DE1794221A1 - Process for finishing fiber materials - Google Patents

Description

PAINT FACTORY ^{BAYERAG 1794221}

LEVERKUSEN-Bayeiwerk September 24, 1968 Petitioner-AbteUunf Ut / EK / Li

- Process for finishing fiber materials

It is known to use fiber materials, especially textiles Treatment with free or blocked isocyanate groups Reaction products, which from at least two active hydrogen atoms containing organic compounds from Molecular weight 500 to 10,000 and polyisocyanates are produced to refine. The treatment is carried out e.g. from organic Solvents or from aqueous emulsion. This treatment gives the finished textiles an increased Abrasion resistance, improved creasing behavior and reduced tendency to pilling. Articles made of wool can be felt-free equip (British patents 1,097,516 and 1,062,564).

The sorption behavior and the coloring properties of the The finishing does not have a negative effect on textiles. Only the handle is changed towards the full, hard side. One such change of handle is undesirable in many cases. The usual agents for softening textiles, e.g. based on the reaction products of fatty acids with polyamines or alkylolamines, lead when used together with the isocyanate group-bearing reaction products not to a change. Subsequent treatment 1st possible, but requires an additional operation.

10S883 / 1774 ■ »Places« ...

Le. 4 11 778 -

Although paraffin oil can be applied together with the reaction product carrying free isocyanate groups, it reduces the effects in large amounts - over 10% based on the reaction product - for example the felt-free effect when finishing woolen articles. As a result of this limitation, no optimal softening effects can be achieved.

It has now surprisingly been found that fiber materials with free or blocked isocyanate groups w conversion products

a) having at least two active hydrogen atoms organic compounds with a molecular weight of 500 to 10,000 and

b) polyisocyanates

can refine while achieving an excellent v / oak handle effect if the refinement is carried out in the presence of decomposition products the end

c) compounds bearing hydroxyl groups, preferably from Molecular weight 500 to 5000, and

m d) aliphatic monoisocyanates ("plasticizers") or their alkylation products.

As hydroxyl group-bearing compounds c), which for the Production of the plasticizers to be used according to the invention suitable are, for example:

Aliphatic ^ and cycloaliphatic alcohols with 1 to 22 carbon atoms, glycols, such as ethylene glycol, polyalkylene glycol ethers, such as polyethylene, polypropylene, polybutylene and polyhexylene glycols or mixed and graft polymers of these poly Ie Ii 11 778 - 2 -

109883/1774

hydroxy! compounds underlying alkylene oxide conversion ■ products, and polythioethers obtained by condensation of thioglycol available with itself or with sulfur-free polyalcohols are, furthermore, polyesters such as those obtained from aliphatic dicarboxylic acids such as succinic acid, adipic acid, sebacic acid or maleic acid, and polyalcohols such as ethylene glycol, diethylene glycol, Propylene glycol, butanediol and neopentyl glycol are available. Preferably, polyalkylene ether polyols are suitable e.g. Polyalkylene ether triols, such as the addition products of ethylene oxide or propylene oxide with trimethylolpropane.

When monoisocyanates d) may be mentioned aliphatic isocyanates with carbon chains from C ^ - Cp _2, but preferably ^c -] 4 ~ ^C -] Q> as Myristillsocyanat or Stearylisoeyanat. The reaction of the above hydroxyl-bearing compounds c) with monoisocyanates d) is carried out, for example, "at temperatures from 50 - 13O ⁰ C, -preferably at 80 ° - 110 ⁰ C,

The hydroxyl groups of the compounds c) can be partially or completely reacted with the isocyanates d). The implementation the hydroxyl group-bearing compounds c) can also be carried out so that in a first stage with monoisocyanates d) is partially implemented and in a second stage the remaining Hydroxyl groups so brought to reaction with Dilsocyanaten that compounds with free isocyanate groups result.

