DE102004005824A1 - Acrylate-based preparation containing organosilicon units, their preparation and their use - Google Patents

Abstract

The present invention relates to an acrylate-based preparation containing organosilicon compounds, the preparation containing, in addition to at least one acrylate DOLLAR A (i) at least one aminoalkyl-, alkoxy-, optionally alkyl- and optionally hydroxy-functional siloxane, (DOLLAR A) (ii) at least one 3- (4 , 5-dihydroimidazolyl) propyltrialkoxysilane or a reaction product of a 3- (4,5-dihydroimidazolyl) propyltrialkoxysilane, DOLLAR A (iii) optionally one or more organoalkoxysilanes, DOLLAR A (iv) optionally at least one reaction product, starting from the components (i), (ii) and / or (iii), and DOLLAR A (v) optionally at least one reaction product of the present acrylate component with at least one component from the series (i), (ii) and (iii) DOLLAR A contains. DOLLAR A Furthermore, the present invention relates to a method for producing such a preparation and its use, in particular as a radiation-curable, solvent-free printing ink.

Description

The The present invention relates to a specific organosilicon compound containing acrylate-based preparation, their preparation and their use.

Often is the liability of a preparation, for example, that of colors or paints, after application to a substrate little satisfied stellend. Also you are looking for possibilities strives for solvent-free To provide systems, cf. u. a. "UV-curing, solvent-free rotogravure inks", www.coating.de - COLOR & LACK, 108th vintage, 2/2002, pages 22 to 24.

to To improve adhesion, the substrate surface is usually pretreated, for example chemically by etching or by applying a primer. As a primer is often a Aminoalkylalkoxysilane used in water. Also become organofunctional Silanes and siloxanes for modifying the properties of surfaces or as a reactive component in preparations, in particular in coating compositions or in compounds. Physically, you can, for example, a substrate surface pretreated by a mechanical treatment or by irradiation. However, such additional activities often used in combination. In addition, security, Environmental protection and health and safety regulations to be observed, especially in Dealing with solution or diluents.

EP 1 304 345 A2 discloses a mixture of aminoalkyl-, alkoxy- or hydroxy- and optionally alkyl-functional siloxanes, which is used, inter alia, in paints and coatings as binders or adhesion promoters.

Of the present invention was based on the object, a further organosilicon compounds containing To provide an acrylate-based preparation. A special concern was it, a radiation-curable, essentially solvent-free printing ink for applications to provide on plastic films.

The Asked object is inventively according to the information of the claims solved.

• (i) mindestens ein aminoalkyl-, alkoxy-, gegebenenfalls alkyl- und gegebenenfalls hydroxyfunktionelles Siloxan,
• (ii) mindestens ein 3-(4,5-Dihydroimidazolyl)propyltrialkoxysilan oder ein Umsetzungsprodukt eines 3-(4,5-Dihydroimidazolyl)propyltrialkoxysilans,
• (iii) gegebenenfalls ein oder mehrere Organoalkoxysilane, vorzugsweise Aminoalkylalkoxysilane,
• (iv) gegebenenfalls mindestens ein Umsetzungsprodukt ausgehend von den Komponenten (i), (ii) und/oder (iii) und
• (v) gegebenenfalls mindestens ein Umsetzungsprodukt der vorliegenden Acrylatkomponente mit mindestens einer Komponente aus der Reihe (i), ii) und ((iii)

enthält und die in hervorragender Weise als Basis für eine strahlenhärtbare und im Wesentlichen lösungsmittelfreie Druckfarbe mit ausgezeichneten Hafteigenschaften, u. a. auf Kunststofffolien, verwendet werden kann.Surprisingly, it has been found that it is advantageously possible to provide an acrylate-based preparation containing organosilicon compounds which, in addition to at least one acrylate,

• (i) at least one aminoalkyl-, alkoxy-, optionally alkyl- and optionally hydroxy-functional siloxane,
• (ii) at least one 3- (4,5-dihydroimidazolyl) propyltrialkoxysilane or a reaction product of a 3- (4,5-dihydroimidazolyl) propyltrialkoxysilane,
• (iii) optionally one or more organoalkoxysilanes, preferably aminoalkylalkoxysilanes,
• (iv) optionally at least one reaction product starting from the components (i), (ii) and / or (iii) and
• (v) optionally at least one reaction product of the present acrylate component with at least one component from the series (i), ii) and (iii)

and which can be excellently used as a base for a radiation-curable and substantially solvent-free ink having excellent adhesive properties, including on plastic films.

