WO2019233789A1

WO2019233789A1 - Detergent composition with a yield point

Info

Publication number: WO2019233789A1
Application number: PCT/EP2019/063453
Authority: WO
Inventors: Anna KLEMMER; Peter Schmiedel; Filiz Yapici; Boris Nachtsheim; Dominik Göbel
Original assignee: Henkel Ag & Co. Kgaa
Priority date: 2018-06-07
Filing date: 2019-05-24
Publication date: 2019-12-12
Also published as: DE102018209002A1

Abstract

A surfactant composition having a yield point, especially detergent, comprising, based on the total weight thereof, (i) at least one anionic 2,5-diketopiperazine compound of the formula (I) in which R¹, R², R³, R⁴ and R⁵ are as defined in claim 1 and (ii) at least one nonionic 2,5-diketopiperazine compound of the formula (III) in which R¹, R², R³, R⁴ and R⁵ are as defined in claim 1 and (iii) a total amount of 0.1% to 70% by weight of at least one surfactant and (iv) water are storage-stable even in the case of incorporation of solid particles. The surfactant compositions are of excellent suitability as detergent compositions for use in a machine washing process.

Description

P a te n t a n m e l d u n g

"Detergent composition with yield point"

The present invention is in the technical field of surfactant compositions and relates to the generation of yield value in surfactant compositions. Further, the present invention relates to a process for the preparation of said yield point surfactant compositions and to a process for textile treatment with said surfactant composition.

For incorporation into liquid surfactant compositions, in particular washing or

Detergents, either offer those ingredients that dissolve in the liquid phase of the agent or can be suspended according to homogeneous unresolved. In the case of insoluble ingredients, a stable, homogeneous suspension is necessary for the function and aesthetics of the detergent. Sedimented solid particles can clump and when applied to local overconcentrations of the ingredient and thus to

lead uneven dosage per wash load. Visible clumps, greasy precipitates, or solid ingredient deposits on an e.g. transparent wall of the storage vessel also mean an aesthetic flaw.

In a transparent or translucent, liquid phase incorporated and (possibly colored) recognizable by the naked human eye in suspension as individualized particles

Solid particles are often referred to as speckles. Such particles have for this purpose a corresponding particle size and offer the consumer an aesthetic appeal. Microcapsules are also solid ingredients and include any type of capsule known to those skilled in the art, but especially core-shell capsules and matrix capsules. Matrix capsules are porous shaped bodies that have a structure similar to a sponge. Core-shell capsules are shaped bodies having a core and a shell. However, all of these tend

Solid particles, especially the speckles, in liquid surfactant compositions for sedimentation.

The sedimentation of particles from the suspension is usually avoided by the use of surfactant compositions having a flow limit. A yield point can be generated by the selection of special surfactant combinations usually in the presence of an electrolyte salt by establishing a lamellar phase. The use of selected polymeric thickeners is also conceivable for generating a yield stress. In particular, surfactant compositions having a high surfactant concentration are difficult to prepare as flowable, liquid compositions. By using lyotropic liquid-crystalline mesophases, a high yield point usually results in an excessively high yield point. The flow behavior is inhomogeneous in such a case (so-called "lumpy" flow). Furthermore, an excessively high yield point leads to suspended particles on the wall of the

Adhere storage vessel of the surfactant composition. Are polymeric thickener for

Forming the yield point used, this is possible with high surfactant sometimes using a very high amount of polymeric thickener, often it does not succeed. Large amounts of thickener impair the cleaning performance of surfactant compositions, which can additionally lead to graying of the textile, in particular during textile treatment.

The document WO 2002/40627 relates to aqueous liquid detergents which comprise a textiles-substantive agent with low solubility, a crystalline hydroxyl-containing

Stabilizer and a non-surfactant, dissolved ingredient included. The premix used to prepare the liquid detergent contains water, surfactant and 0, 1 to 5 wt .-% of said thickening agent in crystalline form as a solid.

The publication WO 2005/012475 also relates to liquid detergents with yield point, which are produced by the use of an already structured premix containing a hydroxy-containing thickener in crystalline form.

The publication WO 2015/200062 relates to a premix for the preparation of liquid detergents with yield point, which is already structured by a crystalline hydroxyl-containing thickener and additionally contains an alkyl sulfate surfactant.

Hanabusa et al. report the use of low molecular weight 2,5-diketopiperazine compounds as a gelling agent for organic liquids, e.g. Crude or edible oil (J. Chem. Soc. Chem. Commun., 1994, 1401-1402).

Nachtsheim et al. succeeded in the use of accessible from proteinogenic amino acids 2,5-diketopiperazines as hydrogels for medical purposes (Chem. Commun., 2013, 49, 7818-7820).

Many surfactant compositions are in solid form (for example as powders or tablets). Solid substrate treatment agents have the advantage that, in contrast to liquid substrate treatment agents, they do not require preservatives and contain the same

Ingredients (such as bleaches or enzymes) can be more stable incorporated. Nevertheless, liquid supply forms are increasingly gaining acceptance on the market, in particular due to their rapid solubility and the associated rapid availability of the active ingredients contained therein.

Consumers have resorted to a convenient dosing of pre-portioned

Substrate treatment agents, such as detergent pouches or dishwashing tablets, for machine substrate treatment accustomed and use these products in the form of tablets or in the form of bags (also: pillows or pouches), which are usually filled with at least one liquid composition. However, in addition to the aforementioned advantages, the use of liquids has the disadvantage, for example, that leakages in the sachet of the portion cause the liquid composition to run out.

Disposable portions in water-soluble bags enjoy popularity with the consumer also because of the attractive appearance of the disposable portion. The appearance of the dosage form is becoming more important. In addition to a good cleaning performance and a sufficient storage stability, a good appearance is one of the reasons for choosing a product. In particular, transparent products are perceived by the consumer as visually appealing. For the

Textile cleaning used solid surfactant compositions are usually opaque. It is therefore also an object to provide translucent to transparent surfactant compositions.

From the point of view of the consumer, it is also desirable to combine the advantages of the forms of solid and liquid preparations and an improved dosage form, especially for liquid or liquid detergents, which is better than the prior art

To provide cleaning agents. For this purpose, a one-time portioning of the components contained must be possible and at the same time a visually pleasing appearance for the consumer, in particular transparency or translucency, can be achieved.

In particular, when using solid moldings which have to be dissolved or dispersed for application to a substrate in an aqueous medium, it is particularly important that the solid dissolves well in water. With a common dosage of disposable portions and substrate, such as the laundry, in the same room of the machine, such as the drum of the washing machine, the disposable portion must be quickly incorporated into the aqueous, liquid liquor. Otherwise, the substrate (eg textile) directly in contact with the portion will most likely be damaged by a permanent over-concentration of the surfactant composition on the substrate. It is therefore an object of the invention to provide solid surfactant compositions, In particular, as a disposable portion in the form of a lumpy shaped body to provide that dissolve well in contact with water in water or can be dispersed therein.

From the publication WO 02/086074 A1 are viscoelastic, festförmige

Surfactant compositions with a storage modulus of 40,000 to 800,000 Pa known. The viscoelastic surfactant compositions disclosed therein are liquid crystalline

Surfactant phases. The preparation of the viscoelastic surfactant compositions of the prior art is dependent on the phase behavior of the respective surfactants present, which is the

Freedom of formulation with regard to the selection of surfactants and their amounts used

limited.

It is an object of the present invention to provide surfactant compositions,

In particular, detergents or cleaners with excellent detergency or cleaning power to provide, which have a yield point and in which, if desired, solid particles (especially speckles) can be homogeneously suspended, so that they remain stable in storage conditions in suspension.

Another object was thus to provide solid-form surfactant compositions which have a viscoelastic behavior independently of the phase behavior of the surfactants used.

In addition, transparent surfactant compositions should be produced with yield point.

To solve the problem, any (especially transparent) liquid

Surfactant compositions without yield point are structured by the addition of a thickener. The thickening effect should thus be almost independent of the surfactants contained or of the formation of liquid-crystalline phases.

In addition, it was an object to provide a production process for said flow-limit surfactant compositions in which a thickener is easily metered, in particular in a continuous production process.

German patent applications 102018201830.8 and 102018201831.6 describe the use of 2,5-diketopiperazine compounds to produce yield-limit surfactant compositions. However, in particular for the provision is more festive

Surfactant compositions the necessary amount of 2,5-diketopiperazine compound quite high. Therefore, another object is the structuring effectiveness of the 2,5-diketopiperazine compounds. Surprisingly, it was found that the use of a combination of special 2,5-diketopiperazine compounds very effectively a yield point in liquid

Forming surfactant compositions. The amount of 2,5-diketopiperazine compound required to reach a certain yield point is reduced in this way.

If the surfactant compositions according to the invention are used as (in particular transparent) continuous phase of a suspension, the solid phase is suspended therein homogeneously and stably. In addition, thermodynamically multiphase surfactant formulations can be prevented from macroscopic separation. By adding said combination of the DKP compound (DKP = diketopiperazine (also: piperazinedione)), a formulation similar to an emulsion of several immiscible liquid phases can be converted into a storage stable, macroscopic monophasic and homogeneous product.

A first subject of the invention is therefore a surfactant composition having a yield point, (in particular as a washing or cleaning agent) based on their total weight

(i) at least one anionic 2,5-diketopiperazine compound of the formula (I)

wherein

R ¹ , R ² , R ³ and R ⁴ independently represent a hydrogen atom, a

Hydroxy, (Ci-C6) alkyl group, a (C ₂ -C 6) -alkenyl, _(C2-C6) - acyl group, a (C ₂ -C 6) acyloxy group, a (Ci-C6) alkoxy group, an amino group, a (C ₂ -C 6) acylamino group, a (Ci-C6) alkylaminocarbonyl group, an aryl group, an aroyl group, an aroyloxy group, an aryloxy group, an aryl (Ci-C ₄₎ alkyloxy group, an aryl ( C ₁ -C 3) -alkyl group, a heteroaryl group, a heteroaryl (C ₁ -C ₃ ) -alkyl group, a (C ₁ -C ₄ ) -hydroxyalkyl group, a (C ₁ -C ₄ ) -aminoalkyl group, where at least two of the radicals R ¹ until R ^{4 can} form a 5 or 6-membered ring together with the remainder of the molecule,

R ⁵ represents a hydrogen atom, a linear (C _{1 to} C 6) alkyl group, a branched (C ₃ to Cio) alkyl group, a (C _{3 to} C 6) cycloalkyl group, a (C _{2 to} C 6) alkenyl group, a (C ₂ -C 6) alkynyl group, a (C ₁ -C ₄ ) -hydroxyalkyl group, a (C ₁ - C ₄ ) -alkoxy- (C 1 -C ₄ ) -alkyl group, a (C 1 -C ₄ ) -acyloxy- (C 1 -C ₄ ) -alkyl group, an aryloxy- (C 1 -C ₄ ) -alkyl group, a Aryl- (C 1 -C ₄ ) -alkyl) oxy- (C 1 -C ₄ ) -alkyl group, a (C 1 -C ₄ ) -alkylsulfanyl- (C 1 -C ₄ ) -alkyl group, an aryl group, an aryl- (C 1 -C ₄ ) -alkyl group C ₃ ) alkyl group, a heteroaryl group, a heteroaryl (C 1 -C ₃ ) -alkyl group, a (C 1 -C ₄ ) -hydroxyalkyl group, a (C 1 -C ₄ ) -aminoalkyl group, an N- (C 1 -C ₄ ) -alkylamino group (C 1 -C ₄ ) -alkyl group, an N, N- (C 1 -C ₄ ) -dialkylamino- (C 1 -C ₄ ) -alkyl group, an N- (C ₂ -C 5) -acylamino- (C 1 -C ₄ ) -alkyl group , an N- (C ₂ -C 8) -acyl-N- (C ₁ -C 4) -alkylamino- (C ₁ -C ₄ ) -alkyl group, an N- (C ₂ -C 8) -royl-N- (C ₁ -C ₄ ) -alkylamino- (C 1 -C ₄ ) -alkyl group, an N, N- (C ₂ -C 8) -diacylamino- (C 1 -C ₄ ) -alkyl group, an N- (aryl- (C 1 -C ₄ ) -alkyl) amino- ( C 1 -C ₄ ) -alkyl group, an N, N-di (aryl- (C 1 -C ₄ ) -alkyl) amino- (C 1 -C ₄ ) -alkyl group, a (C 1 -C ₄ ) -carboxyalkyl group, a (C 1 -C ₄ ) -alkyl group ₄ ) alkoxycarbonyl (C 1 -C 3) alkyl group, a (C 1 -C 4) acyloxy (C 1 -C 3) alkyl group, a guanidino (C i-C3) alkyl group, one

Aminocarbonyl- (C 1 -C 4) -alkyl group, an N- (C 1 -C ₄ ) -alkylaminocarbonyl- (C 1 -C ₄ ) -alkyl group, an N, N-di (C 1 -C ₄ ) -alkyl) aminocarbonyl- (C 1 -C ₄ ) -alkyl group; C ₄ ) alkyl group, an N- (C ₂ -C 8) -acylaminocarbonyl (C 1 -C ₄ ) -alkyl group, an N, N- (C ₂ -C 8) -diacylaminocarbonyl- (C 1 -C ₄ ) -alkyl group, an N- (C ₂ -C 8) -Acyl-N- (C 1 -C ₄ ) -alkylaminocarbonyl- (C 1 -C ₄ ) -alkyl group, an N- (aryl- (C 1 -C ₄ ) -alkyl) aminocarbonyl- (C 1 -C ₄ ) - alkyl group, an N- (aryl- (C 1 -C ₄ ) -alkyl) -N- (C 1 -C 6) -alkylaminocarbonyl (C 1 -C ₄ ) -alkyl group or an N, N-di (aryl- (C 1 -C ₄ ) alkyl ₄ ) -alkyl) aminocarbonyl- (C 1 -C ₄ ) -alkyl group, with the proviso that at least one (preferably one) of the previously defined radicals R ¹ , R ² , R ³ , R ⁴ or R ⁵ having at least one anionic group of the formula (II) is substituted,

wherein A represents a carbon atom, sulfur atom or phosphorus atom,

n is 1 or 2,

M represents one equivalent of a cation for the production of electroneutrality,

^* - stands for the covalent binding site to the at least one said radical of R ¹ , R ² , R ³ , R ⁴ or R ⁵ , and

(ii) at least one nonionic 2,5-diketopiperazine compound of the formula (III)

wherein

R ¹ , R ² , R ³ and R ⁴ independently represent a hydrogen atom, a

Hydroxy, (Ci-C6) alkyl group, a (C ₂ -C 6) -alkenyl, _(C2-C6) - acyl group, a (C ₂ -C 6) acyloxy group, a (Ci-C6) alkoxy group, a

Amino group, a (C ₂ -C 6) -acylamino group, a (C ₁ -C 6) -alkylaminocarbonyl group, an aryl group, an aroyl group, an aroyloxy group, an aryloxy group, an aryl- (C ₁ -C 4) -alkyloxy group, an aryl- C3) alkyl group, a heteroaryl group, a Hetroaryl- (Ci-C3) alkyl group, a (Ci-C4) -Hydroxyalkylgruppe, a (C1-C4) - aminoalkyl group, wherein at least two of the radicals R ¹ to R ⁴ together with the Residual molecule can form a 5 or 6-membered ring,

R ⁵ represents a hydrogen atom, a linear (C _{1 to} C 6) alkyl group, a branched (C ₃ to Cio) alkyl group, a (C _{3 to} C 6) cycloalkyl group, a (C _{2 to} C 6) alkenyl group, a (C ₂ -C 6) alkynyl group, a (C 1 -C 4) -hydroxyalkyl group, a (C 1 -C 4) -alkoxy (C 1 -C 4) -alkyl group, a (C 1 -C 4) -acyloxy- (C 1 -C 4) -alkyl group, a Aryloxy- (C 1 -C 4) -alkyl group, a 0- (aryl- (C 1 -C 4) -alkyl) oxy- (C 1 -C 4) -alkyl group, a (C 1 -C 4) -alkylsulfanyl- (C 1 -C 4) -alkyl group , an aryl group, an aryl- (C 1 -C 3) -alkyl group, a heteroaryl group, a heteroaryl- (C 1 -C 3) -alkyl group, a (C 1 -C 4) -hydroxyalkyl group, a (C 1 -C 4) -aminoalkyl group, an N- (C ₁ -C 4) -alkylamino (C ₁ -C 4) -alkyl group, an N, N- (C ₁ -C 4) -dialkylamino- (C ₁ -C 4) -alkyl group, an N- (C ₂ -Cs) -acylamino- C 1 -C 4) -alkyl group, an N- (C 2 -C 8) -acyl-N- (C 1 -C 4) -alkylamino- (C 1 -C 4) -alkyl group, an N- (C 2 -C 8) -royl-N- ( C 1 -C 4) -alkylamino (C 1 -C 4) -alkyl group, an N, N- (C 2 -C 8) -diacylamino- (C 1 -C 4) -alkyl group, an N- (aryl- (C 1 -C 4) -alkyl) amino- (Ci-C4 ) alkyl group, an N, N-di (aryl- (C 1 -C 4) -alkyl) amino- (C 1 -C 4) -alkyl group, a (C 1 -C 4) -alkoxycarbonyl- (C 1 -C 3) -alkyl group, a ( C 1 -C 4) -acyloxy- (C 1 -C 3) -alkyl group, a guanidino- (C 1 -C 3) -alkyl group, an aminocarbonyl- (C 1 -C 4) -alkyl group, an N- (C 1 -C 4) -alkylaminocarbonyl- (C 1 -C 4) -alkyl group -C4) alkyl group, an N, N-di ((Ci-C4) alkyl) aminocarbonyl (Ci-C4) alkyl group, an N- (C2-C8) acylaminocarbonyl (Ci-C4) alkyl group, an N, N- (C 2 -C 8) -diacylaminocarbonyl- (C 1 -C 4) -alkyl group, an N- (C 2 -C 8) -acyl-N- (C 1 -C 4) -alkylaminocarbonyl- (C 1 -C 4) -alkyl group, an N- (aryl- (C 1 -C 4) -alkyl) aminocarbonyl- (ci) C4) -alkyl group, an N- (aryl- (Ci-C4) -alkyl) -N- (Ci-C6) -alkylaminocarbonyl- (Ci-C4) - alkyl group or an N, N-di (aryl- (C C ₄ ) -alkyl) aminocarbonyl- (C 1 -C ₄ ) -alkyl group, and

(iii) a total amount of 0.1 to 70% by weight of at least one surfactant and

(iv) water.

