EP1957705A1 - Process for finishing textiles - Google Patents

Process for finishing textiles

Info

Publication number
EP1957705A1
EP1957705A1 EP06793689A EP06793689A EP1957705A1 EP 1957705 A1 EP1957705 A1 EP 1957705A1 EP 06793689 A EP06793689 A EP 06793689A EP 06793689 A EP06793689 A EP 06793689A EP 1957705 A1 EP1957705 A1 EP 1957705A1
Authority
EP
European Patent Office
Prior art keywords
process according
done
fabric
linear
branched
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP06793689A
Other languages
German (de)
French (fr)
Other versions
EP1957705B8 (en
EP1957705B1 (en
Inventor
Jean Kyriazis
Georg Lang
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Clariant Finance BVI Ltd
Original Assignee
Clariant Finance BVI Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Clariant Finance BVI Ltd filed Critical Clariant Finance BVI Ltd
Priority to EP06793689A priority Critical patent/EP1957705B8/en
Publication of EP1957705A1 publication Critical patent/EP1957705A1/en
Application granted granted Critical
Publication of EP1957705B1 publication Critical patent/EP1957705B1/en
Publication of EP1957705B8 publication Critical patent/EP1957705B8/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423—Amino-aldehyde resins
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/402—Amides imides, sulfamic acids
    • D06M13/432—Urea, thiourea or derivatives thereof, e.g. biurets; Urea-inclusion compounds; Dicyanamides; Carbodiimides; Guanidines, e.g. dicyandiamides
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02—Natural fibres, other than mineral fibres
    • D06M2101/04—Vegetal fibres
    • D06M2101/06—Vegetal fibres cellulosic
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/20—Treatment influencing the crease behaviour, the wrinkle resistance, the crease recovery or the ironing ease
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/25—Resistance to light or sun, i.e. protection of the textile itself as well as UV shielding materials or treatment compositions therefor; Anti-yellowing treatments

