WO2000037735A1

WO2000037735A1 - Agents for treating textiles, method for producing them and their use

Info

Publication number: WO2000037735A1
Application number: PCT/EP1999/009771
Authority: WO
Inventors: Helmut-Martin Meier; Ferdinand Kümmeler; Detlev Kierspe; Jacob-Cornelis Dijks
Original assignee: Bayer Aktiengesellschaft
Priority date: 1998-12-22
Filing date: 1999-12-10
Publication date: 2000-06-29
Also published as: MXPA01006396A; DE19859294A1; JP2002533581A; AU3037000A; EP1144749A1; BR9916435A; CA2355370A1

Abstract

The requirements of a textile material in terms of surface smoothness for textiles working processes such as sewing or tufting are considerable. High needle speeds result in the material being sewn being subjected to thermal and mechanical stresses which can lead to thread breakage and loop damage if the surface smoothness is insufficient. This disadvantage can be avoided by providing the textile material with a smoothing avivage.

Description

Textile treatment agents, processes for their production and their use

Textile processing processes, such as sewing or tufting, place high demands on the textile material with regard to surface smoothness. High needle speeds lead to thermal and mechanical stresses on the sewing material which, if the surface is not smooth, can lead to thread breaks and stitch detonation damage. This disadvantage can be avoided by providing the textile material with a smoothing finish.

It is known to use emulsions or dispersions of paraffin hydrocarbons or waxes as finishing agents. For example, describe German Offenlegungsschriften 26 21 881, 27 33 493, 28 16 196 and 28 30 173 emulsions of paraffin hydrocarbons which contain cationic surfactants as emulsifiers.

DE-OS 30 03 851 also describes dispersions of oxidized waxes, while DE-OS 25 35 768 uses dispersions of polysiloxanes and hydrocarbons or fluorine-containing polymers to achieve high surface smoothness. It is also known to use fatty acid esters as lubricants together with paraffin hydrocarbons. However, such emulsions or dispersions often have the disadvantage that they are not suitable for use on jet dyeing apparatus, also called "jet systems", which work with short liquors, because the high shear forces caused by the process destroy the emulsions. This leads to creaming and staining, as well as uneven finish distribution on the textile material.

In addition, such emulsions or dispersions give the textile material a high surface smoothness, but at the same time in most cases this results in a hard handle that requires the additional use of a textile softener. Equipping with plasticizers usually gives a pleasantly soft grip. The plasticizers usually contain a long hydrophobic residue, which in turn means that the treated textiles absorb water poorly. This can be particularly annoying for towels, bathrobes and terry towels. An overview of the various known types of plasticizers and their

Properties, also with regard to grip and hydrophilicity, are contained in the publication by P. Hardt, Melliand Textilberichte 9/1990, p. 699.

Cationic plasticizer compositions with polyhydric alcohols are known from JP 09195167 A2. However, the use of such compounds for finishing textiles leads to poor sewability.

DE-OS 19 629 666 also describes the use of alkyl polyglycosides for the hydrophilic adjustment of polypropylene and polyester fibers. However, the compounds have poor whiteness, which is not acceptable for equipment.

DE-OS 31 38 181 also describes mixtures containing fatty acid amides. The use of these substances in the finish leads to a very soft feel, but only to a poor hydrophilicity of the treated textiles.

The object of the present invention was therefore to provide a textile treatment agent which at the same time gives the textile material good hydrophilicity, a good soft feel and a high surface smoothness. In addition, the textile treatment agent should have such a liquor stability that it can also be used on nozzle dyeing apparatus.

The invention relates to textile treatment agents which are characterized in that they are used as components (A) 0-30% by weight of polyalcohols which can be obtained by reacting formaldehyde with ketones which carry at least 4 replaceable hydrogens adjacent to the carbonyl group in the presence of alkaline catalysts,

(B) 0-30% by weight of polyalcohols which have at least two OH groups and do not fall under the definition of (A),

(C) 0.1-10% by weight of adducts of C ₁₂ -C ₂ fatty acids or C ₈ -C ₁₈ fatty alcohols or C ₂ -C ₃ 6 alkyl or di (C) ₂ -C ₃ 6) alkylamines or C ₉ -C ₂ alkylphenols with 2-100 mol ethylene oxide, and

(D) 70-99.9% by weight of an aqueous plasticizer formulation which contains 10-90% by weight of plasticizer compounds, based on the aqueous plasticizer formulation,

contain, where (A) + (B)> 0.1 wt .-%, based on the sum of components (A) to (D).

The polyalcohols (A) are obtained by reacting formaldehyde with ketones which carry at least 4 replaceable hydrogen atoms adjacent to the carbonyl group, the reaction being carried out in the presence of alkaline catalysts.

The ketones preferably have the general formula (1)

in which R and R 'independently of one another represent straight-chain or branched C ₁ -C 4 -alkyl, C ₂ -C ₂ 4-alkenyl, phenyl or naphthyl radicals

or both R and R 'together can also form an alkylene - (- CH ₂ -) - _p with p = 2-6, it being possible for one or two CH ₂ groups to be replaced by a hetero atom, preferably oxygen,

m is 0 or 1 and n is 0, 1, 2, 3 or 4.

R and R 'are preferably independently of one another -CH ₃ , -C ₂ H ₅ , -C ₃ H ₇ , -iC ₃ H ₇ , -C ₄ H9, -CH = C (CH ₃ ) ₂ or together form an alkylene radical

-CH: with p = 2 or 3.

