WO2012028527A1

WO2012028527A1 - Associative thickener for aqueous preparations

Info

Publication number: WO2012028527A1
Application number: PCT/EP2011/064607
Authority: WO
Inventors: Holger TÜRK; Volker Wendel; Anna Cristadoro; Rabie Al-Hellani; Bernd Bruchmann
Original assignee: Basf Se
Priority date: 2010-09-01
Filing date: 2011-08-25
Publication date: 2012-03-08
Also published as: CN103124754A; KR20140001825A; EP2611845A1; RU2013113873A; JP2013537921A; BR112013004660A2; AU2011298459A1; CA2810099A1; MX2013002262A

Abstract

The invention relates to associative thickeners based on compounds comprising at least one hydrophobically modified polyether dendron as a terminal group.

Description

Associative thickener for aqueous preparations

The invention relates to associative thickeners based on compounds comprising at least one hydrophobically modified polyether dendron as end group.

In addition to cellulose ethers and acrylate thickeners - to name only the most common pseudoplastic thickeners for aqueous systems - associative thickeners also play an important role. From the structural point of view, the associative thickeners are compounds with pronounced hydrophilic and hydrophobic segments, which, owing to their segmented structure, are capable of producing more or less of themselves and / or the coating constituents (binders, pigments, fillers, etc.) to form less stable associates. By varying the chemical structure, it is possible in principle to vary the stability of the associates and thus the rheological properties of a coating system.

The best known associative thickeners are polyurethane-based polymers, the so-called HEUR thickeners ("nonionic hydrophobically modified ethylene oxide urethane block copolymer"). The associative thickeners of the HEUR type already described in the late seventies in US 4079028 (Rohm & Haas) are composed of linear and / or branched polyethylene glycol blocks and hydrophobic segments, which are generally linked together via urethane groups. The thickening effect of the conventional HEUR thickeners is based on the fact that the hydrophilic polyethylene glycol sections ensure water compatibility and the hydrophobic sections build up a viscosity-giving three-dimensional molecular composite via an association. EP 761780 and EP 1 1 1014 (Asahi Denka) describe polyurethane thickeners composed of polyethylene glycols as internal hydrophilic building blocks, linear diisocyanates as internal hydrophobic building blocks and ethoxylated, alkyl chain-branched alcohols as hydrophilic hydrophobic chain ends. Associative thickeners are used in many fields, increasingly in cosmetics.

EP 1584331 and EP 1013264 (Shiseido) essentially describe the use of the polyurethanes described in the aforementioned EP 761780 as thickeners for cosmetic preparations. WO 2006/002813 (Cognis) describes polyurethane thickeners for various applications in aqueous media. The thickeners comprise hydrophilic polyols having at least two hydroxyl groups, one or more hydrophobic compounds, such as long-chain alcohols, and at least difunctional isocyanates. An excess of NCO groups causes branching in the interior of the chain. These polyurethanes are used, for example, in cosmetic preparations.

WO 02/88212 (Cognis) describes polyurethanes of ethoxylated long-chain alcohols and cyclic diisocyanate oligomers, for example isocyanurates and their use in cosmetics.

EP 725097 (Bayer) describes polyurethane thickeners in the preparation of which polyethers, produced by alkoxylation of alcohols or alkylphenols, are reacted with polyisocyanates, the ratio of NCO to OH equivalents in the range from 0.9: 1 to 1.2 1 lies. These thickeners are proposed, for example, for use in aqueous emulsion paints.

WO 2009/135856 and WO 2009/135857 describe water-dispersible polyurethanes having a substantially linear backbone composed of alternating hydrophilic and hydrophobic sections and their uses, for example in cosmetics.

DE 102008030992 relates to linear dendritic polyglycerol compounds, processes for their preparation and their use for the solubilization of hydrophobic substances, in particular as a carrier or transport system for active substances and / or signal substances.

The object of the present invention was to provide thickeners with specific properties which are suitable for cosmetic preparations. The desired properties of such thickeners include, for example:

Particularly efficient and stable thickening effect even with high contents of electrolytes and other ingredients of the preparations such as pigments;

- stable thickening effect up to temperatures well above room temperature, for example up to 40 ° C;

stable thickening effect over the widest possible pH range, for example in the range from pH 2 to pH 13;

- Compatibility with usual ingredients of cosmetic preparations;

easy incorporation into cosmetic preparations;

essentially free from cosmetically questionable ingredients such as toxic heavy metals. The above objects have been achieved by the provision of polyether-dendron terminated compounds. The present invention thus relates to compounds containing at least one group of the general formula (I)

in which

R ¹ independently of one another are C ₄ -C ₄₀ -alkyl, C ₃ -C 10 -cycloalkyl, C ₆ -C 30 -aryl, C ₇ -C ₄₀ -aralkyl, C ₇ -C ₄₀ -alkylaryl or - (R ² -O) _n -R ³ ;

R ² , R ⁴ : independently of one another are C 2 -C 10 -alkylene, C ₆ -C 10 -arylene, or C ₇ -C 10 -arylalkylene;

R ^3: H, Ci-C ₄₀ alkyl, C ₃ -C ₀ cycloalkyl, C ₆ -C ₃₀ aryl, C ₇ -C ₄₀ aralkyl or C ₇ -C ₄₀ - alkylaryl;

n: 1 to 200;

m: 1 to 6;

p: 0 to 200

* Linking the end group with the rest of the compound,

with the proviso that for p = 0, the end group can be linked to the remaining compound instead of via O also via NR ⁵ , with R ⁵ selected from H and C ₁ -C 30 -alkyl.

In one embodiment of the invention, the compound is a polycondensate, ie a polymer whose monomer units are linked with elimination of water. The polycondensate may have a linear, branched, hyperbranched or dendritic structure. The polycondensate preferably has a linear or slightly branched structure.

The polycondensates according to the invention include, in addition to all polycondensates which have only one type of bond between the monomer units within their molecules, such as urethane bond, urea bond, ester bond, amide bond or carbonate bond, and also such polycondensates which simultaneously have at least two different bonds within their molecules between their monomer building blocks such as urethane bond and ester bond or urethane bond and urea bond or urea bond and ester bond.

Preferred compounds are selected from polyurethanes, polyureas, polyesters, polyamides and polycarbonates, more preferably from polyurethanes, polycarbonates, polyesters, polyester polyurethanes, polyester polycarbonates, polyether polyurethanes, and polyether polycarbonates. The abovementioned terms are known and have the meaning familiar to the person skilled in the art.

The abovementioned preferred compounds according to the invention may, however, additionally and additionally comprise other types of bonds between the individual building blocks. So can For example, in addition to urethane linkages resulting from the reaction between R-NCO and R'-OH, polyurethanes also include urea linkages resulting from the reaction between R-NCO and R'-NH. Preferred compounds of the present invention are polyurethanes. Preferred polyurethanes are selected from polyetherurethanes and polyesterurethanes.

polyols

Polyols contain at least 2 OH groups. In a preferred embodiment of the invention, the polyurethanes according to the invention comprise at least one polyol in copolymerized form, the polyol having a number average molecular weight M _n in the range from 400 to 12,000 g / mol, more preferably from 400 to 10,000 g / mol. Preferred polyols are polyester polyols and polyether polyols.

Polyesterpolyols contain, as hydrophilic sections, polyester polyols (also referred to as "polyesterols") in a condensed form Polyesterpolyols contain per molecule at least two OH groups and at least two ester groups, the number average molecular weight M _{n of} these compounds is preferably at least 400 g / mol Preferred polyester polyols have a number average molecular weight M _n in the range from 400 to 5000 g / mol, more preferably from 400 to 2000 g / mol.

Polyester polyols are typically produced by the reaction of dicarboxylic acids with polyols at high temperature. Hints for the industrial production of polyester polyols can be found, for example, in the Kunststoffhandbuch Polyurethane, edited by G. Oertel, 3rd ed. 1993, Verlag Carl Hanser, Chap. 3.1 .2, in particular Chap. 3.1.2.3, are taken.

Polyether polyurethanes contain hydrophilic sections polyether polyols in a condensed form. Polyether polyols (also called "polyetherols") contain per molecule at least two OH groups and at least two ether groups, wherein the M _{n of} these polyetherols is preferably at least 1000 g / mol.

Polyether polyols are usually so hydrophilic that they are water-soluble at room temperature (20 ° C). The preparation of polyether alcohols is described in M. Lonescu, "Chemistry and Technology of Polyols for Polyurethanes", Rapra Technology, 2005.

Frequently used alkylene oxide starting materials for the preparation of polyetherols are propylene oxide (PO) and / or ethylene oxide (EO). For the production of polyetherols, for example, the following starters are suitable: a) monoethylene glycol, diethylene glycol, trietylene glycol, PEG, monopropylene glycol, dipropylene glycol, tripropylene glycol, polypropylene glycol, polytetrahydrofuran, glycerol, trimethylolpropane, trimethylolethane, neopentyl glycol, sugars and sugar derivatives such as sucrose or sorbitol, bisphenol A, bisphenol F, pentaerythritol, degraded starch, water , Mixtures thereof; b) amines, such as ethylenediamine, triethanolamine or toluenediamine,

The alkylene oxide used is preferably propylene oxide, ethylene oxide, butylene oxide, isobutylene oxide, styrene oxide or mixtures of at least two of the alkylene oxides mentioned. The alkylene oxide used is preferably propylene oxide, ethylene oxide or mixtures of propylene oxide and ethylene oxide. Particular preference is given to using ethylene oxide as the alkylene oxide. The process can be carried out using different alkylene oxides as random or as a block copolymerization.

Particularly suitable polyetherols are, for example, the polymerization products of ethylene oxide (EO), their mixed or graft polymerization products and the polyethers obtained by condensation of polyhydric alcohols or mixtures thereof and those obtained by ethoxylation of polyhydric alcohols, amides, polyamides and aminoalcohols. Examples of these are polyethylene glycols, addition products of ethylene oxide onto trimethylolpropane or EO-propylene oxide (PO) block copolymers.

For the preparation of the polyurethanes according to the invention are preferably those polyether polyols containing at least predominantly polyethylene glycol. Suitable examples are polyethylene glycols having an average content of EO units in the range from 30 to 450 per polymer molecule.

Suitable polyether polyols are also those having more than 2 hydroxyl groups. These are obtainable for example by addition of EO and / or PO to polyhydric alcohols such as glycerol, trimethylolpropane, trimethylolethane, sugars and sugar derivatives such as sucrose or sorbitol, pentaerythritol or amines.

Such polyether polyols provide branching sites within the compounds of the invention through the free OH groups. Preference is given to polyols of the general formula HO- (CH 2 -CH 2 -O) _n -H, where n can assume the values in the range from 30 to 450.

The polyetherols preferably have M _n values in the range from 1500 to 12000 g / mol, more preferably up to 10000 g / mol.