• (i) mindestens ein aminoalkyl-, alkoxy-, gegebenenfalls alkyl- und gegebenenfalls hydroxyfunktionelles Siloxan,
• (ii) mindestens ein 3-(4,5-Dihydroimidazolyl)propyltrialkoxysilan oder ein Umsetzungsprodukt eines 3-(4,5-Dihydroimidazolyl)propyltrialkoxysilans,
• (iii) gegebenenfalls ein oder mehrere Organoalkoxysilane,
• (iv) gegebenenfalls mindestens ein Umsetzungsprodukt ausgehend von den Komponenten (i), (ii) und/oder (iii) und
• (v) gegebenenfalls mindestens ein Umsetzungsprodukt der vorliegenden Acrylatkomponente mit mindestens einer Komponente aus der Reihe (i), (ii) und (iii)

enthält.The subject of the present invention is therefore an acrylate-based preparation containing organosilicon compounds, where the preparation contains, in addition to at least one acrylate

• (i) at least one aminoalkyl-, alkoxy-, optionally alkyl- and optionally hydroxy-functional siloxane,
• (ii) at least one 3- (4,5-dihydroimidazolyl) propyltrialkoxysilane or a reaction product of a 3- (4,5-dihydroimidazolyl) propyltrialkoxysilane,
• (iii) optionally one or more organoalkoxysilanes,
• (iv) optionally at least one reaction product starting from the components (i), (ii) and / or (iii) and
• (v) optionally at least one reaction product of the present acrylate component with at least one component from the series (i), (ii) and (iii)

contains.

Thus, preparations according to the invention can contain at least one component (i) of the general formula I [(R) _x Si (R ') _y (R ") _z (O) ( _{3-xyz) / 2} ] (I) in which R groups are the same or different and R is a linear, cyclic, branched or substituted alkyl group, an alkoxy group or a hydroxy group, groups R 'are identical or different and R' is an alkoxy group or a hydroxy group, groups R '' are the same or different and R '' is a silylaminoalkyl group bonded to a siloxane moiety through Si-O-Si bond, x is 0 to ≤ 2, y is> 0 to <3, z is> 0 to <3 and the proviso (x + y + z) <3, included.

Especially contains a preparation according to the invention also at least one component (ii) from the series 3- (4,5-dihydroimidazolyl) propyltrimethoxysilane and 3- (4,5-dihydroimidazolyl) propyltriethoxysilane or their reaction products.

at of the present preparation the starting materials or the components present in the preparation according to chemical understanding too react with each other (also called reaction products here). So can condense the respective components present in the preparation or co-condensate, oligomerize, transesterify, hydrolyze, equilibrate, networking or a Michael addition - just to give a few examples call - follow.

Preparations according to the invention can do that particularly preferably a component (iii) from the series of the aminoalkylalkoxysilanes, for example - but not exclusively - 3-aminopropyltrialkoxysilanes, 3-aminopropylmethyldialkoxysilanes, N- (2-aminoethyl) -3-aminopropyltrialkoxysilanes, N- (2-aminoethyl) -3-aminopropylmethyldialkoxysilanes or corresponding reaction products of the aforementioned compounds wherein alkoxy is here preferably methoxy and ethoxy.

So contain preparations according to the invention preferably also a content of component (iv), wherein the reaction products based on components (i), (ii) and / or (iii) a have average molecular weight of 500 to 1 000 g / mol.

In addition, a preparation according to the invention may contain a component (v) which is in particular the reaction product of a Michael addition starting from component (ii) and the acrylate component present:
Aminoalkylsilyl functionalization of an acrylate by Michael addition X-CO (O) -CH = CH ₂ + H ₂ N (CH ₂ ) ₃ -Si (OEt) ₂ -OY → X-CO (O) -CH ₂ -CH ₂ -NH- (CH ₂ ) ₃ - Si (OEt) ₂ -OY, wherein X represents another organic group and Y represents an organic radical, for example a silyl group, or the remainder of a reactive substrate surface, for example a corona-treated surface of a plastic film, or the remainder of a pigment present in the preparation, for example titanium dioxide.