^J P

The straight-chain or branched C _r C ₂₄ alkyl or Cj-C ₂₄ alkenyl groups of

Residues R and R 'are optionally substituted by OH, COOH or SO ₃ H. The phenyl or naphthyl radical can also be substituted by OH, COOH or SO ₃ H. Preferred radicals R and R 'are those of the formulas -CH ₂ -COOH and -CH ₂ -C (CH ₃ ) ₂ (OH).

Alicyclic ketones such as cyclopentanone and cyclohexanone have proven particularly useful; aliphatic ketones such as acetone, methyl ethyl ketone, methyl propyl ketone, methyl isopropyl ketone, methyl butyl ketone, methyl isobutyl ketone, methyl sec-butyl ketone, mesityl oxide, diacetone alcohol, levulinic acid, diethyl ketone, diacetyl, acetyl acetone, acetyl ketone or methylbenzene are particularly suitable.

Formaldehyde can be used in the form of paraformaldehyde, trioxymethylene or a formaldehyde polymer that releases formaldehyde under the reaction conditions. Polyalcohols (A) according to formulas 2 (1) to 2 (8) which can be obtained via the above-mentioned reaction are particularly preferred.

Suitable alkaline catalysts are e.g. Oxides or hydroxides of the alkali or alkaline earth metals. Alkaline earth metal hydroxides, in particular calcium hydroxide, are preferably used.

The preparation of the polyalcohols (A) is generally described in US-A-2,462,031.

The polyalcohols (B) have at least two OH groups and do not fall under the definition of the polyalcohols (A). Suitable polyalcohols (B) are, for example, pentaerythritol, neopentyl glycol, ethylene glycol, diethylene glycol, triethylene glycol, trimethylolpropane, glycerol, polyglycerol, dipentaerythritol, diglycerol, glucose and carbohydrates with more than 2 OH groups.

The ethylene oxide adducts (C) are adducts of C ₂ -C ₂ fatty acids or Cg-Cig fatty alcohols or C ₂ -C ₃₆ alkyl or di (C ₁₂ -C ₃₆ ) - alkyl amines or C ₉ -C ₂ 4-alkylphenols with 2-100 mol ethylene oxide (see, for example, Tensid-Taschenbuch by W. Stache, 2nd edition, 1981, pp. 617-662).

Particularly preferred ethylene oxide adducts (C) are e.g. Adducts of stearyl alcohol with 19, 56 or 95 mol ethylene oxide, from oleyl alcohol with 19, 56 or 95 mol ethylene oxide, from stearic acid with 6.5, 8.5 and 10 mol ethylene oxide, from oleic acid with 6.5, 8.5 or 10 mol ethylene oxide, or Adducts of tallow fatty amine with 2, 4.5, 10, 22 or 25 mol ethylene oxide.

The components contained in the aqueous plasticizer formulation (D) are described in detail, for example, in DE-OS 31 38 181, to which reference is hereby expressly made. These are, for example, aqueous mixtures containing Ml

50-80% by weight of component (I), which are acylated alkanolamines which are obtainable by reacting saturated or unsaturated C ₂ -C ₂ 2 -carboxylic acids with alkanolamines which have 1 or 2 nitrogen atoms, 1 - Contain 3 OH groups and 2 - 6 C atoms, in a molar ratio (1 -3): 1,

10 - 30% by weight of component (II), which is water-soluble, quaternary ammonium salts of the general formula (3)

is what

R ^{1 is} a C ₁₄ -C ₂ 5 -alkyl or alkenyl radical which is interrupted by an amide and / or ester group,

R2 is a radical with the meaning of R ¹ or one

R ³ and R ⁴ independently of one another a C _j -C ₄ alkyl radical, a hydroxyethyl, a hydroxypropyl or a benzyl radical and

X ^{t_ is} a t-negatively charged anion, where t is 1, 2 or 3,

- 20 wt .-% of component (III), which are fatty acid esters of saturated or unsaturated C ₁₂ -C ₂₂ fatty acids or saturated or unsaturated C ₄ -C _] o-dicarboxylic acids and mono- to tetravalent C ₃ -C ₂ Q alcohols

- 20 wt .-% of component (IV), which are ethylene oxide adducts of

C _{j 2} -C ₂₂ fatty acids or C ₈ -C ₈ fatty alcohols or C ₁₂ -C ₃₆ alkyl or di (C ₁₂ -C ₃ 6) alkylamines or C ₉ -C ₂ 4 alkylphenols with 2 -100 mol ethylene oxide, and

25% by weight of component (V), which are diorganopolysiloxanes with a viscosity of 1,000 to 100,000 mm ² / s, wherein all of the above-mentioned percentages by weight are based in each case on the entire mixture Ml and the sum of components (I) to (V) in the mixture Ml is 10 to 90% by weight.

The acylated alkanolamines (I), which are described, for example, by K. Lindner, "Tenside-Textilmittel -mittel-Waschrohstoffe", 2nd edition, volume 1, pages 904 and 993, and by Schwartz-Perry "Surface Active Agents" 1949, vol. 1, p. 173, contain amide and / or ester groups, depending on the alkanolamines used.

Carboxylic acids of natural or synthetic origin are used to manufacture them

Use, e.g. Lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid or their mixtures, as described e.g. made from coconut oil, palm kernel oil or tallow, or branched chain acids from oxosynthesis, e.g. Isostearic acid, or the acid chlorides of these carboxylic acids. Technical quality stearic acid and behenic acid are preferably used.