Definitions

  • the present invention relates to a process for finishing a cellulose-based textile as well as a cellulose-based textile finished according to this process.
  • Cross-linking textile finishes are currently used for conferring on cellulose fabrics properties of durable press and resistance to creasing or crease recovery, a dimensional stability to domestic washes as well as easy care (easy ironing or no ironing), among other properties.
  • finished fabrics according to this prior art have low resistance to tearing, show a great tendency to yellowing, and may generate an unpleasant amine smell.
  • non formaldehyde crosslinkers can be applied under extreme acidic conditions to a cellulose based fabric in a moist cure process (a combination of impregnation, padding, gentle drying, low temperature curing and washing) to give good easy-care properties.
  • the finished fabrics according to this invention have an excellent whiteness level, a very high tear strength, and no unpleasant amine smell.
  • This invention provides a formaldehyde free cross-linking finishing process of cellulose fabrics or cellulose containing fabrics.
  • X is O or S, preferably O
  • R 1 , R 2 are the same or different and are linear or branched Ci-C 2 o-alkyl, preferably Ci-Cs-alkyl, most preferably methyl, or linear or branched C 2 -C 2 o-alkyl, preferably C 2 -Cs-alkyl, substituted by one or more functional groups like hydroxyl, amino, carboxyl, amide, ester, ether, and halogen (fluorine, chlorine, bromine and iodine),
  • R 3 , R 4 are the same or different (R 3 and R 4 may be part of the same ring structure) : and are H or linear or branched Ci-C 2 o-alkyl, preferably Ci-Cs-alkyl, eventually substituted by one or more functional groups like hydroxyl, amino, carboxyl, amide, ester, ether, and halogen (fluorine, chlorine, bromine and iodine), or groups like
  • n is 1-20, preferably 1-6, most preferably 2, and R 5 is H or linear or branched chain alkyl C 1 -C 4 , preferably H.
  • R 1 and R 2 are methyl and R 3 and R 4 are H or methyl or -(CH 2 ) 2 OH
  • Preferred compounds of the invention are l,3-Dimethyl-4,5-dihydroxy-2-imidazolidinone (also called DMeDHEU, DiMethylDiHydroxyEthylenUrea) and its etherified derivatives.
  • DMeDHEU DiMethylDiHydroxyEthylenUrea
  • the preferred alcohols are methanol or DEG (diethylenglycol) or mixtures thereof.
  • Arkofix NZF New (Clariant) or can be prepared by different techniques known to the man skilled in the art as described among other possible processes in US 3 304 312, US 4 295 846, EP 0 141 755, or US 5 707 404.
  • the process is generally a condensation of glyoxal and a di-substituted urea followed or not by an etherification step with one or more alcohol or polyol.
  • Process of this invention is characterised by the following steps : a) Impregnation of a cellulose containing fabric with a bath containing a non formaldehyde cross-linking agent of formula (I) and a catalyst or a mixture of catalysts under acidic conditions,
  • an additional top-finishing step may complete the instant process.
  • a cellulose containing fabric is impregnated with a bath containing a non formaldehyde cross- linking agent of formula (I) and a catalyst or a mixture of catalysts.
  • the concentration of the finishing agent of formula (I) in the bath calculated as solid is generally governed by the desired effect. As a rule it is between 30 and 500 g/1, preferably between 100 and 300 g/1, most preferably between 120 and 240 g/1.
  • Catalysts suitable for this process are one single acid or combinations of organic and inorganic acids or acid donors.
  • the cross-linking of the cellulose is acid-catalysed; the bath pH is adjusted to 3 or below, preferably to 2 or below, and most preferably to 0.8-1.5.
  • Typical catalysts include acids such as hydrochloric, sulphuric, fluoroboric, phosphoric, nitric, acetic, glycolic, maleic, lactic, citric, tartaric, muriatic and oxalic acids; metal salts such as magnesium chloride, nitrate, fluoroborate, or fiuorosilicate; zinc chloride, nitrate, fluoroborate, or fiuorosilicate; ammonium chloride; zirconium oxychloride; sodium or potassium bisulfate; amine hydrochlorides such as the hydrochloride of 2-amino-2-methyl-l- propanol; and the like and mixtures thereof.
  • Preferred are hydrochloric acid, sulphuric acid, phosphoric acid or ammonium chloride.
  • additives may be added to the bath.