In a preferred embodiment of the invention, the polyurethanes obtainable by the process according to the invention thus comprise at least one polymerized polyether polyol, wherein the at least one polyether polyol has a number average molecular weight M _n in the range from 1500 to 12000 g / mol, more preferably from 4000 to 10000 g / mol. Most preferably, the polymerized polyetherols have a number average molecular weight M _n in the range of 6000 g / mol to 9000 g / mol. In one embodiment of the inventions, the polyetherols to be polymerized into the polyurethanes have a number average molecular weight M _n in the range from 5800 to 6200 g / mol.

In another embodiment of the invention, the polyetherols to be polymerized into the polyurethanes have a number average molecular weight M _n in the range from 8800 to 9200 g / mol.

The polyurethanes of the invention may also contain copolymerized low molecular weight compounds having at least 2 hydroxyl groups or at least 2 amine groups. Such low molecular weight compounds having 2 hydroxyl or amine groups are generally referred to as chain extenders, may be functionalized with ionic groups and are known in the art. Low molecular weight compounds having more than 2 hydroxyl or amine groups serve as branching sites within the compounds of the invention.

The polyurethanes according to the invention may also contain copolymerized compounds of higher molecular weight with a hydroxyl group or an amine group. Such compounds are, for example, polyetherols whose OH groups are all but one etherified. Examples of these are the polyalkylene glycol alkyl ethers of the formula

HO- (R ² -O) _n -alkyl.

polyisocyanates

Suitable polyisocyanates preferably contain on average 2 to at most 4 NCO groups, with diisocyanates being particularly preferred.

Examples which may be mentioned as suitable isocyanates are 1, 5-naphthylene diisocyanate, 4,4'-diphenylmethane diisocyanate (MDI), hydrogenated MDI (H12MDI), xylylene diisocyanate (XDI), tetramethylxylene diisocyanate (TMXDI), 4,4'-diphenyldimethylmethane diisocyanate, di- and Tetraalkyl diphenylmethane diisocyanate, 4,4-dibenzyl diisocyanate, 1, 3-phenylene diisocyanate, 1,4-phenylene diisocyanate, the isomers of tolylene diisocyanate (TDI), optionally in a mixture,

Methyl 2,4-diisocyanato-cyclohexane, 1,6-diisocyanato-2,2,4-trimethylhexane, 1,6-diisocyanato-2,4,4-trimethylhexane, 1-isocyanatomethyl-S-isocyanato-1-trimethylcyclohexane, 4,4'-diisocyanatophenyl perfluoroethane, tetramethoxybutane-1,4-diisocyanate, butane-1,4-diisocyanate, hexane-1,6-diisocyanate (HDI), dicyclohexylmethane diisocyanate, cyclohexane-1,4-diisocyanate, ethylenediisocyanate Phthalic acid bis-isocyanatoethyl ester. In one of the preferred embodiments, the polyurethanes according to the invention contain cycloaliphatic or aliphatic diisocyanate radicals, particularly preferably aliphatic diisocyanate radicals. Examples of condensed aliphatic diisocyanates are: 1, 4

Butylene diisocyanate, 1, 12-dodecamethylene diisocyanate, 1, 10-decamethylene diisocyanate, 2-butyl-2-ethylpentamethylene diisocyanate, 2,4,4- or 2,2,4-trimethylhexamethylene diisocyanate and especially hexamethylene diisocyanate (hexane-1,6-diisocyanate, HDI) , As condensed cycloaliphatic diisocyanates may be mentioned by way of example: isophorone diisocyanate (IPDI), 2-Isocyanatopropylcyclohexylisocyanat, 4-methyl-cyclohexane-1, 3-diisocyanate (H-TDI) and 1, 3-bis (isocyanatomethyl) cyclohexane. Also called H 12-MDI or in English "saturated MDI" mentioned diisocyanates, such as 4,4'-methylene-bis (cyclohexylisocyanat) (alternatively also called dicyclohexylmethane-4,4'-diisocyanate) or 2,4'-methylenebis (Cyclohexyl) diisocyanate can be present as radicals in the polyurethanes according to the invention.

Of course, it is also possible to use mixtures of the abovementioned diisocyanates to prepare the compounds according to the invention in order to prepare mixtures of different polyurethanes. In a preferred embodiment, isocyanates having a functionality of 2 (2 NCO groups per molecule) are used.

In another embodiment, isocyanates having a functionality greater than 2 (more than 2 NCO groups per molecule) are used. Then, polyurethanes having a branched structure on the isocyanate segment are obtained.

In the preparation of the compounds according to the invention, the components which are reactive toward the hydroxyl and amine groups are employed in an amount such that the groups reactive with the hydroxyl and amine groups are present in excess. Such a surplus leads to the fact that the end groups of the formula (I) can be linked to the remaining compound by the reaction of a polyether of the formula (I) with the groups which are reactive towards -OH or -NH-reactive groups.

In a preferred embodiment of the invention, a greater amount of isocyanate groups than the amount of OH groups of the polyols and optionally chain extenders is used to prepare the compounds according to the invention. If, for example, exclusively diols and diisocyanates are used in addition to the end groups for the preparation of the compounds according to the invention, the diisocyanates are used in molar excess.

In one embodiment of the invention, the ratio of NCO groups to - NCO groups of reactive groups in the preparation of the compounds of the invention in Range from 1, 2 to 1 to 2 to 1, preferably from 1, 4 to 1 to 1, 8 to 1, wherein for the calculation of the -NCO groups reactive groups of the polyethers of formula (I) are not taken into account. Preferred polyether polyurethanes include polyether polyols and polyisocyanates in a condensed form.

An object of the invention are therefore polymers described above according to the invention, wherein the polymer is a polyether polyurethane and

a. at least one polyether polyol and

b. at least one polyisocyanate

each in copolymerized form.

It is preferred that the molar ratio of NCO groups of the polyisocyanate to OH groups of the polyether polyol before polymerization in the range of 1, 2 to 1 to 2 to 1, preferably in the range of 1.4 to 1 to 1, 8 to 1 lies.

In a preferred embodiment of the invention, polyether polyurethanes according to the invention in copolymerized form contain at least one polyether diol as polyol and at least one diisocyanate as polyisocyanate.

In a further embodiment of the invention polyetherurethanes according to the invention contain, as polyol, at least one polyether diol and at least one polyisocyanate having at least three isocyanate groups (-NCO) in a condensed form. Such polyether polyurethanes according to the invention are branched at least at the hydrophobic sections based on the at least trifunctional polyisocyanate.

In a further embodiment of the invention polyether polyurethanes according to the invention comprise as polyol at least one polyether polyol having at least three hydroxyl groups and as polyisocyanate at least one diisocyanate. Such polyether polyurethanes of the invention are branched at least at the hydrophilic sections based on the at least trifunctional polyether polyol.

In a further embodiment of the invention, polyether polyurethanes according to the invention comprise at least one polyether polyol having at least three hydroxyl groups and at least one polyisocyanate having at least three isocyanate groups in a condensed form.

In one embodiment of the invention, polyether polyurethanes according to the invention have a hyperbranched or dendritic structure. The preparation of hyperbranched polyurethanes is described, for example, in WO 97/02304 or DE 199 04 444. A particularly preferred embodiment of the invention relates to low-branched or linear polyurethanes according to the invention, the polyisocyanate component and the polyol component used to prepare the polyurethanes of the invention having the following composition:

The polyisocyanate component comprises at least 80, preferably at least 90, more preferably at least 95 and especially at least 99 weight percent diisocyanates.

The polyol component comprises at least 80, preferably at least 90, more preferably at least 95 and in particular at least 99 wt .-% diols, wherein the diols are preferably selected from polyether diols.

Polyether-Dendron The compounds according to the invention furthermore contain at least one end group of the general formula (I)

in which

n: 1 to 200;

m: 1 to 6;

p: 0 to 200

* Linking the end group with the rest of the compound,

R ¹ is preferably C ¹ -C ₃ 2-alkyl, Cio-C ₃ 2 -alkenyl, or - (R ² -O) _n -R ³ . More preferably R ^{1 is} Cio-C ₃ 2-alkenyl or - (R ² -O) _n -R ³ . Very particular preference is given to Ri - (R ² -O) _n -R ³ . In a further preferred embodiment R ^{1 is} - (R ² -O) _n -R ³ , where R ^{2 is} C ₂ -C ₅ -alkylene and R ^{3 is} C ₂ -C ₃₀ -alkyl or C ₇ -C ₄ -O- Aralkyl is.

R ² and R ⁴ are independently of each other preferably C 2 -C 10 -alkylene, substituted or preferably unsubstituted, for example -CH ₂ -CH ₂ -, -CH (CH ₃ ) -CH ₂ -, -CH ₂ -CH (CH ₃ ) -, -CH (C ₂ H ₅ ) - CH ₂ -, -CH ₂ -CH (C ₂ H ₅ ) -, - (CH ₂ ) ₃ -, - (CH ₂ ) ₄ -, - (CH ₂ ) ₅ -, - (CH ₂ ) ₆ -, - (CH ₂ ) ₈ -, - (CH ₂ ) io, preferably -CH ₂ - CH ₂ -, -CH (CH ₃ ) -CH ₂ - or -CH ₂ -CH (CH ₃ ) -, more preferably -CH ₂ -CH ₂ -.

The alkylene radicals R ² may be present individually or in mixtures of different alkylene radicals. For example, ethylene and propylene radicals may be mixed. The various alkyl radicals may be present in random order or in block form.

R ³ is preferably H, Ci-C ₂ 8 alkyl, C7-C ₄ o-aralkyl, or C7-C ₄ o-alkylaryl. Particularly preferred R ³ is C6-C ₂ 8-alkyl, for example selected from hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, ICO syl, henicosyl, Docosyl, tricosyl, tetracosyl, pentacosyl and / or hexacosyl, and very particularly preferably C ₂ -C ₂ 6-alkyl, for example dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, icosyl, henicosyl, docosyl, tricosyl, Tetracosyl, pentacosyl and / or hexacosyl. Branched isomers of these alkyl radicals, such as, for example, 2-ethylhexyl, isododecyl, iso-

Tetradecyl, iso-hexadecyl, iso-octadecyl, and iso-eicosyl may also be used as well as residues of cycloalkanes or alkenes.

In one embodiment, R ^{3 is} Ce-C ₂ o-alkyl and R ^{2 is} ethylene.

In one embodiment, R ² is ethylene and R ³ is a C ₃ alkyl, in particular iso-C ₃ alkyl. n is preferably 2 to 100, particularly preferably 4 to 50 and very particularly preferably 8 to 40.

m is preferably 2 to 5 and more preferably 3 to 4.

p is preferably 0 to 50, more preferably 0 to 20.