Suitable alkanolamines containing 1-3 OH groups and having 2-6 carbon atoms include monoethanolamine, diethanolamine, triethanolamine, N-methyldiethanolamine, N- (2-aminoethyl) ethanolamine, 1-aminopropanol and bis- (2-hydroxy- propyl) - amine. N- (2-Aminoethyl) ethanolamine, monoethanolamine and diethanolamine are preferably used.

The water-soluble quaternary ammonium salts (II) contain at least one Cj ₄ -C ₅ alkyl or alkenyl chain which is interrupted by an amide and / or ester group as the hydrophobic radical. For their production are known

Methods which are described, for example, in Schwartz-Perry "Surface Active Agents", 1949, Vol. 1, p. 118 and in E. Jungermann "Cationic Surfactants" 1970, p. 29, mono-, di- or triamines contain a tertiary amino group and one or two primary amino groups and / or one or two OH groups, acylated with the acids mentioned under I) and then suitably quaternized. In formula (3), R ^{1 is} preferably the radical R ⁵ -CO-YR ⁶ -, where R ^{5 is} an alkyl or alkenyl radical having 12 to 22 carbon atoms, R ^{6 is} an ethylene or propylene radical and Y is NH or O. .

In formula (3) the anion X ^{t_ is} preferably chloride, bromide, sulfate,

Phosphate, methosulfate or dimethyl phosphite.

Suitable amines for the preparation of (II) are e.g. 3-amino-1-dimethylamino-propane, 3-amino-1-diethylamino-propane, methyl-bis- (3-amino-propyl) -amine, bis- (2-methylamino-ethyl) -methylamine, 2-dimethylamino- ethanol, methyl bis (2-hydroxyethyl) amine or 3-dimethylamino-l-propanol.

Preferred compounds (II) are reaction products of technical stearic acid or behenic acid with 3-amino-l-dimethylamino-propane or 3-amino-l-di-ethylamino-propane, which are quaternized with dimethyl sulfate or dimethyl phosphite.

The quaternization is carried out by customary methods without a solvent or in a solvent, and in addition to water or ethanol, the acylated alkanolamines (I) can also serve as solvents in molten form, provided that they do not contain a tertiary nitrogen atom.

Suitable quaternizing agents are, for example, methyl chloride, dimethyl sulfate, dimethyl phosphite or ethylene oxide, the reaction in the latter case being carried out in sulfuric acid or phosphoric acid solution.

The substances of the two groups of substances (I) and (II) can also be prepared in a one-pot process by reacting mixtures of the amines mentioned for both groups with fatty acids and then quaternizing the proportion of tertiary amino groups accordingly. Mono- to tetravalent C ₃ -C ₂₀ alcohols are used to prepare the carboxylic acid esters (III). The alkyl chain of these alcohols can also be interrupted by oxygen.

Examples of the carboxylic acid esters (III) are butyl stearate, 2-ethylhexyl stearate, octa-decyl stearate, isotridecyl stearate, 2-ethylhexyl oleate, di-2-ethylhexyl sebacate, pentaethylene glycol dilaurate, trimethylolpropane trilaurate and pentaerythritol tetrapelargonate.

Components (I), (II) and (III) are plasticizer compounds.

To improve the solubility of the mixtures of the plasticizer compounds, ethylene oxide adducts of C ₁₂ -C ₂₂ fatty acids, C ₈ -C _{] 8} fatty alcohols, C ₂ -C ₃₆ alkyl or di (C ₂ -C ₃₆ ) alkylamines or C ₉ -C ₂ alkyl phenols used. These components (IV) also have plasticizer properties due to the long alkyl residues. The optimal degree of alkoxyhering varies from case to case and can be from 2-100 mol ethylene oxide per mol starting substance.

If required, diorganopolysiloxanes (V) with viscosities of 1000 to 100,000 nm ² / s can be added to the mixtures of the plasticizer compounds by emulsion polymerization. These diorganopolysiloxanes are usually used as aqueous emulsions and also have plasticizer properties. Polydimethylsiloxanes are preferred.

In a further embodiment, the aqueous mixture Ml additionally contains 1-30% by weight of a component (VI), which is an oxidized polyethylene wax emulsion, wherein this weight percent of component (VI) is also based on the entire mixture Ml and the sum of components (I) to (VI) in the mixture Ml is 10-90% by weight.

These oxidized polyethylene wax emulsions (VI) usually have one

Acid number of 10 to 60 mg KOH / g and are described for example in DE-OS 30 03 851 and DE-OS 28 30 173.

A mixture M2 can also be used as the aqueous plasticizer formulation (D)

2-20% by weight of component (IV) already defined for the mixture Ml,

0 - 25% by weight of the component (V) and

1 - 30% by weight of component (VI) already defined for the mixture Ml

contains, with all of the above% by weight data being based in each case on the entire mixture M2 and the sum of the components (IV), (V) and (VI) in the mixture M2 being 10-90% by weight.

A mixture M3 can also be used as the aqueous plasticizer formulation (D)

50-80% by weight of component (I) already defined for the mixture Ml,

10-30% by weight of component (II) already defined for the mixture Ml,

2-20% by weight of component (III) already defined for the mixture Ml,

1-20% by weight of component (IV) already defined for the mixture Ml, 1-30% by weight of component (VI) and already defined for the mixture Ml

1-20 wt .-% of a component (VII), which is a cationic emulsifier, the addition of 2-20 mol of ethylene oxide and / or propylene oxide to a C ₁₀ -C ₂₂ alkylamine in the presence of an organic or inorganic acid is obtained

contains, with all the above-mentioned% by weight in each case based on the total mixture M3 and the sum of components (I), (II), (III), (IV),

(VI) and (VII) in the mixture M3 gives 10-90% by weight.

