GB2164963A - Process for making free of shrinkage and felting textile material containing keratin fibres - Google Patents

Process for making free of shrinkage and felting textile material containing keratin fibres Download PDF

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Publication number
GB2164963A
GB2164963A GB08522155A GB8522155A GB2164963A GB 2164963 A GB2164963 A GB 2164963A GB 08522155 A GB08522155 A GB 08522155A GB 8522155 A GB8522155 A GB 8522155A GB 2164963 A GB2164963 A GB 2164963A
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United Kingdom
Prior art keywords
shrinkage
process according
atoms
polyurethane
treatment
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GB08522155A
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GB8522155D0 (en
Inventor
Hans Deiner
Erich Rossler
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Chemische Fabrik Pfersee GmbH
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Chemische Fabrik Pfersee GmbH
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Publication of GB8522155D0 publication Critical patent/GB8522155D0/en
Publication of GB2164963A publication Critical patent/GB2164963A/en
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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/564Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating 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
    • D06M13/48Treating 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 containing the ethylene imine ring

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  • 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

A method for making free of shrinkage and felting textile material containing or consisting of keratin fibres through treatment with at least one polyfunctional aziridine compound, in which the N-atoms of the aziridinyl radicals are linked to C-atoms, in dissolved or dispersed form, in which the treatment bath, in addition to the aziridine compound, contains a polyurethane with groups capable of cross-linking, is disclosed. Through this finishing the treated textiles are given a noticeably improved shrinkage behaviour, whereby above all the area shrinkage is reduced.