End groups of the general formula (I) are preferably prepared by reaction of the corresponding polyether monoalcohol of the general formula (Ia)

where R ¹ , R ² , R ⁴ , m and p correspond to the definitions of the general formula (I),

bound to the remaining compound with OH-reactive groups.

Polyether dendrons of the formula (Ia) and their preparation are generally known, for example from EP 09165576.1. To do this, at least one compound of the general formula R ¹ -OH with glycerol or preferably a reactive glycerol derivative to, in particular with epichlorohydrin. For this purpose, preferably a molar ratio of the compound of general formula R ¹ -OH to reactive derivative of glycerol, in particular epichlorohydrin, such as 2: 1 is selected. The preparation can be carried out for example at temperatures in the range of 20 to 200 ° C, preferably at 80 to 130 ° C. The preparation can be carried out in the presence of a catalyst. Suitable catalysts are, for example, inorganic and organic bases. When epichlorohydrin is used as the reactive glycerol derivative, the base serves not only as a catalyst but also to neutralize the resulting HCl. Suitable inorganic bases are, for example, alkali metal carbonates and in particular alkali metal hydroxides such as NaOH and KOH. Suitable organic bases are, for example, tertiary amines, in particular triethylamine and

[2,2,2] diazabicyclooctane (DABCO), as well as pyridine and para-N, N-dimethylaminopyridine.

In one embodiment, the preparation can be carried out in a solvent. Examples of suitable solvents are ethers, in particular 1,4-dioxane, diisopropyl ether, tetrahydrofuran ("THF") and di-n-butyl ether.

Butyl acetate ("butyl acetate"), DMSO, Ν, Ν-dimethylformamide ("DMF") and N-methylpyrrolidone and aromatic solvents such as toluene.

In embodiments in which water is split off in the preparation, it is possible to use water-removing agent, for example molecular sieve, sodium sulfate, magnesium sulfate, or the water formed can be removed by azeotropic distillation. In one embodiment of the present invention, the reaction is carried out over a period of 15 minutes to 48 hours, preferably 1 to 24 hours, more preferably 3 to 15 hours.

In one embodiment of the present invention, the reaction is carried out in stages, in as many stages as it corresponds to the desired m. In this case, reactive derivative of glycerol, in particular epichlorohydrin, is added in the relevant number of stages. The stepwise reaction can be carried out, for example, by first reacting a certain amount of compound of the general formula R ¹ -OH with half the number of moles of glycerol or preferably with a reactive derivative of glycerol, in particular with epichlorohydrin. Thereafter, an amount of glycerol or reactive derivative of glycerol corresponding to one quarter of the number of moles of compound of the general formula R ¹ - OH is added and reacted. If it is desired to carry out a further step, then an amount of glycerol or reactive derivative of glycerol corresponding to one-eighth the number of moles of compound of the general formula R ¹ -OH is added and reacted. In each further step, the added number of moles of compound of the general formula R ¹ -OH is reduced accordingly. An advantage of the described synthesis route is that no complicated purification or separation of the reaction mixture is required after the individual stages. By a focal hydroxy group is meant the single terminal OH group in the dendritic polyether of formula (Ia) for the case where p = 0.

For example, the endgroup formula (I) with p = 0 can look like this: m = 1:

In one embodiment of the present invention, the end groups of formula (I) are contaminated with products of incomplete reaction. Due to incomplete conversion, the following structural units can then be formed, for example:

It is therefore characteristic of this embodiment that mixtures of dendrons with different indices m are present. The end groups of the general formula (I) and the abovementioned partially reacted end groups are bonded in one embodiment of the invention either via an oxygen atom or via a nitrogen atom to the remaining compound.

In a preferred embodiment of the invention, the end groups of the formula (I) and the partially reacted end groups are linked to the remaining compound via an oxygen atom.

In the present invention, at least one end group of the general formula (I) is preferably bonded to the remaining compound via a structural unit selected from esters, amides, imides, urethanes, ureas, amines, ethers.

Particularly preferably, in the present invention, at least one end group of the general formula (I) is bonded to the remaining compound via a structural unit selected from urethanes and ureas. Compounds of the invention may contain one or more end groups of the general formula (I) per molecule. End groups of the formula (I) and partially reacted end groups each having p> 0 can be obtained, for example, by alkoxylation of the focal OH group of the corresponding polyether dendron of the formula (Ia) with p = 0 or of the partially reacted polyether dendron with p = 0 , Another object of the present invention is a process for the preparation of the compound according to the invention with at least the following steps:

A) providing the polyols and optionally reducing the water content of the polyols;

B) addition of polyisocyanates and optionally catalyst, wherein in the resulting reaction mixture the amount of NCO groups is greater than the amount of NCO-reactive groups,

C) reaction of the reaction mixture formed in step B),

D) reaction of the reaction product from step B) with a polyether of the general formula (Ia)

in which

R ¹ independently of one another are C 4 -C 40 -alkyl, C 3 -C 10 -cycloalkyl, C 6 -C 30 -aryl, C 7 -C 40 -aralkyl,

C ₇ -C ₄₀ alkylaryl or - (R ² -O) _n -R ³ ;

R ² R ⁴ : independently of one another C2-Cio-alkylene, C6-Cio-arylene, or C ₇ -Cio-aralkylene; R ^3: H, Ci-C ₄₀ alkyl, C ₃ -C ₀ cycloalkyl, C ₆ -C ₃₀ aryl, C ₇ -C ₄₀ aralkyl or C ₇ -C ₄₀ - alkylaryl;

n: 1 to 200;

m: 1 to 6;

p: 0 to 200.

In addition to the substances added in steps A to D, solvents may also be added.

In one embodiment of the invention, water is added to the resulting reaction mixture after completion of the reaction, so that an aqueous dispersion is preferably obtained. "After completion of the reaction" means the time at which the content of isocyanate groups, based on the reaction mixture after addition of all reactive substances, less than 5, preferably less than 1 and more preferably less than 0.1 wt .-% is. In one embodiment of the invention, in the process according to the invention, at least one polyol is a polyetherol, preferably a polyether diol.

In one embodiment of the invention, a diisocyanate is used in the process according to the invention as at least one polyisocyanate.

In one embodiment of the invention, the starting materials used are also compounds having more than two hydroxyl groups per molecule and / or compounds having more than two isocyanate groups per molecule.

The use of such starting materials in the preparation of the compounds according to the invention leads to further branching of these compounds. Thus, compounds are obtained which, in addition to the dendron end groups, contain further branches of the polymer backbone. The invention thus also relates to compounds according to the invention which comprise, in addition to the branched groups of the general formula (I), further branches.

solvent

The process according to the invention can be carried out in the presence of solvent. In the present context, the term "solvent" refers to liquid substances or mixtures of substances under normal conditions in which at least one of the reactive components is at least 10% by weight, based on the resulting solution, soluble to the human eye, clearly and without phase separation. Reactive components are understood as meaning all substances which are chemically incorporated into the compounds according to the invention in the preparation of the compounds according to the invention. Reactive components of the process according to the invention are, for example, polyols, polyisocyanates, compounds having a hydroxyl group and compounds having an isocyanate group.

In one embodiment of the invention, the proportion of the solvents based on the total amount of all present during the process according to the invention substances is at least 30 wt .-%, preferably at least 50 wt .-%, in particular at least

70% by weight.

In another embodiment of the invention, the proportion of the solvents based on the total amount of all present during the process according to the invention substances is at most 10 wt .-%, preferably at most 5 wt .-%, more preferably at most 1 wt .-% and in particular at most 0 , 1% by weight. An embodiment of the invention is thus a substantially solvent-free process, also referred to as melt process. Preferably, anhydrous polyol is used to prepare the compounds according to the invention. The removal of the water from the polyol can be carried out in a step A by azeotropic distillation, drying under vacuum or other methods known in the art. For example, water may be removed by azeotropic distillation until the water content is about 300 ppm prior to addition of the hydroxyl-reactive substances, preferably polyisocyanates.

For example, preparation of the actual reaction may consist of either vacuuming the polyol to remove the water sufficiently (preferably to a water content of about 300 ppm or lower) and then adding a solvent, or the polyol to one Solvents such as xylene, toluene or acetone is mixed and the water is removed by azeotropic distillation, for example up to a water content of about 300 ppm, but the solvent is not completely removed, but the solution of polyol in the remaining solvent for reaction in Solution is used.

The preparation of the compounds according to the invention can be carried out by a one-pot reaction or else in a more preferred, preferably two-stage process. In the present case, a one-pot reaction is understood to mean a preparation process which comprises mixing essentially all the required reactive substances and solvents in the reaction space (for example, round-bottom flask, three-necked flask, conical flask, reaction vessel, kettle cascade, flow tube) before reacting (usually with stirring / mixing and heating or cooling). Optionally, individual components are added only during the reaction.

At least 90% by weight, more preferably at least 95% by weight, of all reactive substances are preferably present in the reaction space before the beginning of the reaction.

catalysts

Suitable catalysts are in principle all catalysts customarily used in polyurethane chemistry. The catalysts described in WO 2009/135857, p.14-16 are preferably used. The catalyst is particularly preferably selected from zinc 2-ethylhexanoate (also called zinc octanoate), zinc n-octanoate, zinc n-decanoate, zinc neodecanoate, zinc ricinoleate and zinc stearate. In particular, zinc neodecanoate is used. Cosmetic preparations

The compounds according to the invention are preferably used in cosmetic preparations. An object of the invention are thus cosmetic preparations containing the compounds of the invention.

One embodiment of the invention are water-containing cosmetic preparations containing the compounds according to the invention. The preparations according to the invention can be in the form of aqueous or aqueous-alcoholic solutions, O / W (preferred) and W / O emulsions, W / O / W (preferred) and O / W / O emulsions, hydrodispersion formulations, solids-stabilized formulations, stick formulations , PIT formulations, in the form of creams, foams, sprays (pump spray or aerosol), gels, gel sprays, lotions, oils, oil gels or mousses and are accordingly formulated with conventional other excipients.

The preparations according to the invention are preferably in the form of a gel, foam, mousse, spray, ointment, cream, emulsion, suspension, lotion, milk or paste. The invention preferably relates to cosmetic preparations which are selected from gels, gel creams, milks, hydroformulations, stick formulations, cosmetic oils and oil gels, mascara, self-tanner, face care, personal care products, after-sun preparations. The term cosmetic preparations is also understood to mean preparations for oral care.

Further cosmetic preparations according to the invention are skin-cosmetic preparations, in particular those for the care of the skin. These are in particular as W / O or preferably O / W skin creams, day and night creams, eye creams, face creams, anti-wrinkle creams, facial expressions creams, moisturizing creams, bleaching creams, vitamin creams, skin lotions, body lotions and moisturizing lotions.

Further preferred preparations according to the invention are face masks, cosmetic lotions and preparations for use in decorative cosmetics, for example covering pens, theatrical paints, mascara and eye shadows, lipsticks, kohl pencils, eyeliner, mascots, primers, rouges, powders and eyebrow pencils.