Le A 11 778 - .jj _

ORIGINAL BATH 109883/1774

For example, polyalkylene ether triols, as obtained by adding propylene oxide to trimethyl propane, to 1/3 or 2/3 of their hydroxyl group content are reacted with stearyl isocyanate in the first stage. The remaining 2/3 or 1/3 of the remaining hydroxyl groups can be in one. . ' second stage with hexamethylene diisocyanate reacted v / ground.

Likewise, the implementation of the hydroxyl group-bearing components

• bonds in the first stage with long-chain aliphatic ■
Isocyanates, such as myristile or stearyl isocyanate, carried out up to 2/3 of the hydroxyl groups, the remaining proportion of hydroxyl groups can be reacted with short-chain aliphatic isocyanates such as methyl, ethyl, propyl isocyanate or methoxymethyl or methoxyethyl isocyanate . However, the remaining hydroxyl groups can also be reacted with aromatic isocyanates, such as phenyl isocyanate or cyclohexyl isocyanate.

W The reaction products can be applied to the textile material from organic solution, for example from perchlorethylene, or from aqueous liquors.

For the preparation of aqueous emulsions it is advantageous to use the According to the invention to be used reaction products from c) and d) alkylate. For example, reaction products of a polyalkylene ether triol with a molecular weight of 3000, prepared from propylene oxide and Trimethylolpropane to be reacted with stearyl isocyanate so that

le A 11 778 - 4 -

109883/1774

all available hydroxyl groups are reacted. The reaction product obtained is now with a methylating agent, such as dimethyl sulfate and alkali, e.g. sodium hydroxide, waiter reacted at preferably 5.0 ° - 60 ° C The product can be used in the usual way with the addition of the sodium salts of paraffin sulfonic acids, advantageously in a mixture with not Process ionic emulsifiers, such as benzyl hydroxybiphenyl polyglycol ether, into an aqueous emulsion «

The plasticizers to be used according to the invention are preferably used together with the free or blocked isocyanate groups load-bearing polymers are used to refine textile materials.

As polymers bearing free isocyanate groups, which are used for refining of textile goods, e.g. to clear wool from fungus, are, for example, those from the German Auslegeschrift 1,265,113 known reaction products with free Isocyanate groups mentioned. These reaction products are formed from compounds having a molecular weight which carry hydroxyl groups 500 to 3OOO and polyisocyanates produced.

Among the at least two active hydrogen atoms - preferred in the form of II -'- droxylgruppen - bearing compounds from Molecular weight 500 to 10,000 include polyethylene, Polypropylene, polybutylene or Pplyhexyleneglykole, also polyester, which from aliphatic dicarboxylic acids, such as Succinic acid »adipic acid, sebacic acid or maleic acid,

BATH 0ft! 8) NAL

Le Λ 11 778 - 5 -

-si. ■

"109883 / 177-4

and polyalcohols, such as ethylene glycol, diethylene glycol, propylene glycol, Butanediol and neopentyl glycol, are available. Also polythioether obtained by condensation of thiodiglycol are usable.

Preferred polyisocyanates are aliphatic and cycloaliphatic Diisocyanates into consideration, such as tetramethylene diisocyanate, hexamethylene diisocyanate, 1,4-cyclohexane diisocyanate, 4,4'-dicyclohexylmethane diisocyanate, as well as 2,4- and 2,6-hexahydrotolylene diisocyanate.

Aromatic diisocyanates, such as p-phenylene diisocyanate, are also suitable and 2,4- or 2,6-toluylene octiisocyanate, as well as Triisocyanates, such as the reaction product of the formula obtainable from 3 moles of hexamethylene diisocyanate and 1 mole of water

OCN - (CHg) ₆ - N / ~ - CONH - (CHg) ₆ - NCO_7 ₂

The reaction products mentioned, which are blocked or preferably carry free isocyanate groups, can be used for finishing textiles from organic solvents or aqueous dispersions can be used. The isocyanate groups are made from aqueous liquors carrying reaction products, for example together with polymers or copolymers based on vinyl or Divinyl compounds applied in aqueous dispersion.