  • Conventional additives such as wetting agents, lubricants, softeners, bodying agents, water repellents, flame retardants, soil shedding agents, mildew inhibitors, anti-wet soiling agents, fluorescent brighteners, biocides (antimicrobial, anti-bacterial, anti-algae, anti- fungi, insect repellent, anti-dust mite, anti-mould) and the like may be used in the treating bath in conventional amounts as long as the stability of the bath is compatible with the very low pH range of the invention.
  • auxiliaries must not, however, interfere with the proper functioning of the finishing resin, must not themselves have a deleterious effect on the fabric, and desirably are free of formaldehyde.
  • the impregnated fabric is dried at low temperature below 130 0 C, preferably below 10O 0 C and most preferably between 60 and 90 0 C to a residual moisture of from 3 to 30% , preferably from 5 to 15% and most preferably of from 6 to 10%.
  • the fabric being kept at this humidity either by being wrapped with a plastic film or by any other means, is cured at low temperature, below 50 0 C, preferentially below 40 0 C, to avoid fibre damage for 5 to 30 h , preferentially for 15 to 25 h.
  • the fabric is preferentially kept under rotation to avoid migration and local over-concentration of the catalyst that could damage the fabric.
  • the fabric is washed and neutralised with any conventional method generally used by the man skilled in the art. Neutralisation may be achieved for example with a base like caustic soda or just by rinsing.
  • the fabric is dried.
  • the fabric is top-finished with a bath containing additives. This step can be subsequent to the drying or the fabric can be padded after the washing in a wet-in- wet process and then dried.
  • additives such as wetting agents, lubricants, softeners, bodying agents, water repellents, flame retardants, soil shedding agents, mildew inhibitors, anti-wet soiling agents, fluorescent brighteners, biocides (anti-microbial, anti-bacterial, anti-algae, anti-fungi, insect repellent, anti-dust mite, anti-mould) and the like may be used in the top-finish bath in conventional amounts as long as the bath is stable.
  • auxiliaries must not, however, interfere with the proper functioning of the finishing resin, must not themselves have a deleterious effect on the fabric, and desirably are free of formaldehyde.
  • non- formaldehyde finished fabrics according to the disclosed process have easy-care properties and furthermore have a better tear strength, a high whiteness level (no yellowing) and do not generate any unpleasant amine smell.
  • the following examples shall explain the instant invention in more detail.
  • degree of fixation is obtained by the nitrogen determination (N%) of the fabric before and after washing by elementary analysis.
  • a bleached white 100% cotton toile 1/1 (116 g/m 2 , 40x27.5 treads/cm) was impregnated in a bath according to recipe #1.
  • the material was squeezed to a wet pick-up of 65%, and then it was dried with hot air having 70 0 C to a residual moisture of 7-8 %.
  • the material was wrapped in a plastic bag and was allowed to stand at 35°C for 24 hours (curing). Thereupon it was promptly washed, neutralised, rinsed with water at 30 0 C for 5 minutes then squeezed and dried at 120 0 C. After the drying, the material was impregnated and squeezed with recipe A to a wet pick up of 60%, and dried at 130 0 C (top-finish).
  • the fabric of example 1 is impregnated in a bath according to recipe #2.
  • the material was squeezed to a wet pick-up of 65% then it was dried and cured at 150 0 C (effective time at 150 0 C: 60 seconds).
  • a bleached white 100% cotton poplin 120 g/m 2 was impregnated in a bath according to recipe #3.
  • the material was squeezed to a wet pick-up of 75%, then it was dried with hot air having 90 0 C to a residual moisture of 9 %.
  • the material was wrapped in a plastic bag and was allowed to stand at 20 0 C for 22 hours. Thereupon it was promptly rinsed, neutralised with caustic soda, rinsed with water for 10 minutes , acidified with acetic acid, rinsed again then squeezed and dried at 120 0 C. After the drying, the material was impregnated and squeezed with recipe B to a wet pick up of 75%, and dried at 120 0 C.
  • the fabric of example 2 is impregnated in a bath according to recipe #4.
  • the material was squeezed to a wet pick-up of 75% then it was dried for 45 seconds at 120 0 C and cured for 30 seconds at 160 0 C.
  • the finished material of comparative example 2 was washed with 1 g/1 of a detergent/wetting and dispersing agent for 15 minutes at 45°C then was rinsed with water, squeezed and dried for 45" at 120 0 C.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