Further preparations according to the invention are anti-acne agents, repellents, shaving agents, depilatories, personal hygiene products, foot care products and baby care products. Further preferred preparations according to the invention are washing, showering and bathing preparations. For the purposes of the present invention, washing, showering and bathing preparations are soaps of liquid to gelatinous consistency, transparent soaps, luxury soaps, de-icing soaps, cream soaps, baby soaps. skin cleansing soaps, abrasive soaps and syndets, pasteurized soaps, soft soaps and washing pastes, liquid washing, showering and bathing preparations such as washing lotions, shower baths and gels, bubble baths, oil baths, shower oils and scrub preparations, shaving foams, lotions and creams.

Cosmetic preparations containing special polyurethanes are described, for example, in WO 2009/135857. The compounds of the present invention are also generally suitable for use in the formulations described in WO 2009/135857. The disclosure of WO 2009/135857 is hereby incorporated by reference. In the context of the present invention, the polyurethanes used in the preparations of WO 2009/135857 are replaced by the compounds according to the invention. The compounds according to the invention are therefore preferably used in the preparations of WO 2009/135857 instead of the polyurethanes used there. Suitable ingredients for the preparations according to the invention are described in WO 2009/135857, p.24 to p.35, to which reference is made in its entirety.

Also according to the invention are cosmetic UV light stabilizers containing the compounds according to the invention. Cosmetic light stabilizers in the context of this invention are understood to mean cosmetic preparations which comprise at least one, preferably several, UV filter substances.

UV light stabilizers corresponding to UV light stabilizer formulations according to the invention are described in WO 2009/135857, p.35 to p.42, to which reference is made in its entirety.

The invention also relates to cosmetic preparations, preferably in liquid or pasty form, for use on the skin, on semi-mucous membranes, on mucous membranes and in particular on keratinic materials such as hair, eyelashes and eyebrows, in particular for shaping, decorating, dyeing, beautifying them and for grooming the skin and the appendages. In principle, the preparations according to the invention, with suitable setting and coloring, can also be used as make-up, concealer, camouflage, eye shadow, eyeliner, lipliner, rouge, lip-rouge, lip gloss, sunscreen, sunblock, temporary tazo, colored effect sunscreen for surfers and the like become. A preferred embodiment of the present invention are thus the cosmetic formulations for decorative cosmetics containing the compounds according to the invention.

Preparations corresponding to preparations according to the invention for decorative cosmetics are described in WO 2009/135857, p. 43 to p. 46, to which reference is made in its entirety. An object of the present invention are aqueous preparations which, in addition to the compounds according to the invention, furthermore comprise at least one salt or surfactant or both. Another embodiment of the invention are shampoos and cosmetic cleansing compositions containing the compounds of the invention.

Preparations corresponding to the shampoos and cosmetic cleansing compositions according to the invention are described analogously in WO 2009/135857, p. 46 to p. 55, to which reference is made in its entirety.

A further embodiment of the invention are the deodorants or antiperspirants according to the invention, in particular deodorant lotions and deodorant or antiperspirant sticks, based on oil-in-water dispersion or emulsion for the application of active substances, in particular of water-soluble active ingredients the skin.

Preparations corresponding to the deodorants and antiperspirants according to the invention are described analogously in WO 2009/135857, p.55 to p.59, to which reference is made in its entirety.

A further embodiment of the invention are the hair colorants containing the compounds according to the invention.

Preparations corresponding to the hair colorants containing the compounds according to the invention are described analogously in WO 2009/135857, p.59 to p65, to which reference is made in its entirety. A further embodiment of the invention are hair-care compositions containing the compounds according to the invention, in particular hair conditioning agents.

The hair care compositions corresponding to the hair care compositions containing the compounds according to the invention are described analogously in WO 2009/135857, p.59 to p67, to which reference is made in their entirety.

A further embodiment of the invention are the acidic preparations containing the compounds according to the invention.

Numerous cosmetic preparations comprise active substances which develop their desired action, especially at acidic pH values. These include, for example, preparations comprising alpha-hydroxycarboxylic acids (AHA) and beta-hydroxycarboxylic acids (BHA), since these are little to no effect in the neutralized state. The acidic preparations corresponding to the acidic preparations containing the compounds according to the invention are described analogously in WO 2009/135857, p67 to p69, to which reference is made in its entirety.

Another embodiment of the invention are self-tanning products containing the compounds of the invention. Commercially available self-tanning products are generally O / W emulsions. In these, the water phase is stabilized by emulsifiers commonly used in cosmetics.

By using the self-tanning products according to the invention not only a uniform skin color can be achieved, it can also be colored by nature or by pathological change differently colored skin areas evenly.

Suitable self-tanning substances according to the invention are, inter alia, glycerolaldehyde, hydroxymethylglyoxal, γ-dialdehyde, erythrulose, 5-hydroxy-1,4-naphthoquinone (Jug Ion) and the 2-hydroxy-1,4-naphthoquinone occurring in the henna leaves used. Very particular preference is given to 1,3-dihydroxyacetone (DHA), a trivalent sugar occurring in the human body. 6-aldo-D-fructose and ninhydrin can also be used as self-tanning agents according to the invention. As a self-tanner in the context of the invention are also substances to understand that cause a deviating from Braunton skin color.

In a preferred embodiment of the invention, such preparations contain self-tanning substances in a concentration of 0.1 to 10 wt .-% and particularly preferably from 0.5 to 6 wt .-%, each based on the total weight of the preparation.

Preferably, these preparations contain as self-tanning substance 1, 3-dihydroxyacetone. More preferably, these compositions contain organic and / or inorganic sunscreen filters. The preparations may also contain inorganic and / or organic and / or modified inorganic pigments.

Other ingredients preferably contained in the preparations according to the invention are mentioned, for example, in DE 103 21 147 in sections [0024] to [0132], to which reference is made in full at this point.

An object of the invention is also the use of such preparations for coloring the skin of multicellular organisms, in particular the skin of humans and animals, in particular also for color matching of differently pigmented skin sites.

A further embodiment of the invention are the compositions according to the invention containing preparations for oral and dental care and cleaning.

The compositions containing the compounds according to the invention for oral and dental care and cleaning preparations are described analogously in

WO 2009/135857, p. 69 to p. 70, to which reference is made in its entirety.

A further embodiment of the invention are the formulations according to the invention for hair removal.

Preparations corresponding to preparations containing the compounds according to the invention for hair removal are described analogously in WO 2009/135857, p. 70 to p. 71, to which reference is made in their entirety. A further embodiment of the invention are the preparations according to the invention for permanent hair shaping.

The preparations containing the compounds according to the invention for permanent hair shaping are described analogously in WO 2009/135857, p.71 to p.73, to which reference is made in their entirety.

An object [Bijder present invention is the use of polymers according to the invention to increase the compatibility with polar solvents such as ethanol, propylene glycol or glycerol.

Likewise provided by the present invention is the use of polymers according to the invention for increasing the solubility of limited water-soluble ingredients such as, for example, hydrophilic UV filters.

Another object of the present invention is the use of polymers according to the invention for increasing the water-binding capacity in the preparation and after application to the skin (moisturizer).

Likewise provided by the present invention is the use of polymers according to the invention for improving the dispersibility of particles in the preparation.

Experimental part

The invention will now be described in more detail by way of examples without being limited thereto.

The preparation of compound A.1 was carried out in 1, 4-dioxane dried according to standard methods. The molecular weight of A.1 was determined by gel permeation chromatography (GPC) in DMAC (Ν, Ν-dimethylacetamide) as the solvent, PMMA was used as standard.

The determination of the molecular weight of A.2 / A.3 was carried out by GPC in THF (tetrahydrofuran) as solvent, PMMA was used as standard.

All reactions were carried out under a protective gas atmosphere (dried nitrogen).

Quantities in% mean% by weight, unless expressly stated otherwise.

Determination of dynamic viscosity

The dynamic viscosities of the compounds according to the invention in aqueous dispersion were measured in the form of a 10% by weight dispersion at 23 ° C. The dynamic viscosity was determined at shear rates of 100 1 / s and 350 1 / s. These two values allow one to make a statement as to whether the compounds of the invention in aqueous Dispersion pseudoplastic or Newtonian thickening behavior show.

To determine the dynamic viscosity according to DIN 53019 was used:

- Rotational Viscometer Physica Rheolab MCI Portable (Anton Paar company);

- Cylinder measuring system, Z4 DIN cylinder (diameter 14 mm)

Synthetic Example 1: Preparation of the polyether dendron A.1

in which

R ² = -CH ₂ -CH ₂ -;

R ³ = approx. 1: 1 parts by weight mixture of n-octadecyl (stearyl) and n-hexadecyl (cetyl) n = 25;

m = 2.

In a 1 liter flask equipped with dropping funnel, magnetic stirrer and reflux condenser, a solution of 200 g (147 mmol) of an approximately 1: 1 weight percent mixture of polyethylene glycol monocetyl ether, CH3- (CH ₂ ) i5-0- (CH ₂ CH2-0) 25H and Polyethylenglykolmonostearylether, CH ₃ - (CH ₂₎ i ₇ -0- (CH ₂ CH ₂ -0) 25H (Lutensol AT25 ^®, BASF SE), placed in 525 ml of dioxane. With stirring, 24 g of KOH cookie (428 mmol) were added. The mixture was heated to 100 ° C and then 6.8 g (73.5 mmol) of epichlorohydrin, dissolved in 25 ml of dioxane, over a period of 30 minutes dropwise. The mixture was then stirred for 2 hours, then a further 3.4 g (36.8 mmol) of epichlorohydrin dissolved in 25 ml of dioxane was added dropwise over a period of 30 minutes. The mixture was stirred again for 2 hours, then another 1.7 g (18.4 mmol) of epichlorohydrin dissolved in 25 ml of dioxane were added dropwise over a period of 15 minutes. The mixture was stirred for a further 15 hours at 105 ° C and then cooled to room temperature (25 ° C). The resulting precipitate was filtered off and the dioxane was distilled off at 30 mbar. Compound A.1 was obtained as a tough light brown oil characterized by MS (MALDI TOF) and GPC. M _n : 4400 g / mol, M _w : 6600 g / mol.