Le Λ 1 1 778-, ■. <«·. -: - 6 -

109883/1774

Such polymers or copolymers are based Lying monomers are, for example, ethylene, propylene, vinyl chloride, vinyl acetate, vinyl ether, and also styrene or Divinylbenzene, butadiene, isoprene or chloroprene and <£, unsaturated Carboxylic acids, such as acrylic acid and methacrylic acid, and their nitriles, esters and amides.

Polymers capable of reacting with isocyanates Own groups are preferred. These include, for example, the

Acrylic acid, methacrylic acid, their hydroxyalkyl esters or amides ~ produced polymers or copolymers as well as copolymers that are obtainable by using N-methylolacrylamide, N-methylol methacrylamide or their reaction with at least Another functional group-containing alcohols prepared derivatives with other olefinically unsaturated compounds copolymerized.

Compounds (b) which have blocked isocyanate groups and with which the M plasticizers to be used according to the invention are used are described, for example, in British Patent 1,058,800. Suitable blocking agents are, for example: oximes, such as methyl or ethyl ketoxime, cyclohexanone oxime, acetophenoxime , Dimethyl ketoxime, butyraldoxime, and imines such as ethyleneimine, propylenirain and 2-methylethyleneimine, alcohols such as methanol, ethanol, propanol and secondary amines such as diethylamine, morpholine and dibutylamine.

BATH ORIGINAL

^LeA11778 10988V / 177 «

The inventive method is "preferably applied for. Finishing of wool and wool-containing fiber materials. The method can moreover also apply for the finishing of silk fibers on the basis of cellulose, synthetic fibers, such as super polyamides and urethanes, polyacrylonitrile, and polyester fibers and cellulose tri- and 2 1/2 acetates, and of leather.

The treatment of the textile, preferably wool and wool-containing Fiber blends with the plasticizers according to the invention and the - preferably free - isocyanate groups The urea products from a) and b) are made from organic solvents, like perchlorethylene, by dipping the textile in'die Treatment solution and spinning off or squeezing off the excess Treatment solution. The solvent is then removed, e.g. with hot air at, for example, 80 - 110 ° C.

The treatment of the textile with the plasticizers according to the invention and the reaction products, which preferably carry free isocyanate groups, can also pass through from an aqueous liquor Dipping and squeezing off or spinning off the textile material take place. In this procedure, the preferably free isocyanate groups bearing reaction product from a) and b) are emulsified with the sodium salt of a paraffin sulfate in water. The watery Emulsion.kann with the aqueous dispersion of an above-mentioned polymer or mixed polymer based on Vinyl compounds are added; aqueous emulsions of those described according to the invention are added to this aqueous liquor

10988 ^ 71774

Plasticizer added.

The aqueous liquors can also contain catalysts, e.g. zinc acetate, which stimulate the reaction of the isocyanate groups accelerate.

The textile material treated with the aqueous liquors is dried, for example with hot air from 80 - 120 ° C.

The plasticizers can also be used with the reaction products containing isocyanate groups on the textile material from organic solvents or sprayed on from aqueous liquors.

After heat treatment of the treated textile material with hot air can be post-treated with steam from 100 - 105 ° 0. The steaming process can be combined with a shaping of the textile material will.

The amounts in which the plasticizers to be used according to the invention are used can vary within wide limits; in general, amounts of 5 to 60 percent by weight preferably 30 to 50 percent by weight * based on the isocyanate groups supporting conversion products, proven.