The cationic emulsifier (VII) contained in the mixture M3 is obtained by addition of 2-20 mol ethylene oxide and / or propylene oxide onto a C ₁₀ -C ₂₂ alkylamine in the presence of an organic or inorganic acid. For example, formic acid, acetic acid, phosphoric acid, phosphorous acid, hydrochloric acid, sulfuric acid or sulfurous acid can be used as the organic or inorganic acid.

A mixture M4 can also be used as the aqueous plasticizer formulation (D)

1 - 20% by weight of component (IV) already defined for the mixture Ml,

1 - 30% by weight of component (VI) and already defined for the mixture Ml

1 - 20% by weight of component (VII) already defined for the mixture M3

contains, with all of the above% by weight data being based in each case on the entire mixture M4 and the sum of components (IV), (VI) and (VII)

10 - 90% by weight results. A mixture M5 can also be used as the aqueous plasticizer formulation (D)

0.1-5% by weight of component (IV) already defined for the mixture Ml,

60-90% by weight of component (VI) already defined for the mixture Ml,

1-10% by weight of a component (VIII), which is a branched polysiloxane / polyether copolymer,

0.5-5% by weight of a component (IX), which is an organic phosphoric acid salt, and

0-1% by weight of fragrances (X)

contains, with all of the above-mentioned% by weight data being based in each case on the entire mixture M5 and the sum of components (IV), (VI) and (VIII) in the mixture M5 being 10-90% by weight.

Component (VIII) is a branched polysiloxane / polyether copolymer. Suitable is, for example, a branched polysiloxane / polyether copolymer which is obtainable by reacting octamethyltetrasiloxane, methyltrichlorosilane and polyglycols started from ethylene oxide and / or propylene oxide with a hydroxyl number of on alkanols, preferably butanol

20-40 mg KOH / g.

Component (IX) is, for example, organic phosphoric acid salts from mono- or di- (C, -C _lg- alkyl) phosphates and hydroxy- (C, -C ₄ ) -alkylamines. Alkali or alkaline earth phosphates can also be used. A mixture M6 can also be used as the aqueous plasticizer formulation (D)

50-80% by weight of component (I) already defined for the mixture Ml,

10 - 30% by weight of component (II) already defined for the mixture Ml,

2 - 20% by weight of component (III) already defined for the mixture Ml,

1 - 20% by weight of the component (IV) and component already defined for the mixture Ml

1-80% by weight of a component (XI), which is polydimethylsiloxane with a viscosity of less than 40 mPas at 23 ° C

contains, with all of the above% by weight in each case based on the total

Mix M6 are related and the sum of components (I), (II), (III), (IV) and (XI) in the mixture M6 is 10 - 90 wt .-%.

A mixture M7 can also be used as the aqueous plasticizer formulation (D)

1 - 80% by weight of the component (XI) already defined for the mixture M5

contains, with all of the above-mentioned percentages by weight being based in each case on the entire mixture M7 and the sum of components (IV) and (XI) in the mixture M7 being 10-90% by weight.

A mixture M8 can also be used as the aqueous plasticizer formulation (D) 0.1-20% by weight of component (IV) already defined for the mixture Ml

0 - 25% by weight of the component (V) and

5-40% by weight of a component (XII) which is an amino silicone,

contains, wherein all of the above-mentioned% by weight are based in each case on the entire mixture M8, and furthermore

1-40 wt .-% based on component (XII), an amphoteric surfactant (XIII) and

0-50% by weight, based on component (XII), of a straight-chain or branched monohydric C _r C ₁₈ alcohol (XIV)

the sum of the wt .-% of components (IV), (V) and (XII) in the mixture M8 gives 10-90 wt .-%.

All customary and commercially available aminosilicones which are liquid at room temperature can be used as aminosilicones (XII), preference being given to N-modified, particularly preferably N-acylated and in particular N-formylated aminosilicones. N-acylation means the introduction of the radical -COR or -CONHR (R = H or C, -C ₁₈ alkyl). Such aminosilicones are described in detail, for example, in EP-A-0 417 559.

All known and commercially available surfactants can be used as amphoteric surfactants (XIV). Those from the class of the C ₈ -C ₂₄ alkylamine oxides are preferably used. The straight-chain or branched monohydric C _r C ₁₈ alcohols (XIV) can be, for example, aliphatic, cycloaliphatic, araliphatic alcohols or ether alcohols. For example, ethanol, propanol, butanol, isobutanol, cyclohexanol, butyl diglycol or benzyl alcohol are suitable.

A mixture M9 can also be used in the aqueous plasticizer formulation (D)

0 - 80% by weight, preferably 50-80% by weight, of component (I) already defined for the mixture Ml,

0-30% by weight, preferably 10-30% by weight, of component (II) already defined for the mixture Ml,

0-20% by weight, preferably 2-20% by weight, of those already defined for the mixture M1

Component (III),

0-20% by weight of component (IV) already defined for the mixture Ml,

0 - 50% by weight of component (VI) already defined for the mixture Ml,

0 to 80% by weight of a component (XV), which is the reaction product of a saturated or unsaturated C ₁₈ -C ₂₂ carboxylic acid with amines selected from the group consisting of diethylenetriamine, triethylenetetramine and dimethylamino-propylamine,

0 - 50 wt .-% of a component (XVI), which is a paraffin with a melting point of 50-120 ° C,

0 - 50% by weight of a component (XVII), which is a vegetable oil, preferably refined rapeseed oil, 0 - 30% by weight stearyl sarcoside (XVIII),

0 - 80 wt .-% of a component (XIX), which is sulfonated beef tallow,

0 - 50% by weight of a component (XX) which is paraffin sulfonic acid or its alkali metal or alkaline earth metal salts,

contains, with all of the above wt .-% given to the entire

Mixture M9 and the sum of components (I), (II), (III), (IV), (VI), (XV), (XVI), (XVII), (XVIII), (XIX) and ( XX) results in the mixture M9 10 to 90 wt .-%.