Synthesis Example 2: Preparation of a polyether polyurethane A.2

60.00 g of polyethylene glycol Pluriol E6000 ^® (BASF SE, molecular weight 6000 g / mol) were dissolved in 334.00 g of xylene under nitrogen in a 2 L polymerization reactor. After heating the solution to about 140 ° C (internal temperature), 200 g of xylene were distilled off. The water content of the reaction mixture was then still about 70 ppm. Now, the polymer solution was cooled to 50 ° C (internal temperature) and treated with 53 mg of acetic acid dissolved in 2.5 ml of xylene, to neutralize the previously quantitatively determined amount of potassium acetate in polyethylene glycol. By adding 180 mg of zinc neodecanoate (TIB Kat 616) dissolved in 2.5 ml of xylene and 2.94 g of hexamethylene diisocyanate dissolved in 5 ml of xylene, the polymerization was started and the reaction mixture was reacted at an internal temperature of 50 ° C. until an isocyanate content of 0.25 wt .-% was reached. Then, 66.0 g of the compound A.1 dissolved in 66 ml of xylene was added and the reaction mixture was further heated to 50 ° C until the isocyanate content was 0%. The solvent xylene was subsequently largely removed by vacuum distillation at elevated temperature (60 ° C.) (residual content <100 ppm) and the residue was dissolved in 515.8 g of water. After cooling to room temperature (25 ° C) of the aqueous solution was finally added 6.45 g of the preservative Euxyl K701 ^® and 70 mg of the stabilizer 4-hydroxy-TEM PO. The polymer A.2 (M _n = 8700 g / mol; M _w = 31 100 g / mol) was obtained in the form of an aqueous dispersion which had a solids content of 18.7% by weight.

The viscosity of a 10% strength by weight aqueous solution of the polyether polyurethane A.2 was 20,500 mPa * s (shear rate 100 l / s) or 10,000 mPa * s (shear rate 350 l / s).

Synthesis Example 3: Preparation of a polyether polyurethane A.3 (comparative)

120.00 g of polyethylene glycol Pluriol E6000 ^® were dissolved in 467.00 g of xylene under nitrogen in a 2 L polymerization reactor. After heating the solution to about 140 ° C (internal temperature), 200 g of xylene were distilled off. The water content of the reaction mixture was subsequently still about 100 ppm. Now, the polymer solution was cooled to 50 ° C (internal temperature) and treated with 107 mg of acetic acid dissolved in 5 ml of xylene, to neutralize the previously quantitatively determined amount of potassium acetate in polyethylene glycol. By adding 360 mg of zinc neodecanoate (TIB Kat 616) dissolved in 5 ml of xylene and 5.88 g of hexamethylene diisocyanate dissolved in 10 ml of xylene, the polymerization was started and the reaction mixture was reacted at an internal temperature of 50.degree until an isocyanate content of about 0.26% was reached. Then, 40.8 g of an approximately 1: 1 mixture of -Gewichtsteile Polyethylenglykolmonocety- ether, CH 3 (CH ₂₎ i5-0- (CH ₂ CH2-0) 25H and Polyethylenglykolmonostearylether, CH ₃ - (CH ₂₎ i7 -0- (CH ₂ CH ₂ -0) 25H (Lutensol AT25 ^®, BASF SE), dissolved in 40.8 ml of xylene, and the reaction mixture while further heated to 50 ° C until the isocyanate content was 0%. The solvent xylene was subsequently largely removed by vacuum distillation at elevated temperature (60 ° C) (residual content <100 ppm) and the residue dissolved in 666.7 g of water. After cooling to room temperature (25 ° C) of the aqueous solution was finally added 8.34 g of the preservative Euxyl K701 ^® and 80 mg of the stabilizer 4-hydroxy-TEMPO. The polymer A-3 (M _n = 10100 g / mol; _Mw = 35000 g / mol) was obtained in the form of an aqueous dispersion, which had a solids content of 22.6 wt .-%. The viscosity of a 10% strength by weight aqueous solution of the polyether polyurethane A.3 was 1750 mPa * s (shear rate 100 l / s) or 1550 mPa * s (shear rate 350 l / s).

Tab. 1: Viscosities of the thickeners as a function of the shear rate

The cosmetic formulations FA.2 and FA.3 were prepared by adding the oil phase A to the water phase B and then adding the preservative (phase C) to the resulting O / W emulsion.

Tab. 2: Cosmetic formulations FA.2 and FA.3.

Tab. 3: Viscosities of FA.2 and FA.3 at 2% by weight NaCl concentration

The following describes typical preparations according to the invention, but without limiting the invention to these examples.

The percentages are% by weight, unless expressly stated otherwise.

Sunscreen cream 1

% Ingredient INCI

58.7 Water to the. Aqua

0.1 Edeta BD Disodium EDTA ^®

1, 0 Butylene glycol butylene glycol

2.0 Uvinul ^® MS 40 Benzophenone-4

1, 0 TEA triethanolamine

0.5 Panthenol ^® 75 W Panthenol

2,4 polyether polyurethane A.2

5.0 Neo Heliopan ^® OS octyl salicylate

3.0 Eusolex ^® 9020 avobenzone

5.0 Neo Heliopan ^® HMS Homosalate

8.0 Uvinul ^® N 539 T Octocrylene

1, 0 Cremophor ^® GS 32 Polyglyceryl-3 Distearate

1, 0 Cremophor ^® A 6 Ceteareth-6, Stearyl Alcohol

1, 0 Cremophor ^® A 25 Ceteareth-25

2.0 Lanette ^® E Sodium Cetearyl Sulfate

0.5 ^Span® 60 sorbitan stearate

3.0 Luvitol ^® Lite Hydrogenated Polyisobutene

2.0 Lanette ^® O Cetearyl Alcohol

1, 5 Lanette ^® 16 Cetyl Alcohol

1, 0 Cetiol ^® SB 45 Butyrospermum Parkii (Shea Butter)

0.1 vitamin E acetate tocopheryl acetate

0.2 bisabolol rac. bisabolol

0.5 Glydant ^® LTD DMDM Hydantoin

manufacturing

Heat phases A and B separately to approx. 80 ° C.

Stir phase B into phase A and homogenise briefly.

Cool with stirring to about 40 ° C, add phase C, cool to room temperature while stirring and briefly homogenize again. Sunscreen cream 2

% Ingredient INCI

A 2.0 Cremophor ^® A 6 Ceteareth-6, Stearyl Alcohol

2.0 Cremophor ^® A 25 Ceteareth-25

5.0 Luvitol ^® EHO Cetearyl ethylhexanoate

5.0 paraffin oil, viscous mineral oil

2.5 Lanette ^® O Cetearyl Alcohol

B 5.0 Z- ^Cote® MAX Zinc Oxide, Dimethoxydiphenylsilane /

Triethoxycaprylylsilane crosspolymer

2,4 polyether polyurethane

A.2

5.0 l, 2-propylene glycol Propylene glycol

70.5 water, demin. Water

D 0.5 Euxyl K ^® thylparaben 300 phenoxyethanol, methyl paraben, E-, dig butylparaben, Propylpa-

manufacturing

Heat phase A to 80 ° C. Place phase B in phase A.

Homogenize phase A + B for 3 min.

Heat phase C to 80 ° C., stir in phase A + B and homogenize.

Cool the emulsion to 40 ° C while stirring.

Add phase D, cool to room temperature while stirring and homogenize.

Day cream with UV protection

% Ingredient

A

3.00 Tego Care ^® 450 Polyglyceryl-3 Methyl Glucose Distearate

3.00 Lanette ^® 18 Stearyl Alcohol

2.00 Cutina ^® GMS glyceryl stearate

4.00 Estol® ^® 1540 Ethylhexyl Cocoate

5.00 Luvito ^® l EHO Cetearyl Ethylhexanoate

8.00 Uvinul ^® A Plus B ethylhexyl methoxycinnamate, diethyl amino hydroxybenzoyl hexyl benzoate B

5.00 D-Panthenol 50 P Panthenol, Propylene Glycol

0.10 Edeta BD Disodium EDTA

1, 0 - 5.0 polyether polyurethane A.2

ad 100 water to the. Aqua the.

C

0.20 bisabolol nat. bisabolol

q.s. perfume oil

0.50 Aloe Vera Gel Concentrate 10/1 Water, Aloe Barbadensis Leaf Juice

0.50 Euxyl K 300 ^® phenoxyethanol, methyl paraben,

Butylparaben, ethylparaben, propylparaben, isobutylparaben

manufacturing

Heat phases A and B separately to approx. 80 ° C.

Stir phase B into phase A and homogenise briefly.

Cool with stirring to about 40 ° C, add phase C, cool to room temperature while stirring and briefly homogenize again.

make up

% Ingredient INCI

A

4.00 Dracorin ^® 100 SE Glyceryl Stearate, PEG-100 Stearate

1, 00 Uvinul ^® A Pius Diethylamino Hydroxybenzoyl Hexyl

Benzoate

3.00 Uvinul ^® MC 80 Ethylhexyl Methoxycinnamate

0.50 Emulmetik ^® 100 Lecithin

0.50 Rylo ^® PG 1 1 Polyglyceryl dimer Soyate

B

0.35 Sicovit ^® Braun E 75 172 Iron Oxides

2,00 Sicovit ^® Red 30 E 172 Iron Oxides

1, 00 Sicovit ^® Yellow 10 E 172 Iron Oxides

2.25 Prisorine ^® 3630 Trimethylolpropane Triisostearate

C

5.50 Dow ^Corning® 345 Fluid Cyclopentasiloxanes, cyclohexasiloxanes

4.00 Tegosoft OP ^® Ethylhexyl Palmitate 1, 50 jojoba oil Simmondsia chinensis (jojoba) Seed Oil

2.00 Miglyol ^® 840 propylene glycol dicaprylate / dicaprate

1, 50 almond oil, sweet Sweet Almond (Prunus amygdalus dulcis)

Oil

0.50 vitamin E acetate tocopheryl acetate

1, 00 Cetiol ^® SB 45 Butyrospermum Parkii (Shea Butter)

5.00 Uvinul ^® Ti02 Titanium Dioxide, Trimethoxycaprylylsilane

0.50 Dehymuls ^® PGPH Polyglyceryl-2 Dipolyhydroxystearate

D

5.00 1, 2-propylene glycol Care Propylene Glycol

0.50 Lutrol ^® F 68 Poloxamer 188

0.10 Edeta BD Disodium EDTA

1, 0 - 5.0 polyether polyurethane A.2

ad 100 water to the. Aqua the.

Euxyl ^® K 300 Phenonip

Phenoxyethanol, methylparaben, ethylparaben, butylparaben, propylparaben, isobutylparaben

0.20 bisabolol rac. bisabolol

q.s. perfume oil

manufacturing

Heat phases A, B, C and D separately to 70 ° C.

Phase B homogenized on a three-roll mill. Stir phase B into phase A.

Homogenise everything again briefly.

Dissolve phase C and stir in phase A + B.

Dissolve phase D, stir into the combined phases A + B + C and homogenize.

Cool with stirring to about 40 ° C, add phase E and cool to room temperature

Homogenise briefly.

Colored daycreme

% Ingredient INCI

A

ad 100 water to the. Aqua the.