The reaction products bearing isocyanate groups are - related on the textile - in an amount of, for example, 0.5 to 15 Percent by weight, preferably 1 to 6 percent by weight, applied. the Polymers or copolymers based on vinyl compounds are in quantities of preferably 10 - 50 weight »

10988371774

i «9 ■ Ä 11 778 - 9 -

percent, based on the reaction products bearing isocyanate groups, applied.

example 1

1000 g of a branched polyether of medium molecular weight 3000 + 200 and an OH number of 56 + 3, made from propylene oxide and trimethylolpropane, are mixed with 295 g of stearyl isocyanate Reacted for 2 1/2 hours at 80 ° G and 1 hour at 110 ° G £ (reaction product I).

3000 g of the polyether mentioned above are with 535 g of hexamethylene diisocyanate for 2 hours at 110 ° C, then for a further 1 1/2 hours at 130 - HO ⁰ C heated (reaction product II).

Knitted parts made of wool are treated with a liquor containing 5 g of the reaction product I and 8 g of the perchlorethylene per liter Contains reaction product II. For this purpose, the knitted parts are placed in a rotating drum with the for 4 minutes at approx. 25 ° G ™ Treatment solution impregnated. Subsequently, the excess The treatment solution is pumped out and, as a result of the movement of the drum, the knitted parts are taken up in treatment solution to approx. 350 percent by weight limited. Then the solvent is removed with hot air at 90 ° G and the knitted parts after a storage time of Treated with water vapor at 101 ° G for 60 seconds for 24 hours.

The knitted parts treated in this way have a very good, soft handle and no longer tend to tangle during the washing process. Le Λ 11 778 - 10 -

The favorable influence of the described treatment of wool on their properties show the following data in the Cubex test:

fo Mushroom socket area

!, tested according to IWS specification Ta) 30 minutes 60 minutes
+ 4.1 % - 2.7 %

Example 2

1000 g of a partially branched polyether of medium molecular weight 2500 + 150 and an OH number of 56 + 3, made from Propylene oxide, propylene glycol and trimethylolpropane are treated with 295 g of stearyl isocyanate for 2 1/2 hours at 80 ° G and a further 1 hour implemented at 110 ° C (reaction product III).

Knitted parts made of wool are made analogously to that described in Example 1 Process with 5 g of reaction product III and 8 g of reaction product II (from Example 1) treated per liter of perchlorethylene. The so treated knitted parts made of wool show a soft, loose appearance Handle and the following behavior in the Cubex test:

fo

IWS specification? Ä7 30 minutes 60 minutes
+ $ 1.6> - 3.3 ^

Example 3

1000 g of a branched polyether of medium molecular weight 3000 + 200 and an OH number of 56 + 3, made from propylene

Le K 11. ?? a., .. ^ - 11 -

109883/1774

oxide and trimethylene propane are mixed with 240 g of myristyl isocyanate 2 hours "at 80 ° C and 1 hour at 110 ° G (reaction S; product IV).

Knitted parts made of wool are made according to Example 1 with 5 g of reaction product Iy and 8 g of reaction product ΪΙ (from Example 1) in Liters of perchlorethylene treated. The knitted parts treated in this way show a soft hand and good non-felt behavior.

_Ä jo Felt shrinkage area

φ (tested according to IWS specification 7a)

30 minutes 60 minutes - 0.1 fo - 4.0 io

Example 4

A fabric made of wool is immersed in a liquor which contains 5 g of the reaction product I described in Example 1 and 25 g of the reaction product II (from Example 1) per liter of perchlorethylene. The fabric is squeezed off to about 115 °! The fabric treated in this way shows a very good soft feel and good non-felting behavior , as the following table shows:

fo Krump Γηιΐζ according to product image. 5 machine washes
at 60 ° G

Chain shot

- 1.2 OK - 1.0 OK open, not matted

h Λ 11 778 _{Y. M} ^ Λ ^ ίΐ - 12 -

Example 5

1000 g of a partially branched polyether of medium molecular weight 2500 + 150 and an OH number of 56 + 3, made from propylene oxide, propylene glycol and trimethylolpropane, are used with 240 g of myristyl isocyanate for 2 hours at 80 ° C and 1 hour 110 ° C implemented (reaction product V).