The mixture M9 can contain the acylated alkanolamines (I) which, as already described, by reacting saturated or unsaturated C ₁₂ -C ₂₂ -carboxylic acids with alkanolamines, the 1 or 2 nitrogen atoms, 1 - 3 OH groups and 2 - 6 C atoms contain, are available in a molar ratio (1-3): 1, also be quaternized or protonated. Suitable quaternizing agents are, for example, methyl chloride, dimethyl sulfate, dimethyl phosphite or ethylene oxide, in which case the reaction is carried out in sulfuric acid or phosphoric acid solution.

In mixture M9, component (XV) can also be quaternized, protonated or with C ₄ -C ₁₈ diisocyanates, preferably hexamethylene diisocyanate (HDI), 4-methyl-m-phenylene diisocyanate (TDI) or 4,4'-methylene-bis- (phenyl isocyanate) (MDI).

Component (XVII) is a vegetable oil; refined rapeseed oil, which essentially consists of erucic acid, is used as the triglyceride with oleic, linoleic and linolenic acid. Component (XVIII) is the reaction product of stearic acid chloride and sarcosine, optionally also in the form of an alkali metal, in particular sodium, salt.

Component (XIX) is based on beef tallow as animal fat, which contains various proportions of myristic acid, palmitic acid, stearic acid, oleic acid and linoleic acid in the form of the respective triglycerides. This beef tallow is e.g. sulfonated using oleum and neutralized with alkali.

Component (XX) is a paraffin sulfonic acid or its

Salts. Suitable paraffin sulfonic acids or salts include straight-chain, branched, saturated or unsaturated hydrocarbons with 12-20 C atoms which have sulfonic acid groups and / or sulfonate groups. Component (XX) has a surface-active effect.

The above-described aqueous mixtures Ml to M9 are prepared by heating the respective components of these mixtures above the melting point, if necessary, and stirring them homogeneously with the addition of a corresponding amount of warm water. After cooling to room temperature, aqueous plasticizer formulations (D) are obtained in the form of stable liquid solutions or emulsions which contain 10-90% by weight, preferably 10-80% by weight, of plasticizer compounds, based on the aqueous plasticizer formulation. The aqueous mixtures M1 to M9 thus obtained are added to the textile treatment agents according to the invention. The textile treatment agents according to the invention are produced by mixing the respective ones

Components (A) - (D) in any order.

Apart from components (A) - (D), the textile treatment agents according to the invention can also contain other constituents which are customary for textile auxiliaries. These include protective colloids, perfumes, fungicides or bactericides,

Foam damping agents and UV protection agents. Preferred textile treatment agents are 0-20% by weight of polyalcohols (A), 0-20% by weight of polyalcohols (B), 0.1-8% by weight of ethylene oxide adducts (C) and 80-95% by weight .-% of the plasticizer formulation (D) contain, the sum of (A) and (B)> 0.1 wt .-%, based on the sum of components (A) to (D).

Textile treatment agents according to the invention are also preferred

(A) 0.1-30% by weight of the compound of the formula 2 (5),

but do not contain component (B).

Also particularly preferred are textile treatment agents which

(A) 0.1-30% by weight of the compound of the formula 2 (5),

no component (B),

(C) 0, 1 - 10 wt .-% adducts of C ₁₂ -C ₂₂ fatty acids or C ₈ -C 1 ₈ - fatty alcohols or _{_C12-C36} alkyl or di (C ₁₂ -C ₃₆₎ alkylamines or C ₉ -C ₂₄ alkyl phenols with 2- 100 mol ethylene oxide, and (D) 70-99.9% by weight of an aqueous plasticizer formulation which contains 10-90% by weight of plasticizer compounds, based on the aqueous plasticizer formulation,

contain, all of the above% by weight being based in each case on the entire textile treatment composition according to the invention and one or more of the mixtures Ml to M9 described above being used as the aqueous plasticizer formulation (D).

Textile treatment agents according to the invention are also preferred

B) 0.1-30% by weight of a polyalcohol which has more than two OH groups and does not fall under the general definition of (A) given above,

but do not contain component (A).

Trimethylolpropane, pentaerythritol, glucose or mixtures of these compounds are used in particular as component (B).

Textile treatment agents according to the invention are also particularly preferred

(B) 0.1-30% by weight of a polyalcohol which has more than two OH groups and does not fall under the general definition of (A) given above,

no component (A),

(C) 0.1-10% by weight of adducts of C ₁₂ -C ₂₂ fatty acids or C ₈ -C ₁₈ fatty alcohols or C ₁₂ -C ₃₆ alkyl or di (C ₁ -C ₃ 6) -alkylamines or C ₉ -C ₂ alkyl phenols with 2-100 mol ethylene oxide, and (E) 70-99.9% by weight of an aqueous plasticizer formulation which contains 10-90% by weight of plasticizer compounds, based on the aqueous plasticizer formulation,

For easier handling, it has proven useful to in turn produce aqueous preparations from the textile treatment agents according to the invention. These aqueous preparations contain 10-90% by weight, preferably 30-70% by weight, of the textile treatment agents according to the invention.