5.00 glycerol 87% glycerol

4,00 D-Panthenol 50 P Panthenol, Propylene Glycol 0.75 Cloisonne ^® Gold Mica, Titanium Dioxide, Oxides Iran

0.25 Cloisonne Super Rouge ^® Mica, Iron Oxides

1, 0 - 5.0 polyether polyurethane A.2

B

3.00 Uvinul ^® A Pius diethylamino hydroxybenzoyl hexyl

Benzoate

7.00 Luvitol ^® Lite Hydrogenated Polyisobutene

1, 50 Lanette ^® O Cetearyl Alcohol

1, 50 Cutina ^® GMS Glyceryl Stearate

3.50 Cetiol ^® SB 45 Butyrospermum Parkii (Shea Butter)

3.50 Olive Oil Olive (Olea Europaea) Oil

1, 00 Eumulgin ^® B 2 Ceteareth-20

1, 00 Cremophor ^® A6 Ceteareth-6, Stearyl Alcohol

1, 00 Cetiol ^® OE Dicaprylyl Ether

0.05 BHT BHT

C

0.20 Sodium Ascorbyl Phosphate Sodium Ascorbyl Phosphate

5.00 water to the. Aqua the.

D

1, 00 Euxyl ^® PE 9010 phenoxyethanol, ethylhexylglycerin

0.25 bisabolol rac. bisabolol

1, 00 vitamin E acetate tocopheryl acetate

perfume oil

manufacturing

Heat phase A to 80 ° C.

Heat phase B to about 80 ° C. and stir into phase A with stirring. Homogenize. Cool with stirring to about 40 ° C, add phase C + D and cool to room temperature while stirring.

Homogenise briefly. Deolotion

0 // o Ingredient INCI

A Λ

1, 50 Cremophor ^® A 6 Ceteareth-6, Stearyl Alcohol

1, 50 Cremophor ^® A 25 Ceteareth-25

2.00 Cremophor ^® CO 40 PEG-40 Hydrogenated Castor Oil

2.00 Cutina ^® GMS glyceryl stearate

2,00 Lanette ^® O Cetyl Alcohol

2.00 Softisan ^® 100 Hydrogenated Coco-Glycerides

8.00 Cetiol ^® V Decyl Oleate

0.50 Abil ^® B 8843 PEG-14 Dimethicone

0.30 farnesol farnesol B

q.s. Preservative Preservative

1, 0-5.0 polyether polyurethane A.2

ad 100 water to the. Aqua the. C

q.s. Perfume oil Fragrance D

5-20 Locron® ^® L Aluminum chlorohydrate

manufacturing

Heat phases A and B separately to approx. 80 ° C.

Stir phase B into phase A while homogenizing, after-homogenize shortly.

Cool to about 40 ° C, add the phases C and D with homogenization and allow to cool to room temperature with stirring.

Hair wax with pigments

0 // o phase ingredient INCI

5 A Cremophor ^® CO 40PEG-40 Hydrogenated Castor Oil

15 Cremophor ^® A 25 Ceteareth-25

0.5-10 polyether polyurethane A.2

15 Luvitol ^® Lite Hydrogenated Polyisobutene

3 Marlipal ^® MG Laureth-7

2 Brij ^® 98 Oleth-20 Euxyl ^® PE 9010 Phenoxyethanol and

Ethylhexylglycerin

5 B Abil ^® B 88183 PEG / PPG-20/6 Dimethicone

ad 100 water to the. Water the

1 Gemtone ^® Emerald Mica and Titanium Dioxide and

Chromium Oxide Greens and

Ferric ferrocyanide

production:

I: Separate weighing of phases A and B and heating to 80 ° C. with stirring

II: Combine phase A and B at 80 ° C. with stirring

III: Cool to room temperature with stirring

Hair gel with UV protection

Phase% INCI ingredient

A 44.55 Aqua the.

0.45 Acrylates / C10-30 alkyl acrylate crosspolymer

B, 0.36 aminomethyl propanol

C 0.66 Panthenol D-Panthenol 75W®

10.00 PVP / VA copolymer Luviskol ^® VA 64 W

2.50 Polyquaternium-46 Luviquat.RTM ^® Hold

5.00 sorbitol

0.10 Disodium EDTA

0.5 Benzophenone-4 Uvinul ^® MS 40

q.s. Perfume

qs PEG-40 Hydrogenated Castor Oil Cremophor ^® CO 40

q.s. Preservative

5.00 Alcohol

ad 55 Aqua the.

0.5-4 polyether polyurethane A.2

production:

I: Separate weighting of phases A, B and C and, if necessary, stirring until homogeneous

room temperature

II: Combine phase B and A at room temperature with stirring and stir homogeneously, then add phase C with stirring and stir smoothly hair mousse

0 // o Ingredient INCI qs Phase A Deionized Water (Aqua dem.)

1 1, 00 Luviquat® Hold (Polyquaternium 46)

1, 50 Uvinul® MS 40 (Benzophenone-4)

20% sol., Neutral.m. triethanolamine

0.1-3 polyether polyurethane A.2

0,40 D, L Panthenol 50W (Panthenol)

0.20 Masil SF 19 ^® CG (PEG-8 methicone)

0.40 Glydant ^® Plus liquid (DM DM Hydantoin (and) lodopropynyl

butylcarbamate)

0.20 Phase B Cremophor® CO 40 (PEG-40 Hydrogenated Castor Oil)

0.40 Vitamin E Acetates (Tocopheryl Acetate)

0.20 Bell ^® 6,101,232 (Fragrance

0.70 Rhodasurf ^® L-4 (Laureth-4)

6.00 Phase C propellant A46 (propane / isobutane)

production:

1 . Weigh the substances Phase A with stirring until completely solution in the listed order

2. Weigh out the substances Phase B with stirring and heating at 40-45 ° C.

3. Combine phases A and B and transfer to suitable propellant containers for hair foams

4. Close and fill with propellant phase C.

Face Cream with 3% Sodium Ascorbyl Phosphate

0 // o Ingredient INCI

M Λ

2.00 Cremophor ^® A 6 Ceteareth-6, Stearyl Alcohol

2.00 Cremophor ^® A 25 Ceteareth-25

3,00 Jojoba Oil Simmondsia Chinensis (Jojoba) Seed Oil

3.00 Lanette ^® O Cetearyl Alcohol

10.00 paraffin oil, viscous mineral oil

5.00 Vaseline Petrolatum

4.00 Miglyol ^® 812 Caprylic / Capric Triglyceride B

5.00 1, 2-propylene glycol Care Propylene Glycol

0.10 Edeta BD Disodium EDTA

1, 0-5.0 polyether polyurethane A.2

0.30 Abiol ^® imidazolidinyl Urea

ad 100 water to the. Aqua the.

C

0.08 sodium hydroxide Sodium Hydroxide D

0.50 vitamin E acetate tocopheryl acetate

0.20 Phenoxyethanol Phenoxyethanol

3.00 Sodium Ascorbyl Phosphate Sodium Ascorbyl Phosphate

manufacturing

Heat phases A and B separately to approx. 80 ° C.

Stir phase B into phase A and homogenize.

Stir phase C into phase A + B and homogenize.

Cool with stirring to about 40 ° C.

Stir in phase C and briefly post-homogenize.

Cool to room temperature while stirring.

Reduction of average droplet size distribution / O / W emulsion

0 // o Ingredient INCI

phase

A

2.0 Lanette ^® O Cetearyl Alcohol

5.0 Finsolv TN C12-15 Alkyl Benzoate ^®

10.0 Miglyol ^® 812 Caprylic / Capric Triglyceride

5.0 Cetiol B Dibutyl Adipate ^®

10

2.0 Amphisol ^® K Potassium Cetyl Phosphate

0.5 Elfacos ^® ST-9 PEG-45 / dodecyl glycol copolymer

phase

B

15

5.0 1, 2 propylene glycol Care Propylene Glycol

ad 100 water, demin. Water

1, 0-5.0 polyether polyurethane

A.2

20

phase

C

0.5 Euxyl K 300 Phenoxyethanol Methylparaben ^®, Ethylpara- ben, Butylparaben, Propylparaben

Heat phases A and B to approx. 80 ° C. Stir phase B into phase A, homogenize. Stirring cold, stir in phase C, briefly after-homogenize.

AHA cream

0 // o Ingredient INCI

A Λ

2.00 Cremophor ^® A 6 Ceteareth-6, Stearyl Alcohol

2.00 Cremophor ^® A 25 Ceteareth-25

8.00 paraffin oil, viscous mineral oil

7.00 Luvitol ^® EHO Cetearyl ethylhexanoate

6.00 Cutina ^® GMS Glyceryl Stearate

1, 00 Lanette ^® 16 Cetyl Alcohol

0.20 Abil ^® 350 Dimethicone

0.20 bisabolol nat. bisabolol

B 1, 00 D-panthenol USP panthenol

3.00 1, 2-propylene glycol Care Propylene Glycol

1, 0-5.0 polyether polyurethane A.2

5.00 hydroxy acid *

q.s sodium hydroxide sodium hydroxides

q.s. Preservative Preservative

ad 100 water to the. Aqua the.

q.s. Perfume oil Fragrance

* as hydroxy acids can be used for example:

alpha hydroxy acids: lactic acid, citric acid, malic acid, glycolic acid

Di-hydroxy acid: tartaric acid

beta hydroxy acid: salicylic acid

manufacturing

Heat phase A and B separately to approx. 80 ° C. If necessary, adjust the pH of phase B to 3 with NOH.

Stir phase B into phase A while homogenizing, shortly after homogenizing.

Cool to approx. 40 ° C, add phase C, rehomogenize again.

Cream with vitamin A acid

% Ingredient INCI

A

1, 50 Cremophor ^® A 25 Ceteareth-25

1, 50 Cremophor ^® A 6 Ceteareth-6, Stearyl Alcohol

3.00 Tegin ^® Glyceryl Stearate SE

2,00 Lanette ^® 0 Cetearyl Alcohol

10,00Luvitol ^® EHO Cetearyl ethylhexanoate

5.00 paraffin oil, viscous mineral oil

0.10 D, L-alpha tocopherol tocopherol

0.10 Vitamin A acid Tretionin

B

1, 0-5.0 polyether polyurethane A.2

4.00 1, 2-propylene glycol Care Propylene Glycol

0.10 Edeta BD Disodium EDTA

qs Preservative Preservative ad 100 water to the. Aqua the. c

0.40 triethanolamine care triethanolamine

3.00 Vitamin E-Acetate Tocopheryl Acetate

0.10 Vitamin A acid Tretionin

q.s. Perfume oil Fragrance

manufacturing

Heat phase A and phase B separately to approx. 75 ° C. Stir phase B into phase A and homogenize. Cold stirring. Add phase C at approx. 30 ° C.

Note: The formulation is produced without inert gas. The filling must be in oxygen-impermeable packaging, e.g. Aluminum tubes, done.

