DE4430165A1 - Hydrophilically modified poly-isocyanate(s) - Google Patents

Abstract

The use of hydrophilically-modified polyisocyanates (I) for the following applications in the textile industry is claimed: (i) as crosslinkers for binders used in aq. pigment dye liquors for dyeing textiles; (ii) in the form of aq. dispersions contg. little or no organic solvent or other emulsifiers, for finishing textile materials; and (iii) for the prodn. of textiles with a wash-fast lustre. Also claimed are: a process for dyeing textiles in aq. pigment dye baths using (I) as crosslinker for the binder, a textile finishing process using aq. dispersions of (I) as above, and a process for the prodn. of textiles with a wash-fast lustre by using (I) as above. Also claimed are: aq. pigment dye baths for the above process, contg. 0.01-10 wt.% (I) in addn. to pigments, binders, water and conventional additives, and aq. dispersions for textile finishing contg. 0.01-15 wt.% (I) with no organic solvent or other emulsifier.

Description

The present invention relates to the use of hydrophilic modified polyisocyanates for the production of textiles materials with a permanent wash shine.

In DE-OS 17 19 545 (1) the use of isocyanate groups-containing adducts of diisocyanates with polyols Treatment of wool described. Contain these isocyanate groups Adducts are used exclusively as solutions in orga nical solvents such as aromatic organic solvents teln, z. As benzene, toluene or xylene, or halogenated alipha organic solvents such. B. Trichlorethylene, Per chlorethylene, carbon tetrachloride or methylene chloride turns what is environmental and health reasons danger is extremely disadvantageous.

In the examples of DE-OS 16 19 030 (2) and DE-OS 17 69 121 (3) describes the use of emulsions Adducts of excess hexamethylene diisocyanate at higher molecular polypropylene glycol for the non-felt finishing of wool described. Organic solutions are used for emulsification medium, e.g. B. ethyl acetate, and separate emulsifiers, e.g. B. Paraffinsulfonate, which, on the one hand, impairs the Exhaust air and on the other hand to problems such as wastewater pollution or Migration of the emulsifier in the treated goods leads.

US Pat. No. 3,847,543 (4) also teaches excess diisocyanates Adding polyols and using organic solvents, e.g. B. toluene, and separate emulsifiers, e.g. B. sodium lauryl sulfate, to emulsify and then with these emulsions textile materials to treat.

In DE-OS 41 34 284 (5) and US-A 3 493 426 (6) the Use of blocked with various blocking agents Isocyanates described for textile finishing. In this application the blocking agent must be removed again by thermal elimination removed to get the desired effect. After In addition to the necessary heating of the textile, part of this is materials especially the release of the blocking agent.  

To create gloss, especially on cellulosic or Cellulose-containing textile materials are usually paraf fin, tallow or polyethylene applied as an aid. Often who the crosslinking agent containing methylol groups, which is easy again Split off formaldehyde, also used. In such procedures the gloss produced is not wash-permanent. With the necessary thermal treatment of textiles, e.g. B. condense or Fix, exhaust air problems arise due to the released paraffin and formaldehyde.

The object of the present invention was therefore a method for the production of textile materials with a permanent shine the following requirements:

• - The application should be without the addition of organic solutions agents and separate emulsifiers;
• - high temperatures should not be necessary for use;
• - No blocking agents should be split off during use Need to become;
• - The finished textile materials should also be one have a high utility value, in particular they should be without Loss of gloss can be washed;
• - The wash-permanent shine should be without paraffin or formaldehyde hydro emissions can be generated during thermal treatment.

Accordingly, the use of hydrophilically modified poly isocyanates found for this purpose.

As the basis for the hydrophilic modifi used according to the invention graced polyisocyanates are used as usual diisocyanates and / or usual higher functional polyisocyanates with a medium NCO functionality from 2.0 to 4.5. These components can alone or in a mixture.

