Bleaching and dyeing; fluid treatment and chemical modification – Chemical modification of textiles or fibers or products thereof
Reexamination Certificate
2000-07-10
2003-04-15
Gupta, Yogendra N. (Department: 1751)
Bleaching and dyeing; fluid treatment and chemical modification
Chemical modification of textiles or fibers or products thereof
C008S116100, C008S194000, C428S365000, C427S339000
Reexamination Certificate
active
06547832
ABSTRACT:
BACKGROUND OF THE INVENTION
EP-A-0230910 discloses textile treatment compositions prepared by reacting C
10-22
-fatty acids with polyamines and neutralizing the reaction product with a non-oxidizing inorganic acid, where, as polyamine, aminoethylethanolamine, inter alia, and, as inorganic acid, phosphorous acid are preferred and are described in the examples. The acid is employed in a defined amount of from 0.7 to 1.3 acid equivalents per amine equivalent (EP-A-0230910, page 3, line 17), i.e. in an amount which is not sufficient to achieve an acidic pH for the dibasic phosphorous acid. If this acid is employed in such amounts that an acidic dispersion is formed, this dispersion is unstable and, on standing, soon separates into two phases of different concentration, which is unsuitable for practice (production, sale, storage and use). EP-A-0230910 also mentions good results with respect to odor on page 3, line 6. It should be commented in this respect that although phosphorous acid is itself odor-free, a strong disagreeable odor spreads under acidic conditions in the presence of the other products, which is also unsuitable for practice. Thus, for example, use in alkaline wash liquors or thereafter is mentioned on page 3, lines 34-35.
The principal object in EP-A-0230910 is to avoid discoloration or yellowing of textile material which is caused immediately after finishing, for example with a fabric softener, due to subsequent heat treatment, in particular due to thermosol treatment, as is usual for synthetic fibers, with the consequence that the heat-set material appears more yellowish or brownish.
However, an essentially different problem is yellowing which does not occur until some time after completion of the textile goods which have not yellowed due to the various treatment stages in their production, namely exclusively in jeans goods, which are essentially cellulose-containing (in general cotton-containing) fabrics which have been woven or knitted in a certain manner and dyed in a certain manner and may have been subjected to further treatment in a certain manner.
The fabrics used for jeans (denim fabrics) are generally made from dyed, usually warp-dyed, warp yam and undyed weft yam, which are usually woven or knitted in such a way that the dyed part predominates on the face side of the fabric, while the undyed part predominates on the reverse side of the fabric, for example by means of the twill weaving method (for example ⅓ or ½) or by another weaving or knitting method which is suitable for this purpose. The dyeing is usually carried out using indigo dyes, such as, for example, Colour Index Vat Blue 1 or similar dyes. By means of various fading treatments, such as, for example, stonewashing, bleaching and/or washing, the jeans article can be given the known fashionable worn appearance. However, it has now been found that on storage the denim articles (jeans articles) treated in this way yellow over time, for example due to the action of constituents from the ambient air, such as ozone, nitrogen oxides, etc., especially in combination with daylight. Although the yellowing could be removed again from the made-up and yellowed goods by suitable washing, such washing processes are, however, normally not carried out by the ultimate retailer. Attempts have therefore been made to delay this yellowing effect by using certain finishing compositions, but the undesired yellowing occurs after a certain time which is relatively short for storage and/or sales purposes. There is therefore a wish to employ compositions which have a stronger or longer yellowing-inhibiting action so that the goods can be stored and/or displayed for a longer time without yellowing damage and can be offered for sale in perfect condition.
SUMMARY OF THE INVENTION
It has now been found that a surprisingly good improvement in the yellowing-inhibiting action against this storage yellowing on jeans goods can be achieved using the phosphates defined below, from salt formation of the defined amino compounds with at least 1.5 equivalents of ortho-phosphoric acid per equivalent of basic amino groups, whose dispersions are very stable even under acidic conditions.