Description

SPECIFICATION Processfor making free ofshrinkageandfelting textile material containing keratin fibres The invention relates to a process for making free of shrinkage and feltingtextile material containing or consisting of keratin fibres with the aid of polyfunctional aziridine compounds in combination with cross-linkable polyurethanes.
A process is known from the DE-AS 12 65 114, according to which, with the aid of particular polyfunctional aziridine compounds, the shrinkage and felting offibres, threads, yarns and weaves of wool can be reduced. As tests have shown, however, the shrinkage-free andfelting-free effects which can be achieved no longer satisfy present requirements.
Numerous processesforthe preparation of aqueous polyurethane dispersions are also known.
They are used, amongst others, to render textiles antistatic and crease-resistant. As tests have also shown here, these polyurethanes, when applied to wool, likewise only produce unsatisfactory effects with regard to the reduction of shrinkage and felting.
It has now been found that the disadvantages of the prior art can be avoided and a freedom from shrinkage and felting can be achieved on wool to an unexpectedly high extent, ifthe polyfunctional aziridine compounds are used, combined with polurethanes.
The object ofthe invention is therefore a process for making free of shrinkage and felting textile material containing or consisting of keratin fibres through treatment with at least one polyfunctional aziridine compound, in which the N-atoms ofthe aziridinyl radicals are linked C-atoms andthe C-atoms ofthe aziridinyl radicals are substituted if required by lower alkyl radicals with 1 to 4 C-atoms, in dissolved or dispersed form, if required with the addition of further conventional adjuvants fortreatment in the textile industry, drying and hardening, which is characterized in that the treatment bath, in addition to the aziridine compound, contains a polyurethane with groups capable of cross-linking.
It is in fact possible to apply polyurethanes according to the invention together with the polyfunctional aziridine compounds asa solution in a suitable organic solvent onto textile material containing or consisting of keratin fibres, butthe application from the aqueous phase is clearly preferred for generally understandable reasons.
The polyfunctional aziridine compounds are understood to be those which contain at least 2 aziridinyl radicals, in which the N-atoms ofthe aziridinyl radicals are linked to C-atoms. Here the C-atoms of the aziridinyl radical may be further substituted by lower alkyl radicals with 1 to 4 C-atoms. Aminoaziridines (see DE-AS 1 265 114) are particularly suitable.
Methods forthe preparation ofthe polyfunctional aziridine compounds suitable forthe process according to the invention can be seen from the DE-AS 12 65 114 already mentionedandfrom the US-PS 2 596 200andtheFR-PS1 544 120.Particularly preferred are aziridine compounds with 3 aziridinyl radicals, ie,those which may be prepared in a simple manner for examplethrough-esterification of unsaturated acids such as acrylic-, meth acrylic- or crotonic acid with trihydric alcohols such as glycerin, triethano lamine, 1,3,5-hexanetriol or in particulartrimethylolpropane, orthrough ester interchange of lower alkyl esters ofthe above-mentioned acids with the abovementioned trihydric alcohols and subsequent addition ofthe ethylene imine or its derivatives C-substituted by lower alkyl radicals, such as 1,2-propylene-, 1,2-butylene-or C-butylethylene imine (cf. US-PS 2 596 200).
An especially preferred aziridine compound isthe triester ofthe ss-(2-methylaziridinyl)propionic acid with trimethylolpropane. This compound combines sufficient solubility in water, stability and excellent effects as regards the desired freedom from shrinkage and felting on application within the scope ofthe process according to the invention.
The polyurethanes which are used within the scope ofthe process according to the invention are-as is familiartothe specialist in the art-accessible through reaction of multivalent, aliphatic, cycloaliphatic, araliphaticand aromatic isocyanates, such as for example hexane diisocyanate,thevariousisomers of toluylene diisocyanate, diphenylmethane diisocyanate and suchlike with compounds with at least 2, in particular at least 3 reactive hydrogen atoms and with a molecularweight range of from approximately 100 to 6000.The following may be named as such compounds: higher molecular reactive compounds, such as polyesters, polyethers, polyacetals, polyamides and polyester amides, but also low molecularpolyolswithin particular morethan 2 OH-groups, eg. trimethylolpropane, 1 3,5-hexane triol, glycerin and pentaerythrite or alkanolamines, eg.