The yield point compositions according to the invention are preferably in the form of flowable, liquid compositions with yield value or as solid, viscoelastic ones

Compositions with yield value, wherein the appearance is particularly preferred as solid, viscoelastic compositions with yield point.

A viscoelastic, solid surfactant composition according to the present invention, despite its solid form, combines all the advantages of a liquid composition, provides an aesthetic product form with a good dissolution profile in the context of textile treatment, with excellent performance profile on the substrate.

A viscoelastic, solid composition of the present invention is storage and dimensionally stable. The said viscoelastic, solid surfactant composition exhibits almost no syneresis even after prolonged storage.

A substance (e.g., a composition) is solid according to the definition of the invention when in the solid state at 20 ° C and 1013 mbar.

As is known and therefore according to the invention, a fabric (e.g., a composition) is viscoelastic and solid when at 20 ° C the storage modulus of the fabric is greater than the loss modulus present. When subjected to a mechanical force on the substance, it exhibits both the properties of an elastic solid and exhibits a viscosity similar to that of a liquid. The terms of the storage modulus and the loss modulus, as well as the determination of the values of these modules, are notoriously familiar to the person skilled in the art (see Christopher W. Macosco, "Rheology Principles, Measurements and Applications", VCH, 1994, pp. 121 ff or Gebhard Schramm , "Introduction to Rheology and Rheometry", Karlsruhe, 1995, p. 156 ff. Or WO 02/086074 A1, p. 2, third paragraph to p. 4, end of the first paragraph).

Preferred are such solid, viscoelastic compositions of the invention which have a storage modulus between 10 ³ Pa and 10 ⁸ Pa, preferably between 10 ⁴ Pa and 10 ⁸ Pa and a loss modulus (each at 20 ° C, a deformation of 0.1% and a Frequency of 1 Hz) and the memory module in the frequency range between 10 ³ Hz and 10 ² Hz by at least that Two times larger than the loss modulus. More preferably, a solid, viscoelastic composition of the invention has a storage modulus in a range of 10 ⁵ Pa to 10 ⁷ Pa and a loss modulus, wherein the storage modulus in the frequency range between 10 ³ Hz and 10 ² Hz is at least two times greater than the loss modulus ,

To further optimize the stability properties of said solid,

viscoelastic composition, it is preferred if the storage modulus is at least five times greater than the loss modulus, more preferably at least ten times greater than the loss modulus (each at 20 ° C, a deformation of 0.1% and a frequency of 1 Hz).

Unless otherwise described in the individual case, the rheological characterization of the compositions in the context of this invention with a Rotationsrheometer, for example, TA Instruments, type AR G2, Malvern "Kinexus", using a cone plate measuring system with 40 mm diameter and 2 ° opening angle carried out at a temperature of 20 ° C. These are shear stress controlled rheometers. The

However, determination can also be made with other instruments or measurement geometries of comparable specifications.

The measurement of the memory module (abbreviation: G ') and the loss modulus (abbreviation: G ")

(each unit: Pa) was carried out with the equipment described above in an experiment with oscillating deformation. For this purpose, the linear viscoelastic region is first determined in a stress sweep experiment. In this case, the shear stress amplitude is increased at a constant frequency of 1 Hz. The modules G 'and G "are in one

plotted log log plot. On the x-axis can optionally the

Shear stress amplitude or the (resulting) deformation amplitude can be plotted. The memory module G 'is constant below a certain shear stress amplitude or deformation amplitude, above which it collapses. The break point is suitably determined by applying tangents to the two curve sections. The corresponding deformation amplitude or shear stress amplitude is usually referred to as "critical deformation" or "critical shear stress".

To determine the frequency dependence of the modules, a frequency ramp, e.g. moved between 0.001 Hz and 100 Hz at a constant deformation amplitude. The

Deformation amplitude must be chosen so that it is in the linear range, i. below the o.g. critical deformation lies. In the case of the invention

Compositions has a deformation amplitude of 0.1% proved suitable. The modules G 'and G "are plotted against the frequency in a log-log plot. The compositions of the invention necessarily have a yield point. The yield stress refers to the smallest stress (force per area) above which a plastic substance behaves rheologically like a liquid. It is given in Pascal (Pa).

The determination of the yield point was carried out via the above-described measurement by means of oscillatory deformation via the stress sweep experiment (vide supra). The values for the storage modulus G 'and the critical deformation obtained from the measurement become

Calculation of yield stress used. The value of the critical deformation is multiply multiplied by the value of the memory module from the first curve section (plateau area). As a result, the yield value in Pa is obtained.

The composition according to the invention preferably has a yield point in the range from 0.01 to 500 Pa, in particular from 0.1 to 350 Pa, particularly preferably from 1 to 300 Pa

(measured with: rotational viscometer, cone-plate measuring system with 40 mm diameter and 2 ° opening angle at a temperature of 20 ° C).

If the composition is in the form of a flowable, liquid composition, it preferably has a yield point in the range from 0.01 to 40 Pa, preferably from 0.1 to 30 Pa, particularly preferably from 1 to 20 Pa (measured with: rotary viscometer, cone Plate measuring system with 40 mm diameter and 2 ° opening angle at a temperature of 20 ° C). It is

is preferred according to the invention if a composition according to the invention which is in the form of a flowable liquid composition has a yield point of at least 0.01 to 10 Pa (20 ° C.), more preferably of at least 0.02 to 5 Pa (20 ° C.).

If the composition is in the form of a solid, viscoelastic composition, it preferably has a yield point in the range from 10 to 350 Pa, preferably from 15 to 320 Pa, particularly preferably from 18 to 300 Pa (measured with: rotary viscometer, cone-plate measuring system with 40 mm diameter and 2 ° opening angle at a temperature of 20 ° C).

For the purposes of this invention, "substitution" means the exchange of at least one bond to a carbon atom of a corresponding molecule or molecule fragment

To understand hydrogen atom by at least one of a hydrogen atom other radical. As are other than a hydrogen atom various radical preferably all under the definitions of R ⁵ and R ¹ formula (I), defined according understood residues of a

In particular a hydroxy group, an amino group, a (C 1 -C 6) -alkyl group, a (C ₂ -C 6) -alkenyl group, a (C ₂ -C 6) -acyl group, a (O ₂ -06) -acyloxy group, a ( C 1 -C 6) -alkoxy group, an amino group, a (C 2 -C 6) -acylamino group, a (C 1 -C 6) -alkylaminocarbonyl group, an aryl group, an aroyl group, an aroyloxy group, an aryloxy group, an aryl- (C 1 -C ₄ ) - alkyloxy group, an aryl (C 1 -C 3) alkyl group, a

Heteroaryl group, a hetroaryl (C 1 -C 3) -alkyl group, a (C 1 -C ₄ ) -hydroxyalkyl group, a C4) aminoalkyl group.

All radicals defined in this application for general structural formulas of chemical compounds which contain an aromatic radical aryl or heteroaryl are unsubstituted or substituted.

An alkyl group (or an alkyl structure fragment of a more complex group) is understood according to the invention to mean a group selected from linear alkyl group of branched alkyl group or cyclic alkyl group (also: cycloalkyl group). Preferred linear or branched (C 1 -C 6) -alkyl groups are selected from among methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, neopentyl, n-hexyl. Preferred branched (C3-Cio) -alkyl groups are selected from iso-propyl, sec-butyl, isobutyl, tert-butyl, neo-pentyl, iso-octyl, 2-ethylhexyl, 2-ethylheptyl. Preferred cyclic alkyl groups ((C3-C6) -cycloalkyl groups) are selected from cyclopentyl, cyclohexyl.

Preferred (C ₂ -C 6) alkenyl groups are selected from vinyl, allyl, 2-butenyl.

Preferred (C ₂ -C 6) alkynyl groups are selected from ethynyl, propargyl, but-2-ynyl, hex-3-ynyl. Preferred (C ₂ -C 6) acyl groups are selected from acetyl, propanoyl, butanoyl, pentanoyl, hexanoyl, in particular acetyl.

Preferred (C ₂ -C 6) -acyloxy groups are selected from acetyloxy, propanoyloxy, butanoyloxy, pentanoyloxy and hexanoyloxy, especially acetyloxy.

According to the invention, an alkoxy group is understood as meaning an alkyl group which bonds via an oxygen atom and is selected from a linear alkyl group of branched alkyl group or cyclic alkyl group (also: cycloalkyl group). Preferred (C 1 -C 6) -alkoxy groups are

Methoxy, ethoxy, n-propoxy, iso -propoxy, n-butoxy, sec-butoxy, iso-butoxy, tert-butoxy.

Preferred (C ₂ -C 6) -acylamino groups are acetylamino, propanoylamino, butanoylamino, pentanoylamino and hexanoylamino, in particular acetylamino.

Preferred (C ₂ -C 6) -alkylaminocarbonyl groups are ethylaminocarbonyl (ie CH 3 CH ₂ -NH-C (= O) -), propylaminocarbonyl, butanoylamino, pentanoylamino and hexanoylamino, in particular acetylamino.

Preferred aryl groups are phenyl, naphthyl, anthracenyl, these being substituted or unsubstituted.

Aroyl groups are arene carbonyl groups in which a carbonyl group bonds directly to the aromatic ring system. Preferred aroyl groups are benzoyl, naphthoyl and anthracenoyl, which are substituted or unsubstituted.

Aroyloxy groups are aroyl groups that attach via an additional carbon atom-binding oxygen atom. Preferred aroyloxy groups are selected from benzoyloxy, naphthoyloxy and anthracenoyloxy, these being substituted or unsubstituted.

A preferred aryloxy group is the phenoxy group or the naphthoxy group, which are substituted or unsubstituted. Preferred aryl- (C 1 -C 3) -alkyl groups are selected from benzyl, 2-phenylethyl, naphthylmethyl,

2-naphthylethyl, which are substituted or unsubstituted.

Preferred heteroaryl groups are pyridyl, pyrimidinyl, imidazolyl, indolyl, furyl, thiophenyl,

1,3,5-triazolyl

Preferred heteroaryl (C 1 -C 3) -alkyl groups are selected from furfuryl, 2-indol-3-yl-ethyl, indole

3-ylmethyl, pyridylmethyl, which are substituted or unsubstituted.

Preferred compositions of the invention comprise, based on the total weight of the composition, a total of 2,5-diketopiperazine compound according to formulas (I) and (III) in a total amount of from 0.01 to 3.0% by weight. In this case, it has turn out to be particularly preferred if the compositions of the invention (in each case based on the total weight of the composition) in total 2,5-diketopiperazine compound according to formulas (I) and (III) in a total amount of 0.05 to 2 , 5 wt .-%, in particular from 0.1 to 2.3 wt .-%, most preferably from 0.3 to 2.0 wt .-%, most preferably from 0.5 to 2.0 parts by weight. %, contain.

All of the abovementioned quantities are preferably also based on the selected DKP compounds of the formulas (I) and (III) which are identified below as being preferred.

The 2,5-diketopiperazine compounds of the formula (I) necessarily comprise at least one group of the formula (II) (vide supra). In this case, the group of formula (II) covalently binds to the carbon atom of a radical selected from R ¹ , R ² , R ³ , R ⁴ or R ⁵ via the valence of the formula (II) marked ^* , replacing a hydrogen atom of the corresponding residue. For this it is implicitly logically imperative that at least one of the radicals R ¹ to R ^{5 of} the formula (I) is selected such that it has at least one carbon atom. The person skilled in the art will choose n according to formula (II) in such a way that the bond of atom A of formula (II) results from 2n + 2. Preferably, the surfactant compositions contain at least one anionic

A 2,5-diketopiperazine compound of the formula (I) in which the group of the formula (II) is selected from at least one carboxy group (A = carbon atom and n = 1), at least one

Sulfonate group (A = sulfur atom and n = 2) or at least one phosphonate group

(A = phosphorus atom and n = 2).

It is particularly preferred according to the invention to use at least one 2,5-diketopiperazine compound of the formula (I) in which, in accordance with formula (II), A is a carbon atom and n = 1. In this preferred embodiment, the group of formula (II) represents a carboxy group with M = one equivalent of a cation for the preparation of electroneutrality. It is inventively preferred when R ³ and R ⁴ according to formula (I) represent a hydrogen atom. It is particularly preferred according to the invention if R ² , R ³ and R ⁴ according to formula (I) represent a hydrogen atom. Therefore, very particularly preferred compositions according to the invention comprise at least one 2,5-diketopiperazine compound of the formula (Ia)

wherein R ¹ and R ^{5 are} as defined under formula (I) (vide supra), with the proviso that at least one (preferably one) of the previously defined radicals R ¹ or R ⁵ substituted with at least one anionic group of the formula (II) is

wherein A represents a carbon atom, sulfur atom or phosphorus atom,

n is 1 or 2,

^* - stands for the covalent binding site to the at least one said radical of R ¹ or R ⁵ .

Preferably, the surfactant compositions contain at least one anionic 2,5-diketopiperazine compound of the formula (I-a) in which the group of the formula (II) is selected from at least one carboxyl group (A = carbon atom and n = 1), at least one

Sulfonate group (A = sulfur atom and n = 2) or at least one phosphonate group

(A = phosphorus atom and n = 2).

It is particularly preferred according to the invention to use at least one 2,5-diketopiperazine compound of the formula (I-a) in which, in accordance with formula (II), A is a carbon atom and n = 1. In this preferred embodiment, the group of formula (II) is a carboxyl group with M being one equivalent of a cation for the preparation of electroneutrality.

It is preferred that in formula (II) M is H ⁺ , an alkali metal cation (especially Na ⁺ , K ⁺ ), one equivalent of an alkaline earth metal ion (especially 1 Ca ²⁺ , 14 Mg ²⁺ ), 14 Zn ²⁺ ammonium a (C2-C6) alkanolamine (especially N- (2-hydroxyethyl) ammonium, N, N, N-tris (2-hydroxyethyl) ammonium).

In a preferred embodiment of the compounds of the formula (I) and (Ia), one or more groups of the formula (II) bind exclusively to the radical R ⁵ .