Examples of common diisocyanates are aliphatic diisocyanates such as tetramethylene diisocyanate, hexamethylene diisocyanate (1,6-diiso cyanatohexane), octamethylene diisocyanate, decamethylene diisocyanate, Dodecamethylene diisocyanate, tetradecamethylene diisocyanate, tri methylhexane diisocyanate or tetramethylhexane diisocyanate, cyclo aliphatic diisocyanates such as 1,4-, 1,3- or 1,2-diisocyanato cyclohexane, 4,4′-di (isocyanatocyclohexyl) methane, 1-isocyanato 3,3,5-trimethyl-5- (isocyanatomethyl) cyclohexane (Isophorondiiso cyanate) or 2,4- or 2,6-diisocyanato-1-methylcyclohexane and  aromatic diisocyanates such as 2,4- or 2,6-tolylene diisocyanate, Tetramethylxylylene diisocyanate, p-xylylene diisocyanate, 2,4'- or 4,4'-diisocyanatodiphenylmethane, 1,3- or 1,4-phenylenediiso cyanate, 1-chloro-2,4-phenylene diisocyanate, 1,5-naphthylene diiso cyanate, diphenylene-4,4'-diisocyanate, 4,4'-diisocyanato-3,3'-di methyldiphenyl, 3-methyldiphenylmethane-4,4, -diisocyanate or Diphenyl ether 4,4'-diisocyanate. Mixtures of the ge called diisocyanates are present.

Of these, aliphatic diisocyanates are preferred, in particular Hexamethylene diisocyanate and isophorone diisocyanate.

The usual higher functional polyisocyanates are suitable for for example triisocyanates such as 2,4,6-triisocyanatotoluene or 2,4,4'-triisocyanatodiphenyl ether or the mixtures of di-, Tri and higher polyisocyanates by phosgenation of corresponding aniline / formaldehyde condensates are obtained and Represent polyphenyl polyisocyanates having methylene bridges.

Of particular interest are the usual aliphatic radio tional polyisocyanates of the following groups:

• (a) Isocyanurate group-containing polyisocyanates from aliphati and / or cycloaliphatic diisocyanates. Especially the corresponding isocyanato isocya are preferred nurates based on hexamethylene diisocyanate and isophorondi isocyanate. The present isocyanurates are especially simple tris-isocyanatoalkyl or triiso cyanatocycloalkyl isocyanurates, which cyclic trimers of Represent diisocyanates, or mixtures with their higher, homologues with more than one isocyanurate ring. The Isocyanato isocyanurates generally have an NCO content from 10 to 30% by weight, in particular 15 to 25% by weight, and a average NCO functionality from 2.6 to 4.5.
• (b) Uretdione diisocyanates with aliphatic and / or cycloali phatic bound isocyanate groups, preferably from hexa derived methylene diisocyanate or isophorone diisocyanate. At Uretdione diisocyanates are cyclic dimers sation products of diisocyanates.
• (c) Biuret group-containing polyisocyanates with aliphatic bound isocyanate groups, especially tris (6-isocyanato hexyl) biuret or its mixtures with its higher homo lied. These have biuret polyisocyanates  generally an NCO content of 18 to 25 wt .-% and a average NCO functionality from 3 to 4.5.
• (d) Polyiso containing urethane and / or allophanate groups cyanates with aliphatic or cycloaliphatic bound Isocyanate groups, as for example by reacting excess amounts of hexamethylene diisocyanate or Isophorone diisocyanate with simple polyhydric alcohols such as Trimethylolpropane, glycerin, 1,2-dihydroxypropane or their Mixtures can be obtained. This urethane and / or Polyisocyanates containing allophanate groups have in all mean an NCO content of 12 to 20 wt .-% and average NCO functionality from 2.5 to 3.
• (e) Polyisocyanates containing oxadiazinetrione groups, preferably example of hexamethylene diisocyanate or isophorone diisocyanate derived. Such poly containing oxadiazinetrione groups Isocyanates can be produced from diisocyanate and carbon dioxide.
• (f) Uretonimine-modified polyisocyanates.

For the use according to the invention, aliphatic diiso Cyanates and aliphatic higher functional polyisocyanates preferred.

The described diisocyanates and / or more functionalized Polyisocyanates become non-ionic hydrophilic for conversion modified polyisocyanates used for the inventive tion are particularly preferred, with NCO-reactive compounds implemented, the hydrophilic structural elements with not ionic groups or with polar groups that are not in ions groups can be transferred. That’s it Diisocyanate or polyisocyanate in a stoichiometric excess before so the resulting hydrophilically modified polyisocyanate still has free NCO groups.

As such, NCO-reactive compounds with hydrophilic Structural elements come primarily from hydroxyl-terminated groups Polyethers of the general formula I

R¹-X- (AO) _n -H (I)

in the
R¹ is C₁ to C₂₀ alkyl, in particular C₁ to C₄ alkyl, or C₂ to C₂₀ alkenyl, cyclopentyl, cyclohexyl, glycidyl, oxethyl, phenyl, tolyl, benzyl, furfuryl or tetrahydrofurfuryl,
X denotes sulfur or in particular oxygen,
A means propylene or, above all, ethylene, and in particular mixed ethoxylated and propoxylated compounds can also occur in blocks, and
n stands for a number from 5 to 120, in particular 10 to 25,
into consideration.