triethanolamine; the obtained polyurethanes have in each case terminal hydroxyl-, carboxyl-, respective amino- but also NCO-groups, in which the reaction of the higher molecular reactive compounds with the isocyanates if required is also carried out in the presence of chain extension agents, as is entirely familiarto the specialist in the art.
Linear polyester urethanes are particularly suitable for application within the scope ofthe process according to the invention, as these have a high degree of fastness to light and impair the feel ofthe treated textile material the least Within the scope of the process according tothe invention, polyurethane dispersions which are free of emulsifying agent are used to particular advantage; these are polyurethanes of which the capability of dispersion depends upon the introduction of ionic groups or on the introduction of radicals which increase the hydrophilic nature of the polyurethanes, in particular polyalkyleneoxide units.As can be seen from the relevant publications (cf.forexampleDE-AS 14 95 745,DE-AS14 95 847, DE-OS23 14 512andDE-OS23 14 513),these dispersions contain cross-linkable groups and producethe best effects in combination with aziridine compounds on the wool.
In addition, low molecular polyurethanes are particularly preferred, which have been prepared from the above-mentioned low molecular polyol compounds and polyisocyanates and have free isocyanate groups.
Of course, such compounds can not be used directly, but rather only inblockedformtogetherwiththe aziridine compounds. The blocking is carried out here in a known manner, eg. with oximes (see EP-OS 107 838). Behaving in the same way as low molecular polyurethanes are also polyisocyanates with a molecularweightofat least 450, preferably at least 600, so thatthis compound group according to the invention also falls within the concept of low molecu lar polyurethanes.
If such polyurethanes are used alone on wool, unsatisfactory results are produced with regard to the reduction of shrinkage and felting of wool on washing even ifthey are cross-linked with polyamines or polyimines. Furthermore, the polyurethanes crosslinked with these combinations have a tendency to turn yellow.
It musttherefore have been very surprising that a significant improvement is achieved with regard to the freedom from shrinkage and felting of wool, if these polyurethanes are used combined with polyfunctional aziridine compounds; in fact, one should have expected that the latterwould behave in an equivalent mannerto the polyamines in their properties on treatment of wool.
The polyurethanes and the aziridine compounds are generally used such thatafterdrying on the fabric an overall deposit of 3 to 8%-wt. is achieved in which the proportion of aziridine compounds amounts to appro ximately 15 to 45% of the overall deposit.
The treatment baths are applied in a conventional manner onto the textile material. Thereafter, drying is carried out and hardening at an increased temperature in a conventional manner. It may be advantageous in addition to subsequently steam the treated textile material for final hardening out. Subsequent washing is not generally necessary.
Weaves and knits containing orconsisting of keratin fibres come into consideration as the textile material which is to be treated. Wool- and silk fibres are to be understood as protein fibres. The textile material should contain at least 45% protein fibres. The remainder may consist of natural or synthetic fibres, such as cellulose fibres and also for example polyester, polyamide or polyacrylic fibres. Such mixed weaves or knits are known and are familiarto the specialist in the art. In addition, equivalent non-woven "fleece" material may also be used as textile material.
Of course, it is also possible in the process according to the invention to also addfurtheradjuvants to the finishing bath which are conventional forthetreatmentofthe above-mentioned textile material, such as wetting agents or agents to achieve a special property, such as agents which strengthen the feel or softening agents, agents to increaseflame resistance, hydrophobic quality, crease-resistance, or preservative substances.
Example 7 A natural white Jersey of pure wool (290 g/m2) is treated onthefoulardwith a bath which contains 16 girl ofthe triester of p-( 1 -methylaziridinyl)-propionic acid with trimethylolpropane, 80 g/l of an anionic, aliphatic polyurethane dispersion (Impranil DLN W50, commercial product ofthe firm BayerAG; "Impranil" registered trade mark) and 1 g/i of a commercial anionic wetting agent, so that the bath take-up amountsto 100 %-wt.
The sample is stretched on a pin tenterto the initial width, is dried for 10 minutes at 110 C and subsequently heated for 2.5 minutes to 150"C. After steaming (21/2 minutes) and suction (1/2 minute) the sample is leftto lie outfor2 days and then an area of 20 x cm is marked out.
Subsequently, a) the relaxation area shrinkage, b) the felt area shrinkage and c) the area shrinkage after machine washing five times at 40 C are determined.