It has proved to be preferred if the radical R ¹ according to formula (I) and according to formula (I-a) binds in the para position of the phenyl ring. Therefore, for the purposes of the present invention, those compositions according to the invention which contain at least one 2,5-diketopiperazine compound according to formula (Ib) are preferred.

wherein R ¹ and R ^{5 are} as previously defined under formula (I) or (Ia) (vide supra). The numbers 3 and 6 positioned on the ring atoms in formula (lb) are illustrative only of positions 3 and 6 of the diketopiperazine ring, as generally used in the context of the invention for the naming of all 2,5-diketopiperazines according to the invention.

Particularly preferred compounds of the formula (I-b) have the following radicals:

The following definitions of preferred radicals R ¹ to R ⁵ apply to compounds of the formula (I), but also to compounds of the formulas (Ia) and (Ib), with the proviso that for the formulas (Ia) and (Ib) the radicals R ² , R ³ and R ^{4 are} necessarily a hydrogen atom.

It has proved to be advantageous if at least one compound of the formula (I) is present in the composition according to the invention in which, according to formula (I), the radicals R ¹ ,

R ² , R ³ and R ⁴ independently represent a hydrogen atom, a hydroxy group, a methyl group, an ethyl group, an iso-propyl group, an n-propyl group, an n-butyl group, an iso-butyl group, a sec-butyl group, a tert-butyl group, phenyl group, benzyl group, methoxy group, (C 2 -C 6) acyloxy group, aryloxy group, tosyloxy group, triflyloxy group, benzyloxy group or benzoyloxy group.

In addition, those compositions according to the invention which have been found to contain at least one compound according to formula (I) in which R ⁵ is a hydrogen atom, a methyl group, an isopropyl group, an isobutyl group, a tert-butyl group, a 2- (Methylsulfanyl) ethyl group, a hydroxymethyl group, a (C1-C3) alkoxymethyl group, a benzyloxymethyl group, an acetyloxymethyl group, a

Benzoyloxymethyl group, a tosyloxymethyl group, a 1-hydroxyethyl group, a 1- (C 1 -C 3) alkoxy) ethyl group, a 1- (acetyloxy) ethyl group, a 1- (benzoyloxy) ethyl group, a 1- (tosyloxy) ethyl group, a mercaptomethyl group , a (C 1 -C 3) -alkylsulfanylmethyl group, an acetylsulfanylmethyl group, a benzoylsulfanylmethyl group, a tosylsulfanylmethyl group, a group according to formula (IV),

in which n is 0 or 1, X is an oxygen atom or a group -NH- and R "is a hydrogen atom, a (Ci-C ₄ ) alkyl group, a (C2 to C ₄ ) alkenyl group, an aryl group or a Aryl- (C 1 to C ₄ ) -alkyl group,

a group according to formula (V),

in which n is 0 or 1 and R is a hydrogen atom, a hydroxy group, a (C 1 -C ₄ ) -alkyl group, a (C 1 -C ₄ ) -alkoxy group, an aryl- (C 1 to C ₄ ) -alkyl group, an acetyloxy group, a benzoyloxy group, a triflyloxy group or a tosyloxy group.

It is particularly preferred according to the invention if, in formula (I), (Ia) and (Ib), the radicals R ¹ to R ⁴ are defined as described above, the group of the formula (II) (vide supra) exclusively at the radical R ⁵ of the formulas (I), (Ia) and (Ib) and thereby forms a radical of the formula (VI)

wherein A represents a carbon atom, sulfur atom or phosphorus atom,

n is 1 or 2,

x is 0, 1 or 2 and y is 0 or 1 with x + y> 0, the rest of the formula (VI) being substituted by its ^* - valence instead of that in the formulas (I), (Ia) and ( 1b), R ⁵ covalently binds to the corresponding position of the molecular skeleton of the formula (I), (Ia) and (Ib).

In this case, it is again preferred, when selecting the aforementioned preferred radicals R ¹ to R ⁵ , if, according to formula (I) and according to formulas (Ia) and (Ib), the radical R ¹ binds in the para position of the phenyl ring.

The composition according to the invention particularly preferably contains at least one anionic 2,5-diketopiperazine compound of the formula (Ic)

R ¹ represents a hydrogen atom, a hydroxy group, a (C 1 -C 6) -alkyl group, a (C 2 -C 6) -alkenyl group, a (C 2 -C 6) -acyl group, a (C 2 -C 6) -acyloxy group, a (C 1 -C 6) -acyl group C6) alkoxy group, an amino group, a (C ₂ -C 6) -acylamino group, a (C 1 -C 6) -alkylaminocarbonyl group, an aryl group, an aroyl group, an aroyloxy group, an aryloxy group, an aryl- (C 1 -C ₄ ) -alkyloxy group, an aryl (C 1 -C 3) alkyl group, a

Heteroaryl, a Hetroaryl- (Ci-C3) alkyl group, a (Ci-C ₄ ) -hydroxyalkyl, a (Ci-C ₄ ) -Aminoalkylgruppe, wherein at least two of the radicals R ¹ to R ⁴ together with the remainder of a 5 or form 6-membered ring,

A is a carbon atom, sulfur atom or phosphorus atom,

n is 1 or 2,

x is 0, 1 or 2 and y is 0 or 1, with x + y> 0.

In addition to the anionic 2,5-diketopiperazine compound of the said formula (I) (or the formulas (Ia) or (Ib) or (Ic)), the composition according to the invention additionally comprises at least one nonionic 2,5-diketopiperazine compound of the formula ( III) (vide supra).

It is preferred according to the invention if R ³ and R ⁴ according to formula (III) represent a hydrogen atom. It is particularly preferred according to the invention if R ² , R ³ and R ⁴ according to formula (III) represent a hydrogen atom. Therefore, very particularly preferred compositions according to the invention comprise at least one nonionic 2,5-diketopiperazine compound according to formula (III-a)

(III-a) wherein R ¹ and R ^{5 are} as defined under formula (III) (vide supra). It has proved to be preferred if the radical R ¹ according to formula (III) and according to formula (III-a) binds in the para position of the phenyl ring. Therefore, for the purposes of the present invention, those compositions according to the invention which contain at least one nonionic 2,5-diketopiperazine compound of the formula (III-b) are preferred.

wherein R ¹ and R ^{5 are} as previously defined under formula (III) (vide supra). The numerals 3 and 6 positioned on the ring atoms in formula (III-B) for illustration only indicate the

Positions 3 and 6 of the Diketopiperazinringes, as they are generally used in the context of the invention for the naming of all inventive 2,5-diketopiperazines.

Particularly preferred compounds of the formula (III-b) have the following radicals:

Also preferred are:

3-benzyl-6-iso-propyl-2,5-diketo [3S, 6S] piperazine,

3,6-di (benzyl) -2,5-diketo [3S, 6S] piperazine.

The following definitions of preferred radicals R ¹ to R ⁵ apply to compounds of the formula (III) but also to compounds of the formulas (III-a) and (III-b), with the proviso that for the formulas (III-a) and (III-b) the radicals R ² , R ³ and R ⁴ necessarily represent a hydrogen atom.

It has proved to be advantageous if at least one compound of the formula (III) is present in the composition according to the invention in which, according to formula (III), the radicals R ¹ , R ² , R ³ and R ⁴ independently represent a hydrogen atom, a hydroxy group, a methyl group, an ethyl group, an iso-propyl group, an n-propyl group, an n-butyl group, an iso-butyl group, a sec-butyl group, a tert-butyl group, phenyl group, benzyl group, methoxy group, (C 2 -C 6) acyloxy group, aryloxy group, tosyloxy group, triflyloxy group, benzyloxy group or benzoyloxy group.

In addition, such compositions according to the invention have been found to be particularly suitable, which contain at least one compound according to formula (III), in which R ⁵ is a hydrogen atom, a methyl group, an isopropyl group, an isobutyl group, a tert-butyl group, a 2- (Methylsulfanyl) ethyl group, a hydroxymethyl group, a (C1-C3) alkoxymethyl group, a benzyloxymethyl group, an acetyloxymethyl group, a

a group according to formula (V),

It is preferable that R 'represented by the formula (IV) represents a hydrogen atom, a methyl group, an ethyl group, an iso-propyl group, a benzyl group, a benzoyloxy group or a phenyl group. It is preferable that R of the formula (V) is a hydrogen atom, a hydroxy group, a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, a tert-butyl group, a phenyl group, a methoxy group, an acetyloxy group, a

Tosyloxygruppe, a triflyloxy group, a benzyloxy group or a benzoyloxy group.

It is again preferred when selecting the aforementioned preferred radicals R ¹ to R ⁵ , if according to formula (III) and according to formulas (III-a) and (III-b) the radical R ¹ binds in the para position of the phenyl ring.

The 2,5-diketopiperazine compounds of the formulas (I) and (III) have at least the

Carbon atoms of positions 3 and 6 of the 2,5-Diketopiperazinringes chiral centers. The numbering of ring positions 3 and 6 was illustrated by way of example in formulas (I-b) and (III-b). The 2,5-diketopiperazine compound of formulas (I) and (III) of the invention

Compositions is preferably based on the stereochemistry of the carbon atoms at 3- and 6-position of the 2,5-Diketopiperazinringes the configuration isomers 3S, 6S, 3R, 6S, 3S, 6R,

3R, 6R or mixtures thereof, more preferably 3S, 6S.

Very particularly preferred compositions according to the invention contain at least one 2,5-diketopiperazine compound of the formula (I) selected from 3-benzyl-6-carboxyethyl-2,5-diketopiperazine (also: 3- (5-benzyl-3,6-dioxopiperazine 2-yl) propanoic acid), 3-benzyl-6-carboxymethyl-2,5-diketopiperazine or mixtures thereof (more preferably 3-benzyl-6-carboxyethyl-2,5-diketopiperazine (also: 3- (5-benzyl) 3,6-dioxopiperazin-2-yl) propanoic acid)). In turn, compounds with the aforementioned configuration isomers are preferably suitable for selection, the S, S configuration being particularly preferred in each case.

Very particularly preferred compositions according to the invention contain at least one 2,5-diketopiperazine compound of the formula (III) selected from 3-benzyl-6- (p-hydroxybenzyl) -2,5-diketopiperazine, 3-benzyl-6-iso-propyl 2,5-diketopiperazine, 3,6-di (benzyl) -2,5-diketopiperazine, 3,6-di (p-hydroxybenzyl) -2,5-diketopiperazine, 3,6-di (p- (benzyloxy) benzyl ) -2,5-diketopiperazine, 3-benzyl-6-methyl-2,5-diketopiperazine, 3-benzyl-6- (2- (benzyloxycarbonyl) ethyl) -2,5-diketopiperazine (also: 3- (5- Benzyl-3,6-dioxopiperazin-2-yl) propanoic acid benzyl ester) or mixtures thereof. In turn, compounds with the aforementioned configuration isomers are preferably suitable for selection.

Most preferably, the compositions of the invention preferably contain 3,6-di (p-hydroxybenzyl) -2,5-diketopiperazine as a 2,5-diketopiperazine compound of formula (III). Again, the aforementioned configuration isomers are preferably suitable for selection, the S, S configuration being particularly preferred. It has been found that 3,6-di (p-hydroxybenzyl) -2,5-diketopiperazine in combination with at least one 2,5-diketopiperazine Compound of formula (I) (preferably with at least one preferred 2,5-Diketopiperazin- compound of formula (I)) particularly good viscoelastic, solid-form surfactant compositions with particularly pronounced transparency can produce.

For the presentation of particularly transparent, flowable surfactant compositions with

Yield point, the use of 3- (5-benzyl-3,6-dioxopiperazin-2-yl) propanoic acid benzyl ester as 2,5-diketopiperazine compound of formula (III) is recommended. Again, the aforementioned configuration isomers are preferably suitable for selection, the S, S configuration being particularly preferred. It has been shown that benzyl 3- (5-benzyl-3,6-dioxopiperazin-2-yl) benzoate in combination with at least one 2,5-diketopiperazine compound of the formula (I) (preferably with at least one preferred 2 , 5-diketopiperazine compound of the formula (I)) produce particularly good flowable surfactant compositions with yield strength and particularly pronounced transparency.

The 2,5-diketopiperazine compounds present in the agents according to the invention are prepared by means of known synthesis methods (compare Suzuki et al., Chem. Pharm. Bull. 1981, 29 (1), 233-237).

The surfactant composition according to the invention contains a total amount of from 0.1 to 70% by weight of at least one surfactant. It is inventively preferred if the

Surfactant composition based on their total weight, a total amount of 5 to 70% by weight, preferably from 10 to 65 wt .-%, particularly preferably from 12 to 60 wt .-%, most preferably from 15 to 60 wt .-%, most preferably from 20 to 55 wt .-%, containing at least one surfactant. The following total amount of total surfactants of the inventive surfactant composition are also particularly preferred:

10 to 70% by weight or 12 to 70% by weight or 15 to 70% by weight or 20 to 70% by weight or 5 to 65% by weight or 10 to 65% by weight or 12 to 65% by weight or 15 to 65% by weight or 20 to 65% by weight or 5 to 60% by weight or 10 to 60% by weight or 12 to 60% by weight or 15 to 60% by weight % or 20 to 60 wt.% or 5 to 55 wt.% or 10 to 55 wt.% or 12 to 55 wt.% or 15 to 55 wt.% or 20 to 55 wt. %.

The surfactant composition of the invention preferably contains at least one anionic surfactant. It is preferred that the anionic surfactant is selected from the group consisting of Cs -is-alkylbenzenesulfonates, Cs -is-olefinsulfonates, C 12-18 -alkanesulfonates, Cs-is-ester sulfonates, Cs -is-alkyl sulfates, Cs-is-alkenyl sulfates , Fatty alcohol ether sulfates and

Mixtures thereof. Particularly preferably, the anionic surfactant is selected from at least one Cs-18-alkylbenzenesulfonate.

It has been found that these sulfonate and sulfate surfactants are particularly suitable for the preparation of stable liquid washing detergents with yield point. It is preferred according to the invention if the surfactant composition contains at least one anionic surfactant of the formula (T1)

R ¹ ^ _/ SO ^' Y ⁺

A ³ (T1) wherein

R ^{1 is} a linear or branched, substituted or unsubstituted radical selected from Cs -is-alkyl, aryl or Cs -is-alkylaryl radicals and the grouping -A- for a chemical bond or a radical - (OZ) _n -O in which OZ is an ethylene oxide (EO) or propylene oxide (PO) grouping and n is an integer from 1 to 50, preferably from 1 to 20 and in particular from 2 to 10, very particularly preferably 2, 3, 4 , 5, 6, 7 or 8,

Y ^{+ is} a monovalent cation or the nth part of an n-valent cation.

It has been found to be suitable according to the invention, if said

Surfactant composition comprises at least one such surfactant of the above formula (I) in which A of the formula (T 1) for the structural unit is - (OZ) _n -O-, where OZ is an ethylene oxide (EO) or propylene oxide (PO) Grouping and n is an integer from 1 to 50, preferably from 1 to 20 and in particular from 2 to 10, very particularly preferably 2, 3, 4, 5, 6, 7 or 8, and R ¹ according to formula (T1 ) for a linear or branched, substituted or

unsubstituted alkyl radical. This results in alkyl ether sulfates of the formula (T 1 - 1)

R ¹ - (0Z) _n -0-S0 ₃ Y ⁺ (T1-1).

In this formula (T1-1), R ^{1 is} a linear or branched, substituted or unsubstituted alkyl radical, preferably a linear, unsubstituted alkyl radical, more preferably a fatty alcohol radical. Preferred radicals R ¹ are selected from decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, eicosyl radicals and mixtures thereof, where the representatives with an even number of carbon atoms Atoms are preferred. Particularly preferred radicals R ¹ are derived from C 12-18 fatty alcohols, for example from coconut fatty alcohol, tallow fatty alcohol, lauryl, myristyl, cetyl or stearyl alcohol or from C 10 -cis oxo alcohols. Y ⁺ is defined as before in formula (T 1).