The instant invention relates to a process for the finishing of textiles with a non formaldehyde cross-linking agent based on 2-imidazolidinones wherein by certain process parameters in drying and curing the undesired yellowing and unpleasant amine smell is avoided.

Description

PROCESS FOR FINISHING TEXTILES
The present invention relates to a process for finishing a cellulose-based textile as well as a cellulose-based textile finished according to this process.
Cross-linking textile finishes are currently used for conferring on cellulose fabrics properties of durable press and resistance to creasing or crease recovery, a dimensional stability to domestic washes as well as easy care (easy ironing or no ironing), among other properties.
Most of these cross-linking textile finishes contain free or combined formaldehyde which is released either in the finishing shop or when using fabrics finished in this way. However, formaldehyde is now considered to be a noxious product, exposure 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 for imparting crease resistance. The impregnated material is subjected to drying and curing operations at a temperature in the range of 82°C-232°C.
These compounds are widely used in Pad-Dry and Cure or Pad-Dry-Cure finishing processes where a cellulose containing fabric is impregnated with a bath containing these non formaldehyde cross-linking agent, a catalyst and additives. The impregnated fabric is dried and cured at elevated temperatures; the drying and curing steps may be consecutive or simultaneous. In the case where the fabric is first dried, curing temperatures from 1200C to 2300C are described (US 4,295,846)
Unfortunately, finished fabrics according to this prior art, have low resistance to tearing, show a great tendency to yellowing, and may generate an unpleasant amine smell.
Furthermore to increase the easy-care properties of the finished fabrics, one can increase the concentration of these non- formaldehyde crosslinkers but at the expense of the whiteness and the tear strength. The bad amine smell is then also promoted. It is known by the artisan, as described in Textile Chemist and Colorist 1982 (Cooke and al. 14(5), 100-106, 1982), that the necessary acidic conditions (pH from 3 to 5) not only catalyse the etherification of the cellulose, but also give an undesired side reaction where dialkylhydantoins are formed thus reducing the efficiency of the crosslinker (degrees of fixation of the resin of from 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 moist cure process (a combination of impregnation, padding, gentle drying, low temperature curing and washing) to give good easy-care properties. The finished fabrics according to this invention have an excellent whiteness level, a very high tear strength, and no unpleasant amine smell.
This invention provides a formaldehyde free cross-linking finishing process of cellulose fabrics or cellulose containing fabrics.
The compounds used in this invention have the general formula (I)
Either the cis or trans isomer type or mixtures thereof may be used, wherein
X is O or S, preferably O, R1 , R2 are the same or different and are linear or branched Ci-C2o-alkyl, preferably Ci-Cs-alkyl, most preferably methyl, or linear or branched C2-C2o-alkyl, preferably C2-Cs-alkyl, substituted by one or more functional groups like hydroxyl, amino, carboxyl, amide, ester, ether, and halogen (fluorine, chlorine, bromine and iodine),
R3 , R4 are the same or different (R3 and R4 may be part of the same ring structure) : and are H or linear or branched Ci-C2o-alkyl, preferably Ci-Cs-alkyl, eventually substituted by one or more functional groups like hydroxyl, amino, carboxyl, amide, ester, ether, and halogen (fluorine, chlorine, bromine and iodine), or groups like
where n is 1-20, preferably 1-6, most preferably 2, and R5 is H or linear or branched chain alkyl C1-C4, preferably H.
Most preferably R1 and R2 are methyl and R3 and R4 are H or methyl or -(CH2)2OH
Preferred compounds of the invention are l,3-Dimethyl-4,5-dihydroxy-2-imidazolidinone (also called DMeDHEU, DiMethylDiHydroxyEthylenUrea) and its etherified derivatives. To partly or completely etherify the DMeDHEU, the preferred alcohols are methanol or DEG (diethylenglycol) or mixtures thereof.
These products are generally commercial and sold by example under the trade name Arkofix NZF New (Clariant) or can be prepared by different techniques known to the man skilled in the art as described among other possible processes in US 3 304 312, US 4 295 846, EP 0 141 755, or US 5 707 404. The process is generally a condensation of glyoxal and a di-substituted urea followed or not by an etherification step with one or more alcohol or polyol.
Process of this invention: The process of this invention is characterised by the following steps : a) Impregnation of a cellulose containing fabric with a bath containing a non formaldehyde cross-linking agent of formula (I) and a catalyst or a mixture of catalysts under acidic conditions,
b) Drying at a temperature of 1300C or below to a residual moisture of from 3 to 30%, and
c) Curing at a temperature of 500C or below. Afterwards the fabric is washed, neutralised and dried by operations known in the art.
Optionally an additional top-finishing step may complete the instant process.
Detailed description of the invention
A cellulose containing fabric is impregnated with a bath containing a non formaldehyde cross- linking agent of formula (I) and a catalyst or a mixture of catalysts.
The concentration of the finishing agent of formula (I) in the bath calculated as solid is generally governed by the desired effect. As a rule it is between 30 and 500 g/1, preferably between 100 and 300 g/1, most preferably between 120 and 240 g/1.
Catalysts suitable for this process are one single acid or combinations of organic and inorganic acids or acid donors. The cross-linking of the cellulose is acid-catalysed; the bath pH is adjusted to 3 or below, preferably to 2 or below, and most preferably to 0.8-1.5.