The methods two determine a) and b), in which the latter is determined aftertreatmentfor 3h, are described in BS-Handbook 11:1974; Methods of Test of Textiles, published by the British Standard Institution, London; pages 4/140 to 41146. The determining of the area shrinkage after washing at 400Ctakes place in an analogous manner to the method indicated above, exceptthat instead of the Cubextreatment, the above-mentioned number of machine washes is carried out.
The results have been compiled into the Table set out below.
Comparative Example 1 Example 1 is repeated, with the exception that the bath contains only the above-mentioned triester (16 g/l) and the anionicwetting agent.
Comparative Example 2 Example 1 is repeated, with the exception thatthe bath only contains the above-mentioned polyurethane dispersion (80 g/l) and the anionic wetting agent.
Comparative Example 3 Example 1 is repeated with a bath which contains 10 g/l triethylenetetramine, 80 9/l ofthe above-mentioned polyurethane dispersion and 1 g/l of the anionic wetting agent.
Comparative Example 4 Example 1 is repeated with a bath, which contains 10 g/l triethanolamine, 80 g/l of the above-mentioned polyurethane dispersion and 1 g/l ofthe anionic wetting agent.
The results are compiled inthefollowingTable.
Relaxation area Felt area Area shrinkage shrinkage shrinkage after machine 15 min. 3 h washing 5 x 40"C Length Width Length Width Length Width Example 1 2.5 % 4.0 % 0.5 % 1.0 % 2.3 % 3.3 % Comparison 1 4.5 % 8.5 % 6.8 % 7.7 % 6.0 % 10.0 % Comparison 2 8.0 % 11.5 % 13.6 % 14.1 % 10.2 % 18.3 % Comparison 3 4.8 % 4.2 % 6.0 % 6.0 % 5.5 % 10.2 % Comparison 4 10.9 % 10.1 % 8.5 % 16.0 % 11.2 % 16.2 % Untreated 15.0 % 17.5 % 18.8 % 10.3 % 19.7 % 22.8 % The results showthe superior, synergistic effects in the application of the process according to the invention.
Example 2 Awool/polyestermixedweave (50:50; 300 g/m2) is treated with a bath in the manner described in Example 1, containing 18 g/l ofthe diester of P-aziridinyl butyric acid with ethyleneglycol, 170 g/l of an anionic polyurethane dispersion (see Example 1 b of the DE-AS 1 495847) and 1 g/l of a commercial anionic wetting agent (bath take-up approximately 80%).
The shrinkage of the material treated in this way is extremely low.
Example 3 A natural white wool weave (160 g/m2) is treated on the foulard with an aqueous bath, which contains per litre 100 g of a 10% non-ionogenic aqueous solution of the aziridine compound named in Example 1, 100 g of a 24% weakly cationic emulsion of a low-molecular polyurethane blocked with 2 butanonoxime (prepared by condensation of trimethylolpropane and toluylene diisocyanate in molar ratio 1:3) and 1 g of a commercial anionic wetting agent, so thatthe bath take-up amounts to approximately 110%.
The sample, as described in Example 1, is stretched, dried in the manner indicated therein, condensed, steamed and suctioned.
Afterthe sample has been laid out for 2 days, an area of 20 x 20 cm is marked out thereon.
Subsequently, the relaxation area shrinkage and the felt area shrinkage are determined, and also the area shrinkage after a treatment according to the data in Example 1, in which in the present case the area shrinkage is also determined after 3-hour Cubex treatment.
The results are compiled in the Table set out below.
Comparative Example 1 Example 3 is repeated, with the exception that the emulsion ofthe aziridine compound is omitted.
Comparative Example 2 Example 3 is repeated, with the exception that instead of the emulsion of the aziridine compound, the bath contains 10 g/l triethanolamine.
Comparative Example 3 Example 3 is repeated, with the exception that instead ofthe emulsion ofthe aziridine compound, 15 g/l trimethylolpropane are contained in the bath.
Relaxation area Felt area Area shrinkage shrinkage shrinkage 15 min. 3 h 3 h Length Width Length Width Example 3 2.0 % 5.5 % 2.0 % 2.0 % 10.0 % Comparison 1 3.0 % 10.5 % 11.0 % 12.0 % 32.0 % Comparison 2 7.0 % 7.0 % 4.0 % 5.0 % 20.75% Comparison 3 5.5 % 8.5 % 9.5 % 14.0 % 32.5 % Untreated 7.5 % 21.0 % 21.0 % 11.5 % 49.0 % These results, also, show the surprisingly advantageous properties in the application ofthe process according to the invention.
Example 4 If in place of the polyurethane emulsion with blocked isocyanate groups mentioned in Example 3, a butanonoxime-blocked trimeric isophorondiisocyanate is used (emulsified in the conventional manner with nonionogenic emulsifying agents, set to the same concentration), almostthe same results are obtained as given in Example 3, with the area shrinkage being even slightly less.
Example 5 Example 3 is repeated, using the same quantityfo a 10% nonionogenicsolution of the triester of p- aziridinylbutyric acid with 1,3,5-hexane trio as azir idine compound. Afavourably shrink4ree material is obtained.