The invention further relates to a process for finishing natural and synthetic textile materials, in which these textile materials are treated with the text treatment agents according to the invention or their aqueous preparations.

In particular, this process is carried out by treating the textile materials with the textile treatment agents or the aqueous preparations in the exhaust process (reel runners, nozzle-dyeing unit) or in the dipping, spraying or padding process.

The implementation of this process in the exhaust process from a short liquor with nozzle dyeing systems has proven particularly useful.

The textile treatment agents according to the invention are preferably used in an amount of 1-3% by weight in the exhaust process or with 10-30 g / 1 liquor in the padding process, based on a 100% liquor absorption. The liquor ratios can vary between 1: 1 and 1: 30 depending on the type of application. The invention thus also relates to natural and synthetic textile materials which have been treated with the textile treatment agents according to the invention or their aqueous preparations.

The textile materials that can be used can consist of natural and / or synthetic fiber materials. Suitable natural fiber materials are, for example, cellulose fibers such as cotton, viscose or rayon wool, as well as wool or silk. As synthetic fibers e.g. Polyamide, polyester or polyacrylonitrile can be used.

The textile treatment agents according to the invention considerably improve the hydrophilicity of the treated textile materials, while maintaining the soft feel and the high surface smoothness.

Another advantage of the textile treatment agents according to the invention is their behavior when stored at low temperatures. In conventional plasticizer compositions with paraffins and waxes, the active ingredients precipitate out in solid form at low temperatures and can no longer be brought into emulsion by heating. With the textile treatment agents according to the invention, it is possible at any time without problems to get usable emulsions again by heating.

Examples

The following substrates are used:

1. Cotton jersey (145 m ² / g, open-end yarn: 202 dtex), tinted white

2. 100% polyester fabric, fine satin.

The inventive and comparative textile treatment agents are applied by the padding process with 100% liquor absorption. A quantity of 20 g of textile treatment agent per 1 liquor is used in each case.

The handle on the treated substrates is assessed and the properties of the sewability, the degree of whiteness and the hydrophilicity are determined in accordance with the following test conditions:

Sewability: Tested on 4-layer material with 5200 stitches min over a sewing distance of 80 cm and using the needle shape LBALL / SES.

Whiteness: determined according to CIELAB.

Hydrophilicity: the water drop test is used to check the time within which a water drop is absorbed by the substrate.

Handle assessment: carried out on terry goods by 6 people each by awarding a ranking, the mean value of which is given. A grip of 3 is still acceptable.

The following aqueous mixtures MI, M II, M III and M IV according to the invention are produced for the treatment of the substrates listed above:

The following plasticizer formulations 1-8 are produced as component (D):

The following textile treatment agents are used:

Textile treatment agent 1: (according to the invention)

Share of component in% by weight

60.0 plasticizer formulation 1

40.0 of a 20% aqueous solution of mixture M I

Textile treatment agent 2: (according to the invention)

Share of component in% by weight

50.0 plasticizer formulation 1

50.0 of a 20% aqueous solution of mixture M I

Textile treatment agent V 1: (comparison 1)

Share of component in% by weight

100 plasticizer formulation 1

Textile treatment agent V 2: (comparison 2)

Share of component in% by weight o

11.11 PERSOFTAL® SK conc. (Bayer AG; distearyl sulfosuccinate)

88.88 softened water

Textile treatment agent V 3: (comparison 3)

Share of component in% by weight

100 softened water Textile treatment agent V 4: (mixture according to JP 09195167 A2) (comparison 4)

Textile treatment agent V 5: (mixture according to DE-OS 196 29 666) (comparison 5)

Share of component in% by weight o

100 of a plasticizer formulation according to DE-OS-196 29 666 consisting of a 20% aqueous dispersion of a mixture of (in% by weight) 70% [(C ₁₇ H ₃₅ COOCH ₂ CH ₂ ) ₂ (HOCH ₂ CH ₂ ) N (CH ₃ )] ^3% O-SO ₂ (OCH ₃ ) 20% alkyl polyglucoside of the formula

10% glycerin

The table below summarizes the properties of cotton jerseys 1) after treatment with textile treatment agents 1, 2, VI, V2, V3, V4 and V5 according to the above-described padding process with 20 g of textile treatment agent per 1 liquor.

Textile treatment agents 3, 4 and 5 (according to the invention):

The following table summarizes the properties of cotton jerseys 1) after treatment with textile treatment agents 2, 3, 4, 5 and V3.

Textile treatment agents V6 and V7 (comparison 6 and 7):

The following experiments using the comparative textile auxiliaries V 6 and V7 in the treatment of cotton jerseys 1) clearly show that the combination according to the invention of a polyalcohol A) and / or B) (here: polyalcohol A) according to formula 2 (5)) and component C (here: adduct of 1 mol of oleyl alcohol and 19 mol of ethylene oxide) is essential for the simultaneous improvement of grip and hydrophilicity; the omission of either the polyalcohol (V7) or the component C) (V6) leads either to a significant deterioration in the hydrophilicity (V7) or to the grip assessment (V6).

Textile treatment agent V8: (comparison 8)

Textile treatment agent 6: (according to the invention)

The textile treatment agents 6 and V8 are subsequently used to treat 100% polyester 2).

The textile treatment agents according to the invention are stored at -4 ° C. for 10 hours. After thawing, it is checked whether there are any solid parts in the thawed formulations.