OZ is according to formula (T 1 - 1) an ethylene oxide (EO) or propylene oxide (PO) grouping, preferably an ethylene oxide group. The index n is according to formula (1-1) for a integer from 1 to 50, preferably from 1 to 20 and especially from 2 to 10. Most preferably, n is the numbers 2, 3, 4, 5, 6, 7 or 8. Y ⁺ is according to formula (T 1 - 1) for a monovalent cation or the nth part of an n-valent cation, the alkali metal ions are preferred, and Na ⁺ or K ⁺ including Na, with Na ^{+ being} extremely preferred. Other cations Y ⁺ may be selected from NH ₄ ⁺ , 1 Zn ²⁺ , 1 Mg ²⁺ , 1 Ca ²⁺ , 1 Mn ²⁺ , and mixtures thereof.

Detergents or cleaning agents may contain as the compound of the formula (I) or as the compound of the formula (T 1 -1) at least one alkyl ether sulfate selected from fatty alcohol ether sulfates of the formula (T1-2)

(T 1-2) with k = 1 1 to 19, n = 2, 3, 4, 5, 6, 7 or 8. Very particularly preferred representatives are Na-C-12-14 fatty alcohol ether sulfates with 2 EO (k = 1 1-13, n = 2 in formula A-1). The specified

Degree of ethoxylation represents a statistical average that may be an integer or a fractional number for a particular product. The indicated degrees of alkoxylation represent statistical averages, which may be an integer or a fractional number for a particular product. Preferred alkoxylates / ethoxylates have a narrow homolog distribution (narrow rank ethoxylates, NRE).

It is particularly preferred according to the invention if the inventive

Surfactant compositions as anionic surfactant of formula (T1) at least one compound of formula (T1-3)

Y

(T 1-3), in the

R ^' and R ^"are independently H or alkyl and together contain 9 to 19, preferably 9 to 15 and especially 9 to 13 C atoms, and Y ^{+ is} a monovalent cation or the nth part of an N-valent cation (especially Na ⁺ ) (starting from formula (T1): -A- = chemical bond, R ¹ = linear or branched alkylaryl, Y ⁺ = Na ⁺ ). A particularly preferred representative can be described by the formula (T1-3a):

The detergents or cleaners according to the invention preferably contain as surfactant of the formula (T 1) a combination of

at least one fatty alcohol ether sulfate of the formula (T 1 -1)

R ¹ - (0Z) _n -0-S0 ₃ Y ^{* +} (T1-1). wherein

R ¹ is a linear or branched (C 8 -C 18) -alkyl radical,

OZ stands for an ethylene oxide (EO) or a propylene oxide (PO) grouping,

n is an integer from 1 to 50, preferably from 1 to 20 and especially from 2 to 10, and

Y ^{* +} represents a monovalent cation or the nth part of an n-valent cation, and

at least one linear or branched alkylbenzenesulfonate of the formula A-4

Y

(T1-3) in which R ^' and R ^" together contain 9 to 19, preferably 11 to 15 and in particular 11 to 13 C atoms and Y ^{+ is} a monovalent cation or the n-th part of an n-valent cation ( especially for Na ⁺ ).

The liquid washing or cleaning agent may also contain soaps as anionic surfactant. Suitable are saturated and unsaturated fatty acid soaps, such as the salts of lauric acid, myristic acid, palmitic acid, stearic acid, (hydrogenated) erucic acid and behenic acid and, in particular, soap mixtures derived from natural fatty acids, for example coconut, palm kernel, olive oil or tallow fatty acids. When the surfactant composition of the present invention contains anionic surfactant, it is again preferable that, based on the total weight of the composition, anionic surfactant is contained in a total amount of 6 to 70% by weight, more preferably 10 to 50% by weight, more preferably 15 to 40% by weight .-%, is included.

The surfactant composition according to the invention may contain as surfactant preferably at least one nonionic surfactant. In a particularly preferred embodiment, the surfactant composition according to the invention additionally contains at least one nonionic surfactant in addition to at least one anionic surfactant. Suitable additional nonionic surfactants include alkoxylated fatty acid alkyl esters, alkoxylated fatty acid amides, hydroxylated

Alkyl glycol ethers, polyhydroxy fatty acid amides, alkylphenol polyglycol ethers, amine oxides,

Alkyl (poly) glucosides and mixtures thereof.

The agent according to the invention particularly preferably contains as nonionic surfactant at least one compound of the formula (T2)

R ² -O- (XO) m H, (T2) in the

R ^{2 is} a linear or branched Cs-C-is-alkyl radical, an aryl radical or alkylaryl radical,

XO independently represent an ethylene oxide (EO) or propylene oxide (PO) moiety, m represents integers of 1 to 50.

Particularly preferred radicals R ^{2 of} the formula (T2) are derived from C 12-18 fatty alcohols, for example coconut fatty alcohol, tallow fatty alcohol, lauryl, myristyl, cetyl or stearyl alcohol or C 1 -C 8 oxo alcohols.

XO is preferably an ethylene oxide group according to formula (T2).

The index m is according to formula (T2) preferably for a number from 1 to 20 and in particular from 2 to 10. Very particularly preferably m stands for the numbers 2, 3, 4, 5, 6, 7 or 8.

The nonionic surfactant used are preferably alkoxylated, advantageously ethoxylated, in particular primary, alcohols having preferably 8 to 18 carbon atoms and on average 4 to 12 moles of ethylene oxide (EO) per mole of alcohol, in which the alcohol radical may be linear or preferably methyl-branched in the 2-position or linear and methyl-branched radicals in the mixture can contain, as they are usually present in Oxoalkoholresten. In particular, however, alcohol ethoxylates with linear radicals of alcohols of native origin having 12 to 18 carbon atoms, for example coconut, palm, tallow or oleyl alcohol, and on average 4 to 8 EO per mole of alcohol are preferred. The preferred ethoxylated alcohols include, for example, C12-14 Alcohols with 4 EO or 7 EO, C9-n-alcohol with 7 EO, Ci3-i5 alcohols with 5 EO, 7 EO or 8 EO, Ci2-i8 alcohols with 5 EO or 7 EO and mixtures of these. Preferred alcohol ethoxylates have a narrow homolog distribution (narrow rank ethoxylates, NRE). In addition to or instead of these preferred nonionic surfactants, fatty alcohols containing more than 12 EO can also be used. Examples include tallow fatty alcohol with 14 EO, 25 EO, 30 EO or 40 EO. Nonionic surfactants containing EO and PO groups together in the molecule can also be used according to the invention. Also suitable are also a mixture of a (more) branched ethoxylated fatty alcohol and an unbranched ethoxylated fatty alcohol, such as a mixture of a Ci6-i8-fatty alcohol with 7 EO and 2-propylheptanol with 7 EO. The surfactant composition according to the invention particularly preferably contains a C12-is-fatty alcohol with 7 EO or a C5-oxo-alcohol with 7 EO as nonionic surfactant.

As amine oxide, in principle all amine oxides established for this purpose in the prior art are compounds which have the formula R ¹ R ² R ³ NO, where each of R ¹ , R ² and R ³ independently of the others is an optionally substituted C ¹ -C 30 hydrocarbon chain is, usable. Particularly preferred amine oxides used are those in which R ^{1 is} C 12 -C 18 alkyl and R ² and R ^{3 are} each independently C 1 -C 4 -alkyl, in particular C 12 -C 18 -alkyldimethylamine oxides. Exemplary representatives of suitable amine oxides are N-cocoalkyl-N, N-dimethylamine oxide, N-tallowalkyl-N, N-dihydroxyethylamine oxide, myristyl / cetyldimethylamine oxide or lauryldimethylamine oxide.

It is inventively preferred if the surfactant compositions according to the invention based on the total weight of nonionic surfactant in a total amount between 0 and 35 wt .-% and preferably from 5 to 30 wt .-%, most preferably from 7 to 28% by weight, respectively based on the total mean.

The surfactant composition according to the invention contains water as a further obligatory constituent. Particularly preferred liquid detergents contain - based on their weight - water in a total amount of 5 to 90 wt .-%, preferably 10 to 85 wt .-%, particularly preferably 25 to 75 wt .-% and in particular 35 to 65 wt. %. Alternatively, the detergents may be low-water detergents, the total amount of water in a preferred embodiment being between 0 and 25% by weight, in particular between 1 and 20% by weight and particularly preferably between 2 and 18% by weight. , in each case based on the total liquid surfactant composition.

In addition, nonaqueous solvents may additionally be added to the surfactant composition according to the invention. Preferred surfactant compositions in this context are characterized in that they additionally comprise at least one organic solvent having at least one hydroxyl group, without amino group and having a molecular weight of at most 500 g / mol (preferably selected from (C 2 -C 5) -alkanols having at least one hydroxyl group ( particularly preferably ethanol, ethylene glycol, 1,2-propanediol, glycerol, 1, 3 Propanediol, n-propanol, isopropanol, 1,1,1-trimethylolpropane, 2-methyl-1,3-propanediol, 2-hydroxymethyl-1,3-propanediol), triethylene glycol, butyl diglycol, polyethylene glycols having a weight-average molecular weight M _w of at most 500 g / mol, glycerol carbonate, propylene carbonate, 1-methoxy-2-propanol, 3-methoxy-3-methyl-1-butanol, butyl lactate, 2-isobutyl-2-methyl-4-hydroxymethyl-1,3-dioxolane, 2 , 2-dimethyl-4-hydroxymethyl-1,3-dioxolane, dipropylene glycol, or mixtures thereof).

It is preferable that the surfactant composition of the present invention contains said organic solvent (especially its preferred agent) in a total amount of 0 to 20% by weight, especially 0.5 to 20% by weight.

It is further preferred if the surfactant composition contains a (C 2 -C 6) -alcohol having at least one hydroxyl group (in particular ethanol and / or glycerol) in amounts of between 0.5 and 5% by weight, based on the total composition.

The surfactant composition of the invention is preferably transparent or translucent. If a mixture according to the invention has a residual light output (transmission) of at least 20% in the spectral range between 380 nm and 780 nm, it is considered to be transparent in the sense of the invention.

The transparency of the surfactant composition according to the invention can be determined by various methods. The nephelometric turbidity unit (NTU) is often used as a measure of transparency. It is a e.g. unit used in water treatment for turbidity measurements, e.g. in liquids. It is the unit of turbidity measured with a calibrated nephelometer. High NTU values are measured for cloudy surfactant compositions, while low values are determined for clear, transparent surfactant compositions.

The HACH Turbidimeter 2100Q turbidimimeter from Hach Company, Loveland, Colorado (USA) is used with the calibration probes StabICal Solution HACH (20 NTU), StabICal Solution HACH (100 NTU) and StabICal Solution HACH (800 NTU). , all can also be ordered from Hach Company. The measurement is filled in a 10 ml measuring cuvette with cap with the composition to be examined and the measurement is carried out at 20 ° C.

At an NTU value (at 20 ° C.) of 60 or more, surfactant compositions which can be recognized by the naked eye in the sense of the invention have a perceptible haze. Therefore, it is preferred that the surfactant compositions of the invention have an NTU (at 20 ° C) of at most 120, more preferably at most 110, more preferably at most 100, most preferably at most 80. In the context of the present invention, the transparency of the inventive

Surfactant compositions determined by a transmission measurement in the visual light spectrum over a wavelength range of 380 nm to 780 nm at 20 ° C. For this purpose, a reference sample (water, deionized) is first measured in a photometer (Messrs. Specord S 600 from Analytik Jena) with a cuvette which is transparent in the spectrum to be examined (layer thickness 10 mm). Subsequently, the cuvette with a sample of the invention

Filled surfactant composition and measured again. The sample is filled in a liquid state and, if necessary, solidified in the cuvette and then measured.

It is preferred if the transparent surfactant composition of the invention has a transmission (20 ° C) of more preferably at least 25%, more preferably at least 30%, more preferably at least 40%, especially at least 50%, most preferably at least 60%.

It is very particularly preferred if the transparent according to the invention

Surfactant composition has a transmission (at 20 ° C) of at least 30% (in particular of at least 40% more preferably of at least 50%, more preferably of at least 60%) and an NTU value (at 20 ° C) of at most 120 (more preferably at most 110 , more preferably at most 100, particularly preferably at most 80).

In the context of a preferred embodiment according to the invention, the surfactant composition according to the invention additionally contains suspended solid particles (also referred to below as particles). Solid particles suspended in this way are solid substances which do not dissolve in the continuous phase of the surfactant composition according to the invention at 20 ° C. and are present as a separate phase.

The particles are preferably selected from polymers, pearlescent pigments, microcapsules, speckles or mixtures thereof.

For the purposes of the present invention, microcapsules include any type of capsule known to those skilled in the art, but in particular core-shell capsules and matrix capsules. Matrix capsules are porous shaped bodies that have a structure similar to a sponge. Core-shell capsules are shaped bodies having a core and a shell. Suitable microcapsules are those capsules which have an average diameter Xso, 3 (volume average) of from 0.1 to 200 μm, preferably from 1 to 100 μm, more preferably from 5 to 80 μm, particularly preferably from 10 to 50 μm and in particular from 15 to 40 pm. The mean particle size diameter X 50.3 is determined by sieving or by means of a particle size analyzer Camsizer from Retsch.

The microcapsules of the invention preferably contain at least one active ingredient, preferably at least one perfume. These preferred microcapsules are perfume microcapsules. In a preferred embodiment of the invention, the microcapsules have a semipermeable capsule wall (shell).

For the purposes of the present invention, a semipermeable capsule wall is a capsule wall which is semipermeable, ie it releases small quantities of the capsule core continuously over time, without the capsule having to be filled, for example. was damaged or opened by friction. Such capsules continuously continue to set small amounts of the capsule drug, e.g. Perfume, free.

In a further preferred embodiment of the invention, the microcapsules have an impermeable shell. An impermeable shell in the sense of the present invention is a capsule wall which is substantially impermeable, that is to say releases the capsular core only by damaging or opening the capsule. Such capsules contain significant amounts of the at least one perfume in the capsule core, so that a very intense fragrance is provided when damaged or when the capsule is opened. The resulting scent intensities are usually so high that lower amounts of the microcapsules can be used to achieve the same scent intensity as conventional microcapsules.

In a preferred embodiment of the invention, the inventive

Surfactant composition both microcapsules with semipermeable shell, so too

Microcapsules with impermeable shell. Through the use of both capsule types, a significantly improved fragrance intensity can be provided over the entire laundry cycle.

In a further preferred embodiment of the invention, the composition according to the invention may also contain two or more different microcapsule types with semipermeable or impermeable shell.

As materials for the shell of the microcapsules are usually high molecular weight

Compounds such as proteinaceous compounds such as gelatin, albumin, casein and others, cellulose derivatives such as methylcellulose, ethylcellulose,

Cellulose acetate, cellulose nitrate, carboxymethylcellulose and other and especially synthetic polymers such as polyamides, polyethylene glycols, polyurethanes,

Epoxy resins and others. Preferably serves as a wall material, ie as a shell, melamine-formaldehyde polymer, melamine-urea polymer, melamine-urea-formaldehyde polymer, polyacrylate polymer or polyacrylate copolymer. Capsules according to the invention are

for example, but not limited to, US 2003/0125222 A1, DE 10 2008 051 799 A1 or WO 01/49817.

Preferred melamine-formaldehyde microcapsules are prepared in which melamine-formaldehyde precondensates and / or their C 1 -C ₄ -alkyl ethers in water in which the at least one odor modulator compound and optionally further ingredients, such as at least one Perfume, condensed in the presence of a protective colloid. Suitable protective colloids are, for example, cellulose derivatives, such as hydroxyethylcellulose, carboxymethylcellulose and methylcellulose, polyvinylpyrrolidone, copolymers of N-vinylpyrrolidone, polyvinyl alcohols, partially hydrolyzed polyvinyl acetates, gelatin, gum arabic, xanthan gum, alginates, pectins, degraded starches, casein, polyacrylic acid, polymethacrylic acid, copolymers of acrylic acid and methacrylic acid, sulfonic acid-containing water-soluble polymers containing sulfoethyl acrylate, sulfoethyl methacrylate or sulfopropyl methacrylate, and polymers of N- (sulfoethyl) -maleimide, 2-acrylamido-2-alkylsulfonic acids, styrenesulfonic acids and formaldehyde and condensates of phenolsulfonic acids and formaldehyde.