A fabric made of wool is treated according to Example 1 with 5 g of the reaction product V and 25 g of the reaction product II (from Example 1) per liter of perchlorethylene. The treated fabric has a soft feel and a good Filzfreiverhalten when washing, as the following table shows:

fo shrinkage according to product image 5 masDine washes
at 60 ° G

Chain shot

- 2.0 io - 1.3 io open, not matted

Example 6

1000 g of a branched polyether of medium molecular weight 3000 + 200 and an OH number of 56 + 3, made from propylene oxide and irimethylolpropane, are made with 98.3 g of stearyl isocyanate Reacted for 2 hours at 90 ° G and another 1 1/2 hours at 110 ° G (Original Substitution Product VI).

Knitted parts made of wool are mixed with 2 g of the reaction product VI and 16 g of the reaction product EI (from Example 1) per liter Perehlorethylene treated, The knitted parts are made of wool

Le A 11 .77ß

Immersed in the treatment solution for 4 minutes and adjusted to 11O percent by weight Liquor pick-up squeezed. The solvent is then removed by hot air at 100 ° C. Those treated like that Knitted items made of wool have a soft, smooth handle and a good felt-free effect.

fa Felt shrinkage area

(tested according to iWS specification 7a) 30 minutes 60 minutes + 5.1 ^! p -1.8-5 »

Example 7

1000 g of a partially branched polyether with an average molecular weight of 2500 +150 and an OH number of 56 + 3, made from Propylene oxide, propylene glycol and trimethylolpropane are used with 196.6 g of stearyl isocyanate reacted at 100 ° C. for 3 hours. It is then cooled to 40 ° C. with 29 g of propyl isocyanate partially added and another 4 1/2 hours at 40 - 45 ° C leave (reaction product VII).

A fabric made of 55 % wool and 45% polyester fibers (polyethylene terephthalate) is immersed in a solution which contains 8 g of reaction product VII and 20 g of reaction product II (from Example 1) per liter of perchlorethylene. The fabric is squeezed off to a weight increase of approx. 95 ^ and the solvent is removed with hot air at 100-110 ° C. The fabric has a soft feel and very good fungus-free effects.

Le '·. 1 1 770 _. - H -

10 9883/1114 BAD ORIGINAL

# Shrinkage according to product image 5 machine washes
at 60 ° C

Chain shot .

- 0.5 # - 0.4 Io open, not matted

Example 8

1000 g of a partially branched polyether with an average molecular weight 2500 + 150 and an OH number of 56 + 3, made from Propylene oxide, propylene glycol and trimethylolpropane are used with 196.6 g of stearyl isocyanate reacted at 100 ° G for 3 hours. It is then cooled to 40 ° G and partially mixed with 41.7 g of cyelohexyl isocyanate. The reaction mixture becomes reacted for a further 4 hours at 50-55 ° G (reaction product VIII).

A fabric made of synthetic superpolyamide fibers is combined with a Perehloräthylenlösung treated, which per liter 5 g des Translation product VIII contains and 10 g of the reaction product II (from example 1). The tissue is immersed in the treatment solution for 2 minutes and squeezed off to an approx. 65 # increase in weight. That organic solvents are removed with hot air at 130 ° G. The fabric (A) treated in this way shows a treatment with only 10 g of reaction product II (from Example 1) per liter Perchlorethylene (B) has a soft, smooth handle and a significantly improved crease behavior.

Example 9

1000 g of a branched polyether of medium molecular weight 3000 + 150 and an OH number of 56 + 3, made from propylene

Le A '11 778 '_ 15 _

109883/1774

oxide, propylene glycol and trimethylolpropane, are 196.6 g Stearyl isocyanate reacted at 110 ° G for 3 hours. It is then mixed with 28 g of hexamethylene diisocyanate and still Treated 2 1/2 hours at 110 ° G (reaction product IX).