Depilatory cream 1

Ingredient INCI

A

4.20 Lanette ^® 16 Cetyl Alcohol

1, 26 Brij ^® 35 Laureth-23

B

15.00 Luviquat ^® Care Polyquaternium-44

0.90 D-Panthenol USP Panthenol

0.35 allantoin allantoin

q.s. Preservative P reserve! ve

22,40 calcium carbonate calcium carbonates

10.00 calcium hydroxide calcium hydroxides

5,40 calcium thioglycolate calcium thioglycolate

ad 100 water to the. Aqua the.

1, 0-5.0 polyether polyurethane A.2

C

q.s. Perfume oil Fragrance

manufacturing

Heat phase A and B separately to approx. 80 ° C.

Stir phase B into phase A while homogenizing, in short

afterhomogenize. Cool to about 40 ° C, add phase C, homogenize again.

Depilatory cream 2

0 // o Ingredient INCI

A Λ

1, 00 Cremophor ^® A 6 Ceteareth-6, Stearyl Alcohol

1, 00 Cremophor ^® A 25 Ceteareth-25

4.00 Lanette ^® O Cetearyl Alcohol

6.00 paraffin oil, viscous mineral oil

q.s. Preservative P reserve! ve

B

8,00 calcium thioglycolate calcium thioglycolate

2.00 1, 2-propylene glycol Care Propylene Glycol

1, 0-5.0 polyether polyurethane A.2

1, 00 Sodium Hydroxide Sodium Hydroxide

ad 100 water to the. Aqua the. q.s. Perfume oil Fragrance

manufacturing

Heat phase A and B separately to approx. 80 ° C.

Stir phase B into phase A while homogenizing, in short

afterhomogenize.

Cool to about 40 ° C, add phase C, homogenize again

Conditioner Shampoo 1

35.70 g Sodium Laureth Sulfate

6.50 g of cocamidopropyl betaine

0.20 g polyether polyurethane A.2

0.50 g of polyquaternium-7, PQ-10, PQ-39, PQ-44, PQ-67, guar hydroxypropyltrimonium

Chlorides and / or PQ-87

0.10 g preservative

0.10 g perfume oil / essential oil

ad 100 g Aqua dem. Conditioner Shampoo 2

35.70 g Sodium Laureth Sulfate

6.50 g of cocamidopropyl betaine

0.50 g polyether polyurethane A.2

0.20 g of guar hydroxypropyltrimonium chlorides

0.10 g preservative

0.10 g perfume oil / essential oil

ad 100 g Aqua dem.

Hair Conditioner

4.00 g Distearoyethyl Hydroxyethylmonium Methosulfate, Cetearyl Alcohol

1.00g of hydrogenated polyisobutenes

1.00g cyclopentasiloxane

1.00 g isopropyl palmitate

3.00g Cetearyl Alcohol

0.10 g of acrylate / C 10-30 alkyl acrylate copolymer

0.25g panthenol

0.20 g of hydroxyethyl cellulose

2.00 g propylene glycol

2.50 g polyether polyurethane A.2

0.50 g of cationic polymer such as Polyquaternium-7, PQ-10, PQ-16, PQ-39, PQ-44, PQ-46,

PQ-67, guar hydroxypropyltrimonium chlorides and / or PQ-87

0.10 g preservative

0.10 g perfume oil / essential oil

ad 100 g Aqua dem.

Shampoo 1

Phase A

15.00 g of cocamidopropyl betaine

10.00 g of disodium cocoamphodiacetate

5.00 g of polysorbate 20

5.00 g of decyl glucoside

Chlorides and / or PQ-87

0.20 g polyether polyurethane A.2

0.10 g perfume oil / essential oil

qs preservative 2.00 g Laureth-3

Add 100 Aqua to the.

q.s. Citric Acid Phase B

3.00 g PEG-150 distearate

production:

Weigh and solve components of phase A; Adjust pH to 6-7. Add phase B and warm to 50 ° C. Allow to cool to room temperature with stirring.

Shampoo 2 30,00 g Sodium Laureth Sulfate

6.00 g of sodium cocoamphoacetate

Chlorides and / or PQ-87

0.50 g polyether polyurethane A.2

3.00 g Sodium Laureth Sulfate, Glycol Distearate, Cocamide MEA, Laureth-10

2.00 g Dimethicone

q.s. Perfume

q.s. preservative

q.s. Citric Acid

1, 00 g of sodium chloride

Add 100 Aqua to the.

Shower gel 1

20.00 g of ammonium laureth sulfate

15.00 g of ammonium lauryl sulfate

0.50 g polyether polyurethane A.2

0.50 g of polyquaternium-10, PQ-22, PQ-44, PQ-67, guar hydroxypropyltrimonium chlorides and / or PQ-87

2.50 g Sodium Laureth Sulfate, Glycol Distearate, Cocamide MEA, Laureth-10

0.10 g perfume oil / essential oil

q.s. preservative

0.50 g of sodium chloride

Add 100 Aqua to the. Shower gel 2

40.00 g Sodium Laureth Sulfate

5.00 g of decyl glucoside

5.00 g polyether polyurethane A.2

1, 00 g of panthenol

0.50 g of polyquaternium-10, PQ-44, PQ-67, guar hydroxypropylthonium chlorides and / or

PQ-87

0.10 g perfume oil / essential oil

q.s. preservative

q.s. Citric Acid

2.00 g of sodium chloride

Add 100 Aqua to the.

Shampoo 3

12,00 g Sodium Laureth Sulfate

1.50 g of decyl clucoside

PQ-87

0.50 g polyether polyurethane A.2

5.00 g of Coco-Glucoside Glyceryl Oleate

2.00 g Sodium Laureth Sulfate, Glycol Distearate, Cocomide MEA, Laureth-10

q.s. preservative

q.s. Sunset Yelow C.I. 15 985

0.10 g perfume oil / essential oil

1, 00 g of sodium chloride

Add 100 Aqua to the.

The compounds according to the invention can also be used in hairstyling preparations, in particular hair foams (aerosol foams with propellant gas and pump foams without propellant gas), hair sprays (pump sprays without propellant gas) and hair gels.

Propellants are the commonly used propellants. Preference is given to mixtures of propane / butane, pentane, dimethyl ether, 1,1-difluoroethane (HFC-152a), carbon dioxide, nitrogen or compressed air.

Aerosol hair mousse

2.00 g of cocotrimonium methosulfate 0.10 g perfume oil / essential oil

3.50 g of solidifying polymer or combinations of e.g. PVP, PVP / VA copolymer, Polyquaternium-4, PQ-1 1, PQ-16, PQ-46, PQ-44, PQ-68, VP / methacrylamide / vinyl imidazole copolymer, etc.

0.80 g polyether polyurethane A.2

q.s. Preservative

75.00 g of water.

10.00 g of propane / butane (3.5 bar)

Hair Styling Gel 1

Phase A

0.50 g carbomer or acrylates / C 10-30 alkyl acrylate crosspolymer

86.40 g of water.

Phase B

0.70 g of triethanolamine

Phase C

1 1.00 g of solidifying polymer or combinations of e.g. PVP, PVP / VA copolymer, Polyquaternium-4, PQ-1 1, PQ-16, PQ-46, PQ-44, PQ-68, VP / methacrylamide / vinyl imidazole copolymer, etc.

0.20 g of PEG-25 PABA

2.00 g polyether polyurethane A.2

0.10 g perfume oil / essential oil

q.s. PEG-14 Dimethicone

q.s. preservative

0.10 g of tocopheryl acetate

Hair styling gel 2

Phase A

0.50 g carbomer or acrylates / C10-30 alkyl acrylate crosspolymer

91, 20 g of water to the.

Phase B

0.90 g of tetrahydroxypropyl ethylene diamine

Phase C

7.00 g VP / VA copolymer 0.70 g polyether polyurethane A.2

0.20 g perfume oil / essential oil

q.s. preservative

0.10 g propylene glycol

Hair Wax Cream

6.00 g Caprylic / Capric Triglycerides

3.00 g of glyceryl stearate

2.00 g of Cetyl Alcohol

3.50 g polyether polyurethane A.2

0.50 g Cremophoer A6

0.70 g Cremophor A25

0.50 g Dimethicone

0.50 g of vitamin E acetate

2.00 g Caprylic / Capric Triglyceride and Sodium Acrylate Copolymer

1.00 g of D-panthenol USP

0.10 g EDTA

10.00 g of gelling polymer

q.s. preservative

ad 100 g of water.

hair pudding

3.00 g Kollicoat IR (BASF)

q.s. preservative

2.00 g of gelling polymer

4.00 g of acrylates / beheneth-25 methacrylate copolymer

0.70 g polyether polyurethane A.2

0.50 g dimethicone copolyol

0.10 g EDTA

0.20 g benzophenone-4

ad 100 g of water.

spray gel

Phase A

1.25 g of setting polymer

96.15 g Aqua the. Phase B

0.70 g Acrylates / Steareth-20 Itaconate Copolymer

0.10 g propylene glycol

0.50 g polyether polyurethane A.2

0.10 g of glycerin

0.10 g perfume oil / essential oil

q.s. preservative

Phase C

0.70 g triethanolamine

A preparation suitable for styling sprays according to the invention can be composed, for example, as follows:

Pump hairspray

1, 20 g PEG / PPG-25/25 dimethicone / acrylate copolymer or acrylate copolymer 2.80 g VP / VA copolymer

1, 34 g of aminomethyl propanol

0.30 g of polyether polyurethane A.2

0.10 g perfume oil / essential oil

1 1, 26 g Aqua the.

73.00 g of alcohol

Pump hair spray VOC55 2.00 g VP / methacrylamide / vinyl imidazole copolymer

1.90 g of polyquaternium-46

2.00 g polyether polyurethane A.2

0.10 g perfume oil / essential oil

55.00 g of alcohol

39.00 g Aqua the.

Decorative cosmetic compositions

Liquid makeup

Phase A

1.70 g of glyceryl stearate 1, 70 g of Cetyl Alcohol

1.70 grams of ceteareth-6

1.70 g of ceteareth-25

5.20 g Caprylic / Capric Triglycerides

5.20 g Mineral Oil or Luvitol ^® Lite (INCI Hydrogenated polyisobutene)

Phase B

q.s. preservative

4.30 g propylene glycol

2.50 g polyether polyurethane A.2

59,50 g Aqua the.

Phase C

0.10 g perfume oil / essential oil

Phase D

2.00 g Iron Oxides

12.00 g Titanium Dioxide

eyeliner

Phase A

40.60 g dist. water

0.20 g of disodium EDTA

q.s. preservative

Phase B

0.60 g of xanthan gum

0.40 g Veegum

3.00 g of butylene glycol

0.20 g polysorbate-20

Phase C

15.00 g Iron oxide / Al Powder / silica (eg Sicopearl ^® Fantastico Gold from BASF or other effect pigments)

Phase D

10.00 g Aqua the.