Furthermore contains a preparation according to the invention a content of alcohol of less than 5 wt .-%, and the present Preparation is advantageously otherwise free of organic solvents.

Prefers For example, a present formulation has a content of methanol, ethanol and / or isopropanol of from 1 ppm by weight to 3% by weight, more preferably 0.01 to 2 wt .-%, on.

When Acrylate base contain preparations according to the invention preferably at least one acrylate from the series urethane acrylate, functional Acrylate, triacrylate and / or polyester acrylate.

Furthermore can preparations according to the invention a further content of color pigments, photoinitiators, UV absorbers - only to give some examples - and / or contain further additives.

object The present invention further provides a method of preparation a preparation according to the invention, which is characterized in that an acrylate-containing starting composition, preferably an acrylate-containing lacquer or an acrylate-containing Paint, in particular a printing ink, with the components (i) and (ii) and optionally components (iii), (iv) and (v) brings together and reacts with good mixing.

At the inventive method if, as component (i), preference is given to a mixture of aminoalkyl-, alkoxy, optionally alkyl and optionally hydroxyfunktioneller Siloxanes, where for the preparation of this mixture (a) at least one monomeric or oligomeric tetraalkoxysilane or (b) at least one alkylalkoxysilane or (c) a mixture of at least one monomeric tetraalkoxysilane and / or an oligomeric tetraalkoxysilane and at least one Alkylalkoxysilane hydrolyzed by adding water and acid specifically and precondensed, the resulting siloxane-containing reaction mixture at least one aminoalkyl-functional alkoxysilane (d) admits, wherein the aminoalkylsilane on the present in the reaction mixture siloxane units condensed as well as substantially enveloped, and you alcohol from the System removed.

at the preparation of component (i) described above is used as compound (a), preferably, oligomeric tetraethoxysilane.

Farther it is preferred that in the preparation of component (i) as Compound (b) methyltrimethoxysilane, methyltriethoxysilane, n-propyltrimethoxysilane, n-Propyltriethoxysilane or a mixture of at least two of previously mentioned alkoxysilanes used.

Also, in the preparation of component (i) according to (c), the compounds (a) and (b) in a molar ratio of 1: 0 to 1: 1 as Ge mix.

When Catalyst is suitably used to prepare component (i) an acid, especially hydrogen chloride. It is preferable to use aqueous hydrochloric acid, preferably one about 37% hydrochloric acid, in an amount of 60 to 100 ppm by weight, more preferably in an amount of 80 to 90 wt. ppm, in particular of 84 wt. ppm, based on the amount of compounds (a) and (b) used.

At the inventive method is preferred in the preparation of component (i) for hydrolysis and precondensation per mole of Si of components (a) and (b) in total 0.7 to 1.6 mol, preferably 0.8 to 1.2, particularly preferably 0.85 to 1.0 mole of water.

at The preparation of component (i) leads to hydrolysis and precondensation the components (a) or (b) or (c) according to the invention in one diluted with alcohol solution by. Suitably contains the reaction mixture up to 60 wt .-%, preferably 20 to 45 wt .-%, Alcohol. Preference is given to using methanol or ethanol.

hydrolysis and precondensation of the compounds (a) or (b) or (c) in the preparation of component (i), preferably under atmospheric pressure carried out at a temperature of 10 to 95 ° C, in particular over 2 to 3 hours at 70 to 80 ° C.

Then sets in the preparation of the component (i) that hitherto present Reaction mixture preferably at least one aminoalkylfunktionelles Alkoxysilane as compound (d) to, wherein compound (d) is preferred an aminoalkyl group from the series aminoethyl-aminopropyl, aminoethyl-aminoethyl-aminopropyl, N-methylaminopropyl, N- (n-butyl) aminopropyl, N-cyclohexylaminopropyl or N-phenylaminopropyl and at least an alkoxy group from the series methoxy, ethoxy or propoxy carries.

To Addition of (d) is preferably once again 0.8 to 1.0 mol of water, now based on (d), added. Optionally, you can dilute alcohol proportionately.

At the inventive method In the preparation of component (i), the compounds (a), (b) and (d) preferably in a molar ratio of 1: 0: 1 to 1: 1: 1 used, d. H. the molar ratio of the components (a + b) to (d) amounts to preferably 1: 1 to 2: 1.