A fabric made of 45 ^c / ° wool and 55 5 * polyacrylonitrile fibers is treated with a solution of perchlorethylene which contains 10 g of reaction product IX and 15 g of reaction product II (from Example 1) per liter. The tissue is dipped into the treatment solution and squeezed off to a weight increase of approx. 85 °. The organic solvent is removed with hot air at 120 ° G. The fabric treated in this way shows a smooth, soft handle and good fungus-free behavior in washing processes.

Example 10

260 g of the reaction product I described in Example 1 will be mixed with 25.2 g of dimethyl sulfate and followed by 20 minutes at 50.degree heated. 8 g of sodium hydroxide, dissolved in 70 g of water, are then added in part and the mixture is heated at 50 ° C. for a further 30 minutes. That The reaction product obtained is mixed with 2 g of benzyl-hydroxy-biphenyl polyglycol ether stirred and 80 g of a 20%, aqueous solution of the sodium salt of a paraffin sulfonic acid was added. Under Further addition of 555 g of water is then used to prepare an emulsion (emulsion I) in the usual way.

A.US 500 g of the reaction product IX described in Example 1, flashing free isocyanate groups, and 100 g of ethyl acetate is used in

Le A 11 776 - 16 -

109883/1774

Usually with 60Og water, which 5 g of the sodium salt contains a paraffin sulfonic acid, an emulsion (Emulsion II) is prepared. ·

A woolen fabric is treated with an aqueous liquor containing 100 g of emulsion II, 25 g of a 40 ' aqueous dispersion of a copolymer of 80 parts of 4crylsäurebutjl ester, 10 parts of styrene and 10 parts of acrylamide, 0.5 g of zinc acetate and per liter 40 g of the aqueous emulsion I contains. The fabric is immersed in the treatment liquor and squeezed off to an increase in weight of about $ 100. It is then dried with hot air at 110 ° for 15 minutes. The fabric treated in this way has a soft, smooth handle and good fungus-free behavior after washing processes.

building

103883/1774

le A 11,778; - 17th

Claims (1)

