae antifungals, insect repellent, anti-dust mite, anti-mold) and the like may be used in the top-finish bath in conventional quantities as long as the bath is stable. Such auxiliaries should not, however, interfere with the functionality of the finishing resin; themselves have a deleterious effect on fabric, and are desirably free of formaldehyde.

The non-formaldehyde finished fabrics according to the disclosed process have ease of care properties and in addition have better tear strength, a high whiteness level (no yellowing) and no unpleasant amine odor.

The following examples will explain the present invention in more detail.

<table> table see original document page 7 </column> </row> <table>

Degree of fixation

The degree of fixation is obtained by determining nitrogen (N%) of the tissue before and after washing by elemental analysis. Fixation degree = 100 χ N% washed tissue / N% finished tissueExample 1:

Wet cure with a DMeDHEEU-based crosslinker

A 100% white cotton bleached 1/1 canvas (116 g / m2, 40 χ27.5 gauges / cm) was impregnated in a bath according to recipe # 1. The material was squeezed into a 65% moisture pickup, and was then dried with hot air having 70 ° C at a residual humidity of 7 to 8%. The material was coated in a plastic bag and allowed to stand at 35 ° C for 24 hours (cure). Immediately thereafter it was promptly washed, neutralized, rinsed with water at 30 ° C for 5 minutes then squeezed and dried at 120 ° C. After drying, the material was impregnated and squeezed with recipe A in a 60% moisture pickup, and dried at 130 ° C (upper finish).

Comparative Example 1:

Pad-drv-cure cure with a DMeDHEU-based crosslinker

The fabric of example 1 is impregnated in a bath according to recipe # 2. The material was squeezed into a 65% moisture pickup, then dried and cured at 150 ° C (effective time at 150 ° C: 60 seconds).

The details of the recipes are presented in Table 1.

Table 1:

<table> table see original document page 8 </column> </row> <table> <table> table see original document page 9 </column> </row> <table>

* available from ClariantResults: 0 = untreated fabric

Table 2:

<table> table see original document page 9 </column> </row> <table>

These results clearly demonstrate a surprising increase in tear strength when the tissue is treated by the present wet healing process.

Example 2

Moist cure with a DMeDHEE-based crosslinkerA 100% bleached white cotton poplin (120 g / m2) was impregnated in a bath according to recipe # 3. The material was squeezed into a 75% moisture pickup, then air dried to 90 ° C in a residual moisture content of 9%. The material was coated in a plastic bag and allowed to stand at 20 ° C for 22 hours. Immediately afterwards it was promptly rinsed, neutralized with caustic soda, rinsed with water for 10 minutes, acidified with acetic acid, rinsed again, then squeezed and dried at 120 ° C. After drying, the material was impregnated and squeezed with recipe B into a 75% moisture pickup and dried at 120 ° C.

Comparative Example 2:

Pad-drv-cure curing with a DMeDHEU-based crosslinker The fabric of Example 2 is impregnated in a bath according to recipe # 4. The material was squeezed into a 75% moisture pickup, then dried for 45 seconds at 120 ° C and cured for 30 seconds at 160 ° C.

Comparative Example 3:

The finished material from comparative example 2 was washed with 1 g / l of a detergent / wetting and dispersing agent for 15 minutes at 45 ° C, then rinsed with water, squeezed and dried for 45 ° at 120 ° C.

The details of the recipes are presented in Table 3.

Table 3:

<table> table see original document page 10 </column> </row> <table>

* available from Clariant

Results:

0 = untreated tissue

Table 4:

<table> table see original document page 10 </column> </row> <table> <table> table see original document page 11 </column> </row> <table>

The results clearly show that the present process leads to the best properties of the textile fabric, especially the yellowing problem has been solved and the breaking strength is much better. It can also be seen that the improved breaking strength and whitening cannot be obtained at from an additional wash step after a pad-dry-cure cure process, but is only obtainable with the present process.

Claims (11)

1. A process for finishing textile products comprising the following steps: (a) impregnating a cellulose-containing fabric under acidic conditions with a bath containing a catalyst or catalyst mixture and the type of isomer or trans or mixtures thereof; same as a non-formaldehyde cross-linking people of formula (I) where X is Oor S, R1, R2 are the same or different and are linear or branched C1-C20 alkyl , C2 -C20 straight or branched alkyl substituted by one or more functional groups such as hydroxyl, amino, carboxyl, amide, ester, ether and halogen, R3, R4 are the same or different and may be part of the same structure. ring and are straight or branched C1-C20 alkyl, <formula> formula see original document page 12 </formula> where 1 is from 20 to 20, eR5 is H or straight or branched C1-C4 alkyl, b) drying in a 130 ° C or below at a residual humidity of 3 to 30%, and c) cure at a temperature of 50 ° C or below. The process according to claim 1, wherein X is O 1 R 1, R 2 are the same or different and are straight or branched C 1 -C 8 alkyl, or straight or branched C 2 -C 8 alkyl substituted by one or more functional groups selected from hydroxyl, amino, carboxyl, amide, ester, ether and halogen, R31 R4 are the same or different and are linear or branched C1-C8 alkyl, or <formula> formula see original document page 13 </formula> whereη is from 1 to 6, and R5 is H. A process according to claim 2, wherein X is O, R 1 and R 2 are methyl, R 3 and R 4 are H or -CH 2 -CH 2 -OH. The process of claim 3, wherein the non-formaldehyde crosslinking agent of formula (I) is 1,3-dimethyl-4,5-dihydroxy-2-imidazolidinone. Process according to any one of the preceding claims, wherein the impregnation of said cellulose-containing fabric is done in a flock containing from 30 to 500 g / l of the non-formaldehyde crosslinking agent of formula (I) and having a pH below 3. b) drying is done at a temperature below 100 ° C in a residual humidity of 5 to 15%, c) curing is done at a temperature below 40 ° C for 5 to hours. The process according to claim 5, wherein the impregnation of said cellulose-containing fabric is done in a flock containing from 10 to 300 g / l of the non-formaldehyde cross-linking agent of formula (I) and having a pH below 2, b) drying is done at a temperature below 100 ° C in a residual humidity of 5 to 15%, c) curing is done at a temperature below 40 ° C for 5-30 hours. A process according to claim 6, wherein the impregnation of said cellulose-containing fabric is done in a flock containing from 10 to 300 g / l of the non-formaldehyde cross-linking agent of formula (I) and having a pH below 0. , 8 to 1.5, b) drying is done at a temperature of 60 to 90 ° C at a residual humidity of 6 to 10%, c) curing is done at a temperature below 40 ° C for 15 to 25 hours and the fabric is kept under rotation. Process according to any of the preceding claims, wherein the fabric is treated with an additional superior finish. A process according to any preceding claim, wherein the catalyst or catalyst mixture is selected from hydrochloric acid, sulfuric acid, phosphoric acid or ammonium chloride. A process according to any preceding claim, wherein the wetting agents, lubricants or softening agents are used for the impregnation bath. Textile product obtained from a process according to any one of the preceding claims.