Especially In the preparation of component (i), the procedure is followed the reaction mixture after hydrolysis and precondensation of the compounds (a) or (b) or (c) at a temperature in the range of 30 to 100 ° C the Add compound (d) with thorough mixing over one Period of 5 minutes to 4 hours, especially about 30 minutes at 70 to 80 ° C, suitably at a pH of 10 to 11, and then alcohol at a temperature in the range of 40 to 120 ° C, preferably from 80 to 90 ° C, below Normal pressure or distilled under reduced pressure from the system removed, so that (i) preferably less than 5 wt .-% of free Contains alcohol.

you However, component (i) can also be produced according to the prior art and use corresponding organosiloxanes in the present process.

So revealed EP 1 304 345 A2 a mixture of aminoalkylalkoxy- or hydroxy- and optionally alkyl-functional siloxanes, which can be suitably used as component (i).

Mixtures of chain-like and cyclic siloxane oligomers according to EP 0 997 469 A2 , which carry aminopropyl, alkoxy and optionally alkyl groups, wherein the organofunctional silicon units in these cocondensates are randomly distributed, as component (i) use.

Out EP 0 716 128 A2 . EP 0 716 127 A2 such as EP 0 675 128 A1 aqueous solutions of amino-functional and OH-containing organosilanes or organosiloxanes are known. These organosilane systems are virtually completely hydrolyzed and the organofunctional silicon units are randomly distributed in the cocondensates and can also be used as aminofunctional component (i) in consideration of the water content then present in the process according to the invention.

It be explicit noted that the aforementioned property rights in full attributable to the disclosure of the present patent application.

suitably one sets in the method according to the invention the component (i) with 0.05 to 15 wt .-%, preferably with 1 to 9 wt .-%, in particular with 3 to 7 wt .-%, based on the acrylate-containing Preparation, for example, a ready-to-use printing ink or an acrylate-based paint.

As component (ii), preference is given in the present process to 3- (4,5-dihydroimidazolyl) propyltriethoxysilane or 3- (4,5-dihydroimidazolyl) propyltriethoxysilane in an amount of from 0.01 to 5 Wt .-%, particularly preferably from 0.1 to 3 wt .-%, in particular from 0.5 to 1.5 wt .-%, based on the acrylate preparation, ie, for example, a ready-to-use ink or an acrylate-based paint, a ,

Furthermore can be in the inventive method components (i) and (ii) together with component (iii) in a weight ratio from 7: 1: 1 to 3: 0: 1, preferably from 7: 0: 1 to 4: 1: 1, more preferably from 5: 0: 1 to 5: 1: 1, use, where (iii) is preferably selected from the series N- (2-aminoethyl) -3-aminopropyltrimethoxysilane, N- (2-aminoethyl) -3-aminopropyltriethoxysilane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, N- (2-aminoethyl) -3-aminopropylmethyldiethoxysilane, 3-aminopropylmethyldimethoxysilane, 3-aminopropylmethyldiethoxysilane, 3-aminopropyltrimethoxysilane and 3-aminopropyltriethoxysilane is selected. That is, the components (i) and (ii) are preferably used in a weight ratio of 3: 0 to 7: 1 used. Furthermore, it is preferred for the use of Components (ii) and (iii) a weight ratio of 0: 1 to 1: 1 and a weight ratio of components (i) to (iii) from 3: 1 to 7: 1, in particular of 4: 1 to 5: 1, wherein the weight ratio of [(i) + (ii)] to (iii) suitably 3: 1 to 8: 1.

Farther becomes in the procedure according to invention preferably that the components (i), (ii) and optionally (iii) in total from 0.1 to 25 parts by weight, more preferably from 1 to 10% by weight, most preferably from 2 to 8% by weight, in particular with 3 to 7 wt .-%, per 100 parts by weight of an acrylate-containing Preparation, for example, an acrylate-containing printing ink or a But also the values 4, 5, 7 and 9 wt .-% as well as all intermediate values of the values from 0.10 to 25.00% by weight here be highlighted. So you put in the process of the invention preferably that obtained from components (i), (ii) and optionally (iii) Product mixture of an acrylate-containing composition with thorough mixing to, according to the invention, a ready-to-use, UV-curable Preparation based on acrylate, which is particularly advantageous in application by excellent Adhesive properties on substrate surfaces.

in the Generally leads the process according to the invention so by first the component (i) by targeted hydrolysis and condensation of Compounds (a) or (b) or (c) and the mixture thus obtained Followed by reaction products with at least one compound according to (d), optionally under further addition of water, allowed to react. The reactions of the compounds (a) or (b) or (c) are suitably in the presence of acid as Catalyst performed. When compound (d) is added, the pH in the reaction mixture increases usually around 10 to 11. Suitably one lets the reaction mixture can react with good mixing and can subsequently at least partially remove alcohol from the system.

following Component (i) is usually added with components (ii) and / or (iii) and optionally with the addition of excipients.