It is preferred to coat the microcapsules used according to the invention wholly or partly on their surface with at least one cationic polymer. Accordingly, at least one cationic polymer of polyquaternium-1, polyquaternium-2, polyquaternium-4, polyquaternium-5, polyquaternium-6, polyquaternium-7, polyquaternium-8, polyquaternium-9, polyquaternium-10 is suitable as cationic polymer for coating the microcapsules , Polyquaternium-1, Polyquaternium-12, Polyquaternium-13, Polyquaternium-14, Polyquaternium-15, Polyquaternium-16, Polyquaternium-17, Polyquaternium-18, Polyquaternium-19, Polyquaternium-20,

Polyquaternium-22, Polyquaternium-24, Polyquaternium-27, Polyquaternium-28, Polyquaternium-29, Polyquaternium-30, Polyquaternium-31, Polyquaternium-32, Polyquaternium-33,

Polyquaternium-34, Polyquaternium-35, Polyquaternium-36, Polyquaternium-37, Polyquaternium-39, Polyquaternium-43, Polyquaternium-44, Polyquaternium-45, Polyquaternium-46,

Polyquaternium-47, Polyquaternium-48, Polyquaternium-49, Polyquaternium-50, Polyquaternium-51, Polyquaternium-56, Polyquaternium-57, Polyquaternium-61, Polyquaternium-69,

Polyquaternium-86th Very particular preference is given to polyquaternium-7. The polyquaternium nomenclature of the cationic polymers used in the context of this application is taken from the declaration of cationic polymers according to the International Nomenclature of Cosmetic Ingredients (INCI Declaration) of cosmetic raw materials.

Preferably usable microcapsules have average diameters Xso, 3 in the range of 1 to 100 pm, preferably from 5 to 95 pm, in particular from 10 to 90 pm, for example from 10 to 80 pm.

The shell of the microcapsules surrounding the core or (filled) cavity preferably has an average thickness in the range from about 5 to 500 nm, preferably from about 50 nm to 200 nm, in particular from about 70 nm to about 180 nm.

Pearlescent pigments are pigments that have a pearlescent shine. Pearlescent pigments consist of thin leaflets that have a high refractive index and partially reflect the light and are partially transparent to the light. The nacreous gloss is produced by interference of the light striking the pigment (interference pigment). pearlescent are usually thin flakes of the above material, or contain the above material as thin multilayer films or as parallel arranged components in a suitable carrier material.

The pearlescent pigments which can be used according to the invention are either natural

Pearlescent pigments such as e.g. Fischsilber (guanine / hypoxanthine mixed crystals from fish scales) or mother of pearl (from ground mussel shells), monocrystalline flake-shaped

Pearlescent pigments such as e.g. Bismuth oxychloride and perglaze pigments based on mica and mica / metal oxide. The latter pearlescent pigments are mica, which have been provided with a metal oxide coating.

By using the pearlescent pigments in the suspension according to the invention, gloss and, if appropriate, additional color effects are achieved.

Mica-based and mica / metal oxide-based pearlescent pigments are preferred according to the invention. Mica belongs to the layer silicates. The most important representatives of these silicates are muscovite, phlogopite, paragonite, biotite, lepidolite and margarite. For the production of

Pearlescent pigments in conjunction with metal oxides, the mica, predominantly muscovite or phlogopite, coated with a metal oxide. Suitable metal oxides include T1O2, Cr ₂ Ü3 and Fe ₂ 03. By appropriate coating are obtained interference pigments and color luster pigments according to the invention as pearlescent pigments. In addition to a glittering optical effect, these pearlescent pigment types also have color effects. Furthermore, the pearlescent pigments which can be used according to the invention can furthermore contain a color pigment which does not derive from a metal oxide.

The grain size of the pearlescent pigments preferably used is preferably at a mean diameter Xso, 3 (volume average) between 1 .0 and 100 .mu.m, more preferably between 10.0 and 60.0 pm.

For the purposes of the invention, speckles are macroparticles, in particular macrocapsules, which have an average diameter Xso, 3 (volume average) of more than 300 μm, in particular from 300 to 1500 μm, preferably from 400 to 1000 μm.

Speckles are preferably matrix capsules. The matrix is preferably colored. Matrix formation occurs, for example, via gelation, polyanion-polycation interactions, or polyelectrolyte-metal ion interactions, and is well known in the art as well as the production of particles with these matrix-forming materials. An exemplary matrix-forming material is alginate. For the production of alginate-based speckles is an aqueous alginate solution, which if necessary, in addition to the entrapped drug or the

containing active ingredients, dropwise and then in a Ca ²⁺ ions or Al ³⁺ - Hardened ion-containing precipitation bath. Alternatively, other, matrix-forming materials can be used instead of alginate.

The surfactant compositions according to the invention may additionally contain further ingredients which have the performance and / or aesthetic properties of

Composition according to the intended use further improve. In the context of the present invention, the compositions according to the invention, especially if they are suitable as textile treatment agents (for example as detergents or softeners), builders, bleaches, bleach activators, bleach catalysts, esterquats, silicone oils,

Emulsifiers, thickeners, electrolytes, pH adjusters, fluorescers, dyes, hydrotopes, foam inhibitors, anti redeposition agents, solvents, enzymes, optical brighteners,

Antiredeposition agents, anti-shrinkage agents, anti-wrinkling agents, color transfer inhibitors, colorants, wetting agents, antimicrobials, germicides, fungicides, antioxidants, corrosion inhibitors, preservatives, antistatic agents, ironing aids, repellents and impregnating agents, polymers, swelling and anti-slip agents and UV absorbers.

A suitable as a textile treatment or cleaning agent according to the invention

Surfactant composition preferably contains at least one water-soluble, organic and / or water-soluble, inorganic builder. To the water-soluble organic

Builder substances include polycarboxylic acids, in particular citric acid, adipic acid, succinic acid, glutaric acid, malic acid, tartaric acid, maleic acid, fumaric acid and sugar acids, monomeric and polymeric aminopolycarboxylic acids, in particular methylglycinediacetic acid, nitrilotriacetic acid and ethylenediaminetetraacetic acid and polyaspartic acid,

Polyphosphonic acids, in particular aminotris (methylenephosphonic acid),

Ethylenediaminetetrakis (methylenephosphonic acid) and 1-hydroxyethane-1, 1-diphosphonic acid, polymeric hydroxy compounds such as dextrin and polymeric (poly) carboxylic acids, polymeric acrylic acids, methacrylic acids, maleic acids and copolymers thereof, which may also contain small amounts of polymerizable substances without carboxylic acid functionality in copolymerized form. Suitable, although less preferred, compounds of this class are copolymers of acrylic or methacrylic acid with vinyl ethers, such as vinylmethyl ethers, vinyl esters, ethylene, propylene and styrene, in which the acid content is at least 50% by weight. The organic builder substances can be used, in particular for the preparation of liquid textile treatment or cleaning agents, in the form of aqueous solutions, preferably in the form of 30 to 50 percent by weight aqueous solutions. All of the acids mentioned are generally used in the form of their water-soluble salts, in particular their alkali metal salts.

Preferred salts are the salts of polycarboxylic acids such as citric acid, adipic acid,

Succinic acid, glutaric acid, tartaric acid, sugar acids and mixtures thereof. Organic builders may, if desired, be included in amounts of up to 40% by weight, more preferably up to 25% by weight, and preferably from 1% to 8% by weight. Quantities close to the stated upper limit are preferably used in paste-form or liquid, in particular hydrous, compositions according to the invention.

Aftertreatment agents, such as e.g. Softener, may optionally also be free of organic builder.

A composition according to the invention which is suitable as a washing, textile treatment or cleaning agent preferably comprises at least one enzyme. Suitable enzymes include those from the class of proteases, cutinases, amylases, pullulanases, hemicellulases, cellulases, lipases, oxidases and peroxidases and mixtures thereof. Particularly suitable are from fungi or bacteria, such as Bacillus subtilis, Bacillus licheniformis, Streptomyces griseus, Humicola lanuginosa, Humicola insolens, Pseudomonas pseudoalcaligenes or Pseudomonas cepacia derived enzymatic agents. The optionally used enzymes may be adsorbed to carriers and / or embedded in encapsulants to protect against premature inactivation. They are, if desired, in the compositions preferably in amounts not exceeding 5 wt .-%, in particular from 0.2 wt .-% to 2 wt .-%, contained.

An optical brightener is preferably selected from the substance classes of distyrylbiphenyls, the stilbenes, the ^{^{diamino-2,2-stilbenedisulfonic}} acids 4.4, the coumarins, the dihydroquinolinones, the 1, 3-diaryl pyrazolines, naphthalimides of the benzoxazole systems benzisoxazole systems, benzimidazole systems, heterocyclic substituted pyrene derivatives, and mixtures thereof.

Particularly preferred optical brighteners include disodium 4,4'-bis (2-morpholino-4-anilino-s-triazin-6-ylamino) stilbene disulfonate (available, for example, as Tinopal® DMS from BASF SE), disodium 2,2 '. bis (phenyl-styryl) disulfonate (available, for example, as Tinopal® CBS from BASF SE), 4,4'-bis [(4-anilino-6- [bis (2-hydroxyethyl) amino] -1, 3.5 -triazin-2-yl) -amino] stilbene-2,2'-disulphonic acid (available, for example, as Tinopal® UNPA from BASF SE), hexasodium 2,2'- [vinylenebis [(3-sulphonato-4,1-phenylene) imino [6- (diethylamino) -1, 3,5-triazine-4,2-diyl] imino]] bis (benzene-1,4-disulfonate) (for example obtainable as Tinopal® SFP from BASF SE), 2, 2 '- (2,5-thiophenediyl) bis [5-1, 1-dimethylethyl) benzoxazole (available, for example, as Tinopal® SFP from BASF SE) and / or 2,5-bis (benzoxazol-2-yl) thiophene.

In addition, the compositions according to the invention which are suitable as detergents, textile treatment agents or cleaners can also contain components which have a positive influence on the oil and grease washability from textiles, so-called soil release active ingredients. This effect becomes particularly clear when a textile is soiled, which has been previously washed several times with an agent containing this oil and fat dissolving component. Examples of preferred oil and fat dissolving components include nonionic Cellulose ethers such as methyl cellulose and methyl hydroxypropyl cellulose with a share of

Methoxyl groups from 15 to 30 wt .-% and hydroxypropoxyl groups from 1 to 15 wt .-%, each based on the nonionic cellulose ether, and known from the prior art polymers of phthalic acid and / or terephthalic acid or of their derivatives with monomeric and / or polymeric diols, in particular polymers of ethylene terephthalates and / or polyethylene glycol terephthalates or anionically and / or nonionically modified derivatives of these.

The textile treatment or cleaning agents may also color transfer inhibitors, preferably in amounts of 0.1 wt .-% to 2 wt .-%, in particular 0.1 wt .-% to 1 wt .-%, containing, in a preferred embodiment of the invention polymers of vinylpyrrolidone , Vinylimidazole, vinylpyridine N-oxide or copolymers thereof.

Graying inhibitors have the task of keeping suspended from the textile fiber dirt suspended in the fleet. Water-soluble colloids of mostly organic nature are suitable for this purpose, for example starch, glue, gelatin, salts of ether carboxylic acids or ether sulfonic acids of starch or of cellulose or salts of acidic sulfuric acid esters of cellulose or starch. Also, water-soluble polyamides containing acidic groups are suitable for this purpose. Furthermore, other than the above-mentioned starch derivatives can be used, for example aldehyde starches. Preference is given to using cellulose ethers, such as carboxymethylcellulose (Na salt), methylcellulose, hydroxyalkylcellulose and mixed ethers, such as methylhydroxyethylcellulose, methylhydroxypropylcellulose, methylcarboxymethylcellulose and mixtures thereof, for example in amounts of from 0.1 to 5% by weight, based on the compositions.

It is preferred that the dye transfer inhibitor is a polymer or copolymer of cyclic amines such as vinylpyrrolidone and / or vinylimidazole. As

Color transfer inhibiting polymers include polyvinylpyrrolidone (PVP),

Polyvinylimidazole (PVI), copolymers of vinylpyrrolidone and vinylimidazole (PVP / PVI),

Polyvinylpyridine N-oxide, poly-N-carboxymethyl-4-vinylpyridium chloride, polyethylene glycol-modified copolymers of vinylpyrrolidone and vinylimidazole, and mixtures thereof.

Particular preference is given to using polyvinylpyrrolidone (PVP), polyvinylimidazole (PVI) or copolymers of vinylpyrrolidone and vinylimidazole (PVP / PVI) as color transfer inhibitor. The polyvinylpyrrolidones (PVP) used preferably have an average molecular weight of 2,500 to 400,000 and are commercially available from ISP Chemicals as PVP K 15, PVP K 30, PVP K 60 or PVP K 90 or from BASF as Sokalan® HP 50 or Sokalan® HP 53 available. The copolymers of vinylpyrrolidone and vinylimidazole (PVP / PVI) used preferably have a molecular weight in the range from 5,000 to 100,000. Commercially available is a PVP / PVI copolymer, for example from BASF under the name Sokalan® HP 56. Another extremely preferred color transfer inhibitor are polyethylene glycol-modified Copolymers of vinylpyrrolidone and vinylimidazole, which are available, for example, under the name Sokalan® HP 66 from BASF.

The compositions according to the invention preferably have a pH of from 7 to 10, in particular from 7.5 to 9.5. The pH is at 20 ° C as a solution of 1 g of

Composition of the invention measured in 100 g of distilled water.

The compositions according to the invention may be present in portions in pre-portioned form, the composition according to the invention being filled into a water-soluble casing and thus being able to form part of a water-soluble packaging. Is the

according to the invention, it is preferred that the content of water is between 5 and 20% by weight, based on the total agent, and that anionic surfactants, if present, are present in the form of their ammonium salts.

It is preferred according to the invention if the composition according to the invention is present in pre-portioned form as a portion in the form of a shaped body of a viscoelastic, solid-form surfactant composition of the first subject of the invention.

A molded body is a single body that stabilizes itself in its embossed form. This dimensionally stable body is formed from a molding compound (e.g., a composition) by deliberately placing this molding material in a predetermined shape, e.g. by pouring a liquid composition into a mold and then curing the liquid composition, e.g. as part of a sol-gel process. All possible shapes are possible, such as sphere, cube, cuboid, round disc, tub, shell, prism, octahedron, tetrahedron, egg shape, dog, cat, mouse, horse, torso, bust, cushion, automobile, oval disc with imprinted trademark, and much more.

It is preferred according to the invention if the shaped body of the viscoelastic, solid-form surfactant composition of the first subject of the invention has a weight of at least 1 g, preferably of at least 5 g, particularly preferably of at least 10 g.

It is preferred according to the invention if the shaped body of the viscoelastic, solid-form surfactant composition of the first subject of the invention has a weight of at most 80 g, in particular of at most 70 g, more preferably of at most 50 g, very particularly preferably of at most 40 g, most preferably of at most 30 g, owns. In this context, the aforementioned minimum weights of the molding are particularly preferred.

Most preferably, the shaped body of the viscoelastic, solid-shaped

Surfactant composition of the first subject of the invention a weight of 10 to 80 g, in particular from 10 to 70 g, more preferably from 10 to 50 g, most preferably from 10 to 30 g, for example 15 g or 25 g. It is again preferred if said

Molded body contains surfactant in the total amounts marked as preferred (vide supra).

The shaped body of said viscoelastic, solid composition may also contain at least two different viscoelastic, solid surfactant compositions of the first subject of the invention to form at least two phases, preferably at least two differently colored phases. For example, from a first viscoelastic, solid-form surfactant compositions of the first subject of the invention, a mold body can be prepared as a first phase, in the well a second viscoelastic, solid-form surfactant composition of the first subject of the invention is introduced as the second phase. Likewise, the shaped body may be formed of various, viscoelastic, solid compositions arranged as stacked phases.

A corresponding molded body of the surfactant composition according to the invention may preferably be used as a container with at least one well, e.g. in the form of a tub or shell, be designed such that the volume of the walls is smaller than the total volume of all troughs. The walls of a molded body of this embodiment preferably have an average thickness of not more than 5 mm, in particular not more than 2 mm, more preferably not more than 1 mm. The total volume of the wells of this embodiment preferably has a volume of at least 5 ml, more preferably at least 10 ml, more preferably at least 15 ml.