The invention relates to the use of the defined phosphates for inhibiting said yellowing and to the process for yellowing-inhibiting finishing therewith.
DESCRIPTION OF THE PREFERRED EMBODIMENTS
The invention thus provides a process for the yellowing-inhibiting finishing of textile, indigo-dyed, washed and/or stonewashed and/or bleached denim articles which is characterized in that the finishing is carried out from aqueous medium with protonated fatty acid ester-aminoamides and/or hydroxyaminoamides of N-(&bgr;-hydroxyethyl)ethylenediamine in which the fatty acid radicals each contain from 12 to 22 carbon atoms and which have been protonated with at least 1.5 equivalents of ortho-phosphoric acid per equivalent of basic amino groups.
The protonated fatty acid ester-aminoamides and/or hydroxyaminoamides to be employed in accordance with the invention are advantageously employed in the form of protonated condensates of the said C
12-22
-fatty acids with N-(&bgr;-hydroxyethyl)ethylenediamine.
Suitable fatty acids are any desired, preferably linear fatty acids having 12 to 22 carbon atoms which are conventional per se, preferably saturated fatty acids, for example lauric acid, myristic acid, palmitic acid, stearic acid, arachic acid and behenic acid. Both individual acids and technical-grade acids (acid mixtures), such as, for example, hydrogenated tallow fatty acid, can be employed. Of the said acids, those having from 14 to 18 carbon atoms, and also technical-grade mixtures of such acids, are preferred.
The condensates [i.e. products of the acylation of N-(&bgr;-hydroxyethyl)ethylenediamine] can be prepared in a manner known per se by condensation of the said fatty acids with N-(&bgr;-hydroxyethyl)ethylenediamine under water-eliminating conditions. For their preparation, from 1 to 2.5 mol, preferably from 1.2 to 2.2 mol, in particular from 1.4 to 2 mol, of fatty acid are advantageously employed per mole of N-(&bgr;-hydroxyethyl)ethylenediamine. The condensation is advantageously carried out in an anhydrous medium, most simply in the absence of solvents, for example at temperatures in the range from 140 to 220° C., advantageously under an inert atmosphere (for example under nitrogen) and/or optionally under reduced pressure. In addition to the above-mentioned monoamides, the said condensates may optionally, depending on the molar ratio and condensation conditions, contain further amides, namely diamides, i.e. at least one fatty acid diamide and/or at least one fatty acid ester diamide of N-(&bgr;-hydroxyethyl)ethylenediamine. Besides the amide groups, the acylation product prepared in this way—referred to below as “aminocondensate”—contains basic amino groups, which are now at least partially protonated with phosphoric acid to give the corresponding aminocondensate-phosphoric acid salt. The proportion of protonatable basic amino groups in the aminocondensate can be determined by measuring the amine number. The amine number is advantageously in the range from 30 to 100 mg, preferably from 50 to 70 mg, of KOH per g of aminocondensate. From 0.5 to 1.1 mol, preferably from 0.8 to 1 mol, of phosphoric acid are advantageously employed per mole-equivalent of basic amino groups (or amino nitrogen) in the aminocondensate.
The phosphoric acid is advantageously employed in the form of an aqueous solution, for example—calculated as ortho-phosphoric acid H
3
PO
4
—as a 1 to 10% by weight solution.
It is advantageous to add a hydrophilic, nonionogenic surfactant, preferably having an HLB of >12, for example a product of the addition of from 10 to 70 mol, preferably from 25 to 60 mol, of ethylene oxide onto 1 mol of C
9-24
-fatty alcohol. Suitable fatty alcohols are any desired, preferably saturated alcohols having 9 to 24 carbon atoms, preferably 11 to 18 carbon atoms, which are conventional per se; for example, linear fatty alcohols, such as laury
Freudemann Fred
Poppenwimmer Kurt
Clariant Finance (BVI) Limited
Gupta Yogendra N.
Hamlin Derrick G.
Hanf Scott E.
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