The previously described reactions can be found in suitable solvent or diluents carried out become. In the resulting alcohol or existing existing Dissolve or thinner you can at least partially remove from the system after the implementation.

In usually mixes the product mixture thus obtained now with a Acrylate-based composition, in particular a lacquer or a Printing ink, and leaves it will react, for example, over about 30 to 60 minutes at room temperature. After that, the present acrylate-containing preparation according to the invention are processed.

So modified acrylate-based formulations are generally of low viscosity Systems and are characterized by excellent processability as well as by excellent adhesive properties on it treated Substrate surfaces.

Consequently is also the subject of the present invention a preparation, those according to the inventive method available is.

Farther The object of the present invention is the use of a preparation according to the invention or produced or obtained according to the present Procedure for the coating or labeling of natural materials, plastics, Plastic films, metal or metal foils.

Especially one uses a preparation according to the invention for the Coating of polyethylene (PE), polypropylene (PP), preferably oriented Polypropylene (OPP), polyethylene terephthalate (PET), polyamide (PA), preferably oriented polyamide, aluminum or composites thereof, For example, PPAM film (polypropylene / polyamide).

Especially one uses a preparation according to the invention as printing ink.

Especially Advantageously, a preparation according to the invention in the flexographic printing process use.

This Printing process counts to the high pressure, wherein the glued on a roller elastic printing plate (Cliche) from printed, raised, mirror-inverted Parts and lower lying, non-printing parts. The low-viscosity printing ink is usually done by means of an anilox roller, depending on the screening can absorb different amounts of color, from the ink tray to the Cliché and transferred from this directly to the substrate.

Therefore is also the subject of the use of a preparation according to the invention for the Production of a coating by the flexographic printing process.

The Coating of substrates with a preparation according to the invention but also by means of usual coating application process, such as brushing, dipping, spraying etc., take place.

Preparations according to the invention can be beneficial hardened by irradiation become.

So After the coating step, the curing of the Coating. In particular, a uniform curing of the advantageous present coating achieved by UV curing under inert gas.

Consequently is also the subject of the use of a preparation according to the invention or produced or obtained by the process according to the invention for one UV or electron beam crosslinking coating. Such coatings usually have excellent adhesion on one of the above mentioned substrates and usually have layer thicknesses of about ≤ 100 microns, in particular from 0.5 to 80 μm, in particular from 1 to 50 microns.

Farther subject is a coating available after at least one the claims 28 to 32.

Especially are thus also plastics, plastic films, metals, metal foils or composites of metal and plastic, with a coating according to the invention provided advantageous, subject of the present invention.

Farther counting to the objects the present invention article based on a material according to claim 34, for example - but not exclusive - plastics, Plastic films, composites etc.

The The present invention is further illustrated by the following examples without to restrict the scope of protection.

Examples:

example 1

manufacturing of the organosiloxane mixture

In a 1-liter multi-necked flask equipped with stirrer, reflux condenser, thermometer and dropping funnel, 550 g of oligomeric tetraethoxysilane (trade name DYNASIL ^® 40) are submitted. The temperature is set to 70 ° C. Within 30 minutes, a mixture of 17 g of water, 150 g of ethanol and 0.2 g of 37% hydrochloric acid is added with stirring. The reaction mixture is stirred for about 2 hours. Thereafter, 70 g of aminopropyltrimethoxysilane are added with a pH of 11 with stirring and added dropwise a mixture of 5.5 g of water and 20 g of ethanol by means of a dropping funnel. The mixture is stirred for a further 0.5 hours at 75 to 80 ° C. At a bottom temperature of about 60 ° C, the alcohol used and the hydrolysis alcohol are distilled off under reduced pressure within 2 hours. Then set a pressure of <1 mbar and let the sump temperature to max. Rise 90 ° C. The reaction mixture is left under these conditions for 1 hour to remove the residual alcohol. The resulting organosiloxane is a clear, colorless low viscosity liquid.