Claims 1) Process for finishing fiber materials with isocyanate groups having conversion products a) at least two organic compounds containing active hydrogen atoms and having a molecular weight of 500 to 10,000 b) polyisocyanates from an aqueous or non-aqueous medium, characterized in that the treatment with the reaction products containing isocyanate groups is carried out in the presence of reaction products from ^w c) compounds bearing hydroxyl groups and d) aliphatic monoisocyanates and optionally additionally Polyisocyanates
or their alkylation products. 2) Process according to claim 1, characterized in that reaction products are used in which component c) is a Has a molecular weight of 500 to 3000. ft j5) Method according to claim 1, characterized in that the Reaction products from a) and b) have free isocyanate groups. 4) The method according to claim 1, characterized in that the Reaction products from a) and b) have blocked isocyanate groups. 5) Method according to claim 1, characterized in that one the treatment in the presence of reaction products c) compounds bearing hydroxyl groups and having a molecular weight η ^ v ΙΑ: * 109883/1774 he A 11 77H - 18 - from 500 to 3000 and d) myristile isocyanate or stearyl isocyanate carries out 6) Process according to Claims 1-5, characterized in that the reaction products from a) and b) and c) and d) are made organic solution, in particular perchlorethylene, to the material to be treated, preferably on wool and wool-containing Textile materials, and then the organic Solvent removed by exposure to heat. 7) Process according to claims 1-6, characterized in that approximately 5 to 60 percent by weight, preferably 30 to Percentage by weight of the reaction product from c) and d) or its alkylation product, based on the amount by weight of the reaction product from a) and b) used. 8) Process according to Claims 1-7, characterized in that the reaction product from a) and b) in an amount of approximately 0.5 to 15 percent by weight, preferably 1 to 6 percent by weight, based on the weight of the fiber material to be treated. 9) Process for the B ¹ ILZ-free finishing of wool and wool-containing materials by treatment with reaction products containing leocyanate groups a) containing at least two active hydrogen atoms organic compounds with a molecular weight of 500 to 10,000 and 109883/1774 BAD OfilÖINAL Le A 11778 ^ _f . # ■ - 19 - b) polyisocyanates from an aqueous or non-aqueous medium, characterized in that the treatment with the isocyanate groups is carried out Conversion products in the presence of conversion products c) compounds bearing hydroxyl groups and d) aliphatic monoisocyanates and optionally additionally. " Polyisocyanates
or their alkylation products. 10) A method for the felt-free finishing of wool and wool-containing materials according to claim 9, characterized in that one Implementation products used in which component c) is a, Has a molecular weight of 500 to 3000. 11) Process for finishing wool and wool containing felt Materials according to claim 9, characterized in that the reaction products from a) and b) have free isocyanate groups. 12) A method for the felt-free finishing of full and wool-containing materials according to claim 9, characterized in that the Reaction products from a) and b) have blocked isocyanate groups » 13) Method for the felt-free finishing of wool and wool-containing materials according to claim 9 »gekennseichnet that one the felt-free finish in the presence of reaction products from c) compounds bearing hydroxyl groups and having a molecular weight from 500 to 3000 and 109883/1774 ic A 11 778. ■.-'... ■ .. £ ■■ * ■ * '/ ■ - 20 - ■ BATH d.) myristile isocyanate or stearyl isocyanate. 1-4) Procedure for finishing wool and wool containing felt Materials according to claims 9-13, characterized in that the reaction products from a) and b) and c) and d) from organic solution, in particular perchlorethylene, to the applying material to be treated and then the organic Solvent removed by exposure to heat. 15) A method for finishing wool and wollhaltlgen materials according to claims 9-14, characterized in that they are fungus-free approximately 5 to 60 percent by weight, preferably 30 to 50 Percentage by weight of the reaction product from c) and d) or its alkylation product, based on the amount by weight of the Reaction product from a) and b), applies. 16) Procedure for finishing wool and wool contents free of felt Materials according to claims 9-15, characterized in that the reaction product from a) and b) in an amount of approximately 0.5 to 15 percent by weight, preferably 1 to 6 percent by weight, based on the weight of the fiber material to be treated, applies. 17) Composition for treating fiber materials, preferably for finishing wool and materials containing wool, containing a conversion product containing isocyanate groups Le A 11 77S -.-, ^ 21- 100803/1774 a) containing at least two active hydrogen atoms - '' " organic compounds with a molecular weight of 500 to 10,000 and b) polyisocyanates as well as a conversion product c) compounds bearing hydroxyl groups and d) aliphatic monoisocyanates and optionally additionally Polyisocyanates or its alkylation product. 18) Composition according to claim 17, containing in organic Solution, preferably in perchlorethylene, a free or blocked one Reaction product containing isocyanate groups a) at least two organic compounds containing active hydrogen atoms and having a molecular weight of 500 to 10,000 b) polyisocyanates as well as a conversion product c) Hydroxyl group-bearing compounds with a molecular weight of 500 to 3000 and d) aliphatic monoisocyanates, in particular myristile isocyanate or stearyl isocyanate. 19) Composition according to claim 17, containing, in an aqueous emulsion, a reaction product containing free or blocked isocyanate groups a) containing at least two active hydrogen atoms organic compounds with a molecular weight of 500 to 10,000 and h) polyisocyanates and an alkylation product of a reaction product 109883/1774 Le A 11 778 - 22 - c) compounds bearing hydroxyl groups and having a molecular weight from 500 to 3000 and d) aliphatic monoisocyanates, in particular myristile isocyanate or stearyl isocyanate and optionally a polymer or copolymer on the Based on vinyl and / or divinyl compounds. 20) fiber materials, in particular wool and materials containing wool, treated according to the method of claims 1-16 or with the compositions of claims 17-19. Le A 11 778 - 23 - 109883/1774