Typical catalysts include acids such as hydrochloric, sulphuric, fluoroboric, phosphoric, nitric, acetic, glycolic, maleic, lactic, citric, tartaric, muriatic and oxalic acids; metal salts such as magnesium chloride, nitrate, fluoroborate, or fiuorosilicate; zinc chloride, nitrate, fluoroborate, or fiuorosilicate; ammonium chloride; zirconium oxychloride; sodium or potassium bisulfate; amine hydrochlorides such as the hydrochloride of 2-amino-2-methyl-l- propanol; and the like and mixtures thereof. Preferred are hydrochloric acid, sulphuric acid, phosphoric acid or ammonium chloride.
Optionally, additives may be added to the bath. Conventional additives such as wetting agents, lubricants, softeners, bodying agents, water repellents, flame retardants, soil shedding agents, mildew inhibitors, anti-wet soiling agents, fluorescent brighteners, biocides (antimicrobial, anti-bacterial, anti-algae, anti- fungi, insect repellent, anti-dust mite, anti-mould) and the like may be used in the treating bath in conventional amounts as long as the stability of the bath is compatible with the very low pH range of the invention. Such auxiliaries must not, however, interfere with the proper functioning of the finishing resin, must not themselves have a deleterious effect on the fabric, and desirably are free of formaldehyde. Preferred are wetting agents, lubricants and softeners. The impregnated fabric is dried at low temperature below 1300C, preferably below 10O0C and most preferably between 60 and 900C to a residual moisture of from 3 to 30% , preferably from 5 to 15% and most preferably of from 6 to 10%.
The fabric being kept at this humidity either by being wrapped with a plastic film or by any other means, is cured at low temperature, below 500C, preferentially below 400C, to avoid fibre damage for 5 to 30 h , preferentially for 15 to 25 h. During that curing stage the fabric is preferentially kept under rotation to avoid migration and local over-concentration of the catalyst that could damage the fabric.
After the curing, the fabric is washed and neutralised with any conventional method generally used by the man skilled in the art. Neutralisation may be achieved for example with a base like caustic soda or just by rinsing.
After the washing and neutralisation step, the fabric is dried. Optionally, but preferably, the fabric is top-finished with a bath containing additives. This step can be subsequent to the drying or the fabric can be padded after the washing in a wet-in- wet process and then dried.
Conventional additives such as wetting agents, lubricants, softeners, bodying agents, water repellents, flame retardants, soil shedding agents, mildew inhibitors, anti-wet soiling agents, fluorescent brighteners, biocides (anti-microbial, anti-bacterial, anti-algae, anti-fungi, insect repellent, anti-dust mite, anti-mould) and the like may be used in the top-finish bath in conventional amounts as long as the bath is stable. Such auxiliaries must not, however, interfere with the proper functioning of the finishing resin, must not themselves have a deleterious effect on the fabric, and desirably are free of formaldehyde.
The non- formaldehyde finished fabrics according to the disclosed process, have easy-care properties and furthermore have a better tear strength, a high whiteness level (no yellowing) and do not generate any unpleasant amine smell. The following examples shall explain the instant invention in more detail.
Degree of fixation The degree of fixation is obtained by the nitrogen determination (N%) of the fabric before and after washing by elementary analysis.
Degree of fixation = 100 x N% washed fabric / N% finished fabric
Example 1:
Moist cure with a DMeDHEU based crosslinker
A bleached white 100% cotton toile 1/1 (116 g/m2, 40x27.5 treads/cm) was impregnated in a bath according to recipe #1. The material was squeezed to a wet pick-up of 65%, and then it was dried with hot air having 700C to a residual moisture of 7-8 %. The material was wrapped in a plastic bag and was allowed to stand at 35°C for 24 hours (curing). Thereupon it was promptly washed, neutralised, rinsed with water at 300C for 5 minutes then squeezed and dried at 1200C. After the drying, the material was impregnated and squeezed with recipe A to a wet pick up of 60%, and dried at 1300C (top-finish).
Comparative example 1:
Pad-drv-cure with a DMeDHEU based crosslinker
The fabric of example 1 is impregnated in a bath according to recipe #2. The material was squeezed to a wet pick-up of 65% then it was dried and cured at 1500C (effective time at 1500C: 60 seconds).
The details of the recipes are shown in Table 1. Table 1:
* available from Clariant
Results:
0 = un-treated fabric
Table 2:
These results clearly demonstrate a surprising increase of the tear strength when the fabric is treated by the instant moist cure process. Example 2:
Moist cure with a DMeDHEU based crosslinker
A bleached white 100% cotton poplin (120 g/m2) was impregnated in a bath according to recipe #3. The material was squeezed to a wet pick-up of 75%, then it was dried with hot air having 900C to a residual moisture of 9 %. The material was wrapped in a plastic bag and was allowed to stand at 200C for 22 hours. Thereupon it was promptly rinsed, neutralised with caustic soda, rinsed with water for 10 minutes , acidified with acetic acid, rinsed again then squeezed and dried at 1200C. After the drying, the material was impregnated and squeezed with recipe B to a wet pick up of 75%, and dried at 1200C.
Comparative example 2:
Pad-dry-cure with a DMeDHEU based crosslinker
The fabric of example 2 is impregnated in a bath according to recipe #4. The material was squeezed to a wet pick-up of 75% then it was dried for 45 seconds at 1200C and cured for 30 seconds at 1600C.
Comparative example 3:
The finished material of comparative example 2 was washed with 1 g/1 of a detergent/wetting and dispersing agent for 15 minutes at 45°C then was rinsed with water, squeezed and dried for 45" at 1200C.
Details of the recipes are shown in Table 3.
Table 3:
* available from Clariant
Results:
0 = un-treated fabric
Table 4:
The results clearly show that the instant process leads to better properties of the textile fabric, especially the problem of yellowing has been solved and the tear strength is far better. It can also be seen that the improvement of tear strength and whiteness cannot be achieved from an additional washing step after a pad-dry-cure process, but is only obtainable with the instant process.