This is particularly preferably to C₁ to C₄-alkanol started with ethylene oxide or propylene oxide polyethers average molecular weights of 250 to 7000, in particular 450 until 1500.

One can radio from the described diisocyanates and / or higher tionalized polyisocyanates also first by reaction with a deficit of hydroxyl-terminated polyesters other hydroxyl-terminated polyethers or on polyols, e.g. B. ethylene glycol, trimethylolpropane or butanediol, prepolymers generate and then these prepolymers or simultaneously with the polyethers I in deficit to the hydrophilic implement modified polyisocyanates with free NCO groups.

It is also possible to produce non-ionically hydrophilically modified polyisocyanates from diisocyanate or polyisocyanate and polyalkylene glycols of the formula HO- (AO) _n -H, in which A and n have the meanings given above. Both terminal OH groups of the polyalkylene glycol react with isocyanate.

The enumerated types of non-ionic hydrophilic modified Polyisocyanates are described in DE-A 24 47 135, DE-A 26 10 552, DE-A 29 08 844, EP-A 0 13 112, EP-A 019 844, DE-A 40 36 927, DE-A 41 36 618, EP-B 206 059, EP-A 464 781 and EP-A 516 361 described in more detail.

The described diisocyanates and / or more functionalized Polyisocyanates become anionically hydrophilic for conversion modified polyisocyanates with NCO-reactive compounds vice versa sets, the hydrophilic anionic groups, in particular Acid groups such as carboxyl groups, sulfonic acid groups or Phosphonic acid groups. The diisocyanate or  Polyisocyanate in a stoichiometric excess, so that resulting hydrophilically modified polyisocyanate is still free Has NCO groups.

As such, NCO-reactive compounds with anionic groups come especially hydroxycarboxylic acids like 2-hydroxyacetic acid, 3-hydroxypropionic acid, 4-hydroxybutyric acid or hydroxyl pivaline acid and 2,2-bis- and 2,2,2-tris (hydroxymethyl) alkanoic acids, e.g. B. 2,2-bis (hydroxymethyl) acetic acid, 2,2-bis (hydroxy methyl) propionic acid, 2,2-bis (hydroxymethyl) butyric acid or 2,2,2-tris (hydroxymethyl) acetic acid. The carboxyl Groups can be partially or completely by a base be neutralized to in a water soluble or water dispersible form. This is preferred as the base have a tertiary amine, which is known to Isocyanate is inert.

The described diisocyanates and / or more functionalized Polyisocyanates can also be mixed with a non-ionic hydrophilically modifying and anionically hydrophobically modifying the compounds which are added sequentially or simultaneously are implemented, for example with a deficit the polyethers I and the described hydroxycarboxylic acids.

The listed types of anionically hydrophilic modified polyiso Cyanates are in the documents DE-A 40 01 783, DE-A 41 13 160 and DE-A 41 42 275 described in more detail.

The described diisocyanates and / or more functionalized Polyisocyanates become cationically hydrophilic for conversion modified polyisocyanates with NCO-reactive compounds vice versa sets, the chemically built alkylatable or protonatable Ent functions with the formation of a cationic center hold. In particular, such functions are tertiary nitrogen atoms which are known to be inert to isocyanate and can be easily quaternized or protonated. At the order Settlement of diisocyanate or polyisocyanate with this NCO reak tive compounds exist in excess so that the resulting hydrophilically modified polyisocyanate is still free Has NCO groups.

As such NCO-reactive compounds with tertiary nitrogen Atoms come preferably amino alcohols of the general Formula II  

in the
R² and R³ are linear or branched C₁ to C₂₀ alkyl, in particular C₁ to C₅ alkyl, or together with the N atom form a five- or six-membered ring which also contain an O atom or a tertiary N atom can, in particular a piperidine, morpholine, piperazine, pyrrolidine, oxazoline or dihydrooxazine ring, where the radicals R² and R³ can additionally carry hydroxyl groups, in particular in each case one hydroxyl group, and
R⁴ denotes a C₂ to C₁₀ alkylene group, in particular a C₂ to C₆ alkylene group, which can be linear or branched,
into consideration.