Now 36 g of the previously prepared are in a beaker with stirring Organosiloxane with 7 g of 3- (4,5-dihydroimidazolyl) propyltriethoxysilane and 7 g of N- (2-aminoethyl) -3-aminopropyltrimethoxysilane mixed and stirred for about 30 minutes. You get such a product mixture, which is now in an acrylate-containing composition can contribute.

Example 2

example and comparison

2 kg of white acrylic-containing printing ink are mixed with 140 g of the ready-to-use product from Example 1. 1 hour after the mixing process, Korona pre-treated PP film is printed under UV curing using the flexographic printing process. The adhesion of the print is checked immediately by sticking on Tesa ^® adhesive tape and demolition. There is no color adhering to the tesa strip. This print has excellent adhesion to the surface of the PP film.

When using the printing ink without addition of the ready-product mixture from Example 1 under otherwise comparable conditions, the pressure remains completely stuck to the Tesa ^® strips and does not have good adhesion to the PP film in comparison.

Claims (35)

Organosilicon compounds containing preparation based on acrylate, wherein the preparation in addition to at least one acrylate (I) at least one aminoalkyl, alkoxy, optionally alkyl and optionally hydroxy-functional siloxane, (ii) at least one 3- (4,5-dihydroimidazolyl) propyltrialkoxysilane or a reaction product of a 3- (4,5-dihydroimidazolyl) propyltrialkoxysilane, (Iii) optionally one or more organoalkoxysilanes, (iv) if appropriate at least one reaction product starting from the components (i), (ii) and / or (iii) and (v) optionally at least one reaction product the present acrylate component having at least one component from the series (i), (ii) and (iii) contains. Preparation according to claim 1, characterized by at least one component (i) of the general formula I. [(R) _x Si (R ') _y (R ") _z (O) ( _{3-xyz) / 2} ] (I) in which R groups are the same or different and R is a linear, cyclic, branched or substituted alkyl group or an alkoxy group or a hydroxy group, groups R 'are identical or different and R' is an alkoxy group or a hydroxy group, groups R '' are the same or different and R '' is a silylaminoalkyl group attached via Si-O-Si bond, x is 0 to ≤ 2, y is> 0 to <3, z is> 0 to <3 and the proviso (x + y + z) <3. Preparation according to claim 1 or 2, characterized by a component (ii) from the series 3- (4,5-dihydroimidazolyl) propyltrimethoxysilane and 3- (4,5-dihydroimidazolyl) propyltriethoxysilane. Preparation according to one of claims 1 to 3, characterized by a component (iii) from the series of aminoalkylalkoxysilanes. Preparation according to one of claims 1 to 4, characterized by a content of component (iv), the reaction products have an average molecular weight of 500 to 1 000 g / mol. Preparation according to one of claims 1 to 5, characterized by a component (v) which is the reaction product of a Michael addition starting from component (ii) and the present acrylate component is. Preparation according to one of claims 1 to 6, characterized by a content of alcohol of less than 5 wt .-% and that the preparation is otherwise free of organic solvents. Preparation according to claim 7, characterized by a content of methanol, ethanol and / or isopropanol of 1 ppm by weight to 3% by weight. Preparation according to one of claims 1 to 8, characterized by a content of acrylate from the series urethane acrylate, functional Acrylate, triacrylate and / or polyester acrylate. Preparation according to one of claims 1 to 9, characterized by a content of color pigments, UV absorbers and / or photoinitiators. Process for the preparation of a radiation-curing Preparation according to one of the claims 1 or 10, characterized in that one is an acrylate-containing Starting composition with the components (i) and (ii) and optionally the components (iii), (iv) and (v) brings together and under good Mixing reacts. Method according to claim 11, characterized in that in that as component (i) a mixture of aminoalkyl, alkoxy, optionally alkyl and optionally hydroxy-functional siloxanes used and one for the preparation of this mixture (a) at least one monomeric or oligomeric tetraalkoxysilane or (b) at least one alkylalkoxysilane or (c) a mixture of at least one monomeric or oligomeric one Tetraalkoxysilane and at least one alkylalkoxysilane by addition of water and acid specifically hydrolysed and precondensed, the thus-obtained, siloxane-containing Reaction mixture at least one aminoalkyl-functional