Textile treatment agent 7 (according to the invention):

Textile treatment agent 8 (according to the invention):

Textile treatment agent 9 (according to the invention):

Textile treatment agent 10 (according to the invention):

Textile treatment agent 11 (according to the invention):

Textile treatment agent 12 (according to the invention):

The textile treatment agents are applied to cotton jersey 1). The textile treatment agents are also stored at -4 ° C for 10 hours and checked for solid proportions as described.

The following results are obtained:

Claims

claims

1. Textile treatment agent, characterized in that it is used as a component

(A) 0-30% by weight of polyalcohols which can be obtained by reacting formaldehyde with ketones which carry at least 4 replaceable hydrogens adjacent to the carbonyl group in the presence of alkaline catalysts,

(B) 0-30% by weight of polyalcohols which have at least two OH groups and do not fall under A),

(C) 0.1-10% by weight of adducts of C ₁₂ -C ₂₂ fatty acids or C ₈ -C ₁₈ fatty alcohols or C ₁₂ -C ₃ 6 alkyl or di (C ₁₂ -C ₃ 6 ) alkylamines or ₉ -C 4 alkylphenols with 2-100 mol ethylene oxide, and

included, where (A) + (B)> 0.1 wt .-%, based on the sum of components (A) to (D).

2. Textile treatment agent according to claim 1, characterized in that the polyalcohols (A) are selected from the compounds

Formulas 2 (1) to 2 (8).

Textile treatment composition according to claim 1 or 2, characterized in that the polyalcohols (B) are pentaerythritol, neopentyl glycol, ethylene glycol, diethylene glycol, triethylene glycol, trimethylol propane, glycerin, polyglycerol, dipentaerythritol, diglycerol, glucose or carbohydrates with more than 2 OH Groups.

Textile treatment agent according to one or more of claims 1 to 3, characterized in that it is adducts of stearyl alcohol with 19, 56 or 95 mol ethylene oxide, from oleyl alcohol with 19, 56 or 95 mol ethylene oxide, from stearic acid in ethylene oxide adducts (C) with 6.5, 8.5 and 10 mol ethylene oxide, from oleic acid with 6.5, 8.5 or 10 mol ethylene oxide, or from tallow fatty amine with 2, 4.5, 10, 22 or 25 mol ethylene oxide. Textile treatment agent according to one or more of claims 1 to 4, characterized in that the aqueous plasticizer formulation (D) is a mixture of Ml

50-80% by weight of component (I), which are acylated alkanolamines which can be obtained by reacting saturated or unsaturated C ₁ -C ₂₂ -carboxylic acids with alkanolamines which have 1 or 2 nitrogen atoms, 1-3 Contain OH groups and 2-6 C atoms, in a molar ratio (1-3) .T,

10 - 30% by weight of component (II), which are water-soluble, quaternary ammonium salts of the general formula (3),

wherein

R ^{1 is} a C _] -C ₂ 5 -alkyl or alkenyl radical which is interrupted by an amide and / or ester group,

R ^{2 is} a radical with the meaning of R ¹ or a C1-C ₄ alkyl radical,

R ³ and R ⁴ independently of one another are a C _] -C ₄ alkyl radical, a hydroxyethyl, a hydroxypropyl or a benzyl radical and X ^{t_ is} a t-negatively charged anion, where t is 1, 2 or 3.

2 - 20 wt .-% of component (III), which are fatty acid esters of saturated or unsaturated C ₂ -C ₂₂ fatty acids or saturated or unsaturated C ₄ -C ₀ -dicarboxylic acids and mono- to tetravalent C ₃ - C _2Q - alcohols,

2 - 20 wt .-% of component (IV), which are ethylene oxide adducts of C ₁ -C ₂₂ fatty acids or C ₈ -C _{] 8} fatty alcohols or

C ₁₂ -C ₃₆ alkyl or di (-C ₂ -C ₃₆ ) alkylamines or C ₉ -C ₂₄ alkylphenols with 2-100 mol ethylene oxide, and

0 - 25% by weight of components (V), which are diorganopolysiloxanes with a viscosity of 1,000 to 100,000 mm / s,

acts, with all of the above-mentioned% by weight data being based in each case on the entire mixture Ml and the sum of components (I) to (V) in the mixture M 1 being 10-90% by weight.

6. Textile treatment agent according to claim 5, characterized in that the aqueous mixture Ml additionally

1-30% by weight of a component (VI), which is an oxidized

Polyethylene wax emulsion,

contains, with this% by weight of component (VI) being based on the entire mixture Ml and the sum of components (I) to (VI) in the mixture Ml being 10-90% by weight.

7. Textile treatment agent according to one or more of claims 1 to 4, characterized in that the aqueous plasticizer formulation (D) is a mixture comprising M2

2-20% by weight of component (IV) already defined for the mixture Ml,

0 - 25% by weight of the component (V) and

1 - 30% by weight of component (VI) already defined for the mixture Ml

acts, with all of the above-mentioned% by weight data being based in each case on the entire mixture M2 and the sum of components (IV), (V) and (VI) in the mixture M2 being 10 to 90% by weight.

8. Textile treatment agent according to one or more of claims 1 to 4, characterized in that the aqueous plasticizer formulation (D) is a mixture comprising M3

50-80% by weight of component (I) already defined for the mixture Ml,

10-30% by weight of component (II) already defined for the mixture Ml,

2-20% by weight of component (III) already defined for the mixture Ml,

1-20% by weight of component (IV) already defined for the mixture Ml,

1-30% by weight of component (VI) and already defined for the mixture Ml 1-20 wt .-% of a component (VII) in which there is a cationic emulsifier mol by addition of 2-20 ethylene oxide and / or propylene oxide with a C ₂₂ -C _I0 alkylamine in the presence of an organic or inorganic acid is obtained

acts, with all the above wt .-% - each based on the entire mixture M3 and the sum of components (I), (II), (III), (IV), (VI) and (VII) in the mixture M3 yields 10 - 90% by weight.