Particularly suitable amino alcohols II are N-methyldiethanolamine, N-methyldi (iso) propanolamine, N-butyldiethanolamine, N-butyl di (iso) propanolamine, N-stearyldiethanolamine, N-stearyl di (iso) propanolamine, N'N-dimethylethanolamine, N, N-dime thyl (iso) propanolamine, N, N-diethylethanolamine, N, N-Di ethyl (iso) propanolamine, N, N-dibutylethanolamine, N, N-Dibu tyl (iso) propanolamine, triethanolamine, tri (iso) propanolamine, N- (2-hydroxyethyl) morpholine, N- (2-hydroxypropyl) morpholine, N- (2-hydroxyethyl) piperidine, N- (2-hydroxypropyl) piperidine, N-methyl-N ′ - (2-hydroxyethyl) piperazine, N-methyl-N ′ - (2-hydroxy propyl) piperazine, N-methyl-N ′ - (4-hydroxybutyl) piperazine, 2-hydroxyethyl oxazoline, 2-hydroxypropyl oxazoline, 3-hydroxy propyl oxazoline, 2-hydroxyethyl dihydrooxazine, 2-hydroxypropyl dihydrooxazin or 3-hydroxypropyl-dihydrooxazin.

Furthermore come as such NCO-reactive compounds with ter tertiary nitrogen atoms preferably diamines of the general form mel IIIa or IIIb

in which R² to R⁴ have the meanings given above and R⁵ C₁- referred to C₅-alkyl or with R² a five or six membered ring, especially a piperazine ring, in Consideration.

Particularly suitable diamines IIIa are N, N-dimethylethylene diamine, N, N-diethyl-ethylenediamine, N, N-dimethyl-1,3-diamino 2,2-dimethylpropane, N, N-diethyl-1,3-propylenediamine, N- (3-amino propyl) morpholine, N- (2-aminopropyl) morpholine, N- (3-amino propyl) piperidine, N- (2-aminopropyl) piperidine, 4-amino-1- (N, N-di ethylamino) pentane, 2-amino-1- (N, N-dimethylamino) propane, 2-amino-1- (N, N-diethylamino) propane or 2-amino-1- (N, N-diethyl amino) -2-methylpropane.

N, N, N'-trimethylethylene are particularly suitable as diamines IIIb diamine, N, N, N'-triethylethylenediamine, N-methylpiperazine or N- Ethyl piperazine.

Poly can also be used as NCO-reactive compounds ether (poly) ole with built-in tertiary nitrogen atoms, the by propoxylation and / or ethoxylation of amine nitrogen having starter molecules can be used will. Such polyether (poly) ole are, for example Propoxylation and ethoxylation products of ammonia, Ethanolamine, diethanolamine, ethylenediamine or N-methylaniline.

Other NCO-reactive compounds that can be used are tertiary stick Polyester and polyamide resins that have atoms of matter, tertiary Polyols containing urethane groups and nitrogen atoms Polyhydroxypolyacrylates containing tertiary nitrogen atoms.

The described diisocyanates and / or more functionalized Polyisocyanates can also be mixed with a non-ionic hydrophilically modifying and cationically modifying hydrophilically the compounds which are added sequentially or simultaneously are implemented, for example with a deficit the polyethers I and the amino alcohols II or the diamines IIIa or IIIb. Mixtures of non-ionic hydrophilic modifications Renden and anionically hydrophilic modifying compounds possible.

The listed types of cationically hydrophilically modified poly Isocyanates are in the documents DE-A 42 03 510 and EP-A 531820 described in more detail.  

The content of the hydrophilically modified used according to the invention ten polyisocyanates on hydrophilic components, which over their NCO-reactive groups with the described diisocyanates and / or higher functionalized polyisocyanates to the vorlie products have reacted, is usually 0.1 to 40% by weight, preferably 0.5 to 30% by weight, in particular 1.0 to 20 wt .-%, based on the weight of the product. If it is purely non-ionically hydrophilically modified polyisocyanates, This content is usually 1 to 40% by weight, preferably 3 to 30% by weight, in particular 5 to 20% by weight, is concerned on the other hand, by purely anionically or cationically hydrophilically modified Polyisocyanates, this content is usually 0.1 to 10% by weight, preferably 0.5 to 7% by weight, in particular 1.0 to 3% by weight.