25.00 g of solidifying polymer or combinations of eg PVP, PVP / VA copolymer, Polyquaternium-4, PQ-1 1, PQ-16, PQ-46, PQ-44, PQ-68, polyurethane-1 or VP / Methacrylamide / vinyl imidazole copolymer, etc. , 00 g polyether polyurethane A.2

facial Toner

Phase A

3.00 g polyether polyurethane A.2

0.10 g perfume oil / essential oil

0.30 g bisabolol

Phase B

3.00 g of glycerol

1.00 g of hydroxyethyl cetyldimonium phosphates

5.00 g Whitch Hazel (Hamamelis Virginiana) Distillates

0.50 g panthenol

q.s. preservative

87.60 g Aqua the.

Face wash paste with peeling effect

Phase A

73.00 g Aqua the.

1.50 g of polyether polyurethane A.2

preservative

Phase B

q.s. perfume oil

7.00 g Potassium Cocoyl Hydrolyzed Protein

4.00 g conditioning polymer or combinations of Polyquaternium-7, PQ-10, PQ-39,

PQ-44, PQ-67, guar hydroxypropyltrimonium chlorides, PQ-87

Phase C

1.50 g of triethanolamine

Phase D

13.00 g of polyethylenes (Luwax A ™ from BASF) Soap

Phase A

25.00 g Potassium Cocoate

20.00 g of disodium cocoamphodiacetate

2.00 g Lauramide DEA

1, 0 g glycol stearate

2.00 g polyether polyurethane A.2

0.50 g conditioning polymer or combinations of Polyquaternium-7, PQ-10, PQ-39,

PQ-44, PQ-67, guar hydroxypropyltrimonium chlorides, PQ-87

50.00 g Aqua the.

q.s. Citric Acid

Phase B

q.s. preservative

0.10 g perfume oil / essential oil

Facial cleansing milk type O / W

Phase A

1.50 g of ceteareth-6

1.50 g of ceteareth-25

2.00 g of glyceryl stearate

2.00 g of Cetyl Alcohol

10.00 g mineral oil

Phase B

5.00 g propylene glycol

q.s. preservative

1, 00 g conditioning polymer or combinations of Polyquaternium-7, PQ-10, PQ-39,

PQ-44, PQ-67, guar hydroxypropyltrimonium chlorides, PQ-87

66.30 g Aqua the.

Phase C

0.20 g polyether polyurethane A.2

10.00 g of Cetearyl Octanoate

Phase D

0.40 g of tetrahydroxypropyl ethylene diamine Phase E

0.10 g perfume oil / essential oil

0.10 g bisabolol

Transparent soap

4.20 g of sodium hydroxide

3,60 g dist. water

5.00 g conditioning polymer or combinations of Polyquaternium-7, PQ-10, PQ-39,

PQ-44, PQ-67, guar hydroxypropyltrimonium chlorides, PQ-87

5.00 g polyether polyurethane A.2

22.60 g propylene glycol

18.70 g of glycerol

5.20 g Cocoamide DEA

2.40 g Cocamine oxides

4.20 g sodium lauryl sulfate

7.30 g Myristic Acid

16.60 g Stearic Acid

5.20 g of tocopherol

shaving cream

6.00 g of Ceteareth-25

5.00 g poloxamer 407

52.00 g Aqua the.

1.00 g of triethanolamine

5.00 g propylene glycol

1.00 g of PEG-75 lanolin oil

2.00 g conditioning polymer or combinations of Polyquaternium-7, PQ-10, PQ-39,

PQ-44, PQ-67, guar hydroxypropyltrimonium chlorides, PQ-87

3.00 g polyether polyurethane A.2

q.s. preservative

0.10 g perfume oil / essential oil

25.00 g Sodium Laureth Sulfate

Filling: 90 parts of active substance and 10 parts of propane / butane mixture 25:75. After Shave Balm

Phase A

0.25 g of polyether polyurethane A.2

1.50 g of tocopheryl acetate

0.20 g bisabolol

10.00 g Caprylic / Capric Triglycerides

q.s. Perfume

1, 00 g conditioning polymer or combinations of Polyquaternium-7, PQ-10, PQ-39,

PQ-44, PQ-67, guar hydroxypropyltrimonium chlorides, PQ-87

Phase B

1, 00 g of panthenol

15.00 g of alcohol

5.00 g of glycerol

0.05 g hydroxyethyl cellulose

1.90 g of polyether polyurethane A.2

64.02 g dist. water

Phase C

0.08 g of sodium hydroxide

toothpaste

Phase A

34.79 g Aqua the.

3.00 g polyether polyurethane A.2

20.00 g of glycerol

0.76 g of sodium monofluorophosphate

Phase B

1.20 g of sodium carboxymethylcellulose phase C

0.80 g of aroma oil

0.06 g of saccharin

q.s. preservative

0.05 g bisabolol

1, 00 g of panthenol

0.50 g of tocopheryl acetate

2.80 g of silica 1.00 g of sodium lauryl sulfate

7.90 g dicalcium phosphate anhydrates

25.29 g of dicalcium phosphate dihydrate

0.45 g of Titanium Dioxide

mouthwash

Phase A

2.00 g of aromatic oil

4.50 g polyether polyurethane A.2 1.00 g bisabolol

30.00 g of alcohol

Phase B

0.20 g of saccharin

5.00 g of glycerol

q.s. preservative

5.00 g poloxamer 407

52.30 g Aqua the.

Prostheses adhesive

Phase A

0.20 g bisabolol

1.00 g of beta-carotene

q.s. aromatic oil

20.00 g of cetearyl octanoate

5.00 g of silica

33.80 g mineral oil

Phase B

5.00 g polyether polyurethane A.2 35.00 g PVP (20% solution in water) Self Tanning Cream

Phase A

2.00 Jeechem ^® BUGL Butylene Glycol

3.00 polyether polyurethane A.2

ad 100 water to the. Aqua the.

Phase B

1, 00 ^® Lipovol J Simmondsia Chinensis (Jojoba) Seed Oil

0.75 ^Span® 60 sorbitan stearate

2.50 Lipomulse ^® 165 Glyceryl Stearate, PEG-100 Stearate

2.00 Luvitol ^® Lite Hydrogenated Polyisobutene

1, 00 Dow Corning ^® 200 fluid Dimethicone

2.50 Crodacol CS-50 Cetearyl Alcohol

1, 75 Cremophor ^® A 6 Ceteareth-6, Stearyl Alcohol

0.50 Vitamin E Acetate Care Tocopheryl Acetate

0.50 bisabolol rac. bisabolol

1, 00 Phenonip Phenoxyethanol, methylparaben, ethylparaben, butylparaben, propylparaben, isobutylparaben

Phase C

10.00 water to the. Aqua the.

5.00 dihydroxyacetone dihydroxyacetone

Phase D

0.04 Citric Acid Citric Acid

q.s. perfume oil

manufacturing

Heat phases A and B separately to approx. 80 ° C.

Stir phase B into phase A and homogenize.

Mix the components of phase C and stir until dissolved

Add phase C at 30 ° C, stir until homogeneous.

Add phase D and homogenize.

Self Tanning Lotion

Ingredient INCI

Phase A

4.00 Luvitol ^® Lite Hydrogenated Polyisobutene 2,00 Lanette ^® 0 Cetearyl Alcohol

1, 00 isopropyl palmitate isopropyl palmitate

1, 00 Eutanol ^® G Octyldodecanol

1, 00 jojoba oil Simmondsia chinensis (jojoba) Seed Oil

1, 00 Abil ^® 350 Dimethicone

1, 00 Amphisol ^® K Potassium Cetyl Phosphate

0.50 Emulmetik ^® 100 Lecithin

0.50 Tego Care ^® CG 90 Cetearyl Glucoside

Phase B

1, 00 Euxyl K ^® 320 Propylene Glycol, phenoxyethanol, methyl paraben, dig Ethylpa-

4.00 glycerol glycerin

1, 00 polyether polyurethane A.2

0.10 Keltrol Xanthan gum

ad 100 water to the. Aqua the.

Phase C

1, 50 dihydroxyacetone dihydroxyacetones

10.00 water to the. Aqua the.

q.s. perfume oil

manufacturing

Heat phases A and B separately to approx. 80 ° C.

Stir phase B into phase A and homogenise briefly.

Cool with stirring to about 40 ° C, add phase C and briefly again

homogenize.

Claims

claims

1 . Compound containing at least one group of general formula (I)

in which

R ^1: independently of one another C4-C4o-alkyl, C3-Cio-cycloalkyl, C6-C3o aryl, C ₇ - C ₄₀ aralkyl, C ₇ -C ₄₀ alkylaryl, or - (R ² -0) _n -R ³ ;

R ² , R ⁴ : independently of one another are C 2 -C 10 -alkylene, C 6 -C 10 -arylene, or C 7 -C 10 -aralkylene;

R ^3: H, Ci-C ₄₀ alkyl, C ₃ -C ₀ cycloalkyl, C ₆ -C ₃₀ aryl, C ₇ -C ₄₀ aralkyl or C ₇ -C ₄₀ -

alkylaryl;

n: 1 to 200;

m: 1 to 6;

p: 0 to 200

* Linking the end group with the rest of the compound, with the proviso that for p = 0, the end group, instead of O, also via NR ⁵ , with R ⁵ selected from H and Ci-C ₃ o-alkyl, be linked to the rest of the compound can.

2. A compound according to claim 1, wherein R ¹ - (R ² -O) _n -R ³ , R ^{2 is} C ₂ -C ₅ -alkylene, R ^{4 is} C ₂ - Cs-alkylene, R ^{3 is} C ₂ -C ₃₀ -alkyl or C ₇ -C ₃₀ aralkyl and p = 0.

3. A compound according to claim 1 or 2, wherein m is 2 to 5.

4. A compound according to any one of claims 1 to 3, wherein the compound is selected from urethanes, ureas, esters, amides and carbonates.

5. A compound according to claim 4, wherein the compound is a polyether urethane and

a. at least one polyether polyol and

b. at least one polyisocyanate

in each polymerized form.

6. A compound according to claim 5, wherein the at least one polyether polyol a. has a number average molecular weight M _n in the range of 4000 to 10,000 g / mol.

7. A compound according to any one of claims 1 to 6, wherein at least one end group of the general formula (I) to the remaining compound via a structural which is selected from esters, amides, imides, urethanes, ureas, amines, ethers,

8. A compound according to any one of claims 1 to 7, wherein at least one end group of the general formula (I) is bonded to the remaining compound via a structural unit selected from urethanes and ureas.

9. Aqueous preparation containing at least one compound according to one of claims 1 to 8.

10. An aqueous preparation according to claim 9 containing at least one salt or surfactant or both.