Claims

Claims
1. Process for finishing textiles comprising the following steps: a) impregnation of a cellulose containing fabric under acidic conditions with a bath containing a catalyst or a mixture of catalysts and either the cis or trans isomer type or mixtures thereof of a non formaldehyde cross-linking agent of formula (I)
wherein
X is O or S,
R1 , R2 are the same or different and are linear or branched Ci-C2o-alkyl, or linear or branched C2-C2o-alkyl, substituted by one or more functional groups selected from hydroxyl, amino, carboxyl, amide, ester, ether, and halogen ,
R3 , R4 are the same or different and may be part of the same ring structure and are H or linear or branched Ci-C2o-alkyl, or
where n is 1-20, and
R5 is H or linear or branched chain alkyl C1-C4,
b) drying at a temperature of 1300C or below to a residual moisture of from 3 to 30%, and
c) curing at a temperature of 500C or below.
2. Process according to claim 1 wherein X is O,
R1 , R2 are the same or different and are linear or branched Ci-Cs-alkyl, or linear or branched C2-Cs-alkyl, substituted by one or more functional groups selected from hydroxyl, amino, carboxyl, amide, ester, ether, and halogen , R3 , R4 are the same or different and are H or linear or branched Ci -Csalkyl, or
where n is 1-6, and R5 is H.
3. 2. Process according to claim 2 wherein X is O,
R1 and R2 are methyl, R3 and R4 are H or -CH2-CH2-OH.
4. Process according to claim 3 wherein the non formaldehyde cross-linking agent of formula (I) is l,3-Dimethyl-4,5-dihydroxy-2-imidazolidinone.
5. Process according to any of the preceding claims wherein a) the impregnation of said cellulose containing fabric is done in a bath containing from 30 to 500 g/1 of the non formaldehyde cross-linking agent of formula (I) and having a pH below 3 , b) the drying is done at a temperature below 1000C to a residual moisture of from 5 to 15%, c) the curing is done at a temperature below 400C for 5 to 30 hours.
6. Process according claim 5 wherein a) the impregnation of said cellulose containing fabric is done in a bath containing from 10 to 300 g/1 of the non formaldehyde cross-linking agent of formula (I) and having a pH below 2, b) the drying is done at a temperature below 1000C to a residual moisture of from 5 to 15%, c) the curing is done at a temperature below 400C for 5 to 30 hours.
7. Process according claim 6 wherein a) the impregnation of said cellulose containing fabric is done in a bath containing from 10 to 300 g/1 of the non formaldehyde cross-linking agent of formula (I) and having a pH from 0.8 to 1.5, b) the drying is done at a temperature from 60 to 900C to a residual moisture of from 6 to 10%, c) the curing is done at a temperature below 400C for 15 to 25 hours and the fabric is kept under rotation.
8. Process according to any of the preceding claims wherein the fabric is treated with an additional top-finish.
9. Process according to any of the preceding claims wherein the catalyst or mixture of catalysts is selected from hydrochloric acid, sulphuric acid, phosphoric acid or ammonium chloride.
10. Process according to any of the preceding claims wherein wetting agents, lubricants or softening agents are used for the impregnation bath.
11. Textile obtained from a process according to any of the preceding claims.
EP06793689A 2005-10-12 2006-09-21 Process for finishing textiles Active EP1957705B8 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP06793689A EP1957705B8 (en) 2005-10-12 2006-09-21 Process for finishing textiles

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP05292137 2005-10-12
EP06793689A EP1957705B8 (en) 2005-10-12 2006-09-21 Process for finishing textiles
PCT/EP2006/066563 WO2007042380A1 (en) 2005-10-12 2006-09-21 Process for finishing textiles

Publications (3)

Publication Number Publication Date
EP1957705A1 true EP1957705A1 (en) 2008-08-20
EP1957705B1 EP1957705B1 (en) 2011-12-14
EP1957705B8 EP1957705B8 (en) 2012-03-14

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PE20210519A1 (en) 2017-09-12 2021-03-17 Cotton Inc IMPROVING THE BALANCE OF PERMANENT IRONING PROPERTIES OF COTTON FABRICS USING FORMALDEHYDE-FREE TECHNOLOGY
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JP7541831B2 (en) * 2020-02-05 2024-08-29 Ykk株式会社 Water-repellent products and manufacturing method thereof
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WO2007042380A1 (en) 2007-04-19
BRPI0617298B1 (en) 2016-12-20
BRPI0617298A2 (en) 2011-07-19
EP1957705B8 (en) 2012-03-14
ES2379007T3 (en) 2012-04-19
PE20070735A1 (en) 2007-08-24
CN101305125A (en) 2008-11-12
JP2009511763A (en) 2009-03-19
PT1957705E (en) 2012-02-22
EP1957705B1 (en) 2011-12-14

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