Based on the amount of free NCO groups in the present Product is the proportion of hydrophilic components in generally 0.5 to 300 wt .-%, preferably 2 to 200 wt .-%, ins particularly 5 to 120% by weight. If it is purely non-ionic hydrophilically modified polyisocyanates, this is Proportion usually 5 to 300 wt .-%, preferably 15 to 200% by weight, in particular 30 to 120% by weight, are here gene for purely anionically or cationically hydrophilically modified Polyisocyanates, this proportion is usually 0.5 to 50% by weight, preferably 2 to 25% by weight, in particular 5 to 10% by weight.

Since the hydrophilically modified polyisocyanates mentioned in aqueous media can be used is sufficient for one appropriate dispersibility of the polyisocyanates. Preferential act wisely within the group of the described hydrophilic mo identified polyisocyanates from certain reaction products Di- or polyisocyanates and hydroxyl-terminated poly ethers (polyether alcohols) such as the compounds I as an emulsifier for this purpose.

The hydrophilically modified polyisocyanates described are for the described purpose, however, in many cases in undiluted form ter, d. H. in undispersed or undissolved form puts. In other cases, they are only in the textile treatment bath, e.g. B. dispersed or emulsified in the dye bath, d. H. just before contact with the textile material to be treated.

As textile materials with a wash-permanent shine In principle, any materials can be natural cher or synthetic origin are used, for example cellulosic materials, d. H. Textiles made of cotton or else  from regenerated cellulose, materials from polyamide, poly urethane, polyester, polycarbonate, polyacrylonitrile or poly propylene fibers or textile materials containing keratin fibers such as Sheep wool and mixtures of the materials mentioned. Prefers becomes cellulosic for the use according to the invention or cellulose-containing textile material.

The use according to the invention relates not only to those mentioned Textile materials in the form of yard goods or finished goods, but also the fiber or yarn shape of this material in many cases lien.

The inventive production of textile materials with wash permanent shine is usually done so that that too treating material with the described hydrophilically modified ten polyisocyanates and a conventional suitable for this purpose th polymer dispersion, preferably a conventional polyurethane dispersion, in particular a polyester-polyurethane dispersion, is treated using common application techniques. The one used Polymer dispersion does not normally carry any with the textile material reacting groups. The weight ratio of polymer dispersion to hydrophilically modified polyisocyanates, based on the purely polymer content used, as a rule 20: 1 to 1: 1, especially 10: 1 to 1.5: 1, especially 7: 1 to 2: 1.

The gloss is expediently produced by Pres sen, calendering, embossing or related techniques. especially the Use of calenders, especially chintz calenders, has increased proven to be particularly advantageous. Chintz calenders are Frikti oncalender, d. H. the top smooth, highly polished and heated bare roller has a higher rotational speed than that underlying soft roller. Due to the friction effect (pressure and Ironing effect) gives the goods a high shine. Often runs under the Soft roller another third roller that cools the soft roller.

The amount of hydrophilically modified polyisocyanate is the use according to the invention generally from 0.01 to 50% by weight, in particular 0.05 to 20 wt .-%, especially 0.1 to 5 wt .-%, be pulled on the weight of the dry textile material.

Through the use according to the invention of the hydrophilic described modified polyisocyanates are obtained with textile materials highly wash-resistant shine, which is not only wash-resistant under the usual conditions for textile washing in aqueous Fleet but is usually also dry-cleanable. Nor Sometimes the oleophilic An  parts on or in the textiles, what the loss of Results in shine.

Furthermore, the textiles produced in this way are normally pa raffin and formaldehyde free and have no ecological problems leme through evaporation in itself.

The percentages in the examples below relate always on the weight.

Synthesis examples Polyisocyanate 1 (nonionically modified)

1000 g of one by trimerizing part of the isocyanate Groups of 1,6-diisocyanatohexane, isocyanurate group-containing polyisocyanate, which consists essentially of Tris (6-isocyanatohexyl) isocyanurate and its higher homologues consisted of an NCO content of 22.2%, a content of mono merem diisocyanate of less than 0.3%, a viscosity at 23 ° C. of 1.9 Pa · s and an average NCO functionality of approx. 3.3 were heated to 50 ° C. 80.8 g of one at 50 ° C. were added heated monofunctional polyethylene started on n-butanol oxide polyether with a molecular weight of 1120 g / mol. You warmed up to 110 ° C and stirred for 2.5 h. After cooling, a clear one was obtained Resin with an NCO content of 18.9% and a viscosity at 23 ° C of 2700 mPas.