alkoxysilane (d) adds, hydrolyzed by further addition of water and precondensed and alcohol removed from the system. Method according to claim 12, characterized in that in the preparation of component (i) as compound (a) monomeric or oligomeric tetraethoxysilane used. Method according to claim 12 or 13, characterized in the preparation of component (i) as compound (b) Methyltrimethoxysilane, methyltriethoxysilane, n-propyltrimethoxysilane, n-propyltriethoxysilane or a mixture thereof. Method according to one of claims 12 to 14, characterized that in the preparation of component (i) according to (c) the Compounds (a) and (b) in a molar ratio of 1: 0 to 1: 1 used. Method according to one of claims 12 to 15, characterized that in the preparation of component (i) as the acid hydrogen chloride starts. Method according to one of claims 12 to 16, characterized that in the preparation of component (i) for the hydrolysis and precondensation per mole of Si of components (a) and (b) 0.7 to Uses 1.6 mol of water. Method according to one of claims 12 to 17, characterized that in the preparation of component (i) hydrolysis and precondensation of components (a) or (b) or (c) in a solution diluted with alcohol. Method according to one of claims 12 to 18, characterized that in the preparation of component (i) the hydrolysis and Precondensation of compounds (a) or (b) or (c) under atmospheric pressure at a temperature of 10 to 95 ° C. Method according to one of claims 12 to 19, characterized in the preparation of component (i) as compound (d) at least one aminoalkyl-functional alkoxysilane is used which an aminoalkyl group from the series aminoethyl-aminopropyl, aminoethyl-aminoethyl-aminopropyl, N-methylaminopropyl, N- (n-butyl) aminopropyl, N-cyclohexylaminopropyl or N-phenylaminopropyl and at least one alkoxy group from the Series methoxy, ethoxy or propoxy carries. Method according to one of claims 12 to 20, characterized that in the preparation of component (i) the compounds (a), (b) and (d) in a molar ratio of 1: 0: 1 to 1: 1: 1 starts. Method according to one of claims 12 to 21, characterized that in the preparation of component (i) the reaction mixture after Hydrolysis and precondensation of the compounds (a) or (b) or (c) at a temperature in the range of 30 to 100 ° C, the compound (d) and another 0.7 to 1.0 moles of water per mole of Si of the component (d) with good mixing, over a period of 5 minutes react to 4 hours and subsequently Alcohol at a temperature in the range of 40 to 120 ° C under atmospheric pressure or removed under reduced pressure by distillation from the system. Method according to one of claims 11 to 22, characterized in that component (i) is used at 0.05 to 15% by weight, based on the acrylate-containing preparation. Method according to one of claims 11 to 23, characterized that as component (ii) 3- (4,5-dihydroimidazolyl) propyltriethoxysilane or 3- (4,5-dihydroimidazolyl) propyltriethoxysilane in an amount from 0.01 to 5% by weight, based on the acrylate-containing preparation, starts. Method according to one of claims 11 to 24, characterized that the components (i), (ii) and (iii) in a weight ratio of 7: 0: 1 to 4: 1: 1. Method according to one of claims 11 to 25, characterized that the product mixture obtained from the components (i), (ii) and optionally (iii), in total from 0.1 to 25 parts by weight used per 100 parts by weight of acrylate. Preparation available according to one of the claims 11 to 26. Use of a preparation according to one of claims 1 to 10 or obtained according to any one of claims 11 to 27 for the coating of natural substances, plastics, plastic films, metal or metal foils. Use of a preparation according to claim 28 for the coating of polyethylene, polypropylene, polyethylene terephthalate, polyamide, Aluminum or composites thereof. Use of a preparation according to one of claims 1 to 10 or obtained according to one of claims 11 to 27 or after one of claims 28 or 29 for a UV or electron beam crosslinking coating. Use of a preparation according to one of claims 1 to 10 or obtained according to one of claims 11 to 27 or after one of claims 28 up to 30 as printing ink. Use of a preparation according to claim 31 for the production a coating according to the flexographic printing process. Coating available according to at least one of the claims 28 to 32. Plastic, plastic film, metal, metal foil or Composite material of metal and plastic with a coating according to claim 33rd Article based on a material according to claim 34th