A phase in the sense of the present invention is a spatial area in which physical parameters and the chemical composition are homogeneous. A phase differs from another phase by various features, for example, ingredients, external appearance, etc. Preferably, different phases can be visually distinguished. For the consumer, a first phase is clearly differentiated from a second phase. If the agent of the portion according to the invention has more than one first phase, then these can preferably likewise be differentiated from one another by the naked eye, because they differ, for example, from one another in color. The same applies if two or more second phases are present. Also in this case, a visual differentiation of the phases, for example due to a color or transparency difference is preferably possible. Phases in the sense of the present invention are thus self-contained areas that can be optically distinguished from the consumer by the naked eye. The individual phases may have different properties when used. The viscoelastic, solid surfactant composition in the form of a shaped article can be prepared by initially heating a liquid composition containing the inventive combination of said 2,5-diketopiperazine compounds of the formulas (I) and (III) to a temperature above the sol Gel transition temperature of the liquid composition is brought, and then the heated liquid composition in a mold, preferably in a cavity of a trough mold, given and cooled in said mold below the sol-gel transition temperature to form a viscoelastic, solid shaped body.

It is also possible, first, a first liquid composition containing the

A combination according to the invention of said 2,5-diketopiperazine compounds of the formulas (I) and (III) to a temperature above the sol-gel transition temperature of the first liquid

Composition and this first liquid composition having a second liquid composition having a temperature below the sol-gel transition temperature of the first composition containing water and at least one surfactant to obtain a liquid composition containing the inventive combination of said Diketopiperazine compounds of formulas (I) and (III), 0.1 to 70 wt .-% of at least one surfactant and water, to mix and shape.

The particular liquid composition is in the form of curing the liquid

Composition brought under the sol-gel transition temperature of the liquid composition. It is inventively preferred when the liquid composition for forming said shaped body to not less than 20 ° C, in particular not less than 25 ° C, more preferably not less than 30 ° C, cooled.

The sol-gel temperature can be determined by conventional methods. As part of the

The present invention for the determination of the sol-gel temperature, the inventive combination of said 2,5-diketopiperazine compounds of formulas (I) and (III) in water at 133 ° C in a closed vessel with pressure equalization in heating Thermoshaker at 400 rpm homogenized until the compounds have completely dissolved and it creates a transparent solution. This solution is cooled in the heating thermoshaker to 80 ° C with 0 rpm. To determine the sol-gel transition temperature, a temperature-dependent oscillating measurement (devices, as previously (vide supra)) at a deformation of 0.1%, a frequency of 1 Hz and a cooling rate of 5 ° C / min is performed. Before the measurement is started, the temperature is set at 80 ° C and the upper plate is shut down to minimize the temperature difference between the lower and upper plates. After the sample in the heating thermoshaker has cooled to 80 ° C, the top plate is raised and 0.5 g of the sample is carefully applied to the bottom plate with a pipette as a sol. Then the upper plate is shut down and the measurement is started. The measurements are carried out at different temperatures. A corresponding shaped article can also be produced by extrusion of the viscoelastic, solid-form surfactant composition, with optional subsequent rounding. This can produce a free-flowing product or pellets.

It is inventively preferred if, in order to increase product safety, at least one bittering agent has been homogeneously incorporated into the shaped body and / or the surface of the

Shaped body was provided by coating with at least one bittering agent. It is preferred to incorporate the at least one bittering agent homogeneously into the shaped body as an ingredient of the viscoelastic, solid surfactant composition. Preferred bittering agent is denatonium benzoate.

In order to prevent sticking together of individual moldings which are located together in one packaging, it may be preferable to remove the moldings with a powdered solid. Preferred powdering agents are selected from talc, sodium sulfate, starch, pectin, amylopectin, dextrin, lactic acid, lactose or mixtures thereof.

The surfaces of the molded article may be printed for further aesthetic enrichment and / or for attachment of clues or manufacturer names. The use of inkjet printing is preferred.

All the aforementioned preferred embodiments of the invention

Surfactant compositions are also for providing a composition of the invention

Shaped body preferred.

In a second subject of the invention, the present invention relates to the use of a combination of at least one said DKP compound of formula (I) and at least one DKP compound of formula (III) (vide supra) for the preparation of liquid, aqueous

Surfactant compositions, in particular detergents or cleaners, having yield value.

In a third aspect of the invention, the present invention relates to the use of a said surfactant composition as a continuous phase to provide a suspension.

In still another subject of the invention, the invention is directed to a process for substrate treatment comprising the process steps

(A) providing an aqueous liquor by mixing from 0.5 liter to 40.0 liters of water with 0.5 to 100 g of a surfactant composition of the first subject of the invention, and

(B) bringing into contact a substrate, in particular a textile or dishes, with the aqueous liquor prepared according to (a).

Preferred methods are those in which the substrate is a fabric. It is preferred if in step (b) the substrate is in contact with the aqueous liquor prepared according to (a) for 10 to 240 minutes, in particular 20 to 180 minutes.

Further, it is preferable that the substrate is rinsed and dried after step (b).

It is particularly preferred to carry out the process in an automatic washing machine. In this case, prior to step (a), the substrate is placed in the drum of the washing machine. The surfactant composition of the first subject of the invention is disclosed in U.S. Pat

Einspülkammer the washing machine is filled or placed in the drum of the washing machine.

It is inventively preferred if for the preparation of said solution 10 to 1 10 g, in particular 15 to 100 g of the surfactant composition of the first subject of the invention with 5 to 25 l of water, in particular with 10 to 20 l of water, are mixed.

In the described methods, in various embodiments of the invention, temperatures of 60 ° C or less, for example 50 ° C or less, are employed. These temperature data refer to the temperatures used in step (b).

Another subject of the invention relates to a method for producing a

A flow-limiting surfactant composition characterized in that first a liquid composition containing at least one anionic 2,5-diketopiperazine compound of the formula (I)

wherein R ¹ to R ^{5 are defined} as described in the first subject of the invention, and at least one nonionic 2,5-diketopiperazine compound of the formula (III)

wherein R ¹ to R ^{5 are defined} as described in the first subject of the invention, in the presence of water and 0.1 to 70 wt .-% of surfactant and optionally optional additives at a temperature above the sol-gel transition temperature of the liquid

Homogenizing the composition, and then the heated liquid

Composition is cooled below the sol-gel transition temperature.

The surfactant composition can also be first preheated to said temperature without the DKP compounds of the formulas (I) and (III) and after addition of the inventive combination of the said 2,5-diketopiperazine compounds of the formulas (I) and (III) can be cooled , In the context of this embodiment, it is preferred for the preparation of said liquid surfactant composition, a liquid premix containing water and based on the weight of said liquid surfactant composition 0, 1 to 70 wt .-% of surfactant and optionally optional additives to a temperature of 10 ° C is brought to 150 ° C and at least one anionic 2,5-diketopiperazine compound of the formula (I) and at least one nonionic 2,5-diketopiperazine compound of the formula (III) is added.

It is particularly preferred if, in the context of the process according to the invention, the said liquid first premix is brought to a temperature of from 50.degree. C. to 150.degree. C., in particular from 60.degree. C. to 140.degree.

Furthermore, it is preferred if, for the preparation of the inventive liquid

A liquid first premix containing at least one liquid and optionally surfactant and optionally optional additives is brought to a temperature of 50 to 150 ° C and the inventive combination of said 2,5-diketopiperazine compounds of the formulas (I) and (III) is added and dissolved with stirring and then this still tempered liquid first premix in a at a temperature of 10 ° C to 35 ° C located second premix containing water and surfactant mixed.

In the preparation of inventive surfactant compositions, anionic surfactants can initially be presented in their acid form in an aqueous medium, and then by adding alkalizing agents (preferably alkanolamines, such as monoethanolamine) under Release of heat of neutralization raises the pH and the anionic surfactants are converted to the salt form. The resulting heat of neutralization is preferably used to increase the temperature for heating the system via the sol-gel transition temperature. Preferred processes are thus characterized by the fact that the heat released when the pH is increased is used to increase the temperature.

The sol-gel transition temperature can be determined in advance by known methods.

For example, this can be done via a rheological measurement with oscillating deformation constant frequency as a function of temperature. In such a measurement is at a

Exceeding the sol-gel transition temperature to observe a breakdown of the modulus of the sample. Likewise, the sol-gel transition can often be visually recognized by the naked eye.

Particularly preferred embodiments of the invention are characterized by the following points:

1. Tenside composition with yield value, in particular detergent, containing based on their total weight

(i) at least one anionic 2,5-diketopiperazine compound of the formula (I)

wherein

R ¹ , R ² , R ³ and R ⁴ independently represent a hydrogen atom, a

Hydroxy group, a (C ₁ -C 6) -alkyl group, a (C ₂ -C 6) -alkenyl group, a (C ₂ -C 6) -acyl group, a (C ₂ -C 6) -acyloxy group, a (C ₁ -C 6) -alkoxy group, an amino group, a (C ₂ -C 6) acylamino group, a (C ₁ -C 6) alkylaminocarbonyl group, an aryl group, an aroyl group, a

Aroyloxy group, an aryloxy group, an aryl- (C 1 -C ₄ ) -alkyloxy group, an aryl- (C 1 -C 3) -alkyl group, a heteroaryl group, a heteroaryl- (C 1 -C 3) -alkyl group, a (C 1 -C ₄ ) - Hydroxyalkyl group, a (C ¹ -C ₄ ) -aminoalkyl group, where at least two of the radicals R ¹ to R ⁴ together with the remainder of the molecule can form a 5 or 6-membered ring, R ⁵ represents a hydrogen atom, a linear (C _{1 to} C 6) alkyl group, a branched (C ₃ to Cio) alkyl group, a (C _{3 to} C 6) cycloalkyl group, a (C _{2 to} C 6) alkenyl group, a (C ₂ -C 6) alkynyl group, a (C 1 -C 4) -hydroxyalkyl group, a (C 1 -C 4) -alkoxy (C 1 -C 4) -alkyl group, a (C 1 -C 4) -acyloxy- (C 1 -C 4) -alkyl group, a Aryloxy- (C 1 -C 4) -alkyl group, a 0- (aryl- (C 1 -C 4) -alkyl) oxy- (C 1 -C 4) -alkyl group, a (C 1 -C 4) -alkylsulfanyl- (C 1 -C 4) -alkyl group , an aryl group, an aryl- (C 1 -C 3) -alkyl group, a heteroaryl group, a heteroaryl- (C 1 -C 3) -alkyl group, a (C 1 -C 4) -hydroxyalkyl group, a (C 1 -C 4) -aminoalkyl group, an N- (C 1 -C 4) -alkylamino (C 1 -C 4) -alkyl group, an N, N- (C 1 -C 4) -dialkylamino- (C 1 -C 4) -alkyl group, an N- (C 2 -C 8) -acylamino- (C 1 -C 4) -alkyl -C 4) alkyl group, a N- (C ₂ - C 8) acyl-N- (Ci-C4) alkylamino (Ci-C4) alkyl group, a N- (C ₂ -C 8) -aroyl-N- (C 1 -C 4) -Alkylamino- (C 1 -C 4) -alkyl group, an N, N- (C 2 -C 8) -diacylamino- (C 1 -C 4) -alkyl group, an N- (aryl- (C 1 -C 4) -alkyl ) amino- (Ci- C4) alkyl group, an N, N-di (aryl (Ci-C4) alkyl) amino (Ci-C4) alkyl group, a (Ci-C4) alkoxycarbonyl (Ci-C3) alkyl group, a (C ₁ -C ₄ ) acyloxy (C ₁ -C ₃ ) -alkyl group, a guanidino (C ₁ -C ₃ ) -alkyl group, an aminocarbonyl (C ₁ -C ₄ ) -alkyl group, an N- (C ₁ -C ₄ ) -alkylaminocarbonyl - (C ₁ -C 4) -alkyl group, an N, N-di (C ₁ -C 4) -alkyl) aminocarbonyl- (C ₁ -C 4) -alkyl group, an N- (C ₂ -C 8) -acylaminocarbonyl- (C ₁ -C 4 ) alkyl group, an N, N- (C 2 -C 8) -diacylaminocarbonyl- (C 1 -C 4) -alkyl group, an N- (C 2 -C 8) -acyl-N- (C 1 -C 4) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl group, an N- (aryl- (C 1 -C 4) -alkyl) aminocarbonyl- (C 1 -C 4) -alkyl group, an N- (aryl- (C 1 -C 4) -alkyl) -N- (C 1 -C 6) alkylaminocarbonyl- (C 1 -C 4) -alkyl group or an N, N-di (aryl- (C 1 -C 4) -alkyl) aminocarbonyl- (C 1 -C 4) -alkyl group, with the proviso that at least one (preferably one) of the previously defined radicals R ¹ , R ² , R ³ , R ⁴ or R ⁵ with at least one anionic group of the formula (II) (preferably an anionic group of the formula (II)) substitui is,

wherein A represents a carbon atom, sulfur atom or phosphorus atom,

n is 1 or 2,

^* - stands for the covalent binding site to the at least one said radical of R ¹ , R ² , R ³ , R ⁴ or R ⁵ , and (ii) at least one nonionic 2,5-diketopiperazine compound of the formula (III)

wherein

R ¹ , R ² , R ³ and R ⁴ independently represent a hydrogen atom, a

Hydroxy group, a (C ₁ -C 6) -alkyl group, a (C ₂ -C 6) -alkenyl group, a (C ₂ -C 6) -acyl group, a (C ₂ -C 6) -acyloxy group, a (C ₁ -C 6) -alkoxy group, an amino group, a (C ₂ -C 6) -acylamino group, a (C ₁ -C 6) -alkylaminocarbonyl group, an aryl group, an aroyl group, an aroyloxy group, an aryloxy group, an aryl- (C ₁ -C 4) -alkyloxy group, an aryl- ( C 1 -C 3) -alkyl group, a heteroaryl group, a heteroaryl (C 1 -C 3) -alkyl group, a (C 1 -C 4) -hydroxyalkyl group, a (C 1 -C 4) -aminoalkyl group, where at least two of the radicals R ¹ to R ^{4 are} common can form a 5 or 6-membered ring with the remainder of the molecule,

R ⁵ is a hydrogen atom, a linear (C 1 to C 6) alkyl group, a

branched (C3 to Cio) alkyl group, a (C3 to C6) cycloalkyl group, a (C _{2 to} C6) alkenyl group, a (C _{2 to} C 6) alkynyl group, a (C _{1 to} C ₄ ) hydroxyalkyl group, a (Ci -C4) alkoxy (Ci-C4) alkyl group, a (Ci-C4) -Acyloxy- (Ci-C4) - alkyl group, an aryloxy (Ci-C4) alkyl group, a 0- (aryl (Ci C4) -alkyl) oxy (Ci- C4) -alkyl group, a (Ci-C4) -alkylsulfanyl- (Ci-C4) -alkyl group, an aryl group, an aryl (Ci-C3) -alkylgruppe, a heteroaryl group, a hetroaryl (C 1 -C 3) alkyl group, a (C 1 -C 4) hydroxyalkyl group, a (C 1 -C 4) aminoalkyl group, an N- (C 1 -C 4) alkylamino (C 1 -C 4) alkyl group, an N , N- (C ₁ -C 4) -dialkylamino- (C ₁ -C 4) -alkyl group, an N- (C ₂ -C 8) -acylamino- (C ₁ -C 4) -alkyl group, an N- (C ₂ -C 8) -acyl group N- (C ₁ -C 4) -alkylamino- (C ₁ -C 4) -alkyl group, an N- (C ₂ -C 8) -royl-N- (C ₁ -C 4) -alkylamino- (C ₁ -C 4) -alkyl group, an N , N- (C 2 -C 8) -diacylamino- (C 1 -C 4) -alkyl group, an N- (aryl- (C 1 -C 4) -alkyl) amino- (C 1 -C 4) -alkyl group, an N, N-di ( aryl (C 1 -C 4) alkyl) amino (C 1 -C 4) alkyl group e (C 1 -C 4) -alkoxycarbonyl (C 1 -C 3) -alkyl group, a (C 1 -C 4) -acyloxy (C 1 -C 3) -alkyl group, a guanidino (C 1 -C 3) -alkyl group, an aminocarbonyl- (C 1 -C 4) -alkyl group; -C4) alkyl group, an N- (C ₁ -C ₄ ) -alkylaminocarbonyl- (C ₁ -C ₄ ) -alkyl group, an N, N-di ((C ₁ -C ₄ ) - Alkyl) aminocarbonyl (Ci-C ₄₎ alkyl group, a N- (C2-C8) -Acylaminocarbonyl- (Ci- _C4) alkyl group, an N, N- (C ₂ -C 8) -Diacylaminocarbonyl- (Ci- C ₄₎ -alkyl group, a N- (C ₂ -C 8) acyl-N- _(Ci-C4) alkylaminocarbonyl (Ci-C ₄₎ alkyl group, an N- (aryl (Ci-C ₄₎ alkyl) aminocarbonyl- (C 1 -C ₄ ) -alkyl group, an N- (aryl- (C 1 -C ₄ ) -alkyl) -N- (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C ₄ ) -alkyl group or an N , N-di (aryl- (C 1 -C ₄ ) -alkyl) aminocarbonyl (C 1 -C ₄ ) -alkyl group, and