9. Textile treatment agent according to one or more of claims 1 to 4, characterized in that it is a mixture M4 containing in the aqueous plasticizer formulation (D)

1 - 20% by weight> of component (IV) already defined for the mixture Ml,

1 - 30% by weight of component (VI) and already defined for the mixture Ml

1 - 20% by weight of the component already defined for the mixture M3

(NU)

acts, with all of the above-mentioned% by weight being based in each case on the entire mixture M4 and the sum of components (IV), (VI) and (VII) being 10 to 90% by weight.

10. Textile treatment agent according to one or more of claims 1 to 4, characterized in that it is a mixture M5 containing in the aqueous plasticizer formulation (D)

0.1-5% by weight of component (IV) already defined for the mixture Ml, 60-90% by weight of component (VI) already defined for the mixture Ml,

0-1% by weight of fragrances (X)

acts, with all of the above% by weight data being based in each case on the entire mixture M5 and the sum of components (IV), (VI) and (VIII) in the mixture M5 being 10-90% by weight.

11. Textile treatment agent according to one or more of claims 1 to 4, characterized in that the aqueous plasticizer formulation (D) is a mixture containing M6

50-80% by weight of component (I) already defined for the mixture Ml,

10 - 30% by weight of component (II) already defined for the mixture Ml,

2 - 20% by weight of component (III) already defined for the mixture Ml,

1-80 wt.%) Of a component (XI), which is polydimethylsiloxane with a viscosity of less than 40 mPas at 23 ° C. , with all of the above-mentioned percentages by weight based in each case on the entire mixture M6 and the sum of components (I), (II), (III), (IV) and (XI) in the mixture M6 10-90 Wt .-% results.

12. Textile treatment agent according to one or more of claims 1 to 4, characterized in that it is a mixture M7 containing in the aqueous plasticizer formulation (D)

1 to 20% by weight of component (IV) and component already defined for the mixture Ml

1 - 80% by weight> of the component (XI) already defined for the mixture M5

acts, with all of the above wt .-% given to the entire

Mix M7 are related and the sum of components (IV) and (XI) in the mixture M7 is 10 - 90 wt .-%.

13. Textile treatment agent according to one or more of claims 1 to 4, characterized in that it is a mixture M8 containing in the aqueous plasticizer formulation (D)

0.1-20% by weight of the component already defined for the mixture Ml

(IV)

0 - 25% by weight> of the component (V) and

5-40 wt .-% of a component (XII), which is an amino silicone. acts, with all of the aforementioned% by weight in each case based on the entire mixture M8, and further

1-40 wt .-%> based on component (XII), an amphoteric surfactant (XIII) and

the sum of the% by weight of components (IV), (V) and (XII) in the mixture M8 gives 10-90% by weight.

14. Textile treatment agent according to one or more of claims 1 to 4, characterized in that the aqueous plasticizer formulation (D) is a mixture comprising M9

0-20% by weight, preferably 2-20% by weight, of component (III) already defined for the mixture Ml,

0-20% by weight of component (IV) already defined for the mixture Ml,

0 - 50% by weight of component (VI) already defined for the mixture Ml,

0 - 80 wt .-% of a component (XV), which is the reaction product of a saturated or unsaturated C _{] 8} -

C ₂₂ carboxylic acid with amines selected from the group Diethylenetriamine, triethylenetetramine and dimethylaminopropylamine,

0 - 50% by weight of a component (XVII), which is a vegetable oil, preferably refined rapeseed oil,

0 - 30% by weight stearoyl sarcoside (XVIII),

0 - 80 wt .-%> of a component (XIX), which is sulfonated beef tallow,

acts, with all the above-mentioned% by weight in each case based on the entire mixture M9 and the sum of components (I), (II), (III), (IV), (VI), (XV), (XVI ), (XVII), (XVIII), (XIX) and (XX) in the mixture

M9 gives 10 - 90 wt .-%.

15. Textile treatment agent according to one or more of claims 1-14, characterized in that it

(A) 0.1-30% by weight of a compound of the formula 2 (5),

but do not contain component (B).

16. Textile treatment agent according to one or more of claims 1-14, characterized in that it

B) 0.1-30% by weight> of a polyalcohol which has more than two OH groups and does not fall under the definition of (A),

but do not contain component (A).

17. Textile treatment composition according to claim 16, characterized in that trimefhylolpropane, pentaerythritol, glucose or mixtures thereof are used as component (B).

18. Aqueous preparations, characterized in that they contain 10-90% by weight, preferably 30-70% by weight, of the textile treatment agent according to one or more of claims 1-17.

19. A method for finishing natural and synthetic textile materials, characterized in that they are treated with textile treatment agents according to one or more of claims 1-17 or the aqueous preparations according to claim 18.

20. The method according to claim 19, characterized in that the equipment is carried out in the exhaust, immersion, spray or padding process.

21. The method according to claim 20, characterized in that the equipment takes place in the exhaust process from a short liquor with nozzle dyeing systems.

22. Natural and synthetic textile materials, characterized in that they are treated with textile treatment agents according to one or more of the claims 1-17 or the aqueous preparations according to claim 18 were treated.