Claims (10)

1. Process for making free of shrinkage and felting textile material containing or consisting of keratin fibres through treatment with at least one polyfunctional aziridine compound, in which the N-atoms of theaxiridinyl radicals are linked to C-atoms and the C-atoms ofthe aziridinyl radicals, if required, are substituted by lower alkyl radicals with 1 to 4 C-atoms, in dissolved or dispersed form, if required with the addition offurther adjuvants conventional fortreatment in the textile industry, drying and hardening, characterized in that the treatment bath, in addition to the aziridine compound, contains a polyurethane with groups capable of cross-linking.
2. Process according to Patent Claim 1,characte- rized in that the treatment takes place from aqueous medium.
3. Process according to Patent Claims 1 and 2, characterized in that the polyfunctional azi ridine compound contains 3 aniridinyl radicals.
4. Process according to Patent Claims 1 to 3, characterized in that aminoaziridines are used as polyfunctional aziridine compounds.
5. Processaccordingto Patent Claims 1 to4, characterized in that the treatment of bath contains, as aziridine compound, the triester of ss(2-methylazir- idinyl)propionic acid with trimethylolpropane.
6. Process according to Patent Claims 2 to 5, characterized in that the treatment bath contains polyurethane dispersions which are free of emulsifying agent.
7. Process according to Patent Claim 6, characterized in that the polyurethane dispersion contains a polyesterurethane as polyurethane.
8. Process according to Patent Claims 6 and 7, characterized in that the polyester urethane dispersion is anionic in nature.
9. Process according to Patent Claims 2 to 5, characterized in that the treatment bath contains, as polyurethane with groups capable of cross-linking, low-molecular polyurethanes with isocyanate groups in blocked form.
10. Processforrenderingfree of shrinkage and felting textile material containing or consisting of keratin fibres, substantially as described with referenceto anyofthe Examples herein.
GB08522155A 1984-09-28 1985-09-06 Process for making free of shrinkage and felting textile material containing keratin fibres Withdrawn GB2164963A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19843435619 DE3435619A1 (en) 1984-09-28 1984-09-28 METHOD FOR SHRINKING AND FELT-FASTENING TEXTILE MATERIAL CONTAINING KERATINE FIBERS

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GB8522155D0 GB8522155D0 (en) 1985-10-09
GB2164963A true GB2164963A (en) 1986-04-03

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GB08522155A Withdrawn GB2164963A (en) 1984-09-28 1985-09-06 Process for making free of shrinkage and felting textile material containing keratin fibres

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IT (1) IT1182864B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0377434A2 (en) * 1988-12-31 1990-07-11 Kurz, Waltraud, geb. Sendtko Two-component textile dyes
WO2002031016A1 (en) * 2000-10-09 2002-04-18 Ucb, S.A. Films and compositions

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH1199066D (en) * 1965-08-19
CH1524468D (en) * 1967-10-13 1900-01-01
US3642972A (en) * 1969-11-19 1972-02-15 Us Agriculture Process of producing nonwoven fabrics using aziridine-modified polyurethane bonding agent
DE2446777C3 (en) * 1974-10-01 1980-01-31 Basf Ag, 6700 Ludwigshafen Use of a compound containing aziridine residues for reducing the shrinkage and matting of material containing or consisting of protein fibers
DE2824469C3 (en) * 1978-06-03 1981-04-16 Basf Ag, 6700 Ludwigshafen Process for the preparation of compounds containing aziridine residues
CA1133691A (en) * 1978-11-20 1982-10-19 Gunter J. Lissy Powder spray booth

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0377434A2 (en) * 1988-12-31 1990-07-11 Kurz, Waltraud, geb. Sendtko Two-component textile dyes
EP0377434A3 (en) * 1988-12-31 1991-12-04 Kurz, Waltraud, geb. Sendtko Two-component textile dyes
WO2002031016A1 (en) * 2000-10-09 2002-04-18 Ucb, S.A. Films and compositions

Also Published As

Publication number Publication date
DE3435619A1 (en) 1986-04-03
IT1182864B (en) 1987-10-05
GB8522155D0 (en) 1985-10-09
IT8548570A0 (en) 1985-09-18
DE3435619C2 (en) 1988-02-25

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