(iii) a total amount of 0.1 to 70% by weight of at least one surfactant and

(iv) water. Composition according to item 1, characterized in that based on the

Total weight of the composition in total 2,5-diketopiperazine compound according to formulas (I) and (III) in a total amount of 0.01 to 3.0% by weight, in particular from 0.05 to 2.5% by weight , in particular from 0, 1 to 2.3 wt .-%, most preferably from 0.3 to 2.0 wt .-%, most preferably from 0.5 to 2.0 wt .-% is included. Composition according to one of the preceding points, characterized in that the percentage molar ratio of the compounds of the formula (I) to the compounds of the formula (III) in the molar ratio range from 70 to 30 to 15 to 85, preferably from 60 to 40 to 20 to 80, lies. Composition according to one of the preceding points, characterized in that the composition is in the form of a solid, viscoelastic composition. Composition according to one of the preceding points, characterized in that according to formula (I) and formula (III) R ¹ binds in the para position of the phenyl ring and preferably R ² to R ^{4 are} hydrogen. Composition according to one of the preceding points, characterized in that, according to formula (I) and formula (III), the radicals R ¹ , R ² , R ³ and R ⁴ independently of one another represent a hydrogen atom, a hydroxy group, a methyl group, an ethyl group, iso-propyl group, n-propyl group, n-butyl group, iso-butyl group, sec-butyl group, tert-butyl group, phenyl group, benzyl group, methoxy group, (C 2 -C 6) acyloxy group, aryloxy group , a tosyloxy group, a triflyloxy group, a benzyloxy group or a benzoyloxy group. 7. Composition according to one of the preceding points, characterized in that according to formula (I) and formula (III) R ⁵ is independently a hydrogen atom, a

Methyl group, isopropyl group, iso-butyl group, tert-butyl group, 2- (methylsulfanyl) ethyl group, hydroxymethyl group, (C 1 -C 3) alkoxymethyl group, benzyloxymethyl group, acetyloxymethyl group, benzoyloxymethyl group, tosyloxymethyl group, a 1-hydroxyethyl group, a 1- (C 1 -C 3) -alkoxy) ethyl group, a 1- (acetyloxy) ethyl group, a 1- (benzoyloxy) ethyl group, a 1- (tosyloxy) ethyl group, a mercaptomethyl group, a (C 1 -C 3 ) -Alkylsulfanylmethyl group, a

Acetylsulfanylmethyl group, a benzoylsulfanylmethyl group, a

Tosylsulfanylmethylgruppe, a group according to formula (IV),

or a group according to formula (V),

in which n is 0 or 1 and R is a hydrogen atom, a hydroxy group, a (C 1 -C ₄ ) -alkyl group, a (C 1 -C ₄ ) -alkoxy group, an aryl- (C 1 to C ₄ ) -alkyl group, a

Acetyloxy group, a benzoyloxy group, a triflyloxy group or a tosyloxy group. Composition according to one of the preceding points, characterized in that at least one of the radicals R ¹ , R ² , R ³ , R ⁴ or R ⁵ (preferably exactly one of these radicals, more preferably exclusively R ⁵ ) of the 2,5-diketopiperazine compound of the formula (I) with at least one group of the formula (II) (preferably with exactly one group of the formula (II)) is substituted

wherein A is a carbon atom, n is 1, M is one equivalent of a cation for the production of electroneutrality and ^* - represents the covalent binding site to the corresponding radical. Composition according to one of the preceding points, characterized in that the 2,5-diketopiperazine compound of the formula (I) relates to the stereochemistry of the carbon atoms at the 3- and 6-positions of the 2,5-diketopiperazine ring

Configuration isomers 3S, 6S, 3R, 6S, 3S, 6R, 3R, 6R or mixtures thereof (preferably 3S, 6S). Composition according to one of the preceding points, characterized in that the 2,5-diketopiperazine compound of the formula (I) is chosen from 3-benzyl-6- (p-hydroxybenzyl) -2,5-diketopiperazine, 3-benzyl-6 -iso-propyl-2,5-diketopiperazine, 3,6-di (benzyl) -2,5-diketopiperazine, 3,6-di (p-hydroxybenzyl) -2,5-diketopiperazine, 3,6-di (p - (benzyloxy) benzyl) -2,5-diketopiperazine, 3-benzyl-6-methyl-2,5-diketopiperazine, 3-benzyl-6- (2- (benzyloxycarbonyl) ethyl) -2,5-diketopiperazine or mixtures thereof (especially 3,6-di (p-hydroxybenzyl) -2,5-diketopiperazine). Composition according to one of the preceding points, characterized in that the 2,5-diketopiperazine compound of formula (III) is chosen from 3-benzyl-6-carboxyethyl-2,5-diketopiperazine, 3-benzyl-6-carboxymethyl-2 , 5-diketopiperazine, or mixtures thereof (preferably 3-benzyl-6-carboxyethyl-2,5-diketopiperazine). Composition according to one of the preceding points, characterized in that it contains at least one anionic surfactant. Composition according to one of the preceding points, characterized in that at least one anionic surfactant selected from the group consisting of Cs -is-alkylbenzenesulfonates, Cs -is-olefinsulfonates, C 12-18 -alkanesulfonates, Cs -is-ester sulfonates, Cs-isomers Alkyl sulfates, Cs-is-alkenyl sulfates, fatty alcohol ether sulfates and mixtures thereof. Composition according to one of the preceding points, characterized in that as surfactant at least one compound of the formula (T1-3) is contained,

+

Y

(T1-3), in the R ^' and R ^"are independently H or alkyl and together contain 9 to 19, preferably 9 to 15 and especially 9 to 13 C atoms, and Y ^{+ is} a monovalent cation or the nth part of an N-valent cation (especially Na ) mean ^+. a composition according to any of the preceding points, characterized in that they contain at least one nonionic surfactant. the composition according to any of the preceding points, characterized in that contains at least one nonionic surfactant of the formula (T2)

R ² -0- (X0) m H, (T2) in the

XO independently of one another for an ethylene oxide (EO) or propylene oxide (PO)

Grouping, m stands for integers from 1 to 50. Composition according to one of the preceding points, characterized in that surfactant in a total amount of 5 to 70 wt .-%, preferably from 10 to 65 wt .-%, particularly preferably from 12 to 60 wt .-%, most preferably from 15 to 60% by weight, most preferably from 20 to 55% by weight. Composition according to one of the preceding claims, characterized in that water in a total amount of 5 to 90 wt .-%, preferably 10 to 85 wt .-%, particularly preferably 25 to 75 wt .-% and in particular 35 to 65 parts by weight. %, is included. Composition according to one of the preceding points, characterized in that water is contained in a total amount of between 1 and 20% by weight, preferably between 2 and 18% by weight. Composition according to one of the preceding points, characterized in that it additionally contains at least one organic solvent with at least one hydroxy group, without amino group and with a molecular weight of at most 500 g / mol (preferably selected from (C2-Cs) -alkanols with at least one hydroxy group

(Particularly preferably ethanol, ethylene glycol, 1, 2-propanediol, glycerol, 1, 3-propanediol, n-propanol, isopropanol, 1, 1, 1-trimethylolpropane, 2-methyl-1, 3-propanediol, 2-hydroxymethyl-1 , 3-propanediol), triethylene glycol, butyl diglycol, polyethylene glycols with a

weight average molecular weight M _w of at most 500 g / mol, glycerol carbonate,

Propylene carbonate, 1-methoxy-2-propanol, 3-methoxy-3-methyl-1-butanol, butyl lactate, 2- isobutyl-2-methyl-4-hydroxymethyl-1,3-dioxolane, 2,2-dimethyl-4-hydroxymethyl-1,3-dioxolane, dipropylene glycol, or mixtures thereof). Composition according to item 20, characterized in that said organic solvent is present in a total amount of from 0 to 20% by weight, in particular from 0.5 to 20% by weight. Composition according to one of the preceding points, characterized in that it is in the form of a flowable, liquid composition and has a yield point in the range from 0.01 to 40 Pa, preferably from 0.1 to 30 Pa, particularly preferably from 1 to 20 Pa ( Cone-plate measuring system with 40 mm diameter and 2 ° opening angle at one

Temperature of 20 ° C). Composition according to one of the preceding points, characterized in that it is in the form of a solid, viscoelastic composition and has a yield point in the range from 10 to 350 Pa, preferably from 15 to 320 Pa, particularly preferably from 18 to 300 Pa (cone-plate Measuring system with 40 mm diameter and 2 ° opening angle at a temperature of 20 ° C). Composition according to one of the items 1 to 21, characterized in that it has a yield point in the range of 0.01 to 500 Pa, in particular from 0.1 to 350 Pa, particularly preferably from 1 to 300 Pa (cone-plate measuring system with 40 mm diameter and 2 ° opening angle at a temperature of 20 ° C). Composition according to any one of items 1 to 24, characterized in that the composition is transparent. Composition according to one of the preceding points, characterized in that it additionally contains suspended solid particles. Composition according to any one of the preceding claims, characterized in that a solution of 1 g of the composition in 100 g of distilled water at 20 ° C has a pH of 7 to 10, especially 7.5 to 9.5. Method for substrate treatment comprising the method steps

(A) providing an aqueous liquor by mixing 0.5 L to 40.0 L of water with 0.5 to 100 g of a composition according to any one of items 1 to 26, and

(B) bringing into contact a substrate, in particular a textile or dishes, with the aqueous liquor prepared according to (a). Process for the preparation of a surfactant composition with yield point, characterized in that first a liquid composition containing at least one anionic 2,5-diketopiperazine compound of the formula (I),

in which R ¹ to R ^{5 are defined} as in one of the items 1, 3 to 10, and at least one nonionic 2,5-diketopiperazine compound of the formula (III),

wherein R ¹ to R ^{5 are} as defined in any one of items 1, 3 to 10, in the presence of water and 0, 1 to 70 wt .-% of surfactant and optionally optional additives at a temperature above the sol-gel transition temperature of the liquid Homogenizing the composition, and then the heated liquid

Composition is cooled below the sol-gel transition temperature. A method according to item 28, characterized in that for the preparation of said liquid composition, a liquid premix containing water and 0, 1 to 70 wt .-% of surfactant and optionally optional additives is brought to a temperature of 10 to 150 ° C and at least one 2,5-diketopiperazine compound of the formula (I) and at least one 2,5-diketopipierazine compound of the formula (III) is added. Method according to item 28 or 29, characterized in that the heat released by the increase in the pH value is used to increase the temperature. Examples

1.0 Synthesis of 2,5-Diketopiperazine Compounds 1.1 General Synthesis Instructions

Materials:

Unless otherwise indicated, all reactions were carried out at room temperature and

Laboratory conditions performed. All chemicals used in the synthesis were purchased from commercial suppliers and used as received. Dry dichloromethane (CH 2 Cl 2) was obtained using an inert PS-MD-6 solvent purification system.

Thin-layer chromatographic studies were performed on fluorescently-labeled Silica Gel 60 plates (Macherey-Nagel, ALUGRAM Xtra SIL G / UV254) and visualized by UV light (254 nm / 366 nm). If necessary, additional ninhydrin was used. Column chromatography was performed with silica gel (0.040-0.063 mm).

NMR spectra were measured on a Bruker Avance 360WB spectrometer. The

chemical shifts of the ¹ H NMR spectra are reported as d (parts per million) relative to the signal from C / 6-DMSO (at 2.50 ppm (quin)). Chemical shifts for ¹³ C NMR spectra are reported as d (parts per million) relative to the cfe-DMSO signal at 39.5 ppm (sept.). The following abbreviations were used to describe the signals: br. = broad, s = singlet, d = doublet, dd = doublet of doublets t = triplet, m = multiplet. Clutch constants J are given in Hertz.

High resolution (HR) ESI mass spectra were measured on a ßru / cer impact II. All signals were given as a quotient from mass to charge m / z.

IR spectra were measured on a Nicolet Thermo iS10 scientific spectrometer with diamond ATR unit. The absorption bands were reported in cnr ¹ with the following relative intensity data: s (strong, 0-33% T); m (medium, 34 - 66% T), w (weak, 67 - 100% T), and br (broad).

Melting points of solids and compounds that solidified after chromatography were determined on a Buchi M-5600 melting point measuring device and were not corrected. The measurements were taken at a heating rate of 5 ° C / min and the melting points in ° C. Synthesis Method:

The synthesis was carried out analogously to Suzuki et al., Chem. Pharm. Bull. 1981, 29 (1), 233-237.

The / V-Boc protected amino acid (1.0 eq) and the C-ester protected amino acid (1.0 eq) were dissolved in anhydrous CH 2 Cl 2 (0.4 M) and cooled down to 0 ° C. HBTU (1.0 eq) and NEt3 (2.0 eq) were added successively and stirred until all starting materials had reacted. Meanwhile, the reaction mixture was slowly warmed to 25 ° C. The mixture was washed with saturated NaHCCb solution (2x) and the combined aqueous phases were extracted with CH 2 Cl 2 (3c). The combined organic phases were dried over anhydrous Na ₂ SO ₄ and the solvent removed under reduced pressure. Purification by F / as /? - column chromatography (S1O2) provided the dipeptide as a colorless solid.

The dipeptide (1 .0 eq) was dissolved in CH 2 Cl 2 (0.4 M) and cooled down to 0 ° C. TFA (5.0 eq) was added in one portion and stirred until the starting material had reacted. Meanwhile, the reaction mixture was slowly warmed to 25 ° C. All volatiles were removed under reduced pressure and the residue coevaporated with toluene to remove residual TFA (Figure 5c). The TFA salt was isolated as a colorless solid.

The TFA salt (1.0 eq) was dissolved in 2-butanol (0.1 M) and AcOH (3.0 eq) and NEt3 (2.0 eq) were added. The mixture was stirred at 80 ° C until complete conversion of the starting material and finally cooled to 25 ° C. The precipitate was filtered off, washed with THF (3c) and dried in a fine vacuum. Finally, the cyclized dipeptide was obtained as a colorless solid.

If the cyclized dipeptide still carried protecting groups, these were removed by hydrogenation. For this purpose, the protected cyclic dipeptide was mixed in MeOH (0.1 M) and palladium on activated carbon (5 mol%) was added. The suspension was saturated with hydrogen and stirred until complete conversion at 25 ° C. After filtration and removal of the solvent under reduced pressure, the deprotected cyclic dipeptide was isolated as a colorless solid.

The following 2,5-diketopiperazine compounds were prepared:

(35.65) -3-Benzyl-6-methylpiperazine-2,5-dione (DKP 1)

(35.65) -3-Benzyl-6-sopropylpiperazine-2,5-dione (DKP 2)

(35.65) -3,6-Dibenzyl-piperazine-2,5-dione (DKP 3)

(35.65) -3-Benzyl-6- (4-hydroxybenzyl) piperazine-2,5-dione (DKP 4)

3 - ((2S, 5S) -5-Benzyl-3,6-dioxopiperazin-2-yl) -benzyl propanoate (DKP 5) (35.65) -3-Benzyl-6-carboxyethyl-piperazine-2,5-dione (DKP 6)

(35.65) -3,6-Bis (4- (benzyloxy) benzyl) piperazine-2,5-dione (DKP 7)

(35.65) -3,6-Bis (4-hydroxybenzyl) piperazine-2,5-dione (DKP 8)

(35.65) -3-Benzyl-6-carboxymethyl-piperazine-2,5-dione (DKP 9)

2.0 Preparation of Liquid Surfactant Surfactant Compositions

The following surfactant composition with yield value according to Table 1 (vide infra) was prepared. For this purpose, a selection of 2,5-diketopiperazine compound according to Table 2 (vide infra) in the amount indicated there was mixed together with the remaining ingredients of F1 as follows.