Polyisocyanate 2 (nonionically modified)

To 150 g (0.3 mol) of a mono started on methanol functional polyethylene oxide polyether with a molecular weight 500 g / mol of 25 g (0.15 mol) of hexamethylene became important at 60 ° C added diisocyanate and stirred for 30 min. After that time cheating the NCO content <0.05%. Then it was cooled to 30 ° C and it was 900 g of a biuret polyisocyanate based on hexamethylene diisocyanate, which consists essentially of N, N ′, N ′ ′ - tris- (6-iso cyanatohexyl) biuret and its higher homologues, with an NCO content of 21.9%, a content of monomeric hexa methylene diisocyanate of less than 0.5%, a viscosity 23 ° C of 2.9 Pa · s and an average NCO functionality of 3.3 stirred in. After cooling, a clear resin with a NCO content of 18.1% and a viscosity at 23 ° C of 3900 mPa · s.

Polyisocyanate 3 (nonionic / cationic modified)

600 g of one by trimerization of part of the isocyanate Groups of 1,6-diisocyanatohexane, isocyanurate group-containing polyisocyanurate, which essentially from tris (6-isocyanatohexyl) isocyanurate and its higher homo logen consisted of an NCO content of 22.2% monomeric diisocyanate of less than 0.3%, a viscosity 23 ° C of 1.9 Pa · s and an average NCO functionality of approx. 3.3 were heated to 50 ° C. 100 g of one at 50 ° C. were added heated monofunctional poly started on methanol ethylene oxide polyether with a molecular weight of 500 g / mol. Man warmed to 110 ° C and stirred for 1 h. Then put 7.9 g (0.1 mol) Dimethylethanolamine and stirred again for 1 h. After cooling a clear resin with an NCO content of 15.0% and was obtained a viscosity at 23 ° C of 9000 mPa · s.

Polyisocyanate 4 (cationically modified)

600 g of one by trimerization of part of the isocyanate Groups of 1,6-diisocyanatohexane, isocyanurate group-containing polyisocyanurate, which essentially from tris (6-isocyanatohexyl) isocyanurate and its higher homo logen consisted of an NCO content of 22.2% monomeric diisocyanate of less than 0.3%, a viscosity at 23 ° C of 1.9 Pa · s and an average NCO functionality of approx. 3.3 were heated to 50 ° C. 7.9 g (0.1 mol) were added Dimethylethanolamine and stirred for 1 h. After cooling, was obtained a clear resin with an NCO content of 19.55% and one Viscosity at 23 ° C of 4700 mPa · s.  

Application example

Cotton fabric was placed on a chintz calender at 190 ° C and 250 dN / cm (steel roller / polyamide roller) with a mixture of one commercially available polyester polyurethane (60 g / l, as 40% Disper sion; Perapret® PU from BASF Aktiengesellschaft) and the hydrophilically modified polyisocyanate 1 from the above synthesis examples (10 g / l in the bathroom) impregnated. The amount of hydrophilic modified polyisocyanate was 0.6%, based on that Weight of the dry textile material. The fleet admission of the Mixing was 60%. The fabric was then opened at 110 ° C approx. 10% residual moisture dried.

The gloss created on the fabric remains after a usual one Textile laundry fully preserved.

For comparison, the same cotton fabric was used under the same conditions with a standard beef tallow dispersion or paraf findispersion (40 g / l, as a 35% dispersion) impregnated and dried. The gloss produced disappeared after a usual one Textile laundry.

Claims (6)

1. Use of hydrophilically modified polyisocyanates for Manufacture of textile materials with a permanent shine. 2. Use according to claim 1 of hydrophilically modified poly isocyanates based on aliphatic diisocyanates and aliphatic higher functional polyisocyanates. 3. Use according to claim 1 or 2 of non-ionically hydrophilic modified polyisocyanates. 4. Use according to claim 3 of non-ionically hydrophilically modified polyisocyanates, which hydroxyl-terminated polyethers of the general formula I R¹-X- (AO) _n -H (I) in the
R¹ is C₁- to C₂₀-alkyl or C₂- to C₂₀-alkenyl, cyclo pentyl, cyclohexyl, glycydyl, oxethyl, phenyl, tolyl, benzyl, furfuryl or tetrahydrofurfuryl,
X denotes sulfur or oxygen,
A means propylene and / or ethylene and
n stands for a number from 5 to 120,
built-in included. 5. Use according to claims 1 to 4 for the production of cellulosic or cellulosic textile material with wash-resistant shine. 6. Process for the production of textile materials with waschper manent gloss, characterized in that for this hydro phil modified polyisocyanates used.