Overall, four compositions E1 to E4 according to the invention (compare Table 2 in conjunction with Table 1) were thus prepared.

TABLE 1 Surfactant composition

Table 2: used in F1 2,5-diketopiperazine compound (DKP) with amount in wt .-% of active substance based on the weight of the composition F1 of Table 1

For the preparation of the surfactant compositions E1 and E2 or V1 to V3 in each case a liquid premix containing each of the corresponding ingredients of Tables 1 and 2 was prepared and brought to a temperature of 128 ° C with stirring. It was stirred at this temperature until a clear solution was formed. The clear solution was cooled to room temperature without stirring and allowed to rest for 4 days.

Both compositions E1 and E2 resulting after the preparation were flowable, liquid surfactant compositions according to the invention and had a yield point between 0.28 and 2.00 Pa. The compositions E1 and E2 were transparent.

The resulting non-inventive compositions V1 to V3 were flowable liquids. The compositions V1 and V2 had no yield point. The

Composition V3 had yield value, but was visible to the naked eye as were the compositions V1 and V2 less transparent. This proves that with the

inventive DKP combination improved transparency of the surfactant compositions was achieved. 3.0 Preparation of viscoelastic, solid-state surfactant compositions with yield point

The following solid-like surfactant composition with yield value according to Table 3 (vide infra) was prepared. For this purpose, a selection of 2,5-diketopiperazine compound according to Table 4 (vide infra) in the amount given there was mixed together with the remaining ingredients of F2 as follows.

Overall, four compositions E1 to E4 according to the invention (compare Table 4 in conjunction with Table 3) were thus prepared.

TABLE 3 Solid-state, viscoelastic surfactant composition with yield value

Table 4: 2,5-diketopiperazine compound (DKP) used in F1 with amount used in wt .-% of active substance based on the weight of the composition F1 of Table 3

^* nb = yield point of the composition according to the invention not determined

For the preparation of the surfactant compositions E1 to E6 and V1 to V3 in each case a liquid premix containing each of the corresponding ingredients of Tables 3 and 4 was prepared and brought to a temperature of 128 ° C with stirring. It was stirred at this temperature until a clear solution was formed. 50 g of the clear solution was placed in each case a cube-shaped vessel and cooled therein without stirring to room temperature and then removed from the vessel. After being discharged from the cube-shaped vessel, there were obtained as E1 to E6, respectively, transparent, viscoelastic and solid surfactant compositions as cube-shaped tablets.

The compositions V1 and V2 were liquid and had no yield point.

Although the composition V3 was a viscoelastic, solid-shaped body

Composition with yield point, but showed with the naked eye recognizable a poorer transparency than E1 to E6.

Claims

Patent claims

(i) at least one anionic 2,5-diketopiperazine compound of the formula (I)

wherein

R ¹ , R ² , R ³ and R ⁴ independently represent a hydrogen atom, a

Aroyloxy group, an aryloxy group, an aryl- (C 1 -C 4) -alkyloxy group, an aryl- (C 1 -C 3) -alkyl group, a heteroaryl group, a heteroaryl- (C 1 -C 3) -alkyl group, a (C 1 -C 4) -hydroxyalkyl group, a (C ¹ -C ⁴ ) -aminoalkyl group, where at least two of the radicals R ¹ to R ⁴ together with the remainder of the molecule can form a 5 or 6-membered ring,

R ⁵ represents a hydrogen atom, a linear (C _{1 to} C 6) alkyl group, a branched (C ₃ to Cio) alkyl group, a (C _{3 to} C 6) cycloalkyl group, a (C _{2 to} C 6) alkenyl group, a (C ₂ -C 6) alkynyl group, a (C 1 -C 4) -hydroxyalkyl group, a (C 1 -C 4) -alkoxy (C 1 -C 4) -alkyl group, a (C 1 -C 4) -acyloxy- (C 1 -C 4) -alkyl group, a Aryloxy- (C 1 -C 4) -alkyl group, a 0- (aryl- (C 1 -C 4) -alkyl) oxy- (C 1 -C 4) -alkyl group, a (C 1 -C 4) -alkylsulfanyl- (C 1 -C 4) -alkyl group , an aryl group, an aryl- (C 1 -C 3) -alkyl group, a heteroaryl group, a heteroaryl- (C 1 -C 3) -alkyl group, a (C 1 -C 4) -hydroxyalkyl group, a (C 1 -C 4) -aminoalkyl group, an N- (C 1 -C 4) -alkylamino (C 1 -C 4) -alkyl group, an N, N- (C 1 -C 4) -dialkylamino- (C 1 -C 4) -alkyl group, an N- (C 2 -C 8) -acylamino- (C 1 -C 4) -alkyl -C 4) alkyl group, a N- (C ₂ - C 8) acyl-N- (Ci-C4) alkylamino (Ci-C4) alkyl group, a N- (C ₂ -C 8) -aroyl-N- (Ci C4) -alkylamino- (C 1 -C 4) -alkyl group, an N, N- (C ₂ -C 8) -diacylamino- (C 1 -C ₄ ) -alkyl group, an N- (aryl- (C 1 -C ₄ ) -alkyl) -amino (C 1 -C ₄ ) -alkyl group, an N, N-di (aryl- (C 1 -C ₄ ) -alkyl) amino (C 1 -C ₄ ) -alkyl group, a (C 1 -C ₄ ) -alkoxycarbonyl ( C 1 -C 3) alkyl group, a (C 1 -C ₄ ) acyloxy (C 1 -C 3) alkyl group, a guanidino (C 1 -C 3) alkyl group, an aminocarbonyl (C 1 -C ₄ ) alkyl group, an N (CI-C ₄ ) -alkylaminocarbonyl- (C 1 -C ₄ ) -alkyl group, an N, N-di (C 1 -C ₄ ) -alkyl) aminocarbonyl- (C 1 -C ₄ ) -alkyl group, an N- (C ₂ -C ₄ ) -alkyl group C 8) acylaminocarbonyl (C ₁ -C ₄ ) -alkyl group, an N, N- (C ₂ -C 8) -diacylaminocarbonyl- (C ₁ -C ₄ ) -alkyl group, an N- (C ₂ -C 8) -acyl-N - (C 1 -C ₄ ) -alkylaminocarbonyl- (C 1 -C ₄ ) -alkyl group, an N- (aryl- (C 1 -C ₄ ) -alkyl) aminocarbonyl- (C 1 -C ₄ ) -alkyl group, an N- (aryl - (C 1 -C ₄ ) -alkyl) -N- (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C ₄ ) -alkyl group or an N, N-di (aryl- (C 1 -C ₄ ) -alkyl) aminocarbonyl- (C i C ₄ ) alkyl group, with the proviso that at least one (preferably one) of the previously defined Radicals R ¹ , R ² , R ³ , R ⁴ or R ⁵ is substituted by at least one anionic group of the formula (II) (preferably an anionic group of the formula (II)),

wherein A represents a carbon atom, sulfur atom or phosphorus atom,

n is 1 or 2,

(ii) at least one nonionic 2,5-diketopiperazine compound of the formula (III)

wherein R ¹ , R ² , R ³ and R ⁴ independently represent a hydrogen atom, a

R ⁵ is a hydrogen atom, a linear (C 1 to C 6) alkyl group, a

branched (C3 to Cio) alkyl group, a (C3 to C6) cycloalkyl group, a (C _{2 to} C6) alkenyl group, a (C _{2 to} C 6) alkynyl group, a (C _{1 to} C ₄ ) hydroxyalkyl group, a (Ci -C4) alkoxy (Ci-C4) alkyl group, a (Ci-C4) -Acyloxy- (Ci-C4) - alkyl group, an aryloxy (Ci-C4) alkyl group, a 0- (aryl (Ci C4) -alkyl) oxy (Ci- C4) -alkyl group, a (Ci-C4) -alkylsulfanyl- (Ci-C4) -alkyl group, an aryl group, an aryl (Ci-C3) -alkylgruppe, a heteroaryl group, a hetroaryl (C 1 -C 3) alkyl group, a (C 1 -C 4) hydroxyalkyl group, a (C 1 -C 4) aminoalkyl group, an N- (C 1 -C 4) alkylamino (C 1 -C 4) alkyl group, an N , N- (C ₁ -C 4) -dialkylamino- (C ₁ -C 4) -alkyl group, an N- (C ₂ -C 8) -acylamino- (C ₁ -C 4) -alkyl group, an N- (C ₂ -C 8) -acyl group N- (C ₁ -C 4) -alkylamino- (C ₁ -C 4) -alkyl group, an N- (C ₂ -C 8) -royl-N- (C ₁ -C 4) -alkylamino- (C ₁ -C 4) -alkyl group, an N , N- (C 2 -C 8) -diacylamino- (C 1 -C 4) -alkyl group, an N- (aryl- (C 1 -C 4) -alkyl) amino- (C 1 -C 4) -alkyl group, an N, N-di ( aryl (C 1 -C 4) alkyl) amino (C 1 -C 4) alkyl group e (C 1 -C 4) -alkoxycarbonyl (C 1 -C 3) -alkyl group, a (C 1 -C 4) -acyloxy (C 1 -C 3) -alkyl group, a guanidino (C 1 -C 3) -alkyl group, an aminocarbonyl- (C 1 -C 4) -alkyl group; C4) alkyl group, an N- (C 1 -C 4) -alkylaminocarbonyl (C 1 -C 4) -alkyl group, an N, N-di (C 1 -C 4) -alkyl) aminocarbonyl- (C 1 -C 4) -alkyl group, an N- (C ₂ -C 8) -acylaminocarbonyl (C ₁ -C 4) -alkyl group, an N, N- (C ₂ -C 8) -diacylaminocarbonyl- (C ₁ -C 4) -alkyl group, an N- (C ₂ -C 8) -alkyl group Acyl-N- (C 1 -C 4) -alkylaminocarbonyl- (C 1 -C 4) -alkyl group, an N- (aryl- (C 1 -C 4) -alkyl) aminocarbonyl- (C 1 -C 4) -alkyl group, an N- (aryl- (C 1 -C 4) -alkyl) -N- (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 4) -alkyl group or an N, N-di (aryl- (C 1 -C 4) -alkyl) aminocarbonyl- (C 1 -C 4) radical ) -alkyl group, and

(iii) a total amount of 0.1 to 70% by weight of at least one surfactant and (iv) water.

2. Composition according to claim 1, characterized in that based on the

Total weight of the composition in total 2,5-diketopiperazine compound according to formulas (I) and (III) in a total amount of 0.01 to 2.0% by weight, in particular from 0.05 to 1.8% by weight , in particular from 0.1 to 1, 5 wt .-%, most preferably from 0.3 to 1, 0 wt .-%, most preferably from 0.5 to 1, 0 wt .-% is included.

3. Composition according to one of the preceding claims, characterized in that the percentage molar ratio of the compounds of formula (I) to the compounds of formula (III) in the molar ratio range of 70 to 30 to 15 to 85, preferably from 60 to 40 to 20 to 80, lies.

Composition according to any one of the preceding claims, characterized in that the composition is in the form of a solid, viscoelastic composition.

5. Composition according to one of the preceding claims, characterized in that according to formula (I) and formula (III) R ¹ binds in the para position of the phenyl ring and preferably R ² to R ^{4 are} hydrogen.

6. The composition according to any one of the preceding claims, characterized in that according to formula (I) and formula (III), the radicals R ¹ , R ² , R ³ and R ^{4 are} independently a hydrogen atom, a hydroxy group, a methyl group, a Ethyl group, iso-propyl group, n-propyl group, n-butyl group, iso-butyl group, sec-butyl group, tert-butyl group, phenyl group, benzyl group, one

Methoxy group, a (C 2 -C 6) acyloxy group, an aryloxy group, a tosyloxy group, a triflyloxy group, a benzyloxy group or a benzoyloxy group.

7. Composition according to one of the preceding claims, characterized in that according to formula (I) and formula (III) R ⁵ is independently a hydrogen atom, a

Methyl group, isopropyl group, iso-butyl group, tert-butyl group, 2- (methylsulfanyl) ethyl group, hydroxymethyl group, (C 1 -C 3) alkoxymethyl group, benzyloxymethyl group, acetyloxymethyl group, benzoyloxymethyl group, tosyloxymethyl group, a 1-hydroxyethyl group, a 1- (C 1 -C 3) alkoxy) ethyl group, a 1- (acetyloxy) ethyl group, a 1- (benzoyloxy) ethyl group, a 1- (tosyloxy) ethyl group, a mercaptomethyl group, a (C 1 -C 3 ) -Alkylsulfanylmethyl group, a

Acetylsulfanylmethyl group, a benzoylsulfanylmethyl group, a

Tosylsulfanylmethylgruppe, a group according to formula (IV),

(IV) in which n is 0 or 1, X is an oxygen atom or a group -NH- and R "is a hydrogen atom, a (Ci-C ₄ ) alkyl group, a (C2 to C ₄ ) alkenyl group, a Aryl group or an aryl (Ci to C ₄ ) alkyl group means

or a group according to formula (V),

in which n is 0 or 1 and R is a hydrogen atom, a hydroxy group, a (C ₁ -C ₄₎ - alkyl, (Ci-C ₄₎ alkoxy, aryl (Ci to C ₄₎ alkyl group, a

Acetyloxy group, a benzoyloxy group, a triflyloxy group or a tosyloxy group.

8. The composition according to any one of the preceding claims, characterized in that at least one of the radicals R ¹ , R ² , R ³ , R ⁴ or R ⁵ (preferably exactly one of these radicals, more preferably exclusively R ⁵ ) of 2,5-diketopiperazine Compound of the formula (I) with at least one group of the formula (II) (preferably with exactly one group of the formula (II))

wherein A is a carbon atom, n is 1, M is one equivalent of a cation for the production of electroneutrality and ^* - represents the covalent binding site to the corresponding radical.

Composition according to any one of the preceding claims, characterized in that the 2,5-diketopiperazine compound of formula (I) is chosen from 3-benzyl-6- (p-hydroxybenzyl) -2,5-diketopiperazine, 3-benzyl 6-iso-propyl-2,5-diketopiperazine, 3,6-di (benzyl) -2,5-diketopiperazine, 3,6-di (p-hydroxybenzyl) -2,5-diketopiperazine, 3,6-di (p- (benzyloxy) benzyl) -2,5-diketopiperazine, 3-benzyl-6-methyl-2,5-diketopiperazine, 3-benzyl-6- (2- (benzyloxycarbonyl) ethyl) -2,5-diketopiperazine or Mixtures thereof (especially 3,6-di (p-hydroxybenzyl) -2,5-diketopiperazine).

10. The composition according to any one of the preceding claims, characterized in that the 2,5-diketopiperazine compound of the formula (III) is selected from 3-benzyl-6-carboxyethyl-2,5-diketopiperazine, 3-benzyl-6-carboxymethyl 2,5-diketopiperazine, or mixtures thereof (preferably 3-benzyl-6-carboxyethyl-2,5-diketopiperazine).

1 1. Composition according to one of the preceding claims, characterized in that surfactant in a total amount of 5 to 70 wt .-%, preferably from 10 to 65 wt .-%, particularly preferably from 12 to 60 wt .-%, very particularly preferably from 15 to 60% by weight, most preferably from 20 to 55% by weight.

12. The composition according to any one of the preceding claims, characterized in that water in a total amount between 1 and 20 wt .-%, preferably between 2 and 18 wt .-%, is included.

13. A composition according to any one of the preceding claims, characterized in that it is present as a flowable, liquid composition and a yield point in the range of 0.01 to 40 Pa, preferably from 0, 1 to 30 Pa, particularly preferably from 1 to 20 Pa, on (cone plate measuring system with 40 mm diameter and 2 ° opening angle at a temperature of 20 ° C).

14. The composition according to any one of the preceding claims, characterized in that it is present as a solid-shaped, viscoelastic composition and a yield point in the range of from 10 to 350 Pa, preferably from 15 to 320 Pa, more preferably from 18 to 300 Pa, has (cone Plate measuring system with 40 mm diameter and 2 ° opening angle at a temperature of 20 ° C).

15. A process for substrate treatment comprising the process steps

(A) providing an aqueous liquor by mixing 0.5 L to 40.0 L of water with 0.5 to 100 g of a composition according to any one of